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31 Selleck Pl, New Canaan
$1,870,000
4 Beds ⋅ 3 Baths ⋅ 24103166 MLS
Welcome to 31 Selleck Place -- a captivating vintage Colonial in a fabulous location (halfway between the schools and town) at the end of a quiet cul-de-sac! The house has a fresh young vibe and is brimming with character and charm. The setting is picture perfect, too, framed by beautiful shrubs and trees and featuring a gorgeous umbrella pine tree, colorful perennial gardens and a spacious stone terrace that is the most wonderful place to relax and entertain! The home has been lovingly cared for and is freshly painted both inside and out. On the first floor are light-filled formal rooms, a quaint country kitchen, an inviting screened porch and a guest room, or alternate master. Upstairs are three more bedrooms, including the master suite, plus an office. The partially finished lower level is plumbed for a bath and ready to become an ensuite bedroom room, family room or whatever kind of room you'd like it to be -- and it walks out onto a stone patio and the best backyard in the neighborhood!

31 Selleck Pl, New Canaan

6 Field Crest Rd, New Canaan
$1,866,800
4 Beds ⋅ 3 Baths ⋅ 24156389 MLS
Discover the perfect balance of comfort, connection & a prime location in this inviting 4-bedroom home, ideally sited in a highly desirable neighborhood on a corner lot with sidewalk-lined streets. Designed w/both everyday living & memorable entertaining in mind, this home offers great space & flow. The sun-filled home welcomes you with a large living room w/picture window creating a warm & inviting atmosphere for relaxing or hosting guests. At the heart of the home, the beautifully updated Mohawk designed kitchen, featuring stylish cabinetry, skylights, generous counter space, & a casual dining welcome all to gather and linger. Multiple communal spaces provide flexibility for easy living. Enjoy dedicated, additional areas that serve perfectly as a media room, playroom, fitness area, or home office. The primary suite offers a peaceful retreat, while 3 additional bedrooms, conveniently located on the same level, provide comfortable accommodations for family, guests, or remote work. Step outside & experience your own private escape - a flat, picturesque yard paired w/a covered patio, easily accessible from kitchen and dining area, that's ideal for summer barbecues, outdoor dining, or simply unwinding. Two car attached garage & generator. Live at the center of it all-just moments from a vibrant downtown, train, top-rated schools, the popular YMCA, & everything that makes daily life effortless. 6 Field Crest isn't just a home-it's the lifestyle you've been yearning to find!

6 Field Crest Rd, New Canaan

59 Shady Knoll Ln, New Canaan
$1,860,000
4 Beds ⋅ 3 Baths ⋅ 24158651 MLS
Ideally located in one of New Canaan's most sought-after neighborhoods, this beautifully maintained Colonial offers the perfect blend of comfort, style, and everyday living. The renovated eat-in kitchen serves as the heart of the home, featuring updated appliances, countertops, flooring, and backsplash, and opens to inviting living spaces designed for both entertaining and daily life. The spacious living and dining rooms are ideal for gatherings, while the screened-in side porch provides a peaceful spot to relax and enjoy the surrounding property. Upstairs are four bedrooms, including a renovated primary suite with a walk-in closet and an updated bath featuring an expanded shower, new vanity, and updated flooring. The finished walk-out lower level adds valuable flexibility, offering space for a home office, gym, playroom, or second family room. Outside, a large patio overlooks the private backyard set on over an acre, creating an ideal setting for outdoor entertaining, play, or quiet evenings surrounded by nature. A wonderful opportunity to enjoy space, privacy, and an exceptional location in New Canaan. HIGHEST AND BEST offers Monday 3/23 at 11am.

59 Shady Knoll Ln, New Canaan

493 Valley Rd, New Canaan
$1,850,000
4 Beds ⋅ 4 Baths ⋅ 24176198 MLS
Highest and Best Sunday, May 24th at 1PM. Quietly set back from the road in one of New Canaan's most serene settings, 493 Valley Road is a beautifully updated 4-bedroom, 4-bath Colonial offering an exceptional sense of peace and privacy-just minutes from downtown New Canaan, Wilton, and the Silvermine area. Move-in ready and extensively improved, this inviting home blends timeless character with modern comfort: a renovated kitchen, updated bathrooms, refinished hardwood floors, and fresh interior and exterior paint are among many recent improvements throughout. A beautifully appointed chefs kitchen opens to a stunning dining room where a full wall of windows looks out to an expansive yard and water views that create a truly idyllic backdrop. The living room, anchored by a wood-burning fireplace and custom built-ins, flows directly to the deck for seamless indoor-outdoor living. A spacious family room with its own fireplace and French doors offers a relaxed setting for everyday gatherings. A private office and separate den provide flexible spaces to work or retreat. Upstairs, four generously sized bedrooms include a spacious primary suite with a newly renovated bath, plus a secondary bedroom privately situated alongside an updated full bath, offering flexibility as a guest suite when needed. The finished lower level adds bonus space for recreation/fitness, or media, with ample storage.

493 Valley Rd, New Canaan

61 Sunrise Ave, New Canaan
$1,835,000
4 Beds ⋅ 4 Baths ⋅ 24188612 MLS
Gracefully blending the timeless charm of a 1933 residence with thoughtfully executed renovations, this exceptional home offers an enviable in-town life style in one of New Canaan' most coveted neighborhoods. Perfectly positioned on a corner lot, the home was expanded and beautifully renovated in 2004 by noted California architect Michael Pease, introducing contemporary design while preserving its original character, with additional updates in 2014. Sun-filled living spaces create an inviting atmosphere for everyday living. At the heart of the home is a spacious, well appointed kitchen that flows effortlessly into the family room, gracious living room, and dining room. The first-floor primary suite offers a peaceful retreat with the convenience of main-level living. The second level features three additional bedrooms, two full baths, and a delightful sleeping porch- a rare and cherished feature that provides the perfect place to relax and unwind. Equally appealing is the home's exceptional walk-to-town location. Enjoy easy access to Mead Park with tennis, pickleball, a playground, walking trails and more. The Metro-North train station and New Canaan's vibrant village downtown- with its acclaimed restaurants, charming boutiques, library, cafes, and seasonal festivities are all within walking distance.

61 Sunrise Ave, New Canaan

123 Richmond Hill Rd Unit 4, New Canaan
$1,825,000
3 Beds ⋅ 4 Baths ⋅ 24192248 MLS ⋅ Orchard Hills BLDG.
Thoughtfully reimagined in an architect-designed renovation, this exceptional Orchard Hills townhouse blends timeless craftsmanship with custom millwork throughout. Offering three bedrooms, 3.5 baths, the residence welcomes you with a beautifully designed foyer featuring two concealed coat closets and a powder room before opening through an elegant arched doorway into the expansive open-concept living spaces. The beautiful kitchen flows seamlessly into the dining area and living room with fireplace, custom built-ins and integrated firewood storage, creating an ideal setting for both everyday living and effortless entertaining. Private patio provides a tranquil outdoor retreat. Positioned apart from the two additional ensuite bedrooms, the luxurious primary suite is a true sanctuary featuring exceptional custom built-in dresser drawers, extensive storage, and a spa-inspired marble bath with heated floors and a steam shower. All bedrooms feature oversized closets, providing exceptional storage rarely found in condominium living. The fully finished lower level offers a spacious family room with flexible space for a home office, gym or media room. Residents enjoy Orchard Hills' heated pool and an exceptional location just moments from Mead Park, tennis, pickleball, the commuter train, farmers market and downtown New Canaan's acclaimed restaurants, chic boutiques, schools and library.

123 Richmond Hill Rd Unit 4, New Canaan

44 Putnam Rd, New Canaan
$1,817,000
5 Beds ⋅ 4 Baths ⋅ 24138171 MLS
Classic 5-bedroom Colonial in the coveted Behind the Y neighborhood-just a short walk to schools, the YMCA, and Waveny Park. With over 3,500 sq. ft. of living space, this home features a front-to-back living room with fireplace, a sun-filled dining room, and a kitchen that opens to a step-down family room with fireplace and French doors leading to the terrace and private backyard. A study with fireplace provides a quiet retreat, while the flexible layout includes an au pair or in-law suite with sitting room and separate entrance. This home also offers a lower-level playroom and attached potting shed. With great bones and a fantastic location, it offers an excellent opportunity for updates and personal touches to make it your own. With sidewalks to town, you cannot beat this location. Welcome to 44 Putnam Rd!

44 Putnam Rd, New Canaan

788 South Ave, New Canaan
$1,800,000
3 Beds ⋅ 3 Baths ⋅ 24166805 MLS
HIGHEST and BEST offers due Monday April 27th at noon. Nestled on a beautiful one acre lot, this charming home blends comfort and convenience. This home has been cherished by the same family for over 44 years. The bright main level flows easily through the living spaces, while the expansive lower level becomes the heart of the home with its spacious family room with fireplace and beautiful built-ins, private office, and fun bar area. Three bedrooms offer peaceful retreats, and the property's wide, open yard invites outdoor play, gardening, or quiet evenings under the trees. A wonderful opportunity to enjoy space inside and out. Amazing location just steps to Waveny Park; leisurely walk to town; convenient to both the Merritt Parkway and train stations; and the most charming New England Village of New Canaan with top ranking schools, restaurants, and shopping.

788 South Ave, New Canaan

42 Hoyt St, New Canaan
$1,792,600
3 Beds ⋅ 3 Baths ⋅ 24176539 MLS
Nestled in the heart of downtown New Canaan, this charming and beautifully updated home offers the perfect blend of classic character and modern convenience. Just moments from town, the property features four finished levels of living space, including a newly finished lower level and a spacious livable third floor complete with a cedar closet. French doors off the kitchen open seamlessly to a stunning patio overlooking a large, rare in-town backyard - fully fenced for privacy and ideal for entertaining, play or relaxation. The eat in kitchen boasts top of the line appliances with a butchers block and breakfast nook. This home offers three bedrooms, a sunroom and two and a half baths, including a primary suite with en-suite bath and walk-in closet. Less than .3 miles to fine dining, shopping, Metro-North, the library and award winning schools, 42 Hoyt Street is truly a commuters dream in one of Fairfield County's most sought after communities. Its a must see!

42 Hoyt St, New Canaan

7 Bank St, New Canaan
$1,755,000
2 Beds ⋅ 2 Baths ⋅ 24194686 MLS ⋅ Leefair BLDG.
Enjoy easy, one-level living in the heart of New Canaan at Leefair, one of the town's most desirable in-town condominium communities. This beautifully updated 1,545-square-foot home offers two bedrooms plus a versatile office that can easily serve as a third bedroom, den, or guest space. The spacious living and dining room features a fireplace, beautiful built-ins and sliders opening to a private rear terrace, creating a wonderful setting for both everyday living and entertaining. Three circular skylights thoughtfully placed throughout the home bring in additional natural light. The updated eat-in kitchen is bright and inviting, while the primary bedroom features a beautifully renovated en-suite bath. A second updated full bath serves the additional bedroom and flexible office/guest space. A one-car garage plus driveway parking for 2-3 additional cars adds to the convenience. Move-in ready and just moments from New Canaan's shops, restaurants and train, this special home offers the perfect combination of single-level living, private outdoor space and an exceptional in-town lifestyle.

7 Bank St, New Canaan

99 Wardwell Dr, New Canaan
$1,750,000
4 Beds ⋅ 3 Baths ⋅ 24121517 MLS
*Highest and Best Deadline 9/23 at 5pm* Welcome to 99 Wardwell Drive, a beautifully updated split-level home offering 4 bedrooms, 3 full baths, and over 2,300 sq ft of versatile living space. The main level is designed for today's lifestyle with an open flow between the bright all-white kitchen, dining area, and living room with fireplace. The kitchen features a large island, quartz countertops, and stainless steel appliances, while sliders lead to a stone patio overlooking a full acre with level yard, stone patio, and playset. Upstairs, the primary suite includes a full bath, a dressing room with dual closets and vanity, plus an additional closet. Two more spacious and bright bedrooms and a fully updated bath complete this level. The lower level is perfect for entertaining with a family room and wet bar, a bedroom and full bath, a mudroom, and walk-out access to the backyard and garage. The bedroom can be used as an office or playroom. There is an additional 500 square feet of unfinished basement space with laundry that adds storage and flexibility--or future finished space. Set at the end of a cul-de-sac in a quiet, close-knit community, the home is nestled just minutes from town and in desirable Silvermine, with award-winning schools, shops, dining, and Metro-North nearby. Updated systems, fresh modern finishes, abundant natural light, and outdoor space for play and entertaining make this home truly move-in ready.

99 Wardwell Dr, New Canaan

73 Bank St, New Canaan
$1,735,000
2 Beds ⋅ 3 Baths ⋅ 24157608 MLS ⋅ Leefair BLDG.
The ever-popular Leefair condo complex is the setting of this delightful and renovated end unit. A large Living Room with stone fireplace is open to the Dining Area and flows into the eat-in Kitchen with granite countertops and peninsula, as well as stainless appliances....a chef's dream. There is also a Study with a bay window. A Laundry area is on the main level, which is perfect since your linens and towels are on this floor. Another plus is the hard-to-find main level Primary Suite with ceiling fan, a walk-in closet and a massive redone bathroom. Hardwood floors throughout the first floor. Additional square footage in the walk-out Lower Level includes a spacious Family Room with a ceiling fan and a bank of sliders to the private and oversized patio area. A second Bedroom has close access to the renovated hall bath. There is also a den on this floor. Tons of storage and a hook-up for an additional Laundry, if needed is all on this level. The two-car garage is pristine and provides entry right into the main floor. Ask me about the secret closet downstairs. Move-in ready unit just waiting for its next lucky owners.

73 Bank St, New Canaan

48 Green Ave, New Canaan
$1,700,000
3 Beds ⋅ 3 Baths ⋅ 24195510 MLS ⋅ Green Oaks BLDG.
The Best of Both Worlds: In-Town Ease, Home-Sized Living Experience the perfect blend of in-town convenience and the privacy of single-family living. This spacious end-unit townhouse offers the scale and comfort of a standalone home, featuring three generously sized bedrooms, including a primary suite with a full bath. The expansive main level includes an oversized living room, formal dining room, and a sunlit eat-in kitchen, providing a seamless layout for both daily life and entertaining. Additional highlights include a cozy fireplace, efficient gas heating, and the remarkable potential of a high-ceilinged lower level with 1,064 square feet of space ready to be finished to your specifications. Combined with the existing 2,128 square feet of living area, this residence offers incredible versatility and room to grow. Outside, enjoy the convenience of a detached one-car garage and additional driveway parking. Ideally located in the heart of New Canaan, you are just steps away from the train station, vibrant restaurants, local parks, the library, and schools. With low condo dues and significant potential to add your personal touch-including hardwood floors waiting beneath the existing carpeting-this is a rare opportunity to own a home that offers the ease of townhouse living with all the feel of a single-family house. Don't miss the chance to make this fabulous property your own.

48 Green Ave, New Canaan

100 Harrison Ave, New Canaan
$1,700,000
4 Beds ⋅ 3 Baths ⋅ 24157409 MLS
Versatile Gem: Walkable and with Income Potential - This light-filled Cape Cod offers a rare blend of flexible living and a prime location on one of New Canaan's most coveted streets. Whether you envision a grand 4-bedroom, 3-bath single-family home or a savvy investment using the upstairs 2-bedroom apartment, this home currently features a main-floor primary suite, an additional bedroom and bath, open concept dining and living rooms, a dedicated office, and a striking family room with beams and cathedral ceilings (currently serving as a 3rd bedroom for the sellers). The kitchen flows seamlessly onto a private backyard terrace, while the separate second-floor 2-bedroom, 1-bath apartment serves as a legal, $2,000+/month income-producing suite or an ideal in-law residence. Outside, the large and grassy lot acts as a peaceful retreat and a detached two-car garage featuring a workshop and a large loft recreation room. Just steps from the train station, fine dining, and boutique shopping, this property represents an exceptional opportunity to create your dream lifestyle with many living options in a perfect neighborhood setting.

100 Harrison Ave, New Canaan

377 Main St Unit APT 17, New Canaan
$1,700,000
3 Beds ⋅ 3 Baths ⋅ 24155641 MLS ⋅ Kings Grant BLDG.
Located one mile from New Canaan's town center, 377 Main Street, Unit 17 offers turnkey townhouse living just moments from Metro-North, Waveny Park and New Canaan schools. This light-filled condominium blends low-maintenance living with the privacy and scale of a single-family home. Featuring 3 bedrooms with cathedral ceilings, 2.5 baths, and approximately 2,800 square feet - including a finished lower level - this Kings Grant residence offers expansive living areas, hardwood floors throughout, and seamless indoor-outdoor flow. Elevated, private positioning within the complex and oversized windows provide exceptional natural light and peaceful views. The spacious kitchen includes a center island, stainless steel appliances, generous counter space, and sliding doors opening to a sun-filled deck - ideal for everyday living and entertaining. Additional highlights include a wood-burning fireplace, natural gas, direct access to a private terrace and two elevated decks, abundant storage, and an attached two-car garage. Kings Grant is a pet-friendly community featuring a beautifully maintained, heated pool and professionally managed grounds.

377 Main St Unit APT 17, New Canaan

123 Richmond Hill Rd Unit 9, New Canaan
$1,672,000
3 Beds ⋅ 4 Baths ⋅ 24188242 MLS ⋅ Orchard Hills BLDG.
Move right into this totally renovated townhouse in desirable Orchard Hills with three bedrooms and three and a half baths. End unit with lovely private patio and gardens not far from the attractive heated pool. The kitchen with granite counters and upscale appliances is a chef's delight with eating island and is open to the dining area and living room with fireplace and custom built-ins. French doors open to the picturesque private flagstone patio and garden area. Two oversized bedroom suites are located on the second floor and the lower level has a family room, bedroom suite with large walk-in closet and large laundry room. Many recent improvements including new furnace and front walkway. Close to scenic Mead Park, with concession stand, tennis /pickle ball courts, and play ground. The commuter train, grocery stores and farmers market are close by. Enjoy living in the heart of New Canaan with fashionable shops, award winning restaurants, schools and library.

123 Richmond Hill Rd Unit 9, New Canaan

123 Richmond Hill Rd Unit 18, New Canaan
$1,652,000
3 Beds ⋅ 4 Baths ⋅ 24188193 MLS ⋅ Orchard Hills BLDG.
Welcome to one of Orchard Hills' most exceptional residences, a stunning, fully renovated end-unit offering the privacy and feel of a single-family home with the ease of luxury condominium living. Reimagined with over $300,000 in renovations and improvements in 2023 and 2024, this light-filled home showcases impeccable craftsmanship and designer finishes throughout. The elegant open floor plan is perfect for everyday living and entertaining. The chef's kitchen (remodeled in 2015) features custom cabinetry, and beautiful finishes that flow into sophisticated dining and living spaces centered around a charming wood-burning fireplace. Wide-plank hardwood floors, Andersen windows, custom millwork, new doors, lighting, paint, and Hunter Douglas window treatments enhance the home's refined aesthetic. Upstairs are two luxurious bedroom suites, including a spacious primary suite with multiple closets, a walk-in closet, and beautifully appointed bath, plus a newly created second-floor laundry room. The walk-out lower level includes a legal third bedroom, full bath, engineered wood flooring, generous storage, and access to a bluestone patio. Additional improvements include remodeled baths, renovated closets, a wireless security system, new water heater, sump pump motor, HVAC (2022), Hardie Board siding, and GAF Ultra HD roofing. A sparkling community pool and an attached garage further enhance this exceptional offering. Just moments from the heart of New Canaan & Metro-North Train.

123 Richmond Hill Rd Unit 18, New Canaan

496 Trinity Pass Rd, New Canaan
$1,650,000
4 Beds ⋅ 4 Baths ⋅ 24073041 MLS
This 4 bedroom,3.5 bath tastefully renovated vintage home has an open floor plan,walls and windows with divided light and high ceilings, creating an instant sense of peace and well being. A stone hearth at the entry is surrounded by walls of bookshelves and a reading corner. The beamed living room and adjacent sun room overlook a romantic tiered garden and flat lawn. The fireplace's stone wall frames the dining space, and French doors open onto the garden patio and pergola. The warm polished wood island featuring a copper bar sink is the centerpiece of a perfect chef's kitchen. Down a private hall is the walk out first floor bedroom with full bath, walk in closet and adjacent laundry room. Upstairs an exercise/ gym space is conveniently located outside the primary suite with it's private office, high ceilings, walk in closet, and elegantly kitted bath (soaking tub, double sinks, walk in shower) Two additional generously proportioned bedrooms share a large hall bath. Convenient to charming Scott's Corners and just a few minutes to New Canaan town center, this is a special spot. Swing on the front porch, have morning coffee on the patio, wander the charming garden features, plant the enclosed garden with vegetables, flowers and herbs. Breathe. Zen living behind a stone wall on a rural street.This one is just right.

496 Trinity Pass Rd, New Canaan

58 Lakeview Ave Unit 9, New Canaan
$1,650,000
3 Beds ⋅ 3 Baths ⋅ 24164401 MLS ⋅ Graystone BLDG.
Welcome home to this beautifully maintained condominium in coveted Graystone! Offering the perfect blend of space, comfort, and an unbeatable prized in-town location, this is the one. This bright and spacious residence features hardwood floors throughout, three generously sized bedrooms, all thoughtfully situated on one level, along with three full bathrooms. The home is ideal for both everyday living and effortless entertaining.The renovated and expansive kitchen is warm and inviting, complete with a large bow window dining area- ideal for morning coffee or casual meals. A sun-filled family room highlighted by four skylights, complemented by the living and formal dining areas, offers versatile spaces for both relaxation and entertaining. The large unfinished lower level offers additional possibilities, perfect for a home office, gym, or recreation area. Step outside to your own private, fully fenced stone patio, a peaceful retreat for outdoor enjoyment. An attached one-car garage offers convenient year-round access, while second-level laundry adds everyday ease. Set within a beautifully maintained condominium community, this home places you just steps from the best of New Canaan's downtown living-dining, shopping, parks and more. Move right-in to this delightful unit, and enjoy this easy lifestyle.

58 Lakeview Ave Unit 9, New Canaan

36 Village Dr, New Canaan
$1,650,000
3 Beds ⋅ 2 Baths ⋅ 24151120 MLS
Location dream! Charming Colonial styled split level home is picture perfect in sought after neighborhood with newly paved sidewalks to schools, YMCA, Waveny Park and town! This well cared for home lives large with over 2200SF and an open concept flow. Sunny and spacious Living and Dining areas open to a fabulous screened porch and deck overlooking the manicured yard. Enjoy mature landscaping and room for playscapes and lawn games. The bay window and wood-burning fireplace are the focal points in the Living Room and the Dining area opens to Kitchen with custom wood cabinets, Viking gas cooktop & stainless appliances. A main floor family room is convenient with laundry room and access to garage while the lower level media room w/closet can be additional guest area, playroom or office. Hardwood floors throughout offer a contemporary feel. The spacious upstairs Primary Suite has walk-in closet, full bath and opens to an upper level deck. Two other good sized bedrooms and full bath across the hall. Extra deep two car garage and large parking area in driveway allows plenty of space for a bball hoop! Town water and sewer and natural gas hook-up in street for easy switch if desired as well as expansion possibilities make this home a great opportunity. Being sold as is. Tenants are currently in place, Showing appts required.

36 Village Dr, New Canaan

99 Forest St Unit 99, New Canaan
$1,625,000
2 Beds ⋅ 3 Baths ⋅ 24185794 MLS ⋅ Forest Glen BLDG.
Rare opportunity to own one of just four residences in the desirable Forest Glen Condominium Association, ideally located moments from downtown New Canaan, the train, shops, and the renowned restaurants along Forest Street. Offering 2,326 square feet of living space, this spacious condominium lives much like a single-family home with two bedrooms, three full bathrooms, and a versatile first-floor room that provides the flexibility for a guest room, home office, or first-floor bedroom. Meticulously maintained by its original owner, the home has been thoughtfully refreshed with freshly painted interiors, newly refinished hardwood floors, a new furnace, and new central air conditioning. Generous living and entertaining spaces flow seamlessly to a private terrace and backyard, creating the perfect setting for outdoor dining, gardening, or simply relaxing. The unfinished lower level offers exceptional storage and exciting potential for future expansion. Additional highlights include a one-car garage and low-maintenance condominium living in a boutique four-unit association. A rare combination of space, privacy, updates, and an unbeatable in-town location.

99 Forest St Unit 99, New Canaan

216 White Oak Shade Rd, New Canaan
$1,625,000
4 Beds ⋅ 4 Baths ⋅ 24121202 MLS
Experience the perfect blend of historic charm and modern living in this beautifully renovated 1840 home, ideally located in one of the most desirable in-town neighborhoods. Fully restored in 2013, this classic New England property features timeless architectural details alongside thoughtful updates throughout. Step inside to find sun-filled rooms, warm hardwood floors, and high-end finishes that create a welcoming and sophisticated atmosphere. The updated kitchen boasts premium appliances, custom cabinetry, and a seamless flow into the living and dining areas-ideal for both everyday living and entertaining. With three finished levels, this home offers four spacious bedrooms, including a versatile lower-level suite perfect for guests, a home office, or au pair quarters. Bonus spaces on the lower and third floors provide flexibility for a gym, media room, or playroom. Enjoy outdoor living in the professionally landscaped yard with a private stone patio and a stunning outdoor fireplace-perfect for morning coffee or evening gatherings. A charming two-story red barn adds additional storage or workshop potential. Explore the vibrant downtown, featuring upscale shops and diverse dining options, or take a walk to nearby Waveny Park with its scenic trails and expansive green spaces. Situated in a top-rated school district and close to two train stations, this turnkey property seamlessly blends historic charm with modern convenience.

216 White Oak Shade Rd, New Canaan

533 Old Stamford Rd, New Canaan
$1,620,000
5 Beds ⋅ 4 Baths ⋅ 24166329 MLS
Welcome to the Original Norman Dairy Farmhouse, where 1900s craftsmanship meets 21st-century convenience. Originally the heart of a local dairy operation, this stately 5-bedroom residence sits on nearly an acre of level, sun-drenched land. Enter through the home's iconic wrap-around porch and beautiful entry door to soaring 9 foot ceilings throughout the primary living spaces. The main level is designed for gathering, a stately parlor with custom built-ins, a formal living room & dining room, and an expansive family room. The updated kitchen serves as the hub of the home, featuring granite countertops and a sunny breakfast nook overlooking the grounds. With 5 generous bedrooms and three finished levels-including a private third-floor retreat and a dedicated media room - floor plan offers endless flexibility. Located just a stone's throw from the Talmadge Hill train and top-rated schools, this landmark home offers a lifestyle of quiet elegance and historical depth.

533 Old Stamford Rd, New Canaan

705 Weed St Unit 7, New Canaan
$1,611,500
3 Beds ⋅ 3 Baths ⋅ 24158437 MLS ⋅ Stepping Stones BLDG.
A rare opportunity to live in a granite and limestone estate of historic significance, just moments from the heart of downtown New Canaan. Set on three beautifully landscaped acres, Stepping Stones is a distinguished residence of only eight bespoke condominiums, showcasing exceptional period craftsmanship including soaring ceilings, European millwork, and Hope steel windows. This turnkey residence spans two floors and blends timeless architecture with refined updates. Highlights include antique plank floors, a custom Deane kitchen and a gracious south-facing living room with wood-burning fireplace. A recently finished all-season conservatory opens to an expansive private stone terrace, ideal for year-round dining and entertaining. The second floor offers two spacious en-suite bedrooms, including a primary suite with fireplace, dressing area, and generous closets. The third bedroom has been thoughtfully redesigned as a beautiful office. Additional features include in-unit laundry and private storage within the building. Enjoy estate-like grounds with the ease of a professionally managed property, all just minutes to the train, village center, Irwin Park, library, shops, and restaurants. A truly special in-town New Canaan offering.

705 Weed St Unit 7, New Canaan

45 Seminary St, New Canaan
$1,605,290
3 Beds ⋅ 3 Baths ⋅ 24165203 MLS
IN TOWN LIVING! Gracefully set on a charming in-town street, this lovely 3-bedroom, 2.5-bath home offers the perfect blend of character, comfort, and convenience. Filled with natural light, this inviting home showcases timeless appeal, warm and welcoming living spaces, and the flexibility to suit today's lifestyle. The open kitchen with a comfortable sitting area with bay window serves as the heart of the home, seamlessly connecting to the formal dining room and creating an ideal setting for both everyday living and entertaining. The living room, centered around a wood-burning fireplace, creates a cozy and comfortable gathering space. Just beyond, a screened-in porch provides the perfect place to relax or entertain while enjoying seamless indoor-outdoor living. The lovely brick patio and spacious yard further enhance the outdoor experience, offering a beautiful backdrop for al fresco dining, play, or quiet enjoyment. The sun-filled finished third floor adds exceptional versatility, ideal for recreation, a playroom, home office, gym, or guest overflow space. Perfectly positioned in a coveted in-town location, this special home is just moments from New Canaan's vibrant village center, with easy access to shops, restaurants, parks, schools, and the train. A rare opportunity to enjoy the very best of in-town living in one of New Canaan's most desirable settings.

45 Seminary St, New Canaan

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