Fairfield, CT Homes for Sale with Basement

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  /37

  $2,698,000

  • 4 Beds
  • 8 Baths
  • 8,136 Sq Ft

  88 Merry Meet Cir, Fairfield, CT 06824

  Modern elegance meets estate living at 88 Merry Meet Circle, set on 3+ manicured acres in Fairfield's premier community, The Ridge. Perfectly positioned where Fairfield meets Westport, this gracious colonial manor offers 4+ bedrooms, 6 Full/2 half baths, and 4 finished levels just minutes from vibrant downtowns, beaches, dining, and trains. A grand two-story foyer with custom staircase and

  Erin Bremen melson The Agency

  88 Merry Meet Cir, Fairfield, CT 06824
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  /40

  $3,950,000

  • 6 Beds
  • 7.5 Baths
  • 14,110 Sq Ft

  21 Queens Grant Dr, Fairfield, CT 06824

  Welcome to one of Greenfield Hill's most distinguished residences-an extraordinary 9,700+ sq. ft. Colonial estate nestled on 2 pristine acres in one of Fairfield's most prestigious enclaves. This 5-6 bedroom architectural masterpiece combines timeless elegance with modern luxury, offering an unparalleled lifestyle just moments from town. From first look, the home's unrivaled curb appeal

  Michael Debiase Keller Williams Realty

  21 Queens Grant Dr, Fairfield, CT 06824
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  /19

  $689,000

  • 3 Beds
  • 3.5 Baths
  • 1,540 Sq Ft

  668 Kings Hwy W, Southport, CT 06890

  Welcome to this stunning 3-bedroom, 3.5-bathroom commuter family paradise - a generously sized townhouse nestled in the sought-after neighborhood of Southport. Within walkable distance to the Metronorth station, schools and endless shopping/dining options, this home boasts a great blend of modern amenities and timeless elegance without sacrificing lifestyle, comfort or convenience. The layout

  Tommy Soto William Raveis Real Estate

  668 Kings Hwy W, Southport, CT 06890
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  /31

  $459,000

  • 3 Beds
  • 0.5 Baths
  • 1,296 Sq Ft

  1411 Black Rock Turnpike, Fairfield, CT 06825

  YOUR OPPORTUNITY AWAITS TO EXPAND, RENOVATE AND CREATE YOUR VISION FOR YOUR NEW HOME. SITUATED IN B-RESIDENTIAL ZONE WITH NEWER HEATING, CENTRAL A/C, ELECTRICAL SERVICE, ROOF, SIDING, WINDOWS AND GARAGE WITH A PRIVATE, FENCED YARD CONVENIENTLY LOCATED CLOSE TO SCHOOLS, SHOPPING, RESTAURANTS AND DINING ALL MINUTES TO BEACHES, PARKS/REC, TOWN CENTER, I-95, RT 15 MERRITT PARKWAY AND METRO NORTH

  Joanne Rinaldi William Raveis Real Estate

  1411 Black Rock Turnpike, Fairfield, CT 06825
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  /40

  $4,900,000

  • 6 Beds
  • 12 Baths
  • 13,979 Sq Ft

  2959 Congress St, Fairfield, CT 06824

  Prepare to be wowed by this extraordinary estate featuring six bedrooms and ten-and-a-half bathrooms, spanning four meticulously designed floors. Enter through a breathtaking two-story grand foyer, leading into beautifully appointed formal and informal rooms perfect for entertaining and a gourmet kitchen that any discerning chef would envy. The luxurious primary suite serves as a private

  Anissa Paolillo Redfin Corporation

  2959 Congress St, Fairfield, CT 06824
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  /36

  $999,000

  • 4 Beds
  • 2.5 Baths
  • 2,588 Sq Ft

  1510 Congress St, Fairfield, CT 06825

  Nestled on two wooded acres in the coveted Greenfield Hill district, this extensively updated classic center hall colonial is the quintessential New England charmer. Thoughtfully equipped with premium touches, this four bedroom, 2.5 bath home boasts Bosch appliances, custom cabinetry, quartz countertops, hardwood floors throughout, exquisite light fixtures, and a seamless floorplan. All bedrooms

  Katherine Fassman Higgins Group Real Estate

  1510 Congress St, Fairfield, CT 06825
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  /23

  $442,000

  • 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 Large Deck With Built-In Gas Grill.It consists of three bedrooms, one living-room, one Kitchen and one full bath. Hard wood floor throughout the unit except for the kitchen and bathroom with titles. The following appliances are included: Microwave,

  Hoffman Jean-Louis HJL Realty, LLC

  1035 Black Rock Turnpike Unit 1035, Fairfield, CT 06825
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  /40

  $2,799,000

  • 5 Beds
  • 6.5 Baths
  • 7,269 Sq Ft

  342 Midlock Rd, Fairfield, CT 06824

  Welcome to Summer Tree Gardens, an extraordinary stately home nestled on over 2 acres of meticulously maintained grounds in the prestigious Greenfield Hill neighborhood of Fairfield, CT. This expansive 7,269 sq. ft. home boasts 5 en-suite bedrooms, 8.5 baths, and an array of luxurious features that blend timeless elegance with modern updates. The home was built by builder Christer Krook. Step

  Ken Osborn Higgins Group Bedford Square

  342 Midlock Rd, Fairfield, CT 06824
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  /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
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  /40

  $5,499,000

  • 4 Beds
  • 4.5 Baths
  • 3,603 Sq Ft

  142 Main St, Southport, CT 06890

  A rare opportunity to own a piece of Southport history. Nestled in the heart of Southport Village, the Eleazar Bulkley House, a pristine example of Federal architecture, c.1811. Lovingly restored by its current owner, this stately home embodies the refined tastes of the early 19th century, seamlessly blended with thoughtful, modern luxury. From its symmetrical facade to meticulously restored

  Elizabeth Tritschler William Raveis Real Estate

  142 Main St, Southport, CT 06890
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  /26

  $2,400,000

  • 4 Beds
  • 6 Baths
  • 5,540 Sq Ft

  230 Winton Rd, Fairfield, CT 06824

  Located in highly sought-after WINTON PARK, this property features an in-ground POOL, fenced rear yard, stone walls and stone drive flanked by flowering pear trees, culminating in a front courtyard. Winton Park is a private assoc with one-plus acre zoning within walking distance of charming downtown Fairfield. Just a short walk to the train, schools, shopping and dining. Bike to the beach! Built

  Denise Walsh William Raveis Real Estate

  230 Winton Rd, Fairfield, CT 06824
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  /38

  $475,000

  • 3 Beds
  • 1 Bath
  • 1,120 Sq Ft

  321 Post Rd, Fairfield, CT 06824

  Charming three bedroom cape in Prime Fairfield Location! Location, location! Take a stroll on the sidewalk and walk to Jennings Beach (less than a mile away!). Need to take the train? You are minutes from Fairfield Metro North Station, how convenient! Meticulously maintained by multiple generations, this home exudes warmth and character. The first floor features beautiful hardwood floors

  Maribeth Lightowler Coldwell Banker Realty

  321 Post Rd, Fairfield, CT 06824
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  /29

  $929,000

  • 5 Beds
  • 3.5 Baths
  • 3,258 Sq Ft

  564 Fairfield Woods Rd, Fairfield, CT 06825

  Located within close proximity to shopping, schools & Merritt Pkwy, this spacious 9RM,5BR,3.5BTH expanded CAPE represents the Best of all Worlds! Refinished HDWD floors accent LG LR, Formal DR, Sunroom, 3 BRS and Stunning Primary Bedroom Suite all on MAIN LEVEL. Renovations include a finished 2nd floor BR/Office Suite w/Full BTH. A private backyard & PATIO are accessible from both Primary Suite &

  Carol McCullough Berkshire Hathaway NE Prop.

  564 Fairfield Woods Rd, Fairfield, CT 06825
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  /40

  $25,000,000

  • 6 Beds
  • 11 Baths
  • 19,569 Sq Ft

  1131 Sasco Hill Rd, Fairfield, CT 06824

  Sasco Point- A Rare Waterfront Estate. Perched on over 11 acres with 450 feet directly on Long Island Sound, Sasco Point is an extraordinary coastal retreat. Nestled at the end of prestigious Sasco Hill Road, this architecturally stunning estate blends Swedish, Dutch, and Moorish influences, creating a residence that is as elegant as it is timeless. A discreet gated entrance leads to a winding

  Andrew Whiteley Brown Harris Stevens

  1131 Sasco Hill Rd, Fairfield, CT 06824
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  /34

  $914,900

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

  274 High St, Fairfield, CT 06824

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

  Karly Worth Call It Closed Realty

  274 High St, Fairfield, CT 06824
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  /38

  $650,000 Open Sun 11AM - 1PM

  • 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
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  /36

  $708,000

  • 4 Beds
  • 3.5 Baths
  • 2,268 Sq Ft

  42 Fairway Green, Fairfield, CT 06825

  Nestled on a quiet cul-de-sac, this charming Colonial-style home offers nearly 2,300 square feet of above-grade living space, featuring 4 sizeable bedrooms and 3.5 bathrooms. Step inside to find a functional and inviting layout. The entryway flows seamlessly into the eat-in kitchen, where vinyl flooring extends throughout, offering plenty of potential for updates to make it your own. The

  Matthew Hyde William Raveis Real Estate

  42 Fairway Green, Fairfield, CT 06825
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  /40

  $1,999,991

  • 4 Beds
  • 4.5 Baths
  • 5,737 Sq Ft

  215 Paddock Hill Ln, Fairfield, CT 06824

  Paddock Hill Manor is a stunning French Colonial home on 2.03 lush-green acres in the area's pre-eminent gated community, The Ridge. Majestically located on a quiet cul-de-sac steps from Patterson Country Club Golf C. The home blends grandeur and sophistication for entertaining and daily living. Natural light floods the newly painted interiors and refinished hardwood flrs. The grand two-story

  Sholeh Janati Weinbaum Higgins Group Bedford Square

  215 Paddock Hill Ln, Fairfield, CT 06824
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  /39

  $10,250,000

  • 6 Beds
  • 9 Baths
  • 5,920 Sq Ft

  828 Sasco Hill Rd, Fairfield, CT 06824

  "Pebbles" | Iconic Sasco Hill Estate Timeless Design. Storied Past. Unrivaled Views. A distinguished Georgian Revival estate set on nearly 3 acres, the largest lot along this coveted stretch of Sasco Hill. With sweeping, unobstructed views of the Country Club of Fairfield, Southport Harbor, Long Island Sound, and the Manhattan skyline, this iconic property offers an extraordinary blend of

  Wendy Ryan Brown Harris Stevens

  828 Sasco Hill Rd, Fairfield, CT 06824
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  /23

  $1,749,000

  • 3 Beds
  • 6 Baths
  • 3,638 Sq Ft

  1240 Westport Turnpike, Fairfield, CT 06824

  5,000+ sq ft with 4 full floors of living space! 3 en suite bedrooms, including Primary, and laundry together on 2nd floor. Finished upper level w/1/2 bath perfect for gym, office or rec room, fully finished lower level w/separate entrance/walk-out and full bath perfect for in-law, au pair. Private yet close to everything! 12 minutes to downtown Westport, 9 Minutes to Black Rock Tnpk., 10 minutes

  Georgia Rojas Brown Harris Stevens

  1240 Westport Turnpike, Fairfield, CT 06824
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  /33

  $2,595,000

  • 7 Beds
  • 6 Baths
  • 7,843 Sq Ft

  125 Brett Ln, Fairfield, CT 06824

  Discover your private sanctuary at the end of a serene cul-de-sac in Greenfield Hill. This country compound spans 4.5 acres, enveloping a French-inspired main house with 6 BRs, 4.2 baths, and an enchanting English garden. Go into the elegant formal living and dining rooms, both warmed by inviting FPs, setting the stage for memorable moments. The custom gourmet kitchen, designed for living, opens

  Linna Yuen Coldwell Banker Realty

  125 Brett Ln, Fairfield, CT 06824
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  /25

  $619,000

  • 3 Beds
  • 2 Baths
  • 1,555 Sq Ft

  338 Villa Ave, Fairfield, CT 06825

  Welcome to 338 Villa Avenue, a meticulously maintained 3-bedroom, 2-full bathroom home in the heart of Fairfield, CT. This charming property offers a perfect blend of comfort and style, with thoughtful details throughout. As you step inside, you are greeted by a spacious living room and kitchen that share a great open concept space. The centerpiece of the living area is a grand fireplace with a

  Dannel Malloy NestSeekers International

  338 Villa Ave, Fairfield, CT 06825
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  /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
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  /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
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  /5

  $2,595,000 New Construction

  • 4 Beds
  • 4.5 Baths
  • 4,478 Sq Ft

  154 Gorham Rd, Fairfield, CT 06824

  Spectacular New Construction in the Sasco Beach Area. Don't miss the rare opportunity to customize and make this home your own from start to finish! Located on almost a half acre of peaceful, private property, on a cul-de-sac,backing up to open land on Sasco Hill. Distant water views, serenity, and close proximity to South Pine Creek Beach just down the road. Almost 4000 sq feet of finished space

  Bette Gigliotti William Raveis Real Estate

  154 Gorham Rd, Fairfield, CT 06824
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  /3

  $2,390,000 New Construction

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

  180 Catamount Rd, Fairfield, CT 06824

  Proposed New Construction of a shingle 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 beautiful cleared and leveled Greenfield Hill lot surrounded by nature, charming New England stone

  Tom Vozzella Berkshire Hathaway NE Prop.

  180 Catamount Rd, Fairfield, CT 06824
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  /5

  $1,849,000 Coming Soon

  • 5 Beds
  • 4.5 Baths
  • 4,500 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
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  /40

  $1,100,000 Coming Soon

  • 4 Beds
  • 3.5 Baths
  • 3,266 Sq Ft

  47 Trillium Cir, Fairfield, CT 06824

  Welcome home to 47 Trillium Circle, a spacious 4-5 bedroom Lake Hills neighborhood retreat nestled at the end of a quiet cul-de-sac on over an acre of private, landscaped grounds. Hardwood floors flow through the main level, with additional hardwood under upstairs carpeting-ready for your personal touch. The sunlit living and dining rooms open seamlessly for easy entertaining, while the inviting

  Kimberly Levinson Higgins Group Real Estate

  47 Trillium Cir, Fairfield, CT 06824
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  /35

  $699,000

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

  171 Ashton St, Bridgeport, CT 06606

  Welcome to 171 Ashton Street in Bridgeport's sought-after North End-an expansive and fully renovated 8-bedroom, 4-bathrooms Cape -style home offering over 3,200 sq. ft. of living space. This spacious residence features bright living and dining areas, a modern kitchen with updated appliances, and a Fully-finished basement for added Space. Enjoy outdoor living with a large backyard and the

  Ed Villeda William Pitt Sotheby's Int'l

  171 Ashton St, Bridgeport, CT 06606
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  /37

  $3,400,000

  • 5 Beds
  • 6 Baths
  • 8,639 Sq Ft

  249 Sturges Hwy, Westport, CT 06880

  Don't be fooled by the name - Sturges Highway is a quiet street in a pretty part of Westport - New Mechanical Systems including a New Furnace, New Roth Oil Tank and 80 gallon hot water tank along with a Full House Generator ensure the home is in top condition. Relaxed, entertaining luxury with all the bells and whistles....Privacy, serenity and convenience featuring Entertaining at it's finest -

  Lainie Floyd William Pitt Sotheby's Int'l

  249 Sturges Hwy, Westport, CT 06880
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  /8

  $159,000

  • 1 Bath
  • 629 Sq Ft

  80 Cartright St Unit 8B, Bridgeport, CT 06604

  Excellent investment opportunity or be the first to live in this immaculate, updated studio unit in Bridgeport's convenient luxury building complete with a full-time doorman who provides assistance and security to all residents! Cartright Towers boasts on-site laundry, elevators, and plenty of off-street parking in a gated lot on a quiet street right on the Fairfield/Bridgeport line. This fully

  Hillary Waite William Raveis Real Estate

  80 Cartright St Unit 8B, Bridgeport, CT 06604
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  /28

  $215,000

  • 1 Bed
  • 1 Bath
  • 939 Sq Ft

  25 Cartright St Unit 4K, Bridgeport, CT 06604

  Move right into this bright and updated 1-bedroom, 1-bathroom condo on the 4th floor in the Brooklawn area. The kitchen and bathroom have been recently renovated; the living room leads out to a private balcony. This unit comes with one garage parking space, on-site laundry in the basement, and a storage area. The HOA includes a front desk receptionist, heat, hot water, trash removal, and grounds

  Jaquan Jones RE/MAX Right Choice

  25 Cartright St Unit 4K, Bridgeport, CT 06604
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  /40

  $4,375,000

  • 6 Beds
  • 11 Baths
  • 10,414 Sq Ft

  5 Boxwood Ln, Westport, CT 06880

  Refined living awaits on Boxwood Lane, a prime Hunt Club cul-de-sac featuring tranquil private entrances to stately colonial style homes. From its cobblestone-lined, semi-circular driveway to the backyard pool and bluestone patio oasis, the grounds of 5 Boxwood Lane are simply spectacular. The home itself stands apart, meticulously designed with exquisite details and custom amenities. Four

  Karen Scott Compass Connecticut, LLC

  5 Boxwood Ln, Westport, CT 06880
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  /12

  $500,000

  • 3 Beds
  • 1.5 Baths
  • 1,967 Sq Ft

  866 Merritt St, Bridgeport, CT 06606

  Come see this spacious Colonial situated on a corner lot with two car detached garage. This house is beaming with potential! Living room with fireplace, eat in kitchen with an abundance of cabinetry, three spacious bed rooms and one full and one half baths. This house is located in a sought after area close to Sacred Heart University and many local businesses it is in need of some tender love and

  Rosania Melo Century 21 Scala Group

  866 Merritt St, Bridgeport, CT 06606
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  /40

  $599,900

  • 4 Beds
  • 1.5 Baths
  • 1,855 Sq Ft

  35 Querida St, Bridgeport, CT 06604

  WELCOME TO THIS BEAUTIFULLY MAINTAINED 4-BEDROOM COLONIAL, A TRUE GEM IN THE SOUGHT-AFTER NORTH END NEIGHBORHOOD OF BRIDGEPORT. THIS HOME FEATURES GLEAMING HARDWOOD FLOORS THROUGHOUT, ADDING WARMTH AND CHARACTER TO EVERY ROOM. EACH BEDROOM BOASTS SPACIOUS CLOSETS, OFFERING AMPLE STORAGE FOR ALL YOUR NEEDS. IN ADDITION TO THE FOUR BEDROOMS, THE HOME FEATURES A FLEXIBLE ROOM ON THE FIRST FLOOR THAT

  Charles Scott Tri-State Realty

  35 Querida St, Bridgeport, CT 06604
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  /15

  $5,400,700 New Construction

  • 6 Beds
  • 7 Baths
  • 5,800 Sq Ft

  1 Sturges Hwy Unit Lot 1, Westport, CT 06880

  Design Your Dream Home with an Award-Winning Builder. Step into a world of elegance and sophistication with a soon-to-be-built 6,600 sq. ft. masterpiece by Coastal Luxury Homes. Known for their innovative designs and unparalleled craftsmanship, Coastal Luxury Homes has earned a reputation for creating some of the most sought-after residences. With a focus on prime location, architectural

  Annie Klyver Higgins Group Real Estate

  1 Sturges Hwy Unit Lot 1, Westport, CT 06880
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  /15

  $6,875,480 New Construction

  • 7 Beds
  • 8 Baths
  • 8,800 Sq Ft

  1 Sturges Hwy Unit Lot 2, Westport, CT 06880

  Design Your Dream Home with an Award-Winning Builder Step into a world of elegance and sophistication with a soon-to-be-built 6,600 sq. ft. masterpiece by Coastal Luxury Homes. Known for their innovative designs, sleek modern lines, and unparalleled craftsmanship, Coastal Luxury Homes has earned a reputation for creating some of the most sought-after residences. With a focus on prime location,

  Annie Klyver Higgins Group Real Estate

  1 Sturges Hwy Unit Lot 2, Westport, CT 06880

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