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$1,850,000
4 Beds 5 Baths 24167372 MLS
Located in prime South Wilton just minutes from Westport and New Canaan, this exceptional colonial blends timeless New England charm with today's most sought-after amenities. Thoughtfully upgraded, this home offers 4 spacious bedrooms, 5 well appointed bathrooms, abundance of living space, & a layout ideal for everyday living & entertaining. At the heart of the home is a fully updated kitchen w/ stainless steel appliances, dining area, & direct access to the deck, perfect for indoor-outdoor living. Just off the kitchen, the family room is centered around a wood-burning fireplace & French doors that open to the deck & overlook the private backyard. The main lvl also includes a formal dining room & spacious living room w/ wood-burning fireplace. Upstairs, the luxurious primary bedroom suite serves as a private retreat w/ fireplace, spa-like bathroom & walk-in closet. Each additional bedroom is well-proportioned w/ access to beautifully appointed full baths, offering comfort & privacy, while a large rec/media room offers flexibility for work or play. The lower lvl offers a range of possibilities, w/ plenty of room for an office, gym, or media room. Outside, the expansive deck and backyard provide the perfect setting for entertaining or relaxing. Perfectly located just minutes from top-rated schools, town amenities, and commuter routes, this home offers an exceptional balance of luxury, functionality & convenience.

6 Admiral Ln, Wilton

$5,895,000
4 Beds 6 Baths 24166955 MLS
Set within Compo Mill Cove, a rare private association where homes are accessed only by footbridge and no cars are permitted, this Brooke Girty-designed shingle-style residence offers 5,567 SF of true coastal sanctuary. The footbridge approach immediately separates the home from daily life, delivering a level of seclusion few coastal properties can match. Interiors are warm, considered, and serene: reclaimed French oak floors, a sculptural three-story spiral staircase, and walls of windows framing sweeping Long Island Sound views. The screened porch invites long mornings; the hot tub, slow evenings; the private beach with kayak launch, full days spent entirely on the water. Direct gated access to Sherwood Island State Park extends the sense of refuge across acres of protected shoreline, woodland, and walking trails. Just over an hour from NYC, yet feels worlds removed. A home defined by privacy, quiet, and escape rather than spectacle - an everyday retreat in every season.

46 Compo Mill Cv, Westport

$1,495,000
6 Beds 6 Baths 24167831 MLS
Once a beloved gathering place known as The Timber Trails Inn, this storied home now stands as a testament to time, craftsmanship, and quiet beauty. Set upon 1.4 private, level acres, it offers a sanctuary where history whispers through every beam and floorboard, and modern life unfolds in effortless harmony. All just 65 miles from NYC and lower Fairfield County destinations. Step inside, and you'll feel it immediately-the sense of grace that lingers in homes built with heart. Wide-board chestnut and white pine floors, dual staircases, and charming hidden nooks invite you to wander, to slow down, to imagine the lives that came before. The generous yet intimate flow of the main level makes it equally suited for fireside evenings or lively gatherings. At its center lies the kitchen, beautifully reimagined for today while honoring its past. Soapstone countertops, custom cabinetry, and high-end appliances meet the warmth of an original fireplace and the practicality of a walk-in laundry room. Beyond the doors, your private world awaits. A heated, in-ground saltwater Gunite pool with automatic cover and outdoor shower sits tucked among lush gardens and gentle breezes, home abuts valley pond adding a hush of serenity. Extensive upgrades have been completed, from new mechanical systems to refined details throughout, ensuring comfort in every season. With central air, steam/hot air heating, and a standby generator, every modern convenience is in place. For Sale and or Lease.

201 Rte 37 S, Sherman

$999,999
4 Beds 4 Baths 24167368 MLS
This waterfront home with sweeping views of the Housatonic River is set at the end of a quiet cul-de-sac and offers both comfort and functionality. Multiple living spaces capture the water views, including a living room with gas fireplace, dining room, and an updated eat-in kitchen with sliders opening to a multi-level Trex deck overlooking the river. Hardwood floors run throughout the main living areas and bedrooms, with tile flooring in the baths. The layout features a spacious primary suite with a full bath and heated tile floor, three additional bedrooms, three full baths, and a half bath. Added conveniences include remote-controlled upper windows & skylights. The partially finished basement offers flexible living space with direct access to the fully fenced, level backyard, plus a dedicated workshop area with a garage-style door. Outdoor living is maximized with four different deck entertaining areas, patio, and a path to the water to enjoy kayaking and paddle boarding - all just minutes from dining, shopping, and commuter routes. NO FLOOD INSURANCE REQUIRED!!!

580 Housatonic Ave, Stratford

$3,950,000
5 Beds 5 Baths 24167441 MLS
A rare single-level luxury compound set on two private acres - Greenwich address, Stamford taxes and schools. Designed for effortless resort-style living, the home centers on an expansive primary wing opening directly to a gunite pool, spa, and sweeping bluestone terraces, complemented by a spa-inspired bath, infrared sauna, and steam shower. A fully self-contained guest residence within the home - with its own entrance, kitchenette, living and dining areas, full bath, independent HVAC, and security - lives like a separate private house for extended family, live-in staff, long-term guests, or flexible work-from-home living. Two additional en-suite bedrooms adapt seamlessly as family suites, private offices, wellness spaces, or a gym. Comprehensively renovated in 2026, the residence features a custom rift-cut white oak kitchen anchored by a dramatic 6' x 12' island, designer baths, new flooring, roof, driveway, and extensive stonework. Soaring cathedral ceilings, walls of glass, and skylights flood the home with natural light throughout. Additional highlights include three fireplaces, wet bar, five-zone integrated sound, whole-house generator, oversized four-car garage, and a 5,400+ sq ft lower level with fireplace and wine storage offering exceptional future build-out potential. Two fully usable acres with no wetlands or conservation restrictions, and privacy preserved in perpetuity.

294 E Middle Patent Rd, Greenwich

$6,875,000
4 Beds 5 Baths 24165538 MLS
Your Westport oasis awaits on one of the most exceptional direct-waterfront properties in town! Make lasting memories in this private, modern estate with sweeping panoramic views of Long Island Sound, Bermuda Lagoon, Peck Ledge Lighthouse and boating channels! Walk a few steps to your private dock and take your boat DIRECTLY out on the Sound! Enjoy your gunite pool and spa overlooking the water. You can also swim, jet-ski, kayak or paddle board from your dock! Ready to head back inside? Rinse off in the outdoor shower, enjoy the sauna or take a steam shower! Enjoy all that living in Saugatuck Shores has to offer. As a Covlee resident, you'll be a member of the private Covlee Beach Association. This neighborhood enclave offers a sandy beach, additional dock slips, playground, picnic area and fire pit. This flowing, spectacular home enjoys a beautiful floor plan with dramatic walls of windows and soaring ceilings, providing unparalleled water views from almost every room. From the Great Room with its dramatic fireplace and vaulted ceiling, to the spacious, custom Kitchen with fireplace, to the cozy Family Room and Study, there are so many spaces to delight in this waterfront haven! On the upper level, all bedrooms have decks overlooking the Sound. The beautiful Primary Suite has a private deck, vaulted ceiling and luxurious spa bathroom. From 21 Covlee you are just minutes to the train and all of Saugatuck and Westport amenities.

21 Covlee Dr, Westport

$495,500
3 Beds 2 Baths 24167181 MLS
BACK ON THE MARKET DUE TO PREVIOUS BUYER'S FAILURE TO CLOSE! Their loss is your opportunity to own this beautifully and extensively renovated Colonial, offering 3 bedrooms, 2 full baths, and 3 levels of bright, inviting living space. This full renovation goes far beyond cosmetic updates. Major improvements include new siding, new subfloors and flooring, full insulation, new electrical and new plumbing fixtures and updated finishes throughout. Providing the comfort and peace of mind of a thoughtfully updated home. Sunlight pours in through skylights and new windows, complemented by recessed lighting throughout. The beautifully designed kitchen is a standout, featuring generous quartz counter space and thoughtful attention to detail. Main-level laundry adds everyday convenience. Step outside to an expansive private backyard set against a park backdrop, offering serene greenery, enhanced privacy, and unobstructed views. A detached 2-car garage and ample additional parking complete the property. Conveniently located close to shopping, highways, dining, and everyday amenities, and just 6 minutes from the Stratford train station with service to New York City. Move right in and enjoy a home where the major renovations have already been done for you!

152 Stonybrook Rd, Stratford

$2,250,000
4 Beds 5 Baths 24167303 MLS
TABER ACRES -This is the building lot you've been waiting for! Flat lot, sandy soil, and ready to build! 7.4 acres means this lot can accommodate a pool, a 2 bedroom guest house, sport court, and more! Private setting on Taber Road near a working farm with tons of curb appeal and less than 1 M to NY LINE for ease of commutes both full time or weekend! Wetlands in back to remain in conservation, and have hiking trails, a bridge, and boardwalks! This is your chance to partner with an award-winning local design-build firm to create the home of your dreams! House plans shown are just a sample; this firm can do whatever fit your needs. Check out Sherman Building Design LLC on the web or on Instagram-extraordinary blend of superior craftsmanship and refined modern design. This is the only lot left in this small country 3 Lot subdivision; The sale price listed represents a land conveyance at 369K, and a building allowance starting at $500/ sf. Ease & proximity 5M-Metro North Train Station/4M-quaint small Town Center, Community Park w/Basketball, Tennis & Pickle Ball Courts, jogging path/Town Boat Slips/Kayak-Canoe Racks & Sandy Beach on CANDLEWOOD LAKE/2M to private golf club (The Club @ River Oaks) / 3.5M to Quaker Hill Country Club. 4M to 835 Acres Deer Pond Farm Sanctuary-Audubon Center w/its 20M of trails. 60M to NYC-makes for a perfect weekend retreat or year round living. Welcome to Small Town USA! Builder available to meet and walk land.

8 Taber Rd, Sherman

$1,699,000
4 Beds 4 Baths 24167112 MLS
A rare waterfront estate in prestigious Canoe Brook Lake, this exceptional property offers the ultimate luxury living with its own private island, charming footbridge, and sandy beach, perfect for swimming, boating, and unforgettable moments. Fully renovated and designed for effortless one-level living, the home features a seamless open concept layout ideal for both everyday comfort and entertaining. At the heart of the home, a custom chef's kitchen showcases Carrera marble countertops, a heated center island, premium Thermador appliances, and extensive custom cabinetry. The space flows into a sunlit family room with a wood-burning stone fireplace and walls of glass opening to a lakeside balcony with serene water views. A spacious dining area accommodates large gatherings, while a sunken living/music room with gas fireplace and classic Morgan-style mantle adds timeless charm. The private bedroom wing includes a generous primary suite and three additional bedrooms, one with built-ins for a home office. The lower level offers a guest or au-pair suite, recreation space, full bath, and third fireplace. Outdoors, enjoy a covered patio, level lawns, and a gentle path to the beach, boat launch, and your own island with gazebo, an extraordinary setting for relaxation and entertaining. Just 75 minutes from NYC, near Metro North and I-95.

170 Driftwood Ln, Trumbull

$650,000
4 Beds 3 Baths 24164925 MLS
A completely reimagined New England traditional, this fully renovated 4-bedroom, 2.5-bath residence offers the perfect blend of classic charm and suburban tranquility. Set on a beautifully level one-acre property, the home provides an exceptional setting for both everyday living and entertaining. Inside, an open circular main level layout connects the kitchen seamlessly to the dining area and living room, with a main level primary suite, dedicated office/flex space, a full bathroom and powder room. The second level provides 3 additional bedrooms, full bathroom and laundry room for today's modern conveniences. The home showcases brand-new hardwood floors throughout, beautifully renovated kitchen and bathrooms, and thoughtfully selected finishes that elevate every room. Extensive upgrades ensure peace of mind, including new windows, new roof, new septic system, new water line connection to city, new mechanical systems (including main exterior electrical service), central air, and a newly installed driveway. This home offers the perfect balance of sophistication and the timeless character that defines New England living. Close to shopping, route 25 and local restaurants. Schedule your tour today!

395 Cross Hill Rd, Monroe

$800,000
5 Beds 5 Baths 24165978 MLS
Welcome Home! White Hills location! This versatile and expansive colonial offers the perfect blend of togetherness and independence - ideal for multigenerational living. With over 3,884 square feet, 5 bedrooms, and 5 bathrooms (3 full, 2 half), this 1985-built home on 1.36 private acres in the desirable White Hills neighborhood of Shelton lets your loved ones live under one roof while enjoying privacy and comfort. The standout in-law suite features a large private bedroom, a full bathroom, and a half bath - perfect for extended family, guests, or potential rental income. The main residence boasts 4 spacious bedrooms and 2.5 bathrooms. The heart of the home is a huge eat-in kitchen with granite countertops, stainless steel appliances, and a generous pantry. Gather in the expansive family room with its dramatic vaulted ceilings and cozy wood-burning fireplace. Additional living spaces include a formal dining room, living room, and a finished lower level with rec/play space. Step outside to the very large two-tiered deck, where you'll enjoy peaceful views of the backyard that backs directly to a tranquil brook and hundreds of acres of open space with hiking trails. Nature lovers will appreciate the privacy and endless outdoor recreation right at your doorstep. Additional highlights include a 3-car garage, abundant storage, and a flexible layout that adapts beautifully to modern family needs. Don't miss your opportunity to make it yours!

166 Thoreau Dr, Shelton

$1,250,000
5 Beds 4 Baths 24166813 MLS
Nestled in the heart of Huntington Center, this exceptional new construction home offers a rare opportunity to own a custom-built residence set on 1.22 acres of peaceful, private property overlooking your own serene waterfall. With a setting reminiscent of a picturesque retreat, this property delivers the kind of tranquil, scenic moments typically reserved for the movies. Thoughtfully designed, this home features 5 bedrooms, including a luxurious first-floor primary suite, along with 3 full baths and 1 half bath. The main level welcomes you with a grand foyer that flows seamlessly into a formal dining room, expansive great room, and a custom-designed kitchen complete with a breakfast area-all perfectly positioned to capture the stunning rear views of the waterfall and natural surroundings. A charming wraparound porch enhances the home's curb appeal and provides a warm, inviting approach to the front entrance. The first floor also offers convenient access to a spacious 3 car garage. Upstairs, you'll find 3-4 additional bedrooms and two full baths, offering flexible living space to suit a variety of needs. Crafted by a renowned local builder known for quality and attention to detail, this home is sure to impress. Enjoy the added benefits of city water and city sewer, along with a prime location just a short walk to Huntington Center, where you'll find shops, restaurants, and entertainment on the Green. This is truly a one-of-a-kind property-don't miss the opportunity!

191 Huntington St, Shelton

$7,350,000
6 Beds 7 Baths 24152219 MLS
Set behind gates on over four exquisitely landscaped acres in Westport's coveted Beachside enclave, 69 Beachside Avenue is a private coastal estate offering a rare blend of scale, privacy, and resort-style living just moments from the shoreline. A long, gracious approach leads to a timeless residence defined by exceptional craftsmanship and sun-filled interiors. Expansive living spaces feature soaring ceilings, seamless flow, and walls of glass that frame the estate's serene, park-like setting-ideal for both grand entertaining and everyday living. At the center of the home, a chef's kitchen opens to elegant formal and informal spaces, creating an effortless environment for hosting. Each room is thoughtfully appointed with high-end finishes, bespoke details, and a refined sense of understated luxury, now fully realized with a newly completed primary bath designed as a private, spa-like retreat. Outdoors, the property transforms into a true resort experience, with a stunning pool and spa, spacious terraces, and a full Har-Tru tennis court set amid rolling lawns and mature plantings, offering exceptional privacy and tranquility. Perfectly positioned near Westport's beaches, Longshore Club, and vibrant downtown, this property also offers the rare advantage of direct access to Greens Farms Academy, a feature shared by only a select few homes. This property is where luxury, land, and lifestyle come together in one of Westport's most prestigious addresses.

69 Beachside Ave, Westport

$2,679,000
6 Beds 7 Baths 24165364 MLS
20 Cherry Lane is a rare Georgian Colonial estate set on nearly 2.5 flat, manicured acres bordering 50 acres of protected conservation land and hiking trails. Offering over 7200 sqft, with an additional 2100+ sqft lower level, this home combines exceptional scale, modern updates, and long-term value. Designed for entertaining and everyday living, the renovated chef's kitchen features double marble islands, double ovens, dual dishwashers, navy subway tile, and a custom coffee/wine bar, flowing into the oversized Great Room with a massive stone fireplace, full bar, and direct access to the resort style pool area. The flexible layout includes 6 bedrooms, a luxurious primary suite with private balcony and oversized walk-in closets, double office/conference spaces, library, homework zone, first floor guest suite, and a fully self contained in-law/au pair suite with private entrance, kitchen, and living area. The renovated lower level offers a gym space, wine cellar, oversized playroom with custom bunk beds. Outdoors enjoy a restored pool and spa, sports courts, playground, gazebo, fire pits, and multiple entertaining areas. Major upgrades include a new 2024 roof, updated HVAC, plumbing, electrical, and a renovated 4 car garage with smart-tech doors. Move in ready, this exceptional estate offers incredible space, infrastructure, and upside in a premier school district.

20 Cherry Ln, Wilton

$1,299,000
3 Beds 2 Baths 24166310 MLS
A rare opportunity to live, earn, or invest, all in one property! Stylishly renovated main residence paired with a fully renovated one bedroom cottage, creating a rare opportunity for supplemental income, multigenerational living, or a private home office. Both residences are currently leased below market rents, offering immediate upside for future income potential. Each home has been updated to provide comfortable, easy living with layouts that suit today's lifestyle, while maintaining separation and privacy between the two residences. Whether you are looking to live in one residence while generating income from the other, accommodate extended family, or secure a property with long term investment potential, this unique offering delivers flexibility rarely found in today's market. Main house rent/$4050, Cottage rent/$3500

53 Maple St, Darien

$16,995,000
5 Beds 8 Baths 24166336 MLS
This dramatic property offers 200 feet of waterfront frontage with your own private beach in the premier Long Neck Point area of Darien. Offering two separately deeded parcels ( that create this magical estate to ensure the peace and tranquility of your own private oasis. East facing views are enjoyed from most rooms in this spectacular home offering natural light throughout the day. Once owned by Christopher Plummer of The Sound of Music, the current owners have meticulously renovated and restored this cherished home with the renowned builders, Significant Homes and interior designer, Cindy Rinfret, Rinfret LLC. The architectural integrity has been preserved with comfort and quality for today's lifestyle. A world-class property. Parcel IDs 61 10 (207) & 61 10-2 (209)

207-209 Long Neck Point Rd, Darien

$1,100,000
4 Beds 4 Baths 24164956 MLS
Welcome Home to 7 Jet Brook Road! This stunning, light-filled with an open layout 4-BR, 3.5-BA home built in 2017 is beautifully situated on a private 2.12 acre lot in desirable Newtown. This meticulously maintained residence boasts gleaming hardwood floors and offers a thoughtful floor plan featuring a formal dining room with coffered ceilings, a separate living room, first floor home office or guest room and a large bright and inviting family room with recessed lighting and a beautiful gas fireplace. The chef's kitchen is perfect for entertaining as it has an expansive granite island, stainless steel appliances, tons of storage, includes a pantry and walks out to the back deck with a gas-grill hookup for effortless entertaining. First floor laundry room adds to the many conveniences in this home. Upstairs highlights include a primary suite with a tray ceiling adding to it's architectural drama, a walk-in closet, large en suite bathroom with tile shower, granite counters and a soaking tub with private views. Two more full baths add convenience to the remaining three bedrooms and second office or playroom option. The beautifully finished walk-out basement with extensive wood trim hosts a playroom and gym option and a large 3-car garage. Modern essentials like a whole-house generator, radon system, storage shed (added in 2021) make this home move-in ready and worry-free. Entertain in the evening outside on your maintenance free deck or around the fire pit!

7 Jet Brook Rd, Newtown

$995,000
5 Beds 4 Baths 24165397 MLS
Welcome to this multi-generational dream home featuring a private in-law suite with separate entrance, set on a peaceful 0.85-acre lot in one of Trumbull's most desirable neighborhoods. This exceptional ranch-style residence offers approximately 4,016 sq ft of versatile living space. The main level includes 4 bedrooms and 2 full bathrooms, a beautifully designed kitchen, and an inviting family room with brick fireplace and built-ins creating a warm gathering space. The walk-out lower-level in-law suite offers its own kitchen, 1 bedroom, 1 full and 1 half bathroom, private entrance, and patio overlooking the backyard-ideal for extended family or guests. Outdoor amenities create a true backyard retreat featuring lush landscaping, a tranquil koi pond, babbling brook, outdoor kitchen, stone fire pit, and an above-ground pool with surrounding deck. An outdoor theater setup provides entertainment day or night. Seasonal gardens showcase peonies, azaleas, tulips, daffodils, hydrangeas, lilacs, hyacinths, spiderwort, orange day lilies, Asian bleeding hearts, and a striking flaming pink Love Tree in the front yard. Energy-efficient upgrades include new solar panels, Tesla battery backup, and EV charger for off-grid capability. Designed for relaxation and entertaining, this unique property blends comfort, flexibility, and resort-style living. Seller relocating-priced to sell quickly.

57 Gray Rock Rd, Trumbull

$1,350,000
4 Beds 6 Baths 24165333 MLS
Experience the ultimate in privacy, elegance, & luxury in this beautifully crafted custom Mediterranean, ideally located in the desirable White Hills section of Shelton. Privately set on 3 acres at the end of a quiet cul-de-sac, this meticulously maintained home showcases exceptional quality! The grand two-story marble foyer welcomes you & flows seamlessly into the formal living & dining rooms. Main level home office. The spacious kitchen features a walk-in pantry & a sun-filled breakfast nook, seamlessly opening to the family room, which has a soaring cathedral ceiling & a fireplace. Main level laundry room. Large game room above 3-car garage. The first-floor primary suite offers a sitting room and a luxurious bathroom featuring a spa tub, double sinks, separate shower, & his-and-her walk-in closets. Stunning masonry patio features a wood-burning fireplace & inviting seating area, plus an additional patio off the veranda. This home's outdoor living space is truly exceptional. A heated paver driveway leads to the 3-car garage w/heated floors. The lower level offers a fully equipped home gym, two additional bedrooms with a shared hallway bath, a movie room, a tanning room, & a versatile bonus space-perfect for a playroom or additional living area. Additional features include a include a newer roof (2022) New AC units (2025), a 36kw whole-house generator, & radiant floors throughout. This one-of-a-kind property offers the perfect blend of luxury, comfort, and privacy!

39 Golden Hill Ln, Shelton

$1,499,000
5 Beds 5 Baths 24164907 MLS
A perfect blend of historic charm and modern luxury, this exceptional residence seamlessly combines an original 1900 home with a thoughtfully designed 2004 expansion. Offering 5 BR, 4 full and 2 half BA, the home showcases exquisite craftsmanship with timeless architectural elements throughout. However, one of the best features is the space and flexibility that this home allows. There is a potential main level in-law/au pair suite with separate entrance, a three-room set-up above the barn for an ideal home office/studio, and 7 garage bays for the avid car enthusiast! Inside the home, a grand foyer welcomes you, leading to a dramatic family room anchored by a striking stone fireplace that flows into the living room and a spacious kitchen featuring a center island, wine cooler, and Dacor stove/oven- perfect for both everyday living and entertaining. Sliders open to a large deck, extending the living space outdoors. The main level also includes a stunning oak library, formal dining room, convenient mudroom entry, and walk-in pantry. A sun-filled atrium provides a tranquil retreat surrounded by lush greenery, complete with automatic sprinklers- ideal for cultivating an indoor herb or botanical garden. The luxurious primary suite offers a private retreat with a bar area, walk-in closet, stone gas fireplace, a large window overlooking the private backyard, and a Juliet balcony overlooking the sunroom. The spa-like bath features a Jacuzzi tub, walk-in shower, and in-suite laundry.

109 Long Meadow Hill Rd, Brookfield

$1,275,000
4 Beds 2 Baths 24165724 MLS
Enjoy the ease of in-town living at its finest. Ideally located just moments from restaurants, shops, library, farmer's market, movie theater, the Metro-North train and local churches. This home offers exceptional convenience with no car required. Set on a quiet cul-de-sac, the property combines peaceful surroundings with close proximity to all the amenities of town. A rare opportunity, this legal two-family residence offers outstanding flexibility, live in one unit while generating rental income from the other, or easily convert to a single-family home to suit your needs. Perfect for commuters or those seeking a weekend retreat, the home also features a sunny backyard, ideal for gardening, relaxing, or entertaining. Thoughtfully updated, the main house includes a new washer and dryer (2026), new dishwasher and hood (2025), a perimeter fence (2023), a mini-split heating and cooling system (2023), a roof installed in 2021, and a whole house water filtration system in place. The apartment has also been well maintained with a new stove (2026), new dishwasher (2025), and washer and dryer (2023). The property is serviced by public sewer and town water. Properties with this combination of location, versatility, and charm rarely come to market. Come experience all the possibilities this exceptional home has to offer.

16 Raymond St, New Canaan

$7,900,000
7 Beds 9 Baths 24165104 MLS
Introducing a one-of-a-kind gem in Darien: the historic Eliaseph Whitney House, originally built in 1770, nestled on an expansive 4.12-acre parcel- one of the largest of its kind in town. This iconic property effortlessly blends centuries-old charm with modern-day functionality. Step inside to discover timeless details like wood-beamed ceilings and floors, multiple fireplaces, a cozy den and library, all complemented by bright, open living spaces with a kitchen family room space built for today's lifestyle. Two garage spaces offer room for six cars and incredible storage. The surprises don't stop indoors-step outside into meticulously maintained grounds showcasing a gorgeous pool, landscaping, split rail fences, and charming stone walls that evoke a sense of storybook elegance. A sprawling, incredible field offers endless opportunities for recreation or relaxation, and the potential to divide the property into two lots opens the door to even more possibilities. Adding to the allure is a stunning barn-style guest house, built in 2008, offering two bedrooms and endless possibilities. Whether it's a private retreat for guests, a party barn, or a multi-generational living space, this addition enhances the property's versatility. This is more than a home - it's a rare opportunity to own a piece of Darien's history, surrounded by natural beauty, modern comforts, and limitless potential. A true treasure, this iconic home is a generational opportunity awaiting you!

246 Brookside Rd, Darien

$1,500,000
5 Beds 4 Baths 24165055 MLS
Set on a private, wooded property in a prime Stamford location, this residence blends architectural character with exceptional indoor-outdoor living. A dramatic living room with vaulted beamed ceilings and a stone fireplace opens through French doors to a terrace overlooking the front gardens. The grounds are designed for entertaining, featuring an inground pool, outdoor kitchen, and private tennis court. The home offers a distinctive artist's kitchen, breakfast nook with a built-in bench, and a dining room with custom woodwork and French doors. A first-floor office and a well-appointed laundry room with storage add everyday functionality. Upstairs, the primary suite includes a sitting room with fireplace and a conservatory overlooking the gardens and pond. Three additional bedrooms and two full baths complete the space. A detached garage with guest house above provides added flexibility. A peaceful setting with convenient access to Stamford's amenities, dining, and commuting options.

37 Haviland Ct, Stamford

$958,000
3 Beds 3 Baths 24164700 MLS
Fantastic downtown location within walking distance to the town center, train station, and park. This spacious townhouse-style condo offers the comfort of no HOA needs. The updated kitchen features granite countertops, a Sub-Zero refrigerator, and a Miele dishwasher. The living and dining area opens directly to a lovely outdoor terrace and a private garden-style backyard-perfect for relaxing or entertaining. All bedrooms are located on the second floor along with a full bathroom. The finished basement provides additional living space, including a full bathroom, cedar closet, and laundry room. Enjoy the convenience of an attached one-car garage plus two additional outdoor parking spaces. Recent updates include a 2-year-old roof, freshly painted siding (2025), a new hot water heater, and a renovated second-floor bathroom (2026). Move-in ready and waiting for its new owner!

122 Summer St Unit 122, New Canaan

$390,000
3 Beds 2 Baths 24164142 MLS
Circa 1900 antique property offering character, history, and opportunity, set on a picturesque parcel with a babbling brook. The home has seen additions over the years and features 3 bedrooms and 2 full baths, ready for restoration and updating. A detached twocar barn/garage includes a spacious loft and a basement workshop-ideal for hobbyists, storage, or future conversion possibilities. Both the house and outbuildings are in need of work, making this an excellent project for contractors, investors, or buyers looking to create their dream country retreat. Centrally located in desirable Sherman, close to town amenities, schools, and outdoor recreation. A charming setting with tremendous potential awaits. Property being sold "AS IS"

2 Sawmill Rd, Sherman

$4,500,000
5 Beds 4 Baths 24164136 MLS
A rare opportunity to own a premier BEACHFRONT residence offering compelling value in today's luxury market with updated guest home....All BEAUTIFULLY appointed & MOVE IN READY! BEACHFRONT Home~1149 Walk-Out-To-Sand Waterfront AND Guest Home ~1148 fun & updated (2022) just steps to your Private BEACH. Enjoy true beachfront living w/no steps from your main level family room to an expansive patio (see video) where you will enjoy friends & family, waterside entertaining, amazing views. Inside...the best WIDE open floor plan w family & living rms anchored by a see through fireplace.... crafted by a builder for his family & thoughtfully designed to maximize water views.Beachside Main & Upper Walls of Windows let in abundant natural light. 3 Cleverly designed cascading Waterfront bedrooms open to wrap around deck creating private space for each. Wake up to sun-filled rooms & end your day w/sounds of waves &moonlit views. Great Room on mezzanine level w/12 foot ceilings & skylights.Ready to finish 3rd floor offers potential for 1,000+/- SF addn'l living space (home office,bedrooms, sitting area; see virtual photos).Kitchen&all bathrooms in Main Home updated(2025).Host friends & family in beautifully updated (2022)guest home or use as a private home office, both homes have 2 car attached garages & off street parking for 10 cars. Unique oppt'y to own this Fairfield Beach versatile beachfront compound 60 mins to NYC&Mins to Schools, Restaurants, & ALL that Downtown Ffld has to offer

1149 & 1148 Fairfield Beach Rd, Fairfield

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