265 Legend Hill Rd #265, Madison, CT 06443

Off market mar 2024 for $495K

$627,939

•

1,880

sq ft

265 Legend Hill Rd #265, Madison, CT 06443

About this home

Legend Hill, a premiere Madison community on over 80 acres with beautiful and historic clubhouse, impeccably manicured grounds, inground pool, and tennis/pickle ball courts. This Stunning and meticulously maintained ranch style 2-bedroom unit has a lovely, updated kitchen, spacious living and Dining room with gleaming hardwood floors, and gas fireplace. Off the living room is a bright and sunny sunroom with distant views of Long Island Sound! An added fireplace in this room makes for a cozy space while reading a book or enjoying a movie. The main level also includes a primary suite with private bath, 2nd bedroom, laundry and hall bathroom. The lower level will wow you with a great room for recreation, play or media room. There's a 3rd bedroom as well on this level with a 1/2 bath. Access to the outside with a private patio off the back of the home. Carefree living. Move in and enjoy. Just minutes to Madison town center with shops, restaurants and wonderful sandy beaches.

CondoProperty Type

1985Year Built

$334Est. Price/Sq.Ft.

1 car garageParking

Listed by Cathy Lynch • Coldwell Banker Realty

Bought with Jane Cardarelli • William Raveis Real Estate

Source:Smart MLS #170606075

Redfin Estimate

$627,939

$133K since sold in March 2024$4,000 since October

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 18.2% higher than the average sale price ($531K) of 6 comparable homes.

SOLD OCT 15, 2026
$560,000
A
2 beds2.5 baths1,976 sq ft
250 Legend Hill Rd #250, Madison, CT 06443
SOLD AUG 10, 2026
$700,000
B
2 beds2.5 baths1,498 sq ft
21 Centre Village Dr #21, Madison, CT 06443
SOLD OCT 2, 2026
$375,000
C
2 beds2.5 baths1,612 sq ft
60 Clintonville Rd #103, Northford, CT 06472
SOLD OCT 21, 2026
$385,000
D
2 beds2 baths1,479 sq ft
65 Long Hill Farm #65, Guilford, CT 06437
SOLD AUG 14, 2026
$605,000
E
2 beds2.5 baths2,145 sq ft
80 Seaview Ter #32, Guilford, CT 06437
SOLD NOV 14, 2025
$563,000
F
2 beds2.5 baths1,593 sq ft
87 Legend Hill Rd #87, Madison, CT 06443

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Earn from this home

Sell

$212,811

Est. take-home

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Rent

$2,760/mo

Redfin rental estimate

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Market trends in 06443, CT

Last updated October 2026

Buyer's Market

Seller's Market

Seller's market

Sale-to-list price

102.7%

+0.4% MoM

Median sale price

$799K

$6K MoM

Avg. days on market

38d

5 days MoM

Recently sold homes

2 MoM

New listings for sale

$1,779,000
3 beds2.5 baths2,566 sq ft
16 North Ave, Madison, CT 06443
$499,900
3 beds2 baths1,994 sq ft
8 Stephanie Ct, Madison, CT 06443
$499,900
3 beds3 baths1,944 sq ft
25 Samantha Ln, Madison, CT 06443
COMING SOON
$1,299,000
5 beds3.5 baths4,723 sq ft
37 Silo Hl, Madison, CT 06443
$549,900
4 beds2 baths1,728 sq ft
252 Boston Post Rd, Madison, CT 06443
$275,000
2 beds1 bath751 sq ft
59 EAST St, Madison, CT 06434
$550,000
2 beds2 baths1,316 sq ft
91 Neck Rd, Madison, CT 06443
$550,000
2 beds2 baths1,280 sq ft
23 Wilshire Rd Unit A, Madison, CT 06443
$665,000
3 beds2.5 baths2,237 sq ft
3 Poole Rd, Madison, CT 06443
See all

Provided by Redfin

Sale history for 265 Legend Hill Rd #265

Date

Event

Price

Smart MLS #170606075

Mar 11, 2024

Sold

$495,000

$263/sq ft

Feb 15, 2024

Pending

—

Jan 30, 2024

Contingent

—

Nov 10, 2023

Relisted

—

Nov 3, 2023

Contingent

—

Oct 26, 2023

Listed

$495,000

$263/sq ft

Smart MLS #170043490

Apr 19, 2018

Listing Removed

—

Apr 18, 2018

Sold

$355,000

$189/sq ft

Mar 5, 2018

Pending

—

Feb 1, 2018

Listed

$369,900

$197/sq ft

Legend Hill is a spectacular condominum development located on eighty-eight acres of preserved natural woodland. It is also located on one of the highest points on the New England shoreline. This turn key, stunning and very desirable two bedroom "A" unit ranch has it all including striking Long Island sound views. Cherry cabinets, granite counter tops, gleaming hardwood floors, sunny enclosed glass porch, gas fireplace and a comfortable bedroom and a full bath in lower level along with a media room, a workshop and a crafts room. Not to mention the exquisite sunrise and sunset views. Live the resort life at Legend Hill. Enjoy the private recreational facilities. The Northam Manor or better known as the "club house" has been completely restored and is the go to place for lots of events or it can be rented out by residents for private parties. Embrace your time off with family and friends by playing a rigorous game of tennis on one of the several courts or lounge by the magnificent pool with stone patio or do both!!! Legend Hill is located equi distance between Boston and New York. Prefer showings after 10:00 am.

Visit the website www.legendhillmadison.com

Smart MLS #M9131678

Nov 28, 2011

Listed

$385,000

$205/sq ft

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Public record

Beds

—

Baths

—

Stories

—

Lot width

—

Lot depth

—

Lot size

—

Year renovated

—

Sq. Ft.

—

Year built

—

Style

Condo/Co-op

County

New Haven County

APN

1160089

Parking Spaces

—

Basement

—

Accessible

—

HOA Dues

—

Garage

—

Features

—

Last updated by owner on Apr 8, 2023.

Property details

Parking

Garage Information
Garage & Parking: Attached Garage, Driveway, Paved
Garages Number: 1

Interior

Interior Information
Total Rooms: 6
Levels In Unit: 2
Laundry Room Info: Main Level
Interior Features: Auto Garage Door Opener, Cable - Available
Fireplaces Total: 1
Cooling System: Central Air
Appliances Included: Oven/Range, Refrigerator, Dishwasher

Bathroom Information
# of Baths (Full): 2
# of Baths (Half): 1

Bedroom Information
Beds Total: 2

Room Information
Rooms Additional: Exercise Room, Foyer, Workshop
Room Count: 8
Basement Description: Full, Partially Finished, Heated, Storage
Has Attic
Attic Description: Crawl Space

Exterior

Exterior Features
Exterior Siding: Clapboard
Exterior Features: Garden Area, Gutters, Porch, Porch-Heated, Sidewalk, Tennis Court, Underground Utilities

Lot Information
Lot Description: On Cul-De-Sac

Pool Information
Swimming Pool
Pool Description: In Ground Pool

Building Information
Construction Description: Frame
Complex: Legend Hill
Color: Grey

Property Information
Waterfront Description: Access
Property Type: Condo/Co-Op For Sale
Property Sub Type: Condominium
Living Area SQFT Per Public Record: 1160

Financial

Assessments Information
Assessed Value: $222,100

Rental Information
Pets Allowed: Yes

Utilities

Utility Information
Water Source: Public Water Connected
Sewage System: Shared Septic
Hot Water Description: Domestic
Heat Type: Hot Air
Heat Fuel Type: Propane

Location

Multi-Unit Information
Unit On Floor Number: 1
Total Number of Units: 90

HOA Information
Has Home Owner's Assocation
HOA Fee Frequency: Monthly
HOA Fee Amount: $811
Association Fee Includes: Club House, Tennis, Grounds Maintenance, Trash Pickup, Snow Removal, Water, Property Management, Road Maintenance
Association Amenities: Club House, Pool, Tennis Courts

School Information
Middle Jr High School: Per Board of Ed
Intermediate School: Per Board of Ed
High School: Daniel Hand
Elementary School: Per Board of Ed

Location Information
State: Connecticut
Nearby Amenities: Golf Course, Library, Park, Playground/Tot Lot, Shopping/Mall, Stables/Riding, Tennis Courts
Directions: Durham Road, To Legend Hill complex
County: New Haven

Public facts

Beds: —
Baths: —
Sq. Ft.: —
Stories: —
Lot Size: —
Style: Condo/Co-op
Year Built: —
Year Renovated: —
County: New Haven County
APN: 1160089

Home facts updated by county records on Apr 8, 2023

Other

Documents & Disclosures
Supplement Count Public: 1

Around this home

Schools

K - 12
Preschool & daycare

Kathleen H. Ryerson Elementary School

Public K-3 • Assigned • 0.2mi

Walter C. Polson Upper Middle School

Public 6-8 • Assigned • 3.4mi

10/10

Daniel Hand High School

Public 9-12 • Assigned • 3.5mi

10/10

Provided by GreatSchools

Lifestyle

Provided by Walk Score and Local Logic

Historical weather

Madison, CT • 06443

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 4.5 hours in December, which is comparable to the U.S. average for solar exposure.

8.9 hrs

4.5 hrs

JuneDecember

Provided by Shadowmap

Estimated sale price

$597,000 – $723,000

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Private sanctuary • Wooded grounds • Flexible floor plan

Home values near 265 Legend Hill Rd #265

Data from public records.

Address	Redfin Estimate
81 Legend Hill Rd, Madison, CT 2 Beds \| 2.5 Baths \| 1836 Sq. Ft.	$545,555
263 Legend Hill Rd, Madison, CT 2 Beds \| 2.5 Baths \| 1676 Sq. Ft.	$541,486
89 Legend Hill Rd, Madison, CT 2 Beds \| 3 Baths \| 1836 Sq. Ft.	$527,947
273 Legend Hill Rd, Madison, CT 2 Beds \| 2 Baths \| 1328 Sq. Ft.	$470,265
87 Legend Hill Rd, Madison, CT 2 Beds \| 2.5 Baths \| 1593 Sq. Ft.	$550,065
93 Legend Hill Rd, Madison, CT 2 Beds \| 2 Baths \| 1374 Sq. Ft.	$472,328
258 Legend Hill Rd Apt 258, Madison, CT 2 Beds \| 3.5 Baths \| 2556 Sq. Ft.	$760,996

Address	Redfin Estimate
267 Legend Hill Rd, Madison, CT 2 Beds \| 2 Baths \| 1374 Sq. Ft.	$550,356
269 Legend Hill Rd, Madison, CT 2 Beds \| 2.5 Baths \| 1576 Sq. Ft.	$608,052
83 Legend Hill Rd, Madison, CT 2 Beds \| 2 Baths \| 1160 Sq. Ft.	$396,940
85 Legend Hill Rd, Madison, CT 2 Beds \| 2 Baths \| 1374 Sq. Ft.	$494,628
258 Legend Hill Rd, Madison, CT 2 Beds \| 2.5 Baths \| 1768 Sq. Ft.	$638,673
89 Legend Hill Rd Apt 89, Madison, CT 2 Beds \| 3 Baths \| 1836 Sq. Ft.	$585,322
91 Legend Hill Rd Apt 91, Madison, CT 3 Beds \| 3 Baths \| 1884 Sq. Ft.	$738,744

Address	Redfin Estimate
261 Legend Hill Rd, Madison, CT 2 Beds \| 2.5 Baths \| 1768 Sq. Ft.	$608,840
265 Legend Hill Rd, Madison, CT 2 Beds \| 2.5 Baths \| 1160 Sq. Ft.	$510,665
271 Legend Hill Rd, Madison, CT 2 Beds \| 2.5 Baths \| 2507 Sq. Ft.	$741,876
79 Legend Hill Rd, Madison, CT 2 Beds \| 2.5 Baths \| 1576 Sq. Ft.	$513,550
91 Legend Hill Rd, Madison, CT 2 Beds \| 2 Baths \| 1160 Sq. Ft.	$426,715
77 Legend Hill Rd Apt 77, Madison, CT 2 Beds \| 2 Baths \| 1374 Sq. Ft.	$531,880
83 Legend Hill Rd Apt 83, Madison, CT 2 Beds \| 2 Baths \| 1160 Sq. Ft.	$424,321

Property information provided by Smart MLS when last listed in 2023. This data may not match . Learn more.

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About this home

Redfin Estimate

Earn from this home

Market trends in 06443, CT

Sale history for 265 Legend Hill Rd #265

Public record

Property details

Around this home

Schools

Lifestyle

Historical weather

Sun exposure

Nearby similar homes

New listings for sale in 06443

Home values near 265 Legend Hill Rd #265

More real estate resources