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39 Lookout Hill Road

Milford, Connecticut 06461

PENDING$675,000

Reduced from $715,000

Beds
3
Baths
3 | 1
SqFt
2,620
Acres
0.17
Year Built
1994
Matt Caiola

Matt Caiola

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2-Car Garage1 FireplacePrice Reduced

About This Home

BRAND NEW CENTRAL AIR IS BEING INSTALLED! TARGETING 7/31 FOR COMPLETION. Welcome to 39 Lookout Hill, a beautifully maintained 3 bedroom Colonial in the highly sought-after Lexington Greens community, for those seeking a low-maintenance lifestyle and an effortless daily commute. Boasting over 2600 square feet of thoughtfully utilized living space, this move-in-ready home features a dramatic two-story foyer. The updated eat-in kitchen-complete with granite countertops, stainless steel appliances, and a center island-makes meal prep and clean-up a breeze, opening directly to a spacious family room with sliders to a private deck. Overlooking a peaceful, wooded setting, this outdoor retreat offers a serene escape with absolutely zero yard maintenance required. Upstairs, the primary suite serves as a relaxing oasis with a walk-in closet and an updated bath and a walk-in shower, accompanied by two additional bedrooms and a full bath. Brand new carpeting on stairs and entire upstairs level. The fully finished lower level adds incredible flexibility with a rec room, full bath, potential fourth bedroom, office space or in-law setup. Whole house generator provides peace of mind no matter what the weather. Best of all, this home takes the stress out of travel, sitting just minutes from the train station, major highways, shopping, dining, and Milford's beautiful shoreline. Move right in, enjoy your smaller, private yard and start enjoying coastal Connecticut living!

Key Facts

City/Town
Milford
Neighborhood
N/A
Property / Style
Single Family · Colonial
Year Built
1994
Days on Market
40 days
Beds
3
Baths
3 full · 1 half
Living Area
2,620 sq ft
Lot Size
0.17 acres
Garage / Parking
2 garage
Property Taxes
$8,813 / Annually
HOA Fee
$160 / Monthly

Market Snapshot

The Milford Market

Single Family · trailing 12 months

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

$675,000

vs $694,450 median

In line with median

Price / Sq Ft

$258

vs $382 median

32.5% below median

Days on Market

40 days

vs 43 days median

3 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

39 Lookout Hill Road, Milford, Connecticut

Property + 12 nearby

Estimate Your Payment

Estimated Monthly Payment

Rates: Freddie Mac PMMS via FRED
$4,561

per month

  • Principal & Interest$3,442
  • Property Taxes$734
  • Insurance$225
  • 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
Subdivision
Lexington Gardens

Residence

Property Type
Single Family
Style
Colonial
Year Built
1994
New Construction
No/Resale
Living Area
2,620 sq ft
Below Grade
745 sq ft

Schools

Elementary
Mathewson
High
Jonathan Law

Interior

Heating
Hot Air
Heat Fuel
Natural Gas
Cooling
Central Air
Fireplaces
1
Laundry Location
First Floor
Appliances
Oven/RangeMicrowaveRefrigeratorDisposalWasherDryer
Basement
FullPartially Finished
In-Law Apartment
PossibleLower Level
Interior Features
Auto Garage Door OpenerCable - Pre-wiredOpen Floor Plan
Additional Rooms
Laundry Room

Exterior & Lot

Lot Size
0.17 acres
Zoning
R30
Garage / Parking
2 garage spacesAttached Garage
Waterfront Details
Not Applicable
Water Source
Public Water Connected
Sewer
Public Sewer Connected
Construction
Vinyl Siding
Color
Yellow
Roof
Asphalt Shingle
Foundation
Concrete
Exterior Features
Underground UtilitiesPorchDeckGuttersLighting
Lot Description
In SubdivisionLightly WoodedLevel Lot

HOA / Association

Fee
$160 / Monthly

Listing & Financials

Property Taxes
$8,813 / Annually
Days on Market
40
MLS #
24179486
MLS Status
Under Contract - Continue to Show

Similar Properties

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

Listed By

Laureen Kennedy

(203) 671-1817

Coldwell Banker Realty

(203) 272-1633

Co-Listed By

Kevin Kennedy

Coldwell Banker Realty

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 6:01 AM UTC.