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99 Cook Road

Prospect, Connecticut 06712

PENDING$389,900
Beds
2
Baths
2 | 1
SqFt
1,766
Acres
1.91
Year Built
1987
Matt Caiola

Matt Caiola

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2-Car Garage

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

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

Property + 12 nearby

Estimate Your Payment

Estimated Monthly Payment

Rates: Freddie Mac PMMS via FRED
$2,671

per 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

Similar Properties

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

Listed By

Matt Rose

(203) 470-9115

Keller Williams Realty

(203) 438-9494

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.