1,188

Old Hill Homes

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  • /27

    $3,182,500 Sold Nov 06, 2024

    • 5,147 Sq Ft
    • $618/SF
    • 62 Days On Market
    • 6 Beds
    • 7 Baths
    • Built 1939

    6 Newtown Turnpike, Westport, CT 06880

    Magnificent Westport, CT estate, recently renovated to perfection, boasts 6 bedrooms, 6.5 bathrooms, and 5,147 sqft of living space in the main house along with a charming 2-bedroom, 1.5 bathroom guest cottage, all found on a sprawling 2.53 acre lot. Approach the property via a private driveway, flanked by stone walls and lush gardens, leading to a stunning residence surrounded by mature trees, a

    Kelly Feda Coldwell Banker Realty

    6 Newtown Turnpike, Westport, CT 06880
  • 6 Side Hill Rd, Westport, CT 06880

    $2,600,000 Sold Oct 31, 2024

    • 5,086 Sq Ft
    • $511/SF
    • 47 Days On Market
    • 5 Beds
    • 3.5 Baths
    • Built 1997

    6 Side Hill Rd, Westport, CT 06880

    Introducing 6 Side Hill Road, a stunning 5 bedroom colonial offering the perfect balance of traditional grandeur and modern casual living. Situated on a quiet cul-de-sac, located in the highly desirable 'Old Hill' neighborhood of Westport, within walking distance to the town center, elementary school, Earthplace nature center - & only minutes to the train station. The 9' main level rooms pivot

    Jessica Brookbanks Coldwell Banker Realty

    6 Side Hill Rd, Westport, CT 06880
  • 50 Marion Rd, Westport, CT 06880

    $3,000,000 Sold Oct 31, 2024

    • 5,448 Sq Ft
    • $551/SF
    • 152 Days On Market
    • 6 Beds
    • 5.5 Baths
    • Built 1963

    50 Marion Rd, Westport, CT 06880

    Beautifully updated Colonial on a flat, private acre with a gorgeous, salt water, heated, gunite pool, situated in the heart of Old Hill. Absolutely stunning open kitchen with a large center island, featuring Calcutta Gold marble, Sub-zero and Wolf appliances, soaring ceilings and an open floor plan, perfect for entertaining. Six (6) generously sized bedrooms, 5 1/2 baths, a spa like primary

    Gina Hackett Compass Connecticut, LLC

    50 Marion Rd, Westport, CT 06880
  • 19 Pequot Trail, Westport, CT 06880

    $3,700,000 Sold Oct 22, 2024

    • 8,566 Sq Ft
    • $432/SF
    • 12 Days On Market
    • 6 Beds
    • 9 Baths
    • Built 1964

    19 Pequot Trail, Westport, CT 06880

    Indulge in the epitome of luxury living at 19 Pequot Trail. This stunning, move-in-ready, Colonial boasts over 8000 square feet and is exquisitely finished on 4 levels with 6 en-suite bedrooms and 3 half baths. The primary bedroom suite features a spa-like bathroom and a luxury walk-in closet. The finished walk-up attic includes a full gym area, while the lower level features a sophisticated wine

    Gina Hackett Compass Connecticut, LLC

    19 Pequot Trail, Westport, CT 06880
  • 219B Wilton Rd, Westport, CT 06880

    $1,250,000 Sold Oct 01, 2024

    • 2,735 Sq Ft
    • $457/SF
    • 112 Days On Market
    • 4 Beds
    • 3 Baths
    • Built 1976

    219B Wilton Rd, Westport, CT 06880

    Set back on a spectacular, park-like 1.03 +/- acre property in a private oasis of tranquility, this modern home is ready to impress you. Quiet and scenic, the surroundings are a spectacular backdrop for this well-maintained home which combines contemporary flair with a flexible layout for easy living. The principal rooms are characterized by vaulted ceilings & an abundance of natural light,

    Barbara Bross Coldwell Banker Realty

    219B Wilton Rd, Westport, CT 06880
  • 60 Wilton Rd Unit Penthouse 4A, Westport, CT 06880

    $4,200,000 Sold Sep 13, 2024

    • 2,437 Sq Ft
    • $1723/SF
    • 443 Days On Market
    • 2 Beds
    • 2.5 Baths
    • Built 2023

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

    Fully completed and ready for occupancy! Unit 4A, located on the southeast corner of the building, provides direct river and downtown Westport views and tremendous natural light from all 4 exposures. The private rooftop terrace, accessed by a stunning retractable skylight, offers sweeping views of Westport in every direction. Two ensuite bedrooms + den/office provide personal space, while the

    Kim Harizman Compass Connecticut, LLC

    60 Wilton Rd Unit Penthouse 4A, Westport, CT 06880
  • 8 Newtown Turnpike, Westport, CT 06880

    $1,100,000 Sold Sep 09, 2024

    • 1,750 Sq Ft
    • $629/SF
    • 42 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1830

    8 Newtown Turnpike, Westport, CT 06880

    Nestled in the sought-after neighborhood of Old Hill in Westport on .75 acre, this Belgium block aproned property 3-bedroom, 2 baths property situated on a flat lot with mature trees pushed back from the road offers both privacy and convenience. The 2-car detached garage and barn provide flexibility and a very special option for the buyer with the vision to make this property your own. The former

    Julie Richards Brown Harris Stevens

    8 Newtown Turnpike, Westport, CT 06880
  • 76 Terra Nova Cir, Westport, CT 06880

    $1,600,000 Sold Sep 09, 2024

    • 2,358 Sq Ft
    • $679/SF
    • 36 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 2004

    76 Terra Nova Cir, Westport, CT 06880

    Spectacular end-unit Townhouse at Terra Nova, a premier gated condominium community with pool in Westport. This 3-bedroom home feels like a private residence, set back in a quiet corner of the complex and with expansive rear and side yards. Enjoy spacious luxury and outdoor serenity without the upkeep and responsibility of a house. This sought-after floor plan has a welcoming front porch, leading

    Alex Chingas Coldwell Banker Realty

    76 Terra Nova Cir, Westport, CT 06880
  • 6 Edge Hill Trail, Westport, CT 06880

    $1,085,000 Sold Aug 29, 2024

    • 2,368 Sq Ft
    • $458/SF
    • 63 Days On Market
    • 4 Beds
    • 3 Baths
    • Built 1964

    6 Edge Hill Trail, Westport, CT 06880

    WALK TO TOWN from this private, tucked away Old Hill location. Secluded yet near the heart of Westport with River & City seasonal views and stunning sunsets. Great opportunity to move in this summer, renovate or build new. Well maintained 4BR/3BA oversized Cape Cod style home with 1st floor Primary Bedroom/Bath, Family room/fp, LR, Kitchen/Dining area, lower level playroom, gym, or office area.

    Nancy Hatfield Coldwell Banker Realty

    6 Edge Hill Trail, Westport, CT 06880
  • 2 Broadview Rd, Westport, CT 06880

    $4,700,000 Sold Aug 26, 2024

    • 13,203 Sq Ft
    • $356/SF
    • 295 Days On Market
    • 6 Beds
    • 8.5 Baths
    • Built 2005

    2 Broadview Rd, Westport, CT 06880

    60-mins from NYC! Set amid acres of matured specimen plantings, this New England shingle style home is a classically inspired masterpiece. With 6 bedrooms & 9 bathrooms as well as a paneled library, staff quarters, movie screening & recreation rooms, the home displays a blend of classic design & the finest craftsmanship. Fine materials & finishes distinguish the home, further refined by vaulted

    Todd David Miller William Raveis Real Estate

    2 Broadview Rd, Westport, CT 06880
  • 78 Sylvan Rd N, Westport, CT 06880

    $4,080,000 Sold Aug 22, 2024

    • 7,987 Sq Ft
    • $511/SF
    • 49 Days On Market
    • 5 Beds
    • 8 Baths
    • Built 2024

    78 Sylvan Rd N, Westport, CT 06880

    Step into luxury with this remarkable modern colonial, featuring 5-bedrooms, 6-full bathrooms, and 2 half baths. Meticulously designed and crafted to perfection by Epoch Homes, this home sits in close proximity to major commuting lines as well as downtown Westport. European windows flood the home with natural light. The gourmet kitchen boasts custom cabinetry, high-end appliances, and sleek

    Kasia Babinski William Raveis Real Estate

    78 Sylvan Rd N, Westport, CT 06880
  • 33 Grassy Plains Rd, Westport, CT 06880

    $2,100,000 Sold Aug 21, 2024

    • 4,371 Sq Ft
    • $480/SF
    • 104 Days On Market
    • 4 Beds
    • 4.5 Baths
    • Built 2014

    33 Grassy Plains Rd, Westport, CT 06880

    Explore this custom Nantucket-style home nestled in the private Reserve at Poplar Plains community. Absolutely gorgeous home brimming with sophistication, set at the end of a cul-de-sac of similarly impressive homes, this home boasts gorgeous views of the 33-acre conservation, with easy accessibility to the Merritt, I-95, downtown, train or the Compo beach. The open floor-plan with 9 feet

    Anshu Chawla Brown Harris Stevens

    33 Grassy Plains Rd, Westport, CT 06880
  • 14 Pequot Trail, Westport, CT 06880

    $3,501,000 Sold Aug 19, 2024

    • 4,421 Sq Ft
    • $792/SF
    • 17 Days On Market
    • 4 Beds
    • 3.5 Baths
    • Built 1962

    14 Pequot Trail, Westport, CT 06880

    Widely regarded as having the best view on Nash Pond, 14 Pequot Trail will charm you with modern elegance inside and magazine-worthy spaces outside. This immaculate, extensively renovated home on a beautifully manicured acre offers 4,400 sq ft +/- of comfort and style, optimized to fully enjoy the tranquil backyard waterfront. Masterful design with custom millwork encompasses 3-4 bedrooms,

    Jenny Bentley The Riverside Realty Group

    14 Pequot Trail, Westport, CT 06880
  • 7 Indian Point Ln, Westport, CT 06880

    $2,205,000 Sold Aug 15, 2024

    • 3,498 Sq Ft
    • $630/SF
    • 10 Days On Market
    • 5 Beds
    • 4.5 Baths
    • Built 1948

    7 Indian Point Ln, Westport, CT 06880

    Welcome to this exquisite Mid-Century Modern home, nestled on a private acre in the highly sought-after Old Hill neighborhood. This serene retreat is situated down a quiet drive off of a cul-de-sac, offering the perfect blend of privacy and convenience, walkable to many amenities, and minutes to town, train and schools. The gracious foyer leads to an open floorplan with sitting area, large

    Jen Kass Higgins Group Bedford Square

    7 Indian Point Ln, Westport, CT 06880
  • 6 Stonybrook Rd, Westport, CT 06880

    $4,628,834 Sold Aug 01, 2024

    • 8,957 Sq Ft
    • $517/SF
    • 93 Days On Market
    • 6 Beds
    • 8 Baths
    • Built 2011

    6 Stonybrook Rd, Westport, CT 06880

    Nestled in the heart of Old Hill, this magnificent residence seamlessly blends storied history with modern elegance. Designed to incorporate the original 1769 barn that once graced the property this 6-bedroom home, completed in 2012, features a professional-grade indoor squash court with a soaring 22' ceiling and glass encasement. The private sports sanctuary, complete with a basketball net,

    Meredith Kamo Compass Connecticut, LLC

    6 Stonybrook Rd, Westport, CT 06880
  • 95 Partrick Rd, Westport, CT 06880

    $1,575,000 Sold Jul 18, 2024

    • 2,058 Sq Ft
    • $765/SF
    • 10 Days On Market
    • 2 Beds
    • 3 Baths
    • Built 1933

    95 Partrick Rd, Westport, CT 06880

    Nestled on a sprawling 1.3-acre lot, this charming, sun filled 2/3 bedroom, 3 bathroom, 2,058 sq ft home is complemented by high ceilings with exposed beams, open floor plan, and generously sized rooms creating a spacious and inviting atmosphere. The storybook gardens and renovated in-ground pool, set the stage for a serene outdoor living experience making it perfect for entertaining. The gazebo,

    Brett Lieberman The Riverside Realty Group

    95 Partrick Rd, Westport, CT 06880
  • 9 Ludlow Rd Unit A, Westport, CT 06880

    $775,000 Sold Apr 15, 2025

    • 1,150 Sq Ft
    • $674/SF
    • 48 Days On Market
    • 2 Beds
    • 2.5 Baths
    • Built 1988

    9 Ludlow Rd Unit A, Westport, CT 06880

    Wonderful Old Hill Location, walk to elementary school, down town for concerts at the Levitt, The Library, shopping, restaurants and walking trails along riverfront. 2 BR, 2.5 BA condo is a desirable end unit. Living Room has 9' vaulted ceiling and fireplace, with glass door opening to a private patio and small yard, perfect for outdoor entertaining and gardening.The kitchen and dining room are

    Jillian Klaff Coldwell Banker Realty

    9 Ludlow Rd Unit A, Westport, CT 06880
  • 50 Sylvan Rd N, Westport, CT 06880

    $3,750,000 Sold Dec 09, 2024

    • 10,959 Sq Ft
    • $342/SF
    • 482 Days On Market
    • 9 Beds
    • 8.5 Baths
    • Built 1920

    50 Sylvan Rd N, Westport, CT 06880

    Dramatic & inspiring, this 1920's stone & brick Family Compound in Westport's Premier Old Hill Estate Area neighborhood achieves the perfect balance of old world charm, intimacy, and opulence with distinctive custom millwork and modern expensive upgrades throughout. Tucked behind tall privacy stonewalls and iron gates on a beautifully manicured and professionally landscaped 3 acres w/heated

    Jaclyn Picarillo Higgins Group Bedford Square

    50 Sylvan Rd N, Westport, CT 06880
  • 6 Shadbush Ln, Westport, CT 06880

    $1,700,000 Sold Aug 29, 2024

    • 4,123 Sq Ft
    • $412/SF
    • 0 Days On Market
    • 5 Beds
    • 4.5 Baths
    • Built 1965

    6 Shadbush Ln, Westport, CT 06880

    Welcome to this 5/6 bedroom, 4 full/1 half bath home set on a serene parklike property with heated gunite pool and spa. Located in the Old Hill section of Westport, this home provides ample room to spread out with generously sized rooms offering multiple options for work, play, entertaining, and relaxation. Freshly painted with new hardwood floors on the second level and new flooring in the lower

    Brett Lieberman The Riverside Realty Group

    6 Shadbush Ln, Westport, CT 06880
    • /68

      Est $1,935,000 Not Listed For Sale

      • 6 Beds
      • 4 Baths
      • 3,914 Sq Ft

      6 Bolton Ln, Westport, CT 06880

      6 Bolton Ln, Westport, CT 06880
  • 3 Old Hill Farms Rd, Westport, CT 06880

    $3,275,000 Sold Aug 07, 2024

    • 8,008 Sq Ft
    • $409/SF
    • 79 Days On Market
    • 5 Beds
    • 8 Baths
    • Built 2001

    3 Old Hill Farms Rd, Westport, CT 06880

    Premiere Old Hill Location! Much loved and well-maintained home offering large rooms and 5 ensuite bedrooms, private flat yard with beautiful patio, pergola with retractable awning, gunite heated pool and pool cabana. Many updates throughout including brand new furnace and hot water heater, gourmet appliances, and 2018 cedar roof.

    Deirdre Andreoli Compass Connecticut, LLC

    3 Old Hill Farms Rd, Westport, CT 06880

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