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Homes for Sale near Fairfield Woods Middle School

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  • /24

    $614,999

    • 3 Beds
    • 2 Baths
    • 1,248 Sq Ft

    449 High St, Fairfield, CT 06824

    Welcome to your dream home in the heart of Fairfield! This beautifully renovated 3-bedroom, 2-bathroom gem offers the perfect blend of classic charm and modern updates. Step inside to find a bright, open floor plan with gleaming hardwood floors, a brand-new kitchen featuring stainless steel appliances and quartz countertops, and two stylishly updated bathrooms. Enjoy morning coffee on the front

    Agent Photo

    Gary Crawford

    RE/MAX RISE

    (475) 252-5285

    449 High St, Fairfield, CT 06824
  • /34

    $899,900

    • 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
  • /25

    $674,900

    • 3 Beds
    • 2 Baths
    • 2,617 Sq Ft

    280 Bennett St, Fairfield, CT 06825

    Welcome home to this inviting Cape-style house on a peaceful street in Fairfield's Stratford area, just a few minutes from Sacred Heart University. Imagine walking into a cozy living room warmed by a fireplace on crisp autumn nights, then passing through to a bright dining room where summer sunshine floods in, and you can picture a glass of lemonade waiting on the kitchen counter. Step outside

    Daniel Rosario William Raveis Real Estate

    280 Bennett St, Fairfield, CT 06825
  • /40

    $1,700,000

    • 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
  • /40

    $1,199,000 Open Sat 1PM - 4PM

    • 4 Beds
    • 2.5 Baths
    • 2,600 Sq Ft

    6 Buckboard Ln, Fairfield, CT 06824

    Set on a peaceful, tree lined acre in Fairfield's highly sought-after Greenfield Hill neighborhood, this thoughtfully redesigned 4 bedroom Colonial perfectly blends timeless charm with modern functionality. The main level boasts an open floor plan centered around a stunning chef's kitchen, featuring custom cabinetry and a dramatic quartz waterfall island, seamlessly connecting to both the dining

    Brandy Hall Higgins Group Real Estate

    6 Buckboard Ln, Fairfield, CT 06824
  • /40

    $1,499,000 Open Sat 12PM - 2PM

    • 4 Beds
    • 2.5 Baths
    • 3,226 Sq Ft

    362 Joan Dr, Fairfield, CT 06824

    Stop scrolling - this could be THE ONE! Stunning 4BR Colonial with thoughtful open floor plan, sited in the highly desirable neighborhood of lower Greenfield Hill. This exquisite home has been beautifully renovated from top to bottom with high-end finishes - Designer lighting, custom cabinetry, shiplap, and grasscloth wall coverings, to name just a few. The sprawling, fully fenced, private

    Carol Langeland William Pitt Sotheby's Int'l

    362 Joan Dr, Fairfield, CT 06824
  • /38

    $1,399,000 Open Sun 12PM - 3PM

    • 4 Beds
    • 2.5 Baths
    • 2,474 Sq Ft

    185 Lovers Ln, Fairfield, CT 06824

    Located in Fairfield's sought-after University neighborhood, this fully updated 4BR, 2.5BA Colonial offers 2,474 sq ft of thoughtfully designed living space. The layout flows seamlessly from room to room, featuring oversized windows and hardwood floors throughout. The heart of the home is a stunning eat-in kitchen with a 12-ft butcher block island that seats 7, Sub-Zero fridge, 48" Thermador

    Matthew Hyde William Raveis Real Estate

    185 Lovers Ln, Fairfield, CT 06824
  • /9

    $1,849,000 Open Sun 10:30AM - 2PM

    • 5 Beds
    • 4.5 Baths
    • 4,420 Sq Ft

    332 Szost Dr, Fairfield, CT 06824

    Coming Soon! Stunning new construction in Fairfield's desirable University area! Re-Built from foundation up with taste, blends thoughtful design with quality craftsmanship. Privately set yet close to town, train, beaches, and top schools, the home features an ideal layout for modern living. Step into a welcoming foyer with open sightlines. Main level features a mudroom with built-ins and

    Karim Douich William Raveis Real Estate

    332 Szost Dr, Fairfield, CT 06824
  • /40

    $1,250,000 Open Sat 11AM - 1PM

    • 4 Beds
    • 3.5 Baths
    • 3,656 Sq Ft

    399 N Benson Rd, Fairfield, CT 06824

    This elegant Dutch Colonial, built in 1917, sits 150 feet off the road providing serene privacy & picturesque surroundings. Situated in Fairfield's University area, a short walk to the train, town, public schools, and Fairfield University. Loved by only three owners, this home boasts exquisite craftsmanship: carved fireplace mantels w/dental moldings, plate rails, pocket doors, hardwood floors

    Nannette Fatigate Berkshire Hathaway NE Prop.

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

    $1,149,000 Open Sat 1PM - 3PM

    • 4 Beds
    • 5 Baths
    • 3,408 Sq Ft

    226 Alberta St, Fairfield, CT 06825

    Prepared to be wowed! This one of a kind, builder's own colonial is a must see to be appreciated home featuring unmatched detail and quality of construction throughout. Meticulously rebuilt (2012) this 4 bed, 5 full bath home offers 3,335 sq. ft. of luxury living. Old world craftsmanship, the finest quality finishes and thoughtful attention to detail abound. Luxurious features include custom

    Steven Guagliano Family Realty Group, LLC

    226 Alberta St, Fairfield, CT 06825
  • /33

    $785,000 Open Sat 1PM - 3PM

    • 4 Beds
    • 3 Baths
    • 2,394 Sq Ft

    100 Mayfair Rd, Fairfield, CT 06824

    Located in the heart of Fairfield's desirable University Area, this well-maintained raised -high ranch offers over 2,000 square feet of flexible living space. It's within walking distance to Osborn Hill Elementary and just minutes from downtown, shopping, dining, Metro-North, and I-95. The location is both convenient and charming. The low-maintenance exterior features vinyl siding, a newer back

    Elizabeth Altobelli William Raveis Real Estate

    100 Mayfair Rd, Fairfield, CT 06824
  • /39

    $779,000 Open Sun 1PM - 3PM

    • 4 Beds
    • 2.5 Baths
    • 1,908 Sq Ft

    343 Steiner St, Fairfield, CT 06825

    Beautifully appointed at the end of a cul-de-sac, 343 Steiner St is a lovely sight with lush gardens and a welcoming exterior. This 4 bedroom, 2.5 bathroom home has all the best features a Colonial offers, like a traditional floor plan and facade, & special details like French doors and bountiful gardens. Inside, the foyer is flanked by the den/dining room, and the front-to-back living room,

    Sarah Pritchard William Raveis Real Estate

    343 Steiner St, Fairfield, CT 06825
  • /13

    $750,000

    • 4 Beds
    • 2 Baths
    • 2,112 Sq Ft

    Unlisted Address

    Exceptional investment opportunity in the heart of Fairfield. This rare two-family property or large single family offers a great opportunity for investors or owner occupants. Each of the two units offers 2 bedrooms. The first floor family room has a sliding door that leads to a newer private deck that overlooks the large yard with above ground pool. The second floor unit has a walk up attic for

    Sharon Palumberi Property Choices Real Estate

    Unlisted Address
  • /35

    $720,000 Open Sat 1PM - 3PM

    • 3 Beds
    • 2.5 Baths
    • 2,232 Sq Ft

    3743 Park Ave, Fairfield, CT 06825

    Completely renovated in 2020, this stunning home offers 3 bedrooms and 2.5 bathrooms, blending modern updates with classic charm. Upon entering, you're welcomed by a warm and inviting atmosphere that flows throughout the home. The sun-drenched living room is perfect for entertaining and flows seamlessly into the dining area, complete with a cozy fireplace. The chef's kitchen features granite

    James Millington William Raveis Real Estate

    3743 Park Ave, Fairfield, CT 06825
  • /26

    $739,900

    • 3 Beds
    • 2 Baths
    • 2,105 Sq Ft

    3481 Park Ave, Fairfield, CT 06825

    WHEN ONLY NEW WILL DO SHOWS LIKE A BRAND NEW HOME INSIDE AND OUT! NOTHING TO DO BUT MOVE-IN! CHECK OUT THIS EXQUISITE 3 BEDROOM, 2 BATH 3 LEVEL HOME WITH OFFICE WHICH INCLUDES THE POTENTIAL OF 4TH BEDROOM. THIS HOME HAS GREAT NATURAL LIGHTS AND SKYLIGHTS WHICH OPENS UP TO GORGEOUS HARDWOOD FLOORS, BUILT-INS, FIREPLACE, DINING ROOM, COVERED FRONT PORCH AND BACK TREX DECK TO LEVEL BACKYARD. THIS

    Matthew Palumbo William Raveis Real Estate

    3481 Park Ave, Fairfield, CT 06825
  • /22

    $650,000 Open Sat 11AM - 1PM

    • 4 Beds
    • 2 Baths
    • 1,724 Sq Ft

    65 Bennett St, Fairfield, CT 06825

    Located on a quiet cul-de-sac in the heart of sought-after Stratfield, this charming and updated Cape (full renovation, 2017) offers the perfect blend of comfort, convenience, and style. Featuring open floor plan, 4 bedrooms, 2 full bathrooms, sunroom and a finished lower level, this home is ideally situated close to shopping, dining, major commuting routes, the train, and just a short drive to

    Denise Walsh William Raveis Real Estate

    65 Bennett St, Fairfield, CT 06825
  • /40

    $800,000

    • 4 Beds
    • 1.5 Baths
    • 2,729 Sq Ft

    319 Wheeler Park Ave, Fairfield, CT 06825

    Spacious Stratfield home situated on a quiet dead end street in this highly desirable neighborhood of Fairfield is finally on the market!! This custom Cape Cod-style residence offers the perfect blend of charm, comfort, and convenience. Updates include a 5 year old roof, exterior cedar siding, deck, updated bathrooms and kitchen and generator. Featuring 4 spacious bedrooms, this beautifully

    Stacy Pfannkuch Century 21 AllPoints Realty

    319 Wheeler Park Ave, Fairfield, CT 06825
  • /23

    $649,900 Open Sun 12PM - 2PM

    • 3 Beds
    • 1 Bath
    • 1,573 Sq Ft

    45 Kenwood Ave, Fairfield, CT 06824

    Step into timeless elegance with this beautifully remodeled 3-bedroom, 1.5-bathroom colonial, offering 1,573 square feet of refined living space. Boasting great curb appeal, this home welcomes you with a charming front porch, perfect for sipping your morning coffee or reading your favorite book. Inside, you'll find classic period details with sophisticated modern updates. Gorgeous millwork,

    Anthony Fabrizio Coldwell Banker Realty

    45 Kenwood Ave, Fairfield, CT 06824
  • /39

    $649,000

    • 5 Beds
    • 3 Baths
    • 2,480 Sq Ft

    85 Sawyer Rd, Fairfield, CT 06824

    This multi-family home consists of a sprawling cape with 4 bedrooms and 2 full baths, there is a light filled living room with fireplace, a large bedroom on the first floor with full bath and a great den or office area. The upstairs is currently one bedroom but could be divided into 2. The addition that was added has a huge 16 x 16 primary bedroom and a full bath just outside the door. The lower

    John Bruno LPT Realty - IConn Team

    85 Sawyer Rd, Fairfield, CT 06824
  • /38

    $2,300,000 Open Sun 11AM - 1PM

    • 6 Beds
    • 5.5 Baths
    • 5,256 Sq Ft

    59 Thornhill Rd, Fairfield, CT 06824

    Located on one of the most coveted cul-de-sacs in Fairfield's University area, this Newly Built Colonial offers a perfect blend of classic charm & modern luxury. A welcoming stone-trimmed front porch sets the stage for quiet mornings with coffee, while inside, 5-7 bedrooms and 5.5 bathrooms provide ample space for comfortable living and entertaining. The gorgeous open-concept Kitchen with eating

    Julie Vanderblue Higgins Group Real Estate

    59 Thornhill Rd, Fairfield, CT 06824
  • /24

    $699,000

    • 2 Beds
    • 1 Bath
    • 1,198 Sq Ft

    161 Crestwood Rd, Fairfield, CT 06824

    Modern updates enhance the beauty of 161 Crestwood's charm. With architectural features like arched doorways, hardwood floors, a statement fireplace, an open kitchen and dining area creates a warm and welcoming home.The enclosed porch with new windows adds an additional 112 square feet not reflected in the listing thus making it ideal as an office/playroom or quiet space. Upstairs, the spacious

    Mary Ellen Brennan William Raveis Real Estate

    161 Crestwood Rd, Fairfield, CT 06824
  • /40

    $2,049,000 Open Sun 1PM - 3PM

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

    45 Robin Cir, Fairfield, CT 06824

    Welcome to the epitome of luxury living. A stunning new construction masterpiece nestled in the prestigious enclave of Fairfield's University Neighborhood by local, multi HOBI Award-Winning builder, DeLaurentis Developments. This architectural marvel boasts exquisite craftsmanship, unparalleled attention to detail, & an array of features that redefine modern elegance. Spanning 3,847 sq. ft. this

    Jennifer DeLaurentis Compass Connecticut, LLC

    45 Robin Cir, Fairfield, CT 06824
  • /40

    $1,999,000 Open Sun 1PM - 3PM

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

    15 Barton Rd, Fairfield, CT 06824

    If you're looking for a meticulously custom crafted new construction home that seamlessly marries timeless elegance with modern comfort, then this is the one! Built by local, multi HOBI Award-Winning builder, DeLaurentis Developments. The charming details of this new home were carefully crafted to evoke a sense of warmth and character. Nestled in the heart of Fairfield's University Neighborhood.

    Jennifer DeLaurentis Compass Connecticut, LLC

    15 Barton Rd, Fairfield, CT 06824
  • /40

    $875,000

    • 3 Beds
    • 3 Baths
    • 1,709 Sq Ft

    2180 Kings Hwy Unit 1, Fairfield, CT 06824

    Welcome to this like-new, end-unit townhouse offering a blend of timeless elegance and modern comfort - all within walking distance to downtown Fairfield, the train, and beautiful Jennings Beach. This 3 bedroom, 3 bath home is filled with natural light and thoughtfully designed with custom high-end finishes throughout, including shiplap accents, designer lighting, and plantation shutters. An

    Katie Cochran William Raveis Real Estate

    2180 Kings Hwy Unit 1, Fairfield, CT 06824
  • /28

    $649,900

    • 3 Beds
    • 2 Baths
    • 1,560 Sq Ft

    261 High St, Fairfield, CT 06824

    Beautifully updated home ready for its new owners. Featuring a bright open concept floor plan. Gorgeous custom kitchen with shaker cabinets, center island with waterfall countertop and inlay lighting, and new SS appliance package. New paint and hardwood floors throughout. New hardware and LED lighting. Stunning modern tile bath on main level. Finished walk-out lower level adds 600sf of additional

    Basil Amso RE/MAX Right Choice

    261 High St, Fairfield, CT 06824
  • /27

    $1,395,000

    • 5 Beds
    • 3.5 Baths
    • 2,930 Sq Ft

    183 Pepperidge Cir, Fairfield, CT 06824

    Situated on a quiet, tree-lined street in one of Fairfield's most desirable neighborhoods, this picturesque home has been taken down to the studs and meticulously rebuilt inside and out: Hardy-board siding, sprayfoam insulation, new electrical, plumbing, HVAC, roof, windows, garage door, driveway, bathrooms, kitchen, newly added entire third floor with office, two large walk-in closets, laundry

    Imke Lohs Compass Connecticut, LLC

    183 Pepperidge Cir, Fairfield, CT 06824
  • /30

    $699,000

    • 3 Beds
    • 1.5 Baths
    • 1,560 Sq Ft

    71 Schiller Rd, Fairfield, CT 06825

    Experience timeless elegance in this beautifully maintained ranch-style home, offering 3 spacious bedrooms, 2 full baths, and an extended driveway for ample parking. The stylish kitchen features gleaming granite countertops and elegant tiled flooring-perfect for both everyday living and entertaining. Step into the inviting family room, where sliding glass doors lead to a charming patio and a

    Oswaldo Torres Las Americas Real Estate

    71 Schiller Rd, Fairfield, CT 06825
  • /29

    $625,000

    • 4 Beds
    • 2 Baths
    • 1,742 Sq Ft

    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
  • /28

    $625,000

    • 4 Beds
    • 2 Baths
    • 1,742 Sq Ft

    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
  • /38

    $650,000

    • 3 Beds
    • 2 Baths
    • 1,001 Sq Ft

    60 Meadowbrook Rd, Fairfield, CT 06824

    Coastal Charm Meets Modern Luxury in Fairfield, CT Looking for that perfect mix of classic charm and modern sophistication? Welcome to this stunning brick beauty in the heart of Fairfield, where luxury meets effortless coastal living. From the moment you arrive, you'll be captivated by the beautifully landscaped yard, framed by an elegant stone wall and a paver-lined driveway leading to a

    Marrisa Gilbertie Keller Williams Prestige Prop.

    60 Meadowbrook Rd, Fairfield, CT 06824
  • /2

    $1,999,500

    • 4 Beds
    • 3.5 Baths
    • 3,200 Sq Ft

    242 Valleyview Rd, Fairfield, CT 06824

    This exceptional residence, custom-built by one of Fairfield's premier builders, showcases superior craftsmanship, thoughtful design, and meticulous attention to detail. Step inside to discover 9-foot ceilings on both the first and second floors, creating a spacious and airy ambiance throughout. The main level features a private home office, an elegant dining room, and a stunning custom kitchen

    RACHEL Fowler Coldwell Banker Realty

    242 Valleyview Rd, Fairfield, CT 06824
  • /10

    $1,695,000 New Construction

    • 4 Beds
    • 4.5 Baths
    • 3,450 Sq Ft

    264 Harvester Rd, Fairfield, CT 06825

    Stunning modern new construction boasting high quality craftsmanship and a spectacular high-end finish. This architecturally striking home features large gray windows, white Hardie Board siding, galvanized metal roof accents, and Azek trim. Inside, enjoy a bright open floor plan with 9ft ceilings and a professionally designed modern custom kitchen with a full pro grade Thermador appliance package

    Basil Amso RE/MAX Right Choice

    264 Harvester Rd, Fairfield, CT 06825
  • /23

    $1,849,000 New Construction

    • 5 Beds
    • 6 Baths
    • 4,150 Sq Ft

    706 Judd St, Fairfield, CT 06824

    Admire craftsmanship & elegance in this beautiful, custom New Construction home boasting sophisticated & timeless design in the coveted University area of Fairfield. Carefully crafted by established family owned builders: Coppola & Sons, this home showcases everything from architectural brilliance to intentional functionality for the modern family. The interior includes an open-concept layout

    Melissa Montagno Higgins Group Real Estate

    706 Judd St, Fairfield, CT 06824
  • /24

    $775,000 Open Sun 12PM - 4PM

    • 4 Beds
    • 4 Baths
    • 2,609 Sq Ft

    96 Kenwood Ave, Fairfield, CT 06824

    Fantastic Investment Opportunity on Ash Creek! Beautifully situated on a generous 0.26-acre lot in the desirable B Zone, this 2-family property offers exceptional potential - with room to expand if desired. Enjoy stunning views of Ash Creek from the backyard and select rooms, plus the convenience of 2 detached garages offering a total of 4 bays. Each unit features 2 bedrooms and a finished

    Carrie Sakey Coldwell Banker Realty

    96 Kenwood Ave, Fairfield, CT 06824
  • /16

    $699,000 Open Sun 12PM - 4PM

    • 6 Beds
    • 4 Baths
    • 2,604 Sq Ft

    68 Ardmore St, Fairfield, CT 06824

    Fantastic investment opportunity! Well maintained by the original owner for many years, this property features a newer roof (2017) and new central air in Unit 68 (installed 3 years ago). Each unit offers 3 bedrooms, 1 full bath, and 1 half bath, along with a private deck and yard area. Both units include full basements with washer/dryer hookups and attic space for additional storage. Conveniently

    Carrie Sakey Coldwell Banker Realty

    68 Ardmore St, Fairfield, CT 06824
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