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$3,500,000
4 Beds ⋅ 4 Baths ⋅ 24157134 MLS
Totally transformed - English countryside meets classic CT! Prominently sited on ~1.3 private acres in the highly coveted South of the YMCA neighborhood, this stunning colonial estate offers an unparalleled lifestyle. Located just minutes from the heart of downtown New Canaan, Waveny Park, and top-rated schools, this extraordinary home is a rare gem. Thoughtfully transformed by its current owners, blending timeless charm with modern sophistication. This meticulously updated residence boasts 4+ spacious bedrooms, with 3.5 stunning baths, providing luxury and privacy. Every detail in this jewel box has been considered all the way down to the ultra high-end lighting, designer wallpaper, specialty paints, and SO much more. Bright and sun-drenched, the home's interiors exude warmth and character, creating a welcoming space for both relaxation and entertaining. This home is truly one-of-a-kind. Step outside and discover a true private oasis: lush manicured grounds, stunning flower beds and mature plantings. The sparkling pool, outdoor patio with fireplace & wraparound porch complete this outdoor paradise, offering the perfect setting for leisurely days or vibrant gatherings. This home is not just a property, but a lifestyle. It's the perfect combination of luxury, comfort, & convenience, and it's ready for you to move in & enjoy. Experience the best of New England living-bring your toothbrush & get ready to immerse yourself in the unparalleled beauty of this extraordinary property.

105 White Oak Shade Rd, New Canaan
$3,500,000
4 Beds ⋅ 5 Baths ⋅ 24129820 MLS
This beautifully updated four-bedroom, four-and-a-half-bath home sits on the picturesque seven-acre Mather Pond-often compared to Thoreau's Walden Pond-offering a rare blend of tranquility and modern comfort. Thoughtfully renovated by its designer owner, the residence features a versatile layout with custom built-ins, generous storage, and a brand-new gourmet kitchen. Light-filled living spaces balance elegance and warmth, creating an inviting setting for both everyday living and entertaining. The property also offers room for future expansion, giving you the flexibility to tailor it to your needs. Outside, enjoy timeless pursuits like fly fishing, ice skating, gardening, or simply relaxing with a book by the water's edge. Perfectly situated just 2.5 miles from downtown Darien and 3 miles from New Canaan, 63 Dorchester Road combines peaceful seclusion with convenient access to shops, dining, and community amenities. This is a rare opportunity to own a home of modern sophistication in a truly idyllic setting.

63 Dorchester Rd, Darien
$3,475,000
4 Beds ⋅ 5 Baths ⋅ 24174429 MLS
99 Hickok Road is a beautifully updated and meticulously maintained Dutch Colonial set on stunning landscaped property with exceptional privacy and outdoor living. Thoughtfully improved over the years, the home blends timeless elegance with modern comfort and functionality. Designed for both everyday living and entertaining, the home features gracious formal and informal spaces, a paneled first-floor office, updated kitchen with premium appliances, first-floor ensuite bedroom, new HVAC, whole-house generator, and smart-home/Sonos integration. The flexible second floor includes a spacious primary suite with sitting area and walk-in closet, two bedrooms with Jack-and-Jill bath, a large bonus/media room, and an additional flexible room ideal as a second office or potential fifth bedroom. A newly added full bath and second-floor laundry enhance convenience and versatility. Outdoor spaces feature bluestone patios and walkways, Belgian block detailing, mature landscaping, irrigation, lighting, and a newly paved driveway-creating a private, resort-like setting perfect for both relaxation and entertaining. Exceptionally cared for and turnkey, this pristine home is set on one of New Canaan's picturesque tree-lined streets.

99 Hickok Rd, New Canaan
$3,464,000
5 Beds ⋅ 4 Baths ⋅ 24160382 MLS
Nestled down on one of Darien's most sought after streets, this charming farmhouse offers five bedrooms, three full/one half bath, and lots of privacy. Sun filled interiors create a warm and inviting home a long with many different options to make this a dream property. Steps to Five Mile River and walking distance to Rowayton. Ideally located just minutes from town, train, beaches, this rare offering captures the essence of Darien's coastal lifestyle.

128 Five Mile River Rd, Darien
$3,450,000
5 Beds ⋅ 5 Baths ⋅ 24162662 MLS
Rarely do you find a property that has it all: a spacious move-in ready house with a pool, and a private one-acre parcel close to everything Darien has to offer. Tucked away at the end of a cul-de-sac, steps away from the newly reimaged town center, and close to beaches, this thoughtfully renovated 5 bed/4.5 bath home strikes just the right balance between comfortable living and sophistication. With tons of natural light, the first floor features an open living/dining room with access to the deck overlooking the pool, a kitchen with cozy banquette, family room with built-in desks and shelving, and a mudroom with laundry and custom cubbies. There are 4 spacious bedrooms and 3 baths upstairs, including a luxurious primary suite with vaulted ceiling, office, and generous walk-in closet and bathroom. The 5th bedroom, and 4th full bath, are in the walkout lower level which also offers a large "hang out" room with plenty of space for both relaxing and working out. For the car enthusiast, the detached barn, with heat and A/C, has an additional 2 garage bays as well as a workshop. Surrounded by nature, and awash with lush gardens, this is an unexpected oasis in the center of town.

15 Queens Ln, Darien
$3,450,000
5 Beds ⋅ 5 Baths ⋅ 24160675 MLS
Few homes in Darien offer this combination: five bedrooms, five indoor entertainment spaces, a private elevator, gunite pool, hot tub, and pool cabana with wet bar-all on a private .70-acre lot in the Tokeneke School district. Fully updated 2021-2026 and just a walk to Metro-North and downtown. Spanning three fully finished floors, the main floor is built for living and entertaining: a formal living room with fireplace, sunroom with, family room with fireplace, and a renovated chef's kitchen open to the dining room, featuring new cabinet doors, hardware, countertops, sink, faucet, pantry, and updated lighting. The primary suite features a dressing room and a cedar walk-in closet. Upstairs: home office and home gym. The at-grade lower level-built into natural ledge with no below-grade space-opens via French doors directly to the pool and features a pool entertainment room, three bedrooms, playroom, game room, cabana with wet bar, a mudroom, and two attached garages (a two-car garage and a separate third garage bay). Outside: gunite pool, new hot tub (2025), new pool heater (2024), pool cabana with wet bar and fridge, stone patio, large custom playset, full irrigation, fenced yard, and professional landscaping. Updated 2021-2026: two central A/C units, Ecobee smart thermostats, new appliances, refinished hardwood floors, renovated bathrooms, and painted exterior. No deferred maintenance. A private world of its own.

89 Raymond St, Darien
$3,425,000
4 Beds ⋅ 5 Baths ⋅ 24165060 MLS
Set gracefully above the scenic Goodwives River, this exceptional 1930s stone residence blends timeless character with 3403sq ft of sophisticated modern updates. Fully restored and renovated in 2003, the home preserves its architectural integrity with casement windows, slate roof, 9ft ceilings, and dramatic floor-to-ceiling stone fireplcs. 2020 improv include refinished hardwood floors throughout, a renovated primary bath with new shower and vanity, custom built-ins and window bench seating in the primary bedroom, enhanced third-floor suite storage and closet space, and a refreshed lower level with built-in office workspace and laundry area. The chef's kitchen features Carrara marble countertops, center island, premium appliances, wine refrigerator, and opens seamlessly to the family room with coffered ceiling and fireplace-ideal for everyday living and entertaining. The primary suite is a private sanctuary with fireplace, sitting room, and spa-inspired bath featuring dbl vanities, soaking tub, and separate shower. Addl bedrooms are ensuite with updated baths. A sun-filled living room with windows on three sides overlooks the grounds and includes a wet bar with direct access to the patio and deck for effortless indoor-outdoor living. Set on over one acre of fully fenced property, offers privacy and gated access leading to Gorham's Pond-perfect for kayak, paddle, and recreation. A short walk or bike ride to Great Island and the beach. Minutes to train, shopping and dinin

53 Goodwives River Rd, Darien
$3,412,500
24178013 MLS
Premier Direct Waterfront building parcel on Lake Waramaug with RARE newly re-built boathouse. Private western facing parcel with gorgeous waterfront at the end of Arrow Point. Existing boathouse includes a living area with kitchenette, wraparound balcony over the water and a powder room. Build your dream home on one of the last remaining direct waterfront building parcels on most coveted lake in Connecticut. Perc tests available. Must See!

40 Arrow Point Rd, Warren
$3,400,000
5 Beds ⋅ 5 Baths ⋅ 24186606 MLS
This is the one you've been waiting for. Perfectly blending timeless architecture with exceptional in-town convenience, this stunning five-bedroom Colonial, designed by renowned local architect Neil Hauck, is nestled on one of the area's most coveted streets. The thoughtfully designed floor plan is ideal for both everyday living and entertaining. At the heart of the home is a spectacular gourmet kitchen that flows seamlessly into the inviting family room, complete with a fireplace and dramatic oversized windows that flood the space with natural light. Step outside to your own private retreat, where a beautifully manicured lawn, mature landscaping, and a spacious stone patio create the perfect setting for outdoor dining, entertaining, or simply relaxing. The first floor offers a private guest bedroom, while the second level features four additional bedrooms, including a serene primary suite. A finished third floor provides the perfect flex space for a playroom, home office, media room, or workout area. Combining exceptional craftsmanship, an unbeatable location, and effortless in-town living, this is a rare opportunity to own a truly special home. Don't miss it!

42 Kimberly Pl, New Canaan
$3,400,000
4 Beds ⋅ 5 Baths ⋅ 24166649 MLS
An exceptional offering in the heart of North Cove, this storied estate presents a rare convergence of history, scale, and coastal prestige in Old Saybrook. Set on over an acre of beautifully sited grounds with direct water access and a private dock, the property offers a lifestyle that is both tranquil and connected, just moments from the Cove, local marinas, and the village center. The setting is quintessential shoreline New England: open, peaceful, and deeply tied to the surrounding water. The residence itself spans over 3,500 square feet, offering generous living spaces, multiple bedrooms, and a layout that reflects its centuries-old origins while accommodating modern living. Its scale and presence are immediately apparent, with architectural details and craftsmanship that speak to its early 18th-century roots and long-standing role in the community. Serving as the historic "Black Horse Tavern" in the early 18th century, the home carries a meaningful legacy within North Cove's maritime history. Today, it stands as a residence of enduring character, offering the opportunity to thoughtfully preserve and enhance a truly distinctive property within the parameters that protect its historic significance. Properties of this caliber, where setting, scale, waterfront access, and provenance align, rarely come to market. This is a chance to own a significant piece of Old Saybrook's shoreline heritage in one of its most sought-after locations.

175 N Cove Rd, Old Saybrook
$3,400,000
4 Beds ⋅ 5 Baths ⋅ 24165185 MLS
An exceptional opportunity to own in the desirable South of the YMCA neighborhood featuring four bedrooms & 4 1/2 baths, this home is a perfect mix of elegance and practicality. Taken down to the studs and rebuilt in 2006 - this home has it all. From the moment you step inside, you'll be captivated by the sophisticated details, including elegant moldings and wainscoting, rich hardwood floors and sunlit living spaces. The Living room boasts a wood burning fireplace and both LR and DR feature large bay windows. The library accessed off the LR has a trey coffered ceiling and a door to the terrace. Step through to the incredible oversized family room with gas fireplace which is wide open to an updated kitchen complete with top of the line stainless steel appliances, a walk-in pantry and a huge quartzite island. The breakfast nook opens to a charming terrace with a built-in gas grill and a large pergola with retractable shades. Upstairs an incredible primary suite is accented by another gas fireplace, a gorgeously updated bath and huge walk-in closet. There is a large bonus room with vaulted ceiling and three additional bedrooms, two with walk in closets and their own bath and one with access to a hall bath. The unfinished basement is 1784 square feet and is completely dry awaiting your finishing touches! But the piece de la resistance is the over 1 acre of beautifully landscaped level yard perfect for family gatherings, or peaceful relaxation!

35 Danvers Ln, New Canaan
$3,400,000
4 Beds ⋅ 5 Baths ⋅ 24130594 MLS
Welcome to 98 Island Avenue in Madison, a stunning coastal residence just a short walk to the beach and town. Custom built in 2016 w/extraordinary attention to detail, this home combines timeless elegance with modern convenience. Inside, you'll find soaring 9-foot ceilings, 8-foot doors, hurricane-rated Andersen windows, & polished nickel Baldwin hardware throughout. The chef's kitchen is a showpiece, featuring a Wolf 8-burner range, Sub-Zero stand-alone refrigerator & freezer, Miele dishwasher, custom white cabinetry, Calacatta marble countertops w/slab backsplash, & a wine refrigerator. 3 full Luxurious bathrooms include Carrera and Calacatta gold marble, Kohler & Rohl fixtures, & custom cabinetry. There are 2 half bath's on the main level. The primary suite boasts dual walk-in closets w/built-ins & a spa bath. Additional highlights include a walk-up attic, reinforced flooring for a gym, & a large rec/family room. The home's exterior & systems are just as impressive, huge .86 area lot, yes, room for a pool, circular driveway, blue stone walkways & patio, screened porch w/ Ipe wood flooring. Natural gas fireplaces both inside & outdoors. A 13-zone sprinkler system, full-property fencing w/ an electric pet fence, Sono's speakers throughout, high-end lighting, security cameras, & a hardwired alarm ensure comfort & peace of mind. Energy efficiency is maximized with spray foam insulation, a Daikin heat pump system with natural gas backup, & a whole-home generator. A must see!

98 Island Ave, Madison
$3,385,000
5 Beds ⋅ 9 Baths ⋅ 24131985 MLS
*Featured on 12 News CT* and built by renowned master builder John Heggland, this exceptional 7,811 sq ft Georgian Colonial estate is gracefully sited on 2.45 private acres in one of Wilton's most sought-after, nature-rich locations. Known for his uncompromising craftsmanship and timeless architectural integrity, Heggland delivers a residence that blends classic elegance with the finest in modern luxury and energy-efficient design. Inside, a double-height foyer with a sweeping staircase introduces rich hardwood floors, intricate moldings, and finely paneled walls. Formal living and dining rooms open to an inviting family room centered around a fireplace. The chef's kitchen features custom cabinetry, a butler's pantry, and oversized island. Two private offices with built-ins provide ideal work-from-home flexibility. Upstairs, each ensuite bedroom offers walk-in closets and tranquil sitting areas, while the luxurious primary suite boasts a spa-inspired bath and dressing room. Outside, enjoy resort-style living with a 20x60 pool, pool house, and expansive patios surrounded by manicured grounds. A finished lower level includes a private entrance for an au-pair or in-law suite, media room, or gym. Additional highlights include energy efficient geothermal system, a 3-car garage, and serene wooded privacy-all minutes to top-rated Wilton schools, dining, and commuting routes. Don't miss the video link As Featured on Channel 12 News!

76 Sturges Ridge Rd, Wilton
$3,352,000
5 Beds ⋅ 4 Baths ⋅ 24189152 MLS
A true GEM!! Don't miss this truly beautiful 5 bedroom/3.1 bath home on a flat, dry half acre of lush landscape on one of Darien's premiere streets! This special home seamlessly blends generous proportions with a long list of new renovations including: roof, hvac/natural gas, and primary bath to name just a few.Step inside to over 3600sf of living space perfect for modern living and large-scale entertaining. The first floor offers an oversized eat-in kitchen with banquette and 4 additional oversized rooms for living and dining that accomodate everyone's needs and offers great flow to the gorgeous outdoor areas. The sprawling primary suite serves as a private sanctuary, complete with 2 walk-in closets and a newly transformed, spa-like bathroom. Generously sized secondary bedrooms offer ultimate flexibility for family, guests, or a dedicated home office. Outside, the property features a beautifully manicured flat yard (.51 acres), 2 tier composite deck with built-in grill to truly enjoy and experience seamless outdoor dining and entertaining. Unmatched for convenience, this premier address places you just minutes from top-rated schools, shopping, dining, train, and Woodland Park. Move right in and enjoy!

29 Hillcrest Ave, Darien
$3,350,000
6 Beds ⋅ 7 Baths ⋅ 24160505 MLS
27 Raymond St blends move-in ready, in-town convenience with scale usually found farther from town. Set on a generous private feeling .36 acres, 27 Raymond offers a flat, fenced backyard and large patio at the end of a cul-de-sac neighborhood, all mere steps from town. With five en-suite bedrooms on the second floor, including a luxurious primary suite with two walk-in closets and the sanctuary of a large spa-like bathroom, an open chef's kitchen and family room, dining room, intimate living room, private office, finished third floor, and a fully finished lower level with a sixth en-suite bedroom and separate gym, this New Canaan gem checks all the boxes for convenience and low-maintenance modern living. Complete with an oversized two-car garage, spacious mudroom, and beautifully scaled living spaces, this exceptional, like-new home is just minutes from New Canaan downtown's shops, restaurants, New Canaan's brand new library and Metro North.

27 Raymond St, New Canaan
$3,340,000
5 Beds ⋅ 6 Baths ⋅ 24088086 MLS
Privately Sited on a Hill in the Midst of 31+ acres, this Elegantly Renovated 5,000+ sq ft Colonial Offers Panoramic Sunset Views and Exceptional Privacy. Graciously Proportioned Rooms Populate the Main Level & Include: a Vaulted-Ceiling Living Room with Fireplace, Paneled Library, Inviting Family Room, and a Spacious Eat-in Kitchen with Top-tier Appliances. The Refined Primary Suite Features a Fireplace, ModernLuxury Bath, and Dressing Room. A Separate 1-Bedroom Guest Suite Adds Versatility. Outdoors, Discover A Heated Gunite Pool Surrounded by Mature Award-Winning Gardens. Large Stone Terraces & a Meandering Garden Path Add a Texture to this Layered Property. 3-Car Over-sized Attached Garage. Only Minutes from Roxbury, Washington Depot, and Historic Woodbury CT. First Time on the Market in Over 35 Years

8 Bayberry Hl, Roxbury
$3,308,000
5 Beds ⋅ 5 Baths ⋅ 24155300 MLS
This exceptional property is set at the end of a quiet, coveted tree-lined lane, offering a rare sense of privacy and tranquility. Spanning two flat, park-like acres framed by mature trees, the approach unfolds through a storybook stone wall, creating an immediate sense of arrival. The classic Colonial residence is gracefully set back from the road, blending timeless architecture with a serene natural setting. This is a property defined elegance, and the enduring appeal of one of Darien's most desirable private roads. Inside the home it is bright and sunny with large windows. The floor plan offers excellent space for family gathering and entertaining with scenic views of the property.

5 Wheat Ln, Darien
$3,300,000
5 Beds ⋅ 3 Baths ⋅ 24188867 MLS
Step into this stunning sun-drenched colonial, where classic architectural character has been lovingly and meticulously restored to perfection. Set on a generous, private .89 acre lot on one of Darien's most sought-after streets, this thoughtfully remodeled home offers five spacious bedrooms and 2.5 baths across a layout designed for both effortless entertaining and comfortable family living. Walk to town and the train station in minutes a rare convenience paired with this level of privacy and space. Gorgeous natural light floods the living room with its inviting fireplace, while the elegant formal dining room sets the stage for memorable gatherings. The heart of the home is the brand new kitchen, featuring a large center island, premium finishes, and stunning French doors that open seamlessly to an expansive deck for morning coffee or sunset entertaining, with sweeping views of the yard. Adjacent to the kitchen, the family room beckons with a striking stone fireplace, while the thoughtfully placed mudroom and laundry room keep daily life organized and streamlined. Downstairs, the finished lower level provides flexible space with a playroom and convenient kitchenette. Additional highlights include a two car garage and a large, flat, private backyard a rare oasis for play, gardening, or simply unwinding in complete tranquility. Ideally located, this exceptional home is just moments from town amenities, the train, and Cherry Lawn Park. Charm, character and location!

5 Birch Rd, Darien
$3,300,000
4 Beds ⋅ 5 Baths ⋅ 24168425 MLS
ALL OFFERS TO BE RECEIVED BY NOON (12:00) ON FRIDAY THE 15TH. Ideally located close to schools and Waveny Park, this updated Colonial is set on 1.34 private acres at the end of a secluded lane. An open floor plan with abundant windows and doors fills the home with natural light and creates seamless access to a terrace and expansive, level backyard. Featuring a spacious primary suite, generous secondary bedrooms, an updated kitchen, new 5-zone heating system, and a detached three-car garage-perfect for both everyday living and effortless entertaining.

19 Richards Ln, New Canaan
$3,300,000
4 Beds ⋅ 3 Baths ⋅ 24171484 MLS
Ideally located just moments from downtown, train to NYC, and schools, 33 Fairview Avenue offers the very best of Darien living. Thoughtfully transformed by the current owners, this home seamlessly blends timeless charm with modern sophistication, featuring detailed millwork, beautiful built-ins, refinished floors, updated bathrooms, and a stunning kitchen refresh with new countertops and appliances. The first floor is both elegant and functional, beginning with a formal sitting room adorned with custom paneling and built-ins, which flows effortlessly into a private office complete with a hidden Murphy bed - perfect for guests. The formal dining room is dinner-party ready with chic mural wallpaper by Susan Harter and designer lighting, and connects to a fabulous butler's pantry featuring a second sink, dishwasher, and abundant storage. The open kitchen and family room is truly the heart of the home - an entertainer's dream with an eat-in area and sliders that lead to a spacious deck for seamless indoor-outdoor living. Upstairs, four well-appointed bedrooms provide comfortable retreats. The primary suite is a standout, offering a serene escape with a marble bathroom and exceptional storage, including a dreamy walk-in closet and an entire wall of custom built-in closets and dresser space. Located in the sought-after Royle School district, this turnkey home is a rare opportunity to enjoy refined living in one of Darien's most convenient and desirable neighborhoods.

33 Fairview Ave, Darien
$3,250,000
5 Beds ⋅ 4 Baths ⋅ 24176826 MLS
Expertly styled, 11 McLaren Rd S offers an exceptional blend of modern luxury, architectural elegance, and prime in-town living in one of Darien's most sought-after neighborhoods. Flooded with natural light, the bright and sunny open floor plan creates a warm, welcoming flow perfect for both daily life and sophisticated entertaining. The heart of the home is the top-of-the-line kitchen, featuring premium appliances, beautiful cabinetry, expansive counter space, and a large island. It opens seamlessly to the spacious living room with custom built-ins and a cozy fireplace-ideal for relaxing gatherings. Just off the kitchen sits a sophisticated den boasting dramatic cathedral ceilings and a second fireplace, adding height, warmth, and architectural character to the space. The formal dining room, conveniently located off the kitchen, includes sliders that open onto a beautiful bluestone patio overlooking a private, professionally landscaped backyard. This serene outdoor oasis is perfect for al fresco dining, entertaining, or quiet relaxation in complete privacy. Upstairs, the second level is thoughtfully divided for maximum flexibility and comfort. One wing offers a convenient sitting area, two generously sized bedrooms, and a full bathroom-ideal for guests, children, or a quiet retreat. The primary bedroom suite provides a luxurious private sanctuary, complemented by two additional bedrooms, bringing the total to five bedrooms.

11 Mclaren Rd S, Darien
$3,250,000
5 Beds ⋅ 6 Baths ⋅ 24172909 MLS
This beautifully renovated 5,200-square-foot home offers an exceptional blend of timeless elegance and modern luxury in one of Darien's most coveted central locations. Step inside to discover a spacious, light-filled open floor plan designed for both everyday living and effortless entertaining. The inviting family room with fireplace flows seamlessly into the gourmet kitchen and expansive breakfast area, creating the heart of the home, while an additional oversized living space added during the 2019 expansion offers incredible flexibility for relaxing, gathering, or entertaining. A dedicated office provides a quiet workspace, and the beautifully appointed formal dining room is ideal for more elegant occasions. Every bathroom in the home has been thoughtfully redesigned with high-end finishes, and the residence was extensively expanded and renovated in 2019. Upstairs, five generous bedrooms provide plenty of space for family and guests, including a retreat-like primary suite complete with a spa-inspired bath. The finished lower level includes a gym and additional recreation space. Outside, a handsome bluestone patio overlooks the private yard - perfect for morning coffee, summer barbecues, or relaxing evenings at home. Ideally situated in the heart of Darien, this move-in-ready home is just a short walk to top-rated schools, parks, town, and train, offering a rare opportunity to own a meticulously renovated home in one of Darien's most desirable locations

14 Revere Rd, Darien
$3,250,000
4 Beds ⋅ 5 Baths ⋅ 24170321 MLS
This distinguished Colonial, originally built in 1911, seamlessly blends timeless character with modern sophistication. Thoughtfully renovated and reimagined by renowned Country Club Homes, this HOBI Award-winning residence showcases exceptional craftsmanship, refined millwork, and today's most desirable amenities. Ideally situated in the heart of New Canaan, just moments from the train, downtown, and local conveniences, the home offers both elegance and accessibility. Architectural highlights include a striking curved wall of windows that fills the interiors with natural light, while the open floor plan provides effortless flow for everyday living and entertaining, with seamless access to inviting outdoor spaces. The second floor features a gracious primary suite along with three additional bedrooms, while the third level offers a private ensuite bedroom with sitting room and full bath-ideal for guests or extended family. Set amid beautifully landscaped grounds, the property is enhanced by terraces and outdoor fireplace, creating an exceptional setting for relaxation and gatherings. A rare offering, this home captures the perfect balance of old-world charm and modern living in a premier in-town location.

322 Main St, New Canaan
$3,240,000
4 Beds ⋅ 3 Baths ⋅ 24177453 MLS
The ONE you've been waiting for! Picture-perfect classic Colonial in the heart of one of New Canaan's CUTEST neighborhoods, steps from South School, Saxe Middle School, New Canaan High School, and the vibrant town center. Move right in and enjoy a spacious kitchen, generous living spaces, and a large, flat backyard perfect for entertaining, play, or relaxing outdoors. 4+ bedrooms, huge second-floor family room, light-filled unfinished third floor with charming dormer windows ready for expansion, and a lower level with high ceilings offering endless possibilities for future finished space. A rare opportunity to embrace the unmatched lifestyle, sense of community, and convenience that make New Canaan so special. Top-Rated Schools * Steps to Town * Expansion Potential * Flat Backyard * Coveted Location * Move-In Ready. Come see why so many families are loving New Canaan!

64 Douglas Rd, New Canaan
$3,205,000
4 Beds ⋅ 5 Baths ⋅ 24174933 MLS
Beautifully updated 4/5 bedroom 4 1/2 bath residence offering a turnkey lifestyle with the perfect blend of modern luxury and timeless character, privately set on 1.95 serene, park-like acres. A circular driveway welcomes you to a fenced yard with a beautifully sited pool, expansive entertaining patio and gently rolling grassy knolls creating a peaceful, private retreat. Designed for both everyday living and entertaining, the home features generous, light filled spaces throughout. A first floor guest suite provides ideal flexibility, while the upper level includes a spacious primary suite and 3 additional bedrooms. Hardwood floors, two staircases, abundant storage, a separate pantry with extensive cabinetry and custom closets enhance comfort and function. A versatile main-level space offers a game/ family room or potential kitchen expansion. Distinctive living and dining rooms each feature fireplaces, and the living room is further enhanced by custom built-ins. Move-in ready, this special property delivers space, privacy and an elevated lifestyle in an idyllic setting. Greenwich taxes $17,388 Stamford taxes $300

469 Taconic Rd, Greenwich
$3,175,000
3 Beds ⋅ 3 Baths ⋅ 24184641 MLS ⋅ Knobel Hill BLDG.
Discover the pinnacle of modern luxury in the heart of Darien. Exclusively designed for adults aged 62 and over, this custom condominium flawlessly pairs high-end craftsmanship with effortless living. Inside, soaring ceilings and massive windows flood the open-concept living, dining, and entertaining spaces with natural light. The gourmet chef's kitchen features premium appliances and custom cabinetry, while the main-level primary suite serves as a private oasis with its spa-inspired bath. Flexibility is built right in, with extra rooms perfect for a dedicated home office or fitness space, plus an expansive, unfinished basement with 9-foot ceilings. Outside, a private bluestone patio with an outdoor fireplace offers a serene escape. Complete with an attached garage and located just steps from the vibrant new Corbin District, this property offers a premier New England lifestyle without the upkeep.

2 Settlers Trl Unit 3, Darien
$3,175,000
5 Beds ⋅ 5 Baths ⋅ 24154796 MLS
Privately set on 3.2 picturesque acres, this distinguished 5-bedroom, 4.5-bath residence blends classic architecture with sophisticated living in a peaceful, private setting. A double-height foyer welcomes you into sun-filled interiors with elegant architectural details and generously proportioned rooms. At the center of the home is a beautifully designed gourmet kitchen that opens to a bright breakfast room and an impressive family room with cathedral ceilings, skylights, and a fireplace. French doors lead to an expansive deck, extending the living space outdoors. Gracious formal living and dining rooms, each with a fireplace, provide refined settings for both intimate gatherings and larger-scale entertaining. The finished walk-out lower level offers exceptional flexibility with a family/bonus room, playroom, guest bedroom or fitness room, and wine cellar. Modern upgrades include a new generator, updated heating and cooling systems, and smart home automation. A three-car garage with loft space above provides additional storage or flexible use. The property features open lawn areas, a heated pool and spa, and an inviting deck for outdoor entertaining-creating a peaceful retreat for everyday living and gathering with family and friends.

374 Michigan Rd, New Canaan
$3,150,000
5 Beds ⋅ 4 Baths ⋅ 24016280 MLS
Nestled in one of Darien's most coveted neighborhoods, this exceptional light-filled 5 bedroom 3.5 bath home with 2 car garage offers the perfect blend of comfort, storage, convenience and timeless appeal. Thoughtfully designed for todays lifestyle with open floor plan for everyday living and effortless entertaining. The chef's kitchen with high end appliances, wine refrigerator, white quartz countertops & oversized island extends seamlessly to the outdoor expanded bluestone patio surrounded by mature plantings, professionally curated perennial gardens and elegant outdoor lighting - perfect for entertaining. Additional main floor highlights include both a living room and family room with fireplaces, and a welcoming mudroom with custom built-in storage and shiplap detailing. The primary suite offers a generous walk-in closet and spa-like marble bath. The versatile third floor provides incredible flexibility with a fifth bedroom, full bath, and spacious additional family room-perfect for guests, home office, au pair or nanny suite. While the finished lower level playroom space provides an additional 504 square foot of living space ideal for recreation, media/playroom or fitness area. A rare opportunity to move right in and embrace the best of summer in Darien. Ideally situated just moments from the train for easy NYC commuting, top-rated schools and the vibrant Darien Commons, this beautifully appointed home offers the rare combination of turnkey living and a premier location.

20 Walmsley Rd, Darien
$3,150,000
5 Beds ⋅ 6 Baths ⋅ 24164635 MLS
This expansive 4,400 sf colonial, fully rebuilt in 2013, offers a refined blend of comfort, scale and thoughtful design. A welcoming entry leads to a gracious living room with a fireplace, flowing seamlessly into a formal dining room well suited for both intimate dinners and larger gatherings. At the center of the home, the sunlit gourmet kitchen features marble countertops, a 6 burner range, double wall ovens, and a large island, opening seamlessly to the family room with fireplace, custom built-ins, and sliding doors to the patio. Outdoor living is equally well considered, with a bluestone patio extending into a level, professionally landscaped yard that supports both relaxation and recreation. The first floor also offers a private office (or guest suite) w/full bath and a mudroom designed for everyday convenience. Upstairs, the primary suite features cathedral ceilings, two walk-in closets and a spa-like, marble bath w/soaking tub and separate shower. three additional bedrooms, a library/homework room, and a spacious laundry room provide comfort and efficiency. The bright third floor and finished lower level provides additional living space and invite imagination-movie room, home gym, playroom, or gathering space. Ideally located steps from the 65-acre Woodland Nature Preserve and within walking distance to the train, shopping, and restaurants. This home has exceptional flow and offers the perfect blend of space, function and convenience.

35 Hazel St, Darien
$3,150,000
3 Beds ⋅ 3 Baths ⋅ 24095465 MLS
Welcome to "River Bend," a private oasis nestled along the picturesque Housatonic River. This fully renovated property provides a perfect blend of comfort, luxury, and natural beauty. Rebuilt from the ground up with meticulous attention to detail, the home showcases oak flooring, updated fixtures, and vaulted or elevated ceilings in every room, creating a warm and spacious atmosphere throughout. The heart of the home is a cook's kitchen, ideal for culinary enthusiasts and perfect for entertaining. A Den could be a second living or work space. Three stone/granite fireplaces add character and warmth to the living spaces. The pool table and dart board bring about friendly competition. The entire second floor is devoted to a large primary suite, featuring vaulted ceilings and an attached full bath with oversized windows that frame tranquil river views. Just a few steps down an elevated covered breezeway, you'll find a detached guest room with a large bedroom, vaulted ceilings and a private bath, offering versatile space for visitors or a home office. The property also boasts a detached barn, providing additional storage or workspace. Outdoor living is a dream at RiverBend. Enjoy the quiet hum of the river while relaxing by the stone fire pit or dining al fresco in one of the wonderful outdoor areas. The property is enhanced by stone walls, specimen trees, and a fenced and gated storage area, all of which blend seamlessly with the natural surroundings.

20 Kirk Rd, Sharon

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