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!
Sold for $675,000
$675,000
39 Lookout Hill Road, Milford, CT 06461
3beds
2,620sqft
Single Family Residence
Built in 1994
7,405 Square Feet Lot
$675,400 Zestimate®
$258/sqft
$4,354 Estimated rent
Home value
$675,400
$615,000 - $743,000
$4,354/mo
Zestimate® history
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$4,212/mo
Est. payment
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Est. payment
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List your homeWhat's special
Private deckDramatic two-story foyerCenter islandWalk-in closetUpdated eat-in kitchenGranite countertopsPeaceful wooded setting
Zillow last checked:
Listing updated:
Listed by:
Laureen G. Kennedy (203)671-1817,
Coldwell Banker Realty 203-272-1633,
Kevin Kennedy 203-233-9675,
Coldwell Banker Realty
Bought with:
Lori Smarz, RES.0828868
Coldwell Banker Realty
Source: Smart MLS,MLS#: 24179486
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 3
- Bathrooms: 4
- Full bathrooms: 3
- 1/2 bathrooms: 1
Rooms
- Room types: Laundry
Primary bedroom
- Features: Full Bath, Walk-In Closet(s), Wall/Wall Carpet
- Level: Upper
- Area: 182 Square Feet
- Dimensions: 13 x 14
Bedroom
- Features: Wall/Wall Carpet
- Level: Upper
- Area: 120 Square Feet
- Dimensions: 10 x 12
Bedroom
- Features: Wall/Wall Carpet
- Level: Upper
- Area: 120 Square Feet
- Dimensions: 10 x 12
Dining room
- Level: Main
- Area: 144 Square Feet
- Dimensions: 12 x 12
Family room
- Features: Fireplace
- Level: Main
- Area: 144 Square Feet
- Dimensions: 12 x 12
Kitchen
- Features: Remodeled, Granite Counters, Kitchen Island
- Level: Main
- Area: 252 Square Feet
- Dimensions: 14 x 18
Living room
- Level: Main
- Area: 196 Square Feet
- Dimensions: 14 x 14
Office
- Features: Wall/Wall Carpet
- Level: Lower
- Area: 250 Square Feet
- Dimensions: 10 x 25
Rec play room
- Features: Wall/Wall Carpet
- Level: Lower
- Area: 216 Square Feet
- Dimensions: 12 x 18
Heating
- Forced Air, Natural Gas
Cooling
- Central Air
Appliances
- Included: Oven/Range, Microwave, Refrigerator, Disposal, Washer, Dryer, Gas Water Heater, Water Heater
Features
- Wired for Data, Open Floorplan
- Doors: Storm Door(s)
- Windows: Thermopane Windows
- Basement: Full,Partially Finished
- Attic: Access Via Hatch
- Number of fireplaces: 1
Interior area
- Total structure area: 2,620
- Total interior livable area: 2,620 sqft
- Finished area above ground: 1,875
- Finished area below ground: 745
Property
Parking
- Total spaces: 2
- Parking features: Attached, Garage Door Opener
- Attached garage spaces: 2
Features
- Patio & porch: Porch, Deck
- Exterior features: Rain Gutters, Lighting
Lot
- Size: 7,405 Square Feet
- Features: Subdivided, Few Trees, Level
Details
- Parcel number: 1216010
- Zoning: R30
- Other equipment: Generator
Construction
Type & style
- Home type: SingleFamily
- Architectural style: Colonial
- Property subtype: Single Family Residence
Materials
- Vinyl Siding
- Foundation: Concrete Perimeter
- Roof: Asphalt
Condition
- New construction: No
- Year built: 1994
Utilities & green energy
- Sewer: Public Sewer
- Water: Public
- Utilities for property: Underground Utilities
Green energy
- Energy efficient items: Doors, Windows
Community & HOA
Community
- Features: Golf, Health Club, Library, Medical Facilities, Park, Private School(s), Shopping/Mall, Tennis Court(s)
- Subdivision: Lexington Gardens
HOA
- Has HOA: Yes
- Amenities included: Management
- Services included: Trash, Road Maintenance
- HOA fee: $160 monthly
Location
- Region: Milford
Financial & listing details
- Price per square foot: $258/sqft
- Tax assessed value: $298,250
- Annual tax amount: $8,813
- Date on market: 6/18/2026
Price history
| Date | Event | Price |
|---|---|---|
| 8/15/2026 | Sold | $675,000$258/sqft |
Source:  Smart MLS #24179486 Report a problem | ||
| 7/14/2026 | Price change | $675,000-3.4%$258/sqft |
Source: Smart MLS #24179486 Report a problem | ||
| 7/7/2026 | Price change | $699,000-2.2%$267/sqft |
Source: Smart MLS #24179486 Report a problem | ||
| 6/26/2026 | Pending sale | $715,000$273/sqft |
Source: Smart MLS #24179486 Report a problem | ||
| 6/18/2026 | Listed for sale | $715,000+191.8%$273/sqft |
Source: Smart MLS #24179486 Report a problem | ||
| 3/31/1999 | Sold | $245,000+33.9%$94/sqft |
Source: Smart MLS #98033267 Report a problem | ||
| 8/17/1994 | Sold | $183,000$70/sqft |
Source: Public Record Report a problem | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2025 | $8,813 +1.4% | $298,250 |
| 2024 | $8,691 +7.3% | $298,250 |
| 2023 | $8,103 +2% | $298,250 |
| 2022 | $7,948 +16.4% | $298,250 +20.8% |
| 2021 | $6,827 -0.1% | $246,920 |
| 2020 | $6,835 -0.1% | $246,920 |
| 2019 | $6,842 -0.1% | $246,920 |
| 2018 | $6,850 -0.2% | $246,920 |
| 2017 | $6,862 +2.4% | $246,920 +2.6% |
| 2016 | $6,699 -0.1% | $240,620 |
| 2015 | $6,708 +2.4% | $240,620 |
| 2014 | $6,550 +3.6% | $240,620 |
| 2013 | $6,323 +2.6% | $240,620 |
| 2012 | $6,160 -2.9% | $240,620 +9.5% |
| 2011 | $6,347 +1.6% | $219,696 |
| 2010 | $6,248 +3.4% | $219,696 |
| 2009 | $6,042 -2.6% | $219,696 |
| 2008 | $6,202 +3.8% | $219,696 +16.8% |
| 2007 | $5,976 +18.6% | $188,108 +20.2% |
| 2005 | $5,037 +10.2% | $156,520 |
| 2003 | $4,570 +8.7% | $156,520 |
| 2001 | $4,204 | $156,520 |
Find assessor info on the county website
Neighborhood: 06461
Nearby homes
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Nearby schools
GreatSchools rating
- 6/10Mathewson SchoolGrades: K-5Distance: 1.1 mi
- 9/10Harborside Middle SchoolGrades: 6-8Distance: 1.7 mi
- 6/10Jonathan Law High SchoolGrades: 9-12Distance: 2.5 mi
Schools provided by the listing agent
- Elementary: Mathewson
- Middle: Harborside
- High: Jonathan Law
Source: Smart MLS. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.
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- Connecticut
- New Haven County
- Milford
- 06461
- 39 Lookout Hill Road
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