8

Old Hill Houses for Sale

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  • /40

    $2,995,000 Open Sat 1PM - 3PM

    • 5 Beds
    • 5.5 Baths
    • 5,916 Sq Ft

    20 Old Hill Rd, Westport, CT 06880

    Welcome to this beautifully maintained 1945 stone-front Cape in the heart of Old Hill. Loved by the same family for 22 years, it radiates warmth and character. With 5 bedrooms, 5.5 baths, and two flexible spaces for home offices, it offers comfort and versatility, including a first-floor suite ideal for guests or in-laws. The light-filled kitchen flows into an inviting dining area and cozy sunken

    Michelle Genovesi William Raveis Real Estate

    20 Old Hill Rd, Westport, CT 06880
  • /40

    $2,150,000

    • 5 Beds
    • 4.5 Baths
    • 4,035 Sq Ft

    33 Pequot Trail, Westport, CT 06880

    Welcome to 33 Pequot Trail in Westport, Connecticut. Nestled in the highly desirable Old Hill neighborhood, this timeless Colonial blends classic charm with modern living. Step inside to a bright, welcoming foyer. Clean lines, stunning hardwood floors, and natural light set the tone. The formal living room is elegant yet comfortable-a relaxing space for quiet mornings or entertaining evenings.

    Judy Michaelis Coldwell Banker Realty

    33 Pequot Trail, Westport, CT 06880
  • /40

    $2,750,000 Open Thu 11AM - 1PM

    • 5 Beds
    • 4.5 Baths
    • 4,198 Sq Ft

    5 Ridgewood Ln, Westport, CT 06880

    This modern farmhouse was praised for its remodel, receiving the HOBI Award for Outstanding Spec Home in 2017. Set on a secluded + conveniently located Old Hill cul-de-sac, the home has tremendous curb appeal w/an expansive front porch overlooking the wide front lawn. The interior finishes are remarkable, reclaimed + repurposed, the energy-efficient home uses materials such as antique woods,

    Karen Scott Compass Connecticut, LLC

    5 Ridgewood Ln, Westport, CT 06880
  • /40

    $2,575,000

    • 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
  • /11

    $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
$2,595,500
Median Single Family Sale Price
$2,600,000
Median Townhouse Sale Price
$775,000
Median 2 Bedroom Sale Price
$3,325,000
Average Price Per Sq Ft
$692
Number of Homes for Sale
9
Last 12 months Home Sales
48
Months of Supply
2.30
Median List Price
$2,299,000
Median Change From 1st List Price
0%
Median Home Sale Price YoY Change
12%
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