Southport, CT Homes for Sale

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  $1,895,000

  • 5 Beds
  • 2.5 Baths
  • 3,435 Sq Ft

  320 Warner Hill Rd, Southport, CT 06890

  Location, space and timeless design come together in this beautiful 5 Bedroom Colonial set on 1.48 acres in one of Southport's most desirable neighborhoods. This home offers the ideal balance of privacy and convenience. hardwood floors, custom moldings, and a coffered ceiling highlight the inviting main level. The Family Room with 9-foot ceilings and a gas fireplace opens to the Eat-In-Kitchen

  

  Libby Tritschler

  William Raveis Real Estate

  (475) 889-7170

  320 Warner Hill Rd, Southport, CT 06890
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  /30

  $1,199,000

  • 3 Beds
  • 2.5 Baths
  • 1,840 Sq Ft

  279 Spruce St, Southport, CT 06890

  An Exceptional Southport Opportunity ~ Currently under construction, this distinguished Southport residence is being meticulously renovated by Southport Construction LLC, delivering the level of craftsmanship, finish, and execution expected at the highest end of the market. Upon completion in Spring 2026, the home will present as a refined, new-construction-quality offering within an established

  

  Libby Tritschler

  William Raveis Real Estate

  (475) 303-2307

  279 Spruce St, Southport, CT 06890
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  $2,995,000

  • 6 Beds
  • 7 Baths
  • 9,664 Sq Ft

  91 Algonquin Rd, Fairfield, CT 06825

  Iconic Georgian Manor. A rare offering of architectural significance, this distinguished 1922 Georgian Colonial is set on 1.88 acres of level, park-like grounds in a desirable Fairfield enclave. Encompassing over 10,000 square feet, this 6-bedroom estate seamlessly blends historic grandeur with elevated, modern living. A stately presence is immediately felt through classic Georgian symmetry,

  

  Danielle Malloy

  Serhant Connecticut, LLC

  (475) 271-2961

  91 Algonquin Rd, Fairfield, CT 06825
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  /15

  $389,000

  • 2 Beds
  • 1.5 Baths
  • 900 Sq Ft

  252 Melville Dr, Fairfield, CT 06825

  This bright 2-bedroom, 1.5-bath half-duplex offers hardwood floors, natural light, and an eat-in kitchen. The home features well-sized bedrooms, a private driveway with ample parking, and a private backyard perfect for relaxing or entertaining. Conveniently located near shopping, restaurants, parks, schools, and major commuter routes including the Merritt Parkway and I-95. Do not miss this

  

  Thomas Bepko

  YellowBrick Real Estate LLC

  (475) 889-7715

  252 Melville Dr, Fairfield, CT 06825
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  $12,000,000

  • 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

  

  Libby Tritschler

  William Raveis Real Estate

  (203) 350-0943

  260 Willow St, Southport, CT 06890
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  /40

  $795,000

  • 4 Beds
  • 2 Baths
  • 2,045 Sq Ft

  385 Samp Mortar Dr, Fairfield, CT 06824

  This beautifully maintained home offers comfort, functionality, and inviting spaces throughout. The main level features an ideal flow for everyday living and entertaining, with a well-designed kitchen, dedicated dining room, and a spacious living room with a cozy fireplace. A first-floor bedroom with adjacent full bath provides flexibility for guests or multi-generational living. The finished

  

  Amy Waugh Curry ABR CRS GRI

  Berkshire Hathaway NE Prop.

  (475) 405-3218

  385 Samp Mortar Dr, Fairfield, CT 06824
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  /29

  $550,000

  • 3 Beds
  • 2.5 Baths
  • 1,800 Sq Ft

  118 Berwick Ave, Fairfield, CT 06825

  Nearly new! Turnkey end-unit townhouse built just five years ago, ideally located at the end of a quiet cul-de-sac and less than one mile to the Metro-North train station. This beautifully maintained home offers an open layout and modern finishes throughout, making it an excellent opportunity for low-maintenance living in sought-after Fairfield. The main level features a bright, open floor plan

  

  Judy Szablak

  Coldwell Banker Realty

  (475) 445-2362

  118 Berwick Ave, Fairfield, CT 06825
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  $3,550,000 Open Sat 1PM - 3PM

  • 5 Beds
  • 4.5 Baths
  • 4,602 Sq Ft

  10 Winding Ln, Westport, CT 06880

  Experience the pinnacle of luxury living in this exceptional 4,600 sq ft, 5-bedroom home, ideally located in highly sought-after Old Hill. Perfectly positioned on a pristine 1-acre lot, this stunning home offers a rare "walk-to-everything" lifestyle-just steps from shopping, top-rated restaurants, and Earthplace. Designed for both elegant entertaining and everyday comfort, the home features an

  

  Susan Lieberman

  The Riverside Realty Group

  (475) 255-2758

  10 Winding Ln, Westport, CT 06880
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  /7

  $995,000 New Construction

  • 4 Beds
  • 4.5 Baths
  • 3,000 Sq Ft

  47 Sterling St, Fairfield, CT 06825

  New construction townhome built by a respected local builder known for quality craftsmanship and clean, modern design. This residence offers approximately 2,300 square feet of above-grade living plus a finished lower level, thoughtfully laid out across three levels. The main floor features an open-concept design anchored by a well-appointed kitchen with white and white oak cabinetry, quartz

  

  Jessica Lane

  Serhant Connecticut, LLC

  (475) 323-6643

  47 Sterling St, Fairfield, CT 06825
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  /7

  $995,000 New Construction

  • 4 Beds
  • 4.5 Baths
  • 3,000 Sq Ft

  45 Sterling St, Fairfield, CT 06825

  New construction townhome built by a respected local builder known for quality craftsmanship and clean, modern design. This residence offers approximately 2,300 square feet of above-grade living plus a finished lower level, thoughtfully laid out across three levels. The main floor features an open-concept design anchored by a well-appointed kitchen with white and white oak cabinetry, quartz

  

  Jessica Lane

  Serhant Connecticut, LLC

  (475) 264-4472

  45 Sterling St, Fairfield, CT 06825
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  /7

  $995,000 New Construction

  • 4 Beds
  • 4.5 Baths
  • 3,000 Sq Ft

  51 Sterling St, Fairfield, CT 06825

  New construction townhome built by a respected local builder known for quality craftsmanship and clean, modern design. This residence offers approximately 2,300 square feet of above-grade living plus a finished lower level, thoughtfully laid out across three levels. The main floor features an open-concept design anchored by a well-appointed kitchen with white and white oak cabinetry, quartz

  

  Jessica Lane

  Serhant Connecticut, LLC

  (475) 265-5683

  51 Sterling St, Fairfield, CT 06825
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  /7

  $995,000 New Construction

  • 4 Beds
  • 4.5 Baths
  • 3,000 Sq Ft

  53 Sterling St, Fairfield, CT 06825

  New construction townhome built by a respected local builder known for quality craftsmanship and clean, modern design. This residence offers approximately 2,300 square feet of above-grade living plus a finished lower level, thoughtfully laid out across three levels. The main floor features an open-concept design anchored by a well-appointed kitchen with white and white oak cabinetry, quartz

  

  Jessica Lane

  Serhant Connecticut, LLC

  (475) 269-4997

  53 Sterling St, Fairfield, CT 06825
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  $4,495,000 New Construction

  • 6 Beds
  • 9 Baths
  • 9,700 Sq Ft

  21 Warnock Dr, Westport, CT 06880

  This striking architectural design meets refined luxury in a meticulously crafted 9,700+/- sq ft, 6-bedroom, 6 full, & 3 half bath new residence. Showcasing the collaborative excellence of AR Luxury Homes w/ interior design by Mary Beth Woods & architectural vision by Donald William Fairbanks, this exceptional property represents the pinnacle of modern sophistication w/ premium finishes,

  

  Brett Lieberman

  The Riverside Realty Group

  (203) 717-5836

  21 Warnock Dr, Westport, CT 06880
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  $1,174,900 New Construction

  • 4 Beds
  • 3.5 Baths
  • 3,000 Sq Ft

  27 Suzanne Cir, Fairfield, CT 06825

  BEST VALUE IN THE UNIVERSITY AREA FOR NEW CONSTRUCTION! Built by a highly regarded local builder, this stunning 3,000 SF end-unit half duplex is tucked away on a quiet cul-de-sac and offers three levels of beautifully designed living. High-end finishes abound, including hardwood floors, 9 foot ceilings on the main level, and thoughtfully designed details throughout. The main level of living

  

  Jackie Davis

  William Raveis Real Estate

  (203) 990-1795

  27 Suzanne Cir, Fairfield, CT 06825
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  $6,195,000 New Construction

  • 5 Beds
  • 4.5 Baths
  • 4,550 Sq Ft

  22 Apple Tree Trail, Westport, CT 06880

  Located on a quiet private lane just two blocks from Compo Beach, this newly built coastal residence at 22 Appletree Trail offers a rare combination of modern craftsmanship, thoughtful design, and effortless beach living in the heart of Westport. Spanning approximately 4,791 sq ft of living space, the home blends timeless architectural elements with refined contemporary finishes. White oak

  Deborah Aulfinger Gold & Home Realty

  22 Apple Tree Trail, Westport, CT 06880
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  $4,650,000

  • 5 Beds
  • 7 Baths
  • 8,550 Sq Ft

  49 Hillspoint Rd, Westport, CT 06880

  Tucked away in the heart of Westport, Hillspoint offers the perfect blend of luxury, lifestyle and location. Minutes to Longshore Club Park, Compo Beach, town and train, it delivers rare privacy with exceptional convenience. Inside, soaring ceilings and sun-filled spaces create a light, airy flow enhanced by high-end finishes throughout. Designed for everyday living and effortless entertaining,

  Michelle Genovesi William Raveis Real Estate

  49 Hillspoint Rd, Westport, CT 06880
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  /6

  $11,795,000 New Construction

  • 5 Beds
  • 7 Baths
  • 6,050 Sq Ft

  14 Owenoke Park, Westport, CT 06880

  Ready for SUMMER 2026! Bluewater Home's newest luxury creation is close to completion. This 6050 sqft 5BR/3Car garage designed home with private yard, pool with spa, pond & LI sound views and walking distance to Compo Beach offers privacy and multiple balconies and indoor/outdoor spaces. Oversized rooms and expansive kitchen with double islands, scullery kitchen, elevator and private primary

  Deirdre Andreoli Compass Connecticut, LLC

  14 Owenoke Park, Westport, CT 06880
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  /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
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  $950,000

  • 4 Beds
  • 2.5 Baths
  • 2,205 Sq Ft

  198 Castle Ave, Fairfield, CT 06825

  Refined and thoughtfully updated 4-bedroom, 2.5-bath Colonial blending timeless architecture with over 1,300+ sq ft of new construction. Originally built in 1941 and significantly expanded, the home offers approximately 2,205 sq ft of living space upon completion (anticipated January 2026). The main level features a bright, open layout with remodeled living and dining areas and hardwood flooring

  Tatiana Mendoza Coldwell Banker Realty

  198 Castle Ave, Fairfield, CT 06825
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  $2,950,000

  • 5 Beds
  • 4 Baths
  • 2,188 Sq Ft

  1235 Fairfield Beach Rd, Fairfield, CT 06824

  An incredible waterside opportunity awaits! 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 2025-'26 & '26-'27

  John Foran Compass Connecticut, LLC

  1235 Fairfield Beach Rd, Fairfield, CT 06824
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  $2,200,000

  • 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
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  /25

  $780,000

  • 2 Beds
  • 2 Baths
  • 1,733 Sq Ft

  206 Sterling St, Fairfield, CT 06825

  This charming cape has been beautifully maintained and thoughtfully updated, providing peace of mind and comfort throughout. Ideally located near all of the great amenities that Fairfield has to offer, with easy access to the Merritt and 95. The cozy dining area opens into a bright modern kitchen featuring marble countertops, updated appliances and a dry bar which is perfect for everyday living

  Sarah Callands Coldwell Banker Realty

  206 Sterling St, Fairfield, CT 06825
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  $249,900

  • 1 Bed
  • 1 Bath
  • 755 Sq Ft

  27 Nash Ln Unit 5, Bridgeport, CT 06605

  High end renovations that retain the charm of the historic Black Rock Garden Co-op complex! Custom kitchen with exposed brick, quartz countertops, stainless steel GE appliances, washer in hallway nook, floating glass shower, gorgeous hardwood floors throughout, hot water baseboard heat, insulated, tilt-in windows, and office with transom windows off living room/dining room. Open porch to enjoy

  Gail Robinson William Raveis Real Estate

  27 Nash Ln Unit 5, Bridgeport, CT 06605
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  /40

  $1,980,000

  • 4 Beds
  • 3 Baths
  • 3,244 Sq Ft

  28 Turkey Hill Rd N, Westport, CT 06880

  Ideally located in the heart of Westport and close to all schools, this exceptional Contemporary Ranch has been thoughtfully renovated, offering one-level living with effortless sophistication. A welcoming foyer leads to a stunning kitchen, appointed with a generous center island, heated floors, premium appliances and an elegant coffee station with dedicated water supply. The kitchen opens

  Yulka Markevich Iron Gates Realty

  28 Turkey Hill Rd N, Westport, CT 06880
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  /25

  $745,000

  • 4 Beds
  • 3 Baths
  • 1,984 Sq Ft

  329 Bronson Rd, Southport, CT 06890

  Location, location and location! Here is a chance to build some sweet equity that you have been waiting for! With 4 Bedrooms and 3 full bathrooms there is room for all. Living room with a fireplace along with two additional sitting room to accommodate all your guests. Partially fenced in yard, detached garage. Central air, gas heat, tankless hot water heater , 2 car detached garage, drive way

  Masooma Ali Connecticut Choice Realty

  329 Bronson Rd, Southport, CT 06890
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  /38

  $998,000

  • 4 Beds
  • 2 Baths
  • 1,735 Sq Ft

  52 Robin Ln, Fairfield, CT 06824

  Immaculate University area split level home on beautiful lot which is just over one third of an acre with classic stone wall. Perfect opportunity to rebuild completely on one of the most generously-sized parcels on this street-or, to expand and reimagine your own dream-and simply enjoy its comfort as it was built. Top-rated schools, close to shopping, and less than two miles to Fairfield's

  Janet Warren William Raveis Real Estate

  52 Robin Ln, Fairfield, CT 06824
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  /29

  $194,900

  • 1 Bed
  • 1 Bath
  • 817 Sq Ft

  132 Bennett St Unit 302, Bridgeport, CT 06605

  Recently remodeled 3rd-floor unit offering a functional open layout with a living room, dining area, kitchen, and one bedroom. The kitchen was updated by the current owner in 2023, adding a modern touch to the space. Includes two assigned parking spaces and an ideal location for commuters, with easy access to the train, public transportation, and nearby towns. Enjoy being just a short walk from

  Deborah Angal Coldwell Banker Realty

  132 Bennett St Unit 302, Bridgeport, CT 06605
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  /39

  $1,775,000 New Construction

  • 5 Beds
  • 6 Baths
  • 4,150 Sq Ft

  706 Judd St, Fairfield, CT 06824

  Stunning move-in-ready NEW construction home in Fairfield's highly desirable University area, thoughtfully built by established local builders Coppola & Sons. This custom home set upon a perfect flat corner lot with lovely outdoor patio offers over 4,100 sqft of beautifully designed living space with an open-concept layout, encompassed by gorgeous Marvin windows providing abundant natural light,

  Melissa Montagno Higgins Group Real Estate

  706 Judd St, Fairfield, CT 06824
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  /26

  $8,995,000

  • 8 Beds
  • 10 Baths
  • 15,172 Sq Ft

  2 Judy Point Ln, Westport, CT 06880

  Set on over 3 private acres with sweeping water views, 2 Judy Point Lane is a remarkable Westport waterfront estate offering approximately 14,000 square feet of living space and a rare compound-style layout. The property consists of two substantial residences connected by a breezeway, creating exceptional flexibility for multi-generational living, extended guests, or a private guest house.

  Daniel Kramp Christie's International Real Estate

  2 Judy Point Ln, Westport, CT 06880
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  /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
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  /7

  $1,999,000 New Construction

  • 6 Beds
  • 5.5 Baths
  • 4,709 Sq Ft

  280 Tuckahoe Ln, Fairfield, CT 06824

  Exceptional new construction in the desirable University area, scheduled for completion in Fall 2026. Built by an experienced local builder known for quality craftsmanship and thoughtful design, this impressive home offers 4,709 square feet across four levels, including a walk-out lower level. Designed for modern living, the home features 6 bedrooms and 5.5 baths, providing flexibility for

  Elizabeth Casey William Raveis Real Estate

  280 Tuckahoe Ln, Fairfield, CT 06824
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  $999,900 Open Sat 11AM - 1PM

  • 4 Beds
  • 3.5 Baths
  • 3,515 Sq Ft

  22 Knollwood Dr, Fairfield, CT 06824

  Warm and inviting Colonial located in the highly sought-after University neighborhood of Fairfield. This 4-bedroom, 3.5-bath home offers exceptional flexibility with a fully finished walk-out basement featuring a full bathroom and separate entrance, ideal for multigenerational living or a potential in-law setup. From the moment you arrive, the home's beautiful exterior, attractive color palette,

  Melanie LeRoy William Raveis Real Estate

  22 Knollwood Dr, Fairfield, CT 06824
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  $2,800,000

  • 5 Beds
  • 5.5 Baths
  • 8,925 Sq Ft

  145 Galloping Hill Rd, Fairfield, CT 06824

  Exceptional scale and timeless elegance define this impressive 5-bedroom, 6-bath residence offering over 8,200 square feet of refined living space in one of Fairfield's most desirable locations. Thoughtfully designed for both grand entertaining and comfortable everyday living, the home features expansive sun-filled rooms, high ceilings, and a seamless flow throughout the main living areas. A

  Susan Gardella William Pitt Sotheby's Int'l

  145 Galloping Hill Rd, Fairfield, CT 06824
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  /17

  $1,035,000

  • 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
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  $1,749,999

  • 16 Beds
  • 8 Baths
  • 5,824 Sq Ft

  25 Whittier St, Bridge Port, CT 06605

  Exceptional investment opportunity in Bridgeport's desirable Black Rock neighborhood. This 8-unit multifamily property features eight 2-bedroom, 1-bathroom units, each with spacious layouts ideal for tenants seeking comfort and convenience. The building is well-maintained, with separate utilities and strong rental history, making it a turnkey addition to any portfolio. Located just minutes from

  Zach Pinto Alpha Capital Realty, LLC

  25 Whittier St, Bridge Port, CT 06605
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  $4,750,000 New Construction

  • 6 Beds
  • 6.5 Baths
  • 6,611 Sq Ft

  21 Lockwood Cir, Westport, CT 06880

  Imagine a residence where every element has been considered for gracious living in stylish surroundings. This newly completed home by awardwinning Able Construction is set on a peaceful Coleytown estatearea street, framed by scenic land that enhances its sense of calm. A dramatic foyer with a woodaccented ceiling and millwork feature wall introduces interiors defined by creative decor, walls of

  Doug Bross Coldwell Banker Realty

  21 Lockwood Cir, Westport, CT 06880
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  /22

  $600,000

  • 2 Beds
  • 2 Baths
  • 1,200 Sq Ft

  49 Southport Woods Dr, Southport, CT 06890

  Freshly Painted as of March 20th...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

  Andrea Morelli Higgins Group Real Estate

  49 Southport Woods Dr, Southport, CT 06890
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  /40

  $8,999,000

  • 7 Beds
  • 9 Baths
  • 10,482 Sq Ft

  19 Beachside Common, Westport, CT 06880

  Like-new custom modern home with open-concept living designed for comfort and entertaining. The main level connects the family room, dining room, office, and chef's kitchen featuring Sub-Zero and Wolf appliances, invisible speakers, quartzite countertops, custom cabinetry, two large islands and multiple sliding glass doors leading to an outdoor oasis. The spacious pantry includes custom shelving,

  Gina Hackett Compass Connecticut, LLC

  19 Beachside Common, Westport, CT 06880
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  /40

  $2,575,000

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

  4 the Fenway, Westport, CT 06880

  Timeless elegance in Westport's renowned Old Hill. Set on 2.22 bucolic acres w/a heated Gunite pool & picturesque pond, this expansive 5-6 bedroom,4.5 bath farmhouse blends classic charm w/thoughtful recent enhancements that delivers a renewed sense of style & energy to the home. A renovated kitchen remains the heart of the home, featuring a generous center island & a stunning, glass-walled

  Mary Kate Klemish-Boehm Brown Harris Stevens

  4 the Fenway, Westport, CT 06880
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  /15

  $1,200,000

  • 4 Beds
  • 2.5 Baths
  • 2,084 Sq Ft

  5 Inwood Ln, Westport, CT 06880

  Walk to beach, Compo Beach neighborhood. Inwood Lane is off of Hale Road, off of Hillspoint Road. The backyard of this home views lovely homes on Loretta Court. Charming, with four bedrooms and a large family room. Lovely deck overlooking the backyard with flowers and fauna. The master suite has it's own wing, with fireplace, walk in closet, and full bath, and is accessible to the large deck

  Charlotte Cotton William Raveis Real Estate

  5 Inwood Ln, Westport, CT 06880

Showing Results 1 - 40, Page 1 of 4