33

Fairfield, CT Homes for Sale with Acreage

Section Image Section Image
  • /40

    $2,650,000

    • 4 Beds
    • 5 Baths
    • 5,394 Sq Ft

    3007 Redding Rd, Fairfield, CT 06824

    A gorgeous Farmhouse Colonial tucked away on 2+ picturesque acres & minutes to Fairfield & Westport town await. Natural beauty, brilliant architecture, craftmanship & updates combine to make this home a standout. Featuring 12 rooms flooded w/ light over 3 levels of living. Enjoy views of a serene fallow field, a gentle stream, wildlife & stunning seasonal changes from vibrant autumn colors to

    Agent Photo

    Jackie Davis

    William Raveis Real Estate

    (475) 255-0748

    3007 Redding Rd, Fairfield, CT 06824
  • /9

    $3,750,000

    New Construction
    • 5 Beds
    • 5.5 Baths
    • 5,000 Sq Ft

    22 Brett Rd, Fairfield, CT 06824

    Greenfield Hill proposed new construction on a 2.65-acre lot along a Town-designated Scenic Road, to be built by award-winning design-builder Bonnie Paige in collaboration with Vicente Burin Architects. The proposed residence is based on a design sold in Southport Village; interested buyers may tour similar homes and meet the team to tailor plans, finishes, and timeline. The property sits among

    Andrew Whiteley Brown Harris Stevens

    22 Brett Rd, Fairfield, CT 06824
  • /5

    $769,000

    • Land
    • 2.07 Acres
    • $371,498 per Acre

    180 Catamount Rd, Fairfield, CT 06824

    Approvals in place for this 2+ acre shovel ready lot in prestigious Greenfield Hill. 193 feet of frontage plus city water available in the street. This is an excellent opportunity to build your dream home on a beautiful cleared and leveled lot. All necessary inland wetland, conservation and septic/health department permits have been established. Located minutes to the Patterson Club and less then

    Mona Cascella William Raveis Real Estate

    180 Catamount Rd, Fairfield, CT 06824
  • /40

    $12,000,000

    • 7 Beds
    • 10 Baths
    • 9,129 Sq Ft

    4800 Congress St, Fairfield, CT 06824

    This offering is for 4800 Congress St, a one of a kind estate consists of main residence on 10.92 acres, pool, barn pool house/gym, heated paddle court, and an office pavilion. Surrounded by high stone walls, a fortress of modern architecture is invisible from the street,offering seclusion with proximity to NYC. The former home of Richard Rodgers, composer of The Sound of Music, the mid-century

    Leslie Razook William Pitt Sotheby's Int'l

    4800 Congress St, Fairfield, CT 06824
  • /36

    $6,499,000

    • 5 Beds
    • 7 Baths
    • 6,189 Sq Ft

    775 Sasco Hill Rd, Fairfield, CT 06824

    775 Sasco Hill Road is an extraordinary estate where timeless elegance meets modern luxury. Impeccably renovated and beautifully curated by the current owners, this sophisticated residence offers three full levels of refined living set across five private, park-like acres. A dramatic cathedral foyer and soaring 9-foot ceilings create an immediate sense of scale and light, while the thoughtfully

    Suzy Ryan William Raveis Real Estate

    775 Sasco Hill Rd, Fairfield, CT 06824
  • /40

    $2,749,000

    Open Sat 11AM - 1PM
    • 5 Beds
    • 7 Baths
    • 7,317 Sq Ft

    3080 Sturges Hwy, Westport, CT 06880

    Welcome to 3080 Sturges - Fully Renovated Home set on 2.44 private acres in Fairfield's Greenfield Hill enclave on the Westport border. Offering a Westport mailing address together with Fairfield's acclaimed schools and amenities, this 7,317-square-foot modern residence blends architectural scale with contemporary comfort and luxury. A dramatic two-story foyer introduces interiors defined by

    Ryan Sullivan Berkshire Hathaway NE Prop.

    3080 Sturges Hwy, Westport, CT 06880
  • /10

    $925,000

    • 2 Beds
    • 2 Baths
    • 1,135 Sq Ft

    11 Judges Hollow Rd, Fairfield, CT 06824

    This rare private inholding offers a hilltop property defined by raw beauty and seclusion. The 1930s rustic hunting cabin sits on 1.6 wooded acres at the end of a private drive, surrounded by the 186-acre Brett Woods Conservation Area. The property provides a perfect balance of mature trees, rolling hills, and 18th-century stone walls-all located just eight minutes from Main Street Westport. With

    Lisa Hartmann William Pitt Sotheby's Int'l

    11 Judges Hollow Rd, Fairfield, CT 06824
  • /7

    $1,375,000

    $2M PRICE DROP
    • Land
    • 7 Acres
    • $196,429 per Acre

    1375 Westport Turnpike, Fairfield, CT 06824

    27+ acres of serene land along the Aspetuck River spreading between Fairfield and Weston. (7 acres in Fairfield). A rare opportunity to build 4+ potential new homes or your dream home and have seclusion while bordering Westport with all modern day conveniences and shopping. Close to Aspetuck Valley Country Club and golf course, The Patterson Club, Camp Aspetuck and the Connecticut Audubon

    Kim Tromba Keller Williams Realty

    1375 Westport Turnpike, Fairfield, CT 06824
  • /16

    $795,000

    • Land
    • 1.02 Acres
    • $779,412 per Acre

    844 Mill Hill Terrace, Fairfield, CT 06890

    This 1.02 acre parcel offers the rare combination of privacy and premier location. Tucked away in a quiet Southport neighborhood, yet just minutes to the harbor, beaches, train, restaurants, and charming village shops - it's the best of both worlds. The possibilities are endless - City water, City sewer and Natural Gas are available in the street. Whether you envision a timeless New England

    Barbara Sweeney Coldwell Banker Realty

    844 Mill Hill Terrace, Fairfield, CT 06890
  • /7

    $2,495,000

    New Construction
    • 5 Beds
    • 5.5 Baths
    • 5,900 Sq Ft

    108 Old Farm Rd, Fairfield, CT 06825

    108 Old Farm Road is a stunning new construction currently underway in one of Weston's most desirable settings. This five-bedroom, 5.5-bath home offers 4,568 square feet above grade plus a 1,400 square foot finished heated lower level with home theater, totaling nearly 6,000 square feet of exceptional living space. The main level features soaring two-story ceilings, a formal dining room, home

    Alex De Camargo eXp Realty

    108 Old Farm Rd, Fairfield, CT 06825
  • /40

    $25,000,000

    • 6 Beds
    • 11 Baths
    • 19,569 Sq Ft

    1131 Sasco Hill Rd, Fairfield, CT 06824

    Sasco Point- A Rare Waterfront Estate. Perched on over 11 acres with 450 feet directly on Long Island Sound, Sasco Point is an extraordinary coastal retreat. Nestled at the end of prestigious Sasco Hill Road, this architecturally stunning estate blends Swedish, Dutch, and Moorish influences, creating a residence that is as elegant as it is timeless. A discreet gated entrance leads to a winding

    Andrew Whiteley Brown Harris Stevens

    1131 Sasco Hill Rd, Fairfield, CT 06824
  • /40

    $4,250,000

    • 4 Beds
    • 8 Baths
    • 8,546 Sq Ft

    800 Verna Hill Rd, Fairfield, CT 06824

    Set on one of Fairfield's most coveted streets, this is the kind of home families spend years hoping will become available. Set on 3.35 acres on prestigious Verna Hill Road, adjacent to Fairfield Country Day School, this is the kind of property that becomes the backdrop for decades of memories. Summer afternoons by the pool and spa. Holiday dinners that bring everyone together. At the center of

    Wendy Ryan Brown Harris Stevens

    800 Verna Hill Rd, Fairfield, CT 06824
  • /4

    $1,350,000

    • Land
    • 1.96 Acres
    • $688,776 per Acre

    2643 Easton Turnpike, Fairfield, CT 06825

    This is a 1.96 acre parcel of land zoned R-3 that includes an 1,800 sf two story, eight room, three bedroom house that was built in 1924. It is currently rented for $4,000 per month. The roof is about ten years old. There is an 85+/- foot strip of land that runs along the northerly border of this property that has power lines running through it. An area of wetlands also exists, which is primarily

    Stephen Hodson Hodson Realty, Inc.

    2643 Easton Turnpike, Fairfield, CT 06825
  • /4

    $1,100,000

    • Land
    • 2.65 Acres
    • $415,094 per Acre

    22 Brett Rd, Fairfield, CT 06824

    An exceptional opportunity to build your dream home on one of the most desirable and scenic settings in Fairfield. This beautiful, flat 2.65-acre parcel-approved by the Wetlands Com. for a 5-bedroom, 5-bathroom residence with a pool and pool house-offers both privacy and prestige. The property is situated in the estate section of Greenfield Hill. With its driveway access on Brett Road, a

    Andrew Whiteley Brown Harris Stevens

    22 Brett Rd, Fairfield, CT 06824
  • /36

    $3,988,000

    Open Thu 11AM - 2PM
    • 4 Beds
    • 5.5 Baths
    • 7,971 Sq Ft

    475 Fence Row Dr, Fairfield, CT 06824

    Set within The Ridge in Greenfield Hill, Fairfield's gated residential community, this residence has been completely rebuilt and thoughtfully reimagined with the scale and finish of new construction. Spanning over 8,000 sq ft, the home offers four bedrooms and six full and two half baths, with wide plank oak floors, multiple fireplaces, and expansive windows that frame tranquil pond views. A

    Erin Melson The Agency

    475 Fence Row Dr, Fairfield, CT 06824
  • /27

    $995,000

    • 1 Bath
    • 487 Sq Ft

    3509 Redding Rd, Fairfield, CT 06824

    CHESTNUT GROVE - Wonderful opportunity to enhance an extraordinary, sweeping 2.39 acre parcel in a beautiful and bucolic Greenfield Hill location. This expansive property nestled within a Chestnut Grove, features a stately Barn providing Garage storage suitable for farming equipment and motor vehicles, and a recently constructed second story Studio Apartment enjoying a haven of privacy and

    Victoria Fingelly Higgins Group Real Estate

    3509 Redding Rd, Fairfield, CT 06824
  • /37

    $2,900,000

    • Land
    • 1.17 Acres
    • $2,478,632 per Acre

    372 Rowland Rd, Fairfield, CT 06824

    A Rare Opportunity in Fairfield's Most Coveted Neighborhood. As rare as a Ferrari Pininfarina Sergio or a Patek Philippe Sky Moon Tourbillon-each valued around $3 million- 372 Rowland Rd is a once-in-lifetime offering in Fairfield's Beach Area, combining unmatched location, size and potential. This exceptional 1.2-acre parcel, which has had only 1 owner, is ideally situated between vibrant

    John Shea William Raveis Real Estate

    372 Rowland Rd, Fairfield, CT 06824
  • /40

    $3,275,000

    • 5 Beds
    • 8 Baths
    • 8,279 Sq Ft

    111 Golden Pond Ln, Fairfield, CT 06824

    111 Golden Pond Lane is the rare luxury home that feels as welcoming as it is impressive. Tucked at the end of a quiet, tree-lined cul-de-sac, the home opens with an undeniable scale - soaring 19-foot ceilings, a dramatic two-story entry, sweeping staircases, and natural light that moves effortlessly throughout the day. Yet what makes the home memorable is not its grandeur alone, but the warmth

    Cindy Raney Coldwell Banker Realty

    111 Golden Pond Ln, Fairfield, CT 06824
  • /40

    $15,000,000

    • 7 Beds
    • 10 Baths
    • 9,129 Sq Ft

    4800 Congress St, Fairfield, CT 06824

    The Ultimate East Coast Sanctuary, Where Privacy Meets Pinnacle Luxury. Surrounded by high stone walls, a fortress of modern architecture is invisible from the street and engineered for the world's most discerning buyers who demand seclusion with proximity to NYC. This 38.91-acre compound is a one-of-a-kind Fairfield County estate. The former home of Richard Rodgers, composer of The Sound of

    Leslie Razook William Pitt Sotheby's Int'l

    4800 Congress St, Fairfield, CT 06824
  • /38

    $1,449,000

    • 5 Beds
    • 4 Baths
    • 4,202 Sq Ft

    4041 Redding Rd, Fairfield, CT 06824

    Compelling Value in Greenfield Hill! Nestled amid mature trees and natural surroundings, this 5-bedroom, 4-bath home offers an exceptional combination of space, privacy, and functionality. The open living room and family room provide flexible living spaces with seamless access to the covered porch and expansive deck overlooking the peaceful setting and side yard. The spacious eat-in kitchen

    Lori Auerbach Coldwell Banker Realty

    4041 Redding Rd, Fairfield, CT 06824
  • /26

    $795,000

    $24K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 2,042 Sq Ft

    305 Westport Turnpike, Fairfield, CT 06824

    Rare 2.25-acre riverfront opportunity on the Fairfield/Westport line. This exceptional 538-foot deep lot offers 158 feet of frontage along the Aspetuck River, creating a private, scenic setting with significant upside. A unique feature is the ability to site a new home further back from Westport Turnpike, maximizing privacy and long-term value. The existing 3-bedroom, 2-bath ranch offers

    Chip Parrish Keller Williams Realty

    305 Westport Turnpike, Fairfield, CT 06824
  • /39

    $2,495,000

    • 4 Beds
    • 4 Baths
    • 4,300 Sq Ft

    3050 Bronson Rd, Fairfield, CT 06824

    A Connecticut Classic - this center hall Colonial is located on the most charming stretch in Greenfield Hill. Beautifully set on 2 acres, this 4 bedroom Jack Franzen designed home lives large in all aspects. Guests are welcomed into the double height foyer flanked by formal living and dining rooms. The great room spans the back of the house combining a gorgeous light, bright & well appointed

    Jeannette Floto Compass Connecticut, LLC

    3050 Bronson Rd, Fairfield, CT 06824
  • /40

    $2,450,000

    $145K PRICE DROP
    • 4 Beds
    • 4.5 Baths
    • 5,376 Sq Ft

    3808 Redding Rd, Fairfield, CT 06824

    3808 Redding Road presents a rare opportunity to step into one of Fairfield's most distinctive properties; where early American history and modern living come together. Originally dating to 1769 and fully rebuilt in 2008, the home was reimagined to preserve its architectural integrity while delivering an ease making it livable for today. Inside the tone is warm, grounded, and refined. Original

    Cindy Raney Coldwell Banker Realty

    3808 Redding Rd, Fairfield, CT 06824
  • /8

    $3,995,000

    • Land
    • 2.02 Acres
    • $1,977,723 per Acre

    817 Sasco Hill Rd, Fairfield, CT 06824

    BUILDING OPPORTUNITY ATOP SASCO HILL - This stunning 2-acre parcel atop Sasco Hill, the pinnacle, presents a unique opportunity to build a sensational estate while enjoying captivating views of Southport Harbor and the Norwalk Islands. The exceptional Sasco Hill Road location provides not only privacy but also an extraordinary canvas for a luxurious custom residence, characterized by expansive

    Victoria Fingelly Higgins Group Real Estate

    817 Sasco Hill Rd, Fairfield, CT 06824
  • /14

    $8,696,000

    New Construction
    • 7 Beds
    • 8 Baths
    • 9,422 Sq Ft

    688 Hulls Farm Rd, Southport, CT 06890

    Set within artisan stone walls with curated flowering landscapes, this magnificent stone and stucco residence is a masterful tribute to Southport's enduring architectural legacy. Designed to blend seamlessly among the grand neighboring estates of this coveted enclave, 688 Hulls Farm strikes a rare balance: modern in execution, timeless in presence. Construction begins in April with Coastal Luxury

    Jaclyn Picarillo Higgins Group Bedford Square

    688 Hulls Farm Rd, Southport, CT 06890
  • /39

    $1,899,000

    • 4 Beds
    • 5 Baths
    • 3,921 Sq Ft

    2177 Cross Hwy, Fairfield, CT 06824

    2177 Cross Hwy welcomes you home. This extensively renovated iconic contemporary awaits your personal touches. The blending of dramatic architecture with everyday comfort, offering nearly 4,000 sq ft of functional living space designed for gathering, relaxing and entertaining. Soaring 22' ceilings, oversized windows and park-like views fill the main living area with light, while a striking

    JaKeith Action Jackson ASJ Realty Partners

    2177 Cross Hwy, Fairfield, CT 06824
  • /30

    $1,875,000

    New Construction Coming Soon
    • 5 Beds
    • 5.5 Baths
    • 4,180 Sq Ft

    1964 N Benson Rd, Fairfield, CT 06824

    Nestled on a sprawling one-acre lot, this stunning new home offers 4180 sq ft of above-grade living space. Situated in the highly desirable University area of Fairfield, it features 5 bedrooms/5.5 bathrooms. The heart of the home is a culinary masterpiece with GE Monogram appliances, classic shaker-style cabinetry, quartz countertops and a large kitchen island. The kitchen flows into a sunlit

    Jeff Poarch Poarch Realty

    1964 N Benson Rd, Fairfield, CT 06824
  • /40

    $4,450,000

    New Construction
    • 6 Beds
    • 8 Baths
    • 8,356 Sq Ft

    159 Easton Rd, Westport, CT 06880

    Are you dreaming of an estate property? Something a bit more than the generic flat acre on a cul de sac? How do two acres on the Aspetuck River sound to you? With views from your bedroom? The sounds of a waterfall next door lulling you to sleep? Having sunnies tickle your toes in the summertime? Maybe a bit of fly fishing for trout? Or perhaps some paddleboarding? Yes, of course, there's a 20x40

    Maryann Levanti Higgins Group Bedford Square

    159 Easton Rd, Westport, CT 06880
  • /39

    $4,950,000

    Coming Soon
    • 5 Beds
    • 4.5 Baths
    • 4,875 Sq Ft

    6 Gray Ln, Westport, CT 06880

    A rare WATERFRONT offering in one of Westport's most coveted enclaves. This beautifully composed estate is gracefully sited on more than two private, tree-lined acres, encompassing sweeping views of Sasco Creek, Southport Beach, and Long Island Sound while preserving an exceptional sense of seclusion. Designed to maximize its remarkable setting, the home captures water views from nearly every

    Christine McKinney William Raveis Real Estate

    6 Gray Ln, Westport, CT 06880
  • /7

    $1,375,000

    $2M PRICE DROP
    • Land
    • 27.55 Acres
    • $49,909 per Acre

    85-95 Old Easton Turnpike, Weston, CT 06883

    27+ acres of serene land along the Aspetuck River spreading between Weston and Fairfield. A rare opportunity to build 4+ potential new homes or your dream home and have seclusion while bordering Westport with all modern day conveniences and shopping. Close to Aspetuck Valley Country Club and golf course, The Patterson Club, Camp Aspetuck and the Connecticut Audubon Society. *All parcels sold

    Kim Tromba Keller Williams Realty

    85-95 Old Easton Turnpike, Weston, CT 06883
  • /40

    $995,000

    • 4 Beds
    • 3 Baths
    • 2,607 Sq Ft

    14 Saw Mill Rd, Weston, CT 06883

    14 Saw Mill Road offers the convenience of suburban metropolitan New York living while maintaining a quaint, calm retreat by design. You are greeted by a historic draw bridge within the private drive that leads to the professionally landscaped and beautifully cared for lot. This home sits on about 2 acres, with privacy and room to live inside and out all year round. This oversized ranch offers a

    Kelsey Emmons Coldwell Banker Realty

    14 Saw Mill Rd, Weston, CT 06883
  • /9

    $369,000

    • Land
    • 2 Acres
    • $184,500 per Acre

    B Bridge Rd, Weston, CT 06883

    Rare oppotunity to purchase a magical 2 acre parcel of land w/ a little slice of frontage on Aspetuck River in coveted Stonybrook Association. Beautiful lot with fabulous views in true lower Weston on Westport border! Stonybrook is a unique enclave of homes in Weston and offers swimming, boating, tennis, zipline, basketball court, playground, picnic benches and more, all for the use of homeowners

    Carrie Shea Camelot Real Estate

    B Bridge Rd, Weston, CT 06883
  • /40

    $5,199,000

    New Construction Open Sat 12PM - 3PM
    • 6 Beds
    • 8 Baths
    • 8,935 Sq Ft

    4 Sycamore Dr, Westport, CT 06880

    Tucked away on a quiet cul de sac in the desirable Hunt Club area of Long Lots in Westport is this new construction home built by CCO Habitats. Three levels of finished living space with ten foot ceilings on the first floor give an amazing sense of openness, as well as better functionality than four level homes. Think about it. Who really wants to walk up to the third floor every day? That's

    Maryann Levanti Higgins Group Bedford Square

    4 Sycamore Dr, Westport, CT 06880

Home Prices in Fairfield, CT

Home Price Trends

Median Sale Price
$1,005,000
Median Single Family Sale Price
$1,150,000
Median Townhouse Sale Price
$885,000
Median 2 Bedroom Sale Price
$633,000
Median 1 Bedroom Sale Price
$390,000
Average Price Per Sq Ft
$541
Number of Homes for Sale
102
Last 12 months Home Sales
598
Months of Supply
2.00
Median List Price
$995,000
Median Change From 1st List Price
-1%
Median Home Sale Price YoY Change
16%
How to Buy a Home How to Finance a Home How to Sell a Home