5 Sherwood Drive
Prospect, Connecticut 06712
Reduced from $649,900
- Beds
- 3
- Baths
- 3
- SqFt
- 1,444
- Acres
- 1.17
- Year Built
- 1986
- Property Type
- Single Family

Matt Caiola
Luxury Real Estate Advisor
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About This Home
Welcome to 5 Sherwood Drive, a well-maintained and cared for house, professionally landscaped, beautiful curb appeal, located on flat lot on a quiet street close to everything, with quick access to I-84. Upon entering you will notice a paved walkway and nice steps and beautiful flowers along the way to the main entrance. Main level you will find living room with a fireplace covered with stone facing all way up to the high ceilings, followed by dining room with skylight. Kitchen is being updated with granite countertops, backsplash tiles, new hardware and Stanley steel appliances. Primary bedroom with its own full bath, 2 bedrooms and another full bath with tub completing this level, which has beautiful hardwood floors throughout. The lower level is tiled throughout and has a nice family room with a fireplace and inserted woodstove; part of this living area is used as an additional guest bedroom. Another bathroom with stand-up shower is located next to the utilities room
Key Facts
- City/Town
- Prospect
- Neighborhood
- N/A
- Property / Style
- Single Family · Raised Ranch
- Year Built
- 1986
- Days on Market
- 47 days
- Beds
- 3
- Baths
- 3 full
- Living Area
- 1,444 sq ft
- Lot Size
- 1.17 acres
- Garage / Parking
- 2 garage
- Property Taxes
- $7,671 / Annually
Market Snapshot
The Prospect Market
Single Family · trailing 12 months
Active Listings
15
17 under contract
Median List Price
$494,999
15 active listings
Median Closed Price
$453,000
85 sales
Median Days on Market
30
15 active listings
Median $ / Sq Ft
$253
15 active listings
Sale-to-List Ratio
100.0%
85 sales
How this home compares
List Price
$599,500
vs $494,999 median
21.1% above median
Price / Sq Ft
$415
vs $253 median
64.0% above median
Days on Market
47 days
vs 30 days median
17 days longer than median
Based on 15 active and 85 closed sales (trailing 12 mo) of single family in Prospect. Source: SmartMLS · As of October 22, 2026.
Location
5 Sherwood Drive, Prospect, Connecticut
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Oct 22, 2026per month
- Principal & Interest$3,295
- Property Taxes$639
- Insurance$200
- HOA$0
Estimates only. Actual rates, taxes, insurance, and HOA fees vary. Consult a lender for current rates.
Location
- City/Town
- Prospect
- Neighborhood
- N/A
- County
- New Haven
Residence
- Property Type
- Single Family
- Style
- Raised Ranch
- Year Built
- 1986
- New Construction
- No/Resale
- Living Area
- 1,444 sq ft
Schools
- Elementary
- Per Board of Ed
- High
- Per Board of Ed
Interior
- Heating
- Hot Air
- Heat Fuel
- Oil
- Cooling
- Central Air
- Fireplaces
- 1
- Laundry
- Lower Level
- Appliances
- Electric CooktopMicrowaveRefrigeratorDishwasher
- Basement
- None
Exterior & Lot
- Lot Size
- 1.17 acres
- Zoning
- RA-1
- Garage / Parking
- 2 garage spacesUnder House Garage
- Waterfront Details
- Not Applicable
- Water Source
- Private Well
- Sewer
- Septic
- Flood Zone
- No
- Pool
- Safety FenceIn Ground Pool
- Construction
- Vinyl Siding
- Color
- cream
- Roof
- Asphalt Shingle
- Foundation
- Concrete
- Exterior Features
- ShedGarden AreaCovered DeckPatio
- Lot Description
- Level LotProfessionally Landscaped
Listing & Financials
- Property Taxes
- $7,671 / Annually
- Days on Market
- 47
- MLS #
- 24204195
- MLS Status
- Active
- Financing
- FHA,VA,CHFA
Similar Properties
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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 10/22/2026. 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 10/22/2026 at 6:00 PM UTC.