Recently Listed Open House 4/25 12pm - 2pm
39 Kings Highway North
Westport, CT, 06880 $ 1,199,000
Bedrooms3 Baths2.0 Sq 1,752 Monthly Estimate*
$ 7,382
for $1,199,000 with 3 bedrooms and 2 full baths. This 1,752 square foot home was built in 1956 on a lot size of 0.26.
Classic Old Hill Charm Where Character Meets Convenience Incredible location in the heart of Old Hill, with the ability to walk to downtown Westport shopping & dining, Kings Highway Elementary School, & Earthplace. This warm & inviting 3 BD, 2 BTH historic home is filled with classic details & thoughtful updates throughout. The expansive living room features a beautiful fieldstone fireplace and a cozy bay-window reading nook, while the spacious dining room sits adjacent to a bright kitchen with updated appliances, including a Viking range. A flexible first-floor bedroom, perfect as a guest room, office, or den, along with a renovated full bath, completes the main level. Upstairs, the large primary bedroom offers wonderful natural light, an updated hall bath, and generous closet space (with potential for a laundry area). Two additional bedrooms provide versatility for guests, family, or workspace needs. The dry, level lot includes a deck off the kitchen & a rear patio, ideal for outdoor dining &relaxation. With potential to add a garage or expand the living space, this home combines timeless charm, opportunity, & one of Westport's most desirable locations. The property boasts the convenience of gas, city water, & sewer. Situated in a fantastic location, it's just a few minutes from the train station, making commuting a breeze. Exciting plans for remodeling, crafted by a local architect known for their work on historical homes, are included to inspire your vision. There are three bedrooms upstairs and one on the main level which coiuld also serve as a bedroom or family room or large office. Two of three upstairs bedrooms are tandem but could be separated, if needed. The office on the second floor adjoins a full bath and could also become a laundry room or another bathroom.
See more
Open House
4/25/2026 12:00 PM - 2:00 PM
39 Kings Highway North Westport, CT
* Some states or local ordinances may prohibit Open Houses at this time, please confirm with your Weichert agent or local rep to confirm
FeaturesGeneralZoning AA
Neighborhood Old Hill
County Fairfield
Tax Year July 2025-June 2026
Property Type Single Family For Sale
Status Active
Acres 0.26
Directions Post Road to Kings Highway North; or Old Hill Road to Kings Highway North. Or Wilton Road to Kings Highway North.
High School Staples
City Westport
Elementary School Kings Highway
Sq Ft Total 1752
DOM 1
Year Built 1956
Exclusions See form
Style Colonial
Year Built Source Public Records
Subdivision Walk to town
See more
InteriorCooling System None
Total Rooms 7
Basement Description Full Unfinished
See more
ExteriorWater Source Public Water Connected
Lot Description Dry Professionally Landscaped Historic District
See more
* Excluded FeaturesList ByVeronica MonahanListing Agent
Compass Connecticut, LlcBroker
VeronicaBarryMonahan@gmail.comEmail
Affordability Calculator
- Monthly Principal & Interest
- $7,382
- Monthly Property Taxes
- $729
- Monthly Home Insurance
- --
Default based on a 30-year fixed rate of 6.25% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.
Learn more about how to save NearbySingle family listings in Westport, CT
Average List Price $4,048,067
Percent of Sale Price 238%
About Westport, CT 26,742 Population
4% Since 2002
$ 169,979 Median Income
48.33 Median Age
40% Households with Children
Trends Information provided by ATTOM Data Solutions.
0 Elementary School
1967866 Middle School
Staples High School High School
Pricing History| Date | Price | Price Change | Description |
|---|
| 4/22/2026 | $1,199,000 | | Listed Price |