249 Pond Hill Road
Plainfield, Connecticut 06354
- Beds
- 4
- Baths
- 2
- SqFt
- 1,992
- Acres
- 0.28
- Year Built
- 1955
- Neighborhood
- Pond Hill Road
- 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
249 Pond Hill Road, Moosup, CT Discover relaxed water-community living in this beautifully renovated ranch offering just under 2,000 sq. ft. of finished living space with seasonal views of Moosup Pond. Just a short distance from the community beach and boat launch, enjoy convenient access to swimming, boating, fishing, and all that pond life has to offer. Bright and inviting, the main level features an open-concept kitchen, dining, and living area filled with natural light and complemented by refinished hardwood floors. The updated kitchen offers quartz countertops, brand-new appliances, generous cabinetry, and a spacious center island ideal for everyday living and entertaining. A main-level primary bedroom, two additional bedrooms, and a beautifully renovated full bath complete this floor. The fully finished walkout lower level provides even more versatile living space with a generous family room, additional bedroom, second full bath, and dedicated laundry room. Outside, an expansive wraparound deck creates the perfect place to relax, entertain, and take in the peaceful surroundings and water views. Move-in ready and conveniently located near major routes, shopping, and restaurants, this thoughtfully renovated home combines modern updates, flexible living space, and the appeal of the Moosup Pond lifestyle.
Key Facts
- City/Town
- Plainfield
- Neighborhood
- Pond Hill Road
- Property / Style
- Single Family · Ranch
- Year Built
- 1955
- Days on Market
- 0 days
- Beds
- 4
- Baths
- 2 full
- Living Area
- 1,992 sq ft
- Lot Size
- 0.28 acres
- Property Taxes
- $4,570 / Annually
Market Snapshot
The Plainfield Market
Single Family · trailing 12 months
Active Listings
19
30 under contract
Median List Price
$399,000
19 active listings
Median Closed Price
$375,000
144 sales
Median Days on Market
37
19 active listings
Median $ / Sq Ft
$265
19 active listings
Sale-to-List Ratio
100.0%
144 sales
How this home compares
List Price
$429,900
vs $399,000 median
7.7% above median
Price / Sq Ft
$216
vs $265 median
18.5% below median
Days on Market
0 days
vs 37 days median
37 days fresher than median
Based on 19 active and 144 closed sales (trailing 12 mo) of single family in Plainfield. Source: SmartMLS · As of September 18, 2026.
Location
249 Pond Hill Road, Plainfield, Connecticut
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Sep 17, 2026per month
- Principal & Interest$2,277
- Property Taxes$381
- Insurance$143
- HOA$0
Estimates only. Actual rates, taxes, insurance, and HOA fees vary. Consult a lender for current rates.
Location
- City/Town
- Plainfield
- Neighborhood
- Pond Hill Road
- County
- Windham
Residence
- Property Type
- Single Family
- Style
- Ranch
- Year Built
- 1955
- New Construction
- No/Resale
- Living Area
- 1,992 sq ft
- Below Grade
- 900 sq ft
Schools
- Elementary
- Per Board of Ed
- High
- Per Board of Ed
Interior
- Heating
- Heat Pump
- Heat Fuel
- Electric
- Cooling
- Split System
- Laundry
- Lower Level
- Laundry Location
- Designated Laundry Room
- Appliances
- Electric RangeMicrowaveRefrigeratorDishwasher
- Basement
- FullHeatedCooledInterior AccessPartially FinishedLiveable SpaceFull With Walk-Out
- Additional Rooms
- Bonus RoomLaundry Room
Exterior & Lot
- Lot Size
- 0.28 acres
- Zoning
- RA30
- Waterfront Details
- Beach RightsWater CommunityView
- Water Source
- Private Well
- Sewer
- Public Sewer Connected
- Construction
- Vinyl Siding
- Color
- Grey
- Roof
- Asphalt Shingle
- Foundation
- Block
- Exterior Features
- ShedWrap Around DeckDeckGutters
- Lot Description
- Lightly WoodedLevel LotSloping LotWater View
Listing & Financials
- Property Taxes
- $4,570 / Annually
- Days on Market
- 0
- MLS #
- 24207831
- MLS Status
- Active
Similar Properties
Homes with a close match in area, property type, and price.
This information is believed to be accurate, but without warranty.
The IDX display contains information sourced from SmartMLS, Inc. as of 9/18/2026. 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 9/18/2026 at 3:05 AM UTC.