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Old Hill Houses for Sale

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  • /36

    $2,647,000

    • 4 Beds
    • 4.5 Baths
    • 3,935 Sq Ft

    11 Old Hill Rd, Westport, CT 06880

    Nestled in the heart of Westport's coveted Old Hill neighborhood, this home offers the charm of an English cottage and a thoughtful design that blends classic character with the modern desire for open, connected living. Encompassing nearly 4,000 square feet, it features four ensuite bedrooms, walk-in closets, and a curated layout that combines timeless architectural details with contemporary

    Agent Photo

    Susan Lieberman

    The Riverside Realty Group

    (203) 858-9411

    11 Old Hill Rd, Westport, CT 06880
  • /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
  • /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
  • /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
  • /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
  • /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
  • /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
  • /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

Why Live in Old Hill

Old Hill in Westport is an upscale suburb located west of the Saugatuck River, known for its larger lots and proximity to downtown. The neighborhood features a variety of home styles, including Colonial-inspired mansions, New England estates, and modern and rustic farmhouses, often set back from the road under mature trees. Many homes boast four or more bedrooms, private pools, and large garages. Trendy condo units at Bankside House offer modern industrial designs with floor-to-ceiling windows and views of the Saugatuck River. The Westport School District, which serves Old Hill, is highly rated, with King’s Highway Elementary School, Coleytown Middle School, and Staples High School all receiving top marks. Residents can enjoy a range of activities and amenities, including art galleries, boutiques, and locally-owned restaurants in downtown Westport. Community events at the Levitt Pavilion and Compo Beach foster a sense of togetherness. The Westport Library offers a coffee shop and hosts various events, while the Westport Weston Family YMCA provides family-friendly activities. Partrick Wetlands offers walking trails and views of native plants, though some homes may experience wetter seasons due to the marshy landscape. Old Hill is conveniently located less than 3 miles from downtown Westport, with Norwalk about 4 miles south. Essential shopping can be done at Trader Joe’s, Organic Market, and Westport Hardware on Post Road. Dining options include Outpost Pizza and Mexicue, known for its barbecue menu and lively atmosphere. Annual events such as the Levitt Pavilion’s festival season and the Westport Fine Arts Festival provide entertainment and cultural enrichment for residents.

Home Trends in Old Hill, CT

Housing Trends

Median Sale Price
$448,870
Median Single Family Sale Price
$449,990
Median Townhouse Sale Price
$354,755
Average Price Per Sq Ft
$234
Number of Homes for Sale
6
Last 12 months Home Sales
27
Months of Supply
2.70
Median List Price
$474,990
Median Change From 1st List Price
2%
Median Home Sale Price YoY Change
0%
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