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118 East Ave, New Canaan
$1,250,000
3 Beds ⋅ 2 Baths ⋅ 24116873 MLS
Spacious, light filled and well maintained 2 family home in the heart of New Canaan. First time on the market for sale, this home has been in the same family for over 50 years. Steps from restaurants, shopping and library! Here is your opportunity to purchase an income producing 2 family home. First Floor unit has 2 bedrooms, large eat in kitchen and access to covered front porch, finished basement with laundry area and storage. Second Floor unit features, open deck, 1 bedroom plus a study/den (could be used as 2nd bedroom), tall ceilings, laundry room area and eat in kitchen and oozes charm. Rent both units out or live in one and rent out 2nd unit. Also possibility of converting back to Single family residence as the staircase is still intact. Property is being sold AS IS.

118 East Ave, New Canaan

12 Gerdes Rd, New Canaan
$1,175,000
4 Beds ⋅ 4 Baths ⋅ 24132030 MLS
A classic 18th-century New England farmhouse, reimagined for the 21st century after a comprehensive five-year renovation. Thoughtfully modernized, the home retains its original character while seamlessly integrating contemporary comforts and style. Light-filled, open living spaces create an airy, modern feel, grounded by whitewashed Douglas fir flooring and anchored by a large, updated kitchen with a working fireplace. Generously sized bedrooms include a primary suite with a custom walk-in closet and a beautifully appointed bathroom featuring a soaking tub. Throughout the home, period details pay tribute to its rich heritage, while extensive mechanical upgrades ensure effortless, move-in-ready living. Set on a beautifully landscaped acre filled with mature trees and flowering shrubs, the property offers a peaceful retreat. A sun-drenched pool is discreetly nestled in the rear, and a charming covered porch provides the perfect setting for summer gatherings, quiet mornings, or evening entertaining. Additional highlights include an expansive walk-up attic offering potential for future expansion. Ideally located across from Waveny Park and just under two miles from downtown New Canaan and its top-rated schools.

12 Gerdes Rd, New Canaan

164 Summer St Unit APT A, New Canaan
$1,155,000
3 Beds ⋅ 3 Baths ⋅ 24153987 MLS ⋅ Essex Ridge BLDG.
Highest & Best By Tuesday (Feb.17th) @ Noon.This home will feel like love at first sight. Only a short 5 minute walk to downtown New Canaan and train, this fully renovated townhouse (end-unit) has 3 bedrooms, 2.5 baths and 2,232 sqft, including a lower level that walks out to a private patio. Picture yourself stepping into the foyer each day - warm light, hardwood floors, and a dining room perfect for dinners with friends or weekend breakfasts. The kitchen is the kind you'll actually want to cook in: top tier appliances, bright white countertops and plenty of storage so everything has a place. The living room is tucked away just enough to be a quiet spot for reading, movie nights, or a cup of coffee in the morning. All three bedrooms are upstairs. The primary is calm and roomy with an en-suite featuring a floor to ceiling shower and heated bathroom floors. The two guest bedrooms are generous in size with plenty of closet space. If you value thoughtful updates, cozy corners, and being steps from town, this might be the perfect option for you. As another added amenity, the next owner will be able to look forward to brand new siding all throughout the entire exterior of the home as part of the upcoming complex initiative - this is already paid for by the current owners, no additional expense!

164 Summer St Unit APT A, New Canaan

401 Jelliff Mill Rd, New Canaan
$1,125,000
3 Beds ⋅ 2 Baths ⋅ 24176407 MLS
Move-in-ready, renovated New Canaan charmer. This three-bedroom home is a true gem, featuring 1930s vintage architectural details alongside extensive recent updates. Key highlights of the property include: Main Level: An updated kitchen with top-of-the-line stainless appliances and a sitting island, opens to the dining room, and a living room. Easy access to outdoor patio. Second Floor: An owner suite with hardwood floors and a large walk-in closet, plus two additional bedrooms, a full bath, and a large linen closet. Lower Level: A finished recreational playroom, laundry area, workroom, and storage closet. Additional Storage: Plentiful space in the walk-up attic. Exterior: A level backyard with a two-car garage and a private courtyard patio, perfect for relaxation and entertaining. Ideally located for commuters, this home offers easy access to West Elementary School, the town center, Metro-North, and the Parkway.

401 Jelliff Mill Rd, New Canaan

New Canaan
$1,100,000
8 Beds ⋅ 2 Baths ⋅ 24168579 MLS
Nestled in a quiet neighborhood this spacious single family home offers flexibility, comfort, and a highly convenient location. Set on a generous lot, the property features a large backyard ideal for outdoor gatherings, complete with ample parking. Inside, the home provides an expansive layout the main floor features five comfortable, carpeted bedrooms, a full bath, a dedicated laundry room, a bright eat-in kitchen, and a welcoming living room with hardwood flooring, perfect for everyday living and entertaining. The lower level adds even more versatility, offering three additional bedrooms with wall-to-wall carpeting, a full bath, and a spacious living area with dining space and a second kitchen setup. Whether used for extended living, guest accommodations, or recreation, this level enhances the home's overall functionality. The home has been thoughtfully updated, updated cabinets and flooring on both the upper and lower levels, and fully renovated bathrooms upstairs and downstairs. Additional improvements include a new fire-rated window in the lower level and brand new carpeting throughout both levels, enhancing comfort and peace of mind. Enjoy easy access to the Merritt Parkway, while also being within walking distance to the train station and the charming town center, known for its quaint shops and local amenities!

New Canaan

New Canaan
$1,100,000
8 Beds ⋅ 2 Baths ⋅ 24167880 MLS
Nestled in a quiet neighborhood this well maintained two family home offers space, versatility, and convenience in a highly desirable location. Set on a generous lot, the property features a spacious backyard perfect for outdoor enjoyment, along with ample parking for residents and guests. Commuters will appreciate the easy access to the Merritt Parkway, while the nearby train station and charming town center filled with quaint shops and local amenities are just a short walk away. The home has been thoughtfully updated, with cabinets and flooring on both the upper and lower levels, and fully renovated bathrooms upstairs and downstairs. Additional improvements include a new fire rated windows in the lower level and brand new carpeting throughout both levels, enhancing comfort and peace of mind. The main level boasts a comfortable layout with five carpeted bedrooms, a full bath, a dedicated laundry room, and an inviting eat-in kitchen. The living room features hardwood flooring, creating a cozy gathering space for everyday living. The lower level offers additional living flexibility, complete with three bedrooms featuring wall-to-wall carpeting, a fully renovated full bath, and a combined living and dining area alongside a functional kitchen ideal for extended family or rental potential. Ideal for investors or multi-generational living, this property offers location, updates, and practicality!

New Canaan

101 Parade Hill Rd, New Canaan
$1,100,000
3 Beds ⋅ 2 Baths ⋅ 24150007 MLS
Welcome to 101 Parade Hill in New Canaan. This fully renovated, single-level home has been thoughtfully redesigned from top to bottom and offers a rare opportunity for true one-floor living just a short walk from town. Inside, you'll find a bright, open layout with a modern feel throughout. The kitchen is a standout, featuring striking black and gold appliances and a sleek, contemporary design that flows seamlessly into the main living space, making it great for both everyday life and entertaining. The home offers three generously sized bedrooms and two beautifully updated bathrooms, including a newly reimagined primary suite with its own private en suite. Major improvements include a brand-new roof, new siding, and central air conditioning, so you can move right in with confidence. Just off the kitchen, a private patio provides a perfect spot for outdoor dining or relaxing. Set in one of Connecticut's most desirable towns, this home puts you close to downtown New Canaan's shops, restaurants, and amenities, along with access to the area's highly regarded schools. Stylish, low-maintenance, and exceptionally well-located, 101 Parade Hill offers a fantastic opportunity to enjoy modern living in a truly special community.

101 Parade Hill Rd, New Canaan

96 East Ave Unit APT C, New Canaan
$1,020,000
3 Beds ⋅ 3 Baths ⋅ 24133720 MLS ⋅ Chatham Walk BLDG.
Rare opportunity to own at Chatham Walk. The perfect location for walking to the Train, in town Shopping, the Library and Grocery Stores. This Townhouse offers you 1,524 sq.ft of living space with an additional 756 sq.ft in the finished basement. The spacious living/dining room open floor plan offers a comfortable living entertaining space. From the dining room walk onto the deck overlooking a private grassy area. The kitchen off of the dining room has granite counters, Fisher & Paykel refrigerator and a Miele dishwasher. The primary bedroom upstairs has an en suite marble bathroom walk in shower. Very spacious his and her closets. Two other bedrooms offer spacious closets as well. A full bathroom in the hallway upstairs is for the other two bedrooms and a half bath for company on the main level. All bathrooms are renovated . The lower level offers lovely living space with a custom wine room. A separate laundry room is in the lower level with cabinets for storage. Many improvements have been made. New storm doors, all hardwood floors refinished, new HVAC system, new hot water heater, new panel for 200 amp service, wiring for tv in the finished lower level, new attic stairs, new fan in the en suite bathroom. Move in to enjoy the holiday season .

96 East Ave Unit APT C, New Canaan

253 New Norwalk Rd Unit 5, New Canaan
$985,000
3 Beds ⋅ 3 Baths ⋅ 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

113 Heritage Hill Rd Unit 113, New Canaan
$975,000
3 Beds ⋅ 3 Baths ⋅ 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

68 Lakeview Ave Unit 5, New Canaan
$950,000
2 Beds ⋅ 3 Baths ⋅ 24203278 MLS ⋅ Graystone BLDG.
This charming two-bedroom, 2.5-bath condo is located just minutes from the center of town. The newly renovated kitchen is fresh, bright, and thoughtfully designed, with an easy flow into the living and dining areas. The private outdoor deck extends the living space and is an ideal spot for morning coffee or gathering with friends for dinner outside. The two bedrooms offer comfortable, private spaces, while the fully finished lower level provides flexible additional space for a family room, home office, gym, or guest area. With a full bath and laundry on this level, it adds both functionality and convenience. A detached one-car garage provides private parking and extra storage. Turnkey and ideally situated within the well-maintained Graystone Circle complex, this condo offers exceptional convenience, flexibility, and easy living just minutes from town.

68 Lakeview Ave Unit 5, New Canaan

254 Park St Unit 254, New Canaan
$949,000
3 Beds ⋅ 3 Baths ⋅ 24124961 MLS ⋅ Lantern Way BLDG.
Welcome to Lantern Way - a hidden gem in the heart of New Canaan. This three bedroom, two and a half bathroom condo has an updated kitchen and bathrooms, a family room with a fireplace, a private patio, finished basement and an in-ground pool to be enjoyed by Lantern Way residents. Appreciate the convenience not only of living within steps of Metro North and New Canaan's vibrant village, but also across from one of New Canaan's most treasured assets: Mead Park, which offers town sports, tennis and pickleball courts, a playground tailored for both younger and older children, a duck pond and the Apple Cart - a unexpectedly great place for casual outdoor dining. Whether you are downsizing or looking to find the perfect place to call home in New Canaan, look no further than 254 Park St.

254 Park St Unit 254, New Canaan

84 Heritage Hill Rd Unit 84, New Canaan
$840,000
3 Beds ⋅ 2 Baths ⋅ 24184944 MLS ⋅ Oenoke BLDG.
Welcome to this fabulous, completely updated corner-unit townhome, perfectly situated in the heart of New Canaan, steps from downtown. Bathed in natural light from multiple exposures, this exceptional 3-bedroom, 2-full bath residence seamlessly blends timeless style with modern comfort, offering a turnkey lifestyle in one of Fairfield County's most sought-after communities. The thoughtfully designed open floor plan creates an inviting atmosphere for both everyday living and entertaining. Beautifully updated interiors flow effortlessly from room to room, including a flex-space bedroom with a Murphy Bed that converts into a desk for office use. A highlight and one-of-a-kind feature is the recently renovated screened-in porch. This charming outdoor retreat extends your living space and offers the ideal setting for morning coffee, alfresco dining or simply unwinding while enjoying nature. Rarely available in these townhomes, #84 features an in-unit washer and dryer which adds to the home's exceptional functionality. In addition to the assigned parking space, a detached garage is included, which provides valuable parking and additional storage. Residents enjoy a resort-like lifestyle with access to 2 community pools and beautifully maintained grounds. A quick walk to New Canaan's vibrant village center provides access to acclaimed restaurants, boutique shopping, and the train station. With access to the town's award-winning schools, its prime location, sophisticated updates,

84 Heritage Hill Rd Unit 84, New Canaan

53 Michigan Rd, New Canaan
$800,000
170613079 MLS
Lot 53 is located at the end of Lee Lane, a private side street off Michigan Road. The 4-acre plot provides ample space for the creation of a single family home (septic study allows for at least five bedrooms), giving buyers the opportunity to design their dream home and avoid the hectic seller's market. The wooded surroundings offer a natural buffer from the outside world, fostering a sense of seclusion without sacrificing the convenience of being close to the amenities of New Canaan - a mere seven minutes to downtown and nine minuets from the train station. Whether you envision a charming cottage nestled among the trees or a contemporary home with large windows framing the natural beauty, this plot presents a canvas upon which you can paint your vision of an idyllic and tranquil living space.

53 Michigan Rd, New Canaan

55 Heritage Hill Rd Unit 55, New Canaan
$754,000
2 Beds ⋅ 2 Baths ⋅ 24193325 MLS ⋅ Oenoke BLDG.
Fabulous corner unit townhome with very private gardens & lawn area. This bright and beautifully updated 2-bedroom, 1.5 bath residence offers the perfect blend of style, space and convenience. Flooded with natural light, this home features an open flow ideal for everyday living and entertaining. Step outside to your own large private terrace - a rare find, perfect for alfresco dining, morning coffee or quiet evenings. Additional highlights include a detached garage for additional storage just a few steps away. Enjoy resort style living with access to two community pools, New Canaan's award winning schools, vibrant downtown and easy commuter access- all from this exceptional corner location.

55 Heritage Hill Rd Unit 55, New Canaan

84 Parade Hill Rd Unit 84, New Canaan
$740,000
3 Beds ⋅ 2 Baths ⋅ 24160793 MLS ⋅ Village Common BLDG.
A thoughtfully updated townhouse-style condo offering exceptional value, efficiency improvements, and modern living in one of New Canaan's most convenient and desirable communities. Ideally located just moments from downtown New Canaan, this 3-bedroom residence combines comfortable living spaces filled with natural light. The home features an inviting open-concept main level, spacious bedrooms, private outdoor space, and a heated lower-level area is ideal for a home office, media room, fitness gym, or other flex living space. Recent improvements include a newly insulated attic designed to support enhanced year-round comfort and energy efficiency as well as landscape improvements for outdoor enjoyment. The home is wired for high-speed internet, making it exceptionally well-suited for modern remote work-at-home and streaming needs. Additional highlights include relatively low property taxes and low HOA when compared to many surrounding Fairfield County communities, and a low-maintenance lifestyle. Residents enjoy access to New Canaan's highly regarded public schools, along with the town's vibrant downtown, parks, dining, library, shopping, and commuter convenience to downtown Stamford and New York City. This is a rare opportunity to own a proactively maintained home offering efficiency upgrades, flexibility, and long-term value.

84 Parade Hill Rd Unit 84, New Canaan

125 Heritage Hill Rd Unit A, New Canaan
$730,000
2 Beds ⋅ 2 Baths ⋅ 24173058 MLS ⋅ Oenoke BLDG.
Experience the best of New Canaan living in this impeccable first-floor corner-unit condominium in one of Fairfield's County's most sought-after communities. This beautifully updated 2-bedroom, 2 bath home offers the perfect blend of comfort, style and convenience just walking distant to restaurants, cafes, shopping parks, and the Metro-North Railroad for and easy NYC commute. Filled with both morning and afternoon sunlight, the home features custom floor-to- ceiling built-ins surrounding a marble electric fireplace, crown molding throughout, refreshed hardwood floors (2024) newer windows, and stylish new lighting. The refreshed kitchen (20024) includes a new refrigerator, microwave all stainless-steel appliances, while both full baths were beautifully renovated in 2024. Rare conveniences include a detached one-car garage and a deeded parking space just outside the rear entrance. Additional private basement storage. Enjoy beautifully landscaped grounds, two community pools and low-maintenance living with heat, A/C, hot water, snow and garbage removal, professionally managed included in the HOA. Located near top-rated public schools, new library and beloved town parks, this is the turnkey living in the heart of New Canaan. 125 Heritage Hill Road Unit A is a special place to call home.

125 Heritage Hill Rd Unit A, New Canaan

151 Heritage Hill Rd Unit APT B, New Canaan
$700,000
3 Beds ⋅ 2 Baths ⋅ 24143116 MLS ⋅ Oenoke BLDG.
*FRESHLY PAINTED AND READY FOR MOVE IN* Discover one of the largest units in the sought-after Oenoke Association! This bright and airy 3-bedroom, 2-bathroom (both remodeled) first-floor condo spans 1,376 sq. ft. and features beautiful hardwood floors throughout. The remodeled kitchen boasts granite countertops and tile flooring, while the dining room and sun-filled living room provides comfort and charm. Enjoy the convenience of a private garage (#92) plus a reserved parking spot, along with access to a laundry and storage room in the basement. The well-managed complex offers two pools, and common charges include heat, hot water, and A/C for added ease. Perfectly located within walking distance to town, train, shops, and restaurants, this condo is a fantastic opportunity for those seeking both space and convenience in a vibrant community.

151 Heritage Hill Rd Unit APT B, New Canaan

95 Heritage Hill Rd, New Canaan
$690,000
2 Beds ⋅ 2 Baths ⋅ 24154387 MLS ⋅ Oenoke BLDG.
Welcome to this bright and inviting two-bedroom townhouse ideally located in the desirable Heritage Hill community. This light-filled home features a spacious living room that opens to your own private terrace-perfect for morning coffee or evening relaxation. Enjoy modern comfort with new windows installed in 2020, in-unit laundry on the lower level, and 1 full and 1 half bath designed for convenience. Heritage Hill offers a tranquil setting with beautifully maintained grounds and two sparkling swimming pools for residents to enjoy during the warmer months. Whether you're a first-time homebuyer, down sizing, or simply looking for easy, maintenance-free living close to downtown New Canaan's shops and restaurants, this lovely home has it all. Don't miss this opportunity to own in one of New Canaan's most desirable townhouse communities! Special plantings to the left and right of the front door are Taxus Baccata, and Irish Yew that the current owner had planted.

95 Heritage Hill Rd, New Canaan

114 Heritage Hill Rd Unit C, New Canaan
$487,500
2 Beds ⋅ 1 Baths ⋅ 24197833 MLS ⋅ Oenoke BLDG.
Welcome to easy in-town living at Oenoke Condominiums! This sun-filled, immaculate two-bedroom residence on the 2nd floor enjoys a wonderful location overlooking the large, inviting pool, making a refreshing summer dip just steps from your door. Freshly painted and move-in ready, the home features a spacious living room, an easy-flow floor plan, two generously sized bedrooms with large closets, and abundant natural light throughout. Recent updates include a new GE five-burner glass-top range and Whirlpool over-the-range microwave. Replacement windows were installed in 2014 and include a limited lifetime warranty. Additional conveniences include private storage and laundry facilities in the basement, while heat and hot water are included in the common charges. Best of all, leave the car behind! Enjoy an easy stroll to the heart of New Canaan for exceptional dining, unique shops, parks, the library, and Metro-North service to NYC. With New Canaan's highly regarded schools, beautiful parks and outstanding recreational amenities nearby, this bright and beautifully maintained home offers the perfect combination of comfort, convenience and an exceptional in-town lifestyle.

114 Heritage Hill Rd Unit C, New Canaan

85 Locust Ave Unit APT 516, New Canaan
$455,000
1 Beds ⋅ 1 Baths ⋅ 24123607 MLS ⋅ Village At New Canaan BLDG.
Discover Cozy Elegance at The Village at New Canaan! Welcome to a charming one-bedroom, one-bath condo nestled in one of Fairfield County's most desirable communities. This 743-square-foot home features an inviting open floor plan uniting the living, dining, and kitchen areas. You'll find granite countertops and premium GE and Fisher & Paykel appliances in the kitchen, complemented by hardwood floors throughout. Admire the elegance of Hubbardton Forge lighting fixtures and enjoy your own private patio for a bit of outdoor relaxation. As a bonus, this home includes a spacious 290-square-foot storage unit on-site, perfect for all your extra belongings. Just minutes from local shops, dining, and the train station, this condo blends convenience with a touch of luxury. Come see why it's the perfect place to call home.

85 Locust Ave Unit APT 516, New Canaan

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