Fairfield, CT Homes for Sale with Garage

• 

  

  

  /40

  $3,000,000

  • 6 Beds
  • 5.5 Baths
  • 5,952 Sq Ft

  70 Meadow Ridge Rd, Fairfield, CT 06824

  Nestled on a picturesque cul-de-sac street in the heart of Southport, 70 Meadow Ridge Rd offers the perfect blend of classic charm and modern convenience. This custom home boasts 6 bedrooms and 5, Bathrooms providing ample space for comfortable living and entertaining. Step inside to discover sun-drenched living spaces featuring gleaming hardwood floors, a cozy fireplace, and an open-concept

  David Krasnoff Compass Connecticut, LLC

  70 Meadow Ridge Rd, Fairfield, CT 06824
• 

  

  

  /40

  $1,225,000

  • 3 Beds
  • 3 Baths
  • 2,146 Sq Ft

  88 Middlebrook Dr, Fairfield, CT 06824

  Tucked on a quiet cul-de-sac in Fairfield's sought-after University neighborhood, just two miles to the train and downtown. This classic New England Colonial was fully renovated and expanded in 2005 - Nantucket-style cedar shingles, copper half-round gutters, and a mahogany front porch that gives this home curb appeal that is simply off the charts. In 2021 the home was expanded again to add a

  Ken Banks William Raveis Real Estate

  88 Middlebrook Dr, Fairfield, CT 06824
• 

  

  

  /40

  $2,850,000

  • 6 Beds
  • 5.5 Baths
  • 4,322 Sq Ft

  598 S Benson Rd, Fairfield, CT 06824

  RARE BEACH PROPERTY ~ Steps to Sandcastle Playground, Jennings Beach and South Benson Marina - this striking Colonial delivers a unique blend of luxurious beach living and exceptional build quality. Homes of this caliber seldom become available along the shoreline. ~ EXPANSIVE FIRST FLOOR ~ The house features a sprawling first floor Great Room and show stopping Chef's Kitchen which combine in a

  Julie Vanderblue Higgins Group Real Estate

  598 S Benson Rd, Fairfield, CT 06824
• 

  

  

  /19

  $3,900,000 New Construction

  • 5 Beds
  • 4.5 Baths
  • 4,100 Sq Ft

  1008 Fairfield Beach Rd, Fairfield, CT 06824

  1008 Fairfield Beach Road- A Masterpiece on Fairfield's Iconic Coastline. Where modern luxury meets coastal elegance. Presented by one of Fairfield County's premier celebrity developers, this extraordinary new construction beach home offers an unparalleled lifestyle with panoramic, unobstructed views of the Long Island Sound with jaw-dropping sunsets. Stand out in the neighborhood with one of the

  Valerie Alvarez Serhant Connecticut, LLC

  1008 Fairfield Beach Rd, Fairfield, CT 06824
• 

  

  

  /26

  $819,000

  • 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
• 

  

  /19

  $850,000

  • 3 Beds
  • 3 Baths
  • 1,930 Sq Ft

  35 Knapps Hwy, Fairfield, CT 06825

  Welcome home to this beautifully remodeled cape which boasts 3 bedrooms, 3 full bathrooms, walk-in closets, stainless steel appliances, a finished lower level, a sun room and new, efficient mechanicals that keep energy costs down. The home is close to parks, shopping, golf, tennis courts, Fairfield's excellent schools and has a private, fenced back yard. There is plenty of parking in the attached

  Thomas Chanaca Chanaca Real Estate

  35 Knapps Hwy, Fairfield, CT 06825
• 

  

  /39

  $2,595,000

  • 4 Beds
  • 4.5 Baths
  • 5,376 Sq Ft

  3808 Redding Rd, Fairfield, CT 06824

  3808 Redding Road is the kind of property that feels discovered rather than found. A place where time has softened the edges, and the landscape tells its own story. Dating to 1769 and set on nearly eighteen acres of open fields and mature trees, this is one of Fairfield's earliest homes, thoughtfully rebuilt in 2008 to preserve its character with modern ease. Inside, the home unfolds with warmth

  Cindy Raney Coldwell Banker Realty

  3808 Redding Rd, Fairfield, CT 06824
• 

  

  /36

  $1,799,000

  • 3 Beds
  • 3.5 Baths
  • 3,141 Sq Ft

  127 Spruce St, Southport, CT 06890

  Enjoy stylish and easy living in this spectacular townhome on Southport's much-loved, storybook Spruce Street. Thoughtful design by renowned local architect Jack Franzen ensures a sophisticated and smart floor plan featuring top-quality finishes, high ceilings and beautiful wood floors. A great home for entertaining or very comfortable living - the Great Room enjoys a gas fireplace and opens

  Ellen Fusco Compass Connecticut, LLC

  127 Spruce St, Southport, CT 06890
• 

  

  /38

  $1,599,000

  • 5 Beds
  • 3.5 Baths
  • 3,229 Sq Ft

  164 Wakeman Rd, Fairfield, CT 06824

  Nestled in Fairfield's highly sought-after University neighborhood, this exceptional home beautifully blends timeless vintage charm with a warm, modern aesthetic. Set on a private, arborvitae-lined property, the outdoor space features a stone patio and gas fire rock seating area. Inside, the inviting layout offers effortless flow and abundant natural light. The living room, anchored by a

  Katie O'Grady Compass Connecticut, LLC

  164 Wakeman Rd, Fairfield, CT 06824
• 

  

  /39

  $3,449,000

  • 5 Beds
  • 7 Baths
  • 5,515 Sq Ft

  2683 Bronson Rd, Fairfield, CT 06824

  In the heart of Greenfield Hill proper at the top of Bronson Road, this special and truly unique estate presents a rare opportunity in one of Fairfield's most coveted locations. Set on just over two acres of beautifully landscaped, professionally photographed grounds, the property reflects a timeless elegance that would be costly to replicate today. Across from a distinguished equestrian family

  Tara Hawley Coldwell Banker Realty

  2683 Bronson Rd, Fairfield, CT 06824
• 

  

  /20

  $879,000 Open Sat 12PM - 4PM

  • 4 Beds
  • 2.5 Baths
  • 2,420 Sq Ft

  1822 Stratfield Rd, Fairfield, CT 06825

  Welcome Home! This charming Stratfield colonial is a well kept 4-bedroom, 2.5-bathroom home, perfectly situated in a neighborhood that's close to parks, shopping, schools and highways. It's the ideal mix of everyday comfort and plenty of room to entertain. As you enter, you'll be greeted by the spacious family room, complete with a cozy fireplace, an open kitchen, and a lovely breakfast nook. The

  Leann Ratner William Raveis Real Estate

  1822 Stratfield Rd, Fairfield, CT 06825
• 

  

  /20

  $875,000

  • 5 Beds
  • 4.5 Baths
  • 1,392 Sq Ft

  338 Stevenson Rd, Fairfield, CT 06825

  Completely reimagined from the studs up, this fully renovated 5-bedroom, 4.5-bath ranch in Fairfield offers 2,268 square feet of thoughtfully designed living space. Taken down to the framing in 2024 and rebuilt with a brand-new open-concept layout, the home was completed in 2025 with exceptional craftsmanship and high-end finishes throughout. No expense was spared, with all-new windows, spray

  Amanda Huntington Higgins Group Real Estate

  338 Stevenson Rd, Fairfield, CT 06825
• 

  

  /40

  $2,395,000

  • 4 Beds
  • 4.5 Baths
  • 3,620 Sq Ft

  783 Reef Rd, Fairfield, CT 06824

  Welcome to 783 Reef Road, a beautifully crafted home in the highly desirable Penfield Beach area of Fairfield. This elegant residence combines refined design with modern comfort, offering four bedrooms, four and a half bathrooms, and approximately 3,620 square feet of interior living space and an additional nearly 1,400 square feet of basement storage space. Inside, the foyer opens to a layout

  Daniel Durante Criterion Real Estate LLC

  783 Reef Rd, Fairfield, CT 06824
• 

  

  /38

  $2,095,000

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

  2177 Cross Hwy, Fairfield, CT 06824

  A special property with pool & tennis court, on the Westport border, minutes to shops, restaurants and train. Experience refined luxury in this picturesque setting, situated back from the road down a long, lighted driveway, winding past a serene pond. Nearly 4000 sq ft with 4 bedrooms & 4.5 baths, this open floor plan home features city water, sewer, natural gas, oil heat and central A/C for

  Mary Ellen Gallagher Compass Connecticut, LLC

  2177 Cross Hwy, 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
• 

  

  /35

  $1,885,000

  • 3 Beds
  • 3.5 Baths
  • 3,805 Sq Ft

  491 Westway Rd Unit 491, Fairfield, CT 06890

  Located within the only gated enclave in the heart of Southport Village, this exceptional townhome offers a rare blend of privacy, convenience, and refined design. ELEVATOR READY! Just steps from Southport's charming shops, restaurants, train station, and beach, the setting is as desirable as it is walkable. This home spans three thoughtfully designed levels, each showcasing sophisticated,

  Denise Walsh William Raveis Real Estate

  491 Westway Rd Unit 491, Fairfield, CT 06890
• 

  

  /36

  $1,589,000

  • 4 Beds
  • 5 Baths
  • 3,224 Sq Ft

  419 Valley Rd, Fairfield, CT 06825

  Back on market with enhancements including custom entryway storage/cubby area! Luxurious, like new construction home located in the desirable Stratfield Village neighborhood of Fairfield. Total interior renovation, including full second floor and additional two car garage was finished in 2025. This gorgeous property sits on 1.3 acres and features a modern, open-concept kitchen, four spacious

  Danielle Baleeiro Realty ONE Group Connect

  419 Valley Rd, Fairfield, CT 06825
• 

  

  /40

  $799,000

  • 3 Beds
  • 1.5 Baths
  • 1,282 Sq Ft

  143 Sawyer Rd, Fairfield, CT 06824

  Updated ranch located in the coveted University area of Fairfield, offering the ease and comfort of one-level living at its best. This completely renovated home features an open floor plan, newly refinished hardwood floors, and a welcoming living room with a wood-burning fireplace. The brand-new kitchen is thoughtfully designed with quartz countertops, stainless steel appliances, and offers

  Michael Jabick Keller Williams Realty

  143 Sawyer Rd, Fairfield, CT 06824
• 

  

  /40

  $2,999,000

  • 5 Beds
  • 6 Baths
  • 5,924 Sq Ft

  127 Field Rock Rd, Southport, CT 06890

  Welcome to this exceptional newer Colonial nestled in a highly desirable Southport location, where timeless elegance meets modern luxury. Custom built with impeccable attention to detail, this stunning home offers three expansive levels of beautifully finished living space, perfectly designed for both everyday living and entertaining. Set on 1.68 acres of lush, manicured grounds, the property

  Sara Santos Coldwell Banker Realty

  127 Field Rock Rd, Southport, CT 06890
• 

  

  /37

  $629,900

  • 3 Beds
  • 2.5 Baths
  • 1,850 Sq Ft

  130 Brentwood Ave, Fairfield, CT 06825

  Welcome to 130 Brentwood Ave is a 2008 build that's spacious, updated, and within walking distance to Fairfield amenities, close to the highway for easy commuting and is under a mile to the Fairfield-Black Rock train station! This townhome's open floor plan has 9ft ceilings on the main floor and is so bright with natural light and perfect for entertaining. The home features hardwood flooring

  Andrea Viscuso Compass Connecticut, LLC

  130 Brentwood Ave, Fairfield, CT 06825
• 

  

  /40

  $3,200,000

  • 4 Beds
  • 3.5 Baths
  • 3,283 Sq Ft

  1053 Fairfield Beach Rd, Fairfield, CT 06824

  Direct waterfront on premier Fairfield Beach with rare sandy frontage and sweeping, panoramic coastline views of the Long Island Sound. This sophisticated 3278sqft 4-bedroom residence offers an exceptional combination of elevation, privacy, and protection by two jetties. Extensively improved with over $400K in recent upgrades, the home is engineered for low-maintenance coastal luxury, featuring

  Mikhail Faifman William Raveis Real Estate

  1053 Fairfield Beach Rd, Fairfield, CT 06824
• 

  

  /30

  $1,595,000 Open Thu 11AM - 2PM

  • 4 Beds
  • 2.5 Baths
  • 3,728 Sq Ft

  757 Galloping Hill Rd, Fairfield, CT 06824

  This is not just a house-it's a home with soul. Lovingly cared for and impeccably maintained by the same family for nearly 30 years, this 4-bedroom, 3.5-bath Colonial unfolds in ways you don't expect, each space more surprising than the last. The kitchen is extraordinary-a centerpiece that captivates and performs. Anchored by a single-slab Carrera marble island and a premium Thermador suite, it

  Colleen Gennari William Raveis Real Estate

  757 Galloping Hill Rd, Fairfield, CT 06824
• 

  /2

  $4,300,000

  • 6 Beds
  • 6 Baths
  • 6,000 Sq Ft

  378 Penfield Rd, Fairfield, CT 06824

  IMAGES FROM BUILDER'S PORTFOLIO.Remarkable CUSTOMIZABLE approx 6,000 Sqft New Beach Construction Home on a very RARE OVERSIZED 0.31 acre lot with a non-pareil luxurious Open floor plan on the Premier street in beach area ! Situated just two blocks away from Penfield Beach. Created by Master Local Builder; NEW GENERATION HEALTHY HOMES. Custom designed to offer state of the art amenities, 7

  Helene Salerno Ogents, LLC

  378 Penfield Rd, Fairfield, CT 06824
• 

  

  /38

  $739,900

  • 4 Beds
  • 3.5 Baths
  • 2,268 Sq Ft

  42 Fairway Green, Fairfield, CT 06825

  Charming and Fresh-Painted Colonial with Modern Upgrades. This freshly painted colonial home boasts 4 spacious bedrooms, 3.5 baths, a brand-new HVAC system, and a wood-burning fireplace. With 2268 sq ft of living space plus a 520 sq ft finished basement, it includes a large deck, an office or in-law suite and a tall 2-car garage. Built in 1987 on a 0.24-acre lot, this home is in a

  David White OwnerEntry.com

  42 Fairway Green, Fairfield, CT 06825
• 

  

  /35

  $1,899,000 New Construction

  • 6 Beds
  • 4.5 Baths
  • 4,344 Sq Ft

  15 Barton Rd, Fairfield, CT 06824

  Not all new construction is created equal-especially in a neighborhood like this. Set behind a classic white picket fence in Fairfield's coveted University area, this thoughtfully crafted custom home offers more than beautiful design-it offers a true community lifestyle. Sidewalk-lined streets invite evening strolls, bike rides, and impromptu neighborly conversations. Just moments away, Gould

  Jennifer DeLaurentis Compass Connecticut, LLC

  15 Barton Rd, Fairfield, CT 06824
• 

  

  /36

  $1,050,000

  • 3 Beds
  • 2.5 Baths
  • 1,607 Sq Ft

  26 Taylor Place, Southport, CT 06890

  Nestled in the heart of historic Southport, this beautifully updated Colonial blends timeless charm with chic modern sophistication. The 3-bedroom, 2.5-bath residence showcases a newly renovated primary suite and new bathroom with heated floors. The sun-filled kitchen, and thoughtfully updated bathrooms are all complemented by refinished hardwood floors and abundant natural light throughout. A

  Catherine Aaron Berkshire Hathaway NE Prop.

  26 Taylor Place, Southport, CT 06890
• 

  

  /36

  $1,349,000

  • 4 Beds
  • 4 Baths
  • 3,585 Sq Ft

  33 Reilly Rd, Easton, CT 06612

  Tucked away in a prime Easton location that feels worlds apart - but still connected - this effortlessly cool mid-century home captures the ultimate California vibe. With four bedrooms, three full baths, one half bath, and an office, the layout blends timeless design with everyday functionality. Clean architectural lines, expansive windows, and seamless indoor-outdoor flow fill the home with

  Lisa Holler Compass Connecticut, LLC

  33 Reilly Rd, Easton, CT 06612
• 

  

  /7

  $755,000

  • 5 Beds
  • 3 Baths
  • 2,483 Sq Ft

  855 Brewster St Unit 857, Bridgeport, CT 06605

  An incredible investment opportunity in a highly desirable Black Rock Neighborhood. This well maintained 3 Family property is perfect for investors or owner occupied. Ideally located within walking distance to the Fairfield Metro Train Station, shops and restaurants along Fairfield Ave. It's a short drive to I-95 and Downtown Fairfield and Black Rock Turnpike. This 3 Family home has 5 Bedrooms, 3

  Doug Munson Munson Real Estate

  855 Brewster St Unit 857, Bridgeport, CT 06605
• 

  

  /38

  $1,395,000

  • 4 Beds
  • 4 Baths
  • 4,319 Sq Ft

  35 Golf View Dr, Easton, CT 06612

  Welcome to this beautifully, renovated colonial, nestled in a quiet cul-de-sac in desirable Easton, Connecticut. Set on nearly 2 acres of professionally landscape property, this charming, four bedroom home offers the perfect blend of privacy, comfort, and classic New England character. Inside, you'll find spacious living areas filled with natural light, including a stunning family room featuring

  Jeanne Hurty Brown Harris Stevens

  35 Golf View Dr, Easton, CT 06612
• 

  

  /15

  $5,474,945 New Construction

  • 7 Beds
  • 8 Baths
  • 6,660 Sq Ft

  1 Sturges Hwy Unit 2, Westport, CT 06880

  Design Your Dream Home with an Award-Winning Builder. Step into a world of elegance and sophistication with a soon-to-be-built 6,660 sq. ft. masterpiece by Coastal Luxury Homes. Known for their innovative designs, sleek modern lines, and unparalleled craftsmanship, Coastal Luxury Homes has earned a reputation for creating some of the most sought-after residences. With a focus on prime location,

  Annie Klyver Higgins Group Real Estate

  1 Sturges Hwy Unit 2, Westport, CT 06880
• 

  

  /36

  $319,000

  • 3 Beds
  • 2 Baths
  • 1,755 Sq Ft

  25 Cartright St Unit 5D, Bridgeport, CT 06604

  Stunning End-Unit 3-Bedroom, 2-Bath NYC-Style Condo - Nestled in the heart of the highly sought-after Brooklawn community, this spacious 1,755 sq ft New York City-style condominium blends contemporary comfort with urban sophistication. Located just steps from the Fairfield town line, Unit 5D offers the perfect balance of city convenience and suburban tranquility. Step into a welcoming large foyer

  Pamela Williams Real Broker CT, LLC

  25 Cartright St Unit 5D, Bridgeport, CT 06604
• 

  

  /40

  $799,000

  • 8 Beds
  • 3 Baths
  • 3,388 Sq Ft

  1440 Wood Ave, Bridgeport, CT 06604

  Excellent investment opportunity in the desirable Brooklawn area. Well-maintained two-family home featuring a fully finished third floor and a finished basement with an in-law apartment, offering additional living space. The second and third floors share utilities. Property includes a two-car garage and hardwood floors throughout. Currently generating approximately $8,500 in monthly rental

  Angela Morales Keller Williams Realty Prtnrs.

  1440 Wood Ave, Bridgeport, CT 06604

Showing Results 41 - 72, Page 2 of 2