Westport, CT Houses for Sale

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  /40

  $2,649,000

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

  4 the Fenway, Westport, CT 06880

  Timeless elegance in Westport's prestigious Old Hill. First time on the market in 29 years! This expansive 5-6 bedroom, 4.5 bath farmhouse is gracefully set on 2.22 serene acres, featuring a heated gunite pool, picturesque pond, and a very rare blend of privacy and proximity to town. The sun-drenched primary suite is a true retreat with a fireplace, spa-like bath, and generous walk-in closet. A

  Mary Kate Klemish-Boehm Brown Harris Stevens

  4 the Fenway, Westport, CT 06880
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• 

  

  

  /40

  $1,699,000

  • 3 Beds
  • 2 Baths
  • 2,438 Sq Ft

  12 Harbor Rd, Westport, CT 06880

  Nestled in the tranquil waterfront community of Saugatuck Shores, this home offers a private escape like no other. The open kitchen features a custom stone fireplace, sleek granite countertops and spacious island with abundant storage. The adjacent dining room has a charming bay window and seamlessly flows out to one of the 2 decks, perfect for al fresco dining and entertaining. The home includes

  Jennifer Runnette Brown Harris Stevens

  12 Harbor Rd, Westport, CT 06880
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  /40

  $2,949,000

  • 6 Beds
  • 6 Baths
  • 6,416 Sq Ft

  22 Marion Rd, Westport, CT 06880

  Set on picturesque property in a prime Old Hill-area location, this exceptional home offers space, amenities and convenience rarely seen. Approached from a circular driveway, this impressive home welcomes you from a front porch into an exquisite foyer with stunning carpentry and detailed wood flooring, which showcase the artistry of high-end home builder SIR Development. The generous layout

  Alex Chingas Coldwell Banker Realty

  22 Marion Rd, Westport, CT 06880
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  /28

  $1,599,000

  • 4 Beds
  • 3 Baths
  • 3,181 Sq Ft

  4 Berkeley Hill, Westport, CT 06880

  Perfectly positioned just minutes from downtown Westport, this beautifully renovated 4-bedroom, 3-bath Cape is nestled on 1.18 serene acres, offering the perfect blend of style, function, and flexibility. The home's thoughtful layout emphasizes convenience, with three spacious bedrooms located on the main level-ideal for guests, home offices, or anyone seeking easy, one-level living. At the heart

  Dee Cohen Compass Connecticut, LLC

  4 Berkeley Hill, Westport, CT 06880
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  /29

  $1,600,000

  • 5 Beds
  • 2.5 Baths
  • 3,811 Sq Ft

  82 Partrick Rd, Westport, CT 06880

  Diamond in the Rough! This stately colonial is brimming with potential and ready to be restored to its former grandeur. Nestled on a private lot, the home offers a peaceful setting with ample space for everyone. Boasting over 3,800 sq ft, this spacious residence features 5 bedrooms and 2.5 bathrooms, along with gleaming hardwood floors and a variety of rooms designed for comfortable living. The

  Glenn Stavens Aspen Realty Group

  82 Partrick Rd, Westport, CT 06880
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  /31

  $2,249,000

  • 6 Beds
  • 5.5 Baths
  • 5,489 Sq Ft

  130 Easton Rd, Westport, CT 06880

  Unique opportunity to renovate this classic Westport estate on three professionally landscaped acres with a pool. You will love the great room with views of the pond and property. Six bedrooms makes space for everyone with a separate guest wing that is perfect for an au-pair.

  David Weber Compass Connecticut, LLC

  130 Easton Rd, Westport, CT 06880
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  /39

  $5,895,000

  • 4 Beds
  • 5 Baths
  • 7,105 Sq Ft

  80 Compo Rd N, Westport, CT 06880

  ARCHITECTURE. QUALITY. LOCATION. Exquisite custom shingle-style retreat in the heart of Westport. Discover elegance and privacy in this better-than-new home on a picturesque 1.5-acre landscaped hill. Centrally located, this classic yet modern residence offers privacy with walk-to-town convenience. Be enchanted by the sophisticated curved staircase leading to a family room with 10-foot coffered

  Adrienne Durkin Compass Connecticut, LLC

  80 Compo Rd N, Westport, CT 06880
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  /4

  $1,049,000

  • 3 Beds
  • 2.5 Baths
  • 2,408 Sq Ft

  110 Cross Hwy, Westport, CT 06880

  This house is a tear down. listing agent to show. Exterior showings only.

  Kelly Loucas Compass Connecticut, LLC

  110 Cross Hwy, Westport, CT 06880
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  /35

  $2,799,000

  • 4 Beds
  • 3 Baths
  • 3,156 Sq Ft

  11 Dogwood Ln, Westport, CT 06880

  Experience the best of Westport living in this stunning Mid Century Modern residence set on 1.87 prime acres in the heart of town. This is all about the property! Tucked away on a beautifully landscaped property, this 4-bedroom home offers the perfect blend of privacy, modern design, and everyday convenience. Inside, expansive windows bathe the open living spaces in natural light, with soaring

  Linda Skolnick Coldwell Banker Realty

  11 Dogwood Ln, Westport, CT 06880
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  /40

  $2,895,000

  • 5 Beds
  • 4.5 Baths
  • 5,424 Sq Ft

  20 Crawford Rd, Westport, CT 06880

  Nestled in Westport's coveted Old Hill neighborhood, this stunning residence blends classic Colonial design w/modern amenities. You're greeted by the centerpiece of the home - an impressive foyer w/soaring ceilings. The spacious office w/lacquer-finished built-ins includes a fireplace and access to the veranda. For more intimate gatherings, go through the French doors to a sitting room,

  Lisa Tortora Coldwell Banker Realty

  20 Crawford Rd, Westport, CT 06880
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  /23

  $2,095,000

  • 4 Beds
  • 2.5 Baths
  • 4,376 Sq Ft

  42 Kings Hwy S, Westport, CT 06880

  Welcome to this exquisitely renovated modern farmhouse, showcasing refined craftsmanship and elegant newly updated hardwood flooring throughout. Upon entering through the gracious foyer, you are greeted by an impressive living room featuring soaring double-height ceilings and a striking floor-to-ceiling stone fireplace. The gourmet chef's kitchen is a true highlight, equipped with custom

  Marlie Van Zyl Larracuente & Johnson Realty, LLC

  42 Kings Hwy S, Westport, CT 06880
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  /29

  $2,249,000

  • 4 Beds
  • 3 Baths
  • 4,231 Sq Ft

  10 Twin Falls Ln, Westport, CT 06880

  Beyond Beautiful - Welcome to 10 Twin Falls Lane, a striking property and home filled with natural light from floor-to-ceiling windows. Step into the sun-drenched foyer with terracotta tile. Throughout the years the home has been updated and modernized with soaring ceilings, serene views, and inspiring design. The expansive family room features a dramatic picture window and flows seamlessly into

  Kit Tingley Higgins Group Bedford Square

  10 Twin Falls Ln, Westport, CT 06880
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  /28

  $1,475,000

  • 4 Beds
  • 3 Baths
  • 2,128 Sq Ft

  33 Pumpkin Hill Rd, Westport, CT 06880

  Stylish. Sunlit. Seamless. Set on a private, level acre on one of Westport's most desirable streets, this turn-key 4-bedroom, 3-bath home blends modern updates with everyday comfort. Fully renovated and move-in ready, it features a bright open layout with oversized windows, custom kitchen with quartz counters and stainless appliances, and French doors that open to a new private deck-perfect for

  Fred DeMatteo William Raveis Real Estate

  33 Pumpkin Hill Rd, Westport, CT 06880
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  /39

  $2,597,000 Open Sun 4PM - 6PM

  • 5 Beds
  • 5 Baths
  • 4,549 Sq Ft

  26 Hitchcock Rd, Westport, CT 06880

  Welcome to Brookside, the sensational new construction by GreenDay and Co., making its grand debut in the enchanting town of Westport! Prepare to be dazzled by our very first home transformation-a stunning fusion of old-world charm and modern luxury that's sure to leave you in awe. This isn't just another modern farmhouse; it's a magnificent reimagining of a European-style residence, meticulously

  Mar Jennings Higgins Group Bedford Square

  26 Hitchcock Rd, Westport, CT 06880
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  /40

  $1,398,000

  • 4 Beds
  • 4 Baths
  • 3,033 Sq Ft

  20 Cranbury Rd, Westport, CT 06880

  This lovely, turnkey Cape Cod home is nestled away from the road in the sought-after Old Hill neighborhood - close to schools, town and train. With Over 3000 sq ft of finished living space, four bedrooms and four full baths, there is plenty of space to live, entertain, work from home and even the possibility of a nanny/in-law suite on the lower level. The main level is flooded with natural light

  Jessica Brookbanks Coldwell Banker Realty

  20 Cranbury Rd, Westport, CT 06880
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  /40

  $2,895,000

  • 6 Beds
  • 4.5 Baths
  • 6,856 Sq Ft

  5 Northside Ln, Westport, CT 06880

  A true Westport landmark, Staffordshire Hall is an extraordinary gated stone estate blending timeless grandeur with modern luxury. Privately nestled on manicured grounds, this bespoke manor spans three levels of meticulously crafted living space. A sweeping circular drive leads to the columned entrance. The Great Hall stuns with a stone hearth, coffered ceilings, and French doors opening to the

  Alex Chingas Coldwell Banker Realty

  5 Northside Ln, Westport, CT 06880
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  /40

  $4,300,000 Open Sun 1PM - 3PM

  • 7 Beds
  • 8 Baths
  • 6,981 Sq Ft

  102 Compo Rd S, Westport, CT 06880

  THE ESTATES AT SOUTH COMPO - SIR Development presents a stunning new enclave of two luxury residences set back on beautiful property, each with their own distinct Modern style and pool. Officially designated by the State of CT as a Scenic Roadway, this location offers ultimate convenience to every amenity that makes Westport one of the most highly desired towns in the nation. This home begins

  Doug Bross Coldwell Banker Realty

  102 Compo Rd S, Westport, CT 06880
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  /40

  $5,950,000

  • 6 Beds
  • 9 Baths
  • 8,817 Sq Ft

  29 Sturges Commons, Westport, CT 06880

  Masterfully crafted by Mattera Construction, this 12,000+/- sq ft residence sits on 1.3+/- pastoral acres on coveted Sturges Commons, a vibrant neighborhood known for block parties and a strong sense of community. Designed for both luxury and functionality, this home boasts exquisite custom finishes, soaring ceilings, and impeccable interior design. The main level offers a chef's kitchen, a

  Doug Bross Coldwell Banker Realty

  29 Sturges Commons, Westport, CT 06880
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  /22

  $4,900,000

  • 7 Beds
  • 5.5 Baths
  • 7,995 Sq Ft

  37 Green Acre Ln, Westport, CT 06880

  A rare investment opportunity to own a storied 1936 estate on a desirable, private street in the heart of Westport. Set on 4.3 acres at the end of a tranquil cul-de-sac, this legacy property offers the ultimate in privacy and location, just one mile from both Westport's vibrant town center and the beach. The primary residence spans approximately 8,000 square feet, rich with timeless architecture

  Lisa Bortz William Pitt Sotheby's Int'l

  37 Green Acre Ln, Westport, CT 06880
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  /31

  $6,500,000

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

  69 Beachside Ave, Westport, CT 06880

  Nestled along Westport's prestigious 'Gold Coast,' this architecturally magnificent estate on 4+ acres of park-like grounds with a breathtaking pool and professional-grade Har-Tru tennis court is a haven for luxury living and distinguished entertaining. Surrounded by major estates in one of the most sought-after coastal regions in the Northeast, it boasts access to pristine beaches, sophisticated

  Doug Bross Coldwell Banker Realty

  69 Beachside Ave, Westport, CT 06880
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  /40

  $5,995,000

  • 6 Beds
  • 7.5 Baths
  • 8,812 Sq Ft

  9 Sturges Commons, Westport, CT 06880

  Stunning Custom Built Colonial by Chris Montanaro of Redcoat Homes. Designed by Renowned Architect, Judith Larson. This Home Exudes Sophistication, every detail has been meticulously crafted to offer extraordinary living experience on a 1.10 flat manicured acre. Over 8,000 SQ FT w 8-inch wide plank wht oak floors throughout. 1st FL features a Chef's dream kitchen, generous Dining & Family room

  Kelly Loucas Compass Connecticut, LLC

  9 Sturges Commons, Westport, CT 06880
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  /30

  $5,200,000

  • 6 Beds
  • 7.5 Baths
  • 9,630 Sq Ft

  355 Greens Farms Rd, Westport, CT 06880

  Exceptional Gated Estate in Greens Farms! Welcome to 355 Greens Farms Rd, a spectacular 2.25 acres estate designed for luxurious living and ultimate entertaining. This stunning home is a dream for car enthusiasts, featuring a four-car garage with room for lifts, making it perfect for showcasing and maintaining your collection. Step inside to find a brand-new kitchen and a newly designed primary

  Meredith Cohen Serhant Connecticut, LLC

  355 Greens Farms Rd, Westport, CT 06880
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  /5

  $2,350,000

  • 1 Bed
  • 1 Bath
  • 767 Sq Ft

  238 Hillspoint Rd, Westport, CT 06880

  Experience the pinnacle of waterfront living with this unique opportunity to custom design and build your dream beach house on the tranquil shores of Long Island Sound. With direct water frontage, this exceptional property offers breathtaking, uninterrupted views of the Sound and the iconic Old Mill Beach. Envision starting your day with a serene sunrise over the water, taking a refreshing

  Karen Scott Compass Connecticut, LLC

  238 Hillspoint Rd, Westport, CT 06880
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  /40

  $4,375,000

  • 6 Beds
  • 11 Baths
  • 10,414 Sq Ft

  5 Boxwood Ln, Westport, CT 06880

  Refined living awaits on Boxwood Lane, a prime Hunt Club cul-de-sac featuring tranquil private entrances to stately colonial style homes. From its cobblestone-lined, semi-circular driveway to the backyard pool and bluestone patio oasis, the grounds of 5 Boxwood Lane are simply spectacular. The home itself stands apart, meticulously designed with exquisite details and custom amenities. Four

  Karen Scott Compass Connecticut, LLC

  5 Boxwood Ln, Westport, CT 06880
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  /2

  $10,995,000

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

  14 Owenoke Park, Westport, CT 06880

  Bluewater Home presents another beach property in the sought after Compo location. Construction has started on this 6100+sqft modern designed home with private yard, pool with spa, water views of the pond and walking distance to Compo Beach. Enjoy new 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
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  /40

  $5,850,000

  • 6 Beds
  • 5.5 Baths
  • 6,588 Sq Ft

  17 River Ln, Westport, CT 06880

  This remarkable stone mansion, built in 1929, stands as one of the most historically and culturally significant residences in Westport and Fairfield County, celebrated as an exceptional trophy property. Meticulously restored and in impeccable, move-in ready condition, this home is poised for immediate enjoyment. Crafted in the esteemed tradition of Europe's grand Manor Houses, it boasts

  Alex Chingas Coldwell Banker Realty

  17 River Ln, Westport, CT 06880
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  /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
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  /37

  $4,999,000

  • 4 Beds
  • 4.5 Baths
  • 5,885 Sq Ft

  10 Surf Rd, Westport, CT 06880

  Offered for the first time in over 50 years, this cherished, custom-built waterfront retreat on Bermuda Lagoon is an extraordinary find. Lovingly maintained and never flooded, 100 feet of private beach, a deepwater dock, and breathtaking views of Long Island Sound and Bermuda Lagoon. Designed for year-round enjoyment, the home's soaring ceilings and expansive windows perfectly frame the stunning

  Inna Agujen Coldwell Banker Realty

  10 Surf Rd, Westport, CT 06880
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  /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
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  /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
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  /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
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  /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
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  /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
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  /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
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  /14

  $4,490,000 New Construction

  • 4 Beds
  • 6 Baths
  • 3,540 Sq Ft

  6 Plover Ln, Westport, CT 06880

  Mid-construction opportunity!! 2025 New Luxury Build in beautiful Saugatuck Shores. Breathtaking direct views of the Long Island Sound surrounding the home. Home designed by top Westport Architect, Tanner White. Spacious 3,540sf - 4 bed, 4 full/2 half baths home on private rd, cul-de-sac. Lower level w/ 2 car garage entry to mudroom w/ large closet, and interior/exterior storage rooms. The main

  Deborah Aulfinger Goldan Home Realty, LLC.

  6 Plover Ln, Westport, CT 06880
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  /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
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  /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
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  /38

  $2,495,000 New Construction

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

  171 Compo Rd S, Westport, CT 06880

  ** Fabulous Saugatuck/Compo Location! Offering NEW 4-5 BDRM CONSTRUCTION. Welcome to Hidden Ledge, a prime location within walking and biking distance to the highly desirable; Compo Beach, Longshore Club, Saugatuck restaurants/train and Westport's downtown shops and Library. This nestled and tucked away home offers a very private, peaceful and serene setting without sacrificing convenience.

  Tanya Sprague William Raveis Real Estate

  171 Compo Rd S, Westport, CT 06880
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  /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
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  /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

Showing Results 41 - 80, Page 2 of 3