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Westport, CT Homes for Sale with Garage

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  • /40

    $2,474,000 Open Sun 1PM - 3PM

    • 4 Beds
    • 5 Baths
    • 4,013 Sq Ft

    30 Cavalry Rd, Westport, CT 06880

    *THE HOME IS NOW 4600 Sq FT( Seller has finished an additional Sq ft that was previously unfinished)** Prepare to be wowed by this stunningly reimagined 4-bedroom, 3 full and 2 half bath masterpiece, set on over 2 acres of private, picturesque grounds with plenty of room for a pool. This home is fully equipped with the latest in smart home technology. The open-concept floor plan centers around a

    Agent Photo

    Hyleri Katzenberg

    Compass Connecticut, LLC

    (475) 275-9243

    30 Cavalry Rd, Westport, CT 06880
  • /5

    $4,895,000 New Construction

    • 6 Beds
    • 9 Baths
    • 9,224 Sq Ft

    21 Warnock Dr, Westport, CT 06880

    Expected for completion Fall 2025, this striking architectural design meets refined luxury in a meticulously crafted 9,200+/- 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

    Agent Photo

    Brett Lieberman

    The Riverside Realty Group

    (475) 255-6647

    21 Warnock Dr, Westport, CT 06880
  • /40

    $3,125,000

    • 6 Beds
    • 7 Baths
    • 9,454 Sq Ft

    25 Hermit Ln, Westport, CT 06880

    Discover the epitome of luxury in this beautifully furnished Colonial estate located in Westport's prestigious Red Coat neighborhood. Offering over 7,000 square feet of elegant living space plus an additional 2,400 square feet in the finished lower level, this 6-bedroom, 5.2-bath home is designed for both everyday comfort and grand entertaining. The gourmet kitchen is outfitted with Wolf

    Jolanta Rojek eXp Realty

    25 Hermit Ln, Westport, CT 06880
  • /40

    $3,895,000

    • 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 captures the timeless romance of the countryside in a coveted Westport location. Enter through private gates into a tranquil sanctuary, where meadow views & the soft outline of the home's romantic arched windows set a tone of understated elegance. The warm and inviting interiors offer flexibility & ideal flow, with a formal

    Julie Vanderblue Higgins Group Real Estate

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

    $3,950,000

    • 5 Beds
    • 7 Baths
    • 5,771 Sq Ft

    116 Roseville Rd, Westport, CT 06880

    Tucked away on a picturesque property with a peaceful pond and complete privacy, this custom-built home is truly exceptional. From the moment you step onto the welcoming front porch, you'll feel the warmth and quality throughout. The sunlit kitchen is beautifully appointed with top-of-the-line appliances and a built-in banquette by the cozy fireplace, opening seamlessly to the inviting family

    Julie Vanderblue Higgins Group Real Estate

    116 Roseville Rd, Westport, CT 06880
  • /7

    $4,700,000

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

    11 Wake Robin Rd, Westport, CT 06880

    Welcome to 11 Wake Robin Road Located in the sought-after Greens Farms area of Westport, this dramatic new construction sits on a quiet, desirable cul-de-sac. This 6,000+ sq ft contemporary colonial spans three finished levels with 9-foot ceilings throughout and will feature 6 bedrooms and 5.5 bathrooms. Meticulous craftsmanship, elegant finishes, and abundant natural light combine to create a

    Judi Lake The Riverside Realty Group

    11 Wake Robin Rd, Westport, CT 06880
  • /40

    $3,750,000

    • 7 Beds
    • 9 Baths
    • 10,104 Sq Ft

    249 Greens Farms Rd, Westport, CT 06880

    Storied and superbly restored, 'The Lookout' at 249 Greens Farms Rd blends the grandeur of a 1907 Victorian with todays modern luxury. Privately set among perennial gardens and antique copper beeches, this iconic 16-room residence offers a gracious floor plan with elegant formal spaces, a chefs eat-in kitchen, media room, wine cellar, and inviting family areas. Original architectural details

    Kim Harizman Compass Connecticut, LLC

    249 Greens Farms Rd, Westport, CT 06880
  • /32

    $4,495,000

    • 3 Beds
    • 3.5 Baths
    • 3,236 Sq Ft

    32 Edgewater Hillside, Westport, CT 06880

    A breathtaking waterfront retreat where architecture, craftsmanship, and setting unite in rare harmony. Designed by renowned architect Roger Bartels and built by one of Westport's most respected builders, Don Miro, this sophisticated beach house captures panoramic water views from each and every room. The current owners have thoughtfully enhanced the property with extensive updates, including

    Cyd Hamer William Pitt Sotheby's Int'l

    32 Edgewater Hillside, Westport, CT 06880
  • /35

    $3,295,000

    • 5 Beds
    • 4.5 Baths
    • 3,200 Sq Ft

    26 Treadwell Ave, Westport, CT 06880

    26 Treadwell Avenue is where historic charm meets a modern edgy vibe. Reimagined from the ground up in 2025 by Michael Greenberg, this 1894 Victorian Farmhouse has been transformed into a statement of refined design and craftsmanship. Notable features include exposed beams, white oak floors that ground the space, and curated architectural finishes that make every room feel intentional. Set on a

    Kim Harizman Compass Connecticut, LLC

    26 Treadwell Ave, Westport, CT 06880
  • /40

    $5,500,000

    • 6 Beds
    • 9 Baths
    • 9,601 Sq Ft

    10 Debra Ln, Westport, CT 06880

    Stunning 6 Bedroom 9600SF (including all 4 levels) Colonial in the heart of Westport. Built by Bluewater Home Builders, this stunning custom residence is situated on a private cul-de-sac in the central Hunt Club area. The traditional design boasts exceptional interior details, including soaring ceilings, beamed and coffered accents, shiplap paneling, and sleek millwork throughout all finished

    Linda Skolnick Coldwell Banker Realty

    10 Debra Ln, Westport, CT 06880
  • /6

    $4,395,000

    • 7 Beds
    • 7.5 Baths
    • 8,203 Sq Ft

    20 Morningside Dr S, Westport, CT 06880

    Embrace grandeur in this meticulously crafted four-level estate offering over 8,200 square feet of finished living space. Designed for connection, the main level flows seamlessly between a chef's kitchen with walk-in pantry, open dining and living spaces, and a cozy family room all anchored by three fireplaces that create warmth and atmosphere throughout. Upstairs, the primary suite offers a

    John Schiaroli Coldwell Banker Realty

    20 Morningside Dr S, Westport, CT 06880
  • /40

    $4,435,000

    • 4 Beds
    • 4 Baths
    • 4,446 Sq Ft

    11 Sterling Dr, Westport, CT 06880

    Nestled in privacy by nearly 100 arborvitaes, this ultimate retreat on a rare double lot is just steps from Old Mill Beach & Compo Beach. The home distinguishes itself by offering water views from nearly every room & from the expansive decks located on multiple levels. Fully remodeled & expanded in 2018, this thoughtfully designed home features oversized windows to enjoy spectacular sunrises &

    Janice McGrath O'Brien William Raveis Real Estate

    11 Sterling Dr, Westport, CT 06880
  • /39

    $3,500,000 Open Sun 12PM - 2PM

    • 5 Beds
    • 6.5 Baths
    • 5,789 Sq Ft

    221 Greens Farms Rd, Westport, CT 06880

    THE BEDFORD HOUSE - Architecturally and historically significant estate in coveted Greens Farms. This exceptional property offers a rare opportunity to own one of Westport's most superb homes. Set on 2.33 acres with a gunite pool/spa, court and a 2400 sq ft barn featuring a 3-car garage, loft & more, the estate blends timeless elegance with modern comfort. Originally built in 1904 and designed by

    Leslie Riback Coldwell Banker Realty

    221 Greens Farms Rd, Westport, CT 06880
  • /40

    $3,550,000

    • 5 Beds
    • 8 Baths
    • 7,359 Sq Ft

    111 Sturges Hwy, Westport, CT 06880

    Welcome to 111 Sturges Highway, the pinnacle of refined elegance and timeless design. A circular drive framed by majestic stone walls sets a distinguished tone upon arrival, while a second driveway provides access from a coveted quiet street. Graceful columns evoke the grandeur of a Southern mansion, while sweeping lawns and specimen plantings create a park-like setting that ensures privacy and

    Julie Vanderblue Higgins Group Real Estate

    111 Sturges Hwy, Westport, CT 06880
  • /14

    $3,395,000

    • 5 Beds
    • 4.5 Baths
    • 5,056 Sq Ft

    16 Burr School Rd, Westport, CT 06880

    A masterful full renovation by acclaimed Coastal Luxury Homes, this extraordinary modern residence redefines sophistication in the heart of Westport. Set on a pristine, private acre on a coveted cul-de-sac, the home dazzles with soaring ceilings, dramatic walls of glass, and exquisite luxury finishes throughout. Designed for the way you live today, it offers two primary suite options, an

    Danna Rogers Higgins Group Bedford Square

    16 Burr School Rd, Westport, CT 06880
  • /38

    $3,899,000

    • 4 Beds
    • 4.5 Baths
    • 4,693 Sq Ft

    11 Edgewater Hillside, Westport, CT 06880

    COMPO BEACH WATER VIEWS at this picture-perfect beach house. Edgewater Hillside is the best-kept secret at Compo Beach, a private Hamptons-style cul de sac where each home is prettier than the next and water views abound. This exceptional residence combines timeless design with high-end amenities and so much space to live and entertain, walking distance to Compo Beach and Old Mill Beach, and

    Cyd Hamer William Pitt Sotheby's Int'l

    11 Edgewater Hillside, Westport, CT 06880
  • /26

    $3,695,000 New Construction

    • 6 Beds
    • 7 Baths
    • 5,497 Sq Ft

    2 Webb Rd, Westport, CT 06880

    Winner of the prestigious 2025 HOBI Award for "Best In Town Spec Home" In CT! A rare opportunity to own a showcase property in one of Connecticut's most desirable neighborhoods, on one of the most popular, quiet cul-de-sacs in Westport! 3 miles to train. Walk to Post Rd shops/restaurants, Winslow Dog Park, Main St, Library, and Levitt Pavilion! New Construction home with Pool. Traditional lay out

    Lori Popkin Coldwell Banker Realty

    2 Webb Rd, Westport, CT 06880
  • /26

    $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
  • /36

    $3,200,000 New Construction

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

    171 & 169 Compo Rd S, Westport, CT 06880

    Stunning 3800+SF of new construction, tucked well away from the road offering a private setting on a .50 acre parcel with UNIQUE potential. Offering fabulous proximity & convenience to Saugatuck train, Longshore town-golf club, Compo Beach and Downtown all via sidewalks. Together, 171 & 169 Compo Rd. S. make up a .50 acre and offer a NEW house, with potential for a pool and separate guest house.

    Tanya Sprague William Raveis Real Estate

    171 & 169 Compo Rd S, Westport, CT 06880
  • /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
  • /40

    $1,899,000 Open Sat 1PM - 3PM

    • 4 Beds
    • 2.5 Baths
    • 4,237 Sq Ft

    5 Willow Walk, Westport, CT 06880

    Nestled on a quiet, picturesque cul-de-sac, this beautifully maintained home enjoys a prime Westport location-just steps from Staples High School and Bedford Middle School, with direct gated access for ultimate convenience. A short drive brings you to all the amenities Westport has to offer, from shopping and dining to beaches and vibrant town life. Set on a private, level acre, the outdoor

    Wendy Ryan Brown Harris Stevens

    5 Willow Walk, Westport, CT 06880
  • /8

    $1,995,000 Open Thu 11AM - 1PM

    • 4 Beds
    • 3.5 Baths
    • 3,716 Sq Ft

    15 Cross Hwy, Westport, CT 06880

    *Interior pictures coming soon* This French Country-inspired gem in Westport's sought-after Downtown North neighborhood is a true delight. From the grand entrance to the marble-clad kitchen and beautifully manicured stone patios, every corner reflects thoughtful craftsmanship and timeless elegance. The main level offers an open, sun-filled layout with rich hardwood beams, soaring ceilings,

    Lisa Holler Compass Connecticut, LLC

    15 Cross Hwy, Westport, CT 06880
  • /34

    $925,000

    • 4 Beds
    • 2.5 Baths
    • 2,044 Sq Ft

    68 Center St, Westport, CT 06880

    Welcome to 68 Center Street - a rustic retreat nestled in beautiful Greens Farms. This character-rich 1920s Cottage, cherished by the same family for over 50 years, is now ready to begin a new chapter - with you. You will find charming nooks, thoughtful details and two wood burning fireplaces perfect for quiet mornings or hosting friends, on three finished levels. The glass solarium entry invites

    David Kinyon Coldwell Banker Realty

    68 Center St, Westport, CT 06880
  • /24

    $925,000

    • 1 Bed
    • 2.5 Baths
    • 2,548 Sq Ft

    185 Regents Park, Westport, CT 06880

    Welcome to 185 Regents Park, an award-winning gated community in Westport offering an exceptional blend of luxury, privacy, and convenience. From the moment you arrive, you'll appreciate the beautifully landscaped grounds and 24-hour security. Step inside this elegant townhouse and be greeted by a grand, light-filled foyer with double skylights that opens to a spacious living and dining area. The

    Kathleen Blackall William Raveis Real Estate

    185 Regents Park, Westport, CT 06880
  • /6

    $11,795,000

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

    14 Owenoke Park, Westport, CT 06880

    Bluewater Home Owenoke Opportunity Knocks Again! Another beach masterpiece is underway and this 6050 sqft 5BR/3Car garage designed home with private yard, pool with spa, pond views and walking distance to Compo Beach will be ready Spring 2026. Enjoy this new beach construction living in the heart of Westport while peacefully tucked away on a private cul-de-sac.

    Deirdre Andreoli Compass Connecticut, LLC

    14 Owenoke Park, Westport, CT 06880
  • /24

    $1,699,000

    • 4 Beds
    • 2.5 Baths
    • 3,074 Sq Ft

    42 Kings Hwy S, Westport, CT 06880

    Step into this beautifully renovated modern home, where refined craftsmanship meets contemporary elegance. The grand foyer opens to a stunning living room with soaring double-height ceilings and a dramatic floor-to-ceiling stone fireplace. The gourmet chef's kitchen impresses with custom cabinetry, Viking appliances, quartz countertops, and a spacious eat-in area. Designed for effortless

    Dannel Malloy NestSeekers International

    42 Kings Hwy S, Westport, CT 06880
  • /38

    $1,200,000

    • 2 Beds
    • 2.5 Baths
    • 2,050 Sq Ft

    220 Lansdowne, Westport, CT 06880

    Incredible opportunity to own at Lansdowne, one of Westport's most desirable gated communities. This elegant townhouse offers spacious, sun-filled living with beautiful architectural details and serene outdoor views. The large living room features a cathedral ceiling, hardwood floors, and a fireplace, leading to a bright sunroom with sliding doors to an oversized patio overlooking a picturesque

    Patricia Shea Coldwell Banker Realty

    220 Lansdowne, Westport, CT 06880
  • /17

    $1,199,000

    • 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
  • /40

    $2,995,000

    • 5 Beds
    • 4 Baths
    • 2,944 Sq Ft

    3 Nassau Rd, Westport, CT 06880

    Modern coastal living on a quiet cul-de-sac in Westport's Saugatuck Shores. Completed in 2021, this five-bedroom, four-bath home spans more than 2,944 sq ft of finished space with a thoughtful open layout and timeless design. The main level features 9-ft ceilings, a sunlit living room with gas fireplace, and large windows framing serene water views. The kitchen offers custom cabinetry, quartz

    Judy Michaelis Coldwell Banker Realty

    3 Nassau Rd, Westport, CT 06880
  • /40

    $9,495,000

    • 6 Beds
    • 11 Baths
    • 11,445 Sq Ft

    5 Hidden Hill Rd, Westport, CT 06880

    Stunning, one-of-one custom home on a private Compo Beach hilltop with sweeping views of Long Island Sound. This Lucien Vita estate was comprehensively refurbished in 2024 to include designer paint treatments, wall coverings, all new lighting and custom window treatments. Luxurious spaces merge impeccable architectural detail and craftsmanship to create distinctive indoor and outdoor living on 4

    Cyd Hamer William Pitt Sotheby's Int'l

    5 Hidden Hill Rd, Westport, CT 06880
  • /40

    $2,850,000

    • 4 Beds
    • 5 Baths
    • 5,207 Sq Ft

    123 Greens Farms Rd, Westport, CT 06880

    Classic Greens Farms Colonial - Timeless Elegance Meets Modern Comfort ~ Nestled in one of Westport's most desirable neighborhoods, this beautifully updated Center Hall Colonial offers the perfect blend of timeless charm and modern luxury. Ideally located just minutes from Sherwood Island State Park-with its miles of golden sand beaches, scenic picnic areas, and sweeping views-this home provides

    Shalini Madaras Silver Pine Real Estate

    123 Greens Farms Rd, Westport, CT 06880
  • /21

    $1,300,000

    • 3 Beds
    • 2 Baths
    • 1,609 Sq Ft

    56 Partrick Rd, Westport, CT 06880

    Westport * 3BR ranch on 1.67-acre private knoll * Hardwood floors * Newer windows * Underground electric * 0.5 mi to Partrick Preserve. Set on a quiet interior lot surrounded by mature trees, this one-level 3-bedroom, 2-bath home at 56 Partrick Road offers the privacy of a country setting just minutes from Westport's vibrant downtown. Built in 1966, the 1,609 sq ft residence features hardwood

    Kim Burke Berkshire Hathaway NE Prop.

    56 Partrick Rd, Westport, CT 06880
  • /40

    $1,550,000

    • 4 Beds
    • 4 Baths
    • 2,484 Sq Ft

    5A Sunrise Rd, Westport, CT 06880

    Discover this stylish contemporary home in Westport's highly desired Saugatuck area - just a 7-minute walk to the train station, making it a commuter's dream. Enjoy being steps from Saugatuck Rowing Club, top restaurants, and the town's most vibrant spots. The open-concept main level features recessed lighting, a living room with fireplace, dining area with deck access, and a modern U-shaped

    Louise Petersen Century 21 AllPoints Realty

    5A Sunrise Rd, Westport, CT 06880
  • /39

    $1,100,000 Open Sun 1PM - 3PM

    • 3 Beds
    • 3 Baths
    • 3,670 Sq Ft

    2190 Sturges Hwy, Westport, CT 06880

    Welcome to Pepperidge Acres - a unique enclave of four homes tucked away on a private cul-de-sac ideally located on the Westport line. Conveniently to both Westport & Fairfield town amenities, this classic home sits peacefully on two level acres, offering a serene and picturesque setting. Step into the grand living room featuring a vaulted ceiling and a dramatic floor-to-ceiling, double-sided

    Jeanne Bracken Coldwell Banker Realty

    2190 Sturges Hwy, Westport, CT 06880
  • /40

    $2,785,000

    • 4 Beds
    • 3.5 Baths
    • 5,434 Sq Ft

    6 Nutcracker Ln, Westport, CT 06880

    A rare Westport retreat blending serenity, sophistication & resort-style living. Privately set at the end of a quiet cul-de-sac off Bayberry Lane, this elegant four-bedroom, three-and-a-half-bath home offers over 4,600 sq ft of sun-filled living space surrounded by beautifully landscaped grounds. The property's two private acres feel like a personal park-complete with mature trees, curated

    Michelle Sperry Coldwell Banker Realty

    6 Nutcracker Ln, Westport, CT 06880
  • /36

    $2,999,999

    • 6 Beds
    • 4.5 Baths
    • 5,325 Sq Ft

    3 Country Rd, Westport, CT 06880

    Located in the heart of one of Westports most coveted walk to town cul-de-sac locations on 1+ac. This sun-drenched 6 bdrm home blends timeless charm w/sophisticated modern renovations. Spanning over 5,000 sqft on stunning flat lush 1.02ac lot this home is perfectly situated for live-in child care/extended family members and effortless entertaining.Step inside to a reimagined custom kitchen

    Elizabeth Forrest Douglas Elliman of Connecticut

    3 Country Rd, Westport, CT 06880
  • /28

    $19,800,000

    • 8 Beds
    • 8.5 Baths
    • 9,995 Sq Ft

    92 Beachside Ave, Westport, CT 06880

    Once-in-a-Generation Historic Estate set on a most coveted stretch of Fairfield County's Gold Coast, with a remarkable provenance as a former Bedford family estate. This extraordinary property is a rare offering that blends timeless architecture with iconic waterfront living. With sweeping views of Long Island Sound, the home's stately presence is matched only by its stunning 3.55 acres of

    Cyd Hamer William Pitt Sotheby's Int'l

    92 Beachside Ave, Westport, CT 06880
  • /40

    $2,849,000

    • 5 Beds
    • 6 Baths
    • 4,142 Sq Ft

    40 Hermit Ln, Westport, CT 06880

    Set on more than two acres of exquisite, park-like property in the coveted Red Coat estate section of Westport, this spectacular modern home with a glorious gunite pool offers an ideal lifestyle. A designer's own residence, this home showcases uncompromising quality with intuitive features. The landscaped approach begins with a large stone parking court that accommodates entertaining on a grand

    Alex Chingas Coldwell Banker Realty

    40 Hermit Ln, Westport, CT 06880
  • /40

    $1,395,000

    • 2 Beds
    • 3 Baths
    • 1,787 Sq Ft

    8 Canal Rd, Westport, CT 06880

    Incredible opportunity to own a coastal retreat with sweeping water views of Saugatuck Harbor and beyond. This sun-drenched home is perfectly positioned to capture the beauty of seaside living, offering both tranquility and convenience in one of Westport's most desirable locations. With deeded water rights included, you can enjoy direct access to the shoreline, making it ideal for boating,

    Jonathan Gineo Silver and Oak Realty

    8 Canal Rd, Westport, CT 06880
  • /39

    $2,195,000

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

    17 Clover Ln, Westport, CT 06880

    SOPHISTICATED CONTEMPORARY RETREAT - CLOVER LANE Exciting opportunity to own a beautifully reimagined Contemporary home on an expansive 1.27 acres at the end of a peaceful Westport cul-de-sac. This thoughtfully renovated 3000 square-foot residence features open concept living areas with streaming natural light and captivating views of mature lush greenery. A sleek, designer kitchen serves as the

    Lisa Hartmann William Pitt Sotheby's Int'l

    17 Clover Ln, Westport, CT 06880

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