Fairfield, CT Homes in ZIP Code 06840

/35
$1,895,000 Open Sat 1PM - 4PM
- 4 Beds
- 4 Baths
- 4,436 Sq Ft
232 Sleepy Hollow Rd, New Canaan, CT 06840

Tucked away at the end of a quiet cul-de-sac, this contemporary home offers nearly 4,500sq ft of light-filled living space with a flexible floorplan designed for today's lifestyle. Set on two serene and private acres, the home features dramatic walls of windows, soaring ceiling and seamless indoor-outdoor flow. Highlights include: 4 spacious bedrooms and 4 bathrooms. Vaulted living room with

Jane Forte Coldwell Banker Realty

232 Sleepy Hollow Rd, New Canaan, CT 06840
/38
$12,500 per month
- 4 Beds
- 5 Baths
- 4,458 Sq Ft
- House for Rent
13 Huckleberry Hill Rd, New Canaan, CT 06840

Rare Rental in New Canaan: Historic Character, Natural Beauty, and Modern Comfort on Two Private Acres. Striking 4-bedroom, 3 full and 2 half-bath residence. Part of a distinguished historic estate, beautifully landscaped, this exceptional property is just 10 minutes from the New Canaan village, train, restaurants, and shopping. The 4,400 square foot home has two distinct wings, united by a

Sheila Clemente Houlihan Lawrence

13 Huckleberry Hill Rd, New Canaan, CT 06840
$2,251,600 Sold Jul 01, 2025
- 4,338 Sq Ft
- $519/SF
- 9 Days On Market
- 4 Beds
- 3.5 Baths
- Built 1987
31 Lakeview Ave, New Canaan, CT 06840

Walk to town and train from this beautiful 4 bedroom, 4 bath home with dramatic vaulted ceilings, loads of sunlight and 3900+ sf of space galore! With hardwood floors throughout, newly renovated kitchen and baths and 2 outdoor spaces to relax, you have found home. The 2 story entry foyer leads you to the living room with vaulted ceilings, a wood burning fireplace and wall of windows w French

Casey Lange Compass Connecticut, LLC

31 Lakeview Ave, New Canaan, CT 06840

Est $5,989,548 Not Listed For Sale
- 6 Beds
- 9 Baths
- 11,757 Sq Ft
688 N Wilton Rd, New Canaan, CT 06840

688 N Wilton Rd, New Canaan, CT 06840

/24
$1,299,000
- 3 Beds
- 2.5 Baths
- 1,680 Sq Ft
312 Elm St Unit 9, New Canaan, CT 06840

Discover this charming corner unit at "Prides Crossing," a collection of 51 elegant brick townhouses just steps from the vibrant village center, offering easy access to restaurants, shops, and the train station. Nestled on a gentle knoll, this home is exceptionally private, featuring a fenced south-facing back patio and garden that bathes the space in natural light. The cozy interior has a

Melissa Engel Douglas Elliman of Connecticut

312 Elm St Unit 9, New Canaan, CT 06840
/40
$6,000 per month
- 2 Beds
- 3 Baths
- 2,262 Sq Ft
- House for Rent
792 Smith Ridge Rd, New Canaan, CT 06840

Charming Cape Cod Retreat on 6 Private Wooded Acres Tucked away on six secluded acres of lush woods with a picturesque pond, this charming Cape Cod-style home offers the perfect blend of privacy and convenience. Located on prestigious Smith Ridge Road in New Canaan, you're just minutes from the Village, Irwin Park, Waveny Park, and the Merritt Parkway. Enjoy serene strolls along a scenic path

Tracy Giovanoni Pinnacle R.E.& Management Srvc

792 Smith Ridge Rd, New Canaan, CT 06840
$2,080,750 Sold Jul 01, 2025
- 3,105 Sq Ft
- $670/SF
- 14 Days On Market
- 4 Beds
- 3.5 Baths
- Built 1749
621 Weed St, New Canaan, CT 06840

This beautifully maintained 4-5 bedroom, 3.1 bath Antique offers the perfect blend of timeless elegance and modern comfort, all within walking distance to town and train. From the moment you arrive, the home's stunning curb appeal and classic charm make a lasting impression. Inside, you'll find oversized, light-filled rooms ideal for both grand entertaining and everyday living. The thoughtfully

Molly Fewster Houlihan Lawrence

621 Weed St, New Canaan, CT 06840

Est $2,945,280 Not Listed For Sale
- 5 Beds
- 5.5 Baths
- 5,076 Sq Ft
716 Cheese Spring Rd, New Canaan, CT 06840

716 Cheese Spring Rd, New Canaan, CT 06840

/25
$760,000
- 3 Beds
- 1.5 Baths
- 1,361 Sq Ft
84 Parade Hill Rd Unit 84, New Canaan, CT 06840

84 Parade Hill Road is a great entry point into New Canaan and ideal for downsizing. The condo offers all the conveniences of living in close proximity to the village of New Canaan with easy access to exceptional amenities including: shopping, restaurants, New Canaan Nature Center, New Canaan Library & Metro North Train Service to NYC. The main floor offers an open floor plan for living room,

Maria Weingarten William Raveis Real Estate

84 Parade Hill Rd Unit 84, New Canaan, CT 06840
/15
$9,000 per month
- 4 Beds
- 3 Baths
- 2,864 Sq Ft
- House for Rent
39 Whiffle Tree Ln, New Canaan, CT 06840

Interior photos coming soon ! Nestled in the sought-after "Behind the Y" neighborhood, this special 4-bedroom, 3-full-bath home sits on a beautifully flat and open acre-ideal for outdoor enjoyment and entertaining. With 3,656 square feet of well-designed living space, it offers a perfect blend of generous entertaining areas and comfortable private retreats. Walk to all three schools, Waveny

Janis Hennessy William Raveis Real Estate

39 Whiffle Tree Ln, New Canaan, CT 06840
$3,900,000 Sold Jun 30, 2025
- 5,865 Sq Ft
- $665/SF
- 24 Days On Market
- 5 Beds
- 4.5 Baths
- Built 2000
279 Old Stamford Rd, New Canaan, CT 06840

Nestled on a private cul-de-sac in a pristine neighborhood, this like-new renovated 5-bedroom, 5.5-bathroom residence offers polished luxury and modern convenience just steps from schools and Waveny Park. The parking courtyard leads to a glass enclosed entry with formal living and dining rooms at either end. The white custom kitchen with quartz countertops and new high- end appliances, has a

Leslie Razook William Pitt Sotheby's Int'l

279 Old Stamford Rd, New Canaan, CT 06840

Est $1,175,526 Not Listed For Sale
- 4 Beds
240 Benedict Hill Rd, New Canaan, CT 06840

240 Benedict Hill Rd, New Canaan, CT 06840

/40
$25,500,000
- 9 Beds
- 14 Baths
- 14,266 Sq Ft
104 Dans Hwy, New Canaan, CT 06840

Clark House, a legacy property located in New Canaan, CT, (Fairfield County) with extraordinary provenance, was re-imagined by design legends Delphine and Reed Krakoff, adding their imprimatur of spare modern elegance. Reminiscent of a French hunting lodge and built like a fortress from steel and concrete in 1937, the property was purchased as a country residence by copper heiress Huguette Clark,

Anthony Cutugno Julia B Fee Sothebys Int. Rlty

104 Dans Hwy, New Canaan, CT 06840
/39
$10,000 per month
- 5 Beds
- 3.5 Baths
- 4,263 Sq Ft
- House for Rent
202 S Bald Hill Rd, New Canaan, CT 06840

Fantastic five bedroom colonial down private drive. Plenty of room and space for the whole family including oversized mudroom, open family/kitchen/sunroom, finished walkout lower level and beautiful wraparound porch. Wonderful privacy on a beautiful piece of property.

Kelly Defrancesco William Raveis Real Estate

202 S Bald Hill Rd, New Canaan, CT 06840
$1,900,000 Sold Jun 30, 2025
- 2,503 Sq Ft
- $759/SF
- 10 Days On Market
- 4 Beds
- 3.5 Baths
- Built 1940
167 Richmond Hill Rd, New Canaan, CT 06840

Ideally situated in the heart of New Canaan, this beautifully maintained home offers unmatched convenience-just a short stroll to Mead Park, local shops, restaurants, and the train station. Flooded with natural light, the interior boasts a flexible layout designed to accommodate a variety of lifestyles. The spacious primary suite is complemented by three additional bedrooms and two full baths,

Julie Hancock Houlihan Lawrence

167 Richmond Hill Rd, New Canaan, CT 06840

Est $1,522,869 Not Listed For Sale
- 4 Beds
- 3 Baths
- 3,952 Sq Ft
25 Parting Brook Rd, New Canaan, CT 06840

25 Parting Brook Rd, New Canaan, CT 06840

/40
$5,995,000
- 6 Beds
- 8 Baths
- 6,305 Sq Ft
354 South Ave, New Canaan, CT 06840

Experience extraordinary living in this sophisticated, estate-style majestic brick townhouse with slate roof - a truly unique custom-built home showcasing timeless elegance & impeccable architectural detail across 4 expansive levels. A gracious gated entrance opens to a charming cobblestone courtyard, setting the stage for an unmatched living experience. Inside, you'll find beautifully appointed

Jaime Sneddon William Pitt Sotheby's Int'l

354 South Ave, New Canaan, CT 06840
/28
$6,203 per month
- 3 Beds
- 2 Baths
- 1,295 Sq Ft
- House for Rent
100 E Avalon Dr Unit 4122, New Canaan, CT 06840

Welcome to easy living in the heart of New Canaan! This spacious and light-filled 3-bedroom, 2-bath condo offers the perfect blend of comfort, convenience, and community. Inside features hardwood floors, granite countertops, and stainless steel appliances. The open-concept living and dining area leads to a private balcony, perfect for relaxing or entertaining. The primary bedroom has a full bath

Michael McGuirk William Pitt Sotheby's Int'l

100 E Avalon Dr Unit 4122, New Canaan, CT 06840
$3,300,000 Sold Jun 30, 2025
- 9,049 Sq Ft
- $365/SF
- 82 Days On Market
- 5 Beds
- 7 Baths
- Built 1984
181 Lambert Rd, New Canaan, CT 06840

Nestled in an exceptional location close to town, 181 Lambert Rd offers an unparalleled living experience. Architecturally enhanced, this estate exudes timeless elegance while embracing modern luxury. Built like a fortress & with the highest standards, it is designed to entertain on a grand scale. A two-story foyer welcomes you with front-to-back views of the meticulously manicured grounds.

Paola Carey Houlihan Lawrence

181 Lambert Rd, New Canaan, CT 06840

Est $1,510,457 Not Listed For Sale
- 4 Beds
- 2.5 Baths
- 3,148 Sq Ft
8 Evergreen Rd, New Canaan, CT 06840

8 Evergreen Rd, New Canaan, CT 06840

/39
$2,349,000
- 3 Beds
- 4.5 Baths
- 3,340 Sq Ft
133 East Ave Unit B, New Canaan, CT 06840

Convenience & sophisticated style is what you get with this Luxury 3 bedroom, 3 full, 4.5 Bathroom masterpiece located within walking distance to New Canaan's favorite restaurants, shops and train station. Built with the best finishes in mind, this 3,340 sq ft home features a flexible open floor plan, large-pane oversized windows, formal rooms that flow seamlessly from one to another, and the

Edward Zislis Higgins Group Real Estate

133 East Ave Unit B, New Canaan, CT 06840
/32
$18,000 per month
- 4 Beds
- 3.5 Baths
- 3,859 Sq Ft
- House for Rent
467 Laurel Rd, New Canaan, CT 06840

This charming story book French country house nestled on 2.96 acres with terraces, patios and in-ground free form pool make this home the perfect retreat. An open floorplan with many gathering areas in living room, media room, and family room make it a perfect home for both entertaining guests and enjoying private living. The home is drenched in natural sunlight from the many windows and

Karen Ceraso William Raveis Real Estate

467 Laurel Rd, New Canaan, CT 06840
$1,850,000 Sold Jun 27, 2025
- 4,180 Sq Ft
- $443/SF
- 15 Days On Market
- 4 Beds
- 3 Baths
- Built 1850
238 Weed St, New Canaan, CT 06840

Discover a truly unique home nestled on over 1 acre and ideally located near top-rated schools, parks, the train and the vibrant New Canaan town center. A dramatic two-story foyer with vaulted ceilings sets the tone for the spacious and thoughtfully designed interior. The main level features a bright, step-down living/dining room with hw floors, cozy fireplace and striking 2-story greenhouse

Maria Reciuga Berkshire Hathaway NE Prop.

238 Weed St, New Canaan, CT 06840

Est $2,177,795 Not Listed For Sale
- 5 Beds
- 3.5 Baths
- 1,600 Sq Ft
44 Benedict Hill Rd, New Canaan, CT 06840

44 Benedict Hill Rd, New Canaan, CT 06840

/40
$4,195,000
- 5 Beds
- 8 Baths
- 7,034 Sq Ft
1129 Oenoke Ridge, New Canaan, CT 06840

A special offering on one of New Canaan's most sought-after streets, 1129 Oenoke Ridge is the definition of sophisticated, turn-key living. This sun-drenched 2012 Colonial boasts over 7,000 square feet of thoughtfully designed living space across three finished levels. High ceilings, stunning millwork, and extensive built-ins abound. The first floor features a grand two-story foyer; comfortable

John Dunn Compass Connecticut, LLC

1129 Oenoke Ridge, New Canaan, CT 06840
/20
$7,500 per month
- 4 Beds
- 3 Baths
- 2,721 Sq Ft
- Townhouse for Rent
143 East Ave, New Canaan, CT 06840

Gracious 4 bed / 3 bath townhouse in the highly desirable Old Forge Green community. Cozy yet spacious interiors include large eat-in-kitchen, dining room, inviting living room with fireplace and built-ins. Step outside to a bright exterior terrace with stylish awning and beautifully landscaped gardens. Close to center of the New Canaan village for easy access to top rated restaurants, stores,

Rita Kirby William Pitt Sotheby's Int'l

143 East Ave, New Canaan, CT 06840
$2,612,500 Sold Jun 27, 2025
- 3,446 Sq Ft
- $758/SF
- 63 Days On Market
- 4 Beds
- 3.5 Baths
- Built 1948
27 Rippowam Rd, New Canaan, CT 06840

Spectacular single-floor living nestled on an oversized lot in the 2 acre zone - 3.85 serene acres overlooking Collins Pond. This remarkable property features breathtaking landscapes, a private dock, in-ground pool, and expansive sun-filled terrace-perfect for entertaining. Surrounded by magnificent old trees, enjoy unmatched privacy with 4 garages, a workshop, and a guest/caretaker apartment.

Melissa Engel Douglas Elliman of Connecticut

27 Rippowam Rd, New Canaan, CT 06840

Est $1,669,289 Not Listed For Sale
- 4 Beds
- 3.5 Baths
- 3,064 Sq Ft
697 Cheese Spring Rd, New Canaan, CT 06840

697 Cheese Spring Rd, New Canaan, CT 06840

/38
$1,649,000 Open Sun 1PM - 3PM
- 6 Beds
- 3.5 Baths
- 3,664 Sq Ft
91 Fox Run Rd, New Canaan, CT 06840

This updated Cape with its freshly painted exterior is set on a quiet culdesac with a park-like and beautifully landscaped two-acre parcel. Many vaulted ceilings and Marvin windows allow the large living areas to be bathed in sunlight. Spacious living room with fireplace, oversized vaulted ceiling formal dining room, large eat-in kitchen with an extra high ceiling opens to a wet bar, as well as a

Candace Blackwood BHHS Darien/New Canaan

91 Fox Run Rd, New Canaan, CT 06840
$2,470,000 Sold Jun 27, 2025
- 5,372 Sq Ft
- $460/SF
- 14 Days On Market
- 4 Beds
- 4.5 Baths
- Built 1989
295 Smith Ridge Rd, New Canaan, CT 06840

Nestled behind a circular driveway at the end of a picturesque cul de sac near town is an updated colonial gem, the perfect blend of classic elegance and warmth. Built for entertainment, with a foyer that opens directly into a two-story living room, anchored by an inviting fireplace that leads into a beautiful formal dining room. The open-concept eat-in kitchen and den flank the main level on one

Haley Bise William Pitt Sotheby's Int'l

295 Smith Ridge Rd, New Canaan, CT 06840

Est $1,498,299 Not Listed For Sale
- 4 Beds
- 2.5 Baths
- 2,884 Sq Ft
789 Cheese Spring Rd, New Canaan, CT 06840

789 Cheese Spring Rd, New Canaan, CT 06840

/39
$4,295,000
- 5 Beds
- 6.5 Baths
- 10,420 Sq Ft
39 Louises Ln, New Canaan, CT 06840

Set on a quiet private lane in one of Fairfield County's most sought-after communities, this stunning rambling New Canaan country estate offers the perfect blend of privacy, comfort, and resort-style living-just one hour from New York City. This is for the discerning buyer who can spot value and potential. With over five bedrooms and multiple living areas, the home is designed to suit a variety

Hannelore Kaplan William Raveis Real Estate

39 Louises Ln, New Canaan, CT 06840
$1,380,000 Sold Jun 27, 2025
- 1,395 Sq Ft
- $989/SF
- 39 Days On Market
- 2 Beds
- 2 Baths
- Built 2020
201 Gramercy Park Unit 201, New Canaan, CT 06840

Welcome to Gramercy Park! Exquisite, boutique enclave of eight luxury residences nestled in the heart of sought-after New Canaan, CT. Private and pristine, Unit 201 offers turn-key single-floor living, complete with elevator access (no stairs) & in-unit washer/dryer. This 2 bedroom, 2 full bath residence features 1,395 sq. ft. of carefully crafted living space centered around a chef's kitchen

Lauren Parr Houlihan Lawrence

201 Gramercy Park Unit 201, New Canaan, CT 06840

Est $1,928,729 Not Listed For Sale
- 5 Beds
- 3.5 Baths
- 3,574 Sq Ft
547 Cheese Spring Rd, New Canaan, CT 06840

547 Cheese Spring Rd, New Canaan, CT 06840

/38
$6,495,000
- 6 Beds
- 9 Baths
- 8,392 Sq Ft
474 Ponus Ridge, New Canaan, CT 06840

Discover elegance at this custom stone and shingle French Colonial on 4.9 bucolic acres on New Canaan's coveted west side. Bordering an 11-acre land trust, this 8,332 SF home, plus 2,300 SF finished lower level, offers privacy and proximity to downtown New Canaan and NYC commutes. The exquisite gardens, Inspired by Villa d'Este, create a resort-like setting with spectacular views from every

Melissa Engel Douglas Elliman of Connecticut

474 Ponus Ridge, New Canaan, CT 06840
$3,157,000 Sold Jun 27, 2025
- 5,484 Sq Ft
- $576/SF
- 5 Days On Market
- 5 Beds
- 4.5 Baths
- Built 1973
1702 Oenoke Ridge, New Canaan, CT 06840

An idyllic haven! This meticulous country estate complete with private gated driveway and 4.65 acres features endless hours of entertainment and relaxation. Greeted by extraordinary millwork and an inviting covered porch complete with swing and sweeping views, this 5 bedroom 4 1/2 bath home will steal your heart! The expansive state-of-the-art kitchen opens to a gracious vaulted family room with

Marsha Charles Coldwell Banker Realty

1702 Oenoke Ridge, New Canaan, CT 06840

Est $1,703,852 Not Listed For Sale
- 4 Beds
- 3 Baths
- 3,412 Sq Ft
527 Cheese Spring Rd, New Canaan, CT 06840

527 Cheese Spring Rd, New Canaan, CT 06840

/39
$5,995,000
- 7 Beds
- 8 Baths
- 6,057 Sq Ft
40 Oenoke Ridge, New Canaan, CT 06840

You can stroll into town from 40 Oenoke Ridge, one of New Canaan's most admired and iconic properties, stunningly transformed by its current owners into a showpiece of refined elegance and contemporary comfort. Nestled on 2.2 acres of breathtaking, park-like grounds, this distinguished 1929 brick Colonial offers the rare combination of historic charm and today's most desired luxuries. Boasting

John Dunn Compass Connecticut, LLC

40 Oenoke Ridge, New Canaan, CT 06840
$2,675,000 Sold Jun 26, 2025
- 4,488 Sq Ft
- $596/SF
- 6 Days On Market
- 4 Beds
- 4.5 Baths
- Built 1916
1012 Silvermine Rd, New Canaan, CT 06840

Welcome to The Samuel Buttery House! This stunning Silvermine antique has been expertly renovated to meet today's buyers' needs. Built circa 1880 and converted to a residence circa 1916, this stunning Greek-Revival home has a storied provenance, documented by the Historical Society. Anchored on a level lot, near GrayBarns tavern, with lush lawns and formal front garden, the home exudes warmth and

Gillian DePalo William Raveis Real Estate

1012 Silvermine Rd, New Canaan, CT 06840

Est $3,156,600 Not Listed For Sale
- 5 Beds
- 7 Baths
- 6,726 Sq Ft
755 Cheese Spring Rd, New Canaan, CT 06840

755 Cheese Spring Rd, New Canaan, CT 06840

Showing Results 121 - 160, Page 4 of 18

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