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35 Sherwood Place

Fairfield, Connecticut 06890

ACTIVE$1,149,000

Reduced from $1,249,000

Beds
4
Baths
2 | 1
SqFt
1,892
Acres
0.17
Year Built
1940
Matt Caiola

Matt Caiola

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MCMATT CAIOLALUXURY PROPERTIES
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2-Car Garage1 FireplacePrice Reduced

About This Home

Welcome to the lovely village of Southport! This beautifully updated Colonial offers a wonderful blend of classic charm, comfortable living, and a prime location. From the moment you enter the inviting foyer, you will appreciate the warmth and character of this lovely home. The living room features gleaming hardwood floors and an abundance of natural light, flowing seamlessly into the formal dining room-perfect for entertaining family and friends. When the weather permits, take the gathering outdoors to the private deck overlooking the spacious backyard, gardening, or simply relaxing. The second floor offers a versatile family room with a fireplace, hardwood floors, and two spacious closets. This flexible space could easily serve as an additional bedroom, home office, or cozy retreat. The primary bedroom features hardwood floors and a full bath with tub and shower. A walk-up attic provides excellent additional storage and offers exciting possibilities for future living space, whether you envision a home office, studio, or expanded primary suite. The finished basement provides even more flexibility and is ideal as a playroom, recreation area, home office, or additional gathering space.

Key Facts

City/Town
Fairfield
Neighborhood
Southport
Property / Style
Single Family · Colonial
Year Built
1940
Days on Market
48 days
Beds
4
Baths
2 full · 1 half
Living Area
1,892 sq ft
Lot Size
0.17 acres
Garage / Parking
2 garage · 6 total
Property Taxes
$14,911 / Annually

Market Snapshot

The Fairfield Market

Single Family · trailing 12 months

View area

Median Days on Market

26

118 active listings

Median $ / Sq Ft

$497

118 active listings

Sale-to-List Ratio

102.5%

582 sales

How this home compares

List Price

$1.15M

vs $1.20M median

In line with median

Price / Sq Ft

$607

vs $497 median

22.1% above median

Days on Market

48 days

vs 26 days median

22 days longer than median

Based on 118 active and 582 closed sales (trailing 12 mo) of single family in Fairfield. Source: SmartMLS · As of October 8, 2026.

Location

35 Sherwood Place, Fairfield, Connecticut

Property + 12 nearby

Estimate Your Payment

Estimated Monthly Payment

Rates: Freddie Mac PMMS via FRED
$7,915

per month

  • Principal & Interest$6,289
  • Property Taxes$1,243
  • Insurance$383
  • HOA$0

Estimates only. Actual rates, taxes, insurance, and HOA fees vary. Consult a lender for current rates.

Location

City/Town
Fairfield
Neighborhood
Southport
County
Fairfield

Residence

Property Type
Single Family
Style
Colonial
Year Built
1940
New Construction
No/Resale
Living Area
1,892 sq ft

Schools

Elementary
Mill Hill
High
Fairfield Ludlowe

Interior

Heating
Hot Air
Heat Fuel
Oil
Cooling
Central Air
Fireplaces
1
Laundry
Upper Level
Appliances
Electric RangeMicrowaveRefrigeratorDishwasherDisposalWasherElectric Dryer
Basement
FullPartially Finished
Interior Features
Auto Garage Door OpenerCable - AvailableCable - Pre-wired

Exterior & Lot

Lot Size
0.17 acres
Zoning
B
Garage / Parking
2 garage spaces6 total parking spacesAttached GaragePavedOff Street ParkingDrivewayPrivatePaved
Waterfront Details
Beach Rights
Water Source
Public Water Connected
Sewer
Public Sewer Connected
Flood Zone
No
Construction
Vinyl Siding
Color
White
Roof
Asphalt Shingle
Foundation
Concrete
Exterior Features
GrillSidewalkDeckGuttersStone Wall
Lot Description
Corner LotSloping Lot

Listing & Financials

Property Taxes
$14,911 / Annually
Days on Market
48
MLS #
24200355
MLS Status
Active

Similar Properties

Homes with a close match in area, property type, and price.

Listed By

Kathleen Blackall

(203) 814-2263

William Raveis Real Estate

(203) 255-6841

This information is believed to be accurate, but without warranty.

The IDX display contains information sourced from SmartMLS, Inc. as of 10/8/2026. This information is provided for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing or leasing. Data is deemed reliable but is not guaranteed accurate by the MLS, the listing broker, the listing agent, or Matt Caiola. Buyers and tenants should independently verify all information that matters to their decision.

Map locations may be approximate. Any offer of compensation, if applicable, is made only to participants of the MLS where the listing is filed. ©2026 Smart MLS, Inc. All rights reserved.

Data last updated on 10/8/2026 at 2:05 PM UTC.