Fairfield, CT Houses for Sale

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  /40

  $2,995,000 Open Sun 1PM - 3PM

  • 5 Beds
  • 5.5 Baths
  • 5,965 Sq Ft

  2015 Redding Rd, Fairfield, CT 06824

  Majestically sited on 2 private acres of professionally landscaped grounds, this exceptional SMART modern farmhouse surpasses new construction standards with uncompromising attention to detail. This 5,500+ SF estate exemplifies architectural integrity with handcrafted millwork and bespoke finishes throughout. Superior craftsmanship shines in every detail-from rich white oak hardwood floors to

  

  Susan Lieberman

  The Riverside Realty Group

  (475) 252-9450

  2015 Redding Rd, Fairfield, CT 06824
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  /39

  $949,000

  • 4 Beds
  • 2.5 Baths
  • 2,446 Sq Ft

  104 Putting Green Rd, Fairfield, CT 06825

  Spectacular awaits in Stratfield! This striking custom ranch is perched on a wonderfully flat lot in a supremely strollable neighborhood close to EVERYTHING. A cheery farmer's porch beckons you inside to explore the sprawling, airy floorplan with multiple spaces to gather & entertain complete with gleaming hardwood floors, fine millwork, neutral tones, and windows in all the right places. The

  Tommy Connors Redfin Corporation

  104 Putting Green Rd, Fairfield, CT 06825
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  /33

  $799,900

  • 3 Beds
  • 2 Baths
  • 1,665 Sq Ft

  274 High St, Fairfield, CT 06824

  Welcome to 274 High Street, Fairfield, CT-where timeless elegance meets modern convenience. This beautifully renovated home boasts a fresh and inviting open-concept design, with a stunning new Trex deck just off the kitchen, perfect for relaxing or entertaining. The spacious kitchen features a large island with extra seating, complemented by a stylish design table for additional dining space.

  Karly Worth Call It Closed Realty

  274 High St, Fairfield, CT 06824
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  /40

  $1,995,000

  • 3 Beds
  • 3.5 Baths
  • 2,760 Sq Ft

  1001 Hulls Farm Rd, Southport, CT 06890

  Situated on 2 manicured acres in Southport and surrounded by multi-million-dollar estates, this gated, European-inspired country home blends timeless charm with modern elegance. A white-pebble drive, stone walls, and sweeping lawns with mature trees create a private estate feel. Inside, the home balances warmth with sophistication. Offering 3 bedrooms on the main level and a 4th bedroom option in

  Ken Banks William Raveis Real Estate

  1001 Hulls Farm Rd, Southport, CT 06890
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  /29

  $1,399,999

  • 4 Beds
  • 3 Baths
  • 2,794 Sq Ft

  175 Alma Dr, Fairfield, CT 06824

  Beautiful new colonial in the University neighborhood situated on the serene Mill River. Completely rebuilt in 2024-with only the foundation and one wall remaining-this stunning home blends timeless design with modern luxury. Every detail has been thoughtfully crafted, showcasing high-end finishes throughout. The heart of the home is the luxury Christopher Peacock kitchen, featuring a spacious

  Annie Kruger Brown Harris Stevens

  175 Alma Dr, Fairfield, CT 06824
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  /8

  $1,949,000

  • 6 Beds
  • 5.5 Baths
  • 3,847 Sq Ft

  42 Robin Cir, Fairfield, CT 06824

  Available now for Spring occupancy, with the option to select custom touches that make this home distinctly yours. A brand new home that feels rooted in tradition, yet perfectly suited for modern living. With 6 bedrooms, 5 full baths, 1 half bath, and 3,847 sq. ft. above grade plus the ability to finish additional space in the unfinished lower level with 9' ceilings, this home sits on a sprawling

  Jennifer DeLaurentis Compass Connecticut, LLC

  42 Robin Cir, Fairfield, CT 06824
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  /40

  $1,845,000

  • 4 Beds
  • 3.5 Baths
  • 2,981 Sq Ft

  172 Sycamore Ln, Fairfield, CT 06824

  Mill Gate House isn't just another listing - it's the one you've been waiting for. This classic Center Hall Colonial in coveted Sturges Park offers 4 bedrooms, 3.5-baths and 3000 sq ft of timeless character but modernized with every detail handled: new furnace, new tankless water heater, central air, pool heater, cedar roof, whole-house generator, irrigation and security systems, plus a gas line

  Lynn Dolan William Pitt Sotheby's Int'l

  172 Sycamore Ln, Fairfield, CT 06824
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  /39

  $1,495,000

  • 4 Beds
  • 3 Baths
  • 3,883 Sq Ft

  251 Winnepoge Dr, Fairfield, CT 06825

  Nestled in the highly sought-after enclave of Lake Hills in Fairfield, this extraordinary Colonial has been completely reimagined, torn down and masterfully rebuilt to blend timeless architectural charm with modern sophistication. From the moment you arrive, the home's undeniable curb appeal captivates, featuring a welcoming wraparound porch, professional landscaping, flower boxes and a full

  Kristen Perez Higgins Group Bedford Square

  251 Winnepoge Dr, Fairfield, CT 06825
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  /40

  $2,199,000

  • 4 Beds
  • 3.5 Baths
  • 4,255 Sq Ft

  158 Coventry Ln, Fairfield, CT 06824

  Welcome to this picturesque Connecticut Colonial, an elegant blend of classic charm & modern comfort on a sought-after cul-de-sac bordering the prestigious Patterson Club. Set on two beautifully manicured acres in a serene enclave, the property boasts a sparkling, heated saltwater pool & spa with waterfall, alongside a delightful cabana/pool house. The grounds feature bluestone walkways,

  Veronica Monahan Compass Connecticut, LLC

  158 Coventry Ln, Fairfield, CT 06824
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  /40

  $1,949,000

  • 6 Beds
  • 5.5 Baths
  • 3,847 Sq Ft

  45 Robin Cir, Fairfield, CT 06824

  Experience refined living in Fairfield's University Neighborhood. This brand-new construction home by multi HOBI Award-Winning builder DeLaurentis Developments blends timeless design with modern luxury across 3,847 sq. ft. Inside, every detail is elevated. A showpiece custom kitchen with paneled Thermador appliances, oak center island, quartz counters, and a walk-in pantry flows seamlessly to the

  Jennifer DeLaurentis Compass Connecticut, LLC

  45 Robin Cir, Fairfield, CT 06824
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  /40

  $3,649,000

  • 5 Beds
  • 4.5 Baths
  • 6,661 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 offers a rare opportunity in one of Fairfield's most coveted locations. Set on more than two acres of beautifully landscaped grounds with distant views of Long Island Sound, the property reflects timeless elegance and a sense of place that is hard to replicate today. Across from a distinguished

  Tara Hawley Coldwell Banker Realty

  2683 Bronson Rd, Fairfield, CT 06824
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  /40

  $1,500,000

  • 4 Beds
  • 3 Baths
  • 3,214 Sq Ft

  120 Parkwood Rd, Fairfield, CT 06824

  This is the home you've been waiting for! Set on a beautifully landscaped half acre, this gracious University-area residence offers inviting interiors, ideal flow, and an outdoor haven designed for year-round enjoyment. The majestic oak tree that once stood on the property has been transformed into stunning hardwood floors, showcased across the kitchen/family room and primary bedroom - a

  Lorelei Atwood Higgins Group Real Estate

  120 Parkwood Rd, Fairfield, CT 06824
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  /39

  $2,499,000

  • 4 Beds
  • 6 Baths
  • 3,726 Sq Ft

  634 S Benson Rd, Fairfield, CT 06824

  From the moment you arrive, you are captivated w/ blooming gardens & privacy trees that create an inviting curb appeal that welcomes you in. Architecturally gorgeous w/ brilliant craftmanship, this coastal home is a rare find in the Beach neighborhood. Featuring 4 spacious en-suite bedrooms, 12 rooms, 3 levels & an elevator servicing all floors, this home sets a new standard for exceptional

  Jackie Davis William Raveis Real Estate

  634 S Benson Rd, Fairfield, CT 06824
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  /40

  $1,900,000

  • 4 Beds
  • 4.5 Baths
  • 5,283 Sq Ft

  305 S Gate Ln, Southport, CT 06890

  Tucked away on a serene street in the heart of Southport, this 4-bedroom, 4-bath Colonial invites you to experience the perfect balance of elegance, comfort, and privacy. From the moment you arrive, the home's setting feels special - an expansive property framed by mature trees, offering a sense of peace and seclusion. Step inside, and natural light floods the main level, where formal living and

  Elizabeth Tritschler William Raveis Real Estate

  305 S Gate Ln, Southport, CT 06890
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  /36

  $1,795,000

  • 6 Beds
  • 4.5 Baths
  • 5,325 Sq Ft

  212 Fence Row Dr, Fairfield, CT 06824

  Set on over two private acres in the gated community of The Ridge, this stunning estate combines modern comfort with timeless design. Residents enjoy resort-style amenities including a clubhouse, pool, tennis courts, playground, basketball court, private recreation facilities, and 24/7 gate security. Step inside through a soaring vaulted foyer that opens to a sun-filled living room framed by a

  Adele Higgins Higgins Group Real Estate

  212 Fence Row Dr, Fairfield, CT 06824
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  /40

  $1,545,000

  • 4 Beds
  • 2.5 Baths
  • 3,597 Sq Ft

  153 Pease Ave, Southport, CT 06890

  Newly Renovated Colonial in Prime Southport Location. Beautifully updated colonial offering modern comfort and timeless style. Featuring a stunning new custom kitchen with a large center island, professional Thermador appliances, and separate butlers pantry, this home is perfect for both everyday living and entertaining. The open floor plan is filled with natural light and has 9ft ceilings

  Basil Amso RE/MAX Right Choice

  153 Pease Ave, Southport, CT 06890
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  /38

  $1,345,000

  • 4 Beds
  • 2.5 Baths
  • 2,400 Sq Ft

  545 Surrey Ln, Fairfield, CT 06824

  Classic four bedroom, 2.5 bath colonial strikes a rare balance, offering turnkey charm, space and modern updates on a superb, manicured acre - all within one of Fairfield's most coveted neighborhoods. Set on a quiet tree-lined street in lower Greenfield Hill with a new roof, newer windows and air conditioner paired with fresh paint ensures lasting curb appeal and peace of mind. The well-appointed

  Kelly Finn Coldwell Banker Realty

  545 Surrey Ln, Fairfield, CT 06824
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  /39

  $1,695,000

  • 4 Beds
  • 3.5 Baths
  • 3,686 Sq Ft

  365 Toilsome Hill Rd, Fairfield, CT 06825

  Truly One-of-a-Kind. This iconic Fairfield Tudor Revival blends rich architectural heritage with elevated modern luxury. Set on just under an acre, it offers the quiet elegance of a private estate-yet just beyond the drive, sidewalks lead to playgrounds, friendly neighbors, and the charm of a walkable community. Built in stone and stucco with a polychromatic slate roof, copper gutters, and

  Cindy Raney Coldwell Banker Realty

  365 Toilsome Hill Rd, Fairfield, CT 06825
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  /40

  $1,899,000

  • 5 Beds
  • 4.5 Baths
  • 4,079 Sq Ft

  68 Figlar Ave, Fairfield, CT 06824

  A rare find in today's market & a stunning example of high-end new construction in the sought-after University area awaits - Welcome to 68 Figlar Avenue. This beautifully designed 5 bedroom, 4.5 bath, 11 room home offers 4 levels of living space filled w/ great light & thoughtful details. From the natural white oak flooring to the exquisite millwork & custom built-ins, craftsmanship is evident.

  Jackie Davis William Raveis Real Estate

  68 Figlar Ave, Fairfield, CT 06824
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  /38

  $1,899,000

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

  15 Barton Rd, Fairfield, CT 06824

  Your storybook home-complete with a classic white picket fence-awaits! Where natural light fills inviting spaces, every detail is intentional, & comfort meets elegance. From quiet mornings on the sun-drenched porch to lively evenings around the large kitchen island, this home offers beauty, privacy, & seamless indoor-outdoor living. This newly finished, meticulously custom crafted, all new

  Jennifer DeLaurentis Compass Connecticut, LLC

  15 Barton Rd, Fairfield, CT 06824
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  /39

  $1,599,000

  • 5 Beds
  • 4.5 Baths
  • 4,459 Sq Ft

  1207 Stillson Rd, Fairfield, CT 06824

  Timeless Luxury meets modern craftsmanship in Fairfield's coveted University area with a Greenfield Hill feel. Welcome to this extraordinary 5 bedroom, 4.5 bath residence offering over 4000 sq ft of new construction luxury, seamlessly blended with a 1935 home set on a beautifully landscaped, private drive at the end of a tranquil lane. From the moment you arrive, you are greeted by sophisticated

  Dean Lockery GRL & Realtors, LLC

  1207 Stillson Rd, Fairfield, CT 06824
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  /40

  $1,898,500

  • 5 Beds
  • 4.5 Baths
  • 4,000 Sq Ft

  359 Reid St, Fairfield, CT 06824

  Brand new construction in highly desired Fairfield University area. Beautiful open floor plan includes large kitchen with high end appliances, center island, 36" gas range with hood, wine chiller, microwave drawer, 9 foot ceiling, hardwood floors. The bright airy family room with gas fireplace and a double slider walk out to large deck that overlooks grassy level yard. (The perfect spot for a

  Robert Richter Coldwell Banker Realty

  359 Reid St, Fairfield, CT 06824
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  /40

  $1,625,000

  • 5 Beds
  • 4.5 Baths
  • 4,038 Sq Ft

  72 Lloyd Dr, Fairfield, CT 06825

  Absolutely stunning new construction-an elegantly crafted 5-BDR, 4.5-BTH residence that blends modern sophistication with coastal charm. The main level strikes the perfect balance between open-concept living and defined spaces, showcasing 9' ceilings, white oak floors, custom millwork, and curated designer lighting. The gourmet kitchen is a showstopper, featuring Thermador Pro appliances, quartz

  Valerie Alvarez Higgins Group Real Estate

  72 Lloyd Dr, Fairfield, CT 06825
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  /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
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  /20

  $1,395,000

  • 4 Beds
  • 5.5 Baths
  • 4,906 Sq Ft

  3853 Congress St, Fairfield, CT 06824

  Sprawling ten room ranch style residence offering 3 acres on a prime estate street in Greenfield Hill. This stately home is discreetly positioned behind a brick wall and approached by a sweeping circular drive creating a grand sense of arrival. Inside this impressive home discover a striking Indoor Pool housed in its own sun lit pavilion. This dramatic recreation space adjoins the Kitchen and

  Paul Triantafel William Pitt Sotheby's Int'l

  3853 Congress St, Fairfield, CT 06824
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  /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
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  /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
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  /39

  $1,679,000

  • 5 Beds
  • 2.5 Baths
  • 3,469 Sq Ft

  478 Crestwood Rd, Fairfield, CT 06824

  Classic Colonial in Prime University Area Location. This 1937 Colonial offers four finished levels of living space and a rare combination of character, flexibility, and outdoor living-all set on one of the University Area's most desirable streets. The interior features a thoughtful blend of formal and casual spaces, providing the ideal layout for both everyday living and entertaining. Original

  Wendy Ryan Brown Harris Stevens

  478 Crestwood Rd, Fairfield, CT 06824
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  /40

  $1,900,000

  • 4 Beds
  • 4 Baths
  • 4,950 Sq Ft

  260 Range Rd, Southport, CT 06890

  Located on a quiet cul-de-sac in one of Southport's premier family neighborhoods, this elegant 4-bedroom, 2 full and 2 half-bath Colonial by Toll Brothers combines timeless design with modern comfort. The stately "Cedarbrook" Federal Colonial model welcomes you with a grand two-story foyer, setting the stage for the sophisticated interiors. Formal living and dining rooms are ideal for

  Julie Vanderblue Higgins Group Real Estate

  260 Range Rd, Southport, CT 06890
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  /15

  $899,999

  • 3 Beds
  • 1.5 Baths
  • 1,224 Sq Ft

  196 Catherine Terrace, Fairfield, CT 06824

  Nestled close to picturesque beaches, downtown with its award-winning restaurants, and Metro North trains, this charming home is a rare find, offered in as-is condition by the original family owner. A perfect canvas for those looking to create their dream beach area home, with ample potential to modernize and make it your own

  Jim Stobie Berkshire Hathaway NE Prop.

  196 Catherine Terrace, Fairfield, CT 06824
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  /25

  $429,000

  • 3 Beds
  • 1 Bath
  • 1,075 Sq Ft

  27 Bloomfield Dr, Fairfield, CT 06825

  Prime Opportunity to live in Fairfield on Exceptional Land - Rebuild or Renovate! The house sits on an expansive, double-sized (.3 acre) lot in the Fairfield Wood's section of Fairfield - a rare and valuable piece of land offering incredible potential for builders, investors, or buyers ready to create their dream home from the ground up. This property is being sold in as-is condition and is in

  Kathleen DeRossi William Pitt Sotheby's Int'l

  27 Bloomfield Dr, Fairfield, CT 06825
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  /40

  $1,199,999

  • 4 Beds
  • 3 Baths
  • 2,012 Sq Ft

  115 Mayfair Rd, Fairfield, CT 06824

  Welcome to 115 Mayfair Road This stunning 4-bedroom, 3-bath home has been fully renovated, right down to the studs, with top-quality finishes and thoughtful design. Step inside to find gleaming plank white oak hardwood floors and an open-concept layout that seamlessly connects the living room, dining area, and chef's kitchen. The gourmet kitchen is a true showpiece with sleek black onyx quartz

  Kenny Bascon Real Broker CT, LLC

  115 Mayfair Rd, Fairfield, CT 06824
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  /40

  $999,999

  • 4 Beds
  • 2.5 Baths
  • 3,015 Sq Ft

  160 Hunter Rd, Fairfield, CT 06824

  Don't miss this amazing opportunity to live in one of the University area's most desirable neighborhoods-tucked away at the end of a quiet, tree-lined cul-de-sac and just steps from Riverfield Elementary, ballfields, and a vibrant playground. This charming and spacious Colonial offers the perfect blend of privacy, community, and convenience. Light-filled and airy, the home features hardwood

  Kenneth Zerella II William Raveis Real Estate

  160 Hunter Rd, Fairfield, CT 06824
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  /23

  $515,000

  • 4 Beds
  • 4 Baths
  • 2,045 Sq Ft

  90 2nd St, Fairfield, CT 06825

  Investor opportunity- Nestled on a quiet street in Fairfield's Tunxis Hill neighborhood, this spacious 4-bedroom residence offers comfort, convenience, and investment potential. Featuring 2 full baths and 2 half baths, the home has hardwood floors throughout the kitchen, living room, and dining room, with easy-care vinyl laminate in the bedrooms. The fully fenced yard provides a private outdoor

  Jaime Pote Coldwell Banker Realty

  90 2nd St, Fairfield, CT 06825
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  /33

  $1,049,000

  • 4 Beds
  • 1.5 Baths
  • 2,246 Sq Ft

  245 Taunton Rd, Fairfield, CT 06824

  An ideal location plus a move-in ready home equals an exceptional opportunity in the highly sought-after University area. This 4 bedroom, 9 room Colonial offers 3 spacious levels of comfortable living in one of the most desirable neighborhoods. Standout features include 2 fireplaces: a cozy gas fireplace for crisp mornings & a wood burning that brings warmth w/ the crackling sound of real fire,

  Jackie Davis William Raveis Real Estate

  245 Taunton Rd, Fairfield, CT 06824
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  /30

  $699,900

  • 4 Beds
  • 2 Baths
  • 1,945 Sq Ft

  1748 Stratfield Rd, Fairfield, CT 06825

  Rarely can you ever buy equity and have high end finishes in the Fairfield market at this price point. Be the first to own this stunning four bed/ two bath cape remodeled to perfection with over 2,000 square feet of living space on three levels, centrally located in one of the most desirable areas of Connecticut. Feel like you're on vacation every day and escape all the hustle and bustle of life

  Christopher Bjorklund William Raveis Real Estate

  1748 Stratfield Rd, Fairfield, CT 06825
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  /6

  $395,000

  • 2 Beds
  • 1.5 Baths
  • 823 Sq Ft

  303 Villa Ave, Fairfield, CT 06825

  ADORABLE HOME IN GOOD CONDITION.

  Terry Keegan Fairfield County Real Estate

  303 Villa Ave, Fairfield, CT 06825
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  /38

  $899,000

  • 4 Beds
  • 2 Baths
  • 2,210 Sq Ft

  893 Church Hill Rd, Fairfield, CT 06825

  After 54 years of cherished memories, this home is ready for you to make it your own! In Stratfield neighborhood, thoughtfully expanded over the years, it features a spacious kitchen with oversized island, open living and dining areas, a first-floor bath with tub, and a light-filled great room addition with skylights-perfect for a family room or home office-that opens to a lush backyard with

  Jackie Seawright William Pitt Sotheby's Int'l

  893 Church Hill Rd, Fairfield, CT 06825
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  /40

  $1,289,000

  • 2 Beds
  • 1.5 Baths
  • 1,424 Sq Ft

  1135 Mill Hill Rd, Southport, CT 06890

  The Sherwood Farmhouse set in Southport's Mill Hill area, Circa 1720, is tucked away on a picturesque .48-acre lot in an enchanting country setting. This beautifully preserved and thoughtfully updated historic treasure blends 18th-century charm with modern comforts. Original features such as wide plank floors, hand-hewn beams, custom cupboards, and three working fireplaces speak to the home's

  Amy Waugh Curry ABR CRS GRI Berkshire Hathaway NE Prop.

  1135 Mill Hill Rd, Southport, CT 06890
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  /40

  $639,000

  • 4 Beds
  • 1 Bath
  • 1,760 Sq Ft

  342 Fairfield Woods Rd, Fairfield, CT 06825

  Handyman Special - Huge potential is found at this 4 bedroom Colonial within walking distance to Stratfield Elementary, Owen Fish Park, Fairfield Woods Public Library and shopping conveniences at Stratfield Four Corners. Home needs extensive updates and will be sold in AS IS Condition but is ready for the buyer who has vision to modernize this gem that has been in the same family for over 60

  Kate Meyer William Raveis Real Estate

  342 Fairfield Woods Rd, Fairfield, CT 06825

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