214 Pumpkin Hill Road
New Milford, Connecticut 06776
Reduced from $499,000
- Beds
- 3
- Baths
- 2
- SqFt
- 1,842
- Acres
- 1.03
- Year Built
- 1930
- Neighborhood
- Pumpkin Hill
- Property Type
- Single Family

Matt Caiola
Luxury Real Estate Advisor
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About This Home
Situated on a wooded lot in desirable New Milford, this charming 3 bedroom, 2 full bath home offers the perfect blend of privacy and comfort. Surrounded by nature, the property provides a peaceful backyard retreat while still being conveniently located near local amenities. Inside you'll find a beautiful stone breezeway, perfect for package deliveries, muddy shoes & paws or simply extra storage for essentials. Enter directly into your thoughtfully positioned kitchen which offers the perfect balance of connection and privacy- ideal for entertaining or enjoying a quiet moment while still overlooking the main living areas. Sliding doors from the kitchen and glass sliders in the dining room lead out to a massive deck with a built-in hot tub that overlooks a multitude of birds and wildlife in the morning and stunning sunsets at dusk. Exposed beams in the living room give this home the "character touch" that everyone asks for. For your convenience, the primary bedroom, full bathroom and laundry are located on the first floor. Spacious bedrooms with their own full bath and storage closet are tucked away upstairs. Second driveway can be utilized for extra parking, camper or boat storage. Make an appointment to see 214 Pumpkin Hill Rd today!
Key Facts
- City/Town
- New Milford
- Neighborhood
- Pumpkin Hill
- Property / Style
- Single Family · Colonial
- Year Built
- 1930
- Days on Market
- 115 days
- Beds
- 3
- Baths
- 2 full
- Living Area
- 1,842 sq ft
- Lot Size
- 1.03 acres
- Garage / Parking
- 7 total
- Property Taxes
- $5,864 / Annually
Market Snapshot
The New Milford Market
Single Family · trailing 12 months
Active Listings
56
56 under contract
Median List Price
$609,450
56 active listings
Median Closed Price
$525,000
246 sales
Median Days on Market
39
56 active listings
Median $ / Sq Ft
$290
56 active listings
Sale-to-List Ratio
100.0%
246 sales
How this home compares
List Price
$460,000
vs $609,450 median
24.5% below median
Price / Sq Ft
$250
vs $290 median
13.8% below median
Days on Market
115 days
vs 39 days median
76 days longer than median
Based on 56 active and 246 closed sales (trailing 12 mo) of single family in New Milford. Source: SmartMLS · As of July 28, 2026.
Location
214 Pumpkin Hill Road, New Milford, Connecticut
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Jul 23, 2026per month
- Principal & Interest$2,345
- Property Taxes$489
- Insurance$153
- HOA$0
Estimates only. Actual rates, taxes, insurance, and HOA fees vary. Consult a lender for current rates.
Location
- City/Town
- New Milford
- Neighborhood
- Pumpkin Hill
- County
- Litchfield
Residence
- Property Type
- Single Family
- Style
- Colonial
- Year Built
- 1930
- New Construction
- No/Resale
- Living Area
- 1,842 sq ft
Schools
- Elementary
- Per Board of Ed
- High
- New Milford
Interior
- Heating
- Hot Air
- Heat Fuel
- Oil
- Cooling
- Wall UnitWindow Unit
- Fireplaces
- 1
- Laundry
- Main Level
- Laundry Location
- In Closet in Living Room
- Appliances
- Oven/RangeRefrigeratorDishwasherWasherDryer
- Basement
- PartialUnfinishedPartial With Hatchway
- In-Law Apartment
- No
Exterior & Lot
- Lot Size
- 1.03 acres
- Zoning
- R40
- Garage / Parking
- 7 total parking spacesPavedDrivewayUnpavedPrivate
- Waterfront Details
- Not Applicable
- Water Source
- Private Well
- Sewer
- Septic
- Construction
- Vinyl Siding
- Roof
- Asphalt ShingleFlat
- Foundation
- ConcreteStone
- Exterior Features
- BreezewayShedDeckHot TubFrench Doors
- Lot Description
- TreedSloping Lot
Listing & Financials
- Property Taxes
- $5,864 / Annually
- Days on Market
- 115
- MLS #
- 24164006
- 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 6:55 AM UTC.