39 Lookout Hill Rd

Milford, CT 06461

$675,000
Price
3
Beds
2,620 Sq. Ft.
$258 / Sq. Ft.
2,620
Sq. Ft.
$258
per Sq. Ft.
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Listed By Coldwell Banker Realty
Listed By Coldwell Banker Realty

Description

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...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!

Listing Agent

  1. Laureen Kennedy

    Laureen Kennedy

    Listing Agent

    Coldwell Banker Real Estate LLC

    P: (203)-671-1817

    CallText

Property Details for 39 Lookout Hill Road

Basement Description
Full, Partially Finished
Direct Waterfront
No
Garages Number
2
Neighborhood
N/A
Style
Colonial
Subdivision
Lexington Gardens
Garage Parking Info
Attached Garage
Swimming Pool
No
LISTING UPDATED: 07/14/2026 03:04 PM

Property Details for 39 Lookout Hill Road

StatusActive
MLS #24179486
Days on Market17
Taxes$8,813 / year
HOA Fees$160 / month
Condo/Co-op Fees-
Property TypeSingle Family
MLS TypeResidential
Year Built1994
Lot Size0.17 AC / 7,405 SF
CountyNew Haven County
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Location

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Building Information for 39 Lookout Hill Road

Stories-Year Built1994Building Size-Lot Size0.17 AC / 7,405 SF

Payment Calculator

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$4,258 per month

30 year fixed, 6.36% Interest

Principal and Interest

$3,364

Property Taxes

$734

HOA Dues

$160

The Payment Calculator is for illustrative purposes only.

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Property Information for 39 Lookout Hill Road

Summary
Property and Location
  • Acres Source: Public Records
  • Directions: GPS
  • Elementary School: Mathewson
  • High School: Jonathan Law
  • Latitude: 41.239757
  • Longitude: -73.08423
  • Middle Jr High School: Harborside
  • Neighborhood Amenities: Golf Course, Health Club, Library, Medical Facilities, Park, Private School(s), Shopping/Mall, Tennis Courts
  • State: Connecticut
  • Subd Complex: Lexington Gardens
HOA and Fees
  • Association Fee Includes: Trash Pickup, Property Management, Road Maintenance
  • HOA Fee Amount: 160
  • HOA Fee Frequency: Monthly
  • Home Owner's Assocation: Yes
  • Special Association Assessment: No
  • Tax Year: July 2025-June 2026
  • Property Tax: $8,813
Interior and Exterior Features
Exterior Features
  • Exterior Features: Underground Utilities, Porch, Deck, Gutters, Lighting
  • Waterfront Description: Not Applicable
Interior Features
  • Appliances Included: Oven/Range, Microwave, Refrigerator, Disposal, Washer, Dryer
  • Attic Description: Access Via Hatch
  • Cooling System: Central Air
  • Heat Type: Hot Air
  • Attic YN: Yes
  • Fireplaces Total: 1
  • Interior Features: Auto Garage Door Opener, Cable - Pre-wired, Open Floor Plan
  • Laundry Room Location: First Floor
  • Rooms Additional: Laundry Room
  • Rooms Total: 9
Room 1
  • Room Entry Order: 1
  • Room Length: 14.0
  • Room Level: Main
  • Room Type: Living Room
  • Room Width: 14.0
Room 2
  • Room Entry Order: 2
  • Room Length: 12.0
  • Room Level: Main
  • Room Type: Dining Room
  • Room Width: 12.0
Room 3
  • Room Entry Order: 3
  • Room Features: Remodeled,Granite Counters,Island
  • Room Length: 18.0
  • Room Level: Main
  • Room Type: Kitchen
  • Room Width: 14.0
Room 4
  • Room Entry Order: 4
  • Room Features: Fireplace
  • Room Length: 12.0
  • Room Level: Main
  • Room Type: Family Room
  • Room Width: 12.0
Room 5
  • Listing Key: 52F95AF3C518305EE063E201100A1C25
  • Room Entry Order: 5
  • Room Features: Full Bath,Walk-In Closet,Wall/Wall Carpet
  • Room Length: 14.0
  • Room Level: Upper
  • Room Type: Primary Bedroom
  • Room Width: 13.0
Room 6
  • Room Entry Order: 6
  • Room Features: Wall/Wall Carpet
  • Room Length: 12.0
  • Room Level: Upper
  • Room Type: Bedroom
  • Room Width: 10.0
Room 7
  • Room Entry Order: 7
  • Room Features: Wall/Wall Carpet
  • Room Length: 12.0
  • Room Level: Upper
  • Room Type: Bedroom
  • Room Width: 10.0
Room 8
  • Room Entry Order: 8
  • Room Features: Wall/Wall Carpet
  • Room Length: 18.0
  • Room Level: Lower
  • Room Type: Rec/Play Room
  • Room Width: 12.0
Room 9
  • Listing Key: 52F95AF3C518305EE063E201100A1C25
  • Room Entry Order: 9
  • Room Features: Wall/Wall Carpet
  • Room Length: 25.0
  • Room Level: Lower
  • Room Type: Office
  • Room Width: 10.0
Property
Property and Assessments
  • Color: Yellow
  • Construction Description: Frame
  • Exterior Siding: Vinyl Siding
  • Foundation Type: Concrete
  • New Construction Type: No/Resale
  • Roof: Asphalt Shingle
  • Year Built: 1994
  • Year Built Source: Public Records
  • Bank Owned Property: No
  • In Law Access: Lower Level
  • In Law Apartment: Possible
  • Sq Ft Est Heated Below Grade: 745
  • Living Area SQFT Per Public Records: 1875
Lot Information
  • Lot Description: In Subdivision, Lightly Wooded, Level Lot
  • Parcel Number: 1216010
  • Sq Ft Est Heated Above Grade: 1875.0
  • Sq Ft Total: 2620.0
  • Zoning: R30
Utilities
  • Energy Features: Generator, Storm Doors, Thermopane Windows
  • Heat Fuel Type: Natural Gas
  • Hot Water Description: Natural Gas, 40 Gallon Tank
  • Radon Mitigation Air: Unknown
  • Radon Mitigation Water: Unknown
  • Sewage System: Public Sewer Connected
  • Water Source: Public Water Connected
Multi Family
Income and Expenses
  • Occupied By: Owner

Property History for 39 Lookout Hill Road

DateEvent & SourcePriceAppreciation
Apr 5, 1999

Closed (Public Record)

Public Record #92292931

$245,000

+6.5% / yr

Aug 17, 1994

Closed (Public Record)

Public Record #92299115

$183,000—
DateEvent & SourcePrice
04/05/1999

Closed (Public Record)

Public Record #92292931

$245,000

+6.5% / yr

08/17/1994

Closed (Public Record)

Public Record #92299115

$183,000

For completeness, we often displays two records for one sale: the MLS record and the public record.

Public Records for 39 Lookout Hill Road

Taxable ValueLand$101,770Additions$196,480Total$298,250
Tax Record2024$8,813 ($734 / month)
Home Facts
Beds3Baths2.5Total Finished SqFt1,875 SqFtAbove Grade Finished SqFt1,875 SqFtUnfinished Basement SqFt248 SqFtStories2Lot Size7,405 SqFtStyleSingle Family ResidenceYear Built1994ZoningR30CountySOUTH CENTRAL CONNECTICUAPNMLFD M:85 B:925 L:9201Fireplace TypeHas Fireplace

Schools near 39 Lookout Hill Road

This home is within Milford School District.
Rating
School
Type
Grades
Distance
Mathewson School
Public - K to 5
Harborside Middle School
Public - 6 to 8
Jonathan Law High School
Public - 9 to 12
Charles F Hayden School- Boys & Girls Village
Private - 1 to 12
Rating
School
Distance
Mathewson School
PublicK to 5

Harborside Middle School
Public6 to 8

Jonathan Law High School
Public9 to 12

Charles F Hayden School- Boys & Girls Village
Private1 to 12

School ratings and boundaries are provided by GreatSchools.org and Pitney Bowes. This information should only be used as a reference. Proximity or boundaries shown here are not a guarantee of enrollment. Please reach out to schools directly to verify all information and enrollment eligibility.

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More information about 39 Lookout Hill Road, Milford, CT 06461

39 Lookout Hill Road is a single family home for sale in Milford, CT 06461. This property was listed for sale on June 18, 2026 by Coldwell Banker Real Estate LLC, it's currently listed at $675,000. It has been on the market for a total of 17 days and was last sold on April 5, 1999. This listing's school district is Milford School District. Nearby schools include Mathewson School, Harborside Middle School and Jonathan Law High School. 39 Lookout Hill Road is a 3-bed, 4-bath, 2,620 sqft single family home built in 1994.

No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of any information, descriptions or measurements (including square footage measurements and property condition), such should be independently verified through appropriate means, including, but not limited to, in person inspection and public records, and Compass International Holdings, its subsidiaries, affiliates and independently owned and operated franchisees, and their affiliated agents and associated third parties expressly disclaim any liability in connection therewith. Photos may be virtually staged or digitally enhanced and may not reflect actual property conditions. Offers of compensation are subject to change at the seller's discretion. No financial or legal advice provided. Equal Housing Opportunity. Subject to change at any time. Compass, Inc., its subsidiaries, affiliates and their agents and associated third parties make no guarantee, warranty or representation regarding the accuracy of any waterfront feature, water view or waterfront view.

Based on information from one of the following Multiple Listing Services: Darien MLS, Smart MLS and Greenwich Multiple Listing Service. Information being provided is for the visitor’s personal, noncommercial use and may not be used for any purpose other than to identify prospective properties visitor may be interested in purchasing. The data contained herein is copyrighted by Darien MLS, Smart MLS and Greenwich Multiple Listing Service is protected by all applicable copyright laws. Any dissemination of this information is in violation of copyright laws and is strictly prohibited. Property information referenced on this web site comes from the Internet Data Exchange (IDX) program of the MLS. This web site may reference real estate listing(s) held by a brokerage firm other than the broker and/or agent who owns this web site. For the avoidance of doubt, the accuracy of all information, regardless of source, is deemed reliable but not guaranteed and should be personally verified through personal inspection by and/or with the appropriate professionals.