214

Southport, CT Homes for Sale

Section Image
  • /40

    $11,800,000

    • 5 Beds
    • 8 Baths
    • 10,800 Sq Ft

    260 Hillspoint Rd, Westport, CT 06880

    Experience the unparalleled luxury of this exquisite Compo Beach seaside home,a masterpiece of design and craftsmanship, designed by renowned architect Peter Cadoux. Just steps from a private beach, this architectural gem is bathed in natural light and boasts breathtaking panoramic water views from nearly every room.The full chef's kitchen opens to a radiant sunroom with a glass ceiling, perfect

    Elizabeth Steffen Higgins Group Bedford Square

    260 Hillspoint Rd, Westport, CT 06880
  • /40

    $1,495,000 Open Sat 11AM - 2PM

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

    785 Post Rd E Unit 102, Westport, CT 06880

    Located in the heart of Westport, The Gables of Westport presents a collection of eight luxury townhomes and five flats, offering the ease of in-town living with close proximity to Metro-North Train, Longshore Club and Park (for Westport residents), Compo Beach, highways, restaurants, shopping, entertainment and other conveniences. The latest project of bespoke luxury builder RPM Home, these

    Todd Gibbons Boost Real Estate Group

    785 Post Rd E Unit 102, Westport, CT 06880
  • /6

    $390,000

    • Land
    • 2.00 Acres
    • $195,000 per Acre

    6 Fox Run Ln, Westport, CT 06880

    This secluded property in Westport, CT at 6 Fox Run Lane offers an opportunity to submit your desired dream home plans to Westport on this picturesque 2 acres of rare undeveloped land. The lot is nestled in a prestigious upscale neighborhood and offers a tranquil bucolic setting, and is surrounded by nature. The new owner may design a custom home to suit your family's needs and preferences

    Derek Greene Derek Greene

    6 Fox Run Ln, Westport, CT 06880
  • /35

    $4,300,000

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

    378 Penfield Rd, Fairfield, CT 06824

    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 bedrooms, 5 baths, library with

    Helene Salerno Preoh, LLC

    378 Penfield Rd, Fairfield, CT 06824
  • /37

    $4,300,000

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

    394 Penfield Rd, Fairfield, CT 06824

    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 bedrooms, 5 baths, library with

    Helene Salerno Preoh, LLC

    394 Penfield Rd, Fairfield, CT 06824
  • /38

    $25,000,000

    • 5 Beds
    • 5.5 Baths
    • 11,450 Sq Ft

    122 Beachside Ave, Westport, CT 06880

    A GOLD COAST opportunity: 6.6 acres of pristine estate living culminating at 400 ft of direct Long Island Sound waterfront.A winding drive from the famed Beachside Ave enclave leads past the tennis pavilion, through the shaded trees and into a cobblestone courtyard with fountain and perfectly manicured garden entry.Stepping through the front door, the striking view of blue water tops the lush

    Leslie Clarke Compass Connecticut, LLC

    122 Beachside Ave, Westport, CT 06880
  • /22

    $198,000

    • 1 Bed
    • 1 Bath
    • 911 Sq Ft

    2370 North Ave Unit 5A, Bridgeport, CT 06604

    Spacious 1-bedroom condo in sought-after Brooklawn, perfectly located near I-95! This 5th-floor gem boasts a bright, semi-open layout, a private balcony for relaxing, and a custom-designed closet. Enjoy the convenience of a 24-hour doorman, assigned parking, and on-site laundry. It's dog-friendly, too! Your dream condo awaits-schedule a tour today!

    Johan Tola Keller Williams Realty Group

    2370 North Ave Unit 5A, Bridgeport, CT 06604
  • /40

    $4,600,000

    • 4 Beds
    • 3.5 Baths
    • 4,636 Sq Ft

    87 Red Coat Rd, Westport, CT 06880

    MOST UNIQUE HOUSE IN WESTPORT LARGE LOG HOME ON THE RIVER THAT IS STOCKED WITH TROUT. INGROUND GUNITE POOL BEAUTIFUL GROUNDS VERY PRIVATE ONE FLOOR LIVING. 4 BEDROOMS 3.5 BATHS. 1 HOUR TO NYC BEACH ACCESS. WONDERFUL RARE OPPORTUNITY TO OWN THE HOME YOU HAVE ALWAYS WONDERED ABOUT. THE BEAUTIFUL TRANQUIL RIVERVIEW LODGE LOG HOME THAT SITS ON THE MAJESTIC SAUGATUCK RIVER. WITH OVER 500+ FEET OF

    Rebecca Ellsley Higgins Group Bedford Square

    87 Red Coat Rd, Westport, CT 06880
  • /3

    $799,000

    • Land
    • 0.37 Acre
    • $2,159,459 per Acre

    0 Battery Park Dr, Bridgeport, CT 06605

    Owner is Agent. Financing Available. Welcome to an exceptional opportunity in the highly sought after enclave of Black Rock! Nestled on a .37 acre lot, this parcel boasts unparalleled vistas of the majestic Long Island Sound, offering a canvas for your visionary masterpiece. With sweeping views that stretch across the horizon, this prime location beckons investors and builders alike to seize the

    Lydia. Gach eRealty Advisors, Inc.

    0 Battery Park Dr, Bridgeport, CT 06605
  • /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
  • /24

    $1,375,000 Open Sun 10AM - 11AM

    • 2 Beds
    • 2 Baths
    • 1,265 Sq Ft

    41 Richmondville Ave Unit 109, Westport, CT 06880

    The Mill Westport offers high-end luxury living with all the amenities of a fine custom home in the heart of downtown Westport. With a concierge on-site and approximately 10,000 square feet of spectacular interior and exterior amenity spaces such as The Great Room & Cafe, Pool, Health & Wellness Center, Patio & Rooftop Deck, residents will enjoy carefree, 5-star living. The 31 residences feature

    Doug Bross Coldwell Banker Realty

    41 Richmondville Ave Unit 109, Westport, CT 06880
  • /40

    $4,500,000

    • 5 Beds
    • 9 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 YellowBrick Real Estate LLC

    1 Flower Farm Ln, Westport, CT 06880
  • /9

    $9,995,000

    • Land
    • 3.30 Acres
    • $3,028,788 per Acre

    26 Beachside Ave, Westport, CT 06880

    NEWLY PRICED! Oversized 3.30 Private Waterfront Acres with 254 feet of Long Island Sound frontage located on the Premier Gold Coast of Connecticut is ready to be molded into your PERFECT Home... 26 Beachside Avenue is both a most sought after Westport address and NOW has over 254 feet of Direct Long Island Sound frontage. This southern facing, cleared, and elevated land is direct water front with

    Deirdre Andreoli Compass Connecticut, LLC

    26 Beachside Ave, Westport, CT 06880
  • /17

    $4,400,000

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

    2117 Fairfield Beach Rd, Fairfield, CT 06824

    Welcome to Turning Point at Pine Creek, where the coastline bends to a point creating some of the most magnificent side-to-side sweeping views the Gold Coast has to offer. This very special beachfront site will offer Connecticut Home's latest architectural masterpiece. A 4000sf state of the art custom build with ultra high-end finishes which will no doubt be one of CT's most remarkable coastline

    Basil Amso RE/MAX Right Choice

    2117 Fairfield Beach Rd, Fairfield, CT 06824
  • /25

    $589,000

    • 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
  • /40

    $6,450,000

    • 5 Beds
    • 7 Baths
    • 5,567 Sq Ft

    46 Compo Mill Cove, Westport, CT 06880

    Imagine crossing a footbridge into a world without cars, where the scent of salt air lingers and the only sounds are waves and wind. This is Compo Mill Cove—a private beachfront enclave unlike anywhere else. Designed by Brooke Girty, this timeless shingle-style home offers 5,567 SF of coastal elegance with reclaimed French oak floors, a sculptural 3-story spiral stair case, and endless views of

    Evangela Brock Douglas Elliman of Connecticut

    46 Compo Mill Cove, Westport, CT 06880
  • /40

    $6,450,000

    • 4 Beds
    • 7 Baths
    • 5,567 Sq Ft

    46 Compo Mill Cove, Westport, CT 06880

    It feels like a secret-a place you cross into and instantly exhale. Accessible only by footbridge, Compo Mill Cove is Westport's most private, car-free waterfront enclave, where the tide sets the pace and every day feels like a getaway. Designed by renowned architect Brooke Girty, this custom Nantucket-style home blends refined coastal living with timeless craftsmanship. Inside, 5,567 square

    Evangela Brock Douglas Elliman of Connecticut

    46 Compo Mill Cove, Westport, CT 06880
  • /5

    $440,000

    • 2 Beds
    • 2.5 Baths
    • 1,440 Sq Ft

    14 Strathmore Ln, Westport, CT 06880

    Strathmore ln is a sought-after complex, with a very convenient location to Westport and Norwalk amenities. Unit needs totally renovated and must show proof of funds prior to showing. The condo has a Westport address however the schools and amenities are Norwalk.

    Georgia Wasserman Coldwell Banker Realty

    14 Strathmore Ln, Westport, CT 06880
  • /2

    $1,000,000

    • 4 Beds
    • 2.5 Baths
    • 2,644 Sq Ft

    647 Bronson Rd, Southport, CT 06890

    First Time on the Market - A Southport Treasure with Endless Possibilities For the first time since 1912, this cherished Southport residence is being offered for sale. Passed down through generations, this classic colonial has been a cornerstone of one family's legacy for over a century - and now it's ready for its next chapter. Set on nearly a half-acre in the heart of Southport, this property

    Vienna DiPiave William Pitt Sotheby's Int'l

    647 Bronson Rd, Southport, CT 06890
  • /2

    $2,800,000

    • Land
    • 1.00 Acre
    • $2,800,000 per Acre

    24 Ferry Ln E, Westport, CT 06880

    Walk to the train and the beach from this GFS zoned lot. Come build your dream house on in one of the most desirable locations in Westport

    Meredith Cohen Serhant Connecticut, LLC

    24 Ferry Ln E, Westport, CT 06880
  • /18

    $9,995,000 New Construction

    • 7 Beds
    • 10 Baths
    • 10,800 Sq Ft

    688 Hulls Farm Rd, Southport, CT 06890

    This is the iconic property everyone is talking about! Introducing an extraordinary new custom residence set in the beloved estate area of Upper Southport near private equestrian facilities and public trails, beaches, restaurants, train, and shopping. Masterfully designed and customized to YOUR every whim with exquisite main house, separate party barn and/or guest house, pool with spa, tennis

    Jaclyn Picarillo Higgins Group Bedford Square

    688 Hulls Farm Rd, Southport, CT 06890
  • /32

    $3,999,000 New Construction

    • 5 Beds
    • 5.5 Baths
    • 5,710 Sq Ft

    13 Terhune Dr, Westport, CT 06880

    Welcome to this beautifully crafted new construction home in the heart of Westport, where timeless design and thoughtful details come together to create a luxurious space. From the moment you step inside, you're welcomed by a bright and open floor plan with high ceilings and wide-plank flooring that runs throughout the main living space. Natural light fills every room, highlighting the custom

    Sara Santos Coldwell Banker Realty

    13 Terhune Dr, Westport, CT 06880
  • /26

    $3,900,000 New Construction

    • 5 Beds
    • 4.5 Baths
    • 4,100 Sq Ft

    1008 Fairfield Beach Rd, Fairfield, CT 06824

    Welcome to the pinnacle of luxury coastal living at 1008 Fairfield Beach Road- where modern luxury meets coastal elegance. Presented by one of Fairfield County's premier celebrity developers, this extraordinary new construction beach home offers an unparalleled lifestyle with panoramic, unobstructed views of the Long Island Sound with jaw-dropping sunsets. Stand out in the neighborhood with one

    Valerie Alvarez Higgins Group Real Estate

    1008 Fairfield Beach Rd, Fairfield, CT 06824
  • /3

    $2,199,000 New Construction

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

    180 Catamount Rd, Fairfield, CT 06824

    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 a beautiful, cleared and leveled Greenfield Hill lot surrounded by nature, charming New England stone walls

    Mona Cascella William Raveis Real Estate

    180 Catamount Rd, Fairfield, CT 06824
  • /40

    $975,000 New Construction

    • 4 Beds
    • 2.5 Baths
    • 2,918 Sq Ft

    Lot A Roseville St, Fairfield, CT 06825

    Welcome to this stunning, newly constructed duplex-style residence where contemporary design and thoughtful details create a truly elevated living experience. A beautifully designed walkway leads to the inviting front porch, setting the tone for what's inside - a bright, open-concept main level featuring glistening oak floors and effortless flow between the family room, dining area, and

    Sarah Pritchard William Raveis Real Estate

    Lot A Roseville St, Fairfield, CT 06825
  • /5

    $6,649,000 New Construction

    • 6 Beds
    • 7.5 Baths
    • 8,035 Sq Ft

    7 Roshab Ln, Westport, CT 06880

    Set on over 2 acres in one of Westport's most prestigious neighborhoods, this stunning new construction by HOBI award winner Rick Benson, blends modern luxury with timeless design. Surrounded by mature trees, the home offers privacy & serenity minutes from trains, shopping, & beaches. Inside, discover 6 spacious bedrooms, 7 full/1 half baths, sun-filled interiors with a seamless flow between

    Totney Benson Coldwell Banker Realty

    7 Roshab Ln, Westport, CT 06880
  • /2

    $5,485,686 New Construction

    • 7 Beds
    • 9 Baths
    • 7,243 Sq Ft

    25 Ellery Ln, Westport, CT 06880

    Coming Spring 2026 - Have you been quietly creating a wishlist of EVERYTHING you want in your next home? This new mini-estate on a preferred Greens Farms cul-de-sac is YOUR EVERYTHING! There will be no reason to leave home - 25 Ellery offers it all including a pool site. The flow of this house is divine. Rooms are spacious, comfortable, and well-thought out for today's lifestyle. Windows are

    Jaclyn Picarillo Higgins Group Bedford Square

    25 Ellery Ln, Westport, CT 06880
  • /40

    $2,900,000 Open Sun 1PM - 3PM

    • 6 Beds
    • 6.5 Baths
    • 6,351 Sq Ft

    158 Compo Rd N, Westport, CT 06880

    Come see the latest CCO Habitats new construction home - located at the end of a private road - 1 Hubbel's Lane - and buffered by non developable land for privacy. Only one mile to downtown/Main Street (.6 mile to Coffee An' for the best donuts in town!!) with sidewalks to make the stroll even easier! Walk the other way, and you're 1.5 miles from the newly renovated Coleytown school district.

    Maryann Levanti Higgins Group Bedford Square

    158 Compo Rd N, Westport, CT 06880
  • /35

    $1,750,000 Open Sat 11AM - 2PM

    • 3 Beds
    • 2 Baths
    • 1,600 Sq Ft

    785 Post Rd E Unit 303, Westport, CT 06880

    Nearly completed this residential flat offers the best of single floor living. Situated in a prime location in the heart of Westport, this development by RPM Home features a limited collection of eight luxury townhomes and five flats, designed for convenient in-town living. This particular unit offers desirable single-level living and is filled with natural light thanks to expansive Marvin

    Todd Gibbons Boost Real Estate Group

    785 Post Rd E Unit 303, Westport, CT 06880
  • /4

    $2,295,000 New Construction

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

    96 Clinton St, Fairfield, CT 06824

    Enjoy the beach life year round at this perfect walk everywhere location .. just steps to Jennings Beach, Sand Castle Park and the Fairfield Marina. Located on a quiet cul-de-sac with privacy. Don't miss this opportunity to customize your gorgeous New home which will be underway soon and should be complete by the end of the year. Meet with the builders and choose your finishes! 4 bedrooms, 3.5

    Bette Gigliotti William Raveis Real Estate

    96 Clinton St, Fairfield, CT 06824
  • /24

    $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
  • /7

    $1,649,000 New Construction

    • 4 Beds
    • 3.5 Baths
    • 2,950 Sq Ft

    623 Reef Rd Unit B, Fairfield, CT 06824

    Opportunity awaits to pre purchase these 2 luxurious condos. Rear unit with a spacious yard. Totally customize your home for your liking! Just steps to Penfield Beach. What a location! Great opportunity for homeowner or investors

    Bette Gigliotti William Raveis Real Estate

    623 Reef Rd Unit B, Fairfield, CT 06824
  • /7

    $1,595,000 New Construction

    • 4 Beds
    • 3.5 Baths
    • 2,950 Sq Ft

    623 Reef Rd Unit A, Fairfield, CT 06824

    Opportunity awaits to pre purchase these 2 luxurious condos. Totally customize your home for your liking! Just steps to Penfield Beach. What a location! Great opportunity for homeowner or investors

    Bette Gigliotti William Raveis Real Estate

    623 Reef Rd Unit A, Fairfield, CT 06824
  • /38

    $2,495,000 Open Sat 12PM - 2PM

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

    171 Compo Rd S, Westport, CT 06880

    ** Fabulous Saugatuck/Compo Location! Offering NEW, High Quality 4-5 BDRM CONSTRUCTION in PRIME Location. Welcome to Hidden Ledge, within 1-mile via sidewalks to the highly desirable, Longshore Golf/Swim Club for town residents, Saugatuck restaurants/train and Westport's vibrant downtown and Farmer's Market. This nestled and tucked away Stylish home offers a very private, peaceful and serene

    Tanya Sprague William Raveis Real Estate

    171 Compo Rd S, Westport, CT 06880
  • /5

    $2,595,000 New Construction

    • 5 Beds
    • 5.5 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.Located on almost a half acre of peaceful, private property, last house on a cul-de-sac, backing up to open land on Sasco Hill. Distant water views, serenity, extensively manicured yard and just steps to South Pine Creek Beach.. a very special quaint beach with life

    Bette Gigliotti William Raveis Real Estate

    154 Gorham Rd, Fairfield, CT 06824
  • /33

    $995,000 Open Sat 11AM - 2PM

    • 1 Bed
    • 1 Bath
    • 1,020 Sq Ft

    785 Post Rd E Unit 304, Westport, CT 06880

    New construction nearly completed this residential flat offers the best of single floor living. Situated in a prime location in the heart of Westport, this development by RPM Home features a limited collection of eight luxury townhomes and five residential flats, designed for convenient in-town living. This particular unit offers desirable single-level living and is filled with natural light

    Todd Gibbons Boost Real Estate Group

    785 Post Rd E Unit 304, Westport, CT 06880
  • /40

    $5,499,000 New Construction

    • 6 Beds
    • 9 Baths
    • 9,550 Sq Ft

    11 Tierney Ln, Westport, CT 06880

    Combining classic design with modern detailing, this masterfully crafted home by an established local builder of premier residences is sure to delight even the most discerning buyer. Impressively positioned at the end of a private lane in the heart of the Greens Farms, this one of 2 exceptional custom homes. The main level exudes luxury, showcasing the expert millwork that flows throughout the

    Laurie Crouse Coldwell Banker Realty

    11 Tierney Ln, Westport, CT 06880
  • /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
  • /29

    $1,799,000 New Construction

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

    345 Reef Rd Unit B6, Fairfield, CT 06824

    This Luxury Townhouse/Condo with 4000+ square feet offers an exceptional living experience in its spacious layout. Upon entering, you'll immediately notice the white oak flooring, wide hallways and elegant antique brass fixtures. You'll enjoy 4 generously sized bedrooms each with their own en suite bathroom. An additional office space gives the WFH owner a separate place to conduct business. A

    Sara Santos Coldwell Banker Realty

    345 Reef Rd Unit B6, Fairfield, CT 06824
  • /23

    $3,785,000 New Construction

    • 4 Beds
    • 4.5 Baths
    • 4,204 Sq Ft

    3 Laurel Ln, Westport, CT 06880

    Discover the epitome of elegance and sophistication on a quiet street, in a coveted area in Westport! Stunning new luxury construction designed by renowned Coastal Luxury Homes. Known for their architectural brilliance & unparalleled craftsmanship, Coastal Luxury Homes are a testament to innovative design & meticulous attention to detail. The rich architecture features flowing lines, glass

    Julie Vanderblue Higgins Group Real Estate

    3 Laurel Ln, Westport, CT 06880

Showing Results 161 - 200, Page 5 of 6

How to Buy a Home How to Finance a Home How to Sell a Home