Westport, CT Homes for Sale with Acreage

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  /25

  $3,999,000

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

  57 Evergreen Ave, Westport, CT 06880

  Walk to downtown shops and restaurants from this stunning, reimagined, & rebuilt 1920 Dutch colonial home, situated on a spacious 1.17-acre in-town property.This is truly a work of art, as 2 properties have been seamlessly combined into one, creating a private oasis set way back from the road.Upon entering the home, you will be captivated by the meticulous attention to detail & the perfect blend

  

  Hyleri Katzenberg

  Compass Connecticut, LLC

  (475) 253-3404

  57 Evergreen Ave, Westport, CT 06880
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  /2

  $4,895,000 New Construction

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

  21 Warnock Dr, Westport, CT 06880

  Expected for completion end of summer 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

  

  Brett Lieberman

  The Riverside Realty Group

  (475) 255-6647

  21 Warnock Dr, Westport, CT 06880
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  /40

  $2,995,000

  • 4 Beds
  • 4.5 Baths
  • 5,629 Sq Ft

  166 Long Lots Rd, Westport, CT 06880

  Your private oasis awaits! This beautifully renovated home offers an ideal location with easy access to town, shopping, and the beach. Designed with comfort and style in mind, the home features inviting living spaces including a two-story family room with an open staircase. The gourmet eat-in kitchen is open to a sitting area with a corner fireplace. Two family bedrooms with en-suite baths

  Michelle Genovesi William Raveis Real Estate

  166 Long Lots Rd, Westport, CT 06880
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  /39

  $3,750,000

  • 5 Beds
  • 7 Baths
  • 6,406 Sq Ft

  12 Old Hill Farms Rd, Westport, CT 06880

  Beautifully renovated vintage home offers timeless character on a professionally landscaped acre in coveted Old Hill. With 5 bedrooms, 5 full and 2 half baths with generous space and classic charm. The formal living room and elegant library both with fireplaces and hardwood floors create a warm and welcoming space for relaxing and entertaining. A spacious kitchen featuring a large center island,

  Emily Gordon Coldwell Banker Realty

  12 Old Hill Farms Rd, Westport, CT 06880
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  /40

  $5,725,000 Open Sat 12PM - 3PM

  • 7 Beds
  • 9 Baths
  • 13,615 Sq Ft

  9 Greenbrier Rd, Westport, CT 06880

  Charming. Unique. Soulful. These are the words the current owner uses to describe this exceptional estate-and from the moment you arrive, you'll understand why. Poised on 2.85 private acres, this exceptional estate seamlessly weaves timeless heritage with modern luxury. At its core: a preserved 1930 Frazier Peters stone cottage-now a 2-bed, 2-bath guest house. At its heart: a 2007 custom-built

  Cindy Raney Coldwell Banker Realty

  9 Greenbrier Rd, Westport, CT 06880
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  /7

  $4,899,000

  • 5 Beds
  • 8 Baths
  • 7,400 Sq Ft

  10 Tierney Ln, Westport, CT 06880

  This is the second of 2 custom homes in final stages of completion, beautifully sited at the end of a private lane in the heart of Greens Farms. Combining classic design with modern detailing by an established local builder of premier residences, this masterfully crafted home is sure to delight even the most discerning buyer. The main level showcases expert millwork and warm white oak accents

  Laurie Crouse Coldwell Banker Realty

  10 Tierney Ln, Westport, CT 06880
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  /8

  $7,399,000

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

  7 Roshab Ln, Westport, CT 06880

  This listing includes 1000 SF pool house/ADU. 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,

  Totney Benson Coldwell Banker Realty

  7 Roshab Ln, Westport, CT 06880
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  /40

  $3,650,000

  • 5 Beds
  • 5 Baths
  • 3,561 Sq Ft

  6 Over Rock Ln, Westport, CT 06880

  Showings start Wednesday afternoon. Welcome to 6 Over Rock Lane - a stunning 1920s colonial retreat in the heart of Westport, Connecticut. Created by renowned designer Dan Barsanti and artist Rena Levine, it blends timeless New England charm with sophisticated modern living. A unique move-in opportunity with curated designer furniture offered. Set on a quiet, luxurious street in one of Westport's

  Judy Michaelis Coldwell Banker Realty

  6 Over Rock Ln, Westport, CT 06880
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  /38

  $3,400,000

  • 5 Beds
  • 9 Baths
  • 8,639 Sq Ft

  249 Sturges Hwy, Westport, CT 06880

  Don't let the address fool you-Sturges Highway is a peaceful, tree-lined street in Westport's sought-after lower-tax area, offering privacy, serenity, and convenience just minutes from town and schools.With NEW MECHANICALS including a NEW FURNACE, NEW ROTH OIL TANK, an NEW 80 GALLON HOT WATER HEATER, and a WHOLE HOUSE GENERATOR this home is move-in ready with peace of mind.This 8,000+ sq ft home

  Lainie Floyd William Pitt Sotheby's Int'l

  249 Sturges Hwy, 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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  /34

  $4,200,000

  • 6 Beds
  • 8 Baths
  • 6,960 Sq Ft

  42 Morningside Dr S, Westport, CT 06880

  Nestled within a picturesque enclave of distinguished luxury homes in Westport's coveted Greens Farms neighborhood, you'll know you've arrived as mature, stately hedges guide you down a flowering, tree-lined driveway. This Hampton-style home has been masterfully reimagined and updated by its current owners. It sings with natural light, refined millwork, custom moldings, and offers an elegant

  Jaclyn Picarillo Higgins Group Bedford Square

  42 Morningside Dr S, Westport, CT 06880
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  /40

  $3,695,000

  • 5 Beds
  • 6.5 Baths
  • 7,970 Sq Ft

  6 Florian Ct, Westport, CT 06880

  Stunning, Custom Colonial on premier Westport cul-de-sac. Set on 1.1 acres of beautifully manicured grounds, this meticulously maintained home offers the perfect blend of luxury/serenity. Plus it's all set up for multigenerational living with separate, new 973 SF Apt! The private, flat, dry backyard at 6 Florian is ideal for outdoor enjoyment. Out/indoors are well integrated, w/charming blue

  Lori Popkin Coldwell Banker Realty

  6 Florian Ct, Westport, CT 06880
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  /38

  $3,525,000

  • 5 Beds
  • 6 Baths
  • 4,668 Sq Ft

  91 Turkey Hill Rd S, Westport, CT 06880

  Welcome to 91 Turkey Hill Rd S a beautifully upgraded 5 bed 4 full and 2 half bath home blending classic charm with modern luxury. Every inch of this residence reflects thoughtful design and top tier craftsmanship. Step inside to discover 6 brand-new, spa-inspired bathrooms, meticulously renovated with the finest materials for a truly indulgent experience. HW floors and soaring ceilings thruout

  Robert Appell Coldwell Banker Realty

  91 Turkey Hill 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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  /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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  /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

  $950,000

  • 3 Beds
  • 2.5 Baths
  • 1,404 Sq Ft

  3 Parsell Ln, Westport, CT 06880

  Spacious home on Cul-de-sac. Large rooms, lots of wonderful natural light ! A solid home that offers the perfect canvas to renovate. Set on 1 acre offering a great opportunity for expansion or a new build.

  Sandra Calise Cenatiempo Settlers & Traders

  3 Parsell Ln, Westport, CT 06880
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  /34

  $2,499,000

  • 5 Beds
  • 4.5 Baths
  • 4,847 Sq Ft

  3A Iris Ln, Westport, CT 06880

  Nestled on 2 private acres in a prime, convenient location, this impeccably maintained 5BR, 4.5 BA colonial offers a timeless elegance with modern comfort. Soaring 9-foot ceilings and an open floor plan create an airy, inviting atmosphere, while French doors lead to a stone terrace, cocktail pool and romantic perennial gardens-perfect for entertaining or peaceful relaxation. Inside, hardwood

  Emily Gordon Coldwell Banker Realty

  3A Iris Ln, Westport, CT 06880
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  /36

  $899,000 Open Sat 1PM - 3PM

  • 2 Beds
  • 1 Bath
  • 1,195 Sq Ft

  112 Newtown Turnpike, Westport, CT 06880

  Tucked away on a picturesque 1.18-level lot acre, this updated 2-bedroom, 1-bath ranch offers a rare blend of privacy, character, and location in one of Westport's most coveted pockets of Old Hill neighborhood. Step inside to find original hardwood floors and a bright, open-concept kitchen with modern appliances, marble countertops, and high ceilings. The heart of the home centers around a

  Penny Pampoukidis William Raveis Real Estate

  112 Newtown Turnpike, Westport, CT 06880
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  /40

  $2,995,000

  • 6 Beds
  • 6.5 Baths
  • 6,500 Sq Ft

  28 Pin Oak Ct, Westport, CT 06880

  Stunning brand new construction just minutes from downtown!! - Fantastic 6 bedroom, 6.1 bath colonial boasts 6,500+ sq/ft of living space! - Open floor plan with 9' ceilings and tons of natural light! - Gorgeous kitchen features Thermador appliances, white shaker-style cabinetry, quartz counters, tile backsplash, custom step-in wine locker, and large walk-in pantry! - Great flow for entertaining

  Todd Turcotte Milligan Realty.com

  28 Pin Oak Ct, Westport, CT 06880
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  /40

  $2,465,000 Open Sun 1PM - 3PM

  • 4 Beds
  • 3 Baths
  • 4,412 Sq Ft

  8 Northfield Dr, Westport, CT 06880

  This is the perfect house in the perfect location-just minutes from top-rated schools, playgrounds, ballfields, and houses of worship. Set on a picture-perfect acre of lush, manicured lawn, this Colonial style home offers serene views of a large pond while overlooking 8+ acres of private, protected meadowland. A gas-fired, whole-house generator provides seamless backup power for year-round peace

  Helen Cusa Brown Harris Stevens

  8 Northfield Dr, Westport, CT 06880
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  /30

  $1,795,000

  • 3 Beds
  • 3.5 Baths
  • 3,707 Sq Ft

  174 Cross Hwy, Westport, CT 06880

  Bathed in natural light and surrounded by mature landscaping, this 3-bedroom, 3.5 bath contemporary offers a rare blend of privacy, beauty and lifestyle. Set on 2 level acres with an oversized Har-Tru tennis court, the home features an open, airy floor plan with expansive windows that frame the natural surroundings. Vaulted ceilings and generous entertaining spaces flow seamlessly both indoors

  Emily Gordon Coldwell Banker Realty

  174 Cross Hwy, Westport, CT 06880
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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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  /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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  /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

  $1,995,000

  • 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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  /19

  $2,399,000

  • Land
  • 1.02 Acres
  • $2,351,961 per Acre

  6 Stony Point Rd, Westport, CT 06880

  Prestigious Stony Point location nestled in the heart of Saugatuck with water views. Upscale, quaint and charming neighborhood of high-end homes.This is a two tiered lot, the lower lot is a possible ADU site, totally separate from where the main house can be built. Walk to the train station, dine at the nearby eateries, a quick drive to Longshore, Compo and downtown. The yearly common charges are

  Debra Kandrak William Raveis Real Estate

  6 Stony Point Rd, 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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  /26

  $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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