Homes for Sale near Fairfield Country Day School

• 

  

  

  /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
• 

  

  

  /38

  $599,900

  • 9 Beds
  • 4 Baths
  • 3,657 Sq Ft

  15 Seeley St, Bridgeport, CT 06605

  Exceptional multi-family opportunity in the heart of Bridgeport! Welcome to 15-17 Seeley Street, a well-maintained property featuring three spacious units and a total of 9 bedrooms, offering strong rental potential. Unit 1 boasts a generous 5-bedroom layout with a versatile extra area-ideal for a living room, office, or flex space to suit tenant needs, Unit 2 offers 3 bedrooms and 1 bath

  Pamela Diaz William Raveis Real Estate

  15 Seeley St, Bridgeport, CT 06605
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  /16

  $1,203,869

  • 6 Beds
  • 6 Baths
  • 3,310 Sq Ft

  450 Davidson St, Bridgeport, CT 06605

  A fantastic well-maintained and fully leased 3 family in a desirable cul-de-sac in Blackrock. Less than a mile from the Fairfield metro train station as well as saint Mary's by the sea. Laundry on every floor. Utilities metered and separated. Compelling NOI.

  Dominic Discala Christofor Realty II LLC

  450 Davidson St, Bridgeport, CT 06605
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  /34

  $439,000

  • 2 Beds
  • 2.5 Baths
  • 2,289 Sq Ft

  2675 Park Ave Unit 22, Bridgeport, CT 06604

  Introducing exquisitely renovated 2280 square-foot 2 Bedroom, 2.5 Bath Townhouse, a true testament to modern luxury living. This isn't just a home; it's an experience. The extensive, high-end renovations have transformed the space, creating a sophisticated and comfortable sanctuary. Imagine yourself unwinding in one of the completely redesigned bathrooms, each boasting premium fixtures and

  Aziz Seyal William Raveis Real Estate

  2675 Park Ave Unit 22, Bridgeport, CT 06604
• 

  

  

  /30

  $430,000

  • 4 Beds
  • 2 Baths
  • 2,232 Sq Ft

  687 Wood Ave, Bridgeport, CT 06604

  Discover the charm of this exceptional Brooklawn Colonial, a true gem built in 1907 that embodies the essence of Arts and Crafts architecture. This beautifully preserved home boasts original wood floors and intricate wood accents throughout, exuding authentic character at every turn. The welcoming enclosed front porch invites you into the main level, where you'll find soaring ceilings, elegant

  Nina Cloutier Gibson William Raveis Real Estate

  687 Wood Ave, Bridgeport, CT 06604
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  /18

  $1,800,000

  • 4 Beds
  • 2 Baths
  • 1,925 Sq Ft

  20 Ermine St, Fairfield, CT 06824

  Endless opportunities await at this property-whether a buyer envisions their ideal home, a buyer interested in constructing a multigenerational family residence, someone looking to renovate the current home or rebuild and take advantage of the surrounding land, or a builder looking for a new project, this is the perfect place for you, Three individual lots, totaling three secluded acres, are

  Harriet Stone William Pitt Sotheby's Int'l

  20 Ermine St, Fairfield, CT 06824
• 

  

  /21

  $799,900

  • 10 Beds
  • 4.5 Baths
  • 2,999 Sq Ft

  120 Milne St Unit 122, Bridgeport, CT 06604

  Explore this spacious four-unit multifamily property in the heart of Bridgeport, CT-an excellent opportunity for investors or owner-occupants. Each unit offers 2 to 3 bedrooms and 1 to 1.5 bathrooms, providing flexible living arrangements ideal for tenants or multi-generational households. The building is thoughtfully configured with two units on the lower level and two on the upper level, each

  Anthony DeLorenzo Alpha Capital Realty, LLC

  120 Milne St Unit 122, Bridgeport, CT 06604
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  /38

  $4,350,000

  • 7 Beds
  • 7.5 Baths
  • 6,679 Sq Ft

  102 Compo Rd S, Westport, CT 06880

  THE ESTATES AT COMPO SOUTH - SIR Development presents the last of two luxury residences set back on beautiful property, each with their own distinct Modern style and pool. Officially designated by the State of CT as a Scenic Roadway, this location offers ultimate convenience to every amenity that makes Westport one of the most highly desired towns in the nation. This elevator-ready home begins

  Doug Bross Coldwell Banker Realty

  102 Compo Rd S, Westport, CT 06880
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  /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
• 

  

  /31

  $2,250,000

  • 4 Beds
  • 4.5 Baths
  • 6,600 Sq Ft

  342 Greens Farms Rd, Westport, CT 06880

  Historic Character Meets Modern Elegance Nestled in the storied Greens Farms enclave, this distinguished Victorian estate was originally constructed in 1861 and thoughtfully expanded with a high-quality rear addition in 2008, delivering over 6,600 sq ft of refined living space . Set on a serene 2.02-acre parcel with sweeping lawns and lush landscaping, the property invites outdoor enjoyment

  Frank Zilinyi William Raveis Real Estate

  342 Greens Farms Rd, Westport, CT 06880
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  /40

  $2,950,000

  • 6 Beds
  • 8 Baths
  • 6,475 Sq Ft

  19A Darbrook Rd, Westport, CT 06880

  Tucked away on a private cul-de-sac just minutes from downtown Westport, beaches, and award-winning restaurants, this 6-bedroom, 8-bath residence combines modern architectural design with serene natural surroundings. Set on beautifully landscaped grounds, the property backs onto a gentle brook, creating a peaceful, retreat-like setting. Once home to a celebrated local artist, the interiors

  Nanci Lewis Keller Williams Realty

  19A Darbrook Rd, Westport, CT 06880
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  /13

  $400,000

  • 2 Beds
  • 1.5 Baths
  • 1,986 Sq Ft

  137 Holroyd St, Bridgeport, CT 06606

  Welcome to this charming home. It's a well maintained raised ranch located in the sought after north end. With a private large back yard to entertain your guest on the deck This home offers a large open concept with a large island in the kitchen with granite countertops and stainless steel appliances. The Family room is located in the lower level with recess lighting, fireplace, and a wet bar

  Bonnie Saunders Keller Williams Realty Prtnrs.

  137 Holroyd St, Bridgeport, CT 06606
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  /22

  $949,000

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

  124 Riverside Ave Unit 2, Westport, CT 06880

  Light filled, updated, 3 bedroom condo with WATER VIEWS!! Corner Unit. Convenient location in Westport, off Riverside Avenue. Walkable to water, Post Rd, and elementary school! Only 1 mile to Westport Train Station. Updated Kitchen and Bathrooms, new appliances, wide plank floors, private Deck off Kitchen. 3 bedrooms plus Office/Den, 2 Bathrooms--all on one floor, easy living. All Kitchen

  Lori Popkin Coldwell Banker Realty

  124 Riverside Ave Unit 2, Westport, CT 06880
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  /33

  $475,000

  • 3 Beds
  • 2 Baths
  • 2,039 Sq Ft

  125 Sampson St, Bridgeport, CT 06606

  Welcome to this pristine Cape Cod style colonial, a home that perfectly blends classic New England charm with modern comfort. Lovingly cared for by the same owners for over 36 years, every inch of this property reflects pride of ownership, warmth, and attention to detail. Step inside and instantly feel at home, where sunlight fills every room & comfort surrounds you. The spacious layout features

  Vito DeVellis CB Country to Coast Realty

  125 Sampson St, Bridgeport, CT 06606
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  /10

  $199,000

  • 2 Beds
  • 1 Bath
  • 850 Sq Ft

  15 Cherry Hill Dr Unit 2A, Bridgeport, CT 06606

  First time on the market in 25 years! Meticulously maintained by its long-term owner, this beautifully remodeled two-bedroom ranch-style unit has been renovated from the studs up, meeting all town codes with permits pulled and a Certificate of Occupancy issued. Inside, you'll find all-new sheetrock, plumbing, electrical, and hardwood floors throughout. The modern kitchen features white shaker

  Jennifer Capozziello Coldwell Banker Realty

  15 Cherry Hill Dr Unit 2A, Bridgeport, CT 06606
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  /33

  $2,495,000

  • 3 Beds
  • 3.5 Baths
  • 3,328 Sq Ft

  2 Elmwood Dr Unit 2, Southport, CT 06890

  Rare offering in the coveted Southport Green complex, just steps from Southport Village and Metro North. One of only two stand-alone residences in this 24-unit enclave, this townhouse lives like a private home with the ease of condominium living. Featuring 3 bedrooms, 3 full and 1 half baths, and a coveted attached 2-car garage, the residence spans three floors of refined living. Thoughtfully

  Andrew Whiteley Brown Harris Stevens

  2 Elmwood Dr Unit 2, Southport, CT 06890
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  /23

  $235,000

  • 2 Beds
  • 2 Baths
  • 1,297 Sq Ft

  50 Greenhouse Rd Unit 65D, Bridgeport, CT 06606

  We're excited to present 50 Greenhouse Rd #65, a well-maintained top-floor unit with no neighbors above and just two units per floor. This spacious condo offers 1,297 sq. ft. with 2 bedrooms and 2 full baths, including a primary suite that easily fits a king-sized bed. The open layout features a sun-filled living room, a formal dining room with sliders to your private balcony, central air for

  Nathaniel Rodriguez YellowBrick Real Estate LLC

  50 Greenhouse Rd Unit 65D, Bridgeport, CT 06606
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  /26

  $1,299,000

  • 3 Beds
  • 2.5 Baths
  • 1,437 Sq Ft

  310 Main St, Westport, CT 06880

  Spacious sophistication in the heart of Downtown Westport. Perfectly positioned just moments from vibrant shopping, dining and recreation, this lovely in-town residence offers a rare blend of comfort, flexibility, and location. Bathed in natural light, the inviting living room with wood-burning fireplace sets the tone for relaxed gatherings and quiet evenings alike. The open-concept kitchen

  Barbara Bross Coldwell Banker Realty

  310 Main St, Westport, CT 06880
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  /40

  $629,900

  • 8 Beds
  • 2 Baths
  • 2,626 Sq Ft

  139 Highland Ave Unit 143, Bridgeport, CT 06604

  Meticulous & Spacious 2-Family Investment Property - Well-Maintained and Income-Producing. Ideally situated near Bridgeport's downtown train station and major bus lines, this beautifully maintained 2-family home presents a rare opportunity for both investors and owner-occupants. Generating over $72,000 in annual rental income, the property offers the perfect balance of convenience, cash flow, and

  Gilbert Kalemba Luxury & Affordable Properties

  139 Highland Ave Unit 143, Bridgeport, CT 06604
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  /32

  $299,900

  • 2 Beds
  • 1.5 Baths
  • 1,872 Sq Ft

  9 Patricia Rd Unit C, Bridgeport, CT 06606

  Amazing North End Townhouse! This unit boasts three levels of living and has the potential to be 4 bedrooms! (2 bonus rooms in the finished basement). Easy flowing layout, recessed lighting, central air, outdoor deck, outdoor patio, lots of closet space and extra storage! Complex has its own swimming pool and community club house. Truly a one-of-a-kind unit, in a prime location. Enjoy

  Daniel D. Thomas D. Thomas Homes

  9 Patricia Rd Unit C, Bridgeport, CT 06606
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  /38

  $3,752,000

  • 5 Beds
  • 4 Baths
  • 4,060 Sq Ft

  353 Old Dam Rd, Fairfield, CT 06824

  Extraordinary waterfront sanctuary offering unmatched privacy and expansive 1.5 acre property in Pine Creek Beach neighborhood. Net Zero, architecturally award-winning home stunningly designed with materials selected for visual appeal, efficiency, longevity. The striking open floorplan flows seamlessly from kitchen to living room and dining area, walls of floor to ceiling windows offer

  Katie O'Grady Compass Connecticut, LLC

  353 Old Dam Rd, Fairfield, CT 06824
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  /23

  $410,000

  • 3 Beds
  • 1.5 Baths
  • 1,309 Sq Ft

  113 Clark St, Bridgeport, CT 06606

  *INCREDIBLE PRICE* Charming Turn-Key North End Cape - Convenient Location! Welcome to this beautifully maintained Cape-style home in Bridgeport's desirable North End. Offering 3 bedrooms, 1 full & 1 half baths, this sun-filled home features a comfortable living room with fireplace & picture window, spacious kitchen opens to family/dining area with access to a large patio, and gleaming hardwood

  Shauna-kay whyte Silver Pine Real Estate

  113 Clark St, Bridgeport, CT 06606
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  /20

  $799,000

  • 3 Beds
  • 2 Baths
  • 1,914 Sq Ft

  2180 Cross Hwy, Fairfield, CT 06824

  Discover the ease of one-level living at 2180 Cross Highway, perfectly situated in a convenient Fairfield location on the Westport border, with a full home Generac Generator and sprinkler system. This home offers a fantastic opportunity to bring your vision to life, ready for your cosmetic updates and improvements. Many expansion possibilities. Surrounded by mature plantings that provide natural

  Meredith Cohen Serhant Connecticut, LLC

  2180 Cross Hwy, Fairfield, CT 06824
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  /39

  $1,949,000

  • 4 Beds
  • 5 Baths
  • 4,400 Sq Ft

  345 Reef Rd Unit C9, Fairfield, CT 06824

  This luxury End unit new construction townhouse with over 4,400 square feet offers an exceptional living experience with a spacious and thoughtfully designed layout. Undeniably the best location in the entire complex with a private patio and yard. Upon entering, you'll notice the 7" white oak flooring, wide hallways, and modern fixtures. The home features four generously sized bedrooms, An

  Sara Santos Coldwell Banker Realty

  345 Reef Rd Unit C9, Fairfield, CT 06824
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  /12

  $30,000

  • 1 Bed
  • 1 Bath
  • 600 Sq Ft

  Unlisted Address

  AS/IS. 1-bedroom, 1-bath, in Bridgeport's South End. Full renovation needed, bring your vision to life!

  Andrew Cevasco Las Americas Real Estate

  Unlisted Address
• 

  

  /32

  $999,999

  • 2 Beds
  • 2.5 Baths
  • 2,184 Sq Ft

  972 S Pine Creek Rd, Fairfield, CT 06824

  Nestled in a serene, beautifully landscaped community, this gracious townhouse at Pine Ridge offers the perfect blend of privacy and lifestyle. Set around a center green and gazebo, it creates a tranquil and inviting atmosphere. Located within a short walk to the beach, par 3 golf and tennis center. The bright and spacious living room, perfect for entertaining, has nine foot ceilings, a

  Harriet Stone William Pitt Sotheby's Int'l

  972 S Pine Creek Rd, Fairfield, CT 06824
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  /14

  $3,485,000

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

  16 Burr School Rd, Westport, CT 06880

  A masterful full renovation by acclaimed Coastal Luxury Homes, this extraordinary modern residence redefines sophistication in the heart of Westport. Set on a pristine, private acre on a coveted cul-de-sac, the home dazzles with soaring ceilings, dramatic walls of glass, and exquisite luxury finishes throughout. Designed for the way you live today, it offers two primary suite options, an

  Danna Rogers Higgins Group Bedford Square

  16 Burr School Rd, Westport, CT 06880
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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

  $2,600,000

  • 5 Beds
  • 4.5 Baths
  • 4,198 Sq Ft

  5 Ridgewood Ln, Westport, CT 06880

  This modern farmhouse was praised for its remodel, receiving the HOBI Award for Outstanding Spec Home in 2017. Set on a secluded + conveniently located Old Hill cul-de-sac, the home has tremendous curb appeal w/an expansive front porch overlooking the wide front lawn. The interior finishes are remarkable, reclaimed + repurposed, the energy-efficient home uses materials such as antique woods,

  Karen Scott Compass Connecticut, LLC

  5 Ridgewood Ln, Westport, CT 06880
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  /31

  $2,100,000

  • 5 Beds
  • 4 Baths
  • 2,457 Sq Ft

  43 Burr Farms Rd, Westport, CT 06880

  Nestled on a level one-acre lot within a coveted cul-de-sac and surrounded by higher-end homes, this beautifully updated residence offers five spacious bedrooms and four well-appointed baths. The expansive front porch provides inviting outdoor spaces for relaxation and entertaining. Inside, the oversized primary suite features a luxurious bath, while the lovely kitchen impresses with its modern

  Barbara Bross Coldwell Banker Realty

  43 Burr Farms Rd, Westport, CT 06880
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  /29

  $450,000

  • 5 Beds
  • 1.5 Baths
  • 2,507 Sq Ft

  47 Lenox Ave, Bridgeport, CT 06605

  Welcome to 47 Lenox Avenue, a generously sized Colonial full of charm and character. This home offers 5 bedrooms, with the flexibility to use the 5th as a private office or den. The first floor features a living room with a classic fireplace, a kitchen, a half bath, and a dining room currently being used as a bedroom-but easily converted back for traditional dining. Upstairs, you'll find four

  Lucy Billini-Artis BHGRE Gaetano Marra Homes

  47 Lenox Ave, Bridgeport, CT 06605
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  /40

  $3,899,000

  • 4 Beds
  • 4.5 Baths
  • 3,500 Sq Ft

  61 Clapboard Hill Rd, Westport, CT 06880

  Located in prestigious Greens Farms, this European-inspired Colonial captures the timeless romance of the countryside in a coveted Westport location. Enter through private gates into a tranquil sanctuary, where meadow views & the soft outline of the home's romantic arched windows set a tone of understated elegance. The warm and inviting interiors offer flexibility & ideal flow, with a formal

  Lorelei Atwood Higgins Group Real Estate

  61 Clapboard Hill Rd, Westport, CT 06880
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  /4

  $650,000

  • 4 Beds
  • 3 Baths
  • 2,640 Sq Ft

  135 Whittier St, Bridgeport, CT 06605

  Versatile 3-Family Home in Vibrant Black Rock! Discover an exceptional investment opportunity or owner-occupied gem in the heart of Black Rock! This well-maintained 3-family property offers a flexible layout and unbeatable location just steps from the bus line, shopping, restaurants, and major highways. This home offers a nice size two-bedroom unit with a den and two large one-bedroom apartments.

  Richard Wilson Coldwell Banker Realty

  135 Whittier St, Bridgeport, CT 06605
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  /40

  $495,000

  • 4 Beds
  • 1.5 Baths
  • 1,766 Sq Ft

  66 Loftus Cir, Bridgeport, CT 06606

  UPPER NORTH END TRUMBULL LINE Cape style, ready for owner occupied or investors. This can be a sweet home or a cash cow. freshly painted, hardwood floors, fire place. In ground swimming pool to enjoy those beautiful summer days. This property has a one small part on the Trumbull line. Property pays $207 aprox. on Trumbull property taxes.

  Angela Morales Keller Williams Realty Prtnrs.

  66 Loftus Cir, Bridgeport, CT 06606
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  /7

  $795,000

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

  855 Brewster St Unit 857, Bridgeport, CT 06605

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

  Doug Munson Munson Real Estate

  855 Brewster St Unit 857, Bridgeport, CT 06605
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  /39

  $570,000

  • 3 Beds
  • 3 Baths
  • 2,764 Sq Ft

  520 Savoy St, Bridgeport, CT 06606

  Step inside this captivating home in A1 Zone in North End where classic tradition meets modern convenience. A solidly built 1932 Colonial is thoughtfully remodeled and updated for contemporary living. Enjoy abundant natural light throughout, creating a bright and airy ambiance perfect for entertaining and everyday life. The heart of the home, the kitchen, is full equipped with all new

  Daniel Williams William Raveis Real Estate

  520 Savoy St, Bridgeport, CT 06606
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  /38

  $3,899,000

  • 4 Beds
  • 4.5 Baths
  • 4,693 Sq Ft

  11 Edgewater Hillside, Westport, CT 06880

  COMPO BEACH WATER VIEWS at this picture-perfect beach house. Edgewater Hillside is the best-kept secret at Compo Beach, a private Hamptons-style cul de sac where each home is prettier than the next and water views abound. This exceptional residence combines timeless design with high-end amenities and so much space to live and entertain, walking distance to Compo Beach and Old Mill Beach, and

  Cyd Hamer William Pitt Sotheby's Int'l

  11 Edgewater Hillside, Westport, CT 06880
• 

  

  /25

  $503,300

  • 4 Beds
  • 2 Baths
  • 1,822 Sq Ft

  1335 Black Rock Turnpike, Fairfield, CT 06825

  Looking for a great opportunity? Look no more! This property has tons of potential and is average in living space size for the neighborhood. It is located close to main roads with easy access to local amenities, such as shopping, banking, schools, and various eateries. Per our TAX/BPO describe the property as a SFR (CAPE) built in 1947. It has a GLA of approx. 1822 and has 4 bedrooms and 2baths,

  Sherry Price Realhome Services & Solutions

  1335 Black Rock Turnpike, Fairfield, CT 06825
• 

  

  /40

  $2,349,000

  • 4 Beds
  • 3 Baths
  • 3,157 Sq Ft

  260 Birch Rd, Fairfield, CT 06824

  Experience Coastal Luxury in this Brand New Custom Colonial just steps away from the soothing sands & sea breeze of Penfield Beach, featuring a brand-new pavilion for the ultimate Gold Coast lifestyle! Perfectly situated on one of Fairfield's most coveted streets, this FEMA-compliant custom home offers 4 Bedrooms, 3 Full bathrooms & over 3,000 square feet of thoughtfully designed living space

  Melissa Montagno Higgins Group Real Estate

  260 Birch Rd, Fairfield, CT 06824
• 

  

  /14

  $379,000

  • 3 Beds
  • 2 Baths
  • 1,060 Sq Ft

  863 Briarwood Ave, Bridgeport, CT 06604

  EXPANSIVE BACKYARD - PERFECT FOR CONTRACTORS, LANDSCAPERS, OR EXTRA PARKING! Located in the highly desirable Brooklawn neighborhood, this charming home beautifully blends classic character with modern comfort. The spacious backyard offers endless potential, ideal for storing equipment, parking multiple vehicles, or enjoying the outdoors.

  Andrew Cevasco Las Americas Real Estate

  863 Briarwood Ave, Bridgeport, CT 06604

Showing Results 161 - 200, Page 5 of 8