250 Legend Hill Road #250
Madison, Connecticut 06443
- Beds
- 2
- Baths
- 2 | 1
- SqFt
- 1,976
- Year Built
- 1985
- Property Type
- Condo

Matt Caiola
Luxury Real Estate Advisor
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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
Active Listings
9
13 under contract
Median List Price
$570,000
9 active listings
Median Closed Price
$535,000
35 sales
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
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Jul 23, 2026per 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
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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.