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$1,399,000

  • For Sale
  • Under Contract
  • Single Family
  • 4 Beds
  • 3 Full Baths
  • 4,057 Sq. Ft.
  • 3 Car Garage
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Please submit highest and best by 5PM Monday, October 6th. 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.

Full Property Details for 88 Overhill Rd

General

  • Price: $1,399,000
  • Taxes: (July 2025-June 2026)
  • Status: Under Contract
  • Type: Single Family
  • Source: SMARTMLS
  • MLS ID: 24129674
  • Updated: 11/26/2025
  • Added to Site: 128 day(s) ago

Interior

  • Number of Rooms: 8
  • Rooms/Areas: Foyer, Laundry Room, Mud Room, Sitting Room, Wine Cellar
  • Interior Features: Security System
  • Fireplace: Yes
  • Number of Fireplaces: 1
  • Appliances: Oven/Range, Microwave, Refrigerator, Dishwasher, Washer, Dryer

Rooms

Bathrooms

  • Total Bathrooms: 3
  • Full Bathrooms: 3
  • Full Bath: Main

Bedrooms

  • Total Bedrooms: 4
  • Primary Bedroom: Primary Bedroom - Dressing Room, Full Bath, Walk-In Closet, Hardwood Floor, Upper
  • Bedroom 1: Bedroom - Hardwood Floor, Upper
  • Bedroom 2: Bedroom - Hardwood Floor, Upper
  • Bedroom 3: Bedroom - Hardwood Floor, Upper

Other Rooms

  • Living Room: Living Room - Fireplace, Hardwood Floor, Main
  • Family Room: Family Room - Hardwood Floor, Main
  • Eat In Kitchen: Eat-In Kitchen - Book Shelves, Quartz Counters, Dining Area, Island, Hardwood F, Main
  • Office: Office - Hardwood Floor, Main
  • Laundry: Main Level

Exterior

  • Exterior Features: Porch, Deck, Gutters, Patio
  • Color: yellow

Parking

  • Garage: Yes
  • Garage Spaces: 3
  • Parking: Detached Garage

Location

  • County: Fairfield
  • Neighborhood: Sasco
  • Driving Directions: Sasco Hill Road to Overhill

School Information

  • Elementary School: Mill Hill
  • Middle School: Roger Ludlowe
  • High School: Fairfield Ludlowe

Community

  • Community Name: Sasco

Heating & Cooling

  • Cooling Type: Central Air
  • Heating Type: Hot Water, Natural Gas
  • Heating Fuel: Natural Gas
  • Water Heater: Natural Gas, Domestic

Utilities

  • Sewer: Public Sewer Connected
  • Water: Public Water Connected

Structural Information

  • Architectural Style: Colonial
  • Construction Status: No/Resale
  • Exterior Const.: Clapboard
  • Basement Desc.: Partial, Storage, Interior Access, Partially Finished, Walk-out
  • Roof: Asphalt Shingle
  • Attic: Yes
  • Square Feet: 4,057
  • Above Ground: 2,940 Sq. Ft.
  • Below Ground: 1,117 Sq. Ft.
  • Year Built: 1931

Lot Features

  • Lot Size (Acres): 0.21
  • Zoning: A
  • Lot Description: Dry, Cleared, Professionally Landscaped

Water Features

  • Water Front Desc.: Walk to Water, Beach Rights, Water Community

Green Features

  • Energy Features: Generator Ready, Storm Windows

Financial Considerations

  • Assessment Amount: $592,970
  • Tax Year: July 2025-June 2026

Disclosures and Reports

  • Exclusions: Please see Inclusions/Exclusions Addendum
  • Property ID: 134259
Buyer's Brokerage Compensation: 2%
Not binding unless confirmed by separate agreement among applicable parties.

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— 88 Overhill Rd —

Get Pre-Approved Today

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Schools serving 88 Overhill Rd

School District:Fairfield School District
NameGradesDistance
Mill Hill School
635 Mill Hill Terrace, Fairfield, CT 06890
K-50.7 mi
Roger Ludlowe Middle School
689 Unquowa Road, Fairfield, CT 06824
6-80.8 mi
Fairfield Ludlowe High School
785 Unquowa Road, Fairfield, CT 06824
9-120.9 mi
Disclaimer: School attendance boundaries provided by Pitney Bowes and are for reference only. Contact the school directly to verify enrollment eligibility.

Price & Sales History for 88 Overhill Rd Get Price Alerts and Save Property

Date
Details
Price
Change
Source
10/02/2025
Listed
$1,399,000
55.62%
MLS
7/14/2020
Sold
$899,000
—
Public Record
Get Price Alerts and Save Property
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Tax History for 88 Overhill Rd

Year
Property Taxes
Change
Tax Assessment
Change
2024
$16,834
2%
$592,970
—
2023
$16,544
1%
$592,970
—
2023
$16,313
1%
$592,970
—
2022
$16,153
1%
$592,970
—
2021
$15,998
23%
$592,970
22%
2020
$13,033
—
$486,500
—
2019
$13,033
2%
$486,500
—
2018
$12,824
2%
$486,500
—
2017
$12,561
1%
$486,500
—
2016
$12,381
1%
$486,500
-2%
2015
$12,295
2%
$495,950
—
2014
$12,101
2%
$495,950
—
2011
$11,868
—
$495,950
—
View All
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

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88 Overhill Road, Fairfield, CT 06824 (MLS# 24129674) is a Single Family property with 4 bedrooms and 3 full bathrooms. 88 Overhill Road is currently listed for $1,399,000 and was received on September 29, 2025. This property is listed by Cindy Raney & Team from our Westport Office.Want to learn more about 88 Overhill Road? Do you have questions about finding other Single Family real estate for sale in Fairfield? You can browse all Fairfield real estate or contact a Coldwell Banker agent to request more information.

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