Old Hill Homes

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  $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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• 

  $555,000 Sold Mar 20, 2025

  • 1,639 Sq Ft
  • $339/SF
  • 24 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1973

  7 Hills Ln, Westport, CT 06880

  Nestled in the sought-after Birchwood complex, this spacious three-bedroom, two-bath condo offers comfort and convenience.This one-level living unit features beautiful hardwood floors and a desirable open floor plan.The welcoming foyer leads to a living room with a wood-burning fireplace, seamlessly flowing into the dining area and private balcony, perfect for relaxing or entertaining.The

  Maria Tziolis William Pitt Sotheby's Int'l

  7 Hills Ln, Westport, CT 06880
• 

  Est $2,496,859 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 4,301 Sq Ft

  36 Woodside Ave, Westport, CT 06880

  36 Woodside Ave, Westport, CT 06880
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  /11

  $1,500,000

  • Land
  • 2.00 Acres
  • $750,000 per Acre

  4 Newtown Turnpike, Westport, CT 06880

  ATTENTION BUYERS/BUILDERS! WONDERFUL OPPORTUNITY TO ACQUIRE TWO LEVEL-PARKLIKE ACRES, AAA-ZONE, IN PREMIER SUBURBAN AREA OF WESTPORT SURROUNDED BY STONE WALLS AND LIGHTLY WOODED LAND BORDER FOR PRIVACY. A NEW CUSTOM HOME IS AN OPTION AS PERMITS FOR SEPTIC, DRAINAGE, WELL AND POOL SITE HAVE ALL BEEN ISSUED. ARCHITECTURAL PLANS AVAILABLE AND CAN BE PERSONALIZED. CLOSE TO TOWN, SHOPPING,

  Kelly Feda Coldwell Banker Realty

  4 Newtown Turnpike, Westport, CT 06880
• 

  $410,000 Sold Mar 14, 2025

  • 1,386 Sq Ft
  • $296/SF
  • 51 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1973

  52 Hills Ln, Westport, CT 06880

  Welcome to the desirable Birchwood complex located on the Westport line. Spacious and bright ranch-style unit with just under 1400 sqft of living space, carport and private storage. Complex is secluded and well maintained with beautiful landscaping, in-ground pool and clubhouse. Unit features three bedrooms and two full baths. Primary bedroom w/ full bath, living room with sliders to deck &

  Jennifer Capozziello Coldwell Banker Realty

  52 Hills Ln, Westport, CT 06880
• 

  Est $2,589,281 Not Listed For Sale

  • 5 Beds
  • 4.5 Baths
  • 3,634 Sq Ft

  7 Rices Ln, Westport, CT 06880

  7 Rices Ln, Westport, CT 06880
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  /5

  $6,999,999 New Construction

  • 6 Beds
  • 6.5 Baths
  • 8,400 Sq Ft

  3 Tanglewood Ln, Westport, CT 06880

  Introducing an exceptional new construction home by Redcoat Homes. Spanning over 8,000 square feet, this stunning property is situated on a flat, one-plus acre lot in the desirable Old Hill neighborhood of Westport. The location is private yet conveniently close to I-95 and the Merritt Parkway, just minutes from the beach and town. It also borders Earth Place, one of the top family-friendly

  James Lanzaro Compass Connecticut, LLC

  3 Tanglewood Ln, Westport, CT 06880
• 

  $1,643,000 Sold Feb 28, 2025

  • 3,450 Sq Ft
  • $476/SF
  • 125 Days On Market

  • 5 Beds
  • 3 Baths
  • Built 1912

  56 Wright St, Westport, CT 06880

  Welcome to a truly enchanting opportunity nestled in the coveted Old Hill neighborhood of Westport, CT.Some special features of this 1912 home that help tell its story of a bygone era are the sun drenched loft -like Great Room with it's enormous window offering northern light exposure. It was an artist's studio in the past.This magical space is divided into many living areas & has infinite

  Jillian Klaff Coldwell Banker Realty

  56 Wright St, Westport, CT 06880
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  Est $5,165,839 Not Listed For Sale

  • 6 Beds
  • 7 Baths
  • 8,850 Sq Ft

  64 Woodside Ave, Westport, CT 06880

  64 Woodside Ave, Westport, CT 06880
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  /24

  $1,229,000 Pending

  • 3 Beds
  • 2 Baths
  • 1,861 Sq Ft

  11 Overlook Rd, Westport, CT 06880

  Beautifully situated on a lush half-acre on a private street, this storybook cape is just a mile from Westport's vibrant downtown shops and restaurants and is minutes from its much-loved beaches and coastline. The airy open floor plan features a large Great Room with slate floors, a natural stone fireplace, and lovely views of the private backyard with heated pool. There is a charming living room

  Mary Petro Noonan Coldwell Banker Realty

  11 Overlook Rd, Westport, CT 06880
• 

  $2,925,000 Sold Feb 21, 2025

  • 2,517 Sq Ft
  • $1162/SF
  • 102 Days On Market

  • 2 Beds
  • 2.5 Baths
  • Built 2023

  60 Wilton Rd, Westport, CT 06880

  Welcome to Bankside House in vibrant downtown Westport. Unit never lived in and staged to perfection! This unit is the largest 2Bedroom in building, southwest corner exposure with two outside terraces one plumbled for an outdoor kitchen and engineered hot tub. Saugatuck River views from primary bedroom and dining room. The fantistic open floor plans allows sun light galory. Custom built-ins

  Robert DiDonato William Raveis Real Estate

  60 Wilton Rd, Westport, CT 06880
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  Est $3,676,561 Not Listed For Sale

  • 6 Beds
  • 8 Baths
  • 9,110 Sq Ft

  38 Crawford Rd, Westport, CT 06880

  38 Crawford Rd, Westport, CT 06880
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  /35

  $3,699,000 Pending

  • 4 Beds
  • 4 Baths
  • 3,460 Sq Ft

  60 Wilton Rd Unit 2C, Westport, CT 06880

  Fully completed and ready for occupancy. Unit 2C is the ONLY 4 BEDROOM unit in the building. At 3,460 interior square feet, this unit provides ample storage space, a dedicated laundry room, interior office, two ensuite bedrooms and plenty of privacy. Located on the northeast corner of the building, the new owners will enjoy up river water views from the living areas and ensuite bedrooms. The

  Kim Harizman Compass Connecticut, LLC

  60 Wilton Rd Unit 2C, Westport, CT 06880
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  /24

  $2,925,000 Sold Feb 21, 2025

  • 2,517 Sq Ft
  • $1162/SF
  • 101 Days On Market

  • 2 Beds
  • 3 Baths
  • Built 2023

  60 Wilton Rd Unit 2B, Westport, CT 06880

  AO No more show Jan 30thWelcome to Bankside House in vibrant downtown Westport. Unit never lived in and staged to perfection! This unit is the largest 2Bedroom in building, southwest corner exposure with two outside terraces one plumbled for an outdoor kitchen and engineered hot tub. Saugatuck River views from primary bedroom and dining room. The fantistic open floor plans allows sun

  Robert DiDonato William Raveis Real Estate

  60 Wilton Rd Unit 2B, Westport, CT 06880
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  Est $2,034,000 Not Listed For Sale

  • 4 Beds
  • 4.5 Baths
  • 4,712 Sq Ft

  16 Broadview Rd, Westport, CT 06880

  16 Broadview Rd, Westport, CT 06880
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  $4,525,000 Sold Jan 24, 2025

  • 7,754 Sq Ft
  • $584/SF
  • 27 Days On Market

  • 6 Beds
  • 8 Baths
  • Built 2023

  10 Bolton Ln, Westport, CT 06880

  Experience the epitome of modern luxury in this extraordinary 6-bedroom, 6/2 bath 7700+ sf new construction waterfront home with a pool and a dock. Built by Bear Paw Construction and designed by Don Fairbanks, this stunning light-filled home is finished on 4 levels. With meticulous attention to detail and a sleek, contemporary design, this home sets a new standard for sophistication.

  Susan Lieberman The Riverside Realty Group

  10 Bolton Ln, Westport, CT 06880
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  Est $1,762,229 Not Listed For Sale

  • 4 Beds
  • 5.5 Baths
  • 5,054 Sq Ft

  2 Newtown Turnpike, Westport, CT 06880

  2 Newtown Turnpike, Westport, CT 06880
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  $2,200,000 Sold Jan 22, 2025

  • 4,068 Sq Ft
  • $541/SF
  • 12 Days On Market

  • 5 Beds
  • 4.5 Baths
  • Built 1976

  5 White Woods Ln, Westport, CT 06880

  Nestled on a serene cul-de-sac in the sought-after Old Hill neighborhood, this exquisite 5-bedroom, 4.1-bath home sits on 1.4 acres of beautifully lush, mature landscaping. Ideally located, you're just minutes from town, schools, the train, beaches, Earthplace, and the YMCA, blending convenience with tranquility. Stepping into the heart of this home is a bright, modern kitchen and breakfast

  Beth Saunders Berkshire Hathaway NE Prop.

  5 White Woods Ln, Westport, CT 06880
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  Est $2,210,940 Not Listed For Sale

  • 4 Beds
  • 3.5 Baths
  • 3,998 Sq Ft

  89 Partrick Rd, Westport, CT 06880

  89 Partrick Rd, Westport, CT 06880
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  $2,150,000 Sold Jan 02, 2025

  • 2,950 Sq Ft
  • $729/SF
  • 22 Days On Market

  • 4 Beds
  • 4.5 Baths
  • Built 1965

  6 Hilly Field Ln, Westport, CT 06880

  Welcome to the most charming and delightful home in Old Hill! Beautiful 6 Hilly Field Lane has been lovingly renovated & is waiting for you. Set on a peaceful cul-de-sac that's perfect for any walk, bike or ride. Less than 6 minutes to downtown Westport and the train and Less than 10 minutes to Compo beach- you'll have easy access to everything. The spacious, flat backyard features a stunning

  Kit Tingley Higgins Group Bedford Square

  6 Hilly Field Ln, Westport, CT 06880
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  Est $495,642 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 2,446 Sq Ft

  21 Newtown Turnpike, Westport, CT 06880

  21 Newtown Turnpike, Westport, CT 06880
• 

  $1,125,000 Sold Dec 30, 2024

  • 2,344 Sq Ft
  • $480/SF
  • 12 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 1920

  6 Partrick Ln, Westport, CT 06880

  Bring your curiosity and your imagination because you just don't see homes like this anymore! This is a hidden Old Hill surprise, a vintage country house built by the artist and illustrator, Karl Godwin, in 1920. Loaded with character and incredible potential, it now needs new owners. Unique custom details, including wavy edge cedar lap siding and impressive stonework welcome visitors on a

  Michael Mombello Compass Connecticut, LLC

  6 Partrick Ln, Westport, CT 06880
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  Est $1,683,731 Not Listed For Sale

  • 3 Beds
  • 3 Baths
  • 2,905 Sq Ft

  16 Weathervane Hill, Westport, CT 06880

  16 Weathervane Hill, Westport, CT 06880
• 

  $1,900,000 Sold Dec 19, 2024

  • 3,028 Sq Ft
  • $627/SF
  • 19 Days On Market

  • 4 Beds
  • 3.5 Baths
  • Built 1965

  5 Hilly Field Ln, Westport, CT 06880

  Nestled on a picturesque cul-de-sac, this beautiful move-in-ready colonial sits on a full acre of lush, landscaped grounds, offering the perfect blend of privacy and convenience. Surrounded by greenery yet just minutes from downtown Westport, top-rated schools, and the Metro-North station, this home provides effortless access to all the best the area has to offer. Featuring 4 spacious bedrooms,

  Karen Liss-uomoleale William Raveis Real Estate

  5 Hilly Field Ln, Westport, CT 06880
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  Est $1,962,929 Not Listed For Sale

  • 4 Beds
  • 4 Baths
  • 4,304 Sq Ft

  11 Crawford Rd, Westport, CT 06880

  11 Crawford Rd, Westport, CT 06880
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  $1,780,000 Sold Dec 16, 2024

  • 2,696 Sq Ft
  • $660/SF
  • 50 Days On Market

  • 5 Beds
  • 3 Baths
  • Built 1925

  38 Rices Ln, Westport, CT 06880

  Renovate or build your dream home on this spectacular one-of-a-kind property in coveted Old Hill! Over 400' of direct waterfront on Lee's Pond. This secluded private 2+ acres provides stunning views, a private dock all with endless possibilities.

  Bobbie Poeltl Abagnale William Pitt Sotheby's Int'l

  38 Rices Ln, Westport, CT 06880
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  Est $2,017,360 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 3,067 Sq Ft

  22 Rices Ln, Westport, CT 06880

  22 Rices Ln, Westport, CT 06880
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  $3,800,000 Sold Dec 11, 2024

  • 3,805 Sq Ft
  • $999/SF
  • 14 Days On Market

  • 5 Beds
  • 4.5 Baths
  • Built 1840

  64 Wright St, Westport, CT 06880

  Complete Restoration of The Frederick Morehouse Home, an 1840 Greek Revival included in the National & State Registers of Historic Homes. This 5 Bedroom, 4 Full and 1 Half Bath house has been completely restored and is truly better than new - including every modern convenience, while all of the antique charm has been maintained & enhanced! New roof, all new Marvin windows, entire envelope of

  Joelle Malec William Raveis Real Estate

  64 Wright St, Westport, CT 06880
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  Est $1,547,886 Not Listed For Sale

  • 5 Beds
  • 3.5 Baths
  • 4,222 Sq Ft

  15 Newtown Turnpike, Westport, CT 06880

  15 Newtown Turnpike, Westport, CT 06880
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  $1,590,000 Sold Dec 10, 2024

  • 2,988 Sq Ft
  • $532/SF
  • 22 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 2004

  46 Terra Nova Cir Unit 46, Westport, CT 06880

  Townhouse at Terra Nova, a premier gated condominium community with pool in Westport. Enjoy spacious luxury and outdoor serenity without the upkeep and responsibility of a house. This townhouse is a back unit, private with wooded views and located right across from the pool. . 3 stories, all finished, hardwood floors on 1st floor w/gas fireplace. Great flow for entertaining with formal dining

  Faith Schachne William Raveis Real Estate

  46 Terra Nova Cir Unit 46, Westport, CT 06880
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  Est $2,594,378 Not Listed For Sale

  • 5 Beds
  • 5 Baths
  • 5,132 Sq Ft

  27 Marion Rd, Westport, CT 06880

  27 Marion Rd, Westport, CT 06880
• 

  $2,650,000 Sold Dec 05, 2024

  • 5,009 Sq Ft
  • $529/SF
  • 7 Days On Market

  • 6 Beds
  • 4.5 Baths
  • Built 1963

  38 Pequot Trail, Westport, CT 06880

  Beautifully situated on a rise, this gorgeous Georgian Colonial welcomes family & friends through stone pillars, up the horseshoe drive to the picture perfect entryway. With over 5000 sq ft the 6 bedrooms, spacious living areas, flexible spaces, & a beautifully landscaped 1 acre, 38 Pequot Trail is ready to be enjoyed! On the main level you are greeted by a spacious foyer that leads into the

  Leslie Clarke Compass Connecticut, LLC

  38 Pequot Trail, Westport, CT 06880
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  Est $2,105,500 Not Listed For Sale

  • 4 Beds
  • 3.5 Baths
  • 3,365 Sq Ft

  56 Marion Rd, Westport, CT 06880

  56 Marion Rd, Westport, CT 06880
• 

  $1,625,000 Sold Dec 04, 2024

  • 3,691 Sq Ft
  • $440/SF
  • 16 Days On Market

  • 3 Beds
  • 3 Baths
  • Built 2004

  36 Terra Nova Cir, Westport, CT 06880

  Welcome home to this elegant and exquisite end-unit condo, nestled within one of Westport's most prestigious gated communities. Spanning 3,690 sq. ft. across three levels, the grand foyer introduces an open floor plan that seamlessly flows into the formal Dining Room, Living Room, and a gourmet Kitchen, complete with a sunlit breakfast area. Enjoy morning coffee on the expansive Trex deck,

  Brandy Hall Higgins Group Real Estate

  36 Terra Nova Cir, Westport, CT 06880
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  Est $3,516,026 Not Listed For Sale

  • 5 Beds
  • 8 Baths
  • 6,987 Sq Ft

  78 Old Hill Rd, Westport, CT 06880

  78 Old Hill Rd, Westport, CT 06880
• 

  $4,400,000 Sold Nov 14, 2024

  • 9,514 Sq Ft
  • $462/SF
  • 36 Days On Market

  • 7 Beds
  • 10 Baths
  • Built 2002

  8 Shadbush Ln, Westport, CT 06880

  Prepare to be wowed by this 7-bedroom, 8/2-bath estate nestled on nearly 3 stunning acres with a pool and tennis court in the Old Hill neighborhood of Westport. This remarkable 9,500 +/- sq ft home finished on three floors effortlessly blends serenity with modern luxury providing exceptionally designed spaces inside and out for entertaining and relaxation. Enter through stone pillars to a serene

  Brett Lieberman The Riverside Realty Group

  8 Shadbush Ln, Westport, CT 06880
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  Est $1,666,045 Not Listed For Sale

  • 5 Beds
  • 3.5 Baths
  • 3,492 Sq Ft

  7 Tanglewood Ln, Westport, CT 06880

  7 Tanglewood Ln, Westport, CT 06880
• 

  $3,325,000 Sold Nov 08, 2024

  • 2,437 Sq Ft
  • $1364/SF
  • 46 Days On Market

  • 2 Beds
  • 2.5 Baths
  • Built 2023

  60 Wilton Rd Unit Penthouse 4B, Westport, CT 06880

  Prime penthouse residence in Westport's premier condo building on the shores of the Saugatuck River is ready for occupancy! Located on the southwest corner of Bankside House, unit 4B provides river and downtown Westport views from the primary suite, living spaces and private rooftop terrace. Walk downtown to enjoy all the fabulous shopping and dining with ease, or dazzle your guests by serving an

  Kim Harizman Compass Connecticut, LLC

  60 Wilton Rd Unit Penthouse 4B, Westport, CT 06880
• 

  Est $2,314,413 Not Listed For Sale

  • 5 Beds
  • 4.5 Baths
  • 5,003 Sq Ft

  5 Rose Ln, Westport, CT 06880

  5 Rose Ln, Westport, CT 06880
• 

  $2,725,000 Sold Nov 08, 2024

  • 5,048 Sq Ft
  • $540/SF
  • 15 Days On Market

  • 5 Beds
  • 5.5 Baths
  • Built 1963

  28 Pequot Trail, Westport, CT 06880

  Welcome to the home of your dreams at 28 Pequot Trail! One of the most sought-after streets in all of Westport, walkable to town, minutes from the train and a stone's throw to award-winning restaurants, parks and top-rated schools. This exquisite 5-bedroom, 5 full & 1 half bath home is filled with luxurious finishes & thoughtful updates. Step inside the foyer to be greeted by a stunning living

  Kit Tingley Higgins Group Bedford Square

  28 Pequot Trail, Westport, CT 06880

Showing Results 41 - 80, Page 2 of 18