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Homes for Sale near Fairfield Warde High School

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  • /40

    $2,995,000

    • 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

    Agent Photo

    Susan Lieberman

    The Riverside Realty Group

    (475) 252-9450

    2015 Redding Rd, Fairfield, CT 06824
  • /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
  • /40

    $1,695,000

    • 5 Beds
    • 6 Baths
    • 5,136 Sq Ft

    101 Brambley Hedge Cir, Fairfield, CT 06824

    Move-in ready and freshly updated, this expansive 5,000+ sq ft Colonial is located in the prestigious Ridge of Greenfield Hill-a 24-hour guard-gated community situated on the border of Fairfield and Westport. The Ridge offers a resort-style lifestyle with amenities including a heated pool, lighted tennis courts, pickle ball, playground, and a private recreation center-all set among 96 luxury

    Akenmisire Musa The Agency

    101 Brambley Hedge Cir, Fairfield, CT 06824
  • /33

    $1,325,000

    • 5 Beds
    • 4.5 Baths
    • 3,556 Sq Ft

    37 Lamplighter Ln, Fairfield, CT 06825

    Nestled in the heart of the Lake Mohegan area, this impeccably maintained Colonial truly checks all the boxes. Offering over 3,500 sq ft of living space with 5 bedrooms, 4.5 baths, and set on .47 acres with an inground pool, this home truly has it all. Enter through the spacious mudroom with tile and built-ins or welcome guests into the gracious foyer, which opens to the living and dining rooms

    Carrie Sakey Coldwell Banker Realty

    37 Lamplighter Ln, Fairfield, CT 06825
  • /40

    $1,423,000

    • 4 Beds
    • 4.5 Baths
    • 4,590 Sq Ft

    327 Lucille St, Fairfield, CT 06825

    Few things are more inviting than a front porch, and 327 Lucille St delivers that and more in terms of curb appeal, which this home has in spades. This Colonial pairs classic architectural beauty with almost 5,000 sq ft across 4 levels, offering 4 bedrooms, an office, 4.5 baths, 2 car garage, and a fenced-in .46 acre yard. Inside, the foyer is flanked by the dining and living rooms, both with

    Sarah Pritchard William Raveis Real Estate

    327 Lucille St, Fairfield, CT 06825
  • /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
  • /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
  • /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
  • /38

    $1,345,000

    • 4 Beds
    • 2.5 Baths
    • 3,360 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
  • /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
  • /39

    $1,949,000

    • 5 Beds
    • 4.5 Baths
    • 4,474 Sq Ft

    31 High Ridge Rd, Fairfield, CT 06825

    This new construction home is brought to you by reputable, local, HOBI award-winning builder DeLaurentis Developments. Architecturally designed & engineered w/ its beautiful lot & today's buyer in mind. This thoughtfully designed, open concept, flexible floor plan includes 5-6 bedrooms, 4.1 bathrooms, 2-car attached garage w/ wifi enabled doors & EV charging outlet, mudroom, dining room, living

    Jennifer DeLaurentis Compass Connecticut, LLC

    31 High Ridge Rd, Fairfield, CT 06825
  • /13

    $1,299,000 Coming Soon

    • 5 Beds
    • 3.5 Baths
    • 2,976 Sq Ft

    112 Eastwood Rd, Fairfield, CT 06825

    Welcome to 112 Eastwood Road ~ nestled on one of Stratfield's most sought after streets, this timeless classic 1929 Colonial home offers 5 bedrooms and 3.5 baths. Welcome guests onto your front porch and into the gracious foyer that sets the tone for this home offering both classic vibes and modern comfort. You won't believe the generous room scale this home offers, coupled with the amount of

    Kate Meyer William Raveis Real Estate

    112 Eastwood Rd, Fairfield, CT 06825
  • /38

    $1,295,000 Open Thu 11AM - 2PM

    • 3 Beds
    • 2.5 Baths
    • 1,969 Sq Ft

    401 Westport Turnpike, Fairfield, CT 06824

    High Above the Aspetuck River, a Home That Knows How to Keep a Secret. From the road, it looks simple. A quiet country ranch. But step inside, and you'll discover a hideaway designed for those who expect more. Vaulted ceilings. Walls of glass. Light in every direction. Rooms that feel larger than life; with 225 feet of river frontage and a setting that feels worlds away. This isn't a flip. It was

    Cindy Raney Coldwell Banker Realty

    401 Westport Turnpike, Fairfield, CT 06824
  • /34

    $449,000 Open Sun 1PM - 3PM

    • 2 Beds
    • 1.5 Baths
    • 1,441 Sq Ft

    244 Tunxis Hill Cut Off, Fairfield, CT 06825

    Rare opportunity to purchase this beautiful tri-level Townhouse in Fairfield w/minimal expenses. Brand New Roof 8/2025, New Living Room Skylights 8/2025, New Siding 2024, No assessments, Low HOA $375/mo. The unit offers: a bright & sunny eat-in-kitchen w/plenty of cabinet storage, a Dining Room that seats a minimum of 8 w/room for breakfront/server and more, a spacious sunken light-filled Living

    Pamela Blecker Keller Williams Realty Partner

    244 Tunxis Hill Cut Off, Fairfield, CT 06825
  • /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
  • /38

    $775,000 Open Sun 1PM - 4PM

    • 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
  • /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
  • /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
  • /24

    $995,000

    • 4 Beds
    • 3.5 Baths
    • 3,362 Sq Ft

    200 Joan Dr, Fairfield, CT 06824

    Welcome to 200 Joan Drive-a home that's more than just a place to live.It's where you can breathe, recharge, & truly feel at home.From the moment you arrive, the peaceful, tree-lined yard sets the tone:this is where memories are made. Step inside the foyer, & you'll immediately feel the warmth & comfort this home offers.Spacious living room, complete with a cozy fireplace, is perfect for chilly

    Kathleen Blackall William Raveis Real Estate

    200 Joan Dr, Fairfield, CT 06824
  • /19

    $546,000

    • 2 Beds
    • 1.5 Baths
    • 1,268 Sq Ft

    299 Marlborough Terrace, Fairfield, CT 06825

    Sun-Drenched Charmer! This move-in ready 2-bedroom home offers an open floor plan-with plenty of room to expand-and gleaming hardwood floors throughout. Enjoy the fully renovated kitchen featuring brand-new appliances, modern cabinetry, and ample storage space. Recent improvements include brand-new windows and storm doors, updated insulation, and energy-efficient mini-splits providing both

    Deborah Merlino William Raveis Real Estate

    299 Marlborough Terrace, Fairfield, CT 06825
  • /38

    $699,900

    • 4 Beds
    • 2.5 Baths
    • 2,166 Sq Ft

    5 Random Rd, Fairfield, CT 06825

    Introducing 5 Random Road! Nestled in the sought-after Stratfield section of Fairfield, CT, this very well-maintained split level home offers 2,166 square feet of finished living space with 4 spacious bedrooms, 2 full bathrooms, and a convenient half bath. With in-law potential and a flexible bonus room that could serve as a 5th bedroom, home office, or playroom, this home adapts easily to all

    Gaetano Marra BHGRE Gaetano Marra Homes

    5 Random Rd, Fairfield, CT 06825
  • /40

    $2,249,000

    • 5 Beds
    • 3.5 Baths
    • 4,343 Sq Ft

    545 Shrub Oak Ln, Fairfield, CT 06824

    Welcome to 545 Shrub Oak Lane, an expanded Colonial on 2 private acres in Greenfield Hill. This home sits on a beautifully flat front yard that enhances its curb appeal. Fully renovated in 2012, the family room and oversized kitchen is the heart of the home. The custom designed kitchen has an 10 foot mahogany island with granite countertops, walk-in panty, and mahogany wood framed glass doors

    Christine Howard William Raveis Real Estate

    545 Shrub Oak Ln, Fairfield, CT 06824
  • /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
  • /27

    $520,000

    • 4 Beds
    • 2.5 Baths
    • 1,300 Sq Ft

    301 Weeping Willow Ln, Fairfield, CT 06825

    Welcome to 301 Weeping Willow, a rare opportunity in a prime Fairfield location tucked away on a peaceful cul-de-sac. Whether you're an investor searching for a high-demand Sacred Heart University rental, a flipper ready for your next project, or a buyer looking to create your dream home, this property is filled with potential. This 4-bedroom, 2.5-bath home offers 1,300 square feet of finished

    Matthew Hyde William Raveis Real Estate

    301 Weeping Willow Ln, Fairfield, CT 06825
  • /5

    $1,300,000

    • Land
    • 2.65 Acres
    • $490,566 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 Commission 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, directly across Congress Street from one of

    Andrew Whiteley Brown Harris Stevens

    22 Brett Rd, Fairfield, CT 06824
  • /39

    $520,000

    • 3 Beds
    • 1.5 Baths
    • 1,510 Sq Ft

    155 Moody Ave, Fairfield, CT 06825

    WELCOME HOME! Step inside and feel the warmth of family life in the eat-in kitchen, where meals and laughter come together. Curl up by the crackling fireplace, soak in sunlight in the cozy den, or gather in the spacious dining room. Escape to the serene storybook garden-breathe deeply, feel the sun, and let the calm envelop you. Sunlit rooms, spacious bedrooms, and a walk-up attic await. The

    Joy Serafin-Cehovsky Higgins Group Real Estate

    155 Moody Ave, Fairfield, CT 06825
  • /21

    $450,000

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

    67 Campfield Dr, Fairfield, CT 06825

    Recently updated Spacious half-duplex in the heart of Fairfield where you'll enjoy the privacy and feel of single-family living. It has 3 bedrooms and 1.5 baths, with open floor plan concept on first floor. ideal for comfortable living. Recent updates include a new roof, fresh paint inside and out, and remodeled 1/2 bathroom. Central air ensures comfort during hot summer nights, while the cozy

    Aziz Seyal William Raveis Real Estate

    67 Campfield Dr, Fairfield, CT 06825
  • /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

    $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
  • /38

    $999,999

    • 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
  • /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
  • /40

    $3,300,000

    • 5 Beds
    • 8 Baths
    • 6,414 Sq Ft

    750 Burr St, Fairfield, CT 06824

    Lions Gate: No need to move to the south of France as this extraordinary residence is right here in coveted Fairfield. Enter through grand gates into a world of privacy where character, convenience, security & serenity magically meet. Magazine-worthy grounds are the soul of the estate-lush, expansive, & exquisitely curated. With a shimmering pool, spectacular California Redwood Pool House with

    Julie Vanderblue Higgins Group Real Estate

    750 Burr St, Fairfield, CT 06824
  • /26

    $705,000

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

    3481 Park Ave, Fairfield, CT 06825

    When only new will do! This home shows like a brand-new home inside and outside so there is nothing to do but turn the key! This will allow you to move right in and enjoy! You'll find great natural lighting with an open floor plan which include skylights and gorgeous hardwood floors on all three levels. Open kitchen concept, living room with fireplace and built-ins galore! This exquisite home

    Matthew Palumbo William Raveis Real Estate

    3481 Park Ave, Fairfield, CT 06825
  • /6

    $1,995,000

    • Land
    • 7 Acres
    • $285,000 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 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

    1375 Westport Turnpike, Fairfield, CT 06824
  • /9

    $1,949,000 New Construction

    • 6 Beds
    • 4.5 Baths
    • 4,474 Sq Ft

    204 Glen Ridge Rd, Fairfield, CT 06825

    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 5/6 bedrooms, 4 full baths, 1 half bath, and 4,474 sq. ft. above grade plus the ability to finish additional space in the unfinished lower level with 9' ceilings, this home sits on a

    Jennifer DeLaurentis Compass Connecticut, LLC

    204 Glen Ridge Rd, Fairfield, CT 06825
  • /3

    $2,199,000 New Construction

    • 4 Beds
    • 3.5 Baths
    • 3,700 Sq Ft

    180 Catamount Rd, Fairfield, CT 06824

    New Construction of a farm house style colonial in the prestigious Greenfield Hill section of Fairfield. Approvals in place for this home on a designated scenic road. 193 feet of frontage plus city water available in the street. This is an excellent opportunity to customize your dream home on a beautiful, cleared and leveled Greenfield Hill lot surrounded by nature, charming New England stone

    Mona Cascella William Raveis Real Estate

    180 Catamount Rd, Fairfield, CT 06824
  • /40

    $4,995,000 Coming Soon

    • 5 Beds
    • 4.5 Baths
    • 4,191 Sq Ft

    2281 Redding Rd, Fairfield, CT 06824

    Feels like Litchfield. Lives like Fairfield. Tucked behind a private gate in Greenfield Hill, this estate offers what few properties can: sweeping space, true privacy, and serene beauty-just 60 miles from Manhattan. A long stone drive leads to the 1941 main residence, reimagined with timeless craftsmanship. Sunlight floods rooms finished with reclaimed wood beams and wide-plank floors. The

    Cindy Raney Coldwell Banker Realty

    2281 Redding Rd, Fairfield, CT 06824
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