Refine Search
Map
Sort by
$2,795,000
4 Beds ⋅ 5 Baths ⋅ ACTIVE Status ⋅ 24189503 MLS ⋅ Enclave On Richmond - Pending Verification BLDG.
Experience elevated living in the heart of downtown New Canaan with this exquisite boutique enclave offering just 7 luxury residences. Built with the best finishes in mind, this home features 3,351 sq ft of finished space, Elevator, large-pane oversized windows, and a thoughtfully designed layout that centers around your gourmet kitchen featuring custom cabinetry, gorgeous island with 2" countertops, chefs appliances, and breakfast area that opens to the family room with gas fireplace and sliders overlooking the fabulous terrace creating the perfect indoor/outdoor living experience. Exquisite mill work, white oak floors, custom staircases, and built-ins truly show meticulous attention to detail. Absolutely spectacular primary bedroom with walk-in closet, and spa inspired bathroom that will take your breath away featuring a 8ft x 4ft walk in shower, soaking tub, floating vanity, and heated floors. Take the elevator or stairs to the finished 3rd floor and enjoy sunsets from your private rooftop deck overlooking Mead Park. "The Enclave on Richmond" offers privacy, elegance, and convenience with just a few steps to New Canaan's shops, restaurants, and Metro-North station. Truly a one-of-a-kind residence.

14 Richmond Hill Rd Unit 1, New Canaan
$950,000
ACTIVE Status ⋅ 24186029 MLS
A rare opportunity to own a beautiful 1-acre property on the sought-after west side of town in one of New Canaan's most desirable neighborhoods. The existing residence offers renovation potential, while the exceptional lot provides the ideal setting to build a custom home. Enjoy the perfect balance of privacy and convenience with easy access to downtown New Canaan, the Merritt Parkway, shopping, dining, parks, and top-rated schools. Please do not walk the property without a confirmed appointment.

158 Spring Water Ln, New Canaan
$23,000
5 Beds ⋅ 6 Baths ⋅ ACTIVE Status ⋅ 24188970 MLS
Just off South Avenue, with much quieter surroundings, sits a modern farmhouse Colonial almost new construction with innovative design, high-style and unparalleled building quality. The exterior blends classic colonial style with contemporary flair. The interior space is thoughtfully created to provide open concept living with transitional finishing elements that will satisfy the needs of today's sophisticated families. The home offers over 7,800SF of finished space including 5 en-suite designer inspired bedrooms and 5.5 baths. The third floor offers additional recreational space and the lower level is finished with gym, office and rec room.

11 Gower Rd, New Canaan
$2,995,000
5 Beds ⋅ 5 Baths ⋅ ACTIVE Status ⋅ 24187724 MLS
Set on 2.18 picturesque acres just six minutes from downtown New Canaan, this exquisitely renovated 5,731-square-foot residence offers the perfect blend of classic New England charm and contemporary sophistication. Thoughtfully reimagined in 2024, the home showcases exceptional craftsmanship, refined finishes, and a layout designed for today's lifestyle. Featuring five spacious bedrooms and four-and-a-half beautifully appointed baths, the home is filled with sunlit living spaces that flow effortlessly for both everyday living and elegant entertaining. From the stunning designer finishes to the generous proportions throughout, every detail has been carefully curated to create a warm yet luxurious atmosphere. The expansive property provides exceptional privacy while offering ample room for outdoor entertaining, recreation, or the addition of a pool. Ideally located just minutes from New Canaan's vibrant village, residents enjoy convenient access to boutique shopping, acclaimed restaurants, parks, and commuter transportation-all while returning home to a peaceful country setting. A rare opportunity to own a turnkey estate where timeless style, modern comfort, and an exceptional location come together in one of Connecticut's most sought-after communities.

148 W Hills Rd, New Canaan
$2,195,000
3 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 24183460 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, penthouse 304 offers turn-key living, complete with elevator access & in-unit washer/dryer. This 3 bedroom, 3 bath residence features 1,940 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 a sun soaked elegant main living/dining area with fireplace. Light & bright primary bedroom with spa-like full bath w/marble finishes & generously-sized walk-in closet; 2nd Main Floor bedroom and full bath. Upstairs, 3rd bedroom, full bath & 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.

304 Gramercy Park, New Canaan
$899,000
3 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 24186058 MLS ⋅ Oenoke BLDG.
Beautifully Remodeled Townhouse Condo in a Prime New Canaan Location. Move right into this beautifully remodeled and impeccably maintained 3-bedroom townhouse condo, where style, comfort, and convenience come together. The flexible third bedroom is currently used as a home office, offering the perfect space for today's lifestyle. The inviting main level features a spacious living room and dining room, ideal for both everyday living and entertaining. The updated kitchen is equipped with newer appliances and thoughtful finishes, making meal preparation a pleasure. Upstairs, you'll find two generously sized bedrooms, each with its own beautifully remodeled en-suite bathroom. Storage is abundant throughout, walk-in closets in the foyer and all three bedrooms.The newly finished lower level adds valuable living space and offers endless possibilities. Updated HVAC ,new air handler .Whether you envision a family room, recreation room, playroom, home gym, or media room, this versatile area easily adapts to your needs. Step outside to a private patio surrounded by mature landscaping, creating a peaceful, shaded retreat that's perfect for relaxing, entertaining, or enjoying your morning coffee. Ideally located within walking distance of vibrant downtown New Canaan, enjoy charming shops, exceptional restaurants, parks, and the Metro-North train station for an easy commute to New York City. This turnkey home combines modern updates, flexible living spaces, abundant storage. Its a must

113 Heritage Hill Rd Unit 113, New Canaan
$7,250
5 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 24185474 MLS
Short term lease 3-9 months - This well-maintained 5-bedroom, 2-bath ranch offers plenty of space and flexibility, featuring a fully finished walk-out lower level with its own entrance and kitchen - perfect for extended family, guests, or an in-law setup. The main level includes a bright eat-in kitchen with new stainless steel appliances, quartz countertops, and a tile backsplash. The cozy living room features a fireplace, while large windows fill the home with natural light. Freshly painted interiors and hardwood floors throughout enhance the warm, inviting feel. This level also includes three sunny bedrooms with ample closet space and a full bath. The lower level adds even more versatility with a second kitchen, living room, two spacious bedrooms, and a full bath. A separate laundry room offers extra storage space. Outside, enjoy two private patios and a level backyard - perfect for entertaining, play, or relaxing. Two separate driveways provide parking for up to six cars, and dual kitchens make this home easy to share while maintaining privacy and convenience. Located just a 15-minute walk to downtown and the train station, and a short drive to restaurants, shops, and I-95, this home offers comfort, space, and convenience in one great package. Move right in and make it yours today!

412 Main St, New Canaan
$6,999,000
5 Beds ⋅ 7 Baths ⋅ ACTIVE Status ⋅ 24186154 MLS
Hidden away at the end of a coveted West Side cul-de-sac, 48 Driftway Lane is a private estate tucked among the winding back roads of New Canaan. Perched atop 1.62 beautifully landscaped acres and surrounded by nature, the setting offers a rare sense of peace and privacy, yet remains just minutes from downtown New Canaan and approximately one hour from New York City. Newly constructed from the ground up in 2017 and offering over 10,000 square feet of thoughtfully curated living space, the home unfolds through a series of light-filled rooms where architectural detail, craftsmanship, and connection take center stage. A grand central foyer showcases a statement staircase framed by glass railings, creating a stunning focal point from the moment you enter. At the heart of the home, a sunlit gathering space serves as the natural connection point between the designer kitchen, soaring two-story family room, and outdoor living spaces beyond. Anchored by a stunning 10-foot quartzite waterfall island and matching custom quartzite hood, the kitchen balances beauty and function with Thermador appliances, Sub-Zero refrigeration and wine storage, custom cabinetry, and a walk-in pantry. The dramatic family room draws the eye upward with soaring ceilings, extensive architectural detailing, automated Lutron shades, and walls of windows that flood the space with natural light.

48 Driftway Ln, New Canaan
$2,295,000
4 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 24185940 MLS
IMMACULATE & PERFECT!! Nestled on a charming cul-de-sac close to town, this lovely and meticulously maintained 4-bedroom home offers the perfect blend of comfort, style, and convenience. Set on a level acre in a picturesque setting, the home features a welcoming open floor plan with sun-filled living spaces that flow effortlessly, creating an inviting setting for both everyday living and entertaining. Lovingly cared for and truly move-in ready, this home exudes warmth and timeless appeal throughout. Step outside to a lovely terrace overlooking the beautiful property, where mature landscaping, and classic stone walls create a serene park-like backdrop. Whether hosting friends, enjoying family gatherings, or simply unwinding outdoors, the setting is both peaceful and inviting. With its thoughtful design, beautiful surroundings, and desirable location close to town and schools, this special property offers a wonderful opportunity to enjoy the very best of New Canaan living.

51 Horton Ln, New Canaan
$999,000
ACTIVE Status ⋅ 24186156 MLS
Land opportunity priced under 1 million on quiet cul-de-sac overlooking Milne Lake. This vacant property offers a serene setting with stunning reservoir views, combining natural beauty with exceptional convenience. Located in a premier New Canaan neighborhood, at the very end of the street, this tree-lined spot is perfect for walking, biking, and enjoying nearby nature reserves. While it feels worlds away from the bustle, it is only minutes from local amenities and offers easy Metro-North access to NYC. Whether you are looking to create a weekend retreat or a forever home, this property is the perfect canvas for your custom build.

Lantern Ridge Road, New Canaan
$2,295,000
3 Beds ⋅ 4 Baths ⋅ ACTIVE Status ⋅ 24185286 MLS ⋅ Forest Street Condominiums BLDG.
Experience turnkey living in this beautifully appointed three-bedroom townhouse, ideally located within easy walking distance of town, restaurants, boutiques, and local amenities. Thoughtfully designed with an open-concept layout, the inviting main level is perfect for entertaining or relaxing by the fireplace and features 9-foot ceilings throughout. The gourmet kitchen is equipped with Viking appliances, quartz countertops, and flows seamlessly into the living and dining areas. A private office or den with built-in cabinetry offers the perfect work-from-home space, while French doors open to a charming fenced patio and garden for indoor-outdoor living. The upper level includes a spacious primary suite with vaulted ceilings, a walk-in closet, and a luxurious spa bath, along with two additional bedrooms and a dedicated laundry room. The finished lower level expands the home's versatility with an ideal playroom or recreation space and a newly added full bathroom, making this exceptional townhouse as functional as it is elegant. This unit's HOA Association fee is calculated by the owner based on his estimated monthly cost for the front unit. The total HOA Association fee is shared just between the two units. Please ask listing agent for further information.

160 Forest St Unit 160, New Canaan
$6,500
3 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 24185856 MLS
One block from New Canaan's fine restaurants, shops and train. Spacious 3 bedroom, 2.5 bath townhouse in professionally maintained complex of 8 units. Rare first floor primary. Unit was renovated in August of 2025. Hardwood floors throughout the EIK, dining room and Living room. LR has a wood burning fireplace, and slider to flagstone patio. Primary bedroom is on the first floor with its own bath. Second floor has two bedrooms that share a hall bath and a rec/den room. Tenant pays rent, utilities and $500 sewer. Credit of 720+, credit check, first month's rent and two month's security deposit. Professional landlord maintains the exterior, landscaping, snow removal. No pets per HOA. Available 8/15/2026. No Co-Signers or Guarantors allowed. 500k Limited liability ins. required. Addendum to lease required.

77 Forest St Unit 77, New Canaan
$2,498,000
4 Beds ⋅ 5 Baths ⋅ ACTIVE Status ⋅ 24184964 MLS ⋅ Enclave On Richmond - Pending Verification BLDG.
Experience elevated living in the heart of downtown New Canaan with this exquisite boutique enclave offering just 7 luxury residences. Built with the best finishes in mind, this home features 2,954 sq ft of finished space, Elevator, large-pane oversized windows, and a thoughtfully designed layout that centers around your gourmet kitchen featuring custom cabinetry, gorgeous island with 2" countertops, chefs appliances, and breakfast area that opens to the family room with gas fireplace and sliders overlooking the fabulous terrace creating the perfect indoor/outdoor living experience. Exquisite mill work, white oak floors, custom staircases, and built-ins truly show meticulous attention to detail. Absolutely spectacular primary bedroom with walk-in closet, and spa inspired bathroom that will take your breath away featuring a 8ft x 4ft walk in shower, soaking tub, floating vanity, and heated floors. Take the elevator or stairs to the finished 3rd floor and enjoy sunsets from your private rooftop deck overlooking Mead Park. "The Enclave on Richmond" offers privacy, elegance, and convenience with just a few steps to New Canaan's shops, restaurants, and Metro-North station. Truly a one-of-a-kind residence.

20 Richmond Hill Rd Unit 2, New Canaan
$2,495,000
3 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 24181415 MLS ⋅ Oenoke BLDG.
Rarely offered and just moments from the heart of New Canaan, this beautifully renovated three-bedroom residence offers exceptional comfort, convenience, and timeless style. Set in the intimate Oenoke Lane community, the home has been extensively renovated and thoughtfully improved over the years, creating spaces that feel both elegant and effortless. A desirable end unit with an east-west orientation, the home is filled with natural light and enjoys exceptional privacy, enhanced by protected Land Trust property directly across the street. Sunlight fills the gracious living and dining rooms, while the beautifully reimagined kitchen serves as the heart of the home, featuring quartzite countertops, custom cabinetry, banquette seating, Wolf, Bosch and Sub-Zero appliances, and radiant heated floor. Sliders from the living room, dining room, and kitchen open to a private terrace, creating a seamless connection between indoor and outdoor living. A private elevator provides access to all three levels. Upstairs, the primary suite features a custom dressing area, built-in workspace, and beautifully renovated bath with radiant heated floor. An additional bedroom offers flexibility for guests, family, or office space, while the lower-level bedroom includes built-ins and an en-suite bath with radiant heated floor, ideal for guests or a private retreat. PLEASE NOTE TAXES LISTED ABOVE ($26,201) ARE FOR 145 AND 147 OENOKE LANE COMBINED. QUARTERLY ASSOCIATION FEE INCLUDES TAXES.

145 Oenoke Ln, New Canaan
$8,250,000
6 Beds ⋅ 8 Baths ⋅ ACTIVE Status ⋅ 24184237 MLS
190 Brookwood Lane is set in one of New Canaan's most unique and desirable residential settings - a bucolic landscape of rolling meadows, mature woodlands, and gently flowing streams set on just over 3 acres of quintessential New England beauty. Situated in the heart of New Canaan, the property offers a peaceful and established neighborhood setting where quiet roads, mature trees, and estate-scale properties create an atmosphere increasingly difficult to replicate. This extraordinary proposed residence blends timeless New England architecture with refined modern living. Designed by Tanner White Architects as the quintessential New Canaan colonial with gracious proportions and exceptional scale, the home is envisioned with approximately 7,500 square feet across the first and second floors, including expansive entertaining spaces, dramatic 10-foot ceilings on the main level, generously scaled bedrooms, and seamless indoor-outdoor living throughout. The proposed floor plan includes 6 bedrooms, 8 bathrooms, 3-car garage, and pool with the opportunity to finish attic and lower-level spaces for more than 10,000 total square feet. The oversized homesite provides exceptional flexibility for estate level outdoor amenities while maintaining tremendous privacy and natural beauty.

190 Brookwood Ln, New Canaan
$4,999,000
6 Beds ⋅ 8 Baths ⋅ ACTIVE Status ⋅ 24184181 MLS
THIS IS THE ONE YOU'VE BEEN WAITING FOR! A rare new construction opportunity by Lecher Development, currently underway on a prime in-town cul-de-sac. With construction still in progress, there is time to personalize finishes and select details to match your style and preferences. This exceptional luxury home offers 6,658 square feet of light-filled living space across four finished levels. Highlights include: Gourmet Kitchen: A state-of-the-art kitchen featuring a large center island, premium stainless steel appliances, and an open layout that flows into the family room with a fireplace and French doors leading to a covered porch. Flexible Main-Level Living: The first floor includes a private room that can serve as a home office or sixth bedroom, complete with an adjacent full bath. Finished Third Floor: Ideal for a second office, playroom, guest suite, or au pair quarters. Spacious Lower Level: Featuring 10-foot ceilings, perfect for a gym, media room, playroom, or additional recreation space. Generous Ceiling Heights: 9-foot ceilings on the main and second floors enhance the home's open, airy feel. Additional amenities include a 24-kW generator, five-zone heating and cooling, natural gas, and town water. Set on a level property with a designated pool site, this home combines luxury, comfort, and customization in an unbeatable location. Don't miss the opportunity to make this exceptional property your dream home. Measurements & specs are approximate & sub

19 Orchard Ln, New Canaan
$4,295,000
5 Beds ⋅ 6 Baths ⋅ ACTIVE Status ⋅ 24183490 MLS
This elegant New Canaan home is distinguished by its timeless Federal-inspired architecture and gracious symmetry. The five bedroom five and a half bath residence was thoughtfully redesigned and expanded in 2007 to the highest standard. Set on two beautifully landscaped and very private acres in one of New Canaan's most coveted cul-de-sac settings, this light-filled residence offers over 7,200 square feet of refined living space that effortlessly balances elegance with warmth. The home features a generous first-floor primary suite with luxurious marble bath and walk-in closets, an inviting library with fireplace, and private office also with fireplace. A spectacular kitchen with upscale appliances and marble countertops opens to a family room which flows seamlessly for both intimate living and entertaining on a grand scale. A rear staircase opens to a spacious second floor recreation room, three oversized bedroom suites, and a cozy sitting area. Outside, a heated pool, flagstone terraces, sweeping lawns, and mature gardens create a private outdoor sanctuary worthy of the home itself. Perfectly positioned just moments from the beloved Irwin Park, commuter train, charming New Canaan village, the GreenLink Nature Trail, and highly acclaimed New Canaan public schools and library. This is a rare opportunity to own a truly special property where classic New England beauty, exceptional craftsmanship, and unparalleled location converge.

34 Bayberry Rd, New Canaan
$1,650,000
4 Beds ⋅ 4 Baths ⋅ ACTIVE UNDER CONTRACT Status ⋅ 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
$25,000
5 Beds ⋅ 5 Baths ⋅ ACTIVE Status ⋅ 24170927 MLS
Sophisticated Center Hall Colonial totally renovated and expanded in 2008. Arched detailed interior doorways, enormous gourmet kitchen with several chef stations, sinks, 2 dishwashers, calacatta gold marble counters and high end appliances provides the hub where friends & family enjoy gathering. The welcoming great room with coffered ceiling, French doors & fireplace leads to flagstone terrace with outdoor fireplace for indoor/outdoor entertaining. A 2-story solarium offers picturesque seasonal views and overlooks spectacular private property with heated pool, cabana & stream beyond. Luxurious master suite with dressing room & marble bath, rear staircase, finished walk-out lower level, generator, garages for 4 cars and so much more. Located close to restaurants, shopping and commuting. Additional 1,800 sq ft in finished lower level with full bath. Tenant to use landlord's service providers.

490 Lost District Dr, New Canaan
$1,500,000
4 Beds ⋅ 4 Baths ⋅ ACTIVE Status ⋅ 24127461 MLS
One-of-a-kind property, dwellings built by owners' grandfather. Summer porch included with upper larger unit. Small apartment has large open porch as well. Sixty- one has patio and nice rear property. Fifty-seven has front and rear property. Unique income property - one of only four multiple rental dwellings in New Canaan with several buildings on one property. Leases expire 6/30 then month to month.

61 Smith Ridge Rd, New Canaan
$3,300
2 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 24180999 MLS
Idyllic Silvermine cottage living along one of New Canaan's most enchanting river roads. Set on a narrow, storybook stretch of Mill Road where yellow lines disappear, stone walls trace the landscape, and older homes sit close to the Silvermine River, this charming 1933 cottage offers a rare chance to live in one of New Canaan's most atmospheric settings. With direct frontage along the Silvermine River, the property feels less like a typical rental and more like a transport back to an earlier New England rhythm - river views, mature greenery, winding roads, and the quiet character of a historic enclave. Just moments from GrayBarns, the setting offers a unique blend of privacy, beauty, and walkable lifestyle, where dinner, drinks, or lunch by the river can feel like part of everyday life. Inside, the home offers approximately 945 square feet with 2 bedrooms, 1 full bath, 1 half bath, a fireplace, off-street parking, and a cottage-style layout that lives simply and comfortably. The property sits on just over one acre and has been previously remodeled while maintaining the charm and scale that make Silvermine so distinct. For those seeking something polished but not generic, private but not isolated, and connected to one of New Canaan's most beautiful natural and architectural pockets, this Silvermine cottage is a rare offering.

New Canaan
$975,000
3 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 24181388 MLS ⋅ Coachman's Square BLDG.
Finally back on the market and available to shown now that the tenants have moved out! Beautifully updated and ideally located, this spacious three-bedroom townhouse in sought-after Coachman's Square offers the perfect combination of convenience, comfort, and low-maintenance living. Just moments from downtown New Canaan, East School, parks, restaurants, shopping, and the train, this move-in-ready home places everything you love about New Canaan right at your doorstep. The thoughtfully designed floor plan features three finished levels with over 2,000 square feet of living space. The main level offers bright, inviting living and dining areas, while the updated kitchen provides both style and functionality for everyday living. Upstairs, three generously sized bedrooms offer comfortable accommodations, while the finished walk-out lower level creates flexible space for a family room, home office, gym, playroom, or guest overflow. Additional highlights include central air, an attached one-car garage, private outdoor living space, and professional management for easy ownership. Whether you're downsizing, purchasing your first home in New Canaan, or seeking a turnkey investment opportunity, this exceptional townhouse offers the lifestyle, location, and value that are increasingly difficult to find.

253 New Norwalk Rd Unit 5, New Canaan
$2,199,000
4 Beds ⋅ 3 Baths ⋅ ACTIVE UNDER CONTRACT Status ⋅ 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
$1,795,000
5 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 24179698 MLS
JUST REDUCED-AMAZING PRICE. Exceptional investment opportunity in the heart of New Canaan. This fully leased, income-producing 3-family property offers immediate cash flow and long-term value in one of Fairfield County's most desirable communities. Generating $8,450 per month in rental income, the property is meticulously maintained and features 3 well appointed residences, each with in-unit laundry, garage and functional layouts that attract quality tenants. A rare offering, the property incls 6 garage spaces-4 attached to the main residence plus a detached 2-car garage with loft storage-providing additional rental potential, storage, or future flexibility. The charming grounds feature a delightful garden setting, creating an appealing environment for residents. Ideally located within walking distance to New Canaan's vibrant downtown, residents enjoy easy access to fine dining, boutique shopping, parks, cultural attractions, and the Metro-North train with direct service to Grand Central Terminal. Consistently recognized for its top-rated schools, picturesque New England character, and exceptional quality of life, New Canaan remains one of Connecticut's most sought-after residential destinations. Whether expanding an investment portfolio or seeking a multi-generational living opportunity with strong income potential, this turnkey property presents a rare chance to own a premier multi-family asset in an exceptional location. This is a rare opportunity for a savvy purchaser.

19 Urban St, New Canaan
$3,100
1 Beds ⋅ 1 Baths ⋅ ACTIVE Status ⋅ 24178837 MLS
Spacious 1 bedroom apartment in town. Close to train, shopping and restaurants. Well maintained complex with easy parking, laundry and storage on premises. Two pools on premises, heat and hot water included.

62 Heritage Hill Rd Unit D, New Canaan
$2,780,000
5 Beds ⋅ 7 Baths ⋅ ACTIVE Status ⋅ 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
$1,275,000
4 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 24165564 MLS
Enjoy the ease of in-town living at its finest. Ideally located just moments from restaurants, shops, library, farmer's market, movie theater, the Metro-North train and local churches. This home offers exceptional convenience with no car required. Set on a quiet cul-de-sac, the property combines peaceful surroundings with close proximity to all the amenities of town. A rare opportunity, this legal two-family residence offers outstanding flexibility, live in one unit while generating rental income from the other, or rent both units. Perfect for commuters or those seeking a weekend retreat, the home also features a sunny backyard, ideal for gardening, relaxing, or entertaining. Thoughtfully updated, the main house includes a new washer and dryer (2026), new dishwasher and hood (2025), a perimeter fence (2023), a mini-split heating and cooling system (2023), a roof installed in 2021, and a whole house water filtration system in place. The apartment has also been well maintained with a new stove (2026), new dishwasher (2025), and washer and dryer (2023). The property is serviced by public sewer and town water. Properties with this combination of location, versatility, and charm rarely come to market. Come experience all the possibilities this exceptional home has to offer.

16 Raymond St, New Canaan
$7,350
2 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 24175726 MLS
This bright and airy two-bedroom duplex spans two levels and offers picturesque views of Main Street. Fully reimagined through a complete gut renovation, the residence seamlessly blends modern design, exceptional comfort, and top-tier energy efficiency. The sun-filled open-concept layout features gleaming white oak floors, expansive windows, quartz countertops, and a sleek Bosch stainless steel appliance suite. Both bedrooms offer beautifully appointed ensuite, spa-inspired bathrooms, while additional highlights include a home office space, recessed lighting throughout, and a charming private porch. Ideally situated in the heart of town, this exceptional home is just moments from acclaimed restaurants, boutique shopping, the commuter express train, and the very best of in-town living.

54 Main St, New Canaan
$499,000
2 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 24170520 MLS ⋅ East Hills BLDG.
Welcome home to this bright and beautifully updated 2-bedroom, 1.5-bath condo, perched at the end of a quiet cul-de-sac for ultimate privacy. Both bedrooms occupy their own second-floor retreat, creating a smart separation from the sun-filled living spaces below. The updated kitchen shines with brand new countertops and appliances, while a new washer/dryer makes everyday living effortless. Ample attic storage offers a rare bonus you won't find in most condos - room to breathe, organize, and grow. Add in a coveted New Canaan address just minutes from downtown shops, dining, and the train, and you have a true move-in-ready gem.

32 E Hills Dr Unit 32, New Canaan
$599,000
2 Beds ⋅ 1 Baths ⋅ ACTIVE Status ⋅ 24174165 MLS ⋅ St. John Place BLDG.
In-town location. Ideally situated just one block from the Metro North train station to NYC, village center, parks and library and all the plethora of amenities New Canaan has to offer. A circular drive and lush front lawn greet you at this brick 1910 mansion, which has been thoughtfully converted into nine charming residences. The property features park-like estate grounds perfect for picnics on the sweeping level back lawn. Sitting benches and lovely gardens abound. St. John Place is a highly sought-after location on "the Acre". This two-bedroom condo with living room, dining room, kitchen and roof top views is the perfect place to call home. HOA fee includes-heat, hot water, water, snow removal & trash pick up.

24 Saint Johns Pl Unit 4, New Canaan

The data relating to real estate for sale on this website appears in part through the SMARTMLS Internet Data Exchange program, a voluntary cooperative exchange of property listing data between licensed real estate brokerage firms, and is provided by SMARTMLS through a licensing agreement. Listing information is from various brokers who participate in the SMARTMLS IDX program and not all listings may be visible on the site. The property information being provided on or through the website is for the personal, non-commercial use of consumers and such information may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Some properties which appear for sale on the website may no longer be available because they are for instance, under contract, sold or are no longer being offered for sale. Property information displayed is deemed reliable but is not guaranteed. Copyright 2026 SmartMLS, Inc.