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$2,499,000
4 Beds ⋅ 4 Baths ⋅ 24205550 MLS
A rare opportunity to own an authentic Mid-Century Modern home set on 2 picturesque, private acres in a quiet sought-after neighborhood of Cos Cob. This contemporary residence presents endless possibilities--move right in or create your dream estate. One-level living showcases the timeless appeal with oak floors throughout, featuring soaring ceilings, expansive windows, and sun-drenched living spaces that seamlessly connect with the surrounding landscape. Nestled in complete privacy, this architectural gem is designed to bring the outdoors in. The dramatic living room is anchored by a wood-burning fireplace and opens to an expansive deck overlooking the tranquil backyard perfect for a pool! A truly special setting offering privacy.

7 Sundance Dr, Greenwich
$2,499,000
5 Beds ⋅ 6 Baths ⋅ 24079819 MLS
Incredibly located moments from town and convenient to schools, shopping, commuting options and more, this sparkling home showcases pride of ownership. A new 2026 driveway leads to the landscaped setting, where this gracious home with an in-ground Wagner pool is set amid .74+/- acre. The two-story foyer introduces crisp, timeless spaces, and a home that has been impeccably maintained. The living rm w/ the first of 3 fireplaces and a beautiful dining rm w/lit tray ceiling are ready for entertaining. The large gourmet kitchen w/ marble counters, La Cornue range plus wall ovens, Sub Zero, island & pantry has a sun-filled breakfast rm that leads to the lrg fam rm w/ custom built-ins, stone fpl w/ gas log set & two sets of doors to the newer deck. The mudrm has a casual entrance, door to pool, half bath & access to the 3-car garage. Upstairs, a hall w/ window seats leads to the primary suite w/ fpl, dual walk-in clsts & luxe bth. Each remaining BR is spacious & well-appointed. A flexible area w/ the 5th BR & study/play rm could become an in-law suite. The finished 3rd flr is a wonderful space for a play rm or hobbies. The vast lower level includes a great rm, a den/lib w/ custom built-ins & a full bath. The usable backyard leads to a fenced-in Wagner gunite pool w/ a "pool house." This entire home and property is in outstanding, mint condition. There is nothing for you to do but move in and enjoy this fine luxury residence.

53 Clinton Ave, Westport
$2,498,000
8 Beds ⋅ 8 Baths ⋅ 24186841 MLS
Welcome to an exceptional North Stamford estate offering impressive space, privacy and flexibility on 2 landscaped acres. This custom contemporary ranch offers approx. 7,000 sq. ft. above grade plus nearly 3,000 sq. ft. of finished lower-level and bonus space. With 7 bedrooms, 6 full and 2 half baths, the thoughtfully designed layout is ideal for multigenerational living, extended family or a live-in au pair. Separate living areas, including space with a private entrance, offer independence and privacy while remaining connected to the main residence. Soaring vaulted ceilings, 9ft+ ceilings throughout, a first-floor en-suite, generous room sizes and multiple formal and informal living areas create an impressive yet functional home. The exceptional size and flow provide flexibility for everyday living, working from home and entertaining, from intimate gatherings to larger events. An expansive raised stone patio extends the living space outdoors. Rarely does a property combine this amount of above-grade living space, additional finished and bonus space, privacy and true multigenerational flexibility, all within convenient reach of downtown Stamford, schools, shopping and commuter routes. A unique opportunity to own a home that can adapt to your needs today and for generations to come.

91 Dogwood Ln, Stamford
$2,495,000
6 Beds ⋅ 6 Baths ⋅ 24206331 MLS
A magnificent Colonial estate offering an extraordinary blend of elegance, privacy and resort-style living on 2.45 beautifully manicured acres, adjoining 50 acres of conservation land. Grand in scale yet thoughtfully designed for today's lifestyle, the residence features 6 bedrooms, 6 full and 1 partial bath, including a sumptuous primary suite with two walk-in closets, dressing room, spa bath and private balcony overlooking the tranquil grounds. Five additional bedrooms offer en-suite baths, with two featuring walk-in closets. A dramatic two-story foyer introduces gracious formal living and dining rooms, two private offices and a handsome library. At the heart of the home, a newly renovated chef's kitchen features double marble islands, dual ovens and dishwashers, navy subway tile backsplash, wine fridge and custom coffee bar, flowing seamlessly into the inviting family room with fireplace. The spectacular great room is designed for memorable entertaining, with soaring ceilings, floor-to-ceiling stone fireplace, full bar with beverage refrigerator and direct access to the restored pool and spa, expansive deck, sport court and terrace. The finished lower level adds a gym, wine cellar and generous playroom with built-in bunk beds. A four-car garage and attached one-bedroom apartment provide exceptional convenience and flexibility for guests or multi-generational living. An exceptional private retreat in a coveted location near award-winning schools.

20 Cherry Ln, Wilton
$2,495,000
4 Beds ⋅ 5 Baths ⋅ 24205642 MLS
Tucked away at the terminus of a quiet dirt road, this 13-plus-acre sanctuary delivers absolute privacy alongside uncompromising mid century modern luxury. Approached via a winding scenic driveway, the property opens to reveal sweeping, recently opened panoramic vistas of Nettleton Hollow, complete with a tranquil brook and quintessential Litchfield County countryside. At the heart of the estate is a masterfully updated 1950s residence. Inside, striking vaulted ceilings elevate the freshly painted public spaces, and renovated hardwood floors, all anchored by a dramatic central fireplace with venetian plaster finish. Oversized plate-glass windows pull double duty, bathing the interiors in natural light while perfectly framing the idyllic valley views. The main and upper level feature a remarkably spacious primary suite, alongside two additional bedrooms and three-and-a-half baths. Designed with seamless hosting in mind, the lower level offers a private, full walk-out fourth bedroom suite equipped with radiant heated floors. Outside, southern exposure warms a series of expansive entertaining terraces leading to a 40-foot gunite pool with an automatic cover. Practical luxuries include a dedicated pet-fenced yard, comprehensive mechanical upgrades, generator, and abundant parking for entertaining. This property offers immediate access to nature, sitting just a short stroll from Steep Rock Land Trust's hidden gem, the Johnson Farm Preserve.

63 W Mountain Rd, Washington
$2,495,000
3 Beds ⋅ 3 Baths ⋅ 24201468 MLS
Lake Waramaug Shingle & Stone Cottage "Bird's Eye View" is a truly enchanting 1890s cottage, rich in character and thoughtfully updated for today's lifestyle. Perched above Lake Waramaug, the property enjoys spectacular lake views while offering an extraordinary sense of privacy on 2.4 acres, with no road noise or neighboring homes intruding on the setting. The main level centers around a newly expanded luxury kitchen featuring a generous center island with French door access to the deck, creating an effortless connection between indoor and outdoor living. A stylish built-in bar connects the kitchen to the inviting great room, where two distinctive spaces come together-one anchored by a dramatic granite hearth fireplace, and the other a former porch transformed into a charming dining room surrounded by wraparound windows which frame the breathtaking lake view. The home currently offers 3 bedrooms with the potential to add a main-level primary suite and create a 4 bedroom residence. This property truly offers the best of all worlds: an idyllic, private country setting with commanding views of Lake Waramaug, combined with the rare opportunity to enjoy a shared water frontage with a private dock. A golf cart (included in the sale) makes the journey from house to lake effortless. Stone steps lead down to the water inviting endless days of swimming, boating and lakeside enjoyment.

10 Perkins Rd, Washington
$2,495,000
3 Beds ⋅ 4 Baths ⋅ 24196222 MLS
Rare direct waterfront opportunity on a private road in the heart of East Norwalk. This meticulously maintained Nantucket-style home offers deep-water frontage with a private dock featuring water and 30-amp power, providing effortless access to Long Island Sound and beyond. Designed for today's lifestyle and tomorrow's needs, the home features a sought-after main-level primary suite, making it ideal as your forever home. Sun-filled living spaces showcase hardwood floors, spectacular water views, and a dedicated home office with fiber optic service. The kitchen is appointed with granite countertops, custom cherry cabinetry, high-end stainless steel appliances. An original cedar closet reflects the home's timeless craftsmanship. Outdoor living is exceptional with a covered lanai, natural stone patios, paved walkways, lush gardens, and an eight-zone irrigation system, creating a beautiful, low-maintenance waterfront setting. Additional amenities include central air, natural gas fireplace and grill, two-car garage, partially finished lower level with abundant storage, natural gas, public water, and public sewer. Located just minutes from beaches, marinas, restaurants, shopping, and Metro-North, this exceptional property offers the perfect blend of privacy, luxury, and waterfront living. A rare opportunity to own one of East Norwalk's premier deep-water homes.

4 Seaside Pl, Norwalk
$2,495,000
4 Beds ⋅ 4 Baths ⋅ 24189581 MLS
A classic Nantucket-style silhouette announces itself, sweeping gambrel rooflines, hand-laid shingle siding, and a trio of dormers rising above a deep, columned front porch. This site is graced with stunning views of tranquil nature preserves and open space in the heart of the island, walking distance to the ocean. This home strikes that rare balance between grandeur and warmth with an entrance built for gracious arrivals. Custom designed to be lived in and enjoyed for generations. The open-concept great room and chef's kitchen flow seamlessly with privacy but collaboration. Room for everyone to gather and escape to quiet nooks. The butler's pantry with bar sink and a generous walk-in pantry support entertaining at any scale. The primary suite on the main level, adorned kitchens and baths with options for customization. Enjoy Downtown Mystic seaport, its harbor front restaurants, its long New England summer evenings is minutes away. Steps from the Mason Island Yacht Club. Masons Estates occupies one of the last remaining opportunities for new construction on Mason's Island.

7 Kingfisher Way, Stonington
$2,495,000
5 Beds ⋅ 5 Baths ⋅ 24180416 MLS
Set in the highly desirable Woodridge Lake community, this bespoke modern home offers a turnkey sanctuary with 7,310 sq ft of total space, including 1,316 sq ft of layered exterior living areas. Wrapped in natural cedar designed to weather gracefully, the residence features 5 bedrooms, 4.5 baths, an office, a two-story sunroom, a flex room, a gym, and a recreation room. Offering incredible versatility, the office and 3rd-floor flex space can seamlessly transition to accommodate up to 7 bedrooms. Exceptional architectural details include a thermal and acoustic vault enveloped by triple-glazed Wythe windows and doors, alongside red oak floors and crisp shadow reveals replacing traditional baseboards. The chef's kitchen boasts waterfall counters and a fully integrated, paneled Miele suite with an induction cooktop, active downdraft hood, and wine storage. Engineered for absolute comfort, the all-electric home utilizes the premier Mitsubishi heat pump system for individual climate control in every room and space. Spa-like baths showcase floor-to-ceiling tile, Schluter radiant heat, Grohe hardware, and TOTO toilets, including a washlet in the primary suite. Outdoor living is highlighted by a 3rd-level penthouse with a wraparound roof deck framing seasonal lake views and beautiful sunsets, a rear deck prepped for a hot tub or outdoor kitchen, a private balcony, and dual porches.

205 E Hyerdale Dr, Goshen
$2,495,000
5 Beds ⋅ 4 Baths ⋅ 24169441 MLS
Updated to perfection, this classic 5-bedroom Connecticut Colonial offers over 5,500 square feet of curated living space, harmoniously positioned on a private, sought-after cul-de-sac within an enclave of 4+ acre estates. The residence unfolds with a sun-drenched brand new chef's kitchen featuring custom cabinetry, premium quartz countertops, and high-end appliances, all flowing through floor-to-ceiling glass sliders to an expansive deck and a grand family room anchored by a stately fireplace. A sophisticated main level offers a formal dining room, elegant living room, and a bespoke private office with picturesque views of the park-like grounds. Upstairs, the primary suite serves as a sanctuary with a dedicated sitting room and new spa-inspired bath, while a separate private-entry in-law suite provides a secluded fifth bedroom and sitting area for ultimate versatility. The newly finished 1,700-square-foot walk-out lower level elevates entertaining with a massive media/playroom, an additional family room, and potential for a custom wine cellar-all just minutes from the vibrant New Canaan town center, top-tier schools, and the Metro-North train.

171 Proprietors Xing, New Canaan
$2,495,000
6 Beds ⋅ 7 Baths ⋅ 24160708 MLS
A RARE property. The 28- year owners lovingly restored their 18th century antique and expanded it to 6,050 SF of modern comfort on its 4 acres including a 11/4 ac. pond. Albeit, the renovation of the property's antique 1,100 SF, 2 BR continually-rented cottage may be the financial coup for 42% marginal tax bracket (Fed+CT) buyers who assume a 6.25%, 80% ($2,080,000 of 2.6M asking) 30 yr. fixed mortgage. The rent, presently $30,000/yr., and tax advantaged deductions will contribute funds that amortize $915,000 of the 2.080M. Accordingly, the effective purchase price could be $1,685,000. High-quality finishes aside, consider the setting: brook-fed pond for large-mouth-bass anglers and visiting egrets; stunning fall foliage surrounding the pond; 450 ft. long, bleached-stone, maple tree-lined driveway to the main house; just a 2-minute drive to the Weston Town Center and K-12 school campus; 150 SF of veggie-intensive raised beds along with wild blackberries, and Concord grapes where you meander; pool site plans rendered and readied for the buyer; oversized-windows and 3rd floor balcony offering sweeping views; and a massive front lawn for that Great Tent celebration. Inside, a 2025-new heating system slashes the gas bill; a home office space w/ fireplace has its own private entrance; and the former, acclaimed NYC chef/owner's professionally equipped kitchen is central to the home's 5 entertaining areas, while a 600 SF bonus room with its own full kitchen invites countless uses.

32 Steep Hill Rd, Weston
$2,495,000
3 Beds ⋅ 2 Baths ⋅ 24136291 MLS
Behind the gates of the once star-studded estate lies a rare opportunity to create a legacy property in one of New Canaan's most peaceful and desirable settings. Part of the former storied estate once associated with famous actors, musicians, and industrialists, the property carries a sense of history and character rarely found in today's land offerings. Set on over four flat acres with mature trees, this unique property offers an increasingly rare combination of privacy and beauty minutes from downtown New Canaan, NYC train service, and walkable to nearby Clubs. The land itself is the true standout: level, framed by large mature trees, creating an ideal canvas for a homesite that has been approved for a six-bedroom septic system. Electric utility infrastructure has been installed, significantly shortening the path toward development. An added perk is a Nature walking trail through recently restored acre of improved wetlands Unlike a typical land offering, buyers have the opportunity to collaborate with an experienced builder/design team to help streamline the process. Options may include building a fully custom residence or working from thoughtfully developed architectural concepts tailored specifically for the property and setting. Part of a limited collection of estate homesites that will ultimately define one of New Canaan's most compelling settings.

48 Brookwood Ln, New Canaan
$2,490,000
4 Beds ⋅ 4 Baths ⋅ 24174300 MLS
A rare opportunity to create the home you've always imagined in beautiful Newtown. Nestled within the desirable Oak Ridge Estates, this exquisite new construction offering blends tranquility, elegance, and modern comfort in an exceptional setting. Surrounded by peaceful natural beauty, yet just moments from town, major highways, and everyday conveniences, this is where serenity meets easy living. Thoughtfully designed for today's lifestyle, this stunning 4-bedroom, 3 full and 1 half bath residence will be crafted with exceptional quality, refined craftsmanship, and sophisticated transitional finishes that feel both timeless and inviting.At the heart of the home, a beautifully designed chef's kitchen with premium appliances and an expansive center island flows seamlessly into the family and dining spaces-perfect for everyday living and effortless entertaining. Generous open living spaces and elegant design details create a home that feels both luxurious and welcoming. The primary suite offers a peaceful private retreat with spacious walk-in closets and a spa-inspired bath designed for relaxation. With ample room for a pool and pool house, the possibilities to create your own outdoor sanctuary are endless. A home by CORBO, where quality craftsmanship and thoughtful design come together beautifully. Multiple model home options, floor plans, and specifications are available.Come discover Oak Ridge Estates-where your dream home begins.

lot7B Lot7b Nicolina Way, Newtown
$2,489,900
3 Beds ⋅ 4 Baths ⋅ 24202212 MLS
Commanding Long Island Sound views make this stunning Woodmont home feel like direct waterfront! Located just one house from the sandy beach, this spacious contemporary home offers over 4,000 square feet of living space with three bedrooms, four full bathrooms, and multiple flexible spaces that can be customized to suit your needs. The entire home has been beautifully remodeled, with recently installed structural beams creating a bright, open floor plan that is perfect for everyday living and entertaining. All bathrooms have been completely renovated, and new stonework enhances the front exterior and curb appeal. Enjoy spectacular water views from nearly every room, along with easy access to the beach and scenic shoreline walkway. Conveniently located just minutes from downtown Milford, the train station, shopping, restaurants, and major highways. A special opportunity to experience the very best of coastal living in Milford.

3 Devol St, Milford
$2,450,000
6 Beds ⋅ 6 Baths ⋅ 24188429 MLS
WELCOME TO 5-7 HADDAM DOCK ROAD LOCATED IN HADDAM, CONNECTICUT. DISCOVER A RARE RIVERFRONT OPPORTUNITY OFFERING TWO HOMES ON ONE LOT, BREATHTAKING RIVER VIEWS OF THE CONNECTICUT RIVER, AND YOUR OWN PRIVATE BOAT DOCK. THIS PROPERTY IS PERFECT FOR MULTI-GENERATIONAL LIVING, GUEST ACCOMODATIONS, OR RENTAL INCOME. THE MAIN HOUSE SHOWCASES SOARING WINDOWS THAT FRAME THE PICTURESQUE WATERFRONT, FILLING THE LIVING SPACES WITH NATURAL LIGHT WHILE CREATING A SEAMLESS CONNECTION TO THE OUTDOORS. THIS HOME OFFERS 4 LARGE BEDROOMS WITH PRIVATE BATHS AND PLENTY OF CLOSET SPACE FOR STORAGE. STEP OUTSIDE TO AN EXPANSIVE ENTERTAINING AREA FEATURING A SPARKLING GUNITE IN GROUND POOL, SPACIOUS PATIO, FULL OUTDOOR KITCHEN, AND MULTIPLE AREAS DESIGNED FOR RELAXING OR HOSTING FAMILY AND FRIENDS. THE SECOND HOUSE PROVIDES PRIVACY AND FLEXIBILITY, MAKING IT IDEAL FOR VISITORS, EXTENDED FAMILY, A HOME OFFICE, OR AN INCOME-PRODUCING RENTAL. THIS HIGH RANCH STYLE HOME HAS AN OPEN CONCEPT FLOOR PLAN WITH HIGH END WOLF APPLIANCES, WIDE PLANK TILE THROUGHOUT, AND CUSTOM BUILT INS ACCENTING MOST OF THE ROOMS, AND HAS DOUBLE HIS AND HER WALK IN CLOSETS. SITUATED ON BEAUTIFULLY LANDSCAPED GROUNDS, THIS EXCEPTIONAL PRROPERTY ALSO FEATURES DIRECT RIVER ACCESS WITH A PRIVATE DOCK, ALLOWING YOU TO ENJOY BOATING ON THE CONNECTICUT RIVER, FISHING, KAYAKING, OR SIMPLY TAKING IN THE PEACEFUL WATERFRONT SETTING FROM YOUR OWN BACKYARD.

5-7 Haddam Dock Rd, Haddam
$2,449,000
5 Beds ⋅ 7 Baths ⋅ 24193559 MLS
Incredibly located on a gorgeous cul-de-sac of fine homes in a prime Lower Weston location, this luxurious Colonial is a showcase of style and comfort. Designed with tremendous attention to detail, the home's beauty begins with the landscaped setting and many outdoor amenities including a stunning pool and spa. The shingle exterior with stone accents greets your arrival into the soaring two-story entry with chic lighting, millwork and a custom staircase. The library with classic built-ins is an ideal home office. The living/music room with fireplace opens to the dining room, both with views of the private setting. The gourmet kitchen has a generous center island, custom cabinetry, Viking range, Sub Zero, pantry, open flow to the breakfast room with glass doors to the deck and into the exquisite family room with coffered ceiling & fireplace. Upstairs, the primary suite incl a sitting area, spacious marble bath and two excellent walk-in clsts. Each BR is large and all designer baths feature quality fittings. 3rd flr bonus rm has a half bath. The finished walk-out LL with full bath has three rooms, currently billiards rm, gym, and rec rm w/glass doors to the rear property. Lrg walk-in storage areas incl a finished clst. An exquisite oasis awaits at the resort-style pool w/ waterfall spa, firepit area, and vast entertaining areas, all surrounded by specimen plantings and emerald lawns. Storage shed. 3 car garage, mudroom, generator and much more.

5 Aspetuck Gln, Weston
$2,445,000
5 Beds ⋅ 6 Baths ⋅ 24182562 MLS
Completed in 2025, this extensively renovated and expanded residence lives like new construction, offering exceptional craftsmanship, luxury finishes, and a thoughtfully designed open floor plan. Featuring 5 bedrooms with potential for a 6th bedroom, 5 full baths, and 1 powder room, the home blends elegant design with comfortable everyday living. Rich hardwood floors flow throughout, complemented by beautifully renovated baths, designer finishes, abundant natural light, a partially finished walk-out lower level, and a versatile multi-purpose room ideal for a home office, art studio, fitness room, or playroom. The stunning chef's kitchen features premium appliances, custom cabinetry, and expansive windows overlooking the beautifully landscaped grounds. Designed for both everyday living and entertaining, the open-concept layout seamlessly connects the main living spaces. Set behind a gated entrance, the fully fenced property offers exceptional privacy with mature evergreen plantings and professional landscaping. Outdoor amenities include an expansive patio, fire pit area, beautiful gardens, and a sprawling level backyard with ample room for a pool. Whether enjoying recreation, entertaining guests, gardening, or simply relaxing, this property offers endless possibilities. A charming shed provides additional storage and flexibility for hobbies or gardening. The oversized garage features extra height, ideal for a vehicle lift, workshop, or additional storage.

284 Georgetown Rd, Weston
$2,400,000
8 Beds ⋅ 3 Baths ⋅ 24195448 MLS
Three direct beachfront cottages located right on the sand of the Long Island Sound in Clinton, Connecticut offer a rare turnkey coastal investment opportunity. The property includes two well-appointed 2-bedroom cottages and one spacious 4-bedroom cottage, all fully furnished and recently updated for modern comfort. Each cottage provides unobstructed waterfront views, immediate beach access, and the charm of classic shoreline living. With a strong and proven rental history, this unique package is ideal for investors or buyers seeking a move-in ready, income-producing beachfront retreat along the Connecticut shoreline.

127 Shore Rd, Clinton
$2,399,000
4 Beds ⋅ 4 Baths ⋅ 24191345 MLS
One of only two new construction homes currently available in Fairfield's coveted Beach neighborhood, an incredible opportunity w/ outstanding market value & just steps to the beach - Welcome Home to 96 Clinton Street. 4 levels of living w/ 2950 sf, elevator shaft ready, 4 bedrooms, 3.5 bath & high end finishes throughout. The open concept main level features custom finishes w/ a chef's kitchen featuring Quartzite countertops, large island w/ 2 inch countertops, custom cabinetry w/ a seamless flow into the spacious dining area & family room featuring oak beamed ceilings, gas fireplace & an inviting entertainment & bar area, plus shelving & built-in cabinetry abutting the gorgeous stone fireplace. The 2nd level hosts 3 generous sized bedrooms including the primary en-suite & the 3rd level w/ the 4th bedroom/office, full bath & opens to a spectacular deck w/ wire railings & beautiful views- the perfect retreat for relaxing or working from home. All of this PLUS the lower level loggia that offers exceptional additional living space complete w/ custom built-ins, large-screen tv hookup & direct access to the patio & backyard w/ plenty of room for a pool. The large mudroom, and a 2 car garage add great convenience. This quiet neighborhood is a quick walk to town, beach, shopping, school, parks and marina.

96 Clinton St, Fairfield
$2,395,000
4 Beds ⋅ 4 Baths ⋅ 24208647 MLS
Ideally positioned just moments from downtown Darien and the train station, 11 Highland Avenue offers an exceptional blend of timeless New England architecture, classic sophistication, and effortless everyday comfort. Set on a tranquil street in a coveted neighborhood, this immaculate, light-filled residence presents a rare turn-key opportunity in one of Fairfield County's most desirable coastal enclaves. Thoughtfully reimagined for modern living, the main level unfolds with intuitive flow. Beautiful new hardwood floors sweep throughout, leading from the warm formal living room centered around a classic wood-burning fireplace to the heart of the home: a magnificent open-concept gourmet kitchen. Complete with quartz countertops and sleek stainless steel appliances, the kitchen seamlessly integrates with the dining and family rooms-creating the ultimate layout for both casual family gatherings and large-scale entertaining. The upper levels host four sun-drenched bedrooms, including a private primary retreat with an updated spa-inspired bath. A versatile finished lower level offers valuable additional living space, perfectly suited for a home gym and recreation area. Outdoors, the landscaped grounds serve as a private sanctuary. A spacious stone terrace provides an inviting backdrop for summer al fresco dining and relaxed outdoor enjoyment. A seamless combination of elevated style and prime proximity, this quintessential property captures the very best of Darien living.

11 Highland Ave, Darien
$2,395,000
5 Beds ⋅ 5 Baths ⋅ 24208162 MLS
Transport yourself back in time in this classic Greenfield Hill colonial! This renovated 1817 stunner offers over 5,000 square feet of living space - complete with private accessory apartment, a light & welcoming sunroom, bucolic barn and amazing gunite pool with waterfall! Mature plantings and trees abound on this spacious, rolling property. A dramatic, two-story front entry with sweeping staircase welcomes you home. Hardwood floors and high ceilings give even more character and elegance to the home. A more contemporary, open floor plan runs throughout the first floor - highlighted by a chef's kitchen, family room and formal dining room (both with fireplaces), living room, den with fireplace, office and more! The primary bedroom suite with elegant bath and walk-in closet punctuates the fantastic second floor, with three additional bedrooms. The home is perfect for hosting parties and overnight guests. An apartment (w/separate entrance) over the garage, an attached three-car garage and charming front porch are further features of this pastoral, private & relaxing home and property. Enjoy everyday or on the weekends! The two-story barn with three stalls and large pasture adds even more to your experience! It has three large stalls - perfect for trail rides - a stone's throw away at The Fairfield Bridle Trails and Brett Woods! Additional riding opportunities at the nearby Fairfield County Hunt Club. Close to Fairfield & Westport shopping, restaurants, entertainment & commuting

2493 Redding Rd, Fairfield
$2,395,000
5 Beds ⋅ 7 Baths ⋅ 24206451 MLS
Sophisticated South Wilton Colonial: This Nantucket shingle-style residence blends timeless architectural elegance with seamless modern luxury, ideally positioned for effortless commuting to town, the train, and the Merritt Parkway. Thoughtfully designed for both grand entertaining and everyday comfort, the home features gorgeous custom details, extensive high-end upgrades, and an integrated three-zone surround sound system. The chef's kitchen is outfitted with premium appliances including a Viking six-burner gas cooktop, double ovens with a warming drawer, a built-in refrigerator, and a Miele dishwasher, opening directly into an inviting family room with custom built-ins and fireplace. On the main level, a sophisticated room provides versatile living space, seamlessly accommodating a formal dining room or private work space. Upstairs, the master bedroom serves as a luxurious private sanctuary with a cozy fireplace, a dedicated sitting area, expansive walk-in closets, and a spa-inspired primary bath. There are four additional bedrooms on this floor, two with ensuite bathrooms and two with a connected full-bath. The upper third level boasts a sixth bedroom suite and a large multi-generational living space with extensive built-ins, including cozy window-seating. The finished lower level provides an ideal versatile space featuring a spacious dedicated play/ game room, home gym, and a comfortable TV-watching area designed to grow right along with your kids...

249 Chestnut Hill Rd, Wilton
$2,395,000
4 Beds ⋅ 3 Baths ⋅ 24205042 MLS
Welcome to 94 Field Crest Road, where turnkey living meets an exceptional resort-style lifestyle. Tucked away on a quiet New Canaan cul-de-sac just minutes from town, top-rated schools, Waveny Park and the YMCA, this beautifully renovated home offers the rare combination of privacy, convenience and effortless luxury. Fresh, sophisticated interiors are completely move-in ready. Complete w beautifully updated kitchen and bathrooms and thoughtfully designed living spaces, ideal for both everyday living and entertaining. The spacious primary suite features a large walk-in closet and en-suite bath, while the three additional bedrooms offer fabulous natural light and generous space. The lower level and basement provide valuable bonus space with endless possibilities for a media room, home office, gym, playroom, guest or in-law space. Outside is where this property truly sets itself apart. The private backyard has been transformed into a spectacular resort-style retreat featuring a Gunite pool and spa with waterfall, an expansive putting lawn with pitching spots throughout the yard, a built-in bocce court, and a stunning custom stone outdoor kitchen and bar with tv, creating the ultimate space for poolside dining and entertaining. Whether hosting summer gatherings, relaxing poolside, practicing your short game or enjoying an evening with friends, every element has been designed to make home feel like a getaway.

94 Field Crest Rd, New Canaan
$2,395,000
4 Beds ⋅ 6 Baths ⋅ 24204126 MLS
Lush Bridgewater paradise on over 30+ private acres with commanding distant vistas - enveloped by masterfully curated gardens, specimen trees, exquisite stonework, mature orchards, and verdant rolling meadows - you are truly immersed in nature here. Extensively renovated and immaculate, this home offers the absolute finest in seamless indoor-outdoor living. Centered around a new gunite, saltwater heated pool, picturesque courtyards, peaceful gathering nooks, and romantic walking paths that wind through the extraordinary park-like grounds. Flooded with natural light, the versatile floor plan greets you with a grand two story entry foyer and an inviting front to back living room and family room with a wood stove fireplace. The space flows perfectly into a gorgeous, beautifully renovated open concept kitchen with a massive center island, new quartz countertops, and large wet bar area - all steps away to the expansive outdoor covered ipe decks and entertaining areas. There is a cozy den that leads to a delightful sun room, a gracious formal dining room, powder room, laundry, and access to the attached 3 car garage. Upstairs, the expansive primary bedroom suite offers an exquisitely renovated spa-like bath with radiant floors, large closets, its own laundry area, and a private, heated balcony capturing the breathtaking views. Down the hall, there are additional guest bedrooms, a full hall bath, and a large media room with wet bar and balcony.

4 Sunrise Ln, Bridgewater
$2,395,000
4 Beds ⋅ 5 Baths ⋅ 24203568 MLS
This beautifully crafted 4,600 sq. ft. Colonial, built by renowned builder Frank Dooley, combines exceptional craftsmanship with thoughtful design. Located on a welcoming cul-de-sac in lower Greenfield Hill, the home features spacious rooms with clear sightlines that create a comfortable flow. At the center of the home, a generous kitchen seamlessly connects to the dining area and one of two large stone patios, ideal for both everyday living and entertaining. The expansive family room and elegant front-to-back living room each feature a fireplace, while a charming sunporch offers a cozy retreat. A finished bonus room above the garage provides flexible space for 5th bed, media room. Upstairs, four spacious bedrooms include a well-appointed primary suite with 2 full baths, an ensuite bedroom, and two additional bedrooms sharing an updated hall bath. Abundant custom built-in storage throughout and a finished third floor office enhances the home's versatility. The level, fenced, and beautifully landscaped 2+acres, designed by Oliver's Nursery, features irrigation and outdoor lighting. A 11'-23' room accessible from the yard and garage offers extra storage with finishing potential. Enjoy the convenience of walking to local shops and the farmers market, with easy access to downtown Fairfield, Merritt Pkwy, and I-95. This home offers effortless living in a prime location where everyday life feels relaxed and refined.

128 Cobblers Hill Rd, Fairfield
$2,395,000
4 Beds ⋅ 4 Baths ⋅ 24203922 MLS
Welcome to 171 South Street - the historic former carriage house originally designed by Guilded Age architect Ehrick Rossiter. Extensively renovated by current owner - who has created ultra-chic living spaces, modernized systems and re-landscaped to include a pool - all while preserving classic details. Rarely does an in-town property hit the market that has been elevated in such a way. The main level boasts a central hallway, leading to spacious, open living room with remodeled wood burning fireplace, exposed beams and sunken lounge with views down sweeping, landscaped lawn and gardens. Dining room, cozy den, updated chef's kitchen and bonus fifth bedroom suite with remodeled full bathroom complete the main floor. Upper level includes lofty primary bedroom suite with dressing room, full bath. Three additional bedrooms. Additional updates include remodeled breezeway, mudroom and room above three-car garage used as gym and/or office space. Newer roof, installation of central air and updates to plumbing, electric and insulation complete the effort. Landscaping with native specimen plantings. Deck with southeastern views of neighboring meadow. Private access to Bantam River and White Memorial Conservation land through backyard trails. Very desirable location among notable Litchfield residences with access to nature. Walk or bike to restaurants, shopping, Litchfield Green, library, White Memorial and Greenway. Best of both worlds - in-town living in ultra PRIVATE setting.

171 South St, Litchfield
$2,395,000
6 Beds ⋅ 5 Baths ⋅ 24193184 MLS
Few homes define a town, this is one of them. Located in the highly coveted South Wilton neighborhood, this iconic Grand Dame, originally dating to the 1830s and beautifully reimagined and expanded during the Colonial Revival of the 1930s, has been masterfully transformed from the inside out. Every inch has been thoughtfully restored and elevated by a renowned preservationist / designer, honoring its extraordinary heritage while embracing the finest comforts of modern living. Rich in character and timeless elegance, the home showcases magnificent stone fireplaces, high ceilings, hand-hewn beams, wide-plank chestnut floors, beautifully preserved millwork, designer lighting, Farrow & Ball finishes, exquisitely renovated baths, and countless bespoke details that reflect an uncompromising commitment to craftsmanship. Bathed in natural light, the spectacular living spaces are both spacious and welcoming, with walls of windows framing picturesque views in every season. The exquisite eat-in chef's kitchen and butler's pantry, with high-end appliances, light fixtures and Carrara marble, is magazine worthy! The luxurious primary suite offers a private retreat, while five additional generously scaled and beautifully designed bedrooms, charming balconies, multiple perfect office spaces and a spectacular versatile historic barn create exceptional flexibility and enduring appeal.

89 Chestnut Hill Rd, Wilton
$2,395,000
5 Beds ⋅ 8 Baths ⋅ 24172476 MLS
This Sasqua Hills ranch in East Norwalk is perched high above Shorehaven Golf Club with sweeping views of Long Island Sound. The iconic estate at 7 Sasqua Road was built in 1950 and lovingly held by the original family for the last 76 years. The expansive property often described as "Old Hollywood Glamour," has long been a setting for unforgettable gatherings, where Broadway legends and jazz icon's performed in the grand living room. Rich in character and originality, the home offers an extraordinary collection of preserved period details throughout. The inviting family room features warm pecan wood paneling, a custom bar, walls of built-in bookshelves, a fireplace, and a spectacular picture window. The formal dining room is equally impressive, with carved wood built-ins and ample space for a table of twelve. At the heart of the home, the dramatic sunken living room showcases a barrel ceiling, featuring twin baby grand pianos, a wall of full-height windows, and original hardwood floors, creating a one-of-a-kind atmosphere for entertaining and music. The original eat-in kitchen has served as the backdrop for countless family meals and celebrations. A stunning powder room with its original custom mirror niche adds another distinctive architectural touch. A long, dramatic hallway leads to two spacious main-level en-suite bedrooms.

7 Sasqua Rd, Norwalk
$2,395,000
3 Beds ⋅ 3 Baths ⋅ 24174115 MLS
Nestled in the peaceful countryside of Goshen, this exceptional ranch-style estate offers the perfect blend of luxury, privacy, and functionality on more than 12 scenic acres. Featuring 3 spacious bedrooms and 3 full baths, the home is designed for comfortable single-level living with expansive views of the surrounding rural landscape. Step outside to your private resort-style retreat with a heated in-ground pool, relaxing hot tub, and dramatic waterfall feature, all set beneath a covered patio ideal for entertaining year-round. Whether hosting guests or enjoying quiet evenings outdoors, this space delivers a true vacation-at-home experience. Car enthusiasts, hobbyists, and business owners will appreciate the impressive oversized barn/garage with room for up to 11 vehicles, offering endless possibilities for storage, workshops, equipment, loading dock with a lift to the top floor or recreational vehicles. The 5 car garage detached from the house is both heated and cooled and boasts a radiant heat floor. It has a work shop and 2 coolers located in it as well. The house also has 2 bay garage under the house. The other 4 car garage is located on the other side of the house. Surrounded by open land and natural beauty with fruit trees, this rare property combines country serenity with upscale amenities - a one-of-a-kind rural retreat in the heart of Litchfield County.

80 Holmes Rd, Goshen
$2,395,000
6 Beds ⋅ 6 Baths ⋅ 24164783 MLS
Built in 2022, 40 Richmondville Avenue offers generous scale, a thoughtful layout, and true move-in-ready ease. Bright, open-concept main level connects kitchen, dining, and living spaces, with high ceilings and oversized windows throughout. The kitchen features a full Thermador appliance suite, large island with integrated outlets, extensive cabinetry, walk-in pantry, and mudroom with built-ins. Upstairs includes a spacious primary suite with walk-in closet and spa-like bath with heated floors, soaking tub, and oversized shower. Two bedrooms are connected by a Jack and Jill bath, each with lofted spaces for added flexibility. Additional bedrooms offer options for guests, office, or evolving needs. Third floor provides a private, multi-purpose level, while the finished lower level includes polished concrete floors and a bar/kitchenette area for casual entertaining. Six bedrooms, five-and-a-half baths, and four finished levels offer exceptional flexibility. Located just minutes from downtown Westport, with easy access to shopping, dining, and beaches, in an area experiencing continued growth.

40 Richmondville Ave, Westport

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