214 Lookout Hill Road
Milford, Connecticut 06461
- Beds
- 3
- Baths
- 2 | 1
- SqFt
- 2,254
- Acres
- 0.16
- Year Built
- 1997
- Property Type
- Single Family

Matt Caiola
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About This Home
Welcome to 214 Lookout Hill Road, a move-in ready Colonial in Milford's desirable Lexington Green neighborhood. Designed for comfortable daily living and easy entertaining, this home offers a balanced mix of classic charm and modern updates. The main level features a bright, light-filled living area with hardwood floors and a wood-burning fireplace. The updated kitchen comes equipped with granite countertops and stainless steel appliances, opening smoothly into the main living and dining spaces. Upstairs, you will find generous bedrooms, including a primary suite with ample closet space. The fully finished lower level substantially expands your living area with a full bath, offering great flexibility for a guest suite, media room, home workout area, or private office. Outside, enjoy a low-maintenance yard and a private deck for outdoor relaxation. Key features include central air, an attached garage, a newer roof, and newer mechanicals. Living in Lexington Green offers a quiet, scenic environment with tree-lined streets and well-kept common grounds. The property is ideally located just minutes from the Milford Green, local beaches, shopping, dining, and major commuter routes including I-95, the Merritt Parkway, and Metro-North.
Key Facts
- City/Town
- Milford
- Neighborhood
- N/A
- Property / Style
- Single Family · Colonial
- Year Built
- 1997
- Days on Market
- 0 days
- Beds
- 3
- Baths
- 2 full · 1 half
- Living Area
- 2,254 sq ft
- Lot Size
- 0.16 acres
- Garage / Parking
- 1 garage
- Property Taxes
- $8,293 / Annually
- HOA Fee
- $160 / Monthly
Market Snapshot
The Milford Market
Single Family · trailing 12 months
Active Listings
84
73 under contract
Median List Price
$642,000
84 active listings
Median Closed Price
$565,000
459 sales
Median Days on Market
30
84 active listings
Median $ / Sq Ft
$328
84 active listings
Sale-to-List Ratio
100.0%
459 sales
How this home compares
List Price
$649,000
vs $642,000 median
In line with median
Price / Sq Ft
$288
vs $328 median
12.2% below median
Days on Market
0 days
vs 30 days median
30 days fresher than median
Based on 84 active and 459 closed sales (trailing 12 mo) of single family in Milford. Source: SmartMLS · As of October 15, 2026.
Location
214 Lookout Hill Road, Milford, Connecticut
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Oct 8, 2026per month
- Principal & Interest$3,595
- Property Taxes$691
- Insurance$216
- HOA$160
Estimates only. Actual rates, taxes, insurance, and HOA fees vary. Consult a lender for current rates.
Location
- City/Town
- Milford
- Neighborhood
- N/A
- County
- New Haven
Residence
- Property Type
- Single Family
- Style
- Colonial
- Year Built
- 1997
- New Construction
- No/Resale
- Living Area
- 2,254 sq ft
- Below Grade
- 618 sq ft
Schools
- Elementary
- Per Board of Ed
- High
- Per Board of Ed
Interior
- Heating
- Hot Air
- Heat Fuel
- Natural Gas
- Cooling
- Central Air
- Fireplaces
- 1
- Laundry
- Lower Level
- Laundry Location
- basement
- Appliances
- Oven/RangeMicrowaveRefrigeratorDishwasherWasherDryer
- Basement
- FullStorageFully FinishedInterior AccessLiveable Space
- In-Law Apartment
- Possible
Exterior & Lot
- Lot Size
- 0.16 acres
- Zoning
- R30
- Garage / Parking
- 1 garage spaceAttached Garage
- Waterfront Details
- Not Applicable
- Water Source
- Public Water Connected
- Sewer
- Public Sewer Connected
- Construction
- Vinyl Siding
- Roof
- Asphalt Shingle
- Foundation
- Concrete
- Lot Description
- Fence - FullTreedSloping Lot
HOA / Association
- Fee
- $160 / Monthly
- Amenities
- Park
Listing & Financials
- Property Taxes
- $8,293 / Annually
- Days on Market
- 0
- MLS #
- 24214262
- MLS Status
- Active
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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 10/15/2026. 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 10/15/2026 at 3:26 PM UTC.