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Newest Homes for Sale in Southport, CT

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  • /17

    $7,926,000

    New Construction
    • 6 Beds
    • 7 Baths
    • 7,200 Sq Ft

    0 Clapboard Hill Rd Unit (New Build), Westport, CT 06880

    Set within Westport's most prestigious private estate enclave, surrounded by grand coastal estates and quintessential antique treasures, this exceptional Greens Farms 2+ acre* new construction offering is poised to become one of Fairfield County's most coveted addresses. Perfectly positioned, moments from beaches, downtown boutiques, vibrant dining scene, and just an express train to Manhattan,

    Agent Photo

    Brett Lieberman

    The Riverside Realty Group

    0 Clapboard Hill Rd Unit (New Build), Westport, CT 06880
  • /40

    $4,850,000

    • 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
  • /16

    $1,899,000

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

    36 Lyons Plain Rd, Westport, CT 06880

    Rarely does an opportunity like this become available in Westport. Set on 2.36 private acres with approximately 300 feet along the scenic Aspetuck River, this exceptional property offers a remarkable setting to renovate, expand, or create the custom estate you've always envisioned. The existing four-bedroom residence features a spacious primary suite with fireplace, an expansive kitchen, and a

    Charlotte Cotton William Raveis Real Estate

    36 Lyons Plain Rd, Westport, CT 06880
  • /40

    $5,750,000

    • 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
  • /19

    $10,500,000

    • 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
  • /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
  • /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
  • /40

    $12,000,000

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

    4800 Congress St, Fairfield, CT 06824

    This offering is for 4800 Congress St, a one of a kind estate consists of main residence on 10.92 acres, pool, barn pool house/gym, heated paddle court, and an office pavilion. Surrounded by high stone walls, a fortress of modern architecture is invisible from the street,offering seclusion with proximity to NYC. The former home of Richard Rodgers, composer of The Sound of Music, the mid-century

    Leslie Razook William Pitt Sotheby's Int'l

    4800 Congress St, Fairfield, CT 06824
  • /36

    $5,995,000

    $504K PRICE DROP
    • 5 Beds
    • 7 Baths
    • 6,189 Sq Ft

    775 Sasco Hill Rd, Fairfield, CT 06824

    775 Sasco Hill Road is an extraordinary estate where timeless elegance meets modern luxury. Impeccably renovated and beautifully curated by the current owners, this sophisticated residence offers three full levels of refined living set across five private, park-like acres. A dramatic cathedral foyer and soaring 9-foot ceilings create an immediate sense of scale and light, while the thoughtfully

    Suzy Ryan William Raveis Real Estate

    775 Sasco Hill Rd, Fairfield, CT 06824
  • /36

    $3,999,500

    $2M PRICE DROP
    • 3 Beds
    • 4.5 Baths
    • 2,528 Sq Ft

    1681 Fairfield Beach Rd, Fairfield, CT 06824

    Rarely does a property offer frontage on both Long Island Sound and Pine Creek. Positioned along a naturally elevated stretch of Fairfield Beach framed by protective dunes, the property enjoys a broad sandy beach at both high and low tide. Located within a residential section of Fairfield Beach away from many public beach access points, the setting offers a unique combination of beach, creek, and

    Stephanie Barnes William Raveis Real Estate

    1681 Fairfield Beach Rd, Fairfield, CT 06824
  • /19

    $1,625,000

    $74K PRICE DROP
    • 3 Beds
    • 1 Bath
    • 1,450 Sq Ft

    173 Puritan Rd, Fairfield, CT 06824

    Located in the highly desirable beach area of Fairfield, this charming and beautifully maintained 3-bedroom Cape, situated on a corner lot, offers the perfect blend of classic character and modern convenience. The newly remodeled eat-in kitchen features granite countertops and stylish finishes throughout. Enjoy entertaining in the formal dining room with beautiful built-in hutches or relax in the

    Agent Photo

    Glenn Marr

    Marr Caruso Realty Group

    173 Puritan Rd, Fairfield, CT 06824
  • /37

    $4,450,000

    New Construction Open Sun 12PM - 4PM
    • 6 Beds
    • 8 Baths
    • 8,356 Sq Ft

    159 Easton Rd, Westport, CT 06880

    Are you dreaming of an estate property? Something a bit more than the generic flat acre on a cul de sac? How do two acres on the Aspetuck River sound to you? With views from your bedroom? The sounds of a waterfall next door lulling you to sleep? Having sunnies tickle your toes in the summertime? Maybe a bit of fly fishing for trout? Or perhaps some paddleboarding? Yes, of course, there's a 20x40

    Maryann Levanti Higgins Group Bedford Square

    159 Easton Rd, Westport, CT 06880
  • /40

    $5,650,000

    New Construction
    • 7 Beds
    • 9 Baths
    • 8,762 Sq Ft

    8 Pleasant Valley Ln, Westport, CT 06880

    Experience modern luxury in this new SIR SIGNATURE Home by SIR Development, Westport's premier builder. Set on 1.02 private acres on a coveted cul de sac, this home offers a striking approach, 3car garage, and rare backyard privacy, all within walking distance to Bedford Middle, Staples High, Wakeman Fields, and Town Farm. A fresh contemporary aesthetic features a dramatic two story foyer, 10ft

    Doug Bross Coldwell Banker Realty

    8 Pleasant Valley Ln, Westport, CT 06880
  • /5

    $2,050,000

    • 5 Beds
    • 3.5 Baths
    • 2,509 Sq Ft

    79 Fairfield Place, Fairfield, CT 06824

    Set on a level and flat .24-acre lot in the highly sought-after Sasco Hill area of Fairfield, this charming home offers endless opportunities to customize and create your dream living space. Boasting 2,500 square feet of versatile living area, plus 3 full unfinished basements (could easily be finished), a deck, and an outdoor shed, this property perfectly balances comfort and potential. Enjoy a

    Phyllis Doonan William Raveis Real Estate

    79 Fairfield Place, Fairfield, CT 06824
  • /20

    $550,000

    • 8 Beds
    • 3 Baths
    • 2,679 Sq Ft

    18-20 Clinton Ave, Bridgeport, CT 06605

    This very large 2,679 sqft 2 family property is perfect for any home owner or investor. The 1st floor unit consists of 3 bedrooms and 1 bathroom. The 2nd unit is a very spacious two floor apartment that has 5 bedrooms and 2 bathrooms that was recently updated. Conveniently located just minutes from I-95 and I-91. Schedule your showing today!!!

    Thomas Payne Century 21 Scala Group

    18-20 Clinton Ave, Bridgeport, CT 06605
  • /2

    $699,000

    • Land
    • 16,117 Sq Ft
    • $1,889,189 per Acre

    1 Battery Park Dr, Bridgeport, CT 06605

    Welcome to an exceptional opportunity in the highly sought after enclave at Black Rock! Nestled on a .37 acre lot this parcel boasts unparrelled vistas of the majestic Long Island Sound a canvas for your visionary masterpiece. This prime location beckons investors and builders alike to sieze the potential of coastal living at its finest. Edmbrace the allur of seaside living and capitalize on this

    Steven Koleno Beycome of Connecticut

    1 Battery Park Dr, Bridgeport, CT 06605
  • /7

    $3,100,000

    • 4,311 Sq Ft

    Unlisted Address

    Imagine the possibilities! From residential to commercial opportunities this waterfront parcel is ideally poised for transformation into luxurious waterfront and water-view condominiums, townhomes or apartments. Alternatively, retain the existing turnkey and profitable establishment with income producing tenants while allowing the property to appreciate overtime. Just over the creek abutting

    Susan Vanech Barnes Connecticut LLC

    Unlisted Address
  • /17

    $249,999

    • 2 Beds
    • 2 Baths
    • 1,363 Sq Ft

    25 Cartright St Unit 7E, Bridgeport, CT 06604

    Stunning end unit 2-bedroom, 2-bath condo located in the desirable Brooklawn area of Bridgeport near the Fairfield line. This spacious 1,363 sq ft 7th-floor unit features wood flooring throughout and a bright, open-concept living and dining area. Enjoy treetop views from your private balcony. The unit offers an updated kitchen and bathrooms, a large primary suite with full bath, and generous

    Sasha Iyamu ERIS, LLC

    25 Cartright St Unit 7E, Bridgeport, CT 06604
  • /40

    $3,795,000

    $55K PRICE DROP
    • 4 Beds
    • 3.5 Baths
    • 3,418 Sq Ft

    61 Clapboard Hill Rd, Westport, CT 06880

    Located in prestigious Greens Farms, this European-inspired Colonial offers a rare opportunity to enjoy immediate charm while planning for the future. Set behind private gates on expansive, picturesque grounds, the property is surrounded by multimillion-dollar estates-making it an exceptional canvas for new construction or a significant estate expansion. The existing home is beautifully

    Lorelei Atwood Higgins Group Real Estate

    61 Clapboard Hill Rd, Westport, CT 06880
  • /40

    $3,400,000

    • 5 Beds
    • 4.5 Baths
    • 6,166 Sq Ft

    27 Woody Ln, Westport, CT 06880

    This beautifully renovated Ward French custom home offers elegant formal spaces, a chef's kitchen, flexible guest and office accommodations, a luxury primary suite, fitness studio and sitting room with balcony. The home's 2,442 square foot lower level offers tremendous untapped potential, providing an opportunity to create customized luxury amenities such as a home theater, golf simulator, wine

    Allan Styer Compass Connecticut, LLC

    27 Woody Ln, Westport, CT 06880
  • /19

    $4,250,000

    New Construction
    • 6 Beds
    • 9 Baths
    • 7,499 Sq Ft

    6 Janson Dr, Westport, CT 06880

    Exceptional new construction by AR Luxury Homes with 7,500+/- square feet of thoughtfully designed living space across four finished levels in a prime Westport location. This 6-bedroom, 6 full and 3 half bath residence blends refined craftsmanship with modern functionality, featuring an open-concept layout ideal for both everyday living and entertaining. The heart of the home is a custom-designed

    Agent Photo

    Brett Lieberman

    The Riverside Realty Group

    6 Janson Dr, Westport, CT 06880
  • /40

    $3,450,000

    $225K PRICE DROP
    • 5 Beds
    • 4.5 Baths
    • 6,015 Sq Ft

    4 Charcoal Ln, Westport, CT 06880

    A rare offering indeed! Welcome to 4 Charcoal Lane, an unrivaled multi-generational estate mere minutes from top-rated schools, shopping, restaurants and all that Westport has to offer. Sited on 2 private acres, this extraordinary property offers panoramic views of a 7-acre nature preserve, affording permanent tranquility. The meticulous renovations center around a gracious farmhouse-style

    Carol Langeland William Pitt Sotheby's Int'l

    4 Charcoal Ln, Westport, CT 06880
  • /25

    $649,900

    $22K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,058 Sq Ft

    245 Unquowa Rd Unit 44, Fairfield, CT 06824

    Welcome to Mosswood condominiums: A must see updated second floor residence in this Fairfield sought-after well maintained complex. Perfectly located within walking distance to train and area restaurants. Interior was just repainted. Beautifully updated, renovated kitchen and two full bathrooms. New window treatments and lighting. Impeccably maintained. Large rear deck overlooking courtyard.

    Ed Pinto The Pinto Group R. E. Services

    245 Unquowa Rd Unit 44, Fairfield, CT 06824
  • /16

    $149,000

    $20K PRICE DROP
    • 1 Bed
    • 1 Bath
    • 604 Sq Ft

    2370 North Ave Unit 4C, Bridgeport, CT 06604

    Welcome to The Regency, where comfort, simplicity, and convenience come together in Bridgeport's desirable Brooklawn neighborhood. This bright and well-maintained one-bedroom condo offers an easy, low-maintenance lifestyle with a layout that feels open and inviting from the moment you step inside. Natural light fills the spacious living and dining area, complemented by hardwood floors and a

    Shane Mason-Fryer KW Legacy Partners

    2370 North Ave Unit 4C, Bridgeport, CT 06604
  • /40

    $2,670,000

    Open Sun 1PM - 3PM $120K PRICE DROP
    • 5 Beds
    • 3 Baths
    • 3,072 Sq Ft

    56 Charcoal Hill Rd, Westport, CT 06880

    A rare opportunity to own one of Charcoal Hill's signature properties, this exceptional Frazier Peters stone home pairs historic craftsmanship with a level of care and refinement that is increasingly hard to find. Set atop 2.3 +/- gated acres and introduced through a stunning circular drive, the residence showcases Peters' hallmark use of native stone, warm wood tones, and artisan detail,

    Doug Bross Coldwell Banker Realty

    56 Charcoal Hill Rd, Westport, CT 06880
  • /40

    $5,895,000

    $100K PRICE DROP
    • 4 Beds
    • 6 Baths
    • 5,567 Sq Ft

    46 Compo Mill Cove, Westport, CT 06880

    Everything stays on the other side. That is what people here say about the footbridge. You cross it, and whatever you were carrying does not come with you. Compo Mill Cove is a gated private peninsula of nineteen homes on Long Island Sound, and no car has come out here since 1903. It is the reason the loudest thing you hear most mornings is the tide turning under the bridge. Everyone in this town

    Evangela Brock Douglas Elliman of Connecticut

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

    $11,995,000

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

    14 Owenoke Park, Westport, CT 06880

    Summer starts here. Set on prestigious Owenoke Park steps from Compo Beach, this brand-new 6,050 sqft coastal masterpiece delivers the ultimate Westport lifestyle - pool and spa, Gray's Creek waterfront access, Long Island Sound views throughout, and a rare 3-car garage. Five ensuite bedrooms, double-island kitchen with scullery, elevator, primary suite sauna, and a lower-level loggia built for

    Deirdre Andreoli Compass Connecticut, LLC

    14 Owenoke Park, Westport, CT 06880
  • /39

    $7,350,000

    • 6 Beds
    • 6.5 Baths
    • 6,585 Sq Ft

    69 Beachside Ave, Westport, CT 06880

    Set behind gates on over four exquisitely landscaped acres in Westport's coveted Beachside enclave, 69 Beachside Avenue is a private coastal estate offering a rare blend of scale, privacy, and resort-style living just moments from the shoreline. A long, gracious approach leads to a timeless residence defined by exceptional craftsmanship and sun-filled interiors. Expansive living spaces feature

    John Raus Berkshire Hathaway NE Prop.

    69 Beachside Ave, Westport, CT 06880
  • /4

    $1,100,000

    • Land
    • 2.65 Acres
    • $415,094 per Acre

    22 Brett Rd, Fairfield, CT 06824

    An exceptional opportunity to build your dream home on one of the most desirable and scenic settings in Fairfield. This beautiful, flat 2.65-acre parcel-approved by the Wetlands Com. for a 5-bedroom, 5-bathroom residence with a pool and pool house-offers both privacy and prestige. The property is situated in the estate section of Greenfield Hill. With its driveway access on Brett Road, a

    Andrew Whiteley Brown Harris Stevens

    22 Brett Rd, Fairfield, CT 06824
  • /36

    $2,395,000

    $100K PRICE DROP
    • 6 Beds
    • 5.5 Baths
    • 3,700 Sq Ft

    40 Richmondville Ave, Westport, CT 06880

    Built in 2022, this 6-bedroom, 5.5-bath home offers four finished levels of flexible living just minutes from downtown Westport. Open-concept main level features high ceilings, oversized windows, and a Thermador kitchen with large island, walk-in pantry, and mudroom with built-ins. Upstairs includes a primary suite with heated floors, soaking tub, and oversized shower. Two bedrooms share a Jack

    Jessica Lane

    Serhant Connecticut LLC

    40 Richmondville Ave, Westport, CT 06880
  • /3

    $450,000

    • Land
    • 6,969 Sq Ft
    • $2,812,500 per Acre

    37 Bartram Ave, Bridgeport, CT 06605

    St Mary's by the Sea flat and cleared building lot. Single family and multifamily possible at this location. Beautiful tree lined street close to the water.

    Agent Photo

    David Krasnoff

    Compass Connecticut, LLC

    37 Bartram Ave, Bridgeport, CT 06605
  • /39

    $5,925,000

    • 6 Beds
    • 9 Baths
    • 6,561 Sq Ft

    3 Stony Point W, Westport, CT 06880

    Located within the highly desirable Stony Point association, this exceptional home offers a rare combination of privacy, water views, and convenience just moments from the train, local restaurants, and everyday amenities. This particular home enjoys private dock membership, providing summer boat access just steps from your door. Completely transformed and expanded in 2016, the home features over

    Debra Shaughnessy Coldwell Banker Realty

    3 Stony Point W, Westport, CT 06880
  • /32

    $1,329,000

    • 3 Beds
    • 2.5 Baths
    • 2,029 Sq Ft

    310 Main St, Westport, CT 06880

    Spacious sophistication in the heart of Downtown Westport. Perfectly positioned just moments from shopping, dining & recreation, this lovely in-town home offers a rare blend of comfort, flexibility, and location. The inviting living room with wood-burning fireplace sets the tone for relaxed gatherings and quiet evenings alike. The open-concept kitchen features granite countertops and flows

    Barbara Bross Coldwell Banker Realty

    310 Main St, Westport, CT 06880
  • /40

    $10,500,000

    $5M PRICE DROP
    • 7 Beds
    • 6.5 Baths
    • 6,215 Sq Ft

    4 Sherwood Island Ln, Westport, CT 06880

    Hidden along a private lane in Westport's Greens Farms neighborhood, this extraordinary 20-acre waterfront estate unfolds as one of the most remarkable shoreline settings ever offered. For more than 65 years, it has been held and enjoyed by the same family as a place to gather, unwind, and take in the ever-changing views across Sherwood Island Park and Long Island Sound. Surrounded by protected

    Andrew Whiteley Brown Harris Stevens

    4 Sherwood Island Ln, Westport, CT 06880
  • /40

    $4,495,000

    New Construction $255K PRICE DROP
    • 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
  • /13

    $142,900

    $12K PRICE DROP
    • 2 Beds
    • 1 Bath
    • 850 Sq Ft

    78 Haddon St Unit 1, Bridgeport, CT 06605

    Vibrant Black Rock community convenient to all. Unusually large square footage. Convenient 1st floor end unit. In need of updates but generally in good condition. Great opportunity to refresh to your taste. Please review coop sales process document; it is integral to completely understanding procedure & costs involved with this property's purchase.

    Todd Debek Debek Real Estate Services LLC

    78 Haddon St Unit 1, Bridgeport, CT 06605
  • /40

    $6,895,000

    New Construction Open Sun 2PM - 4PM $605K PRICE DROP
    • 6 Beds
    • 9 Baths
    • 9,576 Sq Ft

    8 Loretta Ct, Westport, CT 06880

    Introducing an exceptional new build from Simple Plan Home Builders, multiple HOBI Award winners known for iconic Westport homes. Just a short stroll to Compo Beach, this striking modern coastal retreat is privately set on a coveted cul-de-sac, blending luxury, light, and effortless living. Spanning four levels, this six-bedroom home features an airy layout with refined finishes throughout. The

    Lianne Owen Coldwell Banker Realty

    8 Loretta Ct, Westport, CT 06880
  • /11

    $5,990,000

    New Construction
    • 6 Beds
    • 6.5 Baths
    • 6,900 Sq Ft

    10 Mary Jane Ln, Westport, CT 06880

    New construction by renowned Red Coat Homes, ideally set on a quiet cul-de-sac in a premier Westport neighborhood. Designed by architect Judith Larson, this exceptional home offers over 7,000 sq ft of refined living space on more than one acre, complete with a resort-style pool. Timeless architecture and sophisticated finishes create spaces ideal for entertaining, work, and everyday living, with

    Danna Rogers Higgins Group Bedford Square

    10 Mary Jane Ln, Westport, CT 06880
  • /17

    $1,989,000

    New Construction
    • 5 Beds
    • 4.5 Baths
    • 4,110 Sq Ft

    301 Godfrey Rd, Fairfield, CT 06825

    Be inspired to live your best life in this to-be-built Colonial, sited on a beautifully level and private .46-acre lot, an increasingly rare offering in the coveted Lake Mohegan area of Fairfield. Offering Spring 2027 occupancy, this home blends quality craftsmanship with a thoughtfully designed floor plan that evolves with you. The home unfolds with a seamless flow of light-filled spaces, where

    Dominika Wojciechowski Houlihan Lawrence

    301 Godfrey Rd, Fairfield, CT 06825
  • /14

    $8,696,000

    New Construction
    • 7 Beds
    • 8 Baths
    • 9,422 Sq Ft

    688 Hulls Farm Rd, Southport, CT 06890

    Set within artisan stone walls with curated flowering landscapes, this magnificent stone and stucco residence is a masterful tribute to Southport's enduring architectural legacy. Designed to blend seamlessly among the grand neighboring estates of this coveted enclave, 688 Hulls Farm strikes a rare balance: modern in execution, timeless in presence. Construction begins in April with Coastal Luxury

    Jaclyn Picarillo Higgins Group Bedford Square

    688 Hulls Farm Rd, Southport, CT 06890

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