Litchfield Real Estate

Welcome to the charming city of Litchfield, nestled in the heart of Litchfield County, Connecticut. Known for its picturesque landscapes, historic architecture, and vibrant community, Litchfield offers a unique blend of small-town charm and modern amenities.

With a rich history dating back to the 18th century, Litchfield boasts a variety of well-preserved colonial homes, tree-lined streets, and quaint town center. Residents and visitors alike can enjoy exploring the numerous boutiques, art galleries, and cozy cafes that line the streets.

Nature enthusiasts will appreciate the abundance of outdoor recreational opportunities in Litchfield, from hiking and biking trails to scenic parks and lakes. The scenic beauty of the area provides the perfect backdrop for outdoor adventures year-round.

In addition to its natural beauty, Litchfield is also home to a thriving arts and cultural scene, with local theaters, museums, and art galleries showcasing the talents of the community. The city's vibrant arts community adds to the overall charm and appeal of the area.

Whether you are looking to settle down in a historic home, enjoy the beauty of nature, or immerse yourself in a vibrant cultural scene, Litchfield offers something for everyone. Come experience the magic of Litchfield and see why it is a truly special place to call home.

Newest Listings in Litchfield

$369,999

3 Beds ⋅ 2 Baths ⋅ 24197253 MLS

An increasingly rare opportunity to own a detached home in Litchfield for under $400,000! Just moments from the town Green, restaurants, shops, and everything that makes this historic New England town so special. Built in 1875, this charming three-bedroom, two-bath Cape offers a warm, character-filled interior and a surprisingly functional layout. The main level features a comfortable living room with hardwood floors and a gas fireplace, a dining room with wide-board oak flooring, a cozy kitchen, a full bath, and a generous, heated mudroom with laundry. An enclosed and heated front porch provides a bright, flexible space for morning coffee, a reading room, or a home office. Upstairs, the primary bedroom includes a private full bath and walk-in closet, while two additional bedrooms complete the second floor. Outside, a spacious back deck overlooks the level and manageable yard, offering room to garden, entertain, or simply enjoy your own outdoor space. A detached tandem two-car garage with additional workshop and storage space is a standout feature, ideal for vehicles, motorcycles, tools, hobbies, or recreational equipment. A full walk-out basement provides even more storage. With easy access to Litchfield's vibrant center, White Memorial Conservation Center, Topsmead State Forest, and Route 8, this inviting home offers an approachable way to enjoy the Litchfield lifestyle without the typical Litchfield price tag.

234 East St, Litchfield

$225,000

24195496 MLS

. 13 wooded acres in desirable Litchfield, Connecticut, with excellent potential for development or a private estate. Conveniently near a main road, this property offers both easy access and a peaceful natural setting. A rare opportunity for builders, investors, or buyers.

Wheeler Road, Litchfield

$295,000

3 Beds ⋅ 3 Baths ⋅ 24162904 MLS ⋅ Tapping Reeve Village BLDG.

Situated in the heart of Litchfield, this unit provides easy access to the local charm and amenities that make the town so special. The center of the home features a welcoming living room, complete with a cozy fireplace and custom built-ins, seamlessly opening to a dining area. The main level also includes a lovely kitchen with granite countertops and a convenient half bath for guests. Step through the living room onto your private deck, an ideal space for al fresco dining and entertaining while enjoying a view of the pond. Retreat upstairs to find two comfortable bedrooms, each with two sets of closets. A full bath completes this level. The lower level has a laundry space, a wall of custom storage closets and offers a versatile finished space that has been converted into a bedroom, seating area with custom built-in closets and an attached full bath. This level also features a walk-out directly to the rear parking area, adding to the unit's accessibility. While there is no garage, the unit includes an assigned parking space directly in front. Tapping Reeve Village is a well-regarded, attractive community offering a comfortable lifestyle in Litchfield. Close to White Memorial Conservation Center, Topsmead State Forest, the villages of Bantam and Litchfield for fine dining and shopping, hiking, golf, swimming and a community field with playground. 2+-hrs. to NYC.

39 Tapping Reeve Village, Unit 39, Litchfield

$389,900

3 Beds ⋅ 2 Baths ⋅ 24193525 MLS

Tucked away on a private rear lot just one mile from the historic Litchfield Town Green, this fully renovated 3-bedroom, 2-bathroom ranch offers a peaceful country setting with convenient access to the center of town. The main level features hardwood floors, ample natural light, and an open-concept layout connecting the kitchen and living room. Designed with both style and function in mind, the kitchen includes butcher block countertops, an island with cabinet storage, stainless steel appliances, and a farmhouse sink. Two well-sized bedrooms and a stylish full bathroom with a tub and shower complete the main level. The finished walk-out lower level adds valuable flexibility with a third bedroom that could also serve as a home office, studio, or guest space. This floor also features a second full bathroom, washer and dryer, and direct access to the 1-car garage. Outside, established gardens and mature trees create a picturesque setting. 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 turnkey home is equally suited for a country retreat or year-round living.

424 South St, Litchfield

$1,397,500

4 Beds ⋅ 5 Baths ⋅ 24193748 MLS

This new construction home is perfectly sited on 10+ private acres located on the border of Litchfield and Washington. It abuts 70 acres of open space land with access to the Shepaug River, and is located within a few minutes drive of the villages of Bantam, New Preston, Washington, and private schools in the area. With 4 bedrooms and 4 1/2 bathrooms, this home has an open floor plan with many windows and tall ceilings for light-filled, airy spaces. Coming in from the attached garage you enter a large mudroom with 1/2 bath, built in bench, and plentiful storage. The custom kitchen with high end appliances features a breakfast bar, dining area, and opens up to a large deck. The family room is bathed in sunlight by windows facing south and west and features a built-in bookcase and a fireplace. There is a private office off the entry foyer. The second floor includes 4 en-suite bedrooms, a loft area, and laundry room. The primary bedroom suite includes an all-marble bath with oversized shower and a generous walk-in closet. The full, unfinished basement is a walkout with lots of windows and access to the backyard. The property is professionally landscaped with brick walkways to the front porch and rear deck. The backyard has ample space for a pool site .

14 Gate Post Ln, Litchfield

$349,900

3 Beds ⋅ 3 Baths ⋅ 24193782 MLS ⋅ Tapping Reeve Village BLDG.

One of the top three largest units in Tapping Reeve at 1,440 square feet. A true 3 bedroom with all bedrooms upstairs. This end unit town home is flooded with natural light from all the extra windows an end unit offers and a great unobstructed view of the pond. Upon entering, you experience a generous foyer with closets, view through to the fireplaced living room with beautiful parquet floors and built-ins, the L-shaped space allows for a dining area and a patio door leading to a private terrace. There is a large kitchen with pantry and a powder room on the main level. Upstairs, 2 more bathrooms, generous bedrooms with built-ins, closets and plenty of natural light. This home has benefitted from a new HVAC system in 2018, new hot water heater in 2024, newer refrigerator, and owners that take pride in their home. The unfinished basement has high ceilings, heat and cooling and is ready to be finished for even more living space. Come enjoy the quiet life in Tapping Reeve Village with a pond and gorgeous landscaping throughout the community.

Litchfield

$395,000

3 Beds ⋅ 1 Baths ⋅ 24191162 MLS

Welcome to this classic style home that is in the borough of Bantam, on a level lot with a wooded private back yard. 3 bedrooms, 1 bath. Open feeling ground level with 2 sliders front and back off the kitchen works as a mud room or can be extension to the kitchen. Freshly painted interior and hardwood floors on first level that have recently restored. Solid mechanicals, dry basement, with low cost solar that will keep you happy on that classic 3 season front porch while enjoying all Bantam and Litchfield has to offer. Walking distance from one of the best local grocery markets, restaurants, independent theatre, water and commutability are reasons why it's worth a look! Many vintage features kept intact and restored including windows with efficient storm windows, claw foot tub, mature gardens, backyard patio and driveway pavers lead the way to a colorfully painted 2 car garage.

34 Highland Ave, Litchfield

$589,000

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

$649,000

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

$319,000

2 Beds ⋅ 1 Baths ⋅ 24189928 MLS

A classic brick Litchfield home set into a peaceful, wooded backdrop, 67 East Litchfield Road South offers the kind of setting buyers come to Litchfield for: privacy, character, and usable outdoor space. A stone walkway, mature trees, and a generous yard create a welcoming approach before stepping inside to a bright, refreshed interior with clean modern finishes. The main living area features recessed lighting, wide-plank style flooring, and an open feel that connects comfortably into the dining and kitchen spaces. The kitchen has been updated with white cabinetry, stainless steel appliances, tile backsplash, and a clean, functional layout. The bathroom offers a modern finish with marble-look tile and updated fixtures. Bedrooms are bright and simple with hardwood flooring, neutral paint, and great natural light. A lower-level/garage area adds practical storage and flexibility. Surrounded by greenery yet conveniently located near Litchfield's town center, shops, dining, outdoor recreation, and major routes, this home blends classic New England charm with move-in ready updates in one of Connecticut's most desirable small-town settings. Sold As Is

67 E Litchfield Rd S, Litchfield

$499,000

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

$549,000

3 Beds ⋅ 2 Baths ⋅ 24186157 MLS ⋅ Litchfield Ponds BLDG.

Incredibly rare opportunity to move into spacious end ranch unit at Litchfield Ponds! Enjoy the easy living of Litchfield Ponds and water views in this 3 bedroom 2 bath condo. Entering into the light filled foyer there is a wonderful bedroom or office space. A formal dining room with a fireplace flows into the large in-eat kitchen that has direct access to the large two car garage. Vaulted ceilings and calming views of the grounds and pond are a perfect setting to enjoy by the additional fireplace. Step out into the sunroom and enjoy all four seasons. The remodeled primary suite has large walk in closet and wonderfully appointment bathroom with separate tub and walk-in shower. Another spacious bedroom with adjacent full bath finish off the main floor. The walk out lower level features a large family room with fireplace with new flooring. An additional office space is perfect for guests or home office. Lower level has tons of storage space. Don't miss your chance on this highly sought after unit.

85 Litchfield Ponds Dr Unit 85, Litchfield

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