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Old Hill Homes for Sale

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  • 4 the Fenway, Westport, CT 06880
    4 the Fenway, Westport, CT 06880
    4 the Fenway, 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 renowned Old Hill. Set on 2.22 bucolic acres w/a heated Gunite pool & picturesque pond, this expansive 5-6 bedroom,4.5 bath farmhouse blends classic charm w/thoughtful recent enhancements that delivers a renewed sense of style & energy to the home. A renovated kitchen remains the heart of the home, featuring a generous center island & a stunning, glass-walled

    Mary Kate Klemish-Boehm Brown Harris Stevens

    4 the Fenway, Westport, CT 06880
  • 50 Sylvan Rd N, Westport, CT 06880
    50 Sylvan Rd N, Westport, CT 06880
    50 Sylvan Rd N, Westport, CT 06880
    /16

    $1,475,000

    • Land
    • 1.05 Acres
    • $1,404,762 per Acre

    50 Sylvan Rd N, Westport, CT 06880

    DREAM YOUR TOMORROW This 1.05 acre of dry, level land that is available for sale, is beautifully sited in the middle of Westport's Old Hill and awaits your imagination. Enter through the original gates of the 1928 Arthur Whiteside Estate at 50 Sylvan North --- the park-like entry to the 25-acre estate built for Whiteside, who founded and headed the commercial credit rating firm of Dun &

    Martha Eidman Coldwell Banker Realty

    50 Sylvan Rd N, Westport, CT 06880
  • 234 Wilton Rd, Westport, CT 06880
    234 Wilton Rd, Westport, CT 06880
    234 Wilton Rd, Westport, CT 06880
    /40

    $2,150,000 Coming Soon

    • 4 Beds
    • 3.5 Baths
    • 3,023 Sq Ft

    234 Wilton Rd, Westport, CT 06880

    Wilton Road places you minutes from town and the shoreline. At 234, convenience and privacy coexist. A turn onto a side lane and a set-back approach behind mature trees create a setting that feels distinctly separate from the street. Originally built in 1884, the home has been fully renovated and thoughtfully expanded. A 2024 addition reshaped the main level, enlarging the kitchen and introducing

    Cindy Raney Coldwell Banker Realty

    234 Wilton Rd, Westport, CT 06880
Connecticut Fairfield County Westport Old Hill

Real Estate & Homes for Sale in Old Hill, Westport

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.
Learn more about living in Old Hill

Frequently Asked Questions

Is Old Hill a good place to live?
Old Hill is a good place to live. Old Hill is considered very car-dependent and somewhat bikeable. Old Hill is a suburban neighborhood with a crime score of 1, making it safer than the average neighborhood in the U.S. Old Hill has 6 parks for recreational activities. It is sparse in population with 1.5 people per acre and a median age of 46. The average household income is $250,870 which is above the national average. College graduates make up 84.6% of residents. A majority of residents in Old Hill are home owners, with 13.1% of residents renting and 86.9% of residents owning their home. A local real estate agent serving Old Hill can help you decide if this neighborhood is the right one for you. Learn more on our Old Hill neighborhood guide.
Is Old Hill, CT a safe neighborhood?
Old Hill, CT is safer than the average neighborhood in the United States. It received a crime score of 1 out of 10.
How much do you need to make to afford a house in Old Hill?
The median home price in Old Hill is $2,150,000. If you put a 20% down payment of $430,000 and had a 30-year fixed mortgage with an interest rate of 6%, your estimated principal and interest payment would be $10,310 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $442K a year to afford the median home price in Old Hill. Learn how much home you can afford with our Home Affordability Calculator. The average household income in Old Hill is $251K.
What are the best public schools in Old Hill?
The best public schools that serve Old Hill are:
What are the best private schools in Old Hill?
The best private schools that serve Old Hill are:
What are the most popular zip codes in Old Hill, Westport, CT?
The most popular zip codes in Old Hill, Westport, CT include 06880, 06851, 06883, 06897 and 06850.
What are the most popular neighborhoods near Old Hill, Westport, CT?
The most popular neighborhoods near Old Hill, Westport, CT are Westport Village, Saugatuck, Cranbury, Wolfpit and Staples.
Are home prices dropping in Old Hill?
Yes, home prices in Old Hill are down 22% in the last 12 months.

Home Trends in Old Hill, CT

On average, homes in Old Hill, Westport sell after 52 days on the market compared to the national average of 54 days. The median sale price for homes in Old Hill, Westport over the last 12 months is $1,850,000, down 31% from the median home sale price over the previous 12 months.

Housing Trends

Median Sale Price
$1,850,000
Median Single Family Sale Price
$2,257,500
Median Townhouse Sale Price
$612,750
Average Price Per Sq Ft
$606
Number of Homes for Sale
2
Last 12 months Home Sales
39
Months of Supply
0.60
Median List Price
$2,150,000
Median Change From 1st List Price
0%
Median Home Sale Price YoY Change
-31%
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