88 Overhill Rd

4,057 Sq. Ft.
$345 / Sq. Ft.
4,057
Sq. Ft.
$345
per Sq. Ft.

Description

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...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.
  1. Listed by Cindy Raney • Coldwell Banker Realty
    P: (203)-257-8320 C: (203)-257-8320 cindy@cindyraney.com

Property Details for 88 Overhill Road

Basement Description
Partial, Storage, Interior Access, Partially Finished, Walk-out
Direct Waterfront
No
Expected Active Date
10-02-2025
Garages Number
3
Neighborhood
Sasco
Style
Colonial
Garage Parking Info
Detached Garage
Swimming Pool
No
LISTING UPDATED: 10/14/2025 02:02 AM

Property Details for 88 Overhill Road

StatusUnder Contract
MLS #24129674
Days on Market7
Taxes$16,834 / year
HOA Fees-
Condo/Co-op Fees-
Compass TypeSingle Family
MLS TypeResidential
Year Built1931
Lot Size0.21 AC / 9,147 SF
CountyFairfield County

Location

Listing Courtesy of Coldwell Banker Realty, Cindy Raney
Add your commute

Building Information for 88 Overhill Road

Stories-Year Built1931Building Size-Lot Size0.21 AC / 9,147 SF

Payment Calculator

$8,221 per month

30 year fixed, 6.15% Interest

Principal and Interest

$6,818

Property Taxes

$1,403

HOA Dues

$0

The Payment Calculator is for illustrative purposes only.

Property Information for 88 Overhill Road

Summary
Property and Location
  • Acres Source: Public Records
  • Directions: Sasco Hill Road to Overhill
  • Elementary School: Mill Hill
  • Flood Zone: No
  • High School: Fairfield Ludlowe
  • Latitude: 41.13883
  • Longitude: -73.272183
  • Middle Jr High School: Roger Ludlowe
  • Neighborhood Amenities: Golf Course, Health Club, Library, Medical Facilities, Park, Walk to Bus Lines
  • State: Connecticut
HOA and Fees
  • Home Owner's Assocation: No
  • Tax Year: July 2025-June 2026
  • Property Tax: $16,834
Interior and Exterior Features
Exterior Features
  • Exterior Features: Porch, Deck, Gutters, Patio
  • Waterfront Description: Walk to Water, Beach Rights, Water Community
Interior Features
  • Appliances Included: Oven/Range, Microwave, Refrigerator, Dishwasher, Washer, Dryer
  • Attic Description: Walk-up
  • Cooling System: Central Air
  • Heat Type: Hot Water
  • Attic YN: Yes
  • Fireplaces Total: 1
  • Interior Features: Security System
  • Laundry Room Info: Main Level
  • Laundry Room Location: first floor
  • Rooms Additional: Foyer, Laundry Room, Mud Room, Sitting Room, Wine Cellar
  • Rooms Total: 8
Room 1
  • Room Entry Order: 1
  • Room Features: Fireplace,Hardwood Floor
  • Room Level: Main
  • Room Type: Living Room
Room 2
  • Room Entry Order: 10
  • Room Level: Upper
  • Room Type: Full Bath
Room 3
  • Room Entry Order: 2
  • Room Features: Book Shelves,Quartz Counters,Dining Area,Island,Hardwood Floor
  • Room Level: Main
  • Room Type: Eat-In Kitchen
Room 4
  • Room Entry Order: 3
  • Room Features: Hardwood Floor
  • Room Level: Main
  • Room Type: Family Room
Room 5
  • Listing Key: 3FC6C66B46681108E0631A01100AA74C
  • Room Entry Order: 4
  • Room Features: Hardwood Floor
  • Room Level: Main
  • Room Type: Office
Room 6
  • Room Entry Order: 5
  • Room Level: Main
  • Room Type: Full Bath
Room 7
  • Room Entry Order: 6
  • Room Features: Dressing Room,Full Bath,Walk-In Closet,Hardwood Floor
  • Room Level: Upper
  • Room Type: Primary Bedroom
Room 8
  • Room Entry Order: 7
  • Room Features: Hardwood Floor
  • Room Level: Upper
  • Room Type: Bedroom
Room 9
  • Listing Key: 3FC6C66B46681108E0631A01100AA74C
  • Room Entry Order: 8
  • Room Features: Hardwood Floor
  • Room Level: Upper
  • Room Type: Bedroom
Room 10
  • Room Entry Order: 9
  • Room Features: Hardwood Floor
  • Room Level: Upper
  • Room Type: Bedroom
Property
Property and Assessments
  • Color: yellow
  • Construction Description: Frame
  • Exclusions: Please see Inclusions/Exclusions Addendum
  • Exterior Siding: Clapboard
  • Foundation Type: Concrete
  • New Construction Type: No/Resale
  • Roof: Asphalt Shingle
  • Year Built: 1931
  • Year Built Source: Public Records
  • Bank Owned Property: No
  • In Law Apartment: No
  • Sq Ft Est Heated Below Grade: 1117
  • Living Area SQFT Per Public Records: 2940
Lot Information
  • Lot Description: Dry, Cleared, Professionally Landscaped
  • Parcel Number: 134259
  • Sq Ft Est Heated Above Grade: 2940.0
  • Sq Ft Total: 4057.0
  • Zoning: A
Utilities
  • Energy Features: Generator Ready, Storm Windows
  • Heat Fuel Type: Natural Gas
  • Hot Water Description: Natural Gas, Domestic
  • Sewage System: Public Sewer Connected
  • Water Source: Public Water Connected
Multi Family
Income and Expenses
  • Occupied By: Owner

Property History for 88 Overhill Road

DateEvent & SourcePriceAppreciation
Jul 14, 2020

Closed (Public Record)

Public Record #673659395

$899,000

+2.1% / yr

Sep 28, 2011

Closed (Public Record)

Public Record #317164314

$752,000

+0.8% / yr

Jul 1, 2008

Closed (Public Record)

Public Record #245605324

$732,500

+2.3% / yr

Sep 20, 2004

Closed (Public Record)

Public Record #153617879

$672,000

+11.6% / yr

Mar 12, 1998

Closed (Public Record)

Public Record #90961490

$329,000—
DateEvent & SourcePrice
07/14/2020

Closed (Public Record)

Public Record #673659395

$899,000

+2.1% / yr

09/28/2011

Closed (Public Record)

Public Record #317164314

$752,000

+0.8% / yr

07/01/2008

Closed (Public Record)

Public Record #245605324

$732,500

+2.3% / yr

09/20/2004

Closed (Public Record)

Public Record #153617879

$672,000

+11.6% / yr

03/12/1998

Closed (Public Record)

Public Record #90961490

$329,000

For completeness, Compass often displays two records for one sale: the MLS record and the public record.

Public Records for 88 Overhill Road

Taxable ValueLand$266,770Additions$326,200Total$592,970
Tax Record2024$16,834 ($1,403 / month)
Home Facts
Beds4Baths3Total Finished SqFt2,940 SqFtAbove Grade Finished SqFt2,940 SqFtUnfinished Basement SqFt567 SqFtStories2Lot Size9,120 SqFtStyleSingle Family ResidenceYear Built1931ZoningACountyFAIRFIELDAPNFFLD M:231 B:366

Schools near 88 Overhill Road

This home is within Fairfield School District.
Rating
School
Type
Grades
Distance
Public - K to 5
Public - 6 to 8
Public - 9 to 12
Private - 2 to 8
Rating
School
Distance
Mill Hill School
PublicK to 5

Roger Ludlowe Middle School
Public6 to 8

Fairfield Ludlowe High School
Public9 to 12

The Southport School
Private2 to 8

School ratings and boundaries are provided by GreatSchools.org and Pitney Bowes. This information should only be used as a reference. Proximity or boundaries shown here are not a guarantee of enrollment. Please reach out to schools directly to verify all information and enrollment eligibility.

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No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of descriptions or measurements (including square footage measurements and property condition), such should be independently verified, and Compass, Inc., its subsidiaries, affiliates and their agents and associated third parties expressly disclaims any liability in connection therewith. Photos may be virtually staged or digitally enhanced and may not reflect actual property conditions. Offers of compensation are subject to change at the discretion of the seller. No financial or legal advice provided. Equal Housing Opportunity. Subject to change at any time. Compass makes no guarantee, warranty or representation regarding the accuracy of any waterfront feature, water view or waterfront view.

Listing Courtesy of Coldwell Banker Realty, Cindy Raney

Based on information from one of the following Multiple Listing Services: Darien MLS, Smart MLS and Greenwich Multiple Listing Service. Information being provided is for the visitor’s personal, noncommercial use and may not be used for any purpose other than to identify prospective properties visitor may be interested in purchasing. The data contained herein is copyrighted by Darien MLS, Smart MLS and Greenwich Multiple Listing Service is protected by all applicable copyright laws. Any dissemination of this information is in violation of copyright laws and is strictly prohibited. Property information referenced on this web site comes from the Internet Data Exchange (IDX) program of the MLS. This web site may reference real estate listing(s) held by a brokerage firm other than the broker and/or agent who owns this web site. For the avoidance of doubt, the accuracy of all information, regardless of source, is deemed reliable but not guaranteed and should be personally verified through personal inspection by and/or with the appropriate professionals.