195

Newest Homes for Sale in Southport, CT

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  • /2

    $149,000

    $11K PRICE DROP
    • Land
    • 9,583 Sq Ft
    • $677,273 per Acre

    860 Briarwood Ave, Bridgeport, CT 06604

    "Prime development opportunity in Bridgeport! This vacant lot offers flexible possibilities for new construction in a growing area. Close to downtown, parks, local universities, and commuter routes. Ideal for investors seeking strong rental or resale demand. Sold as-is , buyer responsible for verifying zoning and permitting."

    Rosania Melo Rosania Melo Broker

    860 Briarwood Ave, Bridgeport, CT 06604
  • /22

    $600,000

    $30K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,200 Sq Ft

    49 Southport Woods Dr, Southport, CT 06890

    Enjoy Southport Woods - community lifestyle with pool, clubhouse, paddle tennis and beautifully landscaped grounds in the heart of Southport. Convenient to Fairfield and Southport train stations, I-95, shopping, restaurants, schools and miles of beautiful shoreline, this location offers much. Privately located end unit features slate patio/yard area, two bedrooms (primary with full bath),

    Andrea Morelli Higgins Group Real Estate

    49 Southport Woods Dr, Southport, CT 06890
  • /15

    $1,399,999

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

    28 Country Rd, Fairfield, CT 06824

    Take me home Country Road...... Local builder with proven excellence in masterfully crafted homes is nearing completion on the newest project. Country Estates, soon to be completed. These townhomes (2)are adjoined only by garages, meaning no shared interior walls for maximum privacy. Tucked away on a charming half circle street in the University area, this home offers a seamless design for the

    Denise Daniels-biagi Coldwell Banker Realty

    28 Country Rd, Fairfield, CT 06824
  • /16

    $230,000

    $20K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,648 Sq Ft

    80 Cartright St Unit PHA, Bridgeport, CT 06604

    Very Rare Penthouse Unit on Top Floor with Large Balcony. Largest Unit in Complex, Over 1,600 Sq Ft. Two Large Bedrooms. Two Large Full Bathrooms. Picture Frame Molding Throughout unit. Crown Molding in Many Rooms. Hardwood and Parquet floors Throughout. Large Dining Room which opens up to Cozy Living Room with Sliders to the Balcony Providing Nice Vistas of the Surrounding Area. Storage Area and

    Christopher Ziko Higgins Group Real Estate

    80 Cartright St Unit PHA, Bridgeport, CT 06604
  • /38

    $1,799,000

    • 3 Beds
    • 3.5 Baths
    • 3,141 Sq Ft

    127 Spruce St, Southport, CT 06890

    Enjoy stylish and easy living in this spectacular townhome on Southport's storybook Spruce Street. Move in and enjoy or purchase as a reliable rental option, easy to manage with low HOA fees. Thoughtful design by renowned local architect Jack Franzen ensures a sophisticated and smart floor plan featuring top-quality finishes, high ceilings and beautiful wood floors. A great home for entertaining

    Ellen Fusco Compass Connecticut, LLC

    127 Spruce St, Southport, CT 06890
  • /16

    $1,475,000

    • Land
    • 1.05 Acres
    • $1,404,762 per Acre

    50 Sylvan Rd N, Westport, CT 06880

    DREAM YOUR TOMORROW This 1.05 acre of dry, level land that is available for sale, is beautifully sited in the middle of Westport's Old Hill and awaits your imagination. Enter through the original gates of the 1928 Arthur Whiteside Estate at 50 Sylvan North --- the park-like entry to the 25-acre estate built for Whiteside, who founded and headed the commercial credit rating firm of Dun &

    Martha Eidman Coldwell Banker Realty

    50 Sylvan Rd N, Westport, CT 06880
  • /23

    $399,000

    $26K PRICE DROP
    • 2 Beds
    • 1 Bath
    • 806 Sq Ft

    220 Melville Dr, Fairfield, CT 06825

    Welcome to 220 Melville Drive in Fairfield, a charming brick half duplex. Hardwood floors run throughout the home, beginning on the main level where a comfortable living room flows into the eat in kitchen perfect for everyday living and entertaining. Upstairs, the bedrooms offer a quiet retreat with natural light and updated bathroom with skylight. Outside, enjoy the convenience of a private two

    Lauren Iraeta KW Legacy Partners

    220 Melville Dr, Fairfield, CT 06825
  • /35

    $575,000

    • 3 Beds
    • 2.5 Baths
    • 1,930 Sq Ft

    65 Benton St, Fairfield, CT 06825

    ATTENTION ALL!! This is 3 level townhouse in mint condition. Shining hardwood floors,large open kitchen with granite counters,stainless appliances and dining area plus a spacious family room. This stylish home offers three bedrooms, two and a half updated baths with marble floors and a roomy private master suite. Two other bedrooms are bright and sunny w/ lots of natural light through the entire

    Juan Garcia Sunbelt Sales & Development

    65 Benton St, Fairfield, CT 06825
  • /32

    $2,200,000

    $199K PRICE DROP
    • 3 Beds
    • 3.5 Baths
    • 3,328 Sq Ft

    2 Elmwood Dr Unit 2, Southport, CT 06890

    Rare opportunity in sought-after Southport Green-just steps to Southport Village and Metro-North. One of only two stand-alone residences in this 24-unit enclave, this home offers the privacy of a single-family lifestyle with the ease of condominium living. The townhouse-style residence spans three levels and features 3 bedrooms, 3 renovated full and 1 half baths, plus a coveted attached two-car

    Wendy Ryan Brown Harris Stevens

    2 Elmwood Dr Unit 2, Southport, CT 06890
  • /7

    $10,650,000

    New Construction
    • 6 Beds
    • 8 Baths
    • 9,100 Sq Ft

    11 Dogwood Ln, Westport, CT 06880

    Another extraordinary masterpiece by Coastal Luxury Homes, ideally situated in one of Westport's premier neighborhoods. Spanning over 9000 square feet of living space this 6 bedroom estate is defined by bold architectural lines, chic designer interiors, expansive balconies and seamless indoor-outdoor living. A resort caliber pool, fully equipped outdoor kitchen, and lush manicured grounds

    Jen Kass Higgins Group Bedford Square

    11 Dogwood Ln, Westport, CT 06880
  • /29

    $1,200,000

    • 4 Beds
    • 2.5 Baths
    • 1,406 Sq Ft

    97 Fayerweather Terrace, Bridgeport, CT 06605

    Fabulous Remodeled 4 Bedroom main house with Open floor plan. Partially finished basement. New Energy Star Appliances, Solar and beautifully appointed. Detached 2 Car Garage with One bedroom one bath unit above. Close to train, restaurants, St. Mary's by the Sea.

    Steven Koleno Beycome of Connecticut

    97 Fayerweather Terrace, Bridgeport, CT 06605
  • /40

    $4,100,000

    $400K PRICE DROP
    • 5 Beds
    • 8 Baths
    • 9,819 Sq Ft

    1 Flower Farm Ln, Westport, CT 06880

    Absolutely exquisite colonial is located on one of the most sought after neighborhoods. This home will greet you w/a mahogany front porch that leads inside to a grand foyer. This timeless residence boasts a custom kitchen w/high-end appliances, a Butler's pantry, large island & the convenience of a desk station. The elegant formal living room features a cozy fireplace, while the family room

    Heather Fitzgerald Coldwell Banker Realty

    1 Flower Farm Ln, Westport, CT 06880
  • /4

    $1,850,000

    • Land
    • 8,712 Sq Ft
    • $9,250,000 per Acre

    31 Franklin St, Westport, CT 06880

    This transformative site is located on quaint street lined with early 1900s properties in the Historic Saugatuck area of Westport. One block away from train station I-95. Adjacent to the recently developed Saugatuck Center and Saugatuck River with restaurants, Cafes and luxury residential. Potential to acquire adjacent 19 Ketchum that is fully occupied as well as 31 Franklin. Please do not walk

    Peter Lane Ogents, LLC

    31 Franklin St, Westport, CT 06880
  • /3

    $1,699,000

    New Construction
    • 4 Beds
    • 4 Baths
    • 3,700 Sq Ft

    217 Fairland Dr, Fairfield, CT 06825

    This stunning 3,700 square foot new construction Colonial features 4 spacious bedrooms and 4 full baths. The home is thoughtfully designed for today's lifestyle. The open-concept kitchen boasts a large quartz center island and flows seamlessly into the eating area and dramatic cathedral-ceiling family room. The primary suite is a true retreat, featuring cathedral ceilings, oversized walk-in

    Madeline O'Shea Coldwell Banker Realty

    217 Fairland Dr, Fairfield, CT 06825
  • /2

    $6,999,999

    New Construction
    • 6 Beds
    • 9 Baths
    • 10,521 Sq Ft

    32 Narrow Rocks Rd, Westport, CT 06880

    NEW CONSTRUCTION BY RENOWNED LUXURY BUILDER MATTERA CONSTRUCTION - STEPS TO COMPO BEACH! A rare opportunity to own a brand-new, architecturally refined home in one of Westport's most coveted coastal locations-just steps to Compo Beach, Longshore Club, downtown Westport, the train, and schools. Currently under construction, this impeccably designed 6-bedroom residence spans four finished levels

    Judy Michaelis Coldwell Banker Realty

    32 Narrow Rocks Rd, Westport, CT 06880
  • /21

    $769,000

    $20K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,624 Sq Ft

    37 Biro St, Fairfield, CT 06825

    Well-maintained two-family home in desirable Fairfield. Both units feature brand-new appliances and separate in-unit laundry, offering convenience and efficiency for owners or tenants. The roof is approximately 6 years old, and furnaces are about 10 years old, providing peace of mind and reduced capital expenses. Ideal for owner-occupants or investors seeking a solid multi-family property with

    Carlos Ventura Ventura Group Realty LLC

    37 Biro St, Fairfield, CT 06825
  • /21

    $795,000

    $90K PRICE DROP
    • 3 Beds
    • 3 Baths
    • 1,930 Sq Ft

    35 Knapps Hwy, Fairfield, CT 06825

    Welcome home to this beautifully remodeled cape which boasts 3 bedrooms, 3 full bathrooms, walk-in closets, stainless steel appliances, a finished lower level, a sun room and new, efficient mechanicals that keep energy costs down. The home is close to parks, shopping, golf, tennis courts, Fairfield's excellent schools and has a private, fenced back yard. There is plenty of parking in the attached

    Thomas Chanaca Chanaca Real Estate

    35 Knapps Hwy, Fairfield, CT 06825
  • /29

    $2,200,000

    $550K PRICE DROP
    • 5 Beds
    • 4.5 Baths
    • 6,330 Sq Ft

    25 Old Rd, Westport, CT 06880

    Set in Westport's sought-after Hunt Club neighborhood, this European-inspired Colonial offers over 6,300 square feet across three finished levels, including expansive recreation spaces and a dedicated home theater. A dramatic two-story entry introduces refined formal and informal rooms, including a fireplaced living room, formal dining room, private office, and an expansive eat-in kitchen with

    Zach Wright William Pitt Sotheby's Int'l

    25 Old Rd, Westport, CT 06880
  • /36

    $319,000

    • 3 Beds
    • 2 Baths
    • 1,755 Sq Ft

    25 Cartright St Unit 5D, Bridgeport, CT 06604

    Stunning End-Unit 3-Bedroom, 2-Bath NYC-Style Condo - Nestled in the heart of the highly sought-after Brooklawn community, this spacious 1,755 sq ft New York City-style condominium blends contemporary comfort with urban sophistication. Located just steps from the Fairfield town line, Unit 5D offers the perfect balance of city convenience and suburban tranquility. Step into a welcoming large foyer

    Pamela Williams Real Broker CT, LLC

    25 Cartright St Unit 5D, Bridgeport, CT 06604
  • /39

    $2,799,000

    $151K PRICE DROP
    • 5 Beds
    • 4 Baths
    • 2,188 Sq Ft

    1235 Fairfield Beach Rd, Fairfield, CT 06824

    TWO incredible waterside opportunities await! That's right, not one, but TWO fantastic beach area homes are offered! With their direct waterfront locations (1235 - beachfront/LI Sound; 1236 - canal side), both homes have amazing water views, beach access and a convenient, fantastic location all in one! Both homes also offer excellent investment/rental opportunities. #1235 is rented for the

    John Foran Compass Connecticut, LLC

    1235 Fairfield Beach Rd, Fairfield, CT 06824
  • /20

    $2,800,000

    New Construction
    • 4 Beds
    • 3.5 Baths
    • 4,000 Sq Ft

    53 Cross Hwy, Westport, CT 06880

    Proposed New Construction, build this beautiful home or let's design your dream home!! 1 acre lot with a brook sets up perfectly for a walk-out basement. Great location close to everything. Quality custom home builder with 25 years experience and over 150 homes built. Existing home to be torn down, taxes shown reflect existing home.

    Phil Pedros Philips Real Estate

    53 Cross Hwy, Westport, CT 06880
  • /15

    $649,900

    $5K PRICE INCREASE
    • 8 Beds
    • 2 Baths
    • 2,849 Sq Ft

    74 Carleton Ave, Bridgeport, CT 06604

    Fully renovated two-family home with new floors and fresh paint. Each unit offers a bright living room with high ceilings and in-unit laundry hookups. The location is ideal and close to schools, shopping, and public transportation. Minutes from Metro North, I-95, grocery stores, restaurants, bus lines, and near Fairfield amenities. Seaside Park is a short drive for waterfront views and outdoor

    Agent Photo

    Rudy Pierre

    YellowBrick Real Estate LLC

    (475) 242-5962

    74 Carleton Ave, Bridgeport, CT 06604
  • /40

    $2,395,000

    • 4 Beds
    • 4.5 Baths
    • 3,620 Sq Ft

    783 Reef Rd, Fairfield, CT 06824

    Welcome to 783 Reef Road, a beautifully crafted home in the highly desirable Penfield Beach area of Fairfield. This elegant residence combines refined design with modern comfort, offering four bedrooms, four and a half bathrooms, and approximately 3,620 square feet of interior living space and an additional nearly 1,400 square feet of basement storage space. Inside, the foyer opens to a layout

    Daniel Durante Criterion Real Estate LLC

    783 Reef Rd, Fairfield, CT 06824
  • /16

    $6,785,000

    New Construction
    • 6 Beds
    • 9 Baths
    • 7,888 Sq Ft

    14 Burr School Rd, Westport, CT 06880

    RARE OPPORTUNITY TO CUSTOMIZE NEW CONSTRUCTION BY COASTAL LUXURY HOMES. PLANS APPROVED & PERMITS IN PLACE. CONSTRUCTION CAN BEGIN IMMEDIATELY, SAVE 6+ MOS ON NEW BUILD TIMELINE. This ultra luxury modern cul-de-sac residence features stucco exterior, DaVinci Boral roof, and expansive windows up to 10ft high. Main level includes luxe chef's kitchen w/ breakfast room opening to the great room with

    Jennifer Tanner The Riverside Realty Group

    14 Burr School Rd, Westport, CT 06880
  • /17

    $1,035,000

    $164K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,450 Sq Ft

    483 Main St, Westport, CT 06880

    Located just minutes from trendy downtown Westport, this inviting split-level home combines comfort and convenience. Set on over a quarter acre of level, fenced-in property, it offers plenty of space for outdoor enjoyment. Step inside to a bright and welcoming living room featuring an oversized picture window, hardwood floors, and a wood-burning fireplace. The formal dining room opens to a

    Jodi Gutierrez Alliance R.E. Consultants

    483 Main St, Westport, CT 06880
  • /9

    $3,750,000

    New Construction
    • 5 Beds
    • 5.5 Baths
    • 5,000 Sq Ft

    22 Brett Rd, Fairfield, CT 06824

    Greenfield Hill proposed new construction on a 2.65-acre lot along a Town-designated Scenic Road, to be built by award-winning design-builder Bonnie Paige in collaboration with Vicente Burin Architects. The proposed residence is based on a design sold in Southport Village; interested buyers may tour similar homes and meet the team to tailor plans, finishes, and timeline. The property sits among

    Andrew Whiteley Brown Harris Stevens

    22 Brett Rd, Fairfield, CT 06824
  • /39

    $2,225,000

    $25K PRICE INCREASE
    • 6 Beds
    • 2 Baths
    • 2,180 Sq Ft

    2142 Fairfield Beach Rd, Fairfield, CT 06824

    OPPORTUNITY KNOCKS TWICE - A unique investment awaits with the only two-family home on the Fairfield Beach Road Peninsula featuring private beach access. This fully furnished property offers excellent rental income during the academic season and serves as a relaxing summer retreat for owners-or an additional rental opportunity. Unit 2142 is a spacious four-bedroom residence, each room furnished

    Michael Menillo Collage Realty

    2142 Fairfield Beach Rd, Fairfield, CT 06824
  • /22

    $4,995,000

    New Construction
    • 5 Beds
    • 7 Baths
    • 5,550 Sq Ft

    1 Coastal Ct, Westport, CT 06880

    Introducing 1 Coastal Court, a rare opportunity to own in Westport's only gated community, an exclusive four-lot enclave envisioned and built by Joe Feinleib, founder of Coastal Luxury Homes and one of Fairfield County's most respected builders.This private neighborhood blends timeless architecture with modern luxury. Each custom residence, ranging from 5,000 to 7,500 square feet, plus generous

    Julie Vanderblue Higgins Group Real Estate

    1 Coastal Ct, Westport, CT 06880
  • /12

    $630,000

    $69K PRICE DROP
    • 6 Beds
    • 3 Baths
    • 3,069 Sq Ft

    195 Lenox Ave Unit 197, Bridgeport, CT 06605

    Welcome to 195 Lenox Avenue - a modern and versatile 3-family home perfect for both investors and first-time buyers. With 6 bedrooms, 3 full bathrooms, and a full basement, this property offers plenty of space and excellent rental potential. The first and second floors each allow for an extra bedroom conversion, maximizing cash flow. Inside, the units are updated and well-maintained, providing

    Shafran Salim Guy Bocicaut Real Estate

    195 Lenox Ave Unit 197, Bridgeport, CT 06605
  • /15

    $6,995,826

    New Construction
    • 6 Beds
    • 10 Baths
    • 8,417 Sq Ft

    24 Edgemarth Hill Rd, Westport, CT 06880

    This Beauty will be ready Summer 2026! Construction of this 8,417SF dream residence with pool and spa on 1 private acre in coveted Greens Farms, Westport, is in full swing. 24 Edgemarth Hill was designed and will be crafted and appointed with the finest materials - see rendering photos of what's to come. Flaunting sexy floor-to-ceiling walls of windows, stone and textured accents, vaulted

    Jaclyn Picarillo Higgins Group Bedford Square

    24 Edgemarth Hill Rd, Westport, CT 06880
  • /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
  • /7

    $725,000

    $70K PRICE DROP
    • 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
  • /40

    $15,000,000

    • 7 Beds
    • 10 Baths
    • 9,129 Sq Ft

    4800 Congress St, Fairfield, CT 06824

    The Ultimate East Coast Sanctuary, Where Privacy Meets Pinnacle Luxury. Surrounded by high stone walls, a fortress of modern architecture is invisible from the street and engineered for the world's most discerning buyers who demand seclusion with proximity to NYC. This 38.91-acre compound is a one-of-a-kind Fairfield County estate. The former home of Richard Rodgers, composer of The Sound of

    Leslie Razook William Pitt Sotheby's Int'l

    4800 Congress St, Fairfield, CT 06824
  • /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
  • /2

    $5,980,000

    New Construction
    • 6 Beds
    • 9 Baths
    • 10,521 Sq Ft

    21 Sturges Commons, Westport, CT 06880

    NEW CONSTRUCTION TO BE BUILT IN THE COVETED HUNT CLUB NEIGHBORHOOD - Renowned, luxury builder Mattera Construction is well-known for architecturally significant & stunning modern homes filled with elegance, timeless beauty, custom interiors with state-of-the-art amenities. Now offering a perfectly designed 6 bedroom home finished on 4 levels filled with elegant finishes, well sited on a quiet

    Patricia Shea Coldwell Banker Realty

    21 Sturges Commons, Westport, CT 06880

Showing Results 161 - 195, Page 5 of 5

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