53 Hilltop Drive
Fairfield, CT, 06890 $ 699,999
Bedrooms3 Baths2.0 Sq 1,382 Monthly Estimate*
$ 4,367
for $699,999 with 3 bedrooms and 2 full baths. This 1,382 square foot home was built in 1949 on a lot size of 0.26.
Step into 53 Hilltop Drive - your entrance into the Southport community. This lovingly maintained 1949 Cape Cod brimming with charm, natural light, and classic New England character. This inviting home offers 3 bedrooms, 2 full bathrooms, and 1,382 sq. ft. of comfortable living, with timeless hardwood floors, a partially finished basement, and an attached garage. Flooded with sunlight, the living and kitchen spaces feel warm and open, while the bedrooms provide peaceful retreats. Updates include a new microwave, new Bosch dishwasher and new furnace. Outside, the 0.26-acre lot offers a serene, tree-lined setting - perfect for morning coffee, summer evenings, or enjoying your private outdoor oasis. Recent updates, including a newer roof with a transferrable 30-year warranty, ensure peace of mind for years to come. Located on a quiet cul-de-sac in the heart of Southport, this home is just steps from the charming village center, boutique shops, art galleries, and gourmet dining. Take a leisurely walk to the train station for easy commuting, or explore scenic Southport Harbor and nearby beaches. With top-rated schools and a vibrant, friendly community, this location blends small-town tranquility with coastal convenience. Whether you're drawn by historic charm, sunny interiors, or a walkable coastal lifestyle, 53 Hilltop Drive is ready to welcome its next owner.
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FeaturesGeneralZoning AA
Neighborhood Southport
County Fairfield
Tax Year July 2025-June 2026
Property Type Single Family For Sale
Status Active
Acres 0.26
Directions Bronson to Rockview to Hilltop.
High School Fairfield Ludlowe
City Fairfield
Elementary School Mill Hill
Sq Ft Total 1382
DOM 36
Year Built 1949
Style Cape Cod
Year Built Source Public Records
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InteriorCooling System None
Total Rooms 6
Basement Description Full Unfinished
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ExteriorWater Source Public Water Connected
Lot Description Sloping Lot On Cul-De-Sac
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* Excluded FeaturesList ByKaitlin FulcoListing Agent
Coldwell Banker RealtyBroker
kstopa5188@gmail.comEmail
Affordability Calculator
- Monthly Principal & Interest
- $4,367
- Monthly Property Taxes
- $797
- Monthly Home Insurance
- --
Default based on a 30-year fixed rate of 6.375% 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 Fairfield, CT
Average List Price $2,115,678
Percent of Sale Price 202%
About Fairfield, CT 60,257 Population
5% Since 2002
$ 123,531 Median Income
41.47 Median Age
37% Households with Children
Trends Information provided by ATTOM Data Solutions.
3042477 Elementary School
3042806 Middle School
Fairfield Ludlowe High School High School
Pricing History| Date | Price | Price Change | Description |
|---|
| 11/14/2025 | $699,999 | | Listed Price |