289 Legend Hill Rd #289, Madison, CT 06443

Off market mar 2021 for $317K

$566,764

•

1,808

sq ft

289 Legend Hill Rd #289, Madison, CT 06443

About this home

Desirable upper tier 2 bedroom unit in Legend Hill close to the pool and 'Legendary' Mansion, with lovely views overlooking the tennis court and into the hills. Two bedrooms and two full baths on the main floor plus an enclosed three season sunroom sited for privacy and maximum light and views. The finished lower level is walkout to a stone patio area and offers a large family room plus and additional finished room and a half bath. There is also a very large unfinished storage area in the basement and a full attic with pull-down stair. Propane heat is clean and comfortable and managed by the Association. The community offers tennis courts, pool, garden areas and a community building available for functions and events. Freshly painted and ready to move in or to redecorate to your liking. (Note, furnishings in photographs have been virtually staged.)

CondoProperty Type

1986Year Built

$313Est. Price/Sq.Ft.

1 car garageParking

Listed by Bette Zollshan • William Pitt Sotheby's Int'l

Bought with Gloria Gibney • Gibney Real Estate

Source:Smart MLS #170356941

Redfin Estimate

$566,764

$249K since sold in March 2021$4,000 since October

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 6.3% higher than the average sale price ($533K) 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 21, 2026
$385,000
C
2 beds2 baths1,479 sq ft
65 Long Hill Farm #65, Guilford, CT 06437
SOLD OCT 2, 2026
$375,000
D
2 beds2.5 baths1,612 sq ft
60 Clintonville Rd #103, Northford, CT 06472
SOLD OCT 30, 2026
$615,000
E
2 beds2 baths1,838 sq ft
67 Boston Post Rd #15, Madison, CT 06443
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

$306,147

Est. take-home

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Rent

$2,730/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 289 Legend Hill Rd #289

Date

Event

Price

Smart MLS #170356941

Mar 1, 2021

Sold

$317,500

$176/sq ft

Jan 12, 2021

Contingent

—

Jan 6, 2021

Price Changed

$325,000

$180/sq ft

Nov 20, 2020

Listed

$345,000

$191/sq ft

Smart MLS #N10198431

Jun 27, 2017

Sold

$265,000

$147/sq ft

Feb 27, 2017

Listed

$279,000

$154/sq ft

Great "A" unit in the desirable location near the club house and pool with additional parking right around the corner. Views of North Madison from this bright and updated unit. Eat-in kitchen with granite counters and updated master bath. This unit has an open floor plan with living/dining area, master bedroom with private full bath and walk in closet. Second bedroom, an additional full bath, laundry, 3 season porch and access to 1 car attached garage complete the first floor. The finished lower level is a bright walk-out with a large family room, half bath and office/bedroom, as well as utility/storage room. Clean and bright and ready to move right in! This is the unit you have been waiting for!

Smart MLS #M9145400

May 8, 2014

Listing Removed

—

Feb 3, 2014

Listed

$320,000

$177/sq ft

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

1160122

Parking Spaces

—

Basement

—

Accessible

—

HOA Dues

—

Garage

—

Features

—

Last updated by owner on May 8, 2023.

Property details

Parking

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

Interior

Interior Information
Total Rooms: 4
Levels In Unit: 2
Laundry Room Location: Main Floor
Laundry Room Info: Main Level
Interior Features: Cable - Available, Open Floor Plan
Fireplaces Total: 1
Cooling System: Central Air
Appliances Included: Electric Range, Microwave, Refrigerator, Dishwasher, Washer, Electric Dryer

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

Bedroom Information
Beds Total: 2

Room Information
Rooms Additional: Foyer
Room Count: 8
Basement Description: Full With Walk-Out, Partially Finished, Heated, Cooled, Interior Access, Liveable Space
Has Attic
Attic Description: Pull-Down Stairs

Exterior

Exterior Features
Exterior Siding: Clapboard
Exterior Features: Patio, Porch-Enclosed

Pool Information
Swimming Pool
Pool Description: In Ground Pool

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

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

Financial

Assessments Information
Assessed Value: $204,800

Rental Information
Property Management Type: Unit Owners Association
Pets Allowed: Yes
Pets Allowed Info: One dog and one cat

Utilities

Utility Information
Water Source: Public Water Connected
Sewage System: Shared Septic
Hot Water Description: Propane
Heat Type: Hot Air
Heat Fuel Type: Propane
Energy Features: Fireplace Insert, Storm Doors, Thermopane Windows

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: $740
Association Fee Includes: Club House, Tennis, Grounds Maintenance, Trash Pickup, Snow Removal, Pool Service, Road Maintenance, Insurance, Taxes
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, Health Club, Library, Medical Facilities, Paddle Tennis, Private School(s), Shopping/Mall, Stables/Riding
Directions: Durham Road to Legend Hill
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: 1160122

Home facts updated by county records on May 7, 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 • 0.3mi

Walter C. Polson Upper Middle School

Public 6-8 • Assigned • 3.5mi

10/10

Daniel Hand High School

Public 9-12 • Assigned • 3.6mi

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

$539,000 – $652,000

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Home values near 289 Legend Hill Rd #289

Data from public records.

Address	Redfin Estimate
283 Legend Hill Rd, Madison, CT 2 Beds \| 2.5 Baths \| 1374 Sq. Ft.	$534,552
289 Legend Hill Rd, Madison, CT 2 Beds \| 2.5 Baths \| 1160 Sq. Ft.	$430,812
279 Legend Hill Rd, Madison, CT 2 Beds \| 2.5 Baths \| 1676 Sq. Ft.	$503,335
230 Legend Hill Rd, Madison, CT 2 Beds \| 3 Baths \| 1160 Sq. Ft.	$425,790
244 Legend Hill Rd, Madison, CT 2 Beds \| 2 Baths \| 1374 Sq. Ft.	$580,716
291 Legend Hill Rd, Madison, CT 2 Beds \| 3 Baths \| 1374 Sq. Ft.	$576,719
236 Legend Hill Rd Apt 236, Madison, CT 2 Beds \| 2 Baths \| 1976 Sq. Ft.	$524,714

Address	Redfin Estimate
285 Legend Hill Rd, Madison, CT 2 Beds \| 2.5 Baths \| 1374 Sq. Ft.	$568,835
236 Legend Hill Rd, Madison, CT 2 Beds \| 2 Baths \| 1160 Sq. Ft.	$427,764
281 Legend Hill Rd, Madison, CT 2 Beds \| 3 Baths \| 1160 Sq. Ft.	$397,849
232 Legend Hill Rd, Madison, CT 2 Beds \| 2 Baths \| 1374 Sq. Ft.	$466,052
240 Legend Hill Rd, Madison, CT 2 Beds \| 3 Baths \| 1374 Sq. Ft.	$551,392
228 Legend Hill Rd Apt 228, Madison, CT 2 Beds \| 2.5 Baths \| 1374 Sq. Ft.	$530,922
232 Legend Hill Rd Apt 232, Madison, CT 2 Beds \| 2 Baths \| 1374 Sq. Ft.	$539,381

Address	Redfin Estimate
287 Legend Hill Rd, Madison, CT 2 Beds \| 3.5 Baths \| 1676 Sq. Ft.	$563,748
238 Legend Hill Rd, Madison, CT 2 Beds \| 2 Baths \| 1374 Sq. Ft.	$489,316
228 Legend Hill Rd, Madison, CT 2 Beds \| 2.5 Baths \| 1374 Sq. Ft.	$534,771
234 Legend Hill Rd, Madison, CT 2 Beds \| 2 Baths \| 1374 Sq. Ft.	$520,201
242 Legend Hill Rd, Madison, CT 2 Beds \| 3 Baths \| 1160 Sq. Ft.	$458,753
230 Legend Hill Rd Apt 230, Madison, CT 3 Beds \| 3.5 Baths \| 2104 Sq. Ft.	$581,851
244 Legend Hill Rd Apt 244, Madison, CT 2 Beds \| 3 Baths \| 2434 Sq. Ft.	$717,098

Property information provided by Smart MLS when last listed in 2020. This data may not match . Learn more.

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