Fairfield Homes for Sale

Welcome to Fairfield County, Connecticut, a charming region known for its picturesque landscapes, historic charm, and vibrant communities. Located in the heart of the state, Fairfield County offers a perfect blend of suburban tranquility and urban convenience.

If you are looking for homes for sale in Fairfield County, you are in for a treat. True to its name, Fairfield County boasts a diverse selection of properties to suit every lifestyle. From elegant colonial-style homes in tree-lined neighborhoods to modern condos with stunning waterfront views, there is something for everyone in this sought-after area.

In Fairfield County, residents enjoy a high quality of life with top-rated schools, excellent healthcare facilities, and a thriving arts and culture scene. Outdoor enthusiasts will appreciate the county's numerous parks, nature reserves, and scenic trails, perfect for hiking, biking, and exploring the great outdoors.

With its proximity to New York City and easy access to major highways and public transportation, Fairfield County offers the perfect balance of small-town charm and big-city convenience. Whether you are a first-time homebuyer, a growing family, or a retiree looking for a peaceful retreat, Fairfield County has something for everyone.

Discover the beauty and charm of Fairfield County, Connecticut, and find your dream home in this idyllic New England destination.

Newest Fairfield Homes for Sale

$2,195,000

5 Beds ⋅ 5 Baths ⋅ 24193848 MLS

An extraordinarily rare opportunity in Fairfield's coveted Winton Park Association. Offered for the first time in over 4 decades, this timeless 5-bedroom, 4.5-bath Colonial is set on nearly 2 breathtaking, park-like acres, offering estate-like privacy w/an unparalleled walk-to-town lifestyle. A gracious foyer welcomes you inside, where a magnificent staircase, wide-plank hardwood floors & exquisite millwork define the home's enduring character. Oversized windows & beautifully scaled rooms reflect craftsmanship rarely found today. The step-down living room showcases elegant paneling, custom built-ins & a wood-burning fireplace, while the formal dining room opens through French doors to a private patio for effortless indoor/outdoor entertaining. The spacious eat-in kitchen overlooks spectacular grounds & opens to a sun-filled family room w/custom built-ins, 2nd fireplace & French doors to an enchanting brick patio w/tranquil waterfall. Upstairs offers 4 spacious bedrooms & 3 full baths including a gracious primary suite w/abundant closet space & ensuite bath. Private guest suite w/separate entrance, vaulted ceilings, fireplace, 5th bedroom & full bath. Expansive, level grounds offer endless possibilities for a pool, pool house, ADU or future expansion in a setting rarely found just moments from downtown, Metro-North, award-winning schools & beaches. Complete w/natural gas, public sewer, irrigation & attached 3-car garage. A legacy property ready for its next chapter.

50 Brookbend Rd, Fairfield

$559,000

4 Beds ⋅ 3 Baths ⋅ 24195196 MLS

Welcome to 87 Jockey Hollow Road, a wonderful opportunity to own a charming home in one of Monroe's most desirable neighborhoods. Lovingly cared for over the years, this home reflects true pride of ownership and offers the perfect canvas for its next owner to make it their own. While some cosmetic updates and TLC will enhance its full potential, the home features a functional layout, generous living spaces, and a warm, welcoming atmosphere that has been enjoyed for years. Set on a beautiful property with plenty of outdoor space, the yard offers endless possibilities for gardening, entertaining, or simply relaxing in a peaceful setting. As a member of the sought-after Lake Estate Association, you'll enjoy access to the lake and the unique lifestyle it offers, including swimming, kayaking, fishing, and enjoying the natural beauty of the community. Located in the award-winning Monroe school district and just minutes from shopping, restaurants, parks, and major commuter routes, this home combines everyday convenience with the tranquility of suburban living. Whether you're looking to personalize your forever home or invest in a property with tremendous potential, this is an exceptional opportunity to build equity in a highly desirable location. Don't miss your chance to bring your vision and make this special property your own. Property SOLD AS-IS. Professional photos coming soon!

87 Jockey Hollow Rd, Monroe

$2,299,000

4 Beds ⋅ 6 Baths ⋅ 24187328 MLS

UNDER CONSTRUCTION - Photos are architectural renderings and are intended to illustrate the home's anticipated finished appearance. Actual finishes, materials, features, and landscaping may vary. Be the first to own this exceptional new luxury home in one of Weston's most desirable locations. Situated on approximately 2 private acres, this custom-designed 5,600 SF residence offers 4 bedrooms, 4 full bathrooms, 1 half bath, and a 3-car garage. Designed with luxury and comfort in mind, the home features soaring cathedral ceilings, an open-concept floor plan, a fireplace, a gourmet kitchen with premium appliances, a finished lower level, heat pump with central air, private well and septic, and a spectacular in-ground pool for exceptional indoor-outdoor living. There may be an opportunity to add select personal touches depending on the stage of construction. Don't miss this rare opportunity to own a brand-new luxury home in Weston. Specifications, dimensions, features, finishes, pricing, and completion timeline are subject to change without notice.

15 Cannondale Rd, Weston

$1,949,000

4 Beds ⋅ 4 Baths ⋅ 24195155 MLS

Inspired by today's most sought-after Organic Modern homes, this custom residence blends clean architectural lines, warm natural materials, and highly functional living spaces to create a home that is as beautiful as it is livable. This newly constructed 4-bedroom, 3.5-bath custom home offers approximately 4,500 square feet of refined living on a private, level lot, showcasing exceptional quality, craftsmanship, and attention to detail throughout. The heart of the home is a designer kitchen featuring Thermador appliances, custom cabinetry, an oversized island, a dedicated bar area, and a fully equipped walk-in pantry with an additional sink, creating exceptional space for entertaining and everyday living. White oak flooring flows throughout, while 9-foot ceilings create an open, airy feel. The spacious living room is anchored by a gas fireplace and a dramatic 10-foot bifold door that opens to a covered porch and private, fully fenced level backyard. Upstairs, vaulted ceilings in the expansive primary suite and Jack-and-Jill bedrooms add architectural character and a sense of volume. Every bedroom features an ensuite bath and custom walk-in closet. The finished lower level provides exceptional flexibility for recreation, fitness, work, or guests. Set on a quiet neighborhood street just moments from Lake Mohegan with walkable access to local parks, close proximity to shopping and the Merrit this home offers a rare blend of thoughtful design, and everyday functionality.

125 Coleman Rd, Fairfield

$699,000

3 Beds ⋅ 2 Baths ⋅ 24194942 MLS

Move right in to this beautiful 3 bed/2 full bath Colonial in Norwalk's desirable Wolfpit neighborhood! Thoughtfully improved throughout, this home features a beautifully renovated eat-in kitchen, new roof with solar panels, new high-efficiency heating and central air system, new energy-efficient windows, upgraded electrical, and new hardwood floors installed throughout for timeless style and easy maintenance. Step inside to a warm and inviting living room featuring custom built-ins and a charming stone fireplace. The versatile family room/dining room provides the perfect space for entertaining and flows seamlessly into the updated eat-in kitchen, complete with sliding doors leading to the deck-ideal for indoor-outdoor living. A full bath completes the main level. Upstairs, you'll find generously sized bedrooms, including a spacious primary suite with vaulted ceilings and walk-in closet. Plus a bonus room in the basement for music, play or exercise. Conveniently located just minutes from shopping, restaurants, parks, major commuting routes, and the train, this move-in-ready home seamlessly blends classic charm with today's most desirable amenities.

53 Wolfpit Ave, Norwalk

$5,900,000

7 Beds ⋅ 8 Baths ⋅ 24194285 MLS

Set behind private gates in Westport's prestigious Red Coat estate area, this extraordinary luxury residence offers the utmost in privacy and sophisticated design. Thoughtfully conceived with elegant architecture, exceptional proportions, soaring 10-foot ceilings on the main level, 9-foot ceilings on the second floor and finished lower level, and light-filled interiors, the home blends sophisticated style with effortless everyday living. A stunning custom kitchen appointed with premium Thermador appliances anchors the home, flowing seamlessly into beautifully designed living and entertaining spaces. Superior materials, custom millwork, and bespoke finishes define every room, while 6 ensuite bedrooms in the main residence provide exceptional comfort. Elevator-ready! Walk-up attic offers added possibilities. Outdoors, beautifully landscaped grounds create a private resort setting featuring a spectacular saltwater pool and spa. A separate 550-square-foot guest/pool house/ADU offers ideal accommodations for guests, wellness, or entertaining, while the expansive property provides ample room for a future tennis or sport court. A rare offering in one of Westport's most coveted and prestigious locations, it's just minutes from Westport's bustling downtown, sunny beaches, and award-winning schools. This remarkable estate combines thoughtful design and an unparalleled lifestyle defined by privacy, bespoke design and high-end amenities. Still time to customize. Floor plans available

22 Cavalry Rd, Westport

$4,850,000

5 Beds ⋅ 6 Baths ⋅ 24194430 MLS

Tucked in the Delafield Island Association and moments from the beach, town, train, & schools, this custom built 5-bedroom residence offers an ideal blend of timeless elegance & modern comfort. Thoughtfully designed with soaring ceilings, an open floor plan & sun-filled interiors, nearly every main living space enjoys beautiful views of the pool & private backyard. A dramatic two-story foyer welcomes you into gracious dining room and parlor, creating a dramatic first impression. At the heart of the home is a spectacular eat in chef's kitchen featuring two expansive islands, abundant custom cabinetry, & seamless flow into the spacious family room & opens to a covered terrace with built-in heaters, creating the perfect setting for year-round indoor/outdoor entertaining. 2 home offices, breakfast nook, 2 powder rooms, & a large mudroom, complete the 1st fl. The luxurious primary suite is a true retreat, highlighted by a vaulted ceiling, lg walk-in closet & spa-inspired bath w radiant heated floors, soaking tub, double vanity, & oversized shower. An adjoining sitting room offers the perfect space for a private lounge, gym or nursery. 4 addl generously sized BRs & 3 full baths provide room for all, while the spacious 2nd fl landing is an inviting area for reading/relaxing. Finished huge basement w high ceilings has versatile space to add a golf simulator. 3rd fl is framed & plumbed, offering an outstanding opportunity to create a bedroom suite w bath tailored to your needs

13 Sunswyck Rd, Darien

$7,000,000

4 Beds ⋅ 5 Baths ⋅ 24154329 MLS

There are waterfront homes, and then there are properties that truly define waterfront living. 41 Rowayton Avenue is one of those rare offerings, bringing together the features buyers search for but almost never find in a single property: direct waterfront, a private dock, sandy beach, waterside pool, and coveted Rowayton Beach Association membership. Sunlight pours through the home's inviting interior, creating a warm and welcoming space for effortless entertaining, boating adventures, afternoons by the pool, and evenings enjoying breathtaking sunsets over the water. Just moments from Rowayton Village and approximately one hour from Manhattan, this is an exceptional opportunity to experience one of Connecticut's most complete waterfront lifestyles.

41 Rowayton Ave, Norwalk

$460,000

4 Beds ⋅ 2 Baths ⋅ 24194936 MLS

Full of charm and timeless character, this well- maintained 4 bedroom, 2 bath cape cod is in Bridgeport most desirable North End. Offering a spacious layout with hardwood floors, a walk in closet, generous storage space, warm living, a full basement, 1 car garage drive way and a full back deck and Nice yard. Enjoy a quiet neighborhood just minutes from shopping centers, restaurants, parks, and major highway; offers comfort character and convenience. Schedule your showing today! More photos are coming!

142 Travis Dr, Bridgeport

$2,195,000

5 Beds ⋅ 5 Baths ⋅ 24194565 MLS

This Entertainer's Delight is set majestically overlooking the expanse of CT's premier lake, Lake Candlewood. An private 6.96 acres showcases the ultimate in panoramic lake views. A pinnacle of contemporary design, by well-known architect, Lee Overland, this unique floor plan includes 6 Bedroom, 4.5 baths, bonus room, finished exercise room and a main level guest suite. Surrounded by lush landscape and walls of windows this light filled home brings the outdoors in. A serene retreat for either a full time residence or a weekend summer getaway, just 70 min. to the heart of NY city! The great room beams with light as you enter the welcoming open plan. A new kitchen with specialty appliances is adjacent to a stylish family room offering one of 2 double sided fireplace. The other is shared by the great room and adjacent bedroom with full bath currently utilized as a cozy TV room. A glass enclosed sunroom leads to multi tiered decks & new hot tub. Panoramic views from an exquisite curved window wall offer a dream vista from the primary bedroom w/fireplace & tray ceiling. This idyllic owner's retreat boasts a newer spa bath & magnificent dressing room closet with built-ins. The unique handicap & elevator accessed main level guest suite offers a separate wing with bedroom, sitting room & full bath allowing you to age in place or provide at home care. 3 car garage, new hot tub w/lake views, exercise room in w/o lower level! A true oasis just min from town & conveniences! A gem!

15 Alpine Dr, New Fairfield

$1,199,000

4 Beds ⋅ 3 Baths ⋅ 24194994 MLS

Welcome to this beautifully maintained 3,700 sq. ft. property, lovingly cared for and meticulously upgraded by its owners who've enjoyed their house for 26 years. Located in a highly sought-after Cranbury neighborhood, this residence offers a perfect blend of indoor and outdoor living. In addition to a formal living room and formal dining room, there's a striking spacious sunlit dining and sitting area off the kitchen overlooking a resort-like private backyard with a lush, detailed landscaping, pristine swimming pool, two gorgeous cabanas (one of them has a summer kitchen), and an impressive fountain to uplift your mood and create a cooler environment on those hot summer days. The primary bedroom suite serves as a true sanctuary, featuring an exceptionally spacious, custom ensuite bathroom. Located minutes from serene Cranbury Park, top-rated schools, and scenic nature trails, this home offers an idyllic lifestyle in a premier location.

3 Susan Ct, Norwalk

$565,000

3 Beds ⋅ 3 Baths ⋅ 24194908 MLS

Natural light fills the open living, dining, and kitchen area, where vaulted skylights add architectural interest and create a bright, airy atmosphere. The well-designed kitchen features an oversized center island with abundant storage and flows seamlessly into the main living spaces, making everyday living and entertaining equally enjoyable. Comfortable bedrooms and a finished lower level provide flexible space for a family room, home office, gym, or guests. Outside, the terraced backyard makes thoughtful use of the property's natural setting with multiple outdoor living areas. An elevated patio offers a peaceful place to relax or entertain, while an existing deck and ramp are already in place to easily accommodate an above-ground pool. An attached garage and ample storage add everyday convenience. Conveniently located near shopping, schools, parks, and local restaurants, this home also offers easy access to Candlewood Lake, Ball Pond, and the many outdoor recreational opportunities that make New Fairfield so desirable. Ideally situated for New York commuters, you'll appreciate convenient access to the Brewster and Southeast Metro-North stations while enjoying the charm and natural beauty of this sought-after Fairfield County town. With its bright, open layout, versatile living spaces, and inviting outdoor areas, this home is ready to welcome its next owners.

8 Old Bridge Rd W, New Fairfield

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