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36 Richmond Hill Rd, New Canaan
$2,800,000
3 Beds ⋅ 4 Baths ⋅ 24176189 MLS ⋅ Richmond Mews BLDG.
Imagine an exquisite Federal-style townhouse born from an extraordinary collaboration between its owner and an award-winning builder. Imagine sitting on the home's expansive terrace, surrounded by gorgeous gardens and enjoying breathtaking, private views of New Canaan's most picturesque park and pond. Welcome to Richmond Mews. This beautiful three-bedroom, three-bath residence features 9+ foot ceilings and oversized windows that flood the interiors with natural light. Relax in today's highly desirable open-concept family room and gourmet kitchen, while gracious living and dining rooms create an elegant setting for entertaining. Whether working from home, enjoying 4th of July fireworks with friends right from your patio, hosting loved ones after the town's celebrated Memorial Day parade, or devouring your favorite novel, you'll appreciate the home's multiple flexible spaces, including charming library, office, and sitting rooms. The primary suite offers oversized walk-in closets, a luxurious bath, and a private office, while two additional spacious bedrooms provide lovely accommodations for family and guests. And from virtually every room, delight in incomparable park views. Just moments from top restaurants, fine shopping, and the train, this exceptional residence offers the very best of village living in one of New England's prettiest towns.

36 Richmond Hill Rd, New Canaan
302 Gramercy Park, Unit 302, New Canaan
$2,800,000
3 Beds ⋅ 4 Baths ⋅ 24151803 MLS ⋅ Gramercy Park BLDG.
Welcome to Gramercy Park! Exquisite, boutique enclave of ten luxury residences nestled in the heart of sought-after New Canaan, CT. Private and pristine, Unit 302 offers turn-key living, complete with elevator access & in-unit washer/dryer. This 3 bedroom, 3.1 bath residence features 2,417 sq. ft. of carefully crafted living space centered around a chef kitchen with top-of-the-line SubZero/Wolf appliances, custom cabinetry & marble countertops, with seamless flow into an elegant main living/dining area. Light & bright primary bedroom with spa-like full bath w/marble finishes & generously-sized walk-in closet; 2nd Main Floor Bedroom and Den. Upstairs, 3rd bedroom & Family Room, open to below. A stunning, oversized covered balcony overlooking the serene & tastefully landscaped community garden for year-round outdoor enjoyment, 2 dedicated parking spaces (one covered), ample guest parking and complimentary use of the community clubhouse with outdoor kitchen, seating area and fitness center w/TV & Internet access complete the package. Offering secure entry and 24-hour package room for added peace of mind, Gramercy Park is a modern sanctuary brimming with charm, steps from exceptional dining, bespoke retail shops, parks, and vibrant local events -- all one hour from Manhattan.

302 Gramercy Park, Unit 302, New Canaan
26 Farm Rd, New Canaan
$2,785,000
5 Beds ⋅ 5 Baths ⋅ 24162098 MLS
Storybook charm meets modern living in the heart of New Canaan! Ideally located just steps from the YMCA, Waveny Park, top-rated schools, and a short stroll to the vibrant downtown, this exceptionally charming Cape Cod / Colonial-style home offers the lifestyle you've been waiting for. Thoughtfully designed and beautifully maintained, this expansive residence features 5 spacious bedrooms and 4.5 baths, including a rare and highly sought-after dual primary setup with luxurious suites on both the first and second floors -- offering ultimate flexibility, comfort, and privacy. At the heart of the home, a stunningly remodeled kitchen flows seamlessly into the inviting family room, where sweeping green views of the backyard can be enjoyed from the brand new deck -- perfect for everyday living and effortless entertaining. A second oversized family / great room just off the kitchen provides even more space to gather, relax, and host. Designed for today's lifestyle, the home also offers multiple dedicated office spaces, ideal for remote work or creative pursuits. The lower level is a true standout, featuring three expansive finished areas -- perfect for a media room, recreation space, fitness area, or additional office setup. This home checks every box with the coveted trifecta of town water, town sewer, and natural gas.

26 Farm Rd, New Canaan
85 Bittersweet Ln, New Canaan
$2,750,000
4 Beds ⋅ 5 Baths ⋅ 24184625 MLS
Tucked away at the end of a coveted cul-de-sac, this storybook expanded Cape blends timeless charm with exceptional craftsmanship and beautiful indoor-outdoor living. Surrounded by spectacular gardens, this special home offers four bedrooms, four full and one half baths, and thoughtfully designed spaces filled with warmth and character. At the heart of the home are inviting living and entertaining spaces, including a gracious living room, elegant dining room, cozy family room, and a sun-drenched sunroom wrapped in glass doors that open to the breathtaking grounds beyond. An office tucked beneath the dormers provides a private and inspiring workspace, while recently added first-floor laundry room adds everyday practicality with built ins, storage and a wine refrigerator. The serene primary suite is a true retreat, featuring a large west-facing deck perfect for enjoying sunset views over the gardens. Every room reflects the quality and care with which this home was built and lovingly maintained. Offering the rare combination of privacy, charm, and an exceptional cul-de-sac location, this is a home that feels both timeless and welcoming from the moment you arrive. Once there, you won't want to leave!

85 Bittersweet Ln, New Canaan
596 Silvermine Rd, New Canaan
$2,750,000
5 Beds ⋅ 7 Baths ⋅ 24165375 MLS
Classic Colonial in sought-after Silvermine, set on four acres of protected natural surroundings that offer a rare combination of privacy, beauty, and enduring character. Mature trees, preserved wetlands, and seasonal views create a landscape that feels both expansive and intimately connected to nature, while a conservation easement helps ensure these surroundings remain protected for generations to come. Inside, elegant living spaces and thoughtful design create a home equally suited to quiet enjoyment and effortless entertaining. A two-story entry opens to an oversized formal living room, while the kitchen flows seamlessly into the family room. Two main-level offices offer flexibility for today's lifestyle. The primary bedroom features a spa-like bath with heated floors and dual walk-in closets. Three additional bedrooms include two en-suite baths. A private fifth bedroom with sitting room and full bath is ideal for in-law or au pair. Finished basement and full-house generator complete this exceptional offering.

596 Silvermine Rd, New Canaan
34 Horton Ln, New Canaan
$2,725,000
4 Beds ⋅ 4 Baths ⋅ 24161493 MLS
An extensively updated home on a quiet cul-de-sac offers a serene setting, while still conveniently close to the YMCA, public schools and Town center. Step inside this three-level residence and be greeted by an abundance of natural light streaming in through plentiful windows and French doors. The home's open and airy ambiance has a thoughtful design and layout. Four spacious bedrooms and 3.5 modern bathrooms offer ample living space for all. The heart of the home, the award-winning gourmet kitchen combined with the adjoining family room, is an entertainer's dream come true. Fully equipped and designed with functionality in mind the perfect place to create meals with family and friends. Then retreat to the cozy living room with vaulted ceilings to enjoy a book alongside a roaring fire. Flooded with natural light, a finished lower level provides additional space for relaxation, entertainment or exercise. This home truly has it all, including an in-ground heated pool for summer enjoyment plus a 24kW full house generator. The impressive outdoor living space features a great stone terrace and an abundance of French doors for easy indoor-outdoor flow. The expansive backyard is level and adorned with beautiful perennial gardens, charming stone walls and mature trees that provide a sense of privacy and tranquility. Experience the charm of New Canaan living at 34 Horton Lane, a home that combines comfort, style, and convenience.

34 Horton Ln, New Canaan
197 Bowery Rd, New Canaan
$2,702,500
6 Beds ⋅ 6 Baths ⋅ 24166472 MLS
Privately set at the end of a long drive and elevated to capture tranquil reservoir views, this more than 5,500 square foot Colonial offers a rare sense of serenity and scale. Designed to embrace its natural surroundings, the home features beautifully proportioned interiors and oversized windows that bathe each space in light. The grand living room with fireplace opens seamlessly to a screened porch, creating an effortless indoor-outdoor experience ideal for quiet mornings or relaxed entertaining. A spacious eat-in kitchen with SubZero, Wolf and Miele appliances, huge center island, and skylight connects to the inviting family room with fireplace. The second level offers a refined primary suite along with five additional bedrooms, including ensuite and Jack-and-Jill configurations. Surrounded by professionally landscaped grounds, with a tennis court and charming gazebo, the property offers a peaceful retreat just minutes from town.

197 Bowery Rd, New Canaan
39 Old Studio Rd, New Canaan
$2,700,000
4 Beds ⋅ 4 Baths ⋅ 24182338 MLS
Nestled on a picturesque one-acre property along a quiet street in New Canaan's sought-after Old Studio Road, this lovingly maintained single-owner home is a truly special property filled with warmth, character, and timeless charm. Owned and cherished by the same family since 1965, the home offers the rare combination of an idyllic setting, unbeatable location, and a layout ready to be enjoyed for years to come. The interior includes over 4,000 finished square feet, with 4 bedrooms, 3.5 baths, a sunken family room, heated sunroom, and three separate multipurpose rooms perfect for guests, office space, and study. The home was lovingly maintained and expanded over time. Outside, the stunning flat yard is the heart of the home, perfect for football games, backyard gatherings, bocce ball, or simply enjoying peaceful afternoons surrounded by mature landscaping, vintage berry bushes, and apple trees. Walking distance to town, schools, and Waveny Park, enjoy an unmatched New Canaan lifestyle steps to everyday conveniences and treasured community traditions, including the upcoming annual Fourth of July fireworks. A quick car ride to Metro North train stations and the Merritt Parkway makes this home a commuter's dream. Rarely does an in-town property combine such history with a large, private setting, making this home one to be cherished for generations to come.

39 Old Studio Rd, New Canaan
40 Shadow Ln, New Canaan
$2,660,000
6 Beds ⋅ 5 Baths ⋅ 24166891 MLS
Beautifully renovated and reimagined, this home appears as if it were lifted directly from a designer's showhouse. Perfectly situated in a prime neighborhood, the residence offers the ideal balance of privacy and convenience, located just minutes from town, schools, and the train. Nestled at the end of a private cul-de-sac on over two acres of park-like property, this 5 bedroom 3 full 2 half bath, Colonial home spans more than 4,000 square feet. The sun-drenched interior is designed for effortless entertaining, featuring an expansive layout with vaulted ceilings and an abundance of windows that flood every room with incredible natural light. The sparkling, renovated chef's kitchen is equipped with premium Wolf and Sub-Zero appliances and includes a charming breakfast room with a bay window. The main level flows seamlessly from the formal living room-complete with a fireplace and vaulted ceiling-to the formal dining room. The inviting family room also features a fireplace and oversized windows, while the sunroom provides a serene retreat overlooking the lush backyard and an expansive outdoor deck. The entire second floor has been reconfigured to create a luxurious owner suite including marble bath soaking tub and walk in closets. Functional luxury abounds in the mudroom, which offers custom built-in cubbies, ample closet space, heated floors, and a convenient half bath. This one is special.

40 Shadow Ln, New Canaan
293 Old Norwalk Rd, New Canaan
$2,650,000
4 Beds ⋅ 4 Baths ⋅ 24180010 MLS
Classic Connecticut Colonial beautifully renovated for today's lifestyle! This pristine 4-bedroom, 3.1-bath home offers an inviting open floor plan centered around a fabulous gourmet kitchen flowing seamlessly into a sun-filled family room with custom built-ins. Elegant entertaining spaces include an oversized dining room and gracious living room with fireplace, while a thoughtfully designed mudroom with custom millwork keeps things organized. Upstairs, the luxurious primary suite features a marble bath and his-and-hers walk-in closets, creating a private retreat, while two additional beautifully updated bathrooms complete the second floor. The finished lower level, filled with natural light from abundant windows, provides flexible space ideal for a playroom, home office, gym, or recreation room. Designed for both everyday living and entertaining, the screened porch and deck offer seamless indoor-outdoor enjoyment overlooking the sweeping flat backyard. Stone walls, perennial gardens, and beautifully landscaped grounds complete this picture-perfect family home, ideally located close to town, schools, Waveny Park, and commuting. ***HIGHEST AND BEST OFFERS BY 5PM 6/15/26***

293 Old Norwalk Rd, New Canaan
559 Cheese Spring Rd, New Canaan
$2,600,000
5 Beds ⋅ 5 Baths ⋅ 24186885 MLS
Welcome to 559 Cheese Spring Rd., a sun-drenched and meticulously maintained 4,300 square-foot center hall colonial - a Connecticut classic that is stylish, pristine and truly move-in ready. The first floor offers a gracious living room, large dining room with fireplace and built-ins, and a sunlit sunroom/playroom with cathedral ceiling which opens onto a lovely outdoor deck. The updated gourmet eat-in kitchen features high end appliances and opens to a spectacular oversized family room with a fireplace and built-ins. A new marble powder room and laundry complete the main level. Upstairs, the expanded primary suite addition features a cathedral ceiling, spa-like marble bath and two walk-in closets. A second en-suite bedroom with a walk-in closet, three additional bedrooms and a full bath round out the second floor. The walk-out lower level offers a spacious playroom with built-ins, full bath, bar area, and dedicated exercise space, with French Doors opening to an inviting bluestone terrace. Set on two private, beautifully landscaped acres, there is a fabulous flat open play yard and a built-in firepit for outdoor gatherings. Exceptional in every way, this is a forever home to enjoy and cherish with family and friends.

559 Cheese Spring Rd, New Canaan
41 Lake Wind Rd, New Canaan
$2,600,000
5 Beds ⋅ 6 Baths ⋅ 24169105 MLS
Set on a beautifully scenic 2.35-acre lot on a tranquil circle near Laurel Reservoir, this exceptional property stands as the pinnacle of curb appeal, with a picturesque pond (and private island accessed by a footbridge) leading to the home's grand facade. Completely reimagined and remodeled in 1998 by distinguished architect, Carol Kurth, and renowned builder, Joseph Sisca, the home was awarded the Society of American Registered Architects' Design Award of Merit for superior achievement and professional design excellence. The gracious two-story foyer welcomes visitors into the open concept living and dining rooms. The spacious chef's kitchen, featuring an eat-in breakfast nook with panoramic windows, adjoins an inviting family room with fireplace. Privately positioned on the main level, the primary suite includes a fireplace, private deck, and large bathroom with radiant floor heating. The upper level provides four additional bedrooms; two with ensuite baths and private balconies. The expansive finished lower level adds a rec room with wet bar, gym, workshop, and wine cellar. Beautifully integrated with its natural surroundings, the property offers exceptional privacy, scenic views, and inviting indoor-outdoor living throughout the seasons. The garage is equipped with a Tesla charging station.

41 Lake Wind Rd, New Canaan
667 Carter St, New Canaan
$2,595,000
4 Beds ⋅ 3 Baths ⋅ 24190197 MLS
Welcome to this pristine, move-in-ready 4-bedroom, 3-bath Center Hall Colonial, ideally situated in the highly desirable Hoyt Farm Association. Thoughtfully updated and meticulously maintained, this exceptional home offers a modern floor plan designed for comfortable living and effortless entertaining. The stunning chef's kitchen features top-of-the-line appliances, a granite center island, and hardwood floors, with new sliding glass doors opening onto a mahogany deck overlooking a park-like, level backyard. The gracious family room with a fireplace creates a warm gathering space, while the expansive living room boasts a second fireplace and an oversized picture window. A generous dining room is perfect for hosting family and friends, and a first-floor office makes working from home a pleasure. Upstairs, the luxurious primary suite offers a beautifully updated bath and a spacious walk-in closet, while three additional bedrooms and an updated bathroom provide ample space for family and guests. Hardwood floors extend throughout the home, enhancing its timeless appeal. Outside, lush gardens and mature landscaping create a private backyard retreat on stunning grounds. Ideally located just minutes from town, schools, the train, and major parkways, this beautifully maintained home combines classic Colonial charm with today's modern amenities.

667 Carter St, New Canaan
168 Brookwood Ln, New Canaan
$2,550,000
24184495 MLS
Beautiful 2.82 open lot in prime New Canaan location near town and Country Club of New Canaan on a quiet cul-de-sac. Part of a recent 9 lot development created from an historic 32 acre estate. Clear and gently sloping down to a pond and stream.

168 Brookwood Ln, New Canaan
135 Comstock Hill Rd, New Canaan
$2,485,000
4 Beds ⋅ 4 Baths ⋅ 24147808 MLS
Introducing The Sun House with a blend of history and modernity. Enveloped in the charm of 1845 architecture, this Silvermine estate is a treasure trove for the discerning homeowner. Spanning over 4,000 square feet, the fully updated main house boasts four bedrooms and three and a half bathrooms. Step into the chef's kitchen, a culinary haven for the home gourmet, where modern amenities meet timeless design. The living experience extends beyond the main dwelling, featuring a converted barn (1440 Sf) and a gardener's cottage (405 SF). These versatile spaces are ideal for family gatherings, a serene home office, or an inspiring retreat for artists and writers alike. The property spans 1.74 acres of private land and features a Smithsonian-documented landscape. Revel in the private outdoor space, where a 20x40 ft pool invites leisurely swims, and a charming gazebo promises tranquil afternoons. The estate is further adorned with a greenhouse, nurturing your botanical pursuits. There's a 3-car garage. This historic gem is within easy walking distance to the Silvermine Art Center, the Tavern and Mercantile at Grey Barns. This is truly a vibrant oasis for the next steward. See the Addendum in the house for more information.

135 Comstock Hill Rd, New Canaan
235 Hawks Hill Rd, New Canaan
$2,450,000
5 Beds ⋅ 6 Baths ⋅ 24185279 MLS
West Side Oasis Nestled on a quiet, highly desirable cul-de-sac on the West Side of New Canaan, this meticulously cared-for property offers the perfect blend of elegant living and secluded outdoor recreation. A sweeping circular driveway and an inviting covered front porch welcome you to this stunning wooded retreat. Step inside to a grand two-story foyer featuring an elegant balcony overlook. The sophisticated floor plan flows seamlessly for entertaining, highlighted by stately pillars that define the formal living and dining rooms. For those working from home or seeking a quiet retreat, the handsome library is appointed with custom cherry wood-built ins.The private backyard operates as your own personal resort. Step out onto the expansive rear deck, complete with a sunken hot tub, and take in the serene views of the heated pool and surrounding mature woods. There is a dedicated wine cellar for the discerning collector, whole-home generator for year-round peace of mind, an expansive walkout finished lower level

235 Hawks Hill Rd, New Canaan
917 Silvermine Rd, New Canaan
$2,425,000
4 Beds ⋅ 3 Baths ⋅ 24181730 MLS
Nestled in New Canaan's coveted Silvermine neighborhood, this beautifully maintained 4-bedroom, 2.5-bath Colonial offers the perfect blend of timeless charm and modern living. Set on 1.07 private acres just moments from the Silvermine Arts Center, GreyBarns, and all that New Canaan has to offer, this special property combines a sought-after location with exceptional indoor and outdoor living spaces. The heart of the home is the impressive great room, where the spacious kitchen flows seamlessly into the sun-filled family room with soaring ceilings, creating an inviting space for everyday living and entertaining alike. French doors lead to a newly constructed enclosed deck overlooking the expansive, level backyard, providing a peaceful setting to relax, dine, and gather with family and friends. The thoughtfully designed floor plan also includes a dedicated first-floor office, ideal for today's work-from-home lifestyle. Upstairs, the spacious primary suite offers a private retreat complete with dual walk-in closets and an en-suite bath. Three additional bedrooms provide ample space for family and guests. The finished lower level adds valuable flexible living space perfect for a playroom, media room, gym, or recreation area. Outside, the recently added bluestone patio and beautifully private backyard create an ideal extension of the home's living space. A rare opportunity to enjoy classic Colonial living in one of New Canaan's most desirable neighborhoods.

917 Silvermine Rd, New Canaan
3 Holmewood Ln, New Canaan
$2,413,250
4 Beds ⋅ 5 Baths ⋅ 24169658 MLS
Set on nearly two acres of beautifully landscaped, park-like grounds, this enchanting 1930s Colonial is tucked away on a private lane just moments from the village and train. Classic architectural details grace the formal living room with fireplace and the elegant dining room, accented by custom built-ins. A richly paneled library with window seat offers an inviting retreat - equally suited as a sophisticated home office. The country kitchen flows effortlessly into a warm and welcoming family room centered around its own fireplace, perfect for both everyday living and effortless entertaining. A generous stone terrace extends the living space outdoors, framing sweeping eastern views across the expansive lawn, flowering trees, and mature plantings. Upstairs, a spacious primary suite is complemented by three additional bedrooms - completing a home that is as timeless in its charm as it is serene in its privacy.

3 Holmewood Ln, New Canaan
107 Parade Hill Rd, New Canaan
$2,400,500
5 Beds ⋅ 6 Baths ⋅ 24159886 MLS
Private yet moments from town, this exceptional five-bedroom Contemporary Craftsman is a masterclass in workmanship, scale, and thoughtful design. A first-floor primary suite and four additional bedrooms offer flexibility for modern living, while exquisite millwork, refined architectural detail, and open floor plan create spaces equally suited to everyday comfort, working from home, recreation, and entertaining. A gourmet kitchen with high-end appliances and large pantry will please discerning cooks, while a breakfast bar and large dining room allows for easy socializing. A spectacular deck serves as a true extension of the home, complete with an outdoor kitchen, gracious dining and lounge areas, and a charming bridge crossing a peaceful stretch of the Five Mile River, leading to a golf chipping area and small, lovely yard. Additional features include soaring ceilings in the main living area, a two-story foyer, bonus room with deck overlooking the putting green, with bar, wine storage and a half bathroom. The third level offers a private office, a kitchenette, ample storage and fifth bedroom and an en-suite full bath lending the space to flexible use - sunlit gym, guest room, whatever suits. One mile from restaurants, shops and Metro-North, 107 Parade Hill offers the convenience of living close to town and the ease of low-maintenance living.

107 Parade Hill Rd, New Canaan
2 Sleepy Hollow Rd, New Canaan
$2,400,000
5 Beds ⋅ 3 Baths ⋅ 24166322 MLS
Discover this stunning five-bedroom contemporary on a premier quiet New Canaan cul-de-sac- just five minutes from town. Soaring ceilings and expansive glass windows flood the open floor plan with natural light, backed by lush landscaping for total privacy. Step into the dramatic living room anchored by a custom gas fireplace. Move seamlessly to the sunlit dining area and custom wood-paneled kitchen with new appliances, walk-in pantry, and breakfast nook-opening to a patio and enclosed garden and lawn, perfect for effortless entertaining. The first-floor primary retreat boasts a sitting area, spa-like bath, and large walk-in closet. Sip morning coffee or catch sunsets overlooking your own nature preserve from the wraparound deck. Nearby are a private office and guest bedroom. Upstairs: three generous bedrooms and vaulted media room. The light-filled walk-out lower level features gym/exercise space and a rec room ready for a wood-burning stove. Mudroom and storage areas add flexibility. All floors were refinished or replaced. A pristine utility room includes recently installed propane heat, on demand hot water and whole house generator. Fiber optic connected and security system upgraded. The oversized three-car garage with high ceilings and epoxy floors stores bikes and gear easily. Owners shared their inspired property vision images (onsite) planned before their transfer. Don't miss this incredible opportunity.

2 Sleepy Hollow Rd, New Canaan
130 Comstock Hill Rd, New Canaan
$2,355,000
5 Beds ⋅ 5 Baths ⋅ 24178048 MLS
Located on 1.34 picturesque acres in New Canaan's historic Silvermine neighborhood, this well-maintained 5-bedroom Colonial combines timeless appeal, a peaceful setting, and plenty of room both inside and out. The expansive 4,194-square-foot floor plan offers great flow and flexible living spaces to accommodate today's lifestyle. The main level features an eat-in kitchen, formal living and dining rooms, a family room, home office, and mudroom with laundry. The second floor includes four bedrooms and a walk-up attic, along with a bonus fifth bedroom located above the garage with its own en-suite bath, providing the perfect setup for an au pair, in-laws, or guests. The lower level provides additional versatile space, including a second family room, office, and gym. The beautiful property offers room for outdoor entertaining, gardening, play, or simply enjoying the peaceful surroundings from the charming gazebo. Ideally situated with easy access to downtown New Canaan, neighboring towns, and commuting routes, this home enjoys the charm and ambiance of the Silvermine community, with close proximity to GrayBarns, the Silvermine Market, and the Silvermine Arts Center, as well as the convenience of nearby amenities in one of New Canaan's most desirable settings.

130 Comstock Hill Rd, New Canaan
17 Danforth Dr, New Canaan
$2,325,000
4 Beds ⋅ 3 Baths ⋅ 24180738 MLS
Nestled on 2+ beautifully landscaped acres with a spectacular heated in-ground pool, this exceptional Colonial has been completely renovated to the highest standards, offering the perfect blend of timeless elegance & modern luxury. Thoughtfully redesigned inside & out, every major component has been updated, including the roof, siding, windows, mechanical systems, & generator, providing true turnkey living. Designed for both everyday comfort & effortless entertaining, the home features a modern, flowing floor plan w/sun-filled living spaces & seamless transitions throughout. At its heart is a beautifully appointed kitchen that opens to inviting gathering areas and outdoor living spaces, creating the ideal setting for family & friends. The lux primary suite serves as a private retreat, highlighted by a spa-worthy marble bath with sophisticated finishes & timeless appeal. Step outside to your own backyard oasis featuring the impressive heated pool, expansive entertaining patios & professionally designed landscaping providing exceptional beauty and privacy throughout the seasons. Whether hosting large gatherings or enjoying a quiet evening at home, the outdoor living experience is second to none. Car enthusiasts, hobbyists, & collectors will appreciate the custom outfitted oversized 2.5-car garage offering for vehicles, storage, & workspace. Rarely does a home of this quality, condition & setting become available. Simply move in & enjoy the very best of New Canaan Living!

17 Danforth Dr, New Canaan
463 White Oak Shade Rd, New Canaan
$2,300,100
4 Beds ⋅ 3 Baths ⋅ 24161019 MLS
Welcome to this beautifully maintained four-bedroom residence in the heart of New Canaan, where timeless New England colonial architecture is thoughtfully paired with modern comfort and refined living. Privately set on a picturesque property, this inviting home offers an ideal balance of entertaining spaces, everyday functionality, and unparalleled convenience. The sun-filled main level is designed for both comfortable living and sophisticated entertaining, featuring a spacious family room, an elegant formal dining room, and a thoughtfully updated kitchen appointed with high-end appliances, expansive counter space, and a breakfast area overlooking the deck and backyard. The first floor office makes working from home a breeze and the handy laundry room located next to the kitchen create even more ease. An inviting living room provides a warm and welcoming retreat, while oversized windows throughout the home bathe each room in natural light. Upstairs, the serene primary suite serves as a private sanctuary, complete with ample California Closets designed space and a beautifully recently renovated ensuite five piece bath. Three additional well-proportioned bedrooms offer exceptional flexibility for family, guests, or a secondary dedicated home office on the upper level. Newly 2026 installed hardwood floors throughout the second level further enhance the home's warmth and sophistication while the refinished first floor hardwood flooring shines.The lower level adds to the home's

463 White Oak Shade Rd, New Canaan
599 N Wilton Rd, New Canaan
$2,300,000
5 Beds ⋅ 6 Baths ⋅ 24174420 MLS
Set on 4 private acres, this fully renovated 5-bedroom, 6-bath home blends modern design with effortless everyday living. From the moment you enter, fresh, sophisticated interiors set the tone for a turnkey lifestyle. The spacious eat-in kitchen with a large center island flows into inviting gathering spaces designed for both daily living and entertaining. The cathedral-ceiling primary suite features a gas fireplace, radiant heated bathroom floors, a walk-in closet, and a luxurious bath. Large secondary bedrooms include one en-suite, while a first-floor bedroom with private bath offers flexibility for guests or a home office. A finished lower level provides space for play, fitness, or work. A generous screened-in porch invites summer dinners and relaxed evenings overlooking the property's beautiful grounds and water views. Outside, sweeping level lawns framed by mature trees create a private, park-like setting with exceptional space for recreation, entertaining, and play. An attached and detached garage offers endless possibilities for storage, a workshop, boat, Airstream storage, or a future party barn. The perfect blend of turnkey living, private surroundings, and exceptional indoor-outdoor spaces.

599 N Wilton Rd, New Canaan
91 Lantern Ridge Rd, New Canaan
$2,300,000
4 Beds ⋅ 5 Baths ⋅ 24175397 MLS
Exceptional contemporary home featuring an open, modern floor plan and 4,550 square feet of finished living space. Situated on a private, gated, and fully fenced two-acre level lot, this residence is located in a highly sought-after, quiet cul-de-sac. The interior boasts an impressive two-story foyer leading to a well-appointed layout. The main level includes a formal dining room, a living room with vaulted ceiling and a fireplace. The updated eat-in kitchen features stainless appliances and adjoins the family room. The home offers four bedrooms, including a spacious primary suite, a large playroom, and multiple dedicated office spaces. The fully finished lower level provides significant versatility, featuring: - A potential fifth bedroom and a study with built-in cabinetry - A full bathroom with a steam shower - A wine cellar, gym, and additional playroom space The property is environmentally conscious and well-maintained, featuring a newer roof with Tesla solar panels, a Tesla charging station, and a backup generator. The park-like grounds and expansive stone patio offer an ideal environment for indoor and outdoor entertaining. The home is conveniently located just steps from reservoir views and a short drive to the village center and the Metro North Train to NYC.

91 Lantern Ridge Rd, New Canaan
33 Village Dr, New Canaan
$2,300,000
5 Beds ⋅ 3 Baths ⋅ 24170801 MLS
Tucked into one of New Canaan's most desirable in-town neighborhoods, 33 Village Drive offers the perfect blend of thoughtful renovation, comfortable living, and unbeatable convenience. Recently updated, the home features bright, open living spaces designed for today's lifestyle, with a seamless flow ideal for both everyday living and entertaining. Generous room sizes, updated finishes, and great natural light create a warm and inviting feel throughout. Whether gathering in the main living areas or enjoying quieter moments at home, the layout offers flexibility and ease. The location is hard to beat. Just moments to schools, Waveny Park, the YMCA, and downtown New Canaan, everything you need is right at your fingertips. A turnkey opportunity in a truly special neighborhood.

33 Village Dr, New Canaan
178 Pocconock Trl, New Canaan
$2,295,000
5 Beds ⋅ 4 Baths ⋅ 24186878 MLS
Nestled on a picturesque 1.83-acre natural setting, this spacious 5-bedroom, 4-full-bath home offers privacy, comfort, and convenience. Set back from the road with a long driveway and ample off-street parking, the property enjoys beautiful frontage and a serene atmosphere. The main level features a gracious formal living room with fireplace, an elegant dining room, and a beautifully renovated kitchen that opens to a welcoming family room with a gas fireplace and access to the backyard deck, creating an ideal space for everyday living and entertaining. The primary suite features a vaulted ceiling, walk-in closets, and full bath. Three additional bedrooms are located on the second floor, while a first-floor bedroom with a full bath and separate living area offers flexibility for guests, extended family, or multigenerational living. A four-season sunroom overlooks the pond and surrounding nature, with large windows that fill the space with natural light-perfect as a sitting room, home office, or creative retreat. A spacious lower-level recreation/playroom provides additional living space for entertaining, hobbies, fitness, or play. Enjoy a neighborhood setting ideal for walking and biking, while remaining conveniently located near the train, Merritt Parkway, downtown shopping, and restaurants.

178 Pocconock Trl, New Canaan
254 White Oak Shade Rd, New Canaan
$2,275,000
4 Beds ⋅ 3 Baths ⋅ 24169480 MLS
This is home is exactly where the New Canaan market is right now. Tucked down a private lane, this is the kind of home buyers are looking for-clean, updated, and completely move-in ready. 254 White Oak Shade has just been refreshed with new paint, refinished floors, and thoughtful staging that makes the entire home feel light, bright, and easy. The living spaces are filled with natural light, and the layout works for both everyday living and entertaining without trying too hard. It's a classic New Canaan home with the right updates already done-so you're not walking into a project. The setting is what makes this one stand out. Quiet, private, and surrounded by greenery, yet just minutes to town, the train, and an easy commute. You have quick access to Norwalk for everyday convenience-Costco and Target runs-while still living in New Canaan with top-tier schools and the charm of a true village. Homes like this-updated, well-located, and ready to go-make this a choice you will not want to miss. Deadline for offers is Monday 5/4 @ 5pm

254 White Oak Shade Rd, New Canaan
21 Hickory Dr, New Canaan
$2,210,000
5 Beds ⋅ 4 Baths ⋅ 24168485 MLS
PLEASE PRESENT HIGHEST & BEST OFFERS BY 4:00PM MONDAY JUNE 8TH. Nestled on 1.67 beautiful park-like acres in a charming neighborhood just minutes from town, this classic 5-bedroom, 3.5-bath Colonial offers timeless appeal, comfortable living spaces, and a lovely natural setting. Thoughtfully maintained throughout, the home features generously sized rooms, a gracious living room with fireplace, family room with custom built-ins, formal dining room, and inviting spaces designed for both everyday living and entertaining. The sun-filled walkout lower level provides wonderful additional living space, featuring a large recreation room/playroom with a wall of glass sliders opening directly to the patio and expansive backyard. Overlooking sweeping lawns and mature landscaping, the property provides a beautiful backdrop for outdoor enjoyment. A spacious deck and patio offer ideal settings for relaxing, dining al fresco, or gathering with family and friends, while the level yard provides endless possibilities for recreation and play. Conveniently located close to town, schools, and parks, this special property offers the perfect blend of classic charm, comfortable living, and a picturesque setting.

21 Hickory Dr, New Canaan
215 Chichester Rd, New Canaan
$2,210,000
4 Beds ⋅ 3 Baths ⋅ 24169806 MLS
The seller is requesting highest and best offers by Tuesday at 3:00 PM. Perched gracefully atop a scenic hill, this quintessential Connecticut home offers a rare blend of privacy, charm, and opportunity. Set among grand estates and located just two miles from the New Canaan train station, the setting alone is enough to capture your heart. This is an exceptional opportunity to reimagine and elevate a truly special property into your own masterpiece. The home features generously scaled rooms, beautiful hardwood floors, and a screened-in porch you may never wish to leave. A welcoming family room with a striking brick fireplace overlooks the serene, private backyard, creating the perfect space to unwind or entertain. The residence includes a spacious living room and dining room, a private office ideal for working from home, and a lovely primary suite with en-suite bath. Three additional bedrooms and a two-car garage complete the offering. Please refer to the floor plan for full layout details. Beyond the home, enjoy all that New Canaan has to offer, from award-winning restaurants and unique boutique shopping to top-rated schools, beautiful parks, and an Olympic-sized town pool. With Metro-North access, commuting to New York City is seamless. Adding to the charm, Lee Memorial Garden is just a short stroll away, offering breathtaking displays of azaleas and rhododendrons each spring. A rare setting, a special home, and an opportunity not to be missed... welcome home.

215 Chichester Rd, New Canaan

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