305

Homes for Sale near Fairfield Country Day School

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  • /34

    $799,999

    • Land
    • 15.7 Acres
    • $50,955 per Acre

    90 Redding Rd, Easton, CT 06612

    Parklike, serene, rural, 15.7 acres of open land, mostly cleared and adjacent to the Aspetuck Country Club Golf Course. The Aspetuck River is between the property and the country club. Owner has cleared most of the acreage and built beautiful stone walls. This land is in a 100 year flood zone, and the setback from the Aspetuck River would be 200 feet. Buyer to do their due diligence. This is not

    Charlotte Cotton William Raveis Real Estate

    90 Redding Rd, Easton, CT 06612
  • /4

    $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. With its driveway access on Brett Road, a

    Andrew Whiteley Brown Harris Stevens

    22 Brett Rd, Fairfield, CT 06824
  • /40

    $4,250,000

    • 6 Beds
    • 8.5 Baths
    • 6,897 Sq Ft

    1084 Sturges Hwy, Westport, CT 06880

    Luxury Living on the Fairfield/Westport Border Set in the heart of Greenfield Hill, this exceptional 6-bedroom, 8-bath estate offers a rare combination of privacy, elegance, and resort-style amenities-just minutes from the Post Road and 50 miles from NYC. Thoughtfully positioned on the Fairfield/Westport line, the residence features expansive, sun-filled interiors ideal for everyday living and

    Andrew Whiteley Brown Harris Stevens

    1084 Sturges Hwy, Westport, CT 06880
  • /9

    $175,900 Open Sun 10AM - 12PM

    • 1 Bed
    • 1 Bath
    • 700 Sq Ft

    252 Harlem Ave Unit B6, Bridgeport, CT 06606

    Welcome to this spacious and sun-filled one-bedroom, one-bath unit located in the desirable North End of Bridgeport. Nestled in a quiet, residential neighborhood, this top-floor unit offers peaceful living with no one above you and the convenience of secured underground parking. Step inside to discover a bright and airy open-concept living and dining room that flows seamlessly onto a private

    Tasha Woodford IPSG Real Estate LLC

    252 Harlem Ave Unit B6, Bridgeport, CT 06606
  • /27

    $1,050,000

    • 4 Beds
    • 4 Baths
    • 2,386 Sq Ft

    17 Huckleberry Ln, Weston, CT 06883

    Idyllic riverfront property in Lower Weston - a builder's dream with both main house and barn transformations. Nestled along the serene Saugatuck River on a private lane, 17 Huckleberry Lane presents a rare and exciting opportunity to craft something truly extraordinary. This 2.12-acre riverfront property boasts over 350 feet of direct waterfront, highlighted by a rocky break in the river that

    Jay Cannone William Raveis Real Estate

    17 Huckleberry Ln, Weston, CT 06883
  • /40

    $5,950,000

    • 5 Beds
    • 7.5 Baths
    • 14,038 Sq Ft

    11 Beachside Common, Westport, CT 06880

    A true Westport icon, 11 Beachside Common is one of the most architecturally distinctive homes on the Connecticut coast-known to anyone who's ever strolled Burying Hill Beach. Set on 2.6 waterfront acres, the property offers sweeping southern views over Sherwood Island and Long Island Sound, with sunsets that rival the Low Country and birdlife that fills the surrounding marsh with movement and

    Wendy Ryan Brown Harris Stevens

    11 Beachside Common, Westport, CT 06880
  • /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
  • /22

    $414,900

    • 3 Beds
    • 2 Baths
    • 1,701 Sq Ft

    Unlisted Address

    Beautifully remodeled Cape located in the North End of Bridgeport, close to Sacred Heart University and Main Street. House features a level lot with fenced in yard and detached garage. Interior main level has a living room with hardwood floors, bright kitchen, dining room, primary bedroom and full bathroom. Upper level adds two more bedrooms and another full bath. Full, unfinished lower level

    Sal Spadaccino Gower-Spadaccino Asset Management, LLC

    Unlisted Address
  • /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
  • /33

    $440,000

    • 4 Beds
    • 2 Baths
    • 1,320 Sq Ft

    325 Goldenrod Ave, Bridgeport, CT 06606

    Charming Cape Cod in North End! This spacious 4-bedroom, 2 full bath home sits on a large lot and offers the perfect blend of comfort and convenience. Enjoy central air, a finished basement ideal for extra living space or a home office, and an under-house garage for easy access. Located just minutes from highways, Trumbull Mall, local parks, and Sacred Heart University-perfect for commuters,

    Rosania Melo Century 21 Scala Group

    325 Goldenrod Ave, Bridgeport, CT 06606
  • /26

    $1,750,000

    • 5 Beds
    • 4 Baths
    • 4,056 Sq Ft

    31 Riverfield Dr, Weston, CT 06883

    The Ultimate Trifecta: Riverfront, Poolside, and Court with Exceptional Touches.This extraordinary estate is a masterpiece that marries nature's splendor with expert craftsmanship. A rare and private oasis, it offers a serene retreat where the river's gentle flow dictates the rhythm of life. Picture waking up to the soothing sounds of water, stepping out to witness the river's beauty unfold

    Betty Stroll William Raveis Real Estate

    31 Riverfield Dr, Weston, CT 06883
  • /34

    $1,399,000

    • 3 Beds
    • 2.5 Baths
    • 2,265 Sq Ft

    109 Greens Farms Rd, Westport, CT 06880

    Located in sought-after Greens Farms, this wonderful and renovated Colonial-style Farmhouse, perfectly blends classic charm + modern updates. Nestled on a serene + picturesque flat acre, the residence offers a central location just moments from beaches, shopping, dining + two convenient train stations. Step inside to a sunlit first floor designed for effortless entertaining. The open floor plan

    Karen Scott Compass Connecticut, LLC

    109 Greens Farms Rd, Westport, CT 06880
  • /37

    $3,199,000

    • 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

    $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
  • /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
  • /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
  • /2

    $199,000

    • Land
    • 0.06 Acre
    • $3,316,667 per Acre

    150 Clinton Ave, Bridge Port, CT 06605

    Opportunity knocks at 150 Clinton Avenue! This level and cleared lot is ideally situated in Bridgeport's West End, offering excellent proximity to the vibrant Black Rock neighborhood, Bridgeport Hospital, Seaside Park, and major transportation routes including I-95 and the Metro-North station. Public utilities available at the street. Whether you're an investor, developer, or owner-occupant, this

    Melanie Billie BHGRE Gaetano Marra Homes

    150 Clinton Ave, Bridge Port, CT 06605
  • /2

    $149,000

    • Land
    • 0.09 Acre
    • $1,655,556 per Acre

    90 Lee Ave, Bridgeport, CT 06605

    Build your next project in Bridgeport's West End! 90 Lee Avenue is a level lot located on a residential street just minutes from Black Rock, Seaside Park, the Metro-North station, and University of Bridgeport. This parcel offers a fantastic opportunity for development in a growing area with strong rental demand. All public utilities are available at the street. Excellent potential for investors,

    Melanie Billie BHGRE Gaetano Marra Homes

    90 Lee Ave, Bridgeport, CT 06605
  • /40

    $12,000,000 Open Thu 10AM - 2PM

    • 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
  • /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
  • /30

    $589,900

    • 8 Beds
    • 3 Baths
    • 3,048 Sq Ft

    1169 Iranistan Ave, Bridgeport, CT 06605

    STEP INTO THIS SPACIOUS AND WELL-CARED-FOR 2-FAMILY HOME, PERFECT FOR BOTH SAVVY INVESTORS AND HOMEOWNERS SEEKING FLEXIBILITY! THE MAIN LEVEL OFFERS A BRIGHT AND OPEN LAYOUT WITH GENEROUSLY SIZED BEDROOMS-IDEAL FOR COMFORTABLE EVERYDAY LIVING. THE UPPER SPLIT-LEVEL UNIT IS A STANDOUT, WITH ROOM FOR 5+ BEDROOMS, MAKING IT AN EXCELLENT CHOICE FOR LARGE OR MULTI-GENERATIONAL FAMILIES, ROOMMATES, OR

    Charles Scott Tri-State Realty

    1169 Iranistan Ave, Bridgeport, CT 06605
  • /23

    $799,000

    • 3 Beds
    • 3 Baths
    • 2,740 Sq Ft

    35 Sturbridge Rd, Easton, CT 06612

    Well loved home, great location ready for another family. Beautiful culdesac lot with plenty of lawn and privacy. Admire the stone walls and small koi pond while sitting on the expansive wrap. round deck. All the major appliances have been updated recently . Ranch style home which is most sought after these days. 1 Mile from the Merritt for those who commute. Shopping

    Mark Giumarra North Point Properties

    35 Sturbridge Rd, Easton, CT 06612
  • /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
  • /40

    $5,500,000

    • 5 Beds
    • 7 Baths
    • 5,198 Sq Ft

    1410 S Pine Creek Rd, Fairfield, CT 06824

    Imagine starting each day with breathtaking sunrises over the water, the salty breeze on your face, and your toes in the sand. This magnificent custom-built waterfront estate offers 126 feet of direct beachfront along Fairfield's highly sought-after South Pine Creek Beach Area. Perfectly situated on nearly an acre of property, this stately Federal Colonial was custom built in 2005 and showcases

    Melissa Montagno Higgins Group Real Estate

    1410 S Pine Creek Rd, Fairfield, CT 06824
  • /40

    $2,575,000

    • 6 Beds
    • 4.5 Baths
    • 5,083 Sq Ft

    4 the Fenway, Westport, CT 06880

    Timeless elegance in Westport's prestigious Old Hill. First time on the market in 29 years! This expansive 5-6 bedroom, 4.5 bath farmhouse is gracefully set on 2.22 serene acres, featuring a heated gunite pool, picturesque pond, and a very rare blend of privacy and proximity to town. The sun-drenched primary suite is a true retreat with a fireplace, spa-like bath, and generous walk-in closet. A

    Mary Kate Klemish-Boehm Brown Harris Stevens

    4 the Fenway, Westport, CT 06880
  • /7

    $4,899,000

    • 5 Beds
    • 8 Baths
    • 7,400 Sq Ft

    10 Tierney Ln, Westport, CT 06880

    This is the second of 2 custom homes in final stages of completion, beautifully sited at the end of a private lane in the heart of Greens Farms. Combining classic design with modern detailing by an established local builder of premier residences, this masterfully crafted home is sure to delight even the most discerning buyer. The main level showcases expert millwork and warm white oak accents

    Laurie Crouse Coldwell Banker Realty

    10 Tierney Ln, Westport, CT 06880
  • /40

    $4,999,000

    • 5 Beds
    • 4.5 Baths
    • 4,669 Sq Ft

    216 Hillspoint Rd, Westport, CT 06880

    Compo Beach Coastal Compound+Water Views+Approved Lot! A rare Compo Beach opportunity-beautifully rebuilt, expanded 5 bed/4.5 bath home on a .47-acre parcel-INCLUDES AN APPROVED BUILDABLE .14 ACRE LOT. Enjoy stunning water views, privacy & unmatched lifestyle just steps from Old Mill & Compo Beaches! Discover a rare blend of timeless character & sophisticated living in this coastal estate.

    Sarah Fair William Raveis Real Estate

    216 Hillspoint Rd, Westport, CT 06880
  • /35

    $4,895,000

    • 7 Beds
    • 7.5 Baths
    • 9,035 Sq Ft

    26 Morningside Dr S, Westport, CT 06880

    Welcome to the New Luxury Standard - 26 Morningside Drive South | Greens Farms, Westport Where timeless architecture meets forward-thinking design in the heart of Greens Farms. This newly completed residence delivers a level of finish and functionality rarely found in Westport at this price. Now complete with a custom gunite pool and $150,000 in new hardscape and landscaping, the property

    John Schiaroli Coldwell Banker Realty

    26 Morningside Dr S, Westport, CT 06880
  • /40

    $3,450,000

    • 5 Beds
    • 5 Baths
    • 3,561 Sq Ft

    6 Over Rock Ln, Westport, CT 06880

    Welcome to 6 Over Rock Lane - a stunning colonial retreat in the heart of Westport, Connecticut blending timeless New England charm with sophisticated modern living. A unique move-in opportunity with curated designer furniture offered. Set on a quiet, luxurious street in one of Westport's most desirable neighborhoods, this property offers peace, privacy, and proximity - just minutes from

    Judy Michaelis Coldwell Banker Realty

    6 Over Rock Ln, Westport, CT 06880
  • /21

    $699,000

    • 3 Beds
    • 3 Baths
    • 1,586 Sq Ft

    11 Twin Brooks Ln, Fairfield, CT 06824

    Opportunity Knocks for this perfect opportunity for renovation or expansion in prime Location! Nestled on a quiet lower Greenfield Hill cul-de-sac with a peaceful yard, this solidly built home is being sold as-is, where-is with no representation of electric, plumbing, or mechanical systems. TOWN VARIANCE IS IN PLACE FOR EXPANSION and for adding a second story, providing incredible potential to

    Michael Traum RE/MAX Heritage

    11 Twin Brooks Ln, Fairfield, CT 06824
  • /24

    $470,000

    • 3 Beds
    • 2 Baths
    • 1,208 Sq Ft

    184 Merritt St, Bridgeport, CT 06606

    Welcome to 184 Merritt St., Bridgeport, CT-a beautifully remodeled home that blends modern living with convenience and style! Step inside this fully transformed residence, where every detail has been thoughtfully updated to create a bright, inviting space. Enjoy the fresh, contemporary finishes throughout, from the open-concept living areas to the sleek, modern kitchen designed for both everyday

    Maria Bardelli Douglas Elliman of Connecticut

    184 Merritt St, Bridgeport, CT 06606
  • /20

    $1,825,000

    • 2 Beds
    • 2 Baths
    • 1,300 Sq Ft

    41 Richmondville Ave Unit 303, Westport, CT 06880

    IMMEDIATE OCCUPANCY! Only 5 homes remain!! A third floor 1 bed+den with 2-baths at The Mill! Cooking will be a delight with the high-end appliances and custom cabinetry completes the space. The primary bedroom has 2 closets & a luxurious bathroom with heated floors. The living room has a gas fireplace, and this vintage home features historic details. Your large den has access to a full

    Ashlei De Souza Serhant Connecticut LLC

    41 Richmondville Ave Unit 303, Westport, CT 06880
  • /29

    $2,249,000

    • 4 Beds
    • 3 Baths
    • 4,231 Sq Ft

    10 Twin Falls Ln, Westport, CT 06880

    Beyond Beautiful - Welcome to 10 Twin Falls Lane, a striking property and home filled with natural light from floor-to-ceiling windows. Step into the sun-drenched foyer with terracotta tile. Throughout the years the home has been updated and modernized with soaring ceilings, serene views, and inspiring design. The expansive family room features a dramatic picture window and flows seamlessly into

    Kit Tingley Higgins Group Bedford Square

    10 Twin Falls Ln, Westport, CT 06880
  • /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
  • /39

    $2,639,000 Open Sun 4PM - 6PM

    • 5 Beds
    • 5 Baths
    • 4,549 Sq Ft

    26 Hitchcock Rd, Westport, CT 06880

    We're back! Can you believe it? So, we're excited to reintroduce this stunning home-nothing about it is accidental! Welcome to Brookside, the amazing new project by GreenDay and Co. Get ready to be captivated by this home's transformation-a breathtaking fusion of classic European charm and modern luxury that will leave you speechless. This isn't just your typical modern farmhouse; it's a

    Mar Jennings Higgins Group Bedford Square

    26 Hitchcock Rd, Westport, CT 06880
  • /16

    $126,995

    • 1 Bed
    • 1 Bath
    • 800 Sq Ft

    72 Sims St, Bridgeport, CT 06604

    Welcome to 72 Sims Rd, Bridgeport, CT! This inviting home is a fully renovated 1-bedroom, 1-bathroom cottage-style townhouse that seamlessly combines comfort and convenience. Nestled in a secure and beautifully maintained community, it's a short stroll to Seaside Park and the beach, and just two-tenths of a mile from Interstate 95, one exit south of nearby Fairfield. This property is ready for

    Ari Lee Sunbelt Sales & Development

    72 Sims St, Bridgeport, CT 06604
  • /23

    $435,900

    • 3 Beds
    • 1 Bath
    • 1,280 Sq Ft

    1035 Black Rock Turnpike Unit 1035, Fairfield, CT 06825

    This is a well-kept Second Floor Ranch Style Unit that was Rebuilt In 2004.It has an Open Style Living Room with a Vault Ceiling and French Doors to a Large Deck with Built-In Gas Grill. It consists of three bedrooms, one living room, one Kitchen and one full bath. Hardwood floors throughout the unit except for the kitchen and bathroom with titles. The following appliances are included:

    Hoffman Jean-Louis HJL Realty, LLC

    1035 Black Rock Turnpike Unit 1035, Fairfield, CT 06825
  • /2

    $195,000

    • Land
    • 0.11 Acre
    • $1,772,727 per Acre

    Unlisted Address

    Mix use, currently use for auto repair/sale parking. Zone for single/multi family. To be sold with 1026 North Ave as a package.

    BEN HUYNH Coldwell Banker Realty

    Unlisted Address
  • /26

    $4,900,000

    • 7 Beds
    • 5.5 Baths
    • 7,995 Sq Ft

    37 Green Acre Ln, Westport, CT 06880

    A rare investment opportunity to own a storied 1936 estate on a desirable, private street in the heart of Westport. Set on 4.3 acres at the end of a tranquil cul-de-sac, this legacy property offers the ultimate in privacy and location, just one mile from both Westport's vibrant town center and the beach. The primary residence spans approximately 8,000 square feet, rich with timeless architecture

    Lisa Bortz William Pitt Sotheby's Int'l

    37 Green Acre Ln, Westport, CT 06880

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