35 Sherwood Place
Fairfield, Connecticut 06890
- Beds
- 4
- Baths
- 2 | 1
- SqFt
- 1,892
- Acres
- 0.17
- Year Built
- 1940
- Neighborhood
- Southport
- Property Type
- Single Family

Matt Caiola
Luxury Real Estate Advisor
Request a private showing and get Matt's read on price, condition, and next steps.
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
Market Snapshot
The Fairfield Market
Single Family · trailing 12 months
Active Listings
83
86 under contract
Median List Price
$1.75M
83 active listings
Median Closed Price
$1.16M
573 sales
Median Days on Market
38
83 active listings
Median $ / Sq Ft
$512
83 active listings
Sale-to-List Ratio
102.1%
573 sales
How this home compares
List Price
$1.25M
vs $1.75M median
28.6% below median
Price / Sq Ft
$660
vs $512 median
28.9% above median
Days on Market
0 days
vs 38 days median
38 days fresher than median
Based on 83 active and 573 closed sales (trailing 12 mo) of single family in Fairfield. Source: SmartMLS · As of August 21, 2026.
Location
35 Sherwood Place, Fairfield, Connecticut
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Aug 20, 2026per month
- Principal & Interest$6,415
- Property Taxes$1,243
- Insurance$416
- HOA$0
Estimates only. Actual rates, taxes, insurance, and HOA fees vary. Consult a lender for current rates.
Location
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
- 0
- MLS #
- 24200355
- MLS Status
- Coming Soon
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This information is believed to be accurate, but without warranty.
The IDX display contains information sourced from SmartMLS, Inc. as of 8/21/2026. 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 8/21/2026 at 10:35 PM UTC.