Movetolitchfieldcounty.com Search Results

$2,950,000

This stunning 1874 Federal house sits on a 3.93-acre lot and backs up to land-trust property. It was fully renovated and designed by Percy Steinhart, the design maven who created Stubbs & Wooton shoes. The estate contains a 6,641 square foot Main House, plus a wonderful Pool House and Carriage House. In the Main House, the spacious Entry Hall leads to the Living Room with a fireplace and a charming bay window. A large Library with a fireplace opens into a spacious Garden Room. The elegant Dining Room has a corner fireplace and double exposures. Adjacent is a gourmet Kitchen with a large island, high-end appliances, and a sizeable breakfast area with a spacious Cloak and Powder Room nearby. The front and back staircases lead to the second floor and a Primary Suite consisting of a large bedroom with a bay window and fireplace, and an elegant en-suite Bath. A second Bedroom with a fireplace is adjacent to the Primary. Two additional Bedrooms with en-suite Baths, and a Laundry Room, complete the second floor. On the third floor is a center gathering room plus two large Bedrooms and Baths. A large, unrenovated room has potential for use as an additional Bedroom, Gym, or Office. The Basement has a two-car garage with a Half Bath and generous storage rooms. The property is beautifully landscaped with a Croquet Lawn, a large pool, and Pool House with an outdoor fireplace for cooking, and a Greenhouse. The Main House and Pool House have updated HVAC systems with Central Air.

7 Beds ⋅ 6 Baths ⋅ 24169503 MLS

This stunning 1874 Federal house sits on a 3.93-acre lot and backs up to land-trust property. It was fully renovated and designed by Percy Steinhart, the design maven who created Stubbs & Wooton shoes. The estate contains a 6,641 square foot Main House, plus a wonderful Pool House and Carriage House. In the Main House, the spacious Entry Hall leads to the Living Room with a fireplace and a charming bay window. A large Library with a fireplace opens into a spacious Garden Room. The elegant Dining Room has a corner fireplace and double exposures. Adjacent is a gourmet Kitchen with a large island, high-end appliances, and a sizeable breakfast area with a spacious Cloak and Powder Room nearby. The front and back staircases lead to the second floor and a Primary Suite consisting of a large bedroom with a bay window and fireplace, and an elegant en-suite Bath. A second Bedroom with a fireplace is adjacent to the Primary. Two additional Bedrooms with en-suite Baths, and a Laundry Room, complete the second floor. On the third floor is a center gathering room plus two large Bedrooms and Baths. A large, unrenovated room has potential for use as an additional Bedroom, Gym, or Office. The Basement has a two-car garage with a Half Bath and generous storage rooms. The property is beautifully landscaped with a Croquet Lawn, a large pool, and Pool House with an outdoor fireplace for cooking, and a Greenhouse. The Main House and Pool House have updated HVAC systems with Central Air.

148 North St, Litchfield

$2,600,000

On nearly an acre in the Borough of Litchfield, the 1775 Benjamin Tallmadge House is a rare offering in the Litchfield Historic District. A decade of museum-quality stewardship under the current owners has produced one of the most thoughtful restorations ever undertaken on a North Street residence, with every original architectural detail preserved. This antique Colonial blends preserved character with thoughtful updates, including original wide-board pine floors, plaster walls, refurbished Indian shutters, 10 fireplaces, and a chef's kitchen with soapstone counters, La Cornue range, butler's pantry, and built-in banquette. Four bedrooms are joined by a third-floor den currently configured as a 5th bedroom.The primary suite features a 2026 expanded glass-and-tile shower, walk-in dressing room, and cedar closets. Grounds by Michael Trapp include a 44-foot gunite pool, planted rooftop deck with 10-foot spa, tea house, gazebo, gas fire pit, and attached 3-car garage. This is the rare offering where architecture, national history, and daily livability all carry equal weight - a Georgian landmark with Revolutionary War provenance, museum-quality restoration, and a Trapp landscape compound, presented in turnkey condition for its next generation of stewardship.

4 Beds ⋅ 5 Baths ⋅ 24166876 MLS

On nearly an acre in the Borough of Litchfield, the 1775 Benjamin Tallmadge House is a rare offering in the Litchfield Historic District. A decade of museum-quality stewardship under the current owners has produced one of the most thoughtful restorations ever undertaken on a North Street residence, with every original architectural detail preserved. This antique Colonial blends preserved character with thoughtful updates, including original wide-board pine floors, plaster walls, refurbished Indian shutters, 10 fireplaces, and a chef's kitchen with soapstone counters, La Cornue range, butler's pantry, and built-in banquette. Four bedrooms are joined by a third-floor den currently configured as a 5th bedroom.The primary suite features a 2026 expanded glass-and-tile shower, walk-in dressing room, and cedar closets. Grounds by Michael Trapp include a 44-foot gunite pool, planted rooftop deck with 10-foot spa, tea house, gazebo, gas fire pit, and attached 3-car garage. This is the rare offering where architecture, national history, and daily livability all carry equal weight - a Georgian landmark with Revolutionary War provenance, museum-quality restoration, and a Trapp landscape compound, presented in turnkey condition for its next generation of stewardship.

47 North St, Litchfield

$2,188,000

In the heart of Litchfield's coveted Historic District, along one of the town's most admired streets, stands the circa-1855 Woodruff House, an iconic Italianate Victorian Villa and enduring centerpiece of the neighborhood. Built for prominent Litchfield resident George Morris Woodruff, this beloved home blends architectural pedigree with modern livability. Signature elements include a shallow hipped roofline, distinctive columned verandah, double-tiered gallery, and dramatic two-story octagonal bays, a rare and remarkably preserved example of the period. Inside, grand yet inviting spaces unfold: formal entry hall, multiple living rooms for gathering and quiet retreat, dining room, den, office, and a spacious kitchen opening to a comfortable family room. The home offers five bedrooms including two primary suites, along with four full and three half baths, allowing guests and owners alike to live graciously. French doors lead to a sunroom and deck overlooking mature, landscaped grounds designed for entertaining with two patios, an updated heated pool, and the kind of setting that makes weekends linger longer. Modern comforts integrate seamlessly: elevator to primary bedroom, generator, four fireplaces and laundry room. A heated two-story barn provides flexible space for studio, workshop, or collector storage with room for two vehicles. Moments to the Litchfield Green. A rare opportunity to own not simply a home, but a recognized piece of Litchfield's architectural legacy.

5 Beds ⋅ 7 Baths ⋅ 24150605 MLS

In the heart of Litchfield's coveted Historic District, along one of the town's most admired streets, stands the circa-1855 Woodruff House, an iconic Italianate Victorian Villa and enduring centerpiece of the neighborhood. Built for prominent Litchfield resident George Morris Woodruff, this beloved home blends architectural pedigree with modern livability. Signature elements include a shallow hipped roofline, distinctive columned verandah, double-tiered gallery, and dramatic two-story octagonal bays, a rare and remarkably preserved example of the period. Inside, grand yet inviting spaces unfold: formal entry hall, multiple living rooms for gathering and quiet retreat, dining room, den, office, and a spacious kitchen opening to a comfortable family room. The home offers five bedrooms including two primary suites, along with four full and three half baths, allowing guests and owners alike to live graciously. French doors lead to a sunroom and deck overlooking mature, landscaped grounds designed for entertaining with two patios, an updated heated pool, and the kind of setting that makes weekends linger longer. Modern comforts integrate seamlessly: elevator to primary bedroom, generator, four fireplaces and laundry room. A heated two-story barn provides flexible space for studio, workshop, or collector storage with room for two vehicles. Moments to the Litchfield Green. A rare opportunity to own not simply a home, but a recognized piece of Litchfield's architectural legacy.

44 South St, Litchfield

$1,300,000

A Vintage Revival! Circa 1756 Historic Saltbox on 7 acres of level, sunny, totally useable acres in the Litchfield CT is completely renovated top to bottom; this is a home that marries the best of both the past and the present for modern living. Preserving the antique details and charm with new baths, a new kitchen and four new out buildings to the property the result is a home that's simple, clean, cozy and encourages outdoor hobbies/activities and offers endless live/work possibilities in a quiet country setting. There are exposed beams, hardwood floors throughout, multiple fireplaces, Plaster walls. Off the side of the house a wonderful stone terrace for entertaining complete with a pergola and a wood burning pizza oven. Take in the views of the open meadow and star glaze at night. A two car garage with gym area above offers tons of storage. A large post and beam barn for equipment could become a studio or guest house. There is even a chicken coop, an Orchard with a variety of apple trees, peach, cherry, and pear trees as well as 600+ different varieties of Xmas trees, a greenhouse, a chicken coop and a pond. There is room for a pool. This is an all American Classic only better!

4 Beds ⋅ 4 Baths ⋅ 24163053 MLS

A Vintage Revival! Circa 1756 Historic Saltbox on 7 acres of level, sunny, totally useable acres in the Litchfield CT is completely renovated top to bottom; this is a home that marries the best of both the past and the present for modern living. Preserving the antique details and charm with new baths, a new kitchen and four new out buildings to the property the result is a home that's simple, clean, cozy and encourages outdoor hobbies/activities and offers endless live/work possibilities in a quiet country setting. There are exposed beams, hardwood floors throughout, multiple fireplaces, Plaster walls. Off the side of the house a wonderful stone terrace for entertaining complete with a pergola and a wood burning pizza oven. Take in the views of the open meadow and star glaze at night. A two car garage with gym area above offers tons of storage. A large post and beam barn for equipment could become a studio or guest house. There is even a chicken coop, an Orchard with a variety of apple trees, peach, cherry, and pear trees as well as 600+ different varieties of Xmas trees, a greenhouse, a chicken coop and a pond. There is room for a pool. This is an all American Classic only better!

566 Maple St, Litchfield

$1,275,000

Wonderfully maintained center hall colonial on 10 acres bordered by protected land. This peaceful 3,200 sqft home features large open concept kitchen and living room with cozy gas fireplace and access to the spacious deck overlooking the back yard and pool. Through the cozy den with another gas fireplace you can enjoy endless summer nights on the large screened in porch, finishing off the main floor isn an oversized dining room with additional seating area and stunning decorative stone fireplace mantle. Upstairs features 4 spacious bedrooms including a large primary suite with walk in closet and access to an additional sitting area/office space. Through the sitting area and with Additional access from the lower level to the finished rec room above the garage is perfect for additional guests. Large basement has tremendous opportunity for additional living space with exterior and garage access. Outside, the private large pool with automatic pool cover is perfect for long quiet summer afternoons. Don't miss the chance on this private oasis in Milton!

4 Beds ⋅ 3 Baths ⋅ 24188011 MLS

Wonderfully maintained center hall colonial on 10 acres bordered by protected land. This peaceful 3,200 sqft home features large open concept kitchen and living room with cozy gas fireplace and access to the spacious deck overlooking the back yard and pool. Through the cozy den with another gas fireplace you can enjoy endless summer nights on the large screened in porch, finishing off the main floor isn an oversized dining room with additional seating area and stunning decorative stone fireplace mantle. Upstairs features 4 spacious bedrooms including a large primary suite with walk in closet and access to an additional sitting area/office space. Through the sitting area and with Additional access from the lower level to the finished rec room above the garage is perfect for additional guests. Large basement has tremendous opportunity for additional living space with exterior and garage access. Outside, the private large pool with automatic pool cover is perfect for long quiet summer afternoons. Don't miss the chance on this private oasis in Milton!

469 Milton Rd, Litchfield

$1,150,000

Welcome to Riverbend Farm, in the Borough of Litchfield. The property includes almost 7 acres with over 1,000 feet of frontage on the Bantam River! Set back from the road, is 415 South Street, the 6.7 acre parcel, with four structures, house, garage, garden shed and three stall barn. With stunning views of rolling property down to the river this Mid Century home has a flexible floor plan that features 4 bedrooms, 4.5 baths and over 4,000 sqft. The walk out living area has walls of windows overlooking a large blue stone patio, pool with flower garden, mature trees, rolling hill down to the river. The heart of the home includes: kitchen, dining area and 2 seating areas, one with a fireplace. With custom cabinetry, granite counter, gas cooktop and two ovens, microwave and a huge island, the spacious kitchen has ample space for multiple cooks. Adjacent to the kitchen is a half bath with laundry and a walk in pantry. The primary suite, on the entry floor, has a wall of windows, a gas fireplace, hardwood floors and French door access to a patio and the in-ground pool. This room has a large en-suite bath with a double sink. Adjacent to the entry is one of the bedrooms/home office/library/den spaces with large windows and hardwood floors.

4 Beds ⋅ 5 Baths ⋅ 24169204 MLS

Welcome to Riverbend Farm, in the Borough of Litchfield. The property includes almost 7 acres with over 1,000 feet of frontage on the Bantam River! Set back from the road, is 415 South Street, the 6.7 acre parcel, with four structures, house, garage, garden shed and three stall barn. With stunning views of rolling property down to the river this Mid Century home has a flexible floor plan that features 4 bedrooms, 4.5 baths and over 4,000 sqft. The walk out living area has walls of windows overlooking a large blue stone patio, pool with flower garden, mature trees, rolling hill down to the river. The heart of the home includes: kitchen, dining area and 2 seating areas, one with a fireplace. With custom cabinetry, granite counter, gas cooktop and two ovens, microwave and a huge island, the spacious kitchen has ample space for multiple cooks. Adjacent to the kitchen is a half bath with laundry and a walk in pantry. The primary suite, on the entry floor, has a wall of windows, a gas fireplace, hardwood floors and French door access to a patio and the in-ground pool. This room has a large en-suite bath with a double sink. Adjacent to the entry is one of the bedrooms/home office/library/den spaces with large windows and hardwood floors.

415 South St, Litchfield

$873,500

Ridge View where summer evenings are spent gathered around the fire pit, and winter days by the wood stove, watching snow fall across the valley. If you've been searching for privacy, sweeping views, and land roam, this is it. Set on over 13 acres, the property unfolds with hidden cleared pastures and meandering trails, ready to be reimagined. Whether you envision horses, livestock, or simple summer strolls along your own private trails. In addition there is over 14 acres of community land that is accessible for exploring. Perched atop a hill, the home takes full advantage of its surroundings. Southern exposure and abundant windows fill the interior with natural light and welcome warmth through the colder months. Inside, beautiful pine flooring and a striking stone hearth anchor the living space, creating a cozy and inviting focal point. The main-floor primary suite is a retreat of its own, complete with a private bath, two walk-in closets, and direct access to the deck. Where each morning begins with a view. The kitchen is well-appointed with a gas range, double ovens, and a pantry, while the main-floor laundry, breezeway, and half bath are thoughtfully positioned for days spent outdoors when coming in with muddy boots is part of the routine. Upstairs, two additional bedrooms offer generous closets and charming bonus spaces-perfect for secret play areas or quiet homework nook and share full bath.

3 Beds ⋅ 4 Baths ⋅ 24172315 MLS

Ridge View where summer evenings are spent gathered around the fire pit, and winter days by the wood stove, watching snow fall across the valley. If you've been searching for privacy, sweeping views, and land roam, this is it. Set on over 13 acres, the property unfolds with hidden cleared pastures and meandering trails, ready to be reimagined. Whether you envision horses, livestock, or simple summer strolls along your own private trails. In addition there is over 14 acres of community land that is accessible for exploring. Perched atop a hill, the home takes full advantage of its surroundings. Southern exposure and abundant windows fill the interior with natural light and welcome warmth through the colder months. Inside, beautiful pine flooring and a striking stone hearth anchor the living space, creating a cozy and inviting focal point. The main-floor primary suite is a retreat of its own, complete with a private bath, two walk-in closets, and direct access to the deck. Where each morning begins with a view. The kitchen is well-appointed with a gas range, double ovens, and a pantry, while the main-floor laundry, breezeway, and half bath are thoughtfully positioned for days spent outdoors when coming in with muddy boots is part of the routine. Upstairs, two additional bedrooms offer generous closets and charming bonus spaces-perfect for secret play areas or quiet homework nook and share full bath.

25 Spruce Dr, Litchfield

$840,000

Newly renovated Litchfield Riverfront Oasis with pool, four bedrooms and a designer's eye throughout. This thoughtfully reimagined 4-bedroom Colonial sits on 2.85 park-like acres that lead directly to frontage on the Bantam River. At the heart of the home is a true Chef's Kitchen -showcasing Dekton countertops (the preference of culinary legend Thomas Keller), a Bertazzoni range + hood and an expansive appliance garage. The open-concept main level flows seamlessly from the formal living room with gas fireplace to a sun-drenched sunroom with French doors, leading to a composite deck and heated in-ground pool. Every inch has been refined, from the refinished hardwoods and designer lighting to the newly epoxy-floored home gym/garage. The upper level features a spacious Primary Suite with newly renovated bathroom and walk-in closet (with custom built-ins). Along with three additional guest bedrooms with hardwood flooring. The partially finished lower level includes a full bath and abundant storage. Enjoy mature Japanese Maples, stunning cherry tree and raised garden beds in a quiet country setting just minutes from Litchfield Green, Morris, and Washington. Whether a weekend retreat or full-time residence, your riverfront oasis awaits.

4 Beds ⋅ 4 Baths ⋅ 24162889 MLS

Newly renovated Litchfield Riverfront Oasis with pool, four bedrooms and a designer's eye throughout. This thoughtfully reimagined 4-bedroom Colonial sits on 2.85 park-like acres that lead directly to frontage on the Bantam River. At the heart of the home is a true Chef's Kitchen -showcasing Dekton countertops (the preference of culinary legend Thomas Keller), a Bertazzoni range + hood and an expansive appliance garage. The open-concept main level flows seamlessly from the formal living room with gas fireplace to a sun-drenched sunroom with French doors, leading to a composite deck and heated in-ground pool. Every inch has been refined, from the refinished hardwoods and designer lighting to the newly epoxy-floored home gym/garage. The upper level features a spacious Primary Suite with newly renovated bathroom and walk-in closet (with custom built-ins). Along with three additional guest bedrooms with hardwood flooring. The partially finished lower level includes a full bath and abundant storage. Enjoy mature Japanese Maples, stunning cherry tree and raised garden beds in a quiet country setting just minutes from Litchfield Green, Morris, and Washington. Whether a weekend retreat or full-time residence, your riverfront oasis awaits.

352 Norfolk Rd, Litchfield

$775,000

Circa 1870 Restored Farmhouse in beautiful Litchfield. Discover your dream mini-farm on 9.1-acres of lush countryside. Whether you're longing for a hobby farm or a peaceful retreat, this versatile property lets you channel your inner farmer. This charming home showcases beautifully preserved vintage details including wide board wood floors, exposed beams, and three fireplaces, blending historic character with comfortable and updated modern living. Offering 4 bedrooms and 2.1 baths, the home retains its timeless farmhouse appeal while providing generous living space. The property is well-equipped with a 378 sq ft 1-story barn with a fenced paddock - perfect for small livestock or equestrian pursuits. There is also a poultry house, a 2-bay garage, and a 664 sq ft workshop/studio. Relax and take in the pastoral setting from the inviting screened porch. A rare opportunity to own a restored New England farmhouse offering acreage, charm, and versatility. Property consists of 2 adjacent parcels. House on 7.32 acres and 1.8 acre lot in Goshen. Taxes for both pieces is $7,136.70.

4 Beds ⋅ 3 Baths ⋅ 24154290 MLS

Circa 1870 Restored Farmhouse in beautiful Litchfield. Discover your dream mini-farm on 9.1-acres of lush countryside. Whether you're longing for a hobby farm or a peaceful retreat, this versatile property lets you channel your inner farmer. This charming home showcases beautifully preserved vintage details including wide board wood floors, exposed beams, and three fireplaces, blending historic character with comfortable and updated modern living. Offering 4 bedrooms and 2.1 baths, the home retains its timeless farmhouse appeal while providing generous living space. The property is well-equipped with a 378 sq ft 1-story barn with a fenced paddock - perfect for small livestock or equestrian pursuits. There is also a poultry house, a 2-bay garage, and a 664 sq ft workshop/studio. Relax and take in the pastoral setting from the inviting screened porch. A rare opportunity to own a restored New England farmhouse offering acreage, charm, and versatility. Property consists of 2 adjacent parcels. House on 7.32 acres and 1.8 acre lot in Goshen. Taxes for both pieces is $7,136.70.

403 Beach St, Litchfield

$765,000

Period Details | Modern Comfort | Room to Grow Welcome home to 11 West Chestnut Hill, a remarkable piece of Connecticut history now awaiting its next chapter. This magnificent 5-bedroom, 3.5-bathroom property is set on 1.6 picturesque acres, ideally nestled just a half-mile from the historic Litchfield town green. Lovingly hand-built in 1804 by Stephen Clark for his wife and daughter on the site of an old blacksmith and tannery, this residence offers an unparalleled blend of architectural integrity and storied past. As a superb example of colonial architecture, the home retains its traditional "4 over 4" floor plan, featuring four grand, sun-drenched rooms on the first level and four generous bedrooms above, all connected by an elegant central hallway. Step inside and experience the character of historic construction. Watch the light truly dance through the mesmerizing antique crown-glass window panes. The interiors are adorned with exquisite original details, including wide-plank chestnut flooring in the primary suite, built-in closets, and five stately fireplaces that serve as captivating focal points throughout the main rooms.

5 Beds ⋅ 4 Baths ⋅ 24140262 MLS

Period Details | Modern Comfort | Room to Grow Welcome home to 11 West Chestnut Hill, a remarkable piece of Connecticut history now awaiting its next chapter. This magnificent 5-bedroom, 3.5-bathroom property is set on 1.6 picturesque acres, ideally nestled just a half-mile from the historic Litchfield town green. Lovingly hand-built in 1804 by Stephen Clark for his wife and daughter on the site of an old blacksmith and tannery, this residence offers an unparalleled blend of architectural integrity and storied past. As a superb example of colonial architecture, the home retains its traditional "4 over 4" floor plan, featuring four grand, sun-drenched rooms on the first level and four generous bedrooms above, all connected by an elegant central hallway. Step inside and experience the character of historic construction. Watch the light truly dance through the mesmerizing antique crown-glass window panes. The interiors are adorned with exquisite original details, including wide-plank chestnut flooring in the primary suite, built-in closets, and five stately fireplaces that serve as captivating focal points throughout the main rooms.

11 W Chestnut Hill Rd, Litchfield

$708,000

Highest & Best Deadline Tuesday 3/3 at 6pm!!! Nestled on over 8 private acres in the heart of Historic Litchfield, this beautifully maintained 4bed, 2.5bath home offers the perfect blend of classic New England charm and modern comfort. Built in 2008, the 3,100 sqft residence welcomes you into a vaulted foyer drenched in natural light, flowing seamlessly into a spacious kitchen designed for entertaining. Off of the kitchen is your great room offering vaulted ceilings and back deck access. The main floor offers high end finishes, tasteful crown molding, chair rail, and wainscoting throughout. Upstairs, the primary suite and additional bedrooms provide peaceful views of rolling lawns, mature trees, and the ultimate privacy. Step outside and enjoy your own private sanctuary. Outdoor spaces invite entertaining, gardening, or quiet mornings sipping coffee while taking in the tranquility of your surroundings. The landscaped mature trees create a sense of complete privacy while being just minutes from the Litchfield Green, boutique shops, dining, hiking trails, and local attractions. With a 2 car garage, ample storage, and thoughtful design throughout, this home perfectly balances everyday functionality with timeless style. Whether hosting gatherings, enjoying the outdoors, or relaxing in comfort, 3 Sally Burr Road offers a rare opportunity to live the quintessential Connecticut lifestyle, private, spacious, and full of charm. A home ready to welcome its next chapter

4 Beds ⋅ 3 Baths ⋅ 24154338 MLS

Highest & Best Deadline Tuesday 3/3 at 6pm!!! Nestled on over 8 private acres in the heart of Historic Litchfield, this beautifully maintained 4bed, 2.5bath home offers the perfect blend of classic New England charm and modern comfort. Built in 2008, the 3,100 sqft residence welcomes you into a vaulted foyer drenched in natural light, flowing seamlessly into a spacious kitchen designed for entertaining. Off of the kitchen is your great room offering vaulted ceilings and back deck access. The main floor offers high end finishes, tasteful crown molding, chair rail, and wainscoting throughout. Upstairs, the primary suite and additional bedrooms provide peaceful views of rolling lawns, mature trees, and the ultimate privacy. Step outside and enjoy your own private sanctuary. Outdoor spaces invite entertaining, gardening, or quiet mornings sipping coffee while taking in the tranquility of your surroundings. The landscaped mature trees create a sense of complete privacy while being just minutes from the Litchfield Green, boutique shops, dining, hiking trails, and local attractions. With a 2 car garage, ample storage, and thoughtful design throughout, this home perfectly balances everyday functionality with timeless style. Whether hosting gatherings, enjoying the outdoors, or relaxing in comfort, 3 Sally Burr Road offers a rare opportunity to live the quintessential Connecticut lifestyle, private, spacious, and full of charm. A home ready to welcome its next chapter

3 Sally Burr Rd, Litchfield

$650,000

Escape the hustle and bustle of city life and uncover your perfect sanctuary at 29 Milton Rd, a beautifully remodeled custom multi level home in charming Litchfield, CT. Ideal for those looking to downsize or anyone seeking a peaceful retreat, this 3-bedroom, 2-bathroom home seamlessly blends modern luxury with a tranquil natural setting. Situated just a short distance from The Litchfield Green, you will enjoy delightful shopping, fantastic dining options, and the quintessential charm of New England right at your doorstep. Thoughtfully integrated into its landscape, 29 Milton Rd provides an inviting space perfect for both relaxation and entertainment. The lower level, which is not included in the square footage listed in property records, boasts a private office, laundry room, half bath, and a versatile open flex space-ideal for a home gym or recreation room. Lovingly remodeled by its owners over the past four years, this home features an architect-designed open floor plan, brand-new mechanical systems, central air conditioning and heating, a new engineered septic system, an advanced water filtration system, a gourmet kitchen, and new roofing and siding. Step outside to enjoy your morning coffee or evening cocktails on the sprawling deck, while listening to the babbling Moulthrop Brook, which offers amazing, snow-covered winter scenery. Host summer BBQs on the stone patio, or explore nearby White Memorial Conservation Center, which serves as your backyard canvas.

3 Beds ⋅ 2 Baths ⋅ 24159904 MLS

Escape the hustle and bustle of city life and uncover your perfect sanctuary at 29 Milton Rd, a beautifully remodeled custom multi level home in charming Litchfield, CT. Ideal for those looking to downsize or anyone seeking a peaceful retreat, this 3-bedroom, 2-bathroom home seamlessly blends modern luxury with a tranquil natural setting. Situated just a short distance from The Litchfield Green, you will enjoy delightful shopping, fantastic dining options, and the quintessential charm of New England right at your doorstep. Thoughtfully integrated into its landscape, 29 Milton Rd provides an inviting space perfect for both relaxation and entertainment. The lower level, which is not included in the square footage listed in property records, boasts a private office, laundry room, half bath, and a versatile open flex space-ideal for a home gym or recreation room. Lovingly remodeled by its owners over the past four years, this home features an architect-designed open floor plan, brand-new mechanical systems, central air conditioning and heating, a new engineered septic system, an advanced water filtration system, a gourmet kitchen, and new roofing and siding. Step outside to enjoy your morning coffee or evening cocktails on the sprawling deck, while listening to the babbling Moulthrop Brook, which offers amazing, snow-covered winter scenery. Host summer BBQs on the stone patio, or explore nearby White Memorial Conservation Center, which serves as your backyard canvas.

29 Milton Rd, Litchfield

$640,000

Delight in this fully renovated, 2,080 sq. foot, 2-3 bedroom ranch with a mid-century modern vibe, centrally located on 3.11 acres with stunning, far reaching views in a peaceful setting of mature trees , open meadows, and vistas ideal for horseback riding and gentlemen farming. The location is convenient to the Litchfield Green and amenities offered by this highly sought after destination. Features include: Solar energy that provides the power for your electric vehicle and all all electric needs, barn with four stalls, chicken coup and paddock (bring your sheep, cows, llamas), two fireplaces, central air, meandering stream, private patio and covered porch, 2 car attached garage, cathedral ceilings and a pool site.The primary suite has a dressing room and custom closet features. The light filled lower level with second bedroom suite, laundry room and family room has access to the attached garage making for an easy transformation to an in law apartment. A must see for value and quality of life.

2 Beds ⋅ 2 Baths ⋅ 24079472 MLS

Delight in this fully renovated, 2,080 sq. foot, 2-3 bedroom ranch with a mid-century modern vibe, centrally located on 3.11 acres with stunning, far reaching views in a peaceful setting of mature trees , open meadows, and vistas ideal for horseback riding and gentlemen farming. The location is convenient to the Litchfield Green and amenities offered by this highly sought after destination. Features include: Solar energy that provides the power for your electric vehicle and all all electric needs, barn with four stalls, chicken coup and paddock (bring your sheep, cows, llamas), two fireplaces, central air, meandering stream, private patio and covered porch, 2 car attached garage, cathedral ceilings and a pool site.The primary suite has a dressing room and custom closet features. The light filled lower level with second bedroom suite, laundry room and family room has access to the attached garage making for an easy transformation to an in law apartment. A must see for value and quality of life.

73 Mcbride Rd, Litchfield

$635,000

Final touches of a gorgeous renovation complete this 3 bedroom and 2 1/2 bath Colonial in Litchfield, less than 1 mile to The Green. This 1914 home with a wide open floorplan and lots of natural light is loaded with character, and ready for it's new owner to move right in. The process started with stripping the walls to the studs, new wiring & plumbing, new warm air & central AC, new kitchen with Bosch appliances and bathrooms, replaced old flooring on both levels with white oak floors, new bluestone patio with a stone wall, painted inside & out, and more! The color palate is stunning, and the added wooden barn beams compliment the chic look. Outdoors enjoy the wrap around deck in front, or the recently added bluestone patio with a stone wall in the back. There's even a newly paved driveway! Savor a dinner at an award winning restaurant in town, or a glass of wine at the Abner's rooftop bar. Many take a hike on the great choices of trails throughout the area, and residents of Litchfield may use the Litchfield Town Beach at Bantam Lake. Only 2 hours to NYC and 2 1/2 hours to Boston.

3 Beds ⋅ 3 Baths ⋅ 24181907 MLS

Final touches of a gorgeous renovation complete this 3 bedroom and 2 1/2 bath Colonial in Litchfield, less than 1 mile to The Green. This 1914 home with a wide open floorplan and lots of natural light is loaded with character, and ready for it's new owner to move right in. The process started with stripping the walls to the studs, new wiring & plumbing, new warm air & central AC, new kitchen with Bosch appliances and bathrooms, replaced old flooring on both levels with white oak floors, new bluestone patio with a stone wall, painted inside & out, and more! The color palate is stunning, and the added wooden barn beams compliment the chic look. Outdoors enjoy the wrap around deck in front, or the recently added bluestone patio with a stone wall in the back. There's even a newly paved driveway! Savor a dinner at an award winning restaurant in town, or a glass of wine at the Abner's rooftop bar. Many take a hike on the great choices of trails throughout the area, and residents of Litchfield may use the Litchfield Town Beach at Bantam Lake. Only 2 hours to NYC and 2 1/2 hours to Boston.

350 South St, Litchfield

$610,000

Tucked within 77 pristine country acres in the heart of Litchfield, Hunter's Chase is among the Northwest Hills' most sought-after private communities. This impeccably maintained residence delivers refined craftsmanship and timeless design throughout. The chef's kitchen features marble countertops, a professional gas range, premium refrigeration, and an island with seating at the end and rear cabinetry for additional storage - perfect for both casual living and elegant entertaining. The open floor plan flows through the dining and living areas, anchored by a marble-accented gas log fireplace. A private composite deck overlooks protected conservation land, offering serene natural views year-round. The primary suite offers a spacious walk-in closet and sitting area, en suite full bath with jacuzzi tub. Two additional guest bedrooms, a full bath, and laundry complete the upper level. The finished lower level boasts 10-foot ceilings, flexible living space, a bath, and sliding doors to a private patio. Community amenities include a heated pool, sports court, and a clubhouse with fitness center, locker rooms, and a gathering space with fireplace, bar, and kitchen. Minutes to the Historic Litchfield Green with celebrated restaurants and shops.

3 Beds ⋅ 4 Baths ⋅ 24169253 MLS ⋅ Hunter's Chase Of Litchfield BLDG.

Tucked within 77 pristine country acres in the heart of Litchfield, Hunter's Chase is among the Northwest Hills' most sought-after private communities. This impeccably maintained residence delivers refined craftsmanship and timeless design throughout. The chef's kitchen features marble countertops, a professional gas range, premium refrigeration, and an island with seating at the end and rear cabinetry for additional storage - perfect for both casual living and elegant entertaining. The open floor plan flows through the dining and living areas, anchored by a marble-accented gas log fireplace. A private composite deck overlooks protected conservation land, offering serene natural views year-round. The primary suite offers a spacious walk-in closet and sitting area, en suite full bath with jacuzzi tub. Two additional guest bedrooms, a full bath, and laundry complete the upper level. The finished lower level boasts 10-foot ceilings, flexible living space, a bath, and sliding doors to a private patio. Community amenities include a heated pool, sports court, and a clubhouse with fitness center, locker rooms, and a gathering space with fireplace, bar, and kitchen. Minutes to the Historic Litchfield Green with celebrated restaurants and shops.

302 Hunter Dr Unit 302, Litchfield

$610,000

Timeless craftsmanship meets modern elegance. This home is the perfect blend of historic integrity and contemporary luxury in this 1952 Cape, masterfully constructed by the renowned George Switzer. This Switzer-built original has been thoughtfully updated and a second floor was added in 2005 to meet the needs of today's lifestyle while preserving its "adorable" mid-century soul. The main floor has five rooms; a light-filled Living Room with fireplace, generously sized Dining Room perfect for intimate week-night dinners to festive holiday gatherings, a kitchen that has been beautifully restored for the "chef" in you and two spacious bedrooms, one with laundry and a hallway full bath that offer the convenience of single-level living. The second floor expands the home's footprint with a layout designed for work, rest and play. There are two bright and airy bedrooms a full hallway bath with double vanity, study loft and dedicated play area for creativity and fun. Set on 1.05 well-landscaped acres, the property offers a sense of privacy and space. Whether you're headed to the town pickleball/tennis courts , local playground or the community fields, everything you need is just moments away. This home is a turnkey opportunity to own a piece of local history with all the comforts. Close to the center of Litchfield's shopping, boutique hotels & dining. Visit White Memorial Conservation, Bantam Lake, Topsmead State Forest, enjoy horseback riding, skiing, hiking and more. 2+-hrs. to NYC

4 Beds ⋅ 2 Baths ⋅ 24164952 MLS

Timeless craftsmanship meets modern elegance. This home is the perfect blend of historic integrity and contemporary luxury in this 1952 Cape, masterfully constructed by the renowned George Switzer. This Switzer-built original has been thoughtfully updated and a second floor was added in 2005 to meet the needs of today's lifestyle while preserving its "adorable" mid-century soul. The main floor has five rooms; a light-filled Living Room with fireplace, generously sized Dining Room perfect for intimate week-night dinners to festive holiday gatherings, a kitchen that has been beautifully restored for the "chef" in you and two spacious bedrooms, one with laundry and a hallway full bath that offer the convenience of single-level living. The second floor expands the home's footprint with a layout designed for work, rest and play. There are two bright and airy bedrooms a full hallway bath with double vanity, study loft and dedicated play area for creativity and fun. Set on 1.05 well-landscaped acres, the property offers a sense of privacy and space. Whether you're headed to the town pickleball/tennis courts , local playground or the community fields, everything you need is just moments away. This home is a turnkey opportunity to own a piece of local history with all the comforts. Close to the center of Litchfield's shopping, boutique hotels & dining. Visit White Memorial Conservation, Bantam Lake, Topsmead State Forest, enjoy horseback riding, skiing, hiking and more. 2+-hrs. to NYC

11 Sheldon Ln, Litchfield

$608,000

This turnkey 2-bedroom, 2-bathroom home sits on a level lot along one of Litchfield's most desirable roads. The home offers a well-designed floor plan with beautiful craftsmanship throughout. The side entry opens to a welcoming mudroom with access to the kitchen, complete with granite countertops and abundant storage. The kitchen flows into the dining area and cozy living room, where a gas log fireplace, beautiful built-ins, and a centrally located full bathroom highlight the space. Adjacent is the guest bedroom, which includes two large closets and direct access to one of the home's most unique features: a 15' x 13' atrium, providing wonderful indoor-outdoor living space to enjoy year-round. At the opposite end of the home, a 2007 addition houses the primary bedroom suite. The spacious bedroom offers vaulted ceilings, a full bathroom with both a shower and bathtub, and a large walk-in closet with a washer and dryer. On the lower level is a finished room ideal for use as an office or studio. The beautifully landscaped grounds are highlighted by an in-ground pool and a 24' x 12' poolside outbuilding. Conveniently located just minutes from local favorites including Arethusa Farm's famous ice cream, Bantam Lake, Mt. Tom State Park, White Memorial Conservation Center, charming shops, and award-winning restaurants. Approximately two hours from Manhattan, this stunning property is equally suited for a country retreat or year-round living.

2 Beds ⋅ 2 Baths ⋅ 24196443 MLS

This turnkey 2-bedroom, 2-bathroom home sits on a level lot along one of Litchfield's most desirable roads. The home offers a well-designed floor plan with beautiful craftsmanship throughout. The side entry opens to a welcoming mudroom with access to the kitchen, complete with granite countertops and abundant storage. The kitchen flows into the dining area and cozy living room, where a gas log fireplace, beautiful built-ins, and a centrally located full bathroom highlight the space. Adjacent is the guest bedroom, which includes two large closets and direct access to one of the home's most unique features: a 15' x 13' atrium, providing wonderful indoor-outdoor living space to enjoy year-round. At the opposite end of the home, a 2007 addition houses the primary bedroom suite. The spacious bedroom offers vaulted ceilings, a full bathroom with both a shower and bathtub, and a large walk-in closet with a washer and dryer. On the lower level is a finished room ideal for use as an office or studio. The beautifully landscaped grounds are highlighted by an in-ground pool and a 24' x 12' poolside outbuilding. Conveniently located just minutes from local favorites including Arethusa Farm's famous ice cream, Bantam Lake, Mt. Tom State Park, White Memorial Conservation Center, charming shops, and award-winning restaurants. Approximately two hours from Manhattan, this stunning property is equally suited for a country retreat or year-round living.

336 Maple St, Litchfield

$580,000

Location Location Location! Charming 4 bedroom classic colonial on desirable cul-de-sac Sheldon Lane. Large living room with fireplace with insert, half bath, dining room, laundry/mudroom off the large kitchen with access to 2 car garage and sun room. Bright rooms with wood floors throughout and central air. Upstairs are four bedrooms, center bath with additional bathroom in primary suite. Partially finished basement with fireplace and separate entrance. Slopping lawn offers sun and shade with nice patio off the sun room. Enjoy the comforts of this beautiful home close to beloved Community Field, restaurants and Litchfield Center.

4 Beds ⋅ 3 Baths ⋅ 24191566 MLS

Location Location Location! Charming 4 bedroom classic colonial on desirable cul-de-sac Sheldon Lane. Large living room with fireplace with insert, half bath, dining room, laundry/mudroom off the large kitchen with access to 2 car garage and sun room. Bright rooms with wood floors throughout and central air. Upstairs are four bedrooms, center bath with additional bathroom in primary suite. Partially finished basement with fireplace and separate entrance. Slopping lawn offers sun and shade with nice patio off the sun room. Enjoy the comforts of this beautiful home close to beloved Community Field, restaurants and Litchfield Center.

87 Sheldon Ln, Litchfield

$575,000

Nestled within 77 country acres in the distinguished town of Litchfield, Hunter's Chase stands as one of the Northwest Hills' most coveted private enclaves. This exceptional Churchill residence in pristine condition, exemplifies refined living through impeccable craftsmanship and thoughtful design. The home's culinary centerpiece is a chef-inspired kitchen appointed with marble tops, a Wolf gas range, a Sub-Zero refrigerator, and wine cooler-an ideal setting for both intimate gatherings and grand entertaining. The gracious open floor plan seamlessly connects the dining and living spaces, where a gas fireplace and custom built-in cabinetry create an atmosphere of understated elegance. Step through to your private composite deck, overlooking protected conservation land, offering serene views and natural tranquility. The luxurious primary suite serves as a private retreat, complete with a generous walk-in closet and intimate sitting area. Two additional well-appointed guest bedrooms and a full bath grace the upper level, alongside a convenient laundry. The finished lower level-featuring soaring 10' ceilings-provides versatile space, ideal for a media room, opening to a patio through sliding doors, and includes a full bath. Residents enjoy a heated pool, multi purpose sport's court, and a clubhouse featuring a fitness center with locker rooms, and a gathering area with a fireplace, bar, and kitchen. Just minutes to the Historic Litchfield Green with great restaurants & shops.

3 Beds ⋅ 4 Baths ⋅ 24143496 MLS ⋅ Hunter's Chase Of Litchfield BLDG.

Nestled within 77 country acres in the distinguished town of Litchfield, Hunter's Chase stands as one of the Northwest Hills' most coveted private enclaves. This exceptional Churchill residence in pristine condition, exemplifies refined living through impeccable craftsmanship and thoughtful design. The home's culinary centerpiece is a chef-inspired kitchen appointed with marble tops, a Wolf gas range, a Sub-Zero refrigerator, and wine cooler-an ideal setting for both intimate gatherings and grand entertaining. The gracious open floor plan seamlessly connects the dining and living spaces, where a gas fireplace and custom built-in cabinetry create an atmosphere of understated elegance. Step through to your private composite deck, overlooking protected conservation land, offering serene views and natural tranquility. The luxurious primary suite serves as a private retreat, complete with a generous walk-in closet and intimate sitting area. Two additional well-appointed guest bedrooms and a full bath grace the upper level, alongside a convenient laundry. The finished lower level-featuring soaring 10' ceilings-provides versatile space, ideal for a media room, opening to a patio through sliding doors, and includes a full bath. Residents enjoy a heated pool, multi purpose sport's court, and a clubhouse featuring a fitness center with locker rooms, and a gathering area with a fireplace, bar, and kitchen. Just minutes to the Historic Litchfield Green with great restaurants & shops.

250 Hunter Dr Unit 250, Litchfield

$565,000

Welcome Home! This adorable cape perfectly blends timeless character with the comfortable lifestyle you've been searching for. Nestled in a desirable neighborhood, this home sits beautifully on a level, one acre lot that feels like your own private sanctuary. Step inside and you are greeted by a warm, cozy living room with a classic fireplace that has a gas insert and is flanked by custom shelves. There is a dining room & full kitchen that flows effortlessly to a generous size family room with sweeping views of the backyard. Step through the family room doors onto the private deck, a dream for outdoor entertaining, summer BBQs or simply enjoying your morning coffee. A bedroom and full bath complete this level. Upstairs, the home features 2 bedrooms and a full bath. An attached 2-car garage adds ultimate convenience, providing storage for vehicles and gear alike. This sweet cape is a rare find that checks many boxes. Schedule your tour and fall in love!

3 Beds ⋅ 2 Baths ⋅ 24176511 MLS

Welcome Home! This adorable cape perfectly blends timeless character with the comfortable lifestyle you've been searching for. Nestled in a desirable neighborhood, this home sits beautifully on a level, one acre lot that feels like your own private sanctuary. Step inside and you are greeted by a warm, cozy living room with a classic fireplace that has a gas insert and is flanked by custom shelves. There is a dining room & full kitchen that flows effortlessly to a generous size family room with sweeping views of the backyard. Step through the family room doors onto the private deck, a dream for outdoor entertaining, summer BBQs or simply enjoying your morning coffee. A bedroom and full bath complete this level. Upstairs, the home features 2 bedrooms and a full bath. An attached 2-car garage adds ultimate convenience, providing storage for vehicles and gear alike. This sweet cape is a rare find that checks many boxes. Schedule your tour and fall in love!

255 Norfolk Rd, Litchfield

$565,000

Set within a peaceful, wooded community in the Town of Litchfield, this beautifully maintained end unit offers impressive living space, lofty 10ft ceilings on the lower level, elegant finishes, and a highly versatile layout. The main level showcases hardwood flooring, crown molding, recessed lighting, and oversized windows, creating a bright, airy atmosphere throughout. The open living and dining areas flow effortlessly, making the space ideal for both everyday living and entertaining. The kitchen features warm wood cabinetry, dark countertops, stainless steel appliances, and a dedicated dining nook, blending functionality with timeless style. The primary suite serves as a comfortable retreat with a walk-in closet and private en-suite bath. The interior has been freshly painted throughout in 2025, giving the home a crisp, move-in-ready feel. The finished lower level truly elevates the home, offering a spacious family room with a fireplace, a stylish entertaining area with a built-in bar, a dedicated gym space, and a walk-out to the backyard beneath the deck, seamlessly connecting indoor and outdoor living. Recent upgrades include a new roof (Nov 2025), new heating system (2025), water heater (2024), and Trex deck (2019). Residents enjoy access to exclusive community amenities including a heated pool, clubhouse for entertaining, and fitness area, multi-sport court, all set against a serene, nature-filled backdrop with a nearby creek.

3 Beds ⋅ 4 Baths ⋅ 24145572 MLS ⋅ Hunter's Chase Of Litchfield BLDG.

Set within a peaceful, wooded community in the Town of Litchfield, this beautifully maintained end unit offers impressive living space, lofty 10ft ceilings on the lower level, elegant finishes, and a highly versatile layout. The main level showcases hardwood flooring, crown molding, recessed lighting, and oversized windows, creating a bright, airy atmosphere throughout. The open living and dining areas flow effortlessly, making the space ideal for both everyday living and entertaining. The kitchen features warm wood cabinetry, dark countertops, stainless steel appliances, and a dedicated dining nook, blending functionality with timeless style. The primary suite serves as a comfortable retreat with a walk-in closet and private en-suite bath. The interior has been freshly painted throughout in 2025, giving the home a crisp, move-in-ready feel. The finished lower level truly elevates the home, offering a spacious family room with a fireplace, a stylish entertaining area with a built-in bar, a dedicated gym space, and a walk-out to the backyard beneath the deck, seamlessly connecting indoor and outdoor living. Recent upgrades include a new roof (Nov 2025), new heating system (2025), water heater (2024), and Trex deck (2019). Residents enjoy access to exclusive community amenities including a heated pool, clubhouse for entertaining, and fitness area, multi-sport court, all set against a serene, nature-filled backdrop with a nearby creek.

162 Hunter Dr Unit 162, Litchfield

$540,000

Discover the perfect blend of sophistication and nature in this stunning 7-room townhouse. Nestled within 77 acres of pristine conservation land in Litchfield's premier community on Hunter Drive, this Pimlico model offers a four-level layout designed for comfort and entertaining. Spanning four finished levels, this home provides ample space for a home office, media room, or guest quarters. The interior is bathed in natural light, while framing views of the peaceful woodland setting. To make your transition seamless and stress-free, this home's beautiful furnishings are available for purchase, allowing you to start enjoying the Litchfield lifestyle from day one. Location is everything and this unit is perfectly situated very close to the private clubhouse with access to the pool, gym, and community space at your doorstep. Beyond this beautiful community lies, Bantam Lake, White Memorial Conservation, Topsmeade State Forest, horseback riding, skiing, hiking trails and so much more. Or spend an afternoon shopping and dining in the village of Litchfield. Just 2+- hrs. from NYC. Close to Rt.8

3 Beds ⋅ 3 Baths ⋅ 24158361 MLS ⋅ Hunter's Chase Of Litchfield BLDG.

Discover the perfect blend of sophistication and nature in this stunning 7-room townhouse. Nestled within 77 acres of pristine conservation land in Litchfield's premier community on Hunter Drive, this Pimlico model offers a four-level layout designed for comfort and entertaining. Spanning four finished levels, this home provides ample space for a home office, media room, or guest quarters. The interior is bathed in natural light, while framing views of the peaceful woodland setting. To make your transition seamless and stress-free, this home's beautiful furnishings are available for purchase, allowing you to start enjoying the Litchfield lifestyle from day one. Location is everything and this unit is perfectly situated very close to the private clubhouse with access to the pool, gym, and community space at your doorstep. Beyond this beautiful community lies, Bantam Lake, White Memorial Conservation, Topsmeade State Forest, horseback riding, skiing, hiking trails and so much more. Or spend an afternoon shopping and dining in the village of Litchfield. Just 2+- hrs. from NYC. Close to Rt.8

154 Hunter Dr Unit 154, Litchfield

$540,000

ACT NOW! Generous price improvement! Experience refined living in this pristine townhouse located in Litchfield's exclusive Hunter's Chase community. Spanning four levels, this elegant home offers an airy, open floor plan with 9foot ceilings and rich hardwood floors. The bright kitchen features granite countertops, a large island, abundant cabinetry, and a spacious pantry, flowing seamlessly into the dining area and living room with a gas log fireplace and slider to a private deck, with Sun Setter Awning. The second level showcases a luxurious primary suite with walk-in closet and a spa inspired bath featuring a jetted tub and tiled shower. Two additional bedrooms and a second luxurious full bath complete this floor. A sunlit thirdlevel loft with dual skylights provides the perfect retreat for an office, studio, or wellness space. The finished lower level offers versatility with a kitchenette, full elegant bath, generous storage, and walkout access to a secluded patio. Wonderful in-law potential or multigenerational living space. Surround sound in main and lower level. Abundant natural light from sunrise to sunset. Set in a uniquely private location with no views of neighboring units, this residence also offers premium amenities including a heated in-ground pool, sports courts, fitness center, and clubhouse. All just minutes from the charming Village of Litchfield and close to Route 8 for effortless commuting.

3 Beds ⋅ 4 Baths ⋅ 24155471 MLS ⋅ Hunter's Chase Of Litchfield BLDG.

ACT NOW! Generous price improvement! Experience refined living in this pristine townhouse located in Litchfield's exclusive Hunter's Chase community. Spanning four levels, this elegant home offers an airy, open floor plan with 9foot ceilings and rich hardwood floors. The bright kitchen features granite countertops, a large island, abundant cabinetry, and a spacious pantry, flowing seamlessly into the dining area and living room with a gas log fireplace and slider to a private deck, with Sun Setter Awning. The second level showcases a luxurious primary suite with walk-in closet and a spa inspired bath featuring a jetted tub and tiled shower. Two additional bedrooms and a second luxurious full bath complete this floor. A sunlit thirdlevel loft with dual skylights provides the perfect retreat for an office, studio, or wellness space. The finished lower level offers versatility with a kitchenette, full elegant bath, generous storage, and walkout access to a secluded patio. Wonderful in-law potential or multigenerational living space. Surround sound in main and lower level. Abundant natural light from sunrise to sunset. Set in a uniquely private location with no views of neighboring units, this residence also offers premium amenities including a heated in-ground pool, sports courts, fitness center, and clubhouse. All just minutes from the charming Village of Litchfield and close to Route 8 for effortless commuting.

294 Hunter Dr Unit 294, Litchfield

$530,000

Experience the private country club community of Hunter's Chase at Litchfield in this distinguished Pimlico-style residence, featuring a newer reimagined open floor plan, offering 3 bedrooms and 3.5 baths. This home, built in 2016 has the added feature of everyone's favorite-a 3rd floor finished loft with 2 skylights, perfect for an office, craft room, or even meditation space. A walk-out finished lower level with a full bath completes this 4 level home, with lots of spaces for today's modern living. An electric car charger is all set in the one car garage. Amenities include an inground heated pool, sports court, and a clubhouse with a gathering room with a fireplace and a fitness center. Come experience a lock & live lifestyle at Hunter's Chase set on over 70 acres, many of which are in conservation. This unique country location is just 5 minutes to the Historic Village of Litchfield or to RT 8, and only 2 hours to NYC.

3 Beds ⋅ 4 Baths ⋅ 24122554 MLS ⋅ Hunter's Chase Of Litchfield BLDG.

Experience the private country club community of Hunter's Chase at Litchfield in this distinguished Pimlico-style residence, featuring a newer reimagined open floor plan, offering 3 bedrooms and 3.5 baths. This home, built in 2016 has the added feature of everyone's favorite-a 3rd floor finished loft with 2 skylights, perfect for an office, craft room, or even meditation space. A walk-out finished lower level with a full bath completes this 4 level home, with lots of spaces for today's modern living. An electric car charger is all set in the one car garage. Amenities include an inground heated pool, sports court, and a clubhouse with a gathering room with a fireplace and a fitness center. Come experience a lock & live lifestyle at Hunter's Chase set on over 70 acres, many of which are in conservation. This unique country location is just 5 minutes to the Historic Village of Litchfield or to RT 8, and only 2 hours to NYC.

405 Hunter Dr Unit 405, Litchfield

$524,000

Discover the perfect blend of privacy and functionality in this beautifully expanded ranch! Set on a serene, fully fenced lot, this home offers a flexible floor plan designed to adapt to your lifestyle. A cozy living room space connects 3 bedrooms and a full bath while opening to a thoughtfully designed kitchen featuring granite counters, stainless steel appliances and a beverage fridge. The kitchen flows openly to a sitting/dining space flanked by a wood stove insert and sliders that open to a large Trex deck, perfect for seamless indoor-outdoor entertaining. The expansive family room has been transformed into a stunning primary suite bathed in natural light, complete with a primary bath. A generous mudroom off the garage offers bench seating and two closets keeping everyday life organized, while the garage itself is equipped with an electric vehicle outlet. For additional space, the LL has been finished and offers storage along with a walkout to the yard. Outside, enjoy a crushed stone patio perfect for a fire pit, a storage shed, peach tree and the peace of mind that comes with a fully fenced yard--perfect for pets, play or simply unwinding in total seclusion. Recent Updates in 2025 include: Roof, Water Heater, Well Pressure tank, finished LL. See attachments for full list. Welcome Home!

3 Beds ⋅ 2 Baths ⋅ 24170126 MLS

Discover the perfect blend of privacy and functionality in this beautifully expanded ranch! Set on a serene, fully fenced lot, this home offers a flexible floor plan designed to adapt to your lifestyle. A cozy living room space connects 3 bedrooms and a full bath while opening to a thoughtfully designed kitchen featuring granite counters, stainless steel appliances and a beverage fridge. The kitchen flows openly to a sitting/dining space flanked by a wood stove insert and sliders that open to a large Trex deck, perfect for seamless indoor-outdoor entertaining. The expansive family room has been transformed into a stunning primary suite bathed in natural light, complete with a primary bath. A generous mudroom off the garage offers bench seating and two closets keeping everyday life organized, while the garage itself is equipped with an electric vehicle outlet. For additional space, the LL has been finished and offers storage along with a walkout to the yard. Outside, enjoy a crushed stone patio perfect for a fire pit, a storage shed, peach tree and the peace of mind that comes with a fully fenced yard--perfect for pets, play or simply unwinding in total seclusion. Recent Updates in 2025 include: Roof, Water Heater, Well Pressure tank, finished LL. See attachments for full list. Welcome Home!

110 Campville Rd, Litchfield

$495,000

Tidy multi-family easily converted back to one family. Large detached heated garage and workshop with loft. First floor unit includes one large bedroom with walk-in closet and office nook, large kitchen & living room. Beautiful hardwood floors throughout. Upstairs unit includes 2 bedrooms and living room with carpet, kitchen and pantry, dining or transitional room & full bath. Access to attic storage via stairs. Washer/dryer in both units. Covered porch. Solar panels on the garage efficiently serves downstairs unit. Plenty of parking. Separate garage with loft. Nice yard with garden space. Opportunity abounds. Close neighborhood amenities include The Market, Arethusa, restaurants, Bantam Cinema, Bantam Lake and more! Tenant in place.

3 Beds ⋅ 2 Baths ⋅ 24185271 MLS

Tidy multi-family easily converted back to one family. Large detached heated garage and workshop with loft. First floor unit includes one large bedroom with walk-in closet and office nook, large kitchen & living room. Beautiful hardwood floors throughout. Upstairs unit includes 2 bedrooms and living room with carpet, kitchen and pantry, dining or transitional room & full bath. Access to attic storage via stairs. Washer/dryer in both units. Covered porch. Solar panels on the garage efficiently serves downstairs unit. Plenty of parking. Separate garage with loft. Nice yard with garden space. Opportunity abounds. Close neighborhood amenities include The Market, Arethusa, restaurants, Bantam Cinema, Bantam Lake and more! Tenant in place.

22 Highland Ave, Litchfield

$460,000

TIMELESS CHARM in the Northfield section of Litchfield. Step into this spotless, move-in-ready home that blends the character of the late 1800s with thoughtful modern updates. Arched openings between rooms create an inviting flow through a well-designed floor plan, featuring a mix of hardwood, tile, and carpeted floors that add warmth and variety throughout. The spacious interior offers 3 full baths and an ensuite primary bedroom complete with a dressing room and walk-in closet. The split upper-level layout provides three bedrooms accessed by two separate staircases, offering privacy and flexibility. Several rooms can easily adapt to your lifestyle-serving as bedrooms, offices, or cozy dens. The walkout basement, equipped with a B-Dry system with battery backup, opens to a large, level yard-perfect for outdoor activities or gardening. An oversized, detached 3-bay garage provides abundant space for five vehicles, storage, and workshop needs. Enjoy attractive sightlines between rooms and the charm typical of 19th-century craftsmanship, all with quick and easy access to Route 8 for convenient travel throughout the Naugatuck Valley. Whether you're searching for a full-time residence or a weekend retreat, this home offers comfort, flexibility, and classic appeal.

4 Beds ⋅ 3 Baths ⋅ 24137879 MLS

TIMELESS CHARM in the Northfield section of Litchfield. Step into this spotless, move-in-ready home that blends the character of the late 1800s with thoughtful modern updates. Arched openings between rooms create an inviting flow through a well-designed floor plan, featuring a mix of hardwood, tile, and carpeted floors that add warmth and variety throughout. The spacious interior offers 3 full baths and an ensuite primary bedroom complete with a dressing room and walk-in closet. The split upper-level layout provides three bedrooms accessed by two separate staircases, offering privacy and flexibility. Several rooms can easily adapt to your lifestyle-serving as bedrooms, offices, or cozy dens. The walkout basement, equipped with a B-Dry system with battery backup, opens to a large, level yard-perfect for outdoor activities or gardening. An oversized, detached 3-bay garage provides abundant space for five vehicles, storage, and workshop needs. Enjoy attractive sightlines between rooms and the charm typical of 19th-century craftsmanship, all with quick and easy access to Route 8 for convenient travel throughout the Naugatuck Valley. Whether you're searching for a full-time residence or a weekend retreat, this home offers comfort, flexibility, and classic appeal.

31 Main St, Litchfield

$450,000

Located in the heart of the Litchfield Historic District and bordering White Memorial Conservation Center land - this 1889 gem is the perfect OPPORTUNITY for restoration and renovation. Whether you are an investor, preservation enthusiast or visionary - it is your chance to add value to an historic dwelling in one of the county's most sought after communities. Built in 1889 with all the charm of that period, the main level includes great room with fireplace and french doors to western facing deck and lawn. Kitchen, dining room, cozy office or study with stone fireplace. Sun room. Four bedrooms and laundry on upper level. Two staircases. Attached two car garage. Hardwood floors throughout. Historic properties of this vintage, location and potential are increasingly RARE. Bring your imagination and craftsmanship to unlock the full potential of this 1889 residence. Walkable to White Memorial trails, boardwalk, and Litchfield Green with shopping and restaurants.

4 Beds ⋅ 3 Baths ⋅ 24190079 MLS

Located in the heart of the Litchfield Historic District and bordering White Memorial Conservation Center land - this 1889 gem is the perfect OPPORTUNITY for restoration and renovation. Whether you are an investor, preservation enthusiast or visionary - it is your chance to add value to an historic dwelling in one of the county's most sought after communities. Built in 1889 with all the charm of that period, the main level includes great room with fireplace and french doors to western facing deck and lawn. Kitchen, dining room, cozy office or study with stone fireplace. Sun room. Four bedrooms and laundry on upper level. Two staircases. Attached two car garage. Hardwood floors throughout. Historic properties of this vintage, location and potential are increasingly RARE. Bring your imagination and craftsmanship to unlock the full potential of this 1889 residence. Walkable to White Memorial trails, boardwalk, and Litchfield Green with shopping and restaurants.

222 Old South Rd, Litchfield

$438,450

***HIGHEST AND BEST MONDAY 4/13 AT 9PM. *** Step into a timeless blend of historic charm and modern comfort at 69 Fenn Road, nestled in the desirable Northfield neighborhood of Litchfield. Originally built in 1824, this beautifully reimagined 1,898 sq ft home sits on a level and sun-filled 0.98-acre lot, offering the character of yesteryear with the confidence of a full 2018 renovation-including updated electrical, plumbing, and so much more. From the moment you enter, the warmth of antique exposed beams and rich hardwood flooring sets the tone. The main level offers a thoughtfully designed layout featuring a spacious living room and inviting family room, gracefully separated by a cozy wood stove-perfect for New England evenings. The dining area flows seamlessly into the updated kitchen, where granite countertops, a gas cooktop with electric range, and stainless steel appliances create a space both functional and stylish. Sliders lead out to a generous backyard deck, ideal for entertaining or simply enjoying the peaceful surroundings. A standout feature is the charming study, complete with a propane stove and antique wood-cut built-in bookshelves-an inspiring space for work or relaxation. The first floor also includes a bedroom with its own remodeled half bath, a fully updated full bath, and convenient laundry.

4 Beds ⋅ 3 Baths ⋅ 24166013 MLS

***HIGHEST AND BEST MONDAY 4/13 AT 9PM. *** Step into a timeless blend of historic charm and modern comfort at 69 Fenn Road, nestled in the desirable Northfield neighborhood of Litchfield. Originally built in 1824, this beautifully reimagined 1,898 sq ft home sits on a level and sun-filled 0.98-acre lot, offering the character of yesteryear with the confidence of a full 2018 renovation-including updated electrical, plumbing, and so much more. From the moment you enter, the warmth of antique exposed beams and rich hardwood flooring sets the tone. The main level offers a thoughtfully designed layout featuring a spacious living room and inviting family room, gracefully separated by a cozy wood stove-perfect for New England evenings. The dining area flows seamlessly into the updated kitchen, where granite countertops, a gas cooktop with electric range, and stainless steel appliances create a space both functional and stylish. Sliders lead out to a generous backyard deck, ideal for entertaining or simply enjoying the peaceful surroundings. A standout feature is the charming study, complete with a propane stove and antique wood-cut built-in bookshelves-an inspiring space for work or relaxation. The first floor also includes a bedroom with its own remodeled half bath, a fully updated full bath, and convenient laundry.

69 Fenn Rd, Litchfield

$433,000

A rare opportunity to secure a well-maintained 4-bedroom home with land, location, and long-term potential in the heart of Bantam. Offered for the first time, this ranch is set on 1.5 acres and has been lovingly cared for by the same family since it was built in 1963. Designed for easy one-level living, the home features a spacious, sun-filled living room centered around a classic fireplace with built-in shelving. Hardwood floors run through the bedrooms, with additional hardwoods beneath portions of the main living area ready to be uncovered. The kitchen and dining area offer a practical layout with direct access to the backyard, creating a seamless indoor-outdoor connection. Four bedrooms and one full bath are efficiently arranged. A full walk-out basement provides substantial storage, workshop space, and strong potential for a future finished living area with direct access to the outdoors. An attached two-car garage adds everyday convenience. The lightly wooded 1.5-acre lot offers both privacy and usability, with a level yard ideal for recreation, gardening, or future enhancements. A covered outdoor area adds additional flexibility for seasonal use and entertaining. Located just minutes from Bantam village, Arethusa, Bantam Market, and the greater Litchfield amenities, Clean, solid, and move-in ready with room to personalize, make this house your home today.

4 Beds ⋅ 1 Baths ⋅ 24161067 MLS

A rare opportunity to secure a well-maintained 4-bedroom home with land, location, and long-term potential in the heart of Bantam. Offered for the first time, this ranch is set on 1.5 acres and has been lovingly cared for by the same family since it was built in 1963. Designed for easy one-level living, the home features a spacious, sun-filled living room centered around a classic fireplace with built-in shelving. Hardwood floors run through the bedrooms, with additional hardwoods beneath portions of the main living area ready to be uncovered. The kitchen and dining area offer a practical layout with direct access to the backyard, creating a seamless indoor-outdoor connection. Four bedrooms and one full bath are efficiently arranged. A full walk-out basement provides substantial storage, workshop space, and strong potential for a future finished living area with direct access to the outdoors. An attached two-car garage adds everyday convenience. The lightly wooded 1.5-acre lot offers both privacy and usability, with a level yard ideal for recreation, gardening, or future enhancements. A covered outdoor area adds additional flexibility for seasonal use and entertaining. Located just minutes from Bantam village, Arethusa, Bantam Market, and the greater Litchfield amenities, Clean, solid, and move-in ready with room to personalize, make this house your home today.

143 Vanderpoel Ave, Litchfield