Off market sep 2018 for $440K

$808,184

Est. refi paymentEst. refi $3,368/mo

•

3,030

sq ft

101 Lookout Hill Rd, Milford, CT 06461

About this home

Impressive In Every Way! This stately 5 Bedroom, 3.5 Bath, 4,000+ sq. ft. Lexington Green Manor style home boasts was designed with entertaining in mind. The main level features a dramatic two story entrance. 9 foot ceilings on the first floor, Gracious formal rooms include a Living Room and Dining Room with hardwood flooring and crown molding, a generously sized Eat-in-Kitchen with granite counter tops and center island spills into the main level Family Room with fireplace and French doors to deck as well as a main level laundry room. The 5 bedrooms include a fabulous Master Bedroom has a walk-in California style closet and full Bath with separate Jacuzzi tub & shower. Finished basement includes; a bedroom or media room, wet bar, full Bath and oversized family room with plenty of closet storage space, ideal as a possible in-law or guest suite. Plenty of room for outside entertaining in the large fenced yard. You'd be proud to call this home!

Single-familyProperty Type

1998Year Built

9,583 sq ftLot Size

$267Est. Price/Sq.Ft.

2 car garageParking

Listed by Stephanie Ellison • RE/MAX Right Choice

Bought with Yolanda Wealthberg • Wealthberg Real Estate

Source:Smart MLS #170069416

Redfin Estimate

$808,184

$368K since sold in September 2018$8,000 since September

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 5.4% lower than the average sale price ($854K) of 6 comparable homes.

SOLD AUG 21, 2026
$960,000
A
4 beds3.5 baths3,083 sq ft
34 River Highlands Dr, Milford, CT 06461
SOLD AUG 21, 2026
$840,000
B
4 beds3.5 baths3,299 sq ft
44 Randolph Farm Rd, Milford, CT 06461
SOLD JUL 10, 2026
$773,000
C
3 beds3.5 baths2,934 sq ft
255 Acorn Ln, Milford, CT 06461
SOLD AUG 15, 2026
$675,000
D
3 beds3.5 baths2,620 sq ft
39 Lookout Hill Rd, Milford, CT 06461
SOLD DEC 22, 2025
$787,500
E
4 beds3.5 baths2,966 sq ft
143 Juniper Dr, Milford, CT 06461
SOLD JUN 12, 2026
$1,090,000
F
4 beds4 baths3,354 sq ft
36 Randolph Farm Rd, Milford, CT 06461

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Sell

$466,709

Est. take-home

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Est. cash available

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Rent

$3,758/mo

Redfin rental estimate

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Market trends in 06461, CT

Last updated September 2026

Buyer's Market

Seller's Market

Seller's market

Sale-to-List Price

101.8%

0.6% MoM

Median sale price

$529K

$6K MoM

Avg. days on market

36d

6 days MoM

Recently sold homes

6 MoM

New listings for sale

NEW 28 HRS AGO
$399,000
3 beds1 bath1,130 sq ft
33 Northwood Pl, Milford, CT 06461
3D WALKTHROUGH
$725,000
4 beds2.5 baths2,130 sq ft
29 Harvest Ln, Milford, CT 06461
$529,500
3 beds2.5 baths2,066 sq ft
60 Round Hill Ter, Milford, CT 06461
OPEN TODAY, 2PM TO 4PM
$755,000
3 beds2.5 baths2,590 sq ft
29 Masters Ln, Milford, CT 06461
$284,500
1 bed1 bath887 sq ft
18 Woodhill Rd #18, Milford, CT 06461
$649,000
3 beds2.5 baths2,254 sq ft
214 Lookout Hill Rd, Milford, CT 06461
OPEN TODAY, 1:30PM TO 3:30PM
$699,000
5 beds3 baths2,856 sq ft
252 Oronoque Rd, Milford, CT 06461
3D WALKTHROUGH
$419,000
3 beds1 bath1,599 sq ft
51 Meadow Park Dr, Milford, CT 06461
$299,900
2 beds1 bath969 sq ft
431 Swanson Cres #431, Milford, CT 06461
FOR SALE BY OWNER
$619,000
3 beds2 baths1,372 sq ft
15 Whitwell St, Milford, CT 06461
See all

Provided by Redfin

Sale history for 101 Lookout Hill Rd

Date

Event

Price

Smart MLS #170069416

Sep 5, 2018

Sold

$440,000

$145/sq ft

Sep 5, 2018

Listing Removed

—

Aug 6, 2018

Contingent

—

Jul 26, 2018

Price Changed

$464,000

$153/sq ft

Jun 15, 2018

Price Changed

$474,000

$156/sq ft

Apr 6, 2018

Listed

$479,000

$158/sq ft

Smart MLS #N10236336

Oct 31, 2017

Listing Removed

—

Jul 16, 2017

Listed

$489,000

$161/sq ft

Smart MLS #99089470

May 21, 2015

Sold

$440,000

$145/sq ft

May 16, 2015

Listing Removed

—

Jan 7, 2015

Listed

$459,900

$152/sq ft

The largest of all the Lexington Green models, this stately 5 BR, 3.5 Bth, 4,000+ sq. ft. Manor style home boasts a dramatic 2 story entrance. Gracious formal rooms include a Living Room & Dining Room w/hardwood flooring and crown molding, a generously sized Eat-in-Kitchen with granite tops and center island spills into the main level Family Room with brick fireplace and French doors to deck as well as a main level laundry room. The fabulous Master Bedroom has a walk-in California style closet and full Bath with separate Jacuzzi tub & shower. Finished basement includes; a bedroom or media room, wet bar, full Bath and oversized family room with plenty of closet storage space. Over 20k in recent improvements & upgrades. You will fall in love!

Smart MLS #N351118

Jan 6, 2015

Listing Removed

—

Jun 24, 2014

Listed

$469,000

$155/sq ft

Smart MLS #N346503

Jun 24, 2014

Listing Removed

—

Mar 8, 2014

Listed

$479,000

$158/sq ft

Public Records

Feb 12, 2008

Sold

$500,000

$165/sq ft

Smart MLS #98361376

Jan 7, 2008

Listed

$539,900

$178/sq ft

Smart MLS #98338758

Dec 30, 2007

Listing Removed

—

Jun 21, 2007

Listed

$539,900

$178/sq ft

Smart MLS #N264680

Jun 21, 2007

Listed

$539,900

$178/sq ft

Smart MLS #98062738

Jan 27, 2000

Listed

$379,900

$125/sq ft

Year

Property tax

Land + Additions

Assessment*

2023

$9,992 (+1.9%)

$98,490 + $269,260

$367,750

2022

$9,801 (+12.8%)

$98,490 + $269,260

$367,750

2021

$8,688 (−0.1%)

$77,120 + $237,080

$314,200

2020

$8,697 (−3.6%)

$77,120 + $237,080

$314,200

2019

$9,018 (+3.5%)

$77,120 + $237,080

$314,200

2018

$8,716 (−0.2%)

$77,120 + $237,080

$314,200

2017

$8,732 (−2.1%)

$77,120 + $237,080

$314,200

2016

$8,915 (+5.6%)

$75,170 + $245,060

$320,230

2013

$8,443

$75,170 + $246,100

$321,270

2011

$8,443

$75,170 + $246,100

$321,270

Tax history for 101 Lookout Hill Rd

Year

Property tax

Land + Additions

Assessment*

2023

$9,992 (+1.9%)

$98,490 + $269,260

$367,750

2022

$9,801 (+12.8%)

$98,490 + $269,260

$367,750

2021

$8,688 (−0.1%)

$77,120 + $237,080

$314,200

2020

$8,697 (−3.6%)

$77,120 + $237,080

$314,200

2019

$9,018 (+3.5%)

$77,120 + $237,080

$314,200

2018

$8,716 (−0.2%)

$77,120 + $237,080

$314,200

2017

$8,732 (−2.1%)

$77,120 + $237,080

$314,200

2016

$8,915 (+5.6%)

$75,170 + $245,060

$320,230

2013

$8,443

$75,170 + $246,100

$321,270

2011

$8,443

$75,170 + $246,100

$321,270

*Taxable value of land and structures on it ("additions") is determined regularly by local assessors and does not affect market price.

Public record

Beds

Baths

3.5

Stories

Lot width

—

Lot depth

—

Lot size

9,583 Sq. Ft.

Year renovated

—

Sq. Ft.

3,030

Year built

1998

Style

Single Family Residential

County

New Haven County

APN

1215956

Parking Spaces

—

Basement

—

Accessible

—

HOA Dues

—

Garage

—

Features

—

Last updated by owner on Jul 13, 2023.

Property details

Parking

Garage Information
Garage & Parking: Attached Garage
Garages Number: 2

Interior

Virtual Tour Information
Has Virtual Tour

Interior Information
Total Rooms: 10
Laundry Room Location: First Floor
Interior Features: Auto Garage Door Opener, Cable - Available, Open Floor Plan
In-Law Apartment: Possible
In-Law Access: Possible
Fireplaces Total: 1
Cooling System: Central Air
Appliances Included: Gas Cooktop, Wall Oven, Microwave, Range Hood, Refrigerator, Dishwasher

Bathroom Information
# of Baths (Full): 3
# of Baths (Half): 1

Bedroom Information
Beds Total: 4

Room Information
Room Count: 10
Basement Description: Full With Hatchway, Partially Finished, Heated, Interior Access, Hatchway Access, Liveable Space
Has Attic
Attic Description: Access Via Hatch

Exterior

Exterior Features
Roof Information: Asphalt Shingle
Exterior Siding: Vinyl Siding
Exterior Features: Deck, French Doors, Gutters, Porch, Underground Utilities

Lot Information
Lot Description: Corner Lot, Fence - Full

Building Information
Foundation Type: Concrete
Construction Description: Frame
Color: White

Property Information
Property Type: Single Family For Sale
Property Info: Planned Unit Development
Living Area SQFT Per Public Record: 3030
Driveway Type: Asphalt

Financial

Assessments Information
Assessed Value: $314,200

Utilities

Utility Information
Water Source: Public Water Connected
Sewage System: Public Sewer Connected
Hot Water Description: Natural Gas
Heat Type: Hot Air
Heat Fuel Type: Natural Gas
Energy Features: Storm Doors, Thermopane Windows

Location

HOA Information
Has Home Owner's Assocation
HOA Fee Frequency: Monthly
HOA Fee Amount: $125
Association Fee Includes: Grounds Maintenance, Insurance, Property Management, Snow Removal, Trash Pickup
Association Amenities: Health Club, Medical Facilities, Putting Green, Tennis Courts

School Information
Intermediate School: Harborside
High School: Jonathan Law
Elementary School: Mathewson

Location Information
State: Connecticut
Nearby Amenities: Golf Course, Health Club, Library, Medical Facilities, Shopping/Mall, Tennis Courts
Directions: Wheelers Farm Road to East Rutland, R into Lexington Green. Driveway id before 1st stop sign; on the corner of Lexington Way & Lookout Hill
County: New Haven

Public facts

Beds: 4
Baths: 3.5
Sq. Ft.: 3,030
Stories: 2.0
Lot Size: 9,583 square feet
Style: Single Family Residential
Year Built: 1998
Year Renovated: —
County: New Haven County
APN: 1215956

Home facts updated by county records on Jul 13, 2023

Other

Documents & Disclosures
Supplement Count Public: 1

Around this home

Schools

Mathewson School

Public K-5 • Assigned • 1.0mi

6/10

Harborside Middle School

Public 6-8 • Assigned • 1.6mi

9/10

Jonathan Law High School

Public 9-12 • Assigned • 2.5mi

6/10

Provided by GreatSchools

Lifestyle

Provided by Walk Score and Local Logic

Climate risks

1/10 Flood Factor

Minimal risk of a flood reaching the building in the next 30 years

1/10 Fire Factor

Unlikely to be in a wildfire in next 30 years

6/10 Heat Factor

7 days above 98° expected this year, 15 days in 30 years

6/10 Wind Factor

41% chance of strong winds in next 30 years

4/10 Air Factor

5 unhealthy days expected this year, 7 days in 30 years

Provided by First Street

Historical weather

Milford, CT • 06461

Average low and high temperatures (°F)

Jan

Feb

Mar

Apr

May

Jun

Jul

Aug

Sep

Oct

Nov

Dec

Sun exposure

In this area, properties receive around 8.9 hours in June and 4.4 hours in December, placing it below the U.S. average for solar exposure.

8.9 hrs

4.4 hrs

JuneDecember

Provided by Shadowmap

Estimated sale price

$768,000 – $930,000

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$649,000

3 beds2.5 baths2,254 sq ft

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OPEN TODAY, 1:30PM TO 3:30PM

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Home values near 101 Lookout Hill Rd

Data from public records.

Address	Redfin Estimate
78 Lookout Hill Rd, Milford, CT 3 Beds \| 3.5 Baths \| 2400 Sq. Ft.	$622,854
133 Lookout Hill Rd, Milford, CT 3 Beds \| 2.5 Baths \| 1540 Sq. Ft.	$569,454

Address	Redfin Estimate
119 Lookout Hill Rd, Milford, CT 3 Beds \| 3.5 Baths \| 1432 Sq. Ft.	$572,174
90 Lookout Hill Rd, Milford, CT 3 Beds \| 2.5 Baths \| 2312 Sq. Ft.	$702,342

Address	Redfin Estimate
113 Lookout Hill Rd, Milford, CT 3 Beds \| 2.5 Baths \| 1816 Sq. Ft.	$637,829
79 Lookout Hill Rd, Milford, CT 3 Beds \| 2.5 Baths \| 1648 Sq. Ft.	$584,160

Property information provided by Smart MLS when last listed in 2018. This data may not match . Learn more.

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