11

Old Hill Homes for Sale

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

    $2,995,000

    • 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
  • 60 Sylvan Rd N, Westport, CT 06880
    60 Sylvan Rd N, Westport, CT 06880
    60 Sylvan Rd N, Westport, CT 06880
    /40

    $2,199,000 Open Sat 1PM - 3PM

    • 4 Beds
    • 3.5 Baths
    • 3,430 Sq Ft

    60 Sylvan Rd N, Westport, CT 06880

    Set way back from the road, 60 Sylvan Road- an exceptional residence in Westport, Connecticut, where luxury and lifestyle come together on an expansive private property. Step inside this stunning home, where curated design meets timeless comfort. At the heart of the home is a chef's kitchen, custom cabinetry, and a large center island. This kitchen is a culinary centerpiece. Adjacent to the

    Judy Michaelis Coldwell Banker Realty

    60 Sylvan Rd N, Westport, CT 06880
  • 3 Bolton Ln, Westport, CT 06880
    3 Bolton Ln, Westport, CT 06880
    3 Bolton Ln, Westport, CT 06880
    /31

    $3,799,000 Open Sun 1PM - 3PM

    • 6 Beds
    • 6.5 Baths
    • 7,899 Sq Ft

    3 Bolton Ln, Westport, CT 06880

    This beautiful home with undeniable curb appeal crafted by Andy Frank, sits on a flat, centrally located acre in the heart of Westport. Designed with light-filled spaces and an open, eat in kitchen, the home is finished across 4 levels, offering versatile living for today's lifestyle. Enjoy 6 bedrooms, sun drenched interiors, private home office, and a walk-out lower level perfect for recreation

    Jen Kass Higgins Group Bedford Square

    3 Bolton Ln, Westport, CT 06880
  • 52 Hills Ln, Westport, CT 06880
    52 Hills Ln, Westport, CT 06880
    52 Hills Ln, Westport, CT 06880
    /36

    $600,000 Open Sat 1PM - 3PM

    • 3 Beds
    • 2 Baths
    • 1,386 Sq Ft

    52 Hills Ln, Westport, CT 06880

    A fully renovated ranch-style condo in the tranquil Birchwood complex. This second floor 3-bedroom, 2-bath residence offers nearly 1,400 square feet of bright, modern living with brand new hardwood floors, a sleek kitchen with high-end appliances, and spa-like bathrooms. The private deck overlooks landscaped grounds, while the complex offers an in-ground pool and clubhouse for residents.

    Alexander Walton RE/MAX Heritage

    52 Hills Ln, Westport, CT 06880
  • 5 Ridgewood Ln, Westport, CT 06880
    5 Ridgewood Ln, Westport, CT 06880
    5 Ridgewood Ln, Westport, CT 06880
    /40

    $2,600,000 Open Sat 12PM - 2PM

    • 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
  • 13 Hills Ln, Westport, CT 06880
    13 Hills Ln, Westport, CT 06880
    13 Hills Ln, Westport, CT 06880
    /27

    $499,999

    • 2 Beds
    • 2 Baths
    • 1,182 Sq Ft

    13 Hills Ln, Westport, CT 06880

    Spacious open floor plan with hardwood floors. Light and bright overlooking beautifully landscaped grounds. Large open living/dinning area, eat-in kitchen. Two oversized bedrooms with lots of closet space. Two fully renovated baths. New appliances, first floor location. A private deck for summer entertaining, fireplace for cold winter nights. Secluded quiet location. Two additional on site

    Georgia Kornutik Coldwell Banker Realty

    13 Hills Ln, Westport, CT 06880
  • 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 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
  • 82 Partrick Rd, Westport, CT 06880
    82 Partrick Rd, Westport, CT 06880
    82 Partrick Rd, 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
  • 20 Crawford Rd, Westport, CT 06880
    20 Crawford Rd, Westport, CT 06880
    20 Crawford 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
  • 10 Twin Falls Ln, Westport, CT 06880
    10 Twin Falls Ln, Westport, CT 06880
    10 Twin Falls Ln, 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
  • 3 Tanglewood Ln, Westport, CT 06880
    3 Tanglewood Ln, Westport, CT 06880
    3 Tanglewood Ln, Westport, CT 06880
    /9

    $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
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 2, 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 2 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 $2,362,000. If you put a 20% down payment of $472,400 and had a 30-year fixed mortgage with an interest rate of 6.35%, your estimated principal and interest payment would be $11,760 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $504K a year to afford the median home price in Old Hill. 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, 06897, 06883 and 06855.
What are the most popular neighborhoods near Old Hill, Westport, CT?
The most popular neighborhoods near Old Hill, Westport, CT are Wolfpit, Westport Village, Cranbury, Saugatuck and Coleytown.
Are home prices dropping in Old Hill?
Yes, home prices in Old Hill are down 5% in the last 12 months.

Home Trends in Old Hill, CT

On average, homes in Old Hill, Westport sell after 59 days on the market compared to the national average of 52 days. The median sale price for homes in Old Hill, Westport over the last 12 months is $2,595,500, up 11% from the median home sale price over the previous 12 months.

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
$3,125,000
Average Price Per Sq Ft
$652
Number of Homes for Sale
11
Last 12 months Home Sales
44
Months of Supply
3.00
Median List Price
$2,362,000
Median Change From 1st List Price
0%
Median Home Sale Price YoY Change
11%
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