255 Tanglewood Circle
Milford, Connecticut 06461
- Beds
- 4
- Baths
- 4
- SqFt
- 3,272
- Acres
- 0.89
- Year Built
- 1985
- Neighborhood
- Wheeler Farms
- Property Type
- Single Family
Matt Caiola
Luxury Real Estate Advisor
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About This Home
HIGHEST AND BEST DEADLINE: 8pm on 7/21/2026. Welcome to 255 Tanglewood Circle, a beautifully maintained residence tucked away on a quiet cul-de-sac offering a private setting in North Milford. Professional landscaping and a circular driveway creates timeless curb appeal. Step inside the welcoming foyer to discover a thoughtfully designed main level. The spacious living room features a fireplace and bay window, flowing seamlessly into the formal dining room. The home's kitchen is updated with granite countertops, stainless steel appliances, center island w/seating and built-in desk. Sliders lead to a private deck overlooking the yard. The laundry area is located off the kitchen. The floor plan offers a primary suite with updated en suite bath, an additional two bedrooms outfitted with California Closets, and beautifully updated full bathroom. A generous family room with cathedral ceiling, full bath and walk-in closet provides the option for an additional primary suite, guest room, or multi-generational living. A cozy den adds even more versatility. The lower level offers a private two-bedroom in-law apartment. An unfinished basement area provides additional storage. A second driveway leads to the attached two-car garage. The fully fenced backyard offers room to enjoy the outdoors with privacy between neighboring homes. This home offers the perfect blend of comfort and thoughtful design to evolve with your lifestyle
Key Facts
- City/Town
- Milford
- Neighborhood
- Wheeler Farms
- Property / Style
- Single Family · Ranch
- Year Built
- 1985
- Days on Market
- 20 days
- Beds
- 4
- Baths
- 4 full
- Living Area
- 3,272 sq ft
- Lot Size
- 0.89 acres
- Garage / Parking
- 2 garage
- Property Taxes
- $11,358 / Annually
Market Snapshot
The Milford Market
Single Family · trailing 12 months
Active Listings
72
94 under contract
Median List Price
$694,450
72 active listings
Median Closed Price
$550,500
434 sales
Median Days on Market
43
72 active listings
Median $ / Sq Ft
$382
72 active listings
Sale-to-List Ratio
100.0%
434 sales
How this home compares
List Price
$779,000
vs $694,450 median
12.2% above median
Price / Sq Ft
$238
vs $382 median
37.7% below median
Days on Market
20 days
vs 43 days median
23 days fresher than median
Based on 72 active and 434 closed sales (trailing 12 mo) of single family in Milford. Source: SmartMLS · As of July 28, 2026.
Location
255 Tanglewood Circle, Milford, Connecticut
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Jul 23, 2026per month
- Principal & Interest$3,972
- Property Taxes$947
- Insurance$260
- HOA$0
Estimates only. Actual rates, taxes, insurance, and HOA fees vary. Consult a lender for current rates.
Location
- City/Town
- Milford
- Neighborhood
- Wheeler Farms
- County
- New Haven
Residence
- Property Type
- Single Family
- Style
- Ranch
- Year Built
- 1985
- New Construction
- No/Resale
- Living Area
- 3,272 sq ft
- Below Grade
- 670 sq ft
Schools
- Elementary
- Per Board of Ed
- High
- Per Board of Ed
Interior
- Heating
- Hot Water
- Heat Fuel
- Natural Gas
- Cooling
- Central Air
- Fireplaces
- 1
- Laundry
- Lower LevelMain Level
- Laundry Location
- 2 laundry areas-main & lower level
- Appliances
- Gas RangeMicrowaveRefrigeratorDishwasherWasherDryer
- Basement
- FullHeatedStorageApartmentCooledPartially FinishedWalk-out
- In-Law Apartment
- YesLower LevelSeparate Entry
- Additional Rooms
- Foyer
Exterior & Lot
- Lot Size
- 0.89 acres
- Zoning
- RA
- Garage / Parking
- 2 garage spacesAttached Garage
- Waterfront Details
- Not Applicable
- Water Source
- Public Water Connected
- Sewer
- Septic
- Flood Zone
- No
- Construction
- ClapboardOther
- Roof
- Asphalt Shingle
- Foundation
- Concrete
- Exterior Features
- DeckGuttersLightingPatio
- Lot Description
- Fence - FullOn Cul-De-SacProfessionally Landscaped
Listing & Financials
- Property Taxes
- $11,358 / Annually
- Days on Market
- 20
- MLS #
- 24189631
- MLS Status
- Under Contract
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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 6:05 AM UTC.