Sold
Last Sold Price
4 beds6,162 sqft

205 S Rd, Chilmark, MA 02535

Single FamilyProperty Type
5.99 acresLot Size
1940Year Built
$738/sq ftPrice per sq ft

Description

Classic chilmark retreat. Set on nearly six acres of picturesque land, this Modern Chilmark Farmhouse home has been thoughtfully restored and expanded, offering a serene blend of timeless character and modern comfort. The main residence features 3 bedrooms and 3.5 baths, within approximately 5,400 square feet of gracious living space. The sunny, light-filled main house showcases an open kitchen and living area anchored by a striking central fireplace—ideal for both everyday year-round living and...Classic chilmark retreat. Set on nearly six acres of picturesque land, this Modern Chilmark Farmhouse home has been thoughtfully restored and expanded, offering a serene blend of timeless character and modern comfort. The main residence features 3 bedrooms and 3.5 baths, within approximately 5,400 square feet of gracious living space. The sunny, light-filled main house showcases an open kitchen and living area anchored by a striking central fireplace—ideal for both everyday year-round living and entertaining. An expanded primary suite wing includes a spacious primary bedroom, full bath, bright office, half bath, and dedicated laundry. A second-story space offers flexibility as an art studio, office, or media room. A classic three-season living room invites relaxed enjoyment of the surrounding landscape, including distant winter waterviews. Well-suited for compound living, the property is perfect for the equestrian and includes a guest house, horse barn, fenced pastureland, garage, and an old boat shed—providing exceptional flexibility for family, guests, and a wide range of outdoor pursuits. Deeded access to Chilmark Pond and South Shore Beach offers a rare opportunity to enjoy swimming, kayaking, and some of the Island’s most beautiful and unspoiled coastline. This property has a seven-bedroom septic, full solar, and abuts acres of conservation land. Ideally located in the heart of Chilmark, the property is just minutes from Alley’s Store, Lucy Vincent Beach, Chilmark Tavern, Beetlebung Farm, the Chilmark Store, and more—perfectly capturing the essence of the Chilmark lifestyle and the very best of Vineyard living.
  • Listed by: Tina Miller • Donnelly + Co
Listing closed: 10/06/2026 12:00 AM • Source: LINK, MLS#: 44028
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Location

Listing Courtesy of Donnelly + Co, Tina Miller

Sold By Wallace & Co. Sotheby's, Mark Jenkins

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Payment Calculator

$25,449 per month

30 year fixed, 7.03% Interest

Principal and Interest

$24,290

Property Taxes

$1,158

HOA Dues

$0

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Property Information for 205 S Road

Property Details

  • Taxes: $13,900 / year
  • MLS Type: 1 Family / Single Family Residence
  • County: Dukes County
  • Zoning: RES
  • View: None, Pasture

Building Information

  • Year Built: 1940
  • Lot Size: 5.99 AC / 260,924 SF

Summary

Location and General Information
  • Latitude: 41.3572121
  • Longitude: -70.69473
  • Listing ods: Deck, Patio, DdBch, Garden
  • Listing other Building: Grg
  • MLS Area Major: 5
Taxes and HOA Information
  • Tax Assessed Value: $4,351,000.00
  • Tax Lot: 18
  • Tax Map Number: 107
  • Tax Other Annual Assessment Amount: $1,508,000.00
  • Tax Year: 2026
Parking
  • Parking Features: ample

Property

Lot Information
  • Lot Features: ample
  • Lot Size Units: Acres
  • Property Type: 1 Family
Property and Assessments
  • Parcel Number: 3566352
  • Photos Count: 57
  • Approval Status: -1
  • Reviewed: Yes
  • Year Built Effective: 2014
Utilities
  • Sewer: Septic Tank
  • Utilities: Cbl
  • Water Source: Well

Interior and Exterior Features

Exterior Features
  • Exterior Features: Deck, Patio, DdBch, Garden
Interior Features
  • Main Level Bedrooms: 3
  • Other Structures: Guest house, Horse Barn or Party Barn, Three Bay Garage, Boat House, Grid Tied Solar Panels System and Fenced Pasture land.
  • Rooms Total: 9
  • Appliances: Stove: Bertazzoni, Washer: Yes
  • Fireplace Features: 1
  • Fireplace: No
  • Flooring: 1.5
  • Foundation Details: Poured concrete
  • Furnished: Unfurnished
  • Heating: GFHA
  • Interior Features: Ins,OSh, Floor 1: Open kitchen, living room, sprawling primary bedroom wing. Three-season living area, two en suite bedrooms, Floor 2: Art studio, office or media space. Also, a loft area off the living room.

Property History for 205 S Road

DateEvent & SourcePriceAppreciation
Oct 6, 2026

Sold

MLS PIN #73495595

$4,550,000—
Oct 6, 2026

Sold

LINK #44028

$4,550,000—
Sep 11, 2026

Under Agreement

MLS PIN #73495595

—
DateEvent & SourcePrice
10/06/2026

Sold

MLS PIN #73495595

$4,550,000
10/06/2026

Sold

LINK #44028

$4,550,000
09/11/2026

Under Agreement

MLS PIN #73495595

—

For completeness, we often displays two records for one sale: the MLS record and the public record.

Public records

205 S Road

Baths

1.5

Total Finished SqFt

5,506 SqFt

Above Grade Finished SqFt

5,506 SqFt

Stories

1

Lot Size

260,924 SqFt

Style

Multi-Family Dwelling (2-4)

Schools near 205 S Road

This home is within Up-Island Regional School District.
Rating
School
Type
Grades
Distance
Public - K to 5
Public - PK to 8
Public - 9 to 12
Rating
School
Distance
Chilmark Elementary School
PublicK to 5

West Tisbury Elementary School
PublicPK to 8

Martha's Vineyard Regional High School
Public9 to 12

School ratings and boundaries are provided by GreatSchools.org and Pitney Bowes. This information should only be used as a reference. Proximity or boundaries shown here are not a guarantee of enrollment. Please reach out to schools directly to verify all information and enrollment eligibility.

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Listing Courtesy of Donnelly + Co, Tina Miller

The property listing data and information, or the images, set forth herein were provided to MLS Property Information Network, Inc., Martha's Vineyard MLS, CCIMLS, Link MLS, and Berkshire County Board of REALTORS from third party sources, including sellers, lessors and public records, and were compiled by MLS Property Information Network, Inc., Martha's Vineyard MLS, CCIMLS, Link MLS, and Berkshire County Board of REALTORS. The property listing data and information, and the images, are for the personal, non-commercial use of consumers having a good faith interest in purchasing or leasing listed properties of the type displayed to them and may not be used for any purpose other than to identify prospective properties which such consumers may have a good faith interest in purchasing or leasing. MLS Property Information Network, Inc., Martha's Vineyard MLS, CCIMLS, Link MLS, and Berkshire County Board of REALTORS and its subscribers disclaim any and all representations and warranties as to the accuracy of the property listing data and information, or as to the accuracy of any of the images, set forth herein.