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. The walk-out lower level includes flexible space perfect for an office or family room, plus ample unfinished storage space. A two-car garage provides direct, weather-protected access to the kitchen, making daily living as convenient as it is comfortable. Set within an 88-acre enclave of 90 condominium homes, just 7 minutes from the Madison center and the famous Madison beaches, Legend Hill is rich in history and charm, with residences thoughtfully arranged around the historic Northam Manor. Perched on one of the highest elevations between Boston and the New York shoreline, Legend Hill offers a vibrant community in Madison, CT. Finished sun-room not included in square footage (adds an additional 143 square feet).
Accepting backups
Price cut: $5K (8/12)
$574,000
250 Legend Hill Road #250, Madison, CT 06443
2beds
1,976sqft
Condominium, Townhouse
Built in 1985
-- sqft lot
$561,500 Zestimate®
$290/sqft
$885/mo HOA
What's special
- 58 days
- 515
- 16
Zillow last checked:
Listing updated:
Listed by:
The Whiteman Team at William Raveis Real Estate,
Kelly Whiteman (607)434-1865,
William Raveis Real Estate 203-453-0391,
Co-Listing Agent: Leigh Whiteman 203-430-1467,
William Raveis Real Estate
Source: Smart MLS,MLS#: 24190216
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 2
- Bathrooms: 3
- Full bathrooms: 2
- 1/2 bathrooms: 1
Primary bedroom
- Features: Ceiling Fan(s), Full Bath, Wall/Wall Carpet
- Level: Upper
- Area: 302.46 Square Feet
- Dimensions: 21.3 x 14.2
Bedroom
- Features: Full Bath, Wall/Wall Carpet
- Level: Upper
- Area: 149.85 Square Feet
- Dimensions: 13.5 x 11.1
Primary bathroom
- Features: Double-Sink, Stall Shower, Tile Floor
- Level: Upper
- Area: 76.23 Square Feet
- Dimensions: 9.4 x 8.11
Bathroom
- Features: Tile Floor
- Level: Main
- Area: 18.91 Square Feet
- Dimensions: 4.11 x 4.6
Bathroom
- Features: Tub w/Shower, Tile Floor
- Level: Upper
- Area: 41 Square Feet
- Dimensions: 5 x 8.2
Dining room
- Features: Wall/Wall Carpet
- Level: Main
- Area: 191.76 Square Feet
- Dimensions: 13.6 x 14.1
Kitchen
- Features: Built-in Features, Dining Area, Tile Floor
- Level: Main
- Area: 212.4 Square Feet
- Dimensions: 12 x 17.7
Living room
- Features: Gas Log Fireplace, Wall/Wall Carpet
- Level: Main
- Area: 261.63 Square Feet
- Dimensions: 17.1 x 15.3
Rec play room
- Features: Bookcases, Patio/Terrace, Wall/Wall Carpet
- Level: Lower
- Area: 362.1 Square Feet
- Dimensions: 21.3 x 17
Sun room
- Features: Skylight, Tile Floor
- Level: Main
- Area: 137.55 Square Feet
- Dimensions: 10.5 x 13.1
Heating
- Forced Air, Propane
Cooling
- Central Air
Appliances
- Included: Gas Range, Microwave, Refrigerator, Dishwasher, Washer, Dryer, Water Heater
- Laundry: Upper Level
Features
- Wired for Data
- Basement: Full,Storage Space,Interior Entry,Partially Finished,Liveable Space
- Attic: Pull Down Stairs
- Number of fireplaces: 1
Interior area
- Total structure area: 1,976
- Total interior livable area: 1,976 sqft
- Finished area above ground: 1,676
- Finished area below ground: 300
Property
Parking
- Total spaces: 2
- Parking features: Attached, Garage Door Opener
- Attached garage spaces: 2
Features
- Stories: 3
- Patio & porch: Patio
- Exterior features: Rain Gutters, Garden, Lighting
- Has private pool: Yes
- Pool features: Fenced, In Ground
- Has view: Yes
- View description: Water
- Has water view: Yes
- Water view: Water
Lot
- Features: Cul-De-Sac
Details
- Additional structures: Pool House
- Parcel number: 1160134
- Zoning: RU-1
Construction
Type & style
- Home type: Condo
- Architectural style: Townhouse
- Property subtype: Condominium, Townhouse
Materials
- Clapboard
Condition
- New construction: No
- Year built: 1985
Details
- Builder model: Townhouse B
Utilities & green energy
- Sewer: Shared Septic
- Water: Shared Well
Community & HOA
Community
- Features: Basketball Court, Golf, Health Club, Library, Medical Facilities, Playground, Private School(s), Shopping/Mall
HOA
- Has HOA: Yes
- Amenities included: Clubhouse, Pool, Management
- Services included: Maintenance Grounds, Trash, Snow Removal, Water, Sewer, Pool Service, Insurance
- HOA fee: $885 monthly
Location
- Region: Madison
Financial & listing details
- Price per square foot: $290/sqft
- Tax assessed value: $288,500
- Annual tax amount: $6,471
- Date on market: 7/16/2026
Estimated market value
$561,500
$533,000 - $590,000
$3,481/mo
Price history
| Date | Event | Price |
|---|---|---|
| 8/12/2026 | Price change | $574,000-0.9%$290/sqft |
Source: | ||
| 7/18/2026 | Listed for sale | $579,000$293/sqft |
Source: | ||
Public tax history
Tax history is unavailable.
Monthly payment
Est. payment
Payment breakdown
Explore the cost of this home by adjusting the details. Changes won't be saved.Climate risks
Neighborhood: 06443
Nearby schools
Schools provided by the listing agent
- High: Daniel Hand
Source: Smart MLS. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.




