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53 Hilltop DriveFairfield, CT 06890

For Sale

$699,999

Smart Buyer Rebate $5,000

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.

Listed by Kaitlin Fulco

·

Coldwell Banker Realty

·

(203) 400-2294

Last updated November 14, 2025

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Source: SmartMLS #24130595

Listing Facts

  • TypeSingle-family
  • NeighborhoodFairfield
  • Bedrooms3
  • Bathrooms2
  • Days on Prevu70
  • Taxes$9,563/year
  • Size1,382 sqft
  • Price per sqft$507

Location

Mortgage Calculator

Listing History

11/08/2025
Price Decreased
$699,999
10/10/2025
Status changed to Active
$750,000
10/09/2025
Status changed to Removed from Feed
$750,000
10/02/2025
Listed by Coldwell Banker Realty
$750,000

Property Details for 53 Hilltop Drive

Exterior

Construction

  • New Construction: No/Resale
  • Roof: Asphalt Shingle
  • Year Built: 1949
  • Year Built Details: Public Records
  • Architectural Style: Cape Cod
  • Construction Materials: Concrete
  • Exterior Features: Deck, Gutters

Features

  • Waterfront Features: Not Applicable

Measurements

  • Lot Features: Sloping Lot, On Cul-De-Sac
  • Lot Size Acres: 0.26

Financial

Taxes

  • Parcel Number: 133824
  • Tax Annual Amount: $9,563.00
  • Tax Year: 25

Interior

Features

  • Appliances: Cook Top, Microwave, Refrigerator, Freezer, Dishwasher, Washer, Dryer

Measurements

  • Living Area: 1,382

Rooms

  • Basement: Full, Unfinished
  • Bathrooms Full: 2
  • Bathrooms Total Integer: 2
  • Bedrooms Total: 3
  • Rooms Total: 6

Parking

Parking

  • Attached Garage: Attached Garage, Under House Garage
  • Garage Spaces: 1

Schools

Elementary School

  • Elementary School: Mill Hill

High School

  • High School: Fairfield Ludlowe

Utilities

Equipment

  • Heating: Hot Air
  • Laundry Features: Lower Level
  • Sewer: Public Sewer Connected
  • Water Source: Public Water Connected

Frequently Asked Questions

How many bedrooms and bathrooms does this single-family home have?

There are 3 bedrooms and 2 bathrooms in this single-family home at 53 Hilltop Drive.

What schools are nearby to 53 Hilltop Drive?

Nearby schools include the Mill Hill Elementary School and Fairfield Ludlowe High School.

Does this single-family home have parking?

Yes, there is 1 parking space available for 53 Hilltop Drive.

What are the annual taxes for 53 Hilltop Drive?

Annual taxes for this single-family home are estimated at $9,563.

How does 53 Hilltop Drive compare to other single-family homes in Fairfield?

This single-family home is listed 55% below the average price for single-family homes in Fairfield and has been on the market for 12 more days than the typical home in this area.

What is the square footage on this single-family home?

According to the MLS, this listing is 1,382 sqft.

53 Hilltop Drive is a 3-bedroom, 2-bath single-family home for sale in Fairfield CT 06890. Listed on Prevu for 70 days at $699,999. This includes a recent price decrease of $50,001. This property features 1,382 square feet of living space, located in Fairfield. The median listing price for single-family homes in this area is $1,100,000. Nearby schools include Mill Hill Elementary School and Fairfield Ludlowe High School. Explore more single-family home listings in Fairfield County.

The data relating to real estate for sale on this website appears in part through the SMARTMLS Internet Data Exchange program, a voluntary cooperative exchange of property listing data between licensed real estate brokerage firms, and is provided by SMARTMLS through a licensing agreement. Listing information is from various brokers who participate in the SMARTMLS IDX program and not all listings may be visible on the site. The property information being provided on or through the website is for the personal, non-commercial use of consumers and such information may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Some properties which appear for sale on the website may no longer be available because they are for instance, under contract, sold or are no longer being offered for sale. Property information displayed is deemed reliable but is not guaranteed. Copyright 2025 SmartMLS, Inc.

Full MLS Disclaimers

Rebate estimate is indicative only and based on listing price and estimated buyer's agent commission paid by owner, if applicable. Final rebates are subject to Terms of Use and may vary due to final negotiated transaction terms.