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205 South Rd, Chilmark MA 02575

Chilmark, MA 02575 • Chilmark
$5,650,000
Est. $29,928/month
4
Beds
4.5
Baths
5,402
Sq Ft
$1,046
Price/Sq Ft
5.99
Acres
1940
Year Built
5 hours 41 minutes
Time on Market
Active Listed Apr 3, 2026 • MLS# 73495595 Copied!

About this home

CLASSIC CHILMARK RETREAT. Set on nearly six acres of picturesque land, this beautifully restored and expanded modern farmhouse offers a seamless blend of timeless Vineyard character and contemporary comfort. The 3-bedroom, 3.5-bath main residence spans approximately 5,400 square feet of thoughtfully designed living space, highlighted by a sun-filled open kitchen and living area anchored by a striking central fireplace—ideal for both everyday living and entertaining. An expansive primary suite wing features a spacious bedroom, full bath, private office, half bath, and dedicated laundry. The second floor offers flexible space for a studio, office, or media room, while a classic three-season room invites relaxed enjoyment of the surrounding landscape and distant winter water views. Perfect for compound living, the property includes a guest house, horse barn, fenced pasture, garage, and historic boat shed. Deeded access to Chilmark Pond and South Shore Beach completes this property.

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Property Overview

Property Type
Single Family Residence
Listing Type
For Sale
Year Built
1940
Bedrooms
4
Full Bathrooms
4
Half Bathrooms
1
Living Area
5,402 sq ft
Total Rooms
9

Facts & Features

3 Car Garage
Central AC

Home Facts

Type Residential
Style Single Family Residence
Year Built 1940
Living Area 5,402 sq ft
Lot Size 5.99 acres
Bedrooms 4
Full Baths 4
Half Baths 1
Total Rooms 9

Interior

Heating Central
Cooling Central Air, Heat Pump
Flooring None
Appliances Water Heater
Fireplace None
Fireplaces 1
Basement Full, Partially Finished
Laundry None
Features None

Exterior

Construction None
Architecture Cape
Roof None
Features None
Pool None
Spa None
Fencing Fenced/enclosed
Patio/Porch None

Parking

Garage Spaces 3
Has Garage Yes
Features Detached
Total Spaces 11

Utilities

Electric None
Water Private
Sewer Inspection Required For Sale
Gas None
Other None

Financial

Annual Tax $13,900
Assessed Value $5,859

Interior Features

Flooring:
Appliances: Water Heater
Interior Features:
Windows:
Basement: Full, Partially Finished
Laundry:
Security:

Construction & Materials

Style: Cape
Year Built: 1940
Structure Type:
Exterior Materials:
Roof:
Foundation: Concrete Perimeter

Heating, Cooling & Utilities

Heating: Central
Cooling: Central Air, Heat Pump
Hot Water:
Water Source: Private
Sewer: Inspection Required for Sale
Energy Features:

Exterior & Lot

Exterior Features:
Patio & Porch:
Fencing: Fenced/Enclosed
Other Structures:
Lot Features: Wooded, Cleared, Gentle Sloping
Road Surface:

Parking & Garage

Garage Spaces: 3
Total Parking Spaces: 11
Parking Features: Detached

Special Features

Fireplaces: 1
Fireplace Type:
Community Amenities:

Location

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Neighborhood

Chilmark

205 South Rd, Chilmark MA 02575

Chilmark, MA 02575

Walkability

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Nearby Schools

School District
Martha's Vineyard School District local
School Safety 2024-25
5.0% Above Average
5.0% Suspensions 1.3% In-School
0.5% below state avg

No schools found within 5 miles

Monthly Payment Calculator

Monthly Payment
$0
Principal, interest, taxes & insurance
Loan Amount
$0
After down payment
Total Interest
$0
Over life of loan
Total Cost
$0
Including down payment
%
Down: $0
%

Monthly Payment Breakdown

Principal & Interest $0
Property Tax $1,158
Homeowners Insurance $200
PMI (if <20% down) $0

Loan Summary

Total of 360 payments $0
Total principal paid $0
Total interest paid $0

Rate Impact

-0.5% Rate
$0/mo
Save $0/mo
Current Rate
$0/mo
+0.5% Rate
$0/mo
Cost $0/mo

Payment Over Time

Interest
Principal
Year 1
95% Interest
Year 15
50/50
Year 30
95% Principal
* Estimates only. Actual payments may vary. Consult with a lender for accurate figures.

Property History

Property Timeline

🏠
Listed for Sale
Apr 3, 2026
$5,650,000
Original listing
Agent: Tina Miller Office: Donnelly + Co.

Price & Status History

Date Event Price Change
Apr 3, 2026 New Listing Added $5,650,000

Market Statistics

Time on Market
5 hours 41 minutes
Price per Sq Ft
$1,046

Tax History

Year Taxes Assessment
2025 $13,900 $5,859

Financial Details

Annual Property Tax
$13,900
Tax Year 2025
Assessed Value
$5,859

Listing Information

Listing Agent Tina Miller
Listing Office Donnelly + Co.
Agent MLS ID CN236935
Office MLS ID AN6036
Listing Data Updated Apr 3, 2026 9:05 AM EDT
Listing information is deemed reliable but not guaranteed. Data provided by MLS Property Information Network, Inc. All information should be independently verified.

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Market Analytics for Chilmark, MA

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