99 Cook Road
Prospect, Connecticut 06712
- Beds
- 2
- Baths
- 2 | 1
- SqFt
- 1,766
- Acres
- 1.91
- Year Built
- 1987
- Property Type
- Single Family

Matt Caiola
Luxury Real Estate Advisor
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About This Home
Discover the perfect blend of rustic charm and modern updates in this beautiful Cape Cod-style Post & Beam home, privately situated on 1.91 picturesque acres. Filled with natural light, the home features soaring vaulted ceilings, oversized windows, skylights, exposed beams, and wide plank flooring throughout, creating a warm and inviting atmosphere. The remodeled kitchen offers quartz countertops, stainless steel appliances, a gas range, and opens seamlessly to the main living spaces. Relax in the sunroom overlooking the private backyard or step out onto the expansive deck-ideal for entertaining or enjoying the peaceful surroundings. The spacious second-floor primary suite includes a loft overlooking the living area, a full bath, and a large walk-in closet. An additional lower-level bedroom with a full bath provides excellent space for guests, extended family, or a home office. The living room is highlighted by dramatic ceilings and a cozy wood stove, while efficient propane forced hot air heat keeps the home comfortable year-round. One bay of the attached garage has been converted into a home gym but can easily be returned to its original use as garage space. A truly unique property offering character, privacy, and modern conveniences in a serene setting.
Key Facts
- City/Town
- Prospect
- Neighborhood
- N/A
- Property / Style
- Single Family · Cape Cod
- Year Built
- 1987
- Days on Market
- 31 days
- Beds
- 2
- Baths
- 2 full · 1 half
- Living Area
- 1,766 sq ft
- Lot Size
- 1.91 acres
- Garage / Parking
- 2 garage
- Property Taxes
- $6,635 / Annually
Market Snapshot
The Prospect Market
Single Family · trailing 12 months
Active Listings
11
23 under contract
Median List Price
$399,900
11 active listings
Median Closed Price
$433,750
76 sales
Median Days on Market
66
11 active listings
Median $ / Sq Ft
$243
11 active listings
Sale-to-List Ratio
100.0%
76 sales
How this home compares
List Price
$389,900
vs $399,900 median
In line with median
Price / Sq Ft
$221
vs $243 median
9.1% below median
Days on Market
31 days
vs 66 days median
35 days fresher than median
Based on 11 active and 76 closed sales (trailing 12 mo) of single family in Prospect. Source: SmartMLS · As of July 28, 2026.
Location
99 Cook Road, Prospect, Connecticut
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Jul 23, 2026per month
- Principal & Interest$1,988
- Property Taxes$553
- Insurance$130
- 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
- Cape Cod
- Year Built
- 1987
- New Construction
- No/Resale
- Living Area
- 1,766 sq ft
- Below Grade
- 180 sq ft
Schools
- Elementary
- Prospect
- Middle
- Community
- High
- Woodland Regional
Interior
- Heating
- Hot Air
- Heat Fuel
- Propane
- Cooling
- Wall Unit
- Appliances
- Oven/RangeMicrowaveRefrigeratorDishwasher
- Basement
- PartialGarage AccessPartially Finished
Exterior & Lot
- Lot Size
- 1.91 acres
- Zoning
- RA-1
- Garage / Parking
- 2 garage spacesUnder House Garage
- Waterfront Details
- Not Applicable
- Water Source
- Private Well
- Sewer
- Septic
- Construction
- ClapboardWood
- Color
- Grey
- Roof
- Asphalt Shingle
- Foundation
- Concrete
- Exterior Features
- Deck
- Lot Description
- Level Lot
Listing & Financials
- Property Taxes
- $6,635 / Annually
- Days on Market
- 31
- MLS #
- 24187382
- MLS Status
- Under Contract - Continue to Show
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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 7/28/2026. 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 7/28/2026 at 4:25 AM UTC.