This is a carousel with tiles that activate property listing cards. Use the previous and next buttons to navigate.
1/1
$685,000
This is a carousel with tiles that activate property listing cards. Use the previous and next buttons to navigate.
1/1
Property Description
Welcome to this charming Cape Cod-style home, offering an inviting entry into the quaint, historic village of Southport. Recently refreshed with a full interior repaint in a crisp, clean white palette, the home feels bright, open, and thoughtfully updated, with sparsely furnished spaces that highlight the light, flow, and flexibility. Recent improvements include a brand-new furnace, a new above-the-range microwave, and a Bosch dishwasher, while the roof carries a transferable warranty for added peace of mind. The home opens to a deck overlooking a naturally sloped backyard, creating a comfortable outdoor space for relaxing or entertaining without the burden of heavy yard maintenance. Set within an excellent school district, this property also offers exceptional walkability, just minutes to the harbor, train station, and charming village shops. A move-in-ready opportunity to enjoy classic New England charm, fresh updates, and one of Fairfield County's most desirable coastal communities.
Full Property Details
Full Property Details for 53 Hilltop Dr
General
- Sold For: $685,000
- Taxes: (July 2025-June 2026)
- Status: Closed
- Type: Single Family
- Source: SMARTMLS
- MLS ID: 24130595
- Added to Site: 181 day(s) ago
Interior
- Number of Rooms: 6
- Appliances: Cook Top, Microwave, Refrigerator, Freezer, Dishwasher, Washer, Dryer
Rooms
Bathrooms
- Total Bathrooms: 2
- Full Bathrooms: 2
Bedrooms
- Total Bedrooms: 3
- Primary Bedroom: Primary Bedroom - Hardwood Floor, Main
- Bedroom 1: Bedroom - Wall/Wall Carpet, Upper
- Bedroom 2: Bedroom - Vinyl Floor, Upper
Other Rooms
- Kitchen: Kitchen - Tile Floor, Main
- Dining Room: Dining Room - Hardwood Floor, Main
- Laundry: Lower Level
Exterior
- Exterior Features: Deck, Gutters
- Color: Tan
Parking
- Garage: Yes
- Attached garage: Yes
- Garage Spaces: 1
- Parking: Attached Garage, Under House Garage
Location
- County: Fairfield
- Neighborhood: Southport
- Driving Directions: Bronson to Rockview to Hilltop.
School Information
- Elementary School: Mill Hill
- High School: Fairfield Ludlowe
Community
- Community Name: Southport
Heating & Cooling
- Cooling Type: None
- Heating Type: Hot Air, Oil
- Heating Fuel: Oil
- Water Heater: 80 Gallon Tank
Utilities
- Sewer: Public Sewer Connected
- Water: Public Water Connected
Structural Information
- Architectural Style: Cape Cod
- Construction Status: No/Resale
- Exterior Const.: Vinyl Siding
- Basement Desc.: Full, Unfinished
- Roof: Asphalt Shingle
- Square Feet: 1,382
- Above Ground: 1,382 Sq. Ft.
- Year Built: 1949
Lot Features
- Lot Size (Acres): 0.26
- Zoning: AA
- Lot Description: Sloping Lot, On Cul-De-Sac
Financial Considerations
- Assessment Amount: $336,840
- Tax Year: July 2025-June 2026
Disclosures and Reports
- Property ID: 133824
Get Pre-Approved Today
Schools
Schools serving 53 Hilltop Dr
School District:Fairfield School District
| Name | Grades | Distance |
|---|---|---|
Mill Hill School 635 Mill Hill Terrace, Fairfield, CT 06890 | K-5 | 0.2 mi |
Roger Ludlowe Middle School 689 Unquowa Road, Fairfield, CT 06824 | 6-8 | 0.9 mi |
Fairfield Ludlowe High School 785 Unquowa Road, Fairfield, CT 06824 | 9-12 | 0.9 mi |
Disclaimer:
School attendance boundaries provided by ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.
Price & Sales History for 53 Hilltop Dr
Date
Details
Price
Change
Source
3/20/2026
Sold
$685,000
-1.44%
MLS
1/25/2026
Price Reduced
$695,000
-0.71%
MLS
11/07/2025
Price Reduced
$699,999
-6.67%
MLS
10/09/2025
Listed
$750,000
—
MLS
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
53 Hilltop Drive, Fairfield, CT 06890 (MLS# 24130595) is a Single Family property that was sold at $685,000 on March 20, 2026. This property was listed by The Lewis Team at Coldwell Banker Realty from our Milford Office.Want to learn more about 53 Hilltop Drive? Do you have questions about finding other Single Family real estate for sale in Southport? You can browse all Southport real estate or contact a Coldwell Banker agent to request more information.


