20 Sherwood Drive
Stonington, Connecticut 06378
- Beds
- 3
- Baths
- 2
- SqFt
- 1,190
- Acres
- 3.08
- Year Built
- 1987
- Property Type
- Single Family

Matt Caiola
Luxury Real Estate Advisor
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About This Home
Nestled at the end of a peaceful cul de sac, this three-bedroom 2 bath raised ranch boasts the perfect blend of tranquility and convenience. Situated on just over 3 acres, the property provides a natural retreat that ensures maximum privacy. As you step inside, you'll be greeted by an inviting open floor plan that seamlessly connects the living room, adorned with a cozy fireplace, to the dining area featuring sliders that lead to a spacious deck overlooking the private backyard. The kitchen, featuring ample cabinet storage and Corian countertops that add a touch of sophistication to the heart of the home. The primary bedroom is complete with a full bath for added convenience. Two additional bedrooms, showcasing brand-new carpeting, provide comfortable spaces. Freshly painted walls throughout the house enhance the bright and airy atmosphere. The walk-out unfinished basement offers ample finishing potential, serving as a workshop area and housing the laundry facilities. With garage access directly from the basement, convenience meets functionality seamlessly. The property's charm extends outdoors, where the very private yard offers endless possibilities for relaxation and recreation. In terms of location, this residence is strategically positioned to offer easy access to a variety of amenities. Enjoy proximity to golf courses, vineyards, pristine beaches, and major employers.
Key Facts
- City/Town
- Stonington
- Property / Style
- Single Family · Raised Ranch
- Year Built
- 1987
- Days on Market
- 980 days
- Beds
- 3
- Baths
- 2 full
- Living Area
- 1,190 sq ft
- Lot Size
- 3.08 acres
- Property Taxes
- Not on file from MLS
Market Snapshot
The Stonington Market
Single Family · trailing 12 months
Active Listings
45
35 under contract
Median List Price
$1.35M
45 active listings
Median Closed Price
$650,000
195 sales
Median Days on Market
49
45 active listings
Median $ / Sq Ft
$510
45 active listings
Sale-to-List Ratio
98.9%
195 sales
How this home compares
List Price
$385,000
vs $1.35M median
71.5% below median
Price / Sq Ft
$324
vs $510 median
36.5% below median
Days on Market
980 days
vs 49 days median
931 days longer than median
Based on 45 active and 195 closed sales (trailing 12 mo) of single family in Stonington. Source: SmartMLS · As of September 12, 2026.
Location
20 Sherwood Drive, Stonington, Connecticut
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Sep 10, 2026per month
- Principal & Interest$2,000
- Property Taxes$0
- Insurance$128
- HOA$0
Estimates only. Actual rates, taxes, insurance, and HOA fees vary. Consult a lender for current rates.
Location
- City/Town
- Stonington
- County
- New London
Residence
- Property Type
- Single Family
- Style
- Raised Ranch
- Year Built
- 1987
- Living Area
- 1,190 sq ft
Schools
- Elementary
- Per Board of Ed
- High
- Stonington
Interior
- Heating
- Baseboard
- Cooling
- None
- Fireplaces
- 1
- Laundry
- Lower Level
- Interior Features
- Cable - Available
Exterior & Lot
- Lot Size
- 3.08 acres
- Garage / Parking
- Under House Garage
- Waterfront Details
- Not Applicable
- Construction
- Vinyl Siding
- Roof
- Asphalt Shingle
- Foundation
- Concrete
- Exterior Features
- DeckShedSidewalk
- Lot Description
- On Cul-De-SacOpen LotIn SubdivisionDryLevel LotFence - Stone
HOA / Association
- Amenities
- None
Listing & Financials
- Days on Market
- 980
- MLS #
- 170616776
- MLS Status
- Under Contract
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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 9/12/2026. 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 9/12/2026 at 12:40 AM UTC.