Fairfield, CT Homes

/37
$3,399,000
- 5 Beds
- 5 Baths
- 3,961 Sq Ft
318 320 Pine Creek Ave, Fairfield, CT 06824

Welcome to a truly exceptional opportunity-a direct waterfront compound offering expansive views of Long Island Sound, a dock, &endless showstopping sunsets. This remarkable property features 2 residences: a fully renovated, FEMA-compliant main house AND a charming, income-generating guest cottage.The Main Residence (320)is a modern coastal retreat offering 3,129 sq ft of sun-drenched living

Deirdre Andreoli Compass Connecticut, LLC

318 320 Pine Creek Ave, Fairfield, CT 06824
/40
$39,000 per month
- 7 Beds
- 10 Baths
- 9,129 Sq Ft
- House for Rent
4900 Congress St, Fairfield, CT 06824

Surrounded by stone walls, this one-of-a-kind, spectacular and private 36-acre Greenfield Hill country compound has had a stunning top-level transformation, creating a breathtaking Fairfield County estate like no other. The storied former home of Richard Rodgers, composer of The Sound of Music, the mid-century main residence was restored and expanded to incorporate 7 bedrooms and 7 full baths,

Leslie Razook William Pitt Sotheby's Int'l

4900 Congress St, Fairfield, CT 06824
$1,800,000 Sold Aug 08, 2025
- 4,709 Sq Ft
- $382/SF
- 32 Days On Market
- 5 Beds
- 5.5 Baths
- Built 1919
91 Open Gate Ln, Southport, CT 06890

ELEGANT SOUTHPORT HOUSE - With a wonderful Southport location, this timeless five bedroom, five-and-one-half bath residence exudes elegance and refinement throughout 4700 square feet of light-filled, beautifully proportioned interiors. The very traditional, architect designed floor plan includes a Living Room and Library each with gas Fireplace, formal Dining Room and full Butler's Pantry, a

Victoria Fingelly Higgins Group Real Estate

91 Open Gate Ln, Southport, CT 06890

Est $1,308,686 Not Listed For Sale
- 4 Beds
- 3 Baths
- 1,944 Sq Ft
156 Pequot Ave, Southport, CT 06890

156 Pequot Ave, Southport, CT 06890

/40
$2,398,000
- 10 Beds
- 7.5 Baths
- 4,403 Sq Ft
465 Edward St, Fairfield, CT 06824

Extremely rare opportunity to own a side-by-side, Colonial style duplex with over 4400sqft in total and 10 bedrooms-in the heart of the Fairfield beach area. The home is currently rented each academic year through May 2028. Cap spreadsheet is in attachments, illustrating the very positive income flow. Academic rental $19,000-$21,000 per month for entire house. Converting to a 10-month lease after

Jessica Walsh William Raveis Real Estate

465 Edward St, Fairfield, CT 06824
/19
$15,000 per month
- 3 Beds
- 1.5 Baths
- 1,188 Sq Ft
- House for Rent
172 College Place, Fairfield, CT 06824

Beach Area Colonial Walk To Beach. Fully Furnished. Fully Applianced Kitchen-Fenced Private Yard With BBQ-Ample Parking Seasonal rental June-August 28th.

Michael Menillo Collage Realty

172 College Place, Fairfield, CT 06824
$600,000 Sold Aug 08, 2025
- 1,742 Sq Ft
- $344/SF
- 114 Days On Market
- 4 Beds
- 2 Baths
- Built 2024
1974 Kings Hwy, Fairfield, CT 06824

Welcome to your opportunity to own BRAND new construction in a commuters dream location of Fairfield -recently completed by a highly regarded local builder with exceptional attention to detail and quality throughout. This fabulous 4 bedroom, 2 full bath home is move-in ready and offers modern living with convenience, style, and thoughtful design. Step inside to discover a bright and open floor

Jennifer Lockwood Coldwell Banker Realty

1974 Kings Hwy, Fairfield, CT 06824

Est $2,998,963 Not Listed For Sale
- 3 Beds
- 2.5 Baths
- 2,487 Sq Ft
224 Willow St, Southport, CT 06890

224 Willow St, Southport, CT 06890

/40
$1,699,000
- 5 Beds
- 4.5 Baths
- 4,010 Sq Ft
92 Westwood Rd, Fairfield, CT 06825

Gorgeous new construction on a private cul-de-sac backing up to Brooklawn Country Club. Absolutely amazing level yard on almost a half acre w sprinkler system, substantial patio and room for a pool and in addition, space for many other outdoor toys. This 5 bedroom, 4.5 bath home is spectacular from top to bottom. Over 3000 sq. ft on two levels. First level with living room w stunning New Mont

Bette Gigliotti William Raveis Real Estate

92 Westwood Rd, Fairfield, CT 06825
/40
$17,000 per month
- 5 Beds
- 11 Baths
- 8,361 Sq Ft
- House for Rent
345 Governors Ln, Fairfield, CT 06824

You'll never want to leave 'Splendido Manor,' an iconic estate perfect for a sophisticated and active lifestyle. This sprawling 4-acre compound in the heart of Greenfield Hill has all the amenities of an idyllic retreat. It has something for everybody with five bedrooms, a separate one-bedroom guest cottage, a lighted Sports/Tennis Court, a 1900 SF Indoor/Outdoor Pool Pavilion, a Steam Room, a

Laura Kottler Compass Connecticut, LLC

345 Governors Ln, Fairfield, CT 06824
$600,000 Sold Aug 08, 2025
- 1,742 Sq Ft
- $344/SF
- 114 Days On Market
- 4 Beds
- 2 Baths
- Built 2024
1972 Kings Hwy, Fairfield, CT 06824

Welcome to your opportunity to own BRAND new construction in a commuters dream location of Fairfield -recently completed by a highly regarded local builder with exceptional attention to detail and quality throughout. This fabulous 4 bedroom, 2 full bath home is move-in ready and offers modern living with convenience, style, and thoughtful design. Step inside to discover a bright and open floor

Jennifer Lockwood Coldwell Banker Realty

1972 Kings Hwy, Fairfield, CT 06824

Est $2,479,869 Not Listed For Sale
- 4 Beds
- 3 Baths
- 3,549 Sq Ft
46 Willow St, Southport, CT 06890

46 Willow St, Southport, CT 06890

/29
$1,699,000
- 4 Beds
- 3.5 Baths
- 3,648 Sq Ft
60 Eleanor Terrace, Fairfield, CT 06824

Savor the coastal lifestyle in this chic, modern 2021 construction home in the highly desirable Fairfield Beach neighborhood. Just a quick stroll to the beach with pavillion, Fairfield town marina & Sand Castle Park. Hard to find beach area NOT in Flood Zone! No flood insurance required. Thoughtfully designed for open & airy living. Step into open concept living with a spacious living room that

Katie O'Grady Compass Connecticut, LLC

60 Eleanor Terrace, Fairfield, CT 06824
/32
$14,000 per month
- 2 Beds
- 1 Bath
- 2,180 Sq Ft
- Townhouse for Rent
2144 Fairfield Beach Rd, Fairfield, CT 06824

Available for summer from June-August 28th seasonal rental situated on direct creek waterfront, walk across street through private gate to beach Can be combined with 2142 Fairfield Beach Road.

Michael Menillo Collage Realty

2144 Fairfield Beach Rd, Fairfield, CT 06824
$3,750,000 Sold Aug 08, 2025
- 5,200 Sq Ft
- $721/SF
- 411 Days On Market
- 6 Beds
- 5.5 Baths
- Built 1958
987 Pequot Ave, Southport, CT 06890

SOUTHPORT CHIC - This home is rented until June 2025. Just steps to the beach, Harbor and quaint Southport Village, this French inspired beauty will make you feel like you've been whisked away to the European countryside although you're just 50 minutes from Manhattan. In the neighborhood of multi-million dollar seaside estates, restored antique homes, and newer builds with that Je ne sais quoi

Jaclyn Picarillo Higgins Group Bedford Square

987 Pequot Ave, Southport, CT 06890

Est $1,690,135 Not Listed For Sale
- 2 Beds
- 2.5 Baths
- 2,406 Sq Ft
441 Pequot Ave, Southport, CT 06890

441 Pequot Ave, Southport, CT 06890

/40
$12,000,000
- 7 Beds
- 6.5 Baths
- 8,119 Sq Ft
260 Willow St, Southport, CT 06890

Welcome to 260 Willow Street-where timeless design meets modern luxury. Thoughtfully reimagined and meticulously executed, this exceptional Southport Village residence embodies architectural refinement and effortless elegance. Renowned architect Christopher Pagliaro's philosophy of "addition by subtraction" is evident throughout, resulting in a home that is both sophisticated and serene. Every

Elizabeth Tritschler William Raveis Real Estate

260 Willow St, Southport, CT 06890
/25
$6,750 per month
- 3 Beds
- 2 Baths
- 2,142 Sq Ft
- Apartment for Rent
78 Unquowa Place Unit 406, Fairfield, CT 06824

Contemporary luxury in the heart of downtown Fairfield! Designed and developed by award winning Granoff Architects, this building blends a streamlined urban edge with its classic Connecticut surroundings - all at your fingertips. The 9 ft+ ceilings and oversized, black framed windows complement the crisp white interiors and wood grain (LVT) floors. The details and finishes are best in class.

Michael Mombello Compass Connecticut, LLC

78 Unquowa Place Unit 406, Fairfield, CT 06824
$795,000 Sold Aug 07, 2025
- 990 Sq Ft
- $803/SF
- 30 Days On Market
- 2 Beds
- 1 Bath
- Built 1949
76 Pratt St, Fairfield, CT 06824

Prime Beach location! Opportunity for builders to create a dream home in Fairfield's sought after beach location. Pratt St is located in the heart of Fairfield- walking distance to beach, town, parks, recreation, local gym, libraries, public schools, prep school, universities, restaurants, shopping, boutiques, ice cream parlors, public transportation, and down the road to metro north train

Nicole Mansdorf William Raveis Real Estate

76 Pratt St, Fairfield, CT 06824

Est $1,741,116 Not Listed For Sale
- 3 Beds
- 2.5 Baths
- 2,232 Sq Ft
23 Larbert Rd, Southport, CT 06890

23 Larbert Rd, Southport, CT 06890

/40
$1,799,999
- 6 Beds
- 3.5 Baths
- 4,318 Sq Ft
312 Towne House Rd, Fairfield, CT 06824

A gracious front porch welcomes you to this sophisticated colonial where comfort and luxury abound. The entry hall with striking floor to ceiling picture frame molding, setting the tone for the refined details found throughout the home. The family room greets you with many carefully curated features including book shelves framing the entry, coffered ceiling, gas fireplace flanked by built in

Paulette Cuozzo William Raveis Real Estate

312 Towne House Rd, Fairfield, CT 06824
/24
$8,500 per month
- 4 Beds
- 4 Baths
- 3,799 Sq Ft
- House for Rent
161 Foggwood Rd, Fairfield, CT 06824

Country quiet estate in upper Greenfield Hill close to Westport and Greenfield Hill Center. Well maintained Classic Center Hall Colonial. Adaptable floor plan with two gas burning fireplaces. Updated eat-in-kitchen with long island and breakfast bar. Newer stainless-steel appliances and Quartz countertops. Generous primary suite with nicely finished walk-in closet and updated spa bath. All three

Carrie Perkins RE/MAX Heritage

161 Foggwood Rd, Fairfield, CT 06824
$2,500,000 Sold Aug 07, 2025
- 5,485 Sq Ft
- $456/SF
- 41 Days On Market
- 5 Beds
- 7 Baths
- Built 2005
30 Wellington Dr, Fairfield, CT 06824

Stunning custom-built Colonial nestled on a quiet cul-de-sac just minutes from Westport. Set on 2 private acres with a fenced-in backyard, in-ground gunite pool (2021), and patio, this home showcases exquisite craftsmanship, rich cherry and mahogany finishes, limestone and marble detailing, and 9' ceilings on both floors. The flexible layout offers 5 bedrooms, 4 full & 3 half baths, a first-floor

William Gill Compass Connecticut, LLC

30 Wellington Dr, Fairfield, CT 06824

Est $1,360,333 Not Listed For Sale
- 4 Beds
- 2 Baths
- 1,811 Sq Ft
31 Larbert Rd, Southport, CT 06890

31 Larbert Rd, Southport, CT 06890

/39
$2,200,000
- 6 Beds
- 2 Baths
- 2,180 Sq Ft
2142 Fairfield Beach Rd, Fairfield, CT 06824

OPPORTUNITY KNOCKS TWICE with the only two-family home on Fairfield beach road Peninsula. Great rental income. Newly painted inside and out and completely furnished. This duplex features a spacious four-bedroom unit and a two-bedroom unit on the creek side with private gate access to the beach just across the road. Features include a wrap-around deck on the creek side with boat access to Long

Michael Menillo Collage Realty

2142 Fairfield Beach Rd, Fairfield, CT 06824
/29
$8,000 per month
- 2 Beds
- 1.5 Baths
- 1,104 Sq Ft
- House for Rent
2167 Fairfield Beach Rd, Fairfield, CT 06824

Stunning Coastal Retreat at 2167 Fairfield Beach Rd! Flexible Rent Terms. Avail For Academic 25/26, 27/28. Experience Long Island Sound's most breathtaking views - and on a clear day, you can even see Manhattan! This beautifully furnished 2-bedroom, 1.5-bath home features a charming sleeping loft overlooking the water. Flex on rental terms. A wraparound deck invites you to savor outdoor living

Elizabeth Altobelli William Raveis Real Estate

2167 Fairfield Beach Rd, Fairfield, CT 06824
$725,000 Sold Aug 06, 2025
- 2,012 Sq Ft
- $360/SF
- 7 Days On Market
- 3 Beds
- 2.5 Baths
- Built 1971
301 Nepas Rd, Fairfield, CT 06825

Here is an excellent opportunity to live in a very affluent area of Fairfield near the lake. This 3 bedroom and 2.5 bath Raised Ranch is strategically positioned on a beautiful large corner lot. Within the past 4 years the owner made the following improvements: new high-end windows installed, a new air-conditioner and a new roof. The lower level, which is above ground opens through sliding glass

Linda Finnie William Raveis Real Estate

301 Nepas Rd, Fairfield, CT 06825

Est $2,294,393 Not Listed For Sale
- 3 Beds
- 3 Baths
- 2,794 Sq Ft
191 Main St, Southport, CT 06890

191 Main St, Southport, CT 06890

/38
$1,029,900
- 3 Beds
- 3 Baths
- 3,208 Sq Ft
3657 Park Ave, Fairfield, CT 06825

Back on the market as of August 22,2025.This Ranch has over $720,000 spent transforming the interior & exterior with feature like an In-Ground pool with slide, 1,513 square feet of finished lower level possibility for an In-Law & 1,190 square foot garage including a hydraulics lift housing 4 cars and only 3 steps from the garage into the Kitchen. All the schools are close with North Stratfield

Paul Ferreira RE/MAX Right Choice

3657 Park Ave, Fairfield, CT 06825
/11
$2,295 per month
- 2 Beds
- 1 Bath
- 900 Sq Ft
- Townhouse for Rent
249 Melville Dr, Fairfield, CT 06825

Fantastic 2 bedroom townhouse in Fairfield! - Updated kitchen with granite counters, updated cabinets, and tile backsplash! - Hardwood floors throughout - Private washer / dryer in unit - newer vinyl windows - private driveway - private back yard area - walk to multiple local schools - no pets!!

Ryan Panny Milligan Realty.com

249 Melville Dr, Fairfield, CT 06825
$1,605,000 Sold Aug 06, 2025
- 2,446 Sq Ft
- $656/SF
- 12 Days On Market
- 4 Beds
- 2.5 Baths
- Built 2003
Unlisted Address

Stunning Updated Colonial in the Heart of Fairfield Beach Welcome to this beautifully updated, sun-filled Colonial located in the highly sought-after Fairfield Beach neighborhood. This spacious home offers 4 bedrooms, 2.5 bathrooms, and an open-concept layout perfect for modern living. The tastefully renovated kitchen features quartz countertops, a large island, herringbone backsplash, updated

Annie Kruger Brown Harris Stevens

Unlisted Address

Est $1,417,985 Not Listed For Sale
- 2 Beds
- 1.5 Baths
- 1,100 Sq Ft
219 Main St, Southport, CT 06890

219 Main St, Southport, CT 06890

/34
$2,599,000
- 4 Beds
- 4.5 Baths
- 3,985 Sq Ft
35 Millard St, Fairfield, CT 06824

A Rare Opportunity in the Beach Area- Set on an oversized .42-acre lot at the end of a quiet cul-de-sac, this custom-built home offers a rare combination of space, quality, and location. Uniquely positioned with a deep front setback and an expansive backyard-this property stands apart from typical neighborhood lots. Ample room for a pool and more! Thoughtfully designed for both comfort and

Wendy Ryan Brown Harris Stevens

35 Millard St, Fairfield, CT 06824
/34
$4,500 per month
- 3 Beds
- 1.5 Baths
- 1,442 Sq Ft
- House for Rent
366 Suburban Ave, Fairfield, CT 06825

Welcome to 366 Suburban Avenue, a beautifully updated Colonial nestled in a prime Fairfield location. This 3-bedroom, 1.5-bath home blends timeless charm with modern comfort, offering stylish upgrades and thoughtful touches throughout. Step inside to discover a freshly painted interior with newly refinished hardwood floors and abundant natural light. The recently renovated kitchen features modern

Mariana Patrone Higgins Group Real Estate

366 Suburban Ave, Fairfield, CT 06825
$2,405,000 Sold Aug 06, 2025
- 4,386 Sq Ft
- $548/SF
- 10 Days On Market
- 4 Beds
- 3.5 Baths
- Built 1993
975 Flintlock Rd, Southport, CT 06890

Tucked away at the end of a peaceful cul-de-sac in one of Southport's most sought-after neighborhoods, this exceptional residence merges timeless design with thoughtful modern upgrades. A Western exposure bathes the home in golden afternoon light, an entertainer's dream & a rare find in the area. The heart of the home is its reimagined kitchen & great room. Expanded & designed to impress. The

Timothy Dailey Higgins Group Real Estate

975 Flintlock Rd, Southport, CT 06890

Est $2,966,440 Not Listed For Sale
- 5 Beds
- 4.5 Baths
- 3,911 Sq Ft
181 Taintor Dr, Southport, CT 06890

181 Taintor Dr, Southport, CT 06890

/40
$15,000,000
- 7 Beds
- 10 Baths
- 9,129 Sq Ft
4800 Congress St, Fairfield, CT 06824

Surrounded by stone walls, this storied, spectacular and private 38.91-acre Greenfield Hill country compound has had a stunning top-level transformation, creating a one of a kind Fairfield County estate. The former home of Richard Rodgers, composer of The Sound of Music, the mid-century main residence was restored and expanded to incorporate 7 bedrooms and 7 full baths, all with views over the

Leslie Razook William Pitt Sotheby's Int'l

4800 Congress St, Fairfield, CT 06824
/8
$2,000 per month
- 1 Bed
- 1 Bath
- 700 Sq Ft
- House for Rent
231 York Rd, Fairfield, CT 06825

**AVAILABLE OCTOBER 1** This charming one-bedroom unit is filled with natural light, creating a warm and welcoming atmosphere. Offering a fantastic alternative to condo living, this unit is situated at the front of the main home and features beautiful hardwood floors and a fresh coat of paint. The layout includes a spacious living room, an eat-in kitchen, and a generously sized bedroom, providing

Deborah Merlino William Raveis Real Estate

231 York Rd, Fairfield, CT 06825
$970,000 Sold Aug 06, 2025
- 2,588 Sq Ft
- $375/SF
- 97 Days On Market
- 4 Beds
- 2.5 Baths
- Built 1982
1510 Congress St, Fairfield, CT 06825

Nestled on two wooded acres in the coveted Greenfield Hill district, this extensively updated classic center hall colonial is the quintessential New England charmer. Thoughtfully equipped with premium touches, this four bedroom, 2.5 bath home boasts Bosch appliances, custom cabinetry, quartz countertops, hardwood floors throughout, exquisite light fixtures, and a seamless floorplan. All bedrooms

Katherine Fassman Higgins Group Real Estate

1510 Congress St, Fairfield, CT 06825

Est $5,141,578 Not Listed For Sale
- 3 Beds
- 3.5 Baths
- 3,247 Sq Ft
825 Harbor Rd, Southport, CT 06890

825 Harbor Rd, Southport, CT 06890

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