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250 Legend Hill Road #250

Madison, Connecticut 06443

ACTIVE$579,000
Beds
2
Baths
2 | 1
SqFt
1,976
Year Built
1985
Matt Caiola

Matt Caiola

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MCMATT CAIOLALUXURY PROPERTIES
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Pool2-Car Garage1 Fireplace

About This Home

Welcome to 250 Legend Hill Road, a beautifully maintained townhouse condominium in Madison's sought-after Legend Hill community with a tennis/pickleball courts, a Gunite pool, and a clubhouse housed in the original cobblestone mansion. This particular home is positioned to capture both morning and afternoon light, and distant views of Long Island Sound. Inside, the first floor features a gracious entry foyer, a formal dining room, spacious living room with a fireplace, 4 season sun room that connects the Living Room and the bright eat-in kitchen. With nice pantry space and a Powder Room off the hall, plus access to the garage, the first floor is spacious and light filled. The primary suite has three closets and a full bathroom with shower with glass doors. A second bedroom offers its own en-suite bath and a generous closet.

Key Facts

City/Town
Madison
Neighborhood
N/A
Property / Style
Condo · Townhouse
Year Built
1985
Days on Market
12 days
Beds
2
Baths
2 full · 1 half
Living Area
1,976 sq ft
Garage / Parking
2 garage
Property Taxes
$6,471 / Annually
HOA Fee
$885 / Monthly

Market Snapshot

The Madison Market

Condo · trailing 12 months

Median Days on Market

15

9 active listings

Median $ / Sq Ft

$293

9 active listings

Sale-to-List Ratio

99.1%

35 sales

How this home compares

List Price

$579,000

vs $570,000 median

In line with median

Price / Sq Ft

$293

vs $293 median

In line with median

Days on Market

12 days

vs 15 days median

3 days fresher than median

Based on 9 active and 35 closed sales (trailing 12 mo) of condo in Madison. Source: SmartMLS · As of July 28, 2026.

Location

250 Legend Hill Road #250, Madison, Connecticut

Property + 1 nearby

Estimate Your Payment

Estimated Monthly Payment

Rates: Freddie Mac PMMS via FRED
$4,569

per month

  • Principal & Interest$2,952
  • Property Taxes$539
  • Insurance$193
  • HOA$885

Estimates only. Actual rates, taxes, insurance, and HOA fees vary. Consult a lender for current rates.

Location

City/Town
Madison
Neighborhood
N/A
County
New Haven

Residence

Property Type
Condo
Subtype
Condominium
Style
Townhouse
Year Built
1985
New Construction
No/Resale
Living Area
1,976 sq ft
Below Grade
300 sq ft

Schools

Elementary
Per Board of Ed
High
Daniel Hand

Interior

Heating
Hot Air
Heat Fuel
Propane
Cooling
Central Air
Fireplaces
1
Laundry
Upper Level
Laundry Location
Hall closet
Appliances
Gas RangeMicrowaveRefrigeratorDishwasherWasherDryer
Basement
FullStorageInterior AccessPartially FinishedLiveable SpaceFull With Walk-Out
In-Law Apartment
No
Interior Features
Auto Garage Door OpenerCable - Pre-wired

Exterior & Lot

Zoning
RU-1
Garage / Parking
2 garage spacesAttached Garage
Waterfront Details
View
Water Source
Shared Well
Sewer
Shared Septic
Flood Zone
No
Pool
Pool HouseSafety FenceIn Ground Pool
Construction
Clapboard
Exterior Features
GuttersGarden AreaLightingPatio
Lot Description
On Cul-De-Sac

HOA / Association

Fee
$885 / Monthly
Amenities
Club HousePool

Listing & Financials

Property Taxes
$6,471 / Annually
Days on Market
12
MLS #
24190216
MLS Status
Active

Similar Properties

Homes with a close match in area, property type, and price.

Listed By

Kelly Whiteman

(607) 434-1865

William Raveis Real Estate

(203) 453-0391

Co-Listed By

Leigh Whiteman

William Raveis Real Estate

This information is believed to be accurate, but without warranty.

The IDX display contains information sourced from SmartMLS, Inc. as of 7/28/2026. This information is provided for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing or leasing. Data is deemed reliable but is not guaranteed accurate by the MLS, the listing broker, the listing agent, or Matt Caiola. Buyers and tenants should independently verify all information that matters to their decision.

Map locations may be approximate. Any offer of compensation, if applicable, is made only to participants of the MLS where the listing is filed. ©2026 Smart MLS, Inc. All rights reserved.

Data last updated on 7/28/2026 at 5:20 AM UTC.