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37 Lantern Hill Road

Madison, Connecticut 06443

PENDING$2,875,000
Beds
5
Baths
5 | 1
SqFt
7,139
Acres
0.97
Year Built
2007
Matt Caiola

Matt Caiola

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Pool3-Car Garage

About This Home

An unbeatable location, 37 Lantern Hill is set in one of Madison's most desirable in-town neighborhoods. Close to sandy beaches, charming town center and the Madison Country Club, recreation and everyday conveniences are right at your doorstep. Traditional by design with ten foot ceilings, abundant natural light and generously scaled rooms that create an airy feel, ideal for relaxing or entertaining. Five well appointed bedrooms offer private welcoming guest options. A main level open concept perfectly connects the dining, living and kitchen areas, a purposeful layout that flows beautifully. custom millwork and thoughtful finish details everywhere will not disappoint. The expansive great room is perfect for movie nights, casual get togethers or a quiet evening by the fire. Outside the property transforms into your own private resort. Lush landscaping surrounds a very private bluestone patio with outdoor fireplace for an inviting setting for year-round entertaining. Enjoy the heated saltwater pool and chic pool house with its own bath and outside shower. Meticulously maintained this much admired home offers and exceptional balance of scale, sophistication and warmth in the heart of Madison. (Town field card being adjusted to show correct above grade sf 5837)

Key Facts

City/Town
Madison
Neighborhood
N/A
Property / Style
Single Family · Colonial
Year Built
2007
Days on Market
182 days
Beds
5
Baths
5 full · 1 half
Living Area
7,139 sq ft
Lot Size
0.97 acres
Garage / Parking
3 garage · 5 total
Property Taxes
$38,586 / Annually
HOA Fee
$1,000 / Annually

Market Snapshot

The Madison Market

Single Family · trailing 12 months

Median Days on Market

50

26 active listings

Median $ / Sq Ft

$438

26 active listings

Sale-to-List Ratio

100.0%

223 sales

How this home compares

List Price

$2.88M

vs $1.15M median

2.5× the median

Price / Sq Ft

$403

vs $438 median

8.0% below median

Days on Market

182 days

vs 50 days median

132 days longer than median

Based on 26 active and 223 closed sales (trailing 12 mo) of single family in Madison. Source: SmartMLS · As of August 15, 2026.

Location

37 Lantern Hill Road, Madison, Connecticut

Property + 12 nearby

Estimate Your Payment

Estimated Monthly Payment

Rates: Freddie Mac PMMS via FRED
$19,053

per month

  • Principal & Interest$14,796
  • Property Taxes$3,216
  • Insurance$958
  • HOA$83

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
Single Family
Style
Colonial
Year Built
2007
New Construction
No/Resale
Living Area
7,139 sq ft
Below Grade
482 sq ft

Schools

Elementary
Per Board of Ed
Middle
Per Board of Ed
High
Per Board of Ed

Interior

Heating
Hydro Air
Heat Fuel
OilPropane
Cooling
Central Air
Laundry
Upper Level
Appliances
Gas RangeOven/RangeSubzeroDishwasherWasherDryer
Basement
FullStoragePartially FinishedConcrete FloorFull With Hatchway
Interior Features
Auto Garage Door OpenerCable - Available
Additional Rooms
Exercise RoomMud Room

Exterior & Lot

Lot Size
0.97 acres
Zoning
R-1
Garage / Parking
3 garage spaces5 total parking spacesAttached GarageOff Street ParkingDrivewayPrivateAsphalt
Waterfront Details
Walk to WaterView
Water Source
Public Water Connected
Sewer
Septic
Flood Zone
No
Pool
GuniteHeatedPool HouseSalt WaterIn Ground Pool
Construction
Clapboard
Color
Yellow
Roof
Fiberglass Shingle
Foundation
Concrete
Exterior Features
GrillUnderground UtilitiesStone WallPatio
Lot Description
On Cul-De-SacProfessionally Landscaped

HOA / Association

Fee
$1,000 / Annually

Listing & Financials

Property Taxes
$38,586 / Annually
Days on Market
182
MLS #
24153289
MLS Status
Under Contract

Similar Properties

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

Listed By

Margaret Muir

(203) 415-9187

William Pitt Sotheby's Int'l

(203) 245-6700

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

The IDX display contains information sourced from SmartMLS, Inc. as of 8/15/2026. 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 8/15/2026 at 12:41 AM UTC.