Active Under Contract
Single family home for sale at 373 Boston Post Rd, Madison, CT 06443 | MLS# 24207210 | Listing updated on 2026-10-04
Photo 1 of Single family home for sale at 373 Boston Post Rd, Madison, CT 06443 | MLS# 24207210 | Listing updated on 2026-10-04
Photo 2 of Single family home for sale at 373 Boston Post Rd, Madison, CT 06443 | MLS# 24207210 | Listing updated on 2026-10-04
Photo 3 of Single family home for sale at 373 Boston Post Rd, Madison, CT 06443 | MLS# 24207210 | Listing updated on 2026-10-04
Photo 4 of Single family home for sale at 373 Boston Post Rd, Madison, CT 06443 | MLS# 24207210 | Listing updated on 2026-10-04
36+
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Street View

$2,675,000

Monthly Est:$13,314

  • Beds Icon4 Beds
  • Beds Icon
    5 Baths
  • Beds Icon4,766sqft

373 Boston Post Rd, Madison, CT 06443

$13,314/moEst:

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  • Single Family Residence

  • Built in 1997

  • $-- HOA

  • 1.59 acres lot

  • $561/sq.ft

Description

Set back and sited high on a hill overlooking 1.6 aces of estate-like grounds with seasonal views of Long Island Sound and Madison Country Club's 18-hole golf course, this residence was constructed by one of the town's most esteemed builders as his own home, and it shows in every detail. Nine-foot ceilings and abundant light define the first floor, which includes a living/dining room and elegant den, each with a woodburning fireplace, an office (currently a playroom), and a powder room. The living room opens to large veranda ideal for outdoor living and Fourth of July parties overlooking Madison's annual fireworks display. A spectacular top of the line kitchen has double ovens, A Sub-Zero refrigerator, counter and table seating, as well as an inviting sitting area. Upstairs, the vaulted primary suite offers a sitting area with yet another fireplace, two enormous walk-in closets sure to please, and a fabulous bathroom with double vanity, walk-in shower, and soaking tub. A bedroom with ensuite bath, a laundry room, and two other bedrooms that share a family bath complete the second floor. The finished lower level adds plenty of additional living space, a full bath, and a multi-purpose bonus room. A two-story carriage style garage has space for an office/studio above. Just minutes from Madison's center and the Surf Club, this is a very special, move-in ready property. Be prepared to act quickly!

  • Houzeo last checked: 58 minutes ago
  • Listing updated: October 4, 2026 at 12:15 pm
  • Listing Provided by: Margaret Muir | William Pitt Sotheby's Int'l
  • Source: SMART MLS-CT | MLS#: 24207210 SMART MLS-CT

Property Details

  • Status

    Active Under Contract

  • Type

    Single Family Residence

  • No. of Stories

    -

  • County

    New Haven County

  • City

    Madison

  • Neighborhood

    --

  • Year Built

    1997

  • HOA Fees

    -

  • Finished Area

    4,766 sqft

  • Lot Size

    1.59 acres lot

  • Basement Area

    - sqft

  • MLS Name

    SMART MLS

  • MLS Number

    24207210

  • MLS Status

    Under Contract - Continue to Show

  • Days on Market

    18

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Location

HOA Management

0

HOA Fees

$-/

Disclaimer: Amenities are based on third-party information and may vary; buyers must independently verify all amenities, as information is deemed reliable but not guaranteed.

Facts & Features

Rooms

  • Bedrooms & bathrooms

    Bedrooms: 4

    Bathrooms: 5

Interior

  • Heating

    Zoned, Natural Gas

  • Appliances

    Gas Range, Wall Oven, Microwave, Range Hood, Subzero, Dishwasher, Washer, Dryer

  • Exterior Features

    Balcony, Underground Utilities, Porch, Stone Wall, French Doors, Underground Sprinkler

  • Interior Features

    Auto Garage Door Opener, Cable Available

  • Cooling

    Central Air

  • Sewer

    Septic

Construction

  • Year Built

    Year Built: 1997

  • Home type

    Single Family Residence

  • Architectural Style

    Colonial

  • Foundation Details

    Concrete

  • Roof

    Asphalt Shingle

Utilities & Energy

  • Basement

    Full, Storage, Partially Finished, Liveable Space, Full With Hatchway

  • Water Source

    Public Water Connected

  • Laundry Features

    Upper Level

  • Parking Features

    Detached Garage, Driveway

Other Features

  • Subdivision Name

    N/a

  • Lot Features

    Sloping Lot, Professionally Landscaped

Price History

DateEventPrice

10/04/2026

Source: mls_logoSMART MLS-CT #24207210

Contingent (Active Under Contract)

$2,675,000

$561/sqft

09/25/2026

Source: mls_logoSMART MLS-CT #24207210

Listed for Sale

$2,675,000

$561/sqft

09/19/2026

Source: mls_logoSMART MLS-CT #24207210

Coming Soon

$2,675,000 +25.00%

$561/sqft

12/09/2021

Source: #170422834

Sold

$2,140,000

$449/sqft

Nearby Homes

Based on information provided to and compiled by the SMART MLS, Inc. through Oct 08, 2026, 07:30AM. IDX information is provided exclusively for consumers’ personal, non-commercial use. It may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. The data is deemed reliable but is not guaranteed accurate by the MLS. ©2026 SMART MLS, Inc. All Rights Reserved.

Advertising Broker: Derek Greene | The Greene Realty Group