Newest Homes for Sale in Southport, CT

• 

  

  

  /40

  $1,595,000

  Coming Soon

  • 4 Beds
  • 4.5 Baths
  • 4,303 Sq Ft

  Unlisted Address

  Beautifully appointed and spacious Colonial offering exceptional living spaces and an ideal layout for today's lifestyle. The heart of the home features expansive gathering areas perfect for both everyday living and entertaining, including a private first-floor office ideal for working from home. A thoughtfully designed butler's pantry with wine chiller, beverage refrigerator and desk area that

  Shari Nerreau Coldwell Banker Realty

  Unlisted Address
• 

  

  

  /40

  $4,850,000

  Coming Soon

  • 5 Beds
  • 5 Baths
  • 5,103 Sq Ft

  22 Evergreen Ave, Westport, CT 06880

  Introducing The Winslow Manor, one of Westport's most exceptional estates, is a secluded retreat defined by beauty, privacy, and grace, now available for the first time in decades, inviting its next residents to experience the privilege of living within this storied and extraordinary sanctuary. Just steps from downtown & completely remodeled in 2002, welcome home to a rare and timeless estate

  Valerie Alvarez Serhant Connecticut, LLC

  22 Evergreen Ave, Westport, CT 06880
• 

  

  

  /34

  $750,000

  • 3 Beds
  • 1.5 Baths
  • 1,849 Sq Ft

  524 Nonopoge Rd, Fairfield, CT 06825

  Set on a beautiful hilltop lot in the desirable Lake Hills neighborhood, this lovely home offers the perfect blend of comfort, privacy, and effortless entertaining space. The thoughtfully designed floor plan features expansive living and family rooms filled with natural light, creating inviting spaces for both everyday living and hosting guests. The newly renovated chef's kitchen is a true

  Judy Mitchell William Pitt Sotheby's Int'l

  524 Nonopoge Rd, Fairfield, CT 06825
• 

  

  

  /28

  $1,600,000

  • 5 Beds
  • 2.5 Baths
  • 2,166 Sq Ft

  4 Baywood Ln, Westport, CT 06880

  Tucked away down a private drive on two serene wooded acres, this exceptional mid-century modern deck house offers the perfect blend of architectural character, privacy, and natural beauty. Bathed in tremendous natural light, the home showcases the signature design elements that make deck houses so timeless and sought after, with expansive windows, soaring ceilings, and seamless indoor-outdoor

  Meredith Cohen Serhant Connecticut, LLC

  4 Baywood Ln, Westport, CT 06880
• 

  

  

  /6

  $1,899,000

  • 4 Beds
  • 3.5 Baths
  • 3,514 Sq Ft

  36 Lyons Plain Rd, Westport, CT 06880

  Lovely 2.36 acres of river front land in Westport, with 300 ft. frontage on the Aspetuck River. Four large bedrooms including Primary with fireplace and full bath. Large kitchen, Great Room with a fireplace that opens to the deck and views of the river. Lots of privacy, and a beautiful setting! A wonderful opportunity for a renovation as is, or new build. Town appraisal is $1,898,400.00. Must

  Charlotte Cotton William Raveis Real Estate

  36 Lyons Plain Rd, Westport, CT 06880
• 

  

  /18

  $769,000

  • 3 Beds
  • 3 Baths
  • 2,027 Sq Ft

  282 Marlborough Terrace, Fairfield, CT 06825

  A unique opportunity to own this side-by-side two-family home in a sought-after neighborhood. Offering exceptional value and versatility, this property is ideal for investors, owner-occupants, or multigenerational living. Unit One features a bright and inviting living room, Bedroom, an eat-in kitchen, and a full bath. Filled with natural light, the space offers a warm, comfortable atmosphere with

  Kathleen Blackall William Raveis Real Estate

  282 Marlborough Terrace, Fairfield, CT 06825
• 

  

  /19

  $975,000

  Coming Soon

  • 4 Beds
  • 2.5 Baths
  • 2,361 Sq Ft

  43 Green Knolls Ln, Fairfield, CT 06824

  Welcome home to this beautifully maintained 4-bedroom Cape, ideally situated on a quiet cul-de-sac. Filled with natural light and surrounded by mature plantings and professionally landscaped grounds, this home offers the perfect blend of comfort, convenience, and lifestyle. Just minutes from the Merritt Parkway, I-95, Metro North, vibrant downtown Fairfield, exceptional restaurants, shopping, and

  Carol Frattaroli William Pitt Sotheby's Int'l

  43 Green Knolls Ln, Fairfield, CT 06824
• 

  

  /16

  $399,900

  Coming Soon

  • 3 Beds
  • 1 Bath
  • 1,402 Sq Ft

  25 Essex St, Fairfield, CT 06825

  Classic 1932 Colonial brimming with charm and strong bones, located in a wonderful Fairfield neighborhood. Centrally situated near shops, schools, and transportation, this home offers an exceptional opportunity to restore and customize to your own taste and style. Featuring 7 spacious rooms, 3 bedrooms, and a walk-up third floor providing abundant storage space, the possibilities are endless. A

  Christi McEldowney William Raveis Real Estate

  25 Essex St, Fairfield, CT 06825
• 

  

  /40

  $1,700,000

  Coming Soon

  • 5 Beds
  • 4.5 Baths
  • 4,676 Sq Ft

  282 Glen Ridge Rd, Fairfield, CT 06825

  Beautiful Center Hall Colonial in Fairfield's sought after Lake Mohegan neighborhood. This lovingly maintained 5 bedroom, 4 full & 1 half bath home offers the perfect combination of space, functionality & location. A dramatic vaulted entry welcomes you inside where hardwood floors flow throughout the home. The spacious layout includes a home office, formal dining room, expansive family room with

  Amie Belile William Raveis Real Estate

  282 Glen Ridge Rd, Fairfield, CT 06825
• 

  

  /40

  $1,299,000

  • 4 Beds
  • 3.5 Baths
  • 2,399 Sq Ft

  12 Sconset Dr, Fairfield, CT 06824

  "The Yellow home on the corner", perfectly set on a prime University cul-de-sac, has hit the market. Welcome to 12 Sconset Drive, a home overflowing w/ character that is move-in ready, w/ thoughtful improvements & shows like a dream. Featuring 10 spacious rooms across 3 levels of living creating a special space for everyone, all filled w/abundant natural light. So many details to love about this

  

  Jackie Davis

  William Raveis Real Estate

  (475) 259-2425

  12 Sconset Dr, Fairfield, CT 06824
• 

  

  /24

  $409,000

  • 3 Beds
  • 1 Bath
  • 1,293 Sq Ft

  245 Sunnyridge Ave Unit 15, Fairfield, CT 06824

  Discover the perfect blend of comfort and convenience in the highly sought-after Sunnyridge Condominiums. This rare 3-bedroom end unit offers a brilliant alternative to single-family living, perfect for first-time buyers, investors, or those looking to downsize without compromise. An open-concept layout featuring gleaming hardwood floors and a signature bay window that floods the living space

  Alexander Viderman Keller Williams Prestige Prop.

  245 Sunnyridge Ave Unit 15, Fairfield, CT 06824
• 

  

  /14

  $4,000,000

  New Construction Coming Soon

  • 7 Beds
  • 9 Baths
  • 7,105 Sq Ft

  20 Fresenius Rd, Westport, CT 06880

  We've saved the best for last! Of the 4 homes built at the end of this quiet and centrally located Westport cul-de-sac, this is the most expansive, and it's loaded with top-tier amenities. Entertain or hang out in style in gracious rooms curated by Susan Tracy Designs featuring a warm color palate, and not often found finishes like Venetian plaster and built-in hallway millwork. The open

  Patricia Shea Coldwell Banker Realty

  20 Fresenius Rd, Westport, CT 06880
• 

  

  /17

  $5,750,000

  Coming Soon

  • 4 Beds
  • 4.5 Baths
  • 3,800 Sq Ft

  69 Birch Rd, Fairfield, CT 06824

  Your new fully custom near beach luxury residence is ready for you now... Introducing "White Birch", a masterfully executed collaboration between Fairfield County's premier Architect, Builder, & Designer, sets a new benchmark for bespoke coastal living and the effortless estate lifestyle. Every detail has been thoughtfully curated, every finish intentionally elevated, every inch built with

  Jaclyn Picarillo Higgins Group Bedford Square

  69 Birch Rd, Fairfield, CT 06824
• 

  

  /27

  $400,000

  • 2 Beds
  • 4 Baths
  • 3,102 Sq Ft

  246 Lenox Ave, Bridgeport, CT 06605

  ***Live, Invest, or Launch Your Business - The Choice is Yours***

  Sarah Doyle Century 21 Scala Group

  246 Lenox Ave, Bridgeport, CT 06605
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  /37

  $1,550,000

  • 4 Beds
  • 2.5 Baths
  • 3,129 Sq Ft

  179 Lawrence Rd, Fairfield, CT 06824

  Location, Location!! Welcome to 179 Lawrence Road - this home is a beautifully maintained and thoughtfully updated 4 bedroom, 2.5 bath Colonial on a level 0.26-acre lot in one of Fairfield's most desirable neighborhoods. Located on a quiet, welcoming street whose entire length is lined with mature oak trees, the neighborhood is just moments from downtown shops, restaurants, top-rated schools,

  Elizabeth Steffen Higgins Group Bedford Square

  179 Lawrence Rd, Fairfield, CT 06824
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  /12

  $999,000

  • 3 Beds
  • 1.5 Baths
  • 1,890 Sq Ft

  22 Fillow St, Westport, CT 06880

  For the first time since it was built in 1956, 22 Fillow Street is ready for its next chapter. Set on a beautiful .40-acre property in Westport's cherished Flower Estates neighborhood, this solid, well-built home offers a rare opportunity to become part of one of the town's most established and beloved in-town communities. Flower Estates is one of those increasingly rare Westport neighborhoods

  Judy Michaelis Coldwell Banker Realty

  22 Fillow St, Westport, CT 06880
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  /40

  $3,300,000

  • 4 Beds
  • 5 Baths
  • 3,749 Sq Ft

  920 Old Post Rd, Fairfield, CT 06824

  Experience coastal luxury in this exceptional new construction home ideally located in Fairfield's coveted beach/center location. Thoughtfully designed with outstanding craftsmanship & high-end finishes throughout, this stunning residence offers four levels of beautifully appointed living space with 4 bedrooms, 3 full & 2 half baths. The heart of the home is an impressive chef's kitchen featuring

  Julie Vanderblue Higgins Group Real Estate

  920 Old Post Rd, Fairfield, CT 06824
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  /39

  $3,995,000

  • 6 Beds
  • 7 Baths
  • 9,025 Sq Ft

  80 Bayberry Ln, Westport, CT 06880

  Privately tucked away at the end of a long circular drive on 6+ acres, this exceptional country estate blends timeless elegance with the warmth and comfort of everyday living. Though grand in scale, the home feels intimate and inviting, designed for both relaxed living and memorable entertaining. Exquisite architectural details, a covered mahogany veranda, sunroom, library, and exceptional

  Michelle Genovesi William Raveis Real Estate

  80 Bayberry Ln, Westport, CT 06880
• 

  

  /4

  $10,500,000

  Coming Soon

  • 4 Beds
  • 5.5 Baths
  • 10,522 Sq Ft

  47 Charcoal Hill Rd, Westport, CT 06880

  Designed by renowned architect and builder Frazier Forman Peters, this stone estate is set on nearly 3.5 private, meticulously landscaped acres in Westport. Crafted over more than two decades, the residence reflects exceptional artistry, scale, and craftsmanship. A gated entry and winding stone drive arrive at a stately porte-cochere and attached two-car garage, establishing a grand sense of

  Jonathan Ducharme Serhant Connecticut, LLC

  47 Charcoal Hill Rd, Westport, CT 06880
• 

  

  /40

  $3,275,000

  Coming Soon

  • 5 Beds
  • 8 Baths
  • 8,279 Sq Ft

  111 Golden Pond Ln, Fairfield, CT 06824

  111 Golden Pond Lane is the rare luxury home that feels as welcoming as it is impressive. Tucked at the end of a quiet, tree-lined cul-de-sac, the home opens with an undeniable scale - soaring 19-foot ceilings, a dramatic two-story entry, sweeping staircases, and natural light that moves effortlessly throughout the day. Yet what makes the home memorable is not its grandeur alone, but the warmth

  Cindy Raney Coldwell Banker Realty

  111 Golden Pond Ln, Fairfield, CT 06824
• 

  

  /40

  $1,200,000

  • 6 Beds
  • 4.5 Baths
  • 3,631 Sq Ft

  533 N Benson Rd, Fairfield, CT 06824

  Stately Classic 1927 in Fairfield's sought after University section offering 6 Bedrooms, 4.5 baths, timeless architecture, and room for everyone. Built with quality old-world construction and gracious proportions rarely found today, this is not your typical "seen one, seen them all" staged home- but a property with genuine character, scale, and opportunity. A welcoming entrance foyer opens to an

  Robert Richter Coldwell Banker Realty

  533 N Benson Rd, Fairfield, CT 06824
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  /8

  $999,000

  • 3 Beds
  • 2 Baths
  • 1,187 Sq Ft

  23 W Parish Rd, Westport, CT 06880

  Unlock the potential of this exceptional corner lot property located in one of Westport's most desirable areas. Set on a prime piece of land, this property presents a rare opportunity for builders, investors, or end-users looking to create their dream home. The existing structure requires renovation or may be best suited for a complete redevelopment, offering the perfect canvas for new

  Jimmy Benincaso The Bridge Realty Inc.

  23 W Parish Rd, Westport, CT 06880
• 

  

  /26

  $397,000

  • 2 Beds
  • 1 Bath
  • 1,163 Sq Ft

  121 Katona Dr Unit 34, 4A2, Fairfield, CT 06824

  Completely updated and remodeled in 2019, this immaculate and spacious first-floor unit offers effortless living with a bright, open floor plan and tasteful modern finishes throughout. The beautifully remodeled kitchen flows seamlessly into the inviting living and dining areas, while the renovated bath, hardwood floors throughout, and in-unit washer and dryer add both comfort and convenience.

  

  Amy Waugh Curry ABR CRS GRI

  Berkshire Hathaway NE Prop.

  (475) 270-5615

  121 Katona Dr Unit 34, 4A2, Fairfield, CT 06824
• 

  /2

  $4,700,000

  • 6 Beds
  • 6 Baths
  • 6,000 Sq Ft

  394 Penfield Rd, Fairfield, CT 06824

  IMAGES FROM BUILDER'S PORTFOLIO.Remarkable CUSTOMIZABLE approx 6,000 Sqft New Beach Construction Home on a very RARE OVERSIZED 0.31 acre lot with a non-pareil luxurious Open floor plan on the Premier street in beach area ! Situated just two blocks away from Penfield Beach. Created by Master Local Builder; NEW GENERATION HEALTHY HOMES. Custom designed to offer state of the art amenities, 7

  Helene Salerno Ogents, LLC

  394 Penfield Rd, Fairfield, CT 06824
• 

  

  /38

  $1,199,000

  Open Tue 11AM - 2PM Coming Soon

  • 3 Beds
  • 2.5 Baths
  • 2,700 Sq Ft

  130 Stillson Rd, Fairfield, CT 06825

  Sophisticated, sun-filled, and beautifully scaled, this exceptional 3 bed/2.1 bath end-unit residence in The Oaks offers the comfort of single-family living with the ease of a luxury townhouse lifestyle. A grand two-story foyer welcomes you into elegant interiors featuring 9-foot+ ceilings, rich architectural moldings, wallpaper details, and sunlit entertaining spaces centered around a warm gas

  Jennifer DeLaurentis Compass Connecticut, LLC

  130 Stillson Rd, Fairfield, CT 06825
• 

  

  /4

  $449,900

  • 6 Beds
  • 3 Baths
  • 3,177 Sq Ft

  22-26 Waldorf Ave, Bridgeport, CT 06605

  Multi family house with 3 apartments, 14 rooms (5+5+4), newer front porch, full basement and 2 car garage. To be sold in as is condition. Seller prefers cash offers. Occupied by tenants. Black Rock Location.

  Luisa Dias RE/MAX Right Choice

  22-26 Waldorf Ave, Bridgeport, CT 06605
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  /40

  $3,650,000

  • 6 Beds
  • 6.5 Baths
  • 6,751 Sq Ft

  9 N Ridge Rd, Westport, CT 06880

  In today's world, there is nothing more important than having a place to gather. This private retreat with a stunning residence and amazing recreational facilities can become your own private sanctuary with a tennis court, heated Gunite pool and separate pool house set among lush, meticulously curated grounds on almost 2.4 acres. This 6,700-square-foot shingle-style residence offers refined

  

  Susan Lieberman

  The Riverside Realty Group

  (475) 270-1688

  9 N Ridge Rd, Westport, CT 06880
• 

  

  /22

  $4,995,700

  New Construction

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

  22 Dawn Dr, Westport, CT 06880

  Come walk this stunning 1.5 acre lot with me - totally private, tucked at the end of a cul de sac in Long Lots. Peace, quiet, and the highest quality custom home spec'd to your wishlist by Coastal Luxury Homes is yours at 22 Dawn Drive. Go bigger/smaller, add an in-law suite or extra bedroom, an art studio, include a pool/spa, pickle court... let's discuss all the possibilities. Square footage

  Jaclyn Picarillo Higgins Group Bedford Square

  22 Dawn Dr, Westport, CT 06880
• 

  

  /39

  $1,950,000

  • 5 Beds
  • 3 Baths
  • 3,709 Sq Ft

  215 Old Post Rd, Fairfield, CT 06824

  Incredible opportunity to live in the Fairfield Beach neighborhood, within easy walking distance to beach & marina. Under 1 mile to train & town center. Beautifully renovated vintage home with so many improvements/amenities, including gorgeous expanded kitchen, renovated bathrooms, plantation shutters, new windows, new roof, fresh exterior paint, fencing and more. The inviting foyer welcomes you

  Katie O'Grady Compass Connecticut, LLC

  215 Old Post Rd, Fairfield, CT 06824
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  /34

  $2,850,000

  • 4 Beds
  • 3.5 Baths
  • 4,230 Sq Ft

  24 Washington Ave, Westport, CT 06880

  There is a moment just inside the front door, when the house introduces itself. The entrance hall-original, unhurried, exactly as gracious as 1919 intended-tells you everything. This is a home that was built when details mattered and time was taken. A century later, nothing essential has been lost. The living room and formal dining room carry that same quiet elegance, their proportions generous,

  Jillian Klaff Coldwell Banker Realty

  24 Washington Ave, Westport, CT 06880
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  /25

  $1,449,000

  • 2 Beds
  • 2.5 Baths
  • 2,161 Sq Ft

  104 Harvest Commons Unit 104, Westport, CT 06880

  Beautifully updated with main level primary suite and abundant additional living space for family and guests in this move-in ready townhouse. You will love the soaring ceilings, the open and very flexible floor plan and natural light that fills this home throughout the day. Enjoy coffee or dinner al fresco on your dedicated private patio - so rarely found in a condominium community. Almost fully

  Patricia Prenderville Higgins Group Real Estate

  104 Harvest Commons Unit 104, Westport, CT 06880
• 

  

  /40

  $599,900

  $50K PRICE DROP

  • 3 Beds
  • 2.5 Baths
  • 1,753 Sq Ft

  106 Moritz Place, Fairfield, CT 06824

  Welcome home to Fairfield, Connecticut. This charming Cape Cod has everything to offer, with close proximity to shops and restaurants on Black Rock Turnpike, and the feeling of a quiet residential street that the family can enjoy. This home Includes three bedrooms, two of which are on the main floor. The upstairs bedroom comes equipped with it's own half bathroom and plenty of storage space. Off

  William Smart YellowBrick Real Estate LLC

  106 Moritz Place, Fairfield, CT 06824
• 

  

  /34

  $3,990,000

  • 5 Beds
  • 5.5 Baths
  • 7,409 Sq Ft

  13 Rockyfield Rd, Westport, CT 06880

  The Legacy of Elegance: 1.12 Acres in the Heart of Westport. Some homes are built for a market. This one was built for a lifetime. Set on 1.12 tree-lined manicured acres framed by iconic New England stone walls, this pristine Westport Colonial is the definitive intersection of Classic Taste and Modern Life: Located in one of the town's most coveted walkable enclaves-just an hour from

  Danna Rogers Higgins Group Bedford Square

  13 Rockyfield Rd, Westport, CT 06880
• 

  

  /19

  $325,000

  • 2 Beds
  • 1 Bath
  • 836 Sq Ft

  1000 Knapps Hwy Unit 14, Fairfield, CT 06825

  Renovated first floor two bedroom condo just minutes from 95, train station, shopping and restaurants. The spacious living room with dining area offers a comfortable flow, with the kitchen conveniently adjacent. Kitchen features include stainless steel appliances and quartz countertops. Newer hardwood floors, windows, ceiling fans and lighting fixtures. Generous closet space plus additional

  Lisa Duguay Berkshire Hathaway NE Prop.

  1000 Knapps Hwy Unit 14, Fairfield, CT 06825
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  /36

  $659,000

  • 3 Beds
  • 1.5 Baths
  • 1,075 Sq Ft

  18 Dawn St, Fairfield, CT 06824

  Charming and beautifully maintained Cape set on a level, grassy lot with numerous upgrades and updates throughout. Sunny living room has hardwood floors, the remodeled kitchen features maple cabinetry, double wall ovens, and a cooktop, while the updated main-level bath offers relaxing shower jets. The main-level primary bedroom includes hardwood floors and a ceiling fan. The main level den, with

  Alison Healy Coldwell Banker Realty

  18 Dawn St, Fairfield, CT 06824
• 

  

  /35

  $830,000

  • 3 Beds
  • 2 Baths
  • 1,677 Sq Ft

  157 Hulls Hwy, Southport, CT 06890

  Welcome to 157 Hulls Highway Southport Charmer! This 3 bedroom, 2 bath is the perfect blend of warmth, comfort and timeless charm with thoughtful modern updates. The open floor plan is designed for the way we live today. The heart of the home is the updated kitchen, featuring quartz countertops, S/S appliances, a center island with breakfast bar, perfect for morning coffee, quick dinners,

  Chrissie Rodriguez Higgins Group Real Estate

  157 Hulls Hwy, Southport, CT 06890
• 

  

  /14

  $1,650,000

  • 4 Beds
  • 3.5 Baths
  • 4,880 Sq Ft

  101 Applegate Rd, Fairfield, CT 06825

  Welcome to this exceptional fully reimagined home at 101 Applegate Road, perfectly set on a quiet, walkable horseshoe street just off Fairfield Woods Road in one of Fairfield's most desirable neighborhoods. This thoughtfully designed 4-bedroom, 3 full and 1 half bath home blends timeless style with modern functionality, offering the ideal layout for today's lifestyle. Step inside to a bright,

  Alan Hamilton William Raveis Real Estate

  101 Applegate Rd, Fairfield, CT 06825
• 

  

  /34

  $4,700,000

  • 6 Beds
  • 6.5 Baths
  • 7,575 Sq Ft

  21 Daniel Ct, Westport, CT 06880

  Nestled at the end of an exceptionally wide, tree-lined cul-de-sac on one of Westport's most picturesque streets, this timeless brick estate offers both elegance and privacy while remaining moments from town, beaches, and commuting conveniences. Set with a paver circular driveway and surrounded by mature landscaping, the property exudes warmth, scale, and classic sophistication at every turn.

  Meredith Cohen Serhant Connecticut, LLC

  21 Daniel Ct, Westport, CT 06880
• 

  

  /40

  $1,460,000

  New Construction

  • 2 Beds
  • 2.5 Baths
  • 1,416 Sq Ft

  781 Post Rd E Unit 102, Westport, CT 06880

  AMAZING NEW CONSTRUCTION! Located in the heart of Westport, The Gables of Westport presents a collection of eight townhomes and five flats, blending sophisticated design with the ease of in-town living. Enjoy close proximity to Metro-North, major highways, Longshore Club & Park, Compo Beach, Levitt Pavilion, Westport Country Playhouse, fine dining, shopping, and entertainment. Crafted by local

  Todd Gibbons Boost Real Estate Group

  781 Post Rd E Unit 102, Westport, CT 06880
• 

  

  /39

  $2,000,000

  Coming Soon

  • 6 Beds
  • 7.5 Baths
  • 8,750 Sq Ft

  475 Springer Rd, Fairfield, CT 06824

  Set on 284 feet of direct waterfront in Fairfield's beautiful Lake Hills Association, this is the place your grandchildren will tell their grandchildren about. An extraordinary 6-bedroom home offering a true year-round resort lifestyle with a private beach, dock, and panoramic lake views. Designed for entertaining and multi-generational living, the home features 4 finished levels of beautifully

  Alan Hamilton William Raveis Real Estate

  475 Springer Rd, Fairfield, CT 06824

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