Connecticut
Fairfield
88 Overhill Road

$1,399,000

88 Overhill Road, Fairfield, CT 06824

4 beds |
3 baths |
4,057 sqft

Single-Family Home
Built in 1931
9,148sqft lot
3 car garage
$345/sqft
Listed 6 days ago

Property Description

Classic Lines. Creative Soul. Located on one of Sasco Hill's most beloved streets, this classic Colonial offers timeless curb appeal and a highly walkable lifestyle. Inside, thoughtful architectural details - arched doorways, original built-ins, and natural light throughout - create a warm, character-rich feel. The main level begins with a gracious sitting room and a window-lined office, both opening into the heart of the home: a crisp, updated kitchen, sunlit dining area, and comfortable family room that flows easily for everyday living. Upstairs, the primary suite offers a quiet retreat with a walk-in dressing area and updated bath, while three additional bedrooms - each with its own unique shape and charm - share a full hall bath. The finished lower level adds flexibility, with dedicated areas for media, play, and fitness. A welcoming front porch, three-car garage, and spacious driveway - perfect for play or overflow parking - round out the property. Just minutes from Southport Village, Fairfield Center, beaches, restaurants, and the train, this is a home that offers both character and convenience in one of the area's most desirable locations.

Listing Status:: Active
Date Added:: September 29, 2025 at 10:31PM
Listing Office:: Coldwell Banker Realty : (203) 227-8424
Listing Agent:: Cindy Raney : (203) 257-8320
MLS ID:: 24129674

General: Security System
Rooms: FoyerLaundry RoomMud RoomSitting RoomWine Cellar
Appliances: Oven/RangeMicrowaveRefrigeratorDishwasherWasherDryer
Laundry: Main Level
Basement: PartialStorageInterior AccessPartially FinishedWalk-out
A/C: Central Air
Heating: Hot WaterNatural Gas
Fireplace: Fireplaces: 1

General: PorchDeckGuttersPatio
Style: Colonial

Roofing: Asphalt Shingle

County: Fairfield

Zoning: A134259

Water: Public Water Connected
Sewer: Public Sewer Connected

Exclusions: Please see Inclusions/Exclusions Addendum

This listing courtesy of Cindy Raney, Coldwell Banker Realty

Monthly Payment

$Est. Payment

Principal & Interest $
Property Taxes $
Home Insurance $
VA Funding Fee $

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Location

Schools Nearby

Mill Hill School

635 Mill Hill Ter, Southport, CT, 06890

Grades KG-5

0.67 miles away

Roger Ludlowe Middle School

689 Unquowa Rd, Fairfield, CT, 06824

Grades 6-8

0.86 miles away

Fairfield Ludlowe High School

785 Unquowa Rd, Fairfield, CT, 06824

Grades 9-12

0.86 miles away

Disclaimer: School and School District information courtesy of the National Center for Education Statistics (NCES). School boundaries may change. Proximity to listed schools does not guarantee enrollment eligibility. Contact the school district for more information and exact boundaries.