137 Liberty Street
Madison, Connecticut 06443
Reduced from $2,600,000
- Beds
- 5
- Baths
- 5 | 1
- SqFt
- 5,543
- Acres
- 0.66
- Year Built
- 1816
- Property Type
- Single Family
Matt Caiola
Luxury Real Estate Advisor
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About This Home
Rare opportunity to own in desirable Liberty Street area. This 1816 Federal-style residence & new detached historically designed barn, renovated and built by prominent historical design/build specialists Gulick & Co., creates a harmonious blend of formality and comfort. The main residence has 3,784 sq ft of living space, and the detached barn boasts 1,776 sq ft. The main residence is a combination of historic character and contemporary luxury. Wide-plank floors, custom millwork & formal parlors honor the past, while a chef's kitchen with SubZero & Bosch appliances, a light-filled great room with integrated home theater, and an enclosed porch with fireplace extend the living space across the seasons. Upstairs, the primary suite is a true retreat...bespoke cabinetry, coffee station, bar sink & bath with freestanding tub & oversized shower. The home has Container Store closets, Schlage smart locks, Lutron lighting, a whole house dehumidifier and generator, and a smart water monitoring system. The two story barn, built by Gulick & Co., features a spacious private office with full bath on the second floor and a stunning accessory apartment on the first floor with full kitchen, oak floors, reclaimed ceiling beams, an accessible bath, and its own septic system. The barn could be used as a studio, guest house, or income property. Great multi-generational situation. An extraordinary landmark home...where history, community & luxury converge. Total Sq Ft is House & Barn
Key Facts
- City/Town
- Madison
- Neighborhood
- N/A
- Property / Style
- Single Family · Antique
- Year Built
- 1816
- Days on Market
- 143 days
- Beds
- 5
- Baths
- 5 full · 1 half
- Living Area
- 5,543 sq ft
- Lot Size
- 0.66 acres
- Garage / Parking
- 2 garage · 6 total
- Property Taxes
- $26,286 / Annually
Market Snapshot
The Madison Market
Single Family · trailing 12 months
Active Listings
29
47 under contract
Median List Price
$1.30M
29 active listings
Median Closed Price
$729,500
222 sales
Median Days on Market
58
29 active listings
Median $ / Sq Ft
$434
29 active listings
Sale-to-List Ratio
100.0%
222 sales
How this home compares
List Price
$2.29M
vs $1.30M median
76.7% above median
Price / Sq Ft
$414
vs $434 median
In line with median
Days on Market
143 days
vs 58 days median
85 days longer than median
Based on 29 active and 222 closed sales (trailing 12 mo) of single family in Madison. Source: SmartMLS · As of July 29, 2026.
Location
137 Liberty Street, Madison, Connecticut
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Jul 23, 2026per month
- Principal & Interest$11,702
- Property Taxes$2,191
- Insurance$765
- HOA$0
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
- Antique
- Year Built
- 1816
- New Construction
- No/Resale
- Living Area
- 5,543 sq ft
- Below Grade
- 325 sq ft
Schools
- Elementary
- Per Board of Ed
- High
- Daniel Hand
Interior
- Heating
- Hot Air
- Heat Fuel
- Natural Gas
- Cooling
- Central Air
- Laundry
- Main LevelUpper Level
- Laundry Location
- Two sets of washers & dryers & 1 in barn
- Appliances
- Gas CooktopWall OvenMicrowaveRange HoodSubzeroDishwasherWasherDryer
- Basement
- Crawl SpaceFullHeatedSump PumpPartially Finished
- In-Law Apartment
- YesDetachedSeparate Entry
- Interior Features
- Audio SystemAuto Garage Door OpenerCable - Pre-wiredSecurity System
- Additional Rooms
- FoyerMud RoomSitting Room
Exterior & Lot
- Lot Size
- 0.66 acres
- Zoning
- R-2
- Garage / Parking
- 2 garage spaces6 total parking spacesAttached GaragePavedOff Street Parking
- Waterfront Details
- Not Applicable
- Water Source
- Public Water Connected
- Sewer
- Septic
- Flood Zone
- No
- Construction
- ClapboardWood
- Color
- white, barn is grey
- Roof
- Asphalt ShingleMetal
- Foundation
- ConcreteStone
- Exterior Features
- Porch-EnclosedPorchGuest HouseStone WallUnderground Sprinkler
- Lot Description
- Fence - WoodFence - PartialFence - PrivacyCorner LotLevel LotProfessionally Landscaped
Listing & Financials
- Property Taxes
- $26,286 / Annually
- Days on Market
- 143
- MLS #
- 24158140
- MLS Status
- Under Contract
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This information is believed to be accurate, but without warranty.
The IDX display contains information sourced from SmartMLS, Inc. as of 7/29/2026. 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 7/29/2026 at 10:10 AM UTC.