Overview Property Details Payment Calculator Walkability

Add to favorites

Remove from favorites
Send to Friend
Watch changes on this property

Active

205 South Rd, Chilmark MA 02575

$5,350,000

Estimated $34,123/month Calculator

Single Family

4 Bedrooms

Baths

5402

Total Parking: 14 (3 Garage)

260,924 (5.99)

Built in 1940

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, solar, horse barn, fenced pasture, garage, and historic boat shed. Deeded access to Chilmark Pond and South Shore Beach completes this property.

This home has been viewed 5 times

Last Checked: June 6th, 2026 at 8:48am (Source: MLS PIN #73495595)

Garage Parking

Air Conditioning

Waterview

Lead Paint Free

General Information for 205 South Rd, Chilmark MA 02575

Listing ID73495595

Property TypeSingle Family / Detached

Price$5,350,000 ($990.37/SqFt)

StyleColonial

CityChilmark

CountyDukes

MLS AreaChilmark

Neighborhood(s)

Garage Parking3

ZoningRES

Year Built1940

Year Built SourcePublic Records

Year Built DetailsApproximate

Interior Features for 205 South Rd, Chilmark MA 02575

Approximate Living Area Total5402

Living Area Includes BasementNo

Rooms9

Bedrooms4

Primary En Suite BathroomYes

BasementFull

Cooling1, Split

Fireplaces

AppliancesRange

Flooring

Electric

Exterior Features for 205 South Rd, Chilmark MA 02575

Approximate Lot Size (Acres)5.99

Approximate Lot Size (Square Feet)260924

Total Parking14 (3 Garage)

Garage Parking3

WaterPrivate

SewerInspection Required For Sale

Lot FeaturesGentle Sloping

Parking Features1

Exterior Features

Foundation Materials

Construction Materials

Road Frontage Type

Patio & Porch

Roof Material

Utility Connections

Water ViewsNo

Water Views Features

Waterfront0

Waterfront FeaturesRiver

Pool Features

Horse Permitted0

Horse AmenitiesRiver

Disclosures for 205 South Rd, Chilmark MA 02575

Lead PaintNone

UFFINo

Living Area Includes BasementNo

Living Area Disclosure

Building Area SourcePublic Records

Special Listing Conditions

ExclusionsPersonal Property

Compensation Based On

Financial Information for 205 South Rd, Chilmark MA 02575

Association Fee

Association Fee Frequency

Association Fee Includes

Real Estate Tax13900

Tax Year2025

Assessed Value$5,859

Location Information for 205 South Rd, Chilmark MA 02575

Neighborhood(s)

MLS AreaChilmark

Area Amenities

Contact Information for 205 South Rd, Chilmark MA 02575

Agent

Name: Tina Miller

Office

Name: Donnelly + Co.

Phone: 508-627-1022

Payment Calculator

, Interest

Property Taxes 1158.33

Principal & Interest 32965

HOA Dues

Term

Interest

Home Price

Down Payment

Exclusive Listing Agent

Donnelly + Co.

Tina Miller

Agent Phone

Office Phone

(508) 627-1022

Text Agent Call Agent Call Office

Array
(
    [acres] => Approx. 5.99 acres (260,924 SqFt)
    [add_date] => 2026-04-03 18:18:32
    [address] => South Rd
    [agent] => Array
        (
            [address] => 35 Parsonage Woods Road Pmb 31
            [city] => West Tisbury
            [id] => CN236935
            [name] => Tina Miller
            [national_association] => 448012741
            [office] => AN6036
            [state] => MA
            [zip] => 02575
        )

[apod_available] => Array
        (
        )

[appliances] => Array
        (
            [0] => Range
        )

[approx_living_area_total] => 5402
    [approx_lot_size_acres] => 5.99
    [approx_lot_size_sqft] => 260924
    [assessed_value] => $5,859
    [association] => 
    [association_fee] => Array
        (
        )

[association_fee_frequency] => Array
        (
        )

[association_fee_includes] => Array
        (
        )

[association_required] => Array
        (
        )

[available_date] => 
    [available_now] => 0
    [basement] => Array
        (
            [0] => Full
        )

[bathrooms] => 
    [bedrooms] => 4
    [building_amenities] => Array
        (
        )

[building_area_source] => Array
        (
            [0] => Public Records
        )

[building_management] => Array
        (
        )

[building_debug] => 
    [building_id] => 
    [building_parent] => 0
    [building_name] => 
    [building_name_from_address] => 
    [building_url] => 
    [buyer_agent_compensation] => 
    [buyer_agent_id] => 
    [buyer_office_id] => 
    [c_style] => Array
        (
            [0] => Detached
        )

[c_type] => Array
        (
            [0] => Single Family
        )

[cap_rate] => 
    [city] => Chilmark
    [community_features] => Array
        (
        )

[compensation_based_on] => Array
        (
        )

[complex_complete] => Array
        (
        )

[construction_materials] => Array
        (
        )

[construction_status] => 
    [cooling] => Array
        (
            [0] => 1
            [1] => Split
        )

[cooperating_agent_commission] => Array
        (
        )

[county] => Dukes
    [cultivation_acres] => 
    [date_available_note] => 
    [deposit_amount] => Array
        (
        )

[deposit_required] => Array
        (
        )

[deqe] => 
    [description] => 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, solar, horse barn, fenced pasture, garage, and historic boat shed. Deeded access to Chilmark Pond and South Shore Beach completes this property.
    [disclosures] => 
    [documents_available] => Array
        (
        )

[electric] => Array
        (
        )

[electric_expense] => Array
        (
        )

[elementary_school] => 
    [en_suite_bath] => Array
        (
            [0] => Yes
        )

[energy_features] => 
    [entry_level] => Array
        (
        )

[estimated_monthly_payment] => 
    [exclusions] => Array
        (
            [0] => Personal Property
        )

[exterior_features] => Array
        (
        )

[facilitator_compensation] => 
    [fee_paid_by_tennant] => 
    [financial_data_source] => Array
        (
        )

[fireplaces] => Array
        (
        )

[first_month_required] => Array
        (
        )

[floor_number] => 0
    [flooring] => Array
        (
        )

[for_sale_by_owner] => 
    [foundation_area] => 
    [foundation_materials] => Array
        (
        )

[frontage_length] => 
    [full_baths] => 
    [garage_parking] => 3
    [gas] => Array
        (
        )

[gas_expense] => Array
        (
        )

[gross_income] => Array
        (
        )

[half_baths] => 
    [handicap_access] => 
    [heating] => 
    [heating_expense] => Array
        (
        )

[high_school] => 
    [horse_features] => Array
        (
            [0] => River
        )

[horse_permitted] => 0
    [hot_water] => Array
        (
        )

[id] => 
    [insurance_expense] => Array
        (
        )

[insurance_required] => Array
        (
        )

[interior_features] => Array
        (
        )

[last_month_required] => Array
        (
        )

[last_sync_date] => 2026-06-06 08:48:37
    [laundry_features] => Array
        (
        )

[lead_paint] => Array
        (
            [0] => None
        )

[lease_term] => Array
        (
        )

[levels_in_unit] => 
    [living_area] => 
    [living_area_disclosure] => Array
        (
        )

[living_area_includes_basement] => Array
        (
            [0] => No
        )

[lot_features] => Array
        (
            [0] => Gentle Sloping
        )

[management_expense] => Array
        (
        )

[middle_school] => 
    [miscellaneuos_expense] => Array
        (
        )

[mls_area] => Chilmark
    [mls_id] => 73495595
    [neighborhoods] => 
    [net_income_calc] => -13900
    [net_operating_income] => Array
        (
        )

[number_of_lots] => Array
        (
        )

[number_of_units] => 
    [office] => Array
        (
            [id] => AN6036
            [name] => Donnelly + Co.
            [phone] => 508-627-1022
        )

[operating_expense] => Array
        (
        )

[optional_fee_includes] => Array
        (
        )

[optional_price] => 0
    [outdoor_space_available] => Array
        (
        )

[owner_occupancy_source] => 
    [parking_features] => Array
        (
            [0] => 1
        )

[pasture_area] => 
    [patio_and_porch] => Array
        (
        )

[perc_test] => Array
        (
        )

[perc_test_date] => 
    [pet_policy] => Array
        (
            [0] => Allowed
        )

[phone] => 
    [pool_features] => Array
        (
        )

[price] => 5350000
    [price_per_sqft] => 990.37
    [price_per_unit] => 5350000
    [private_pool] => 
    [property_sub_type] => Array
        (
            [0] => Single Family Residence
        )

[real_estate_tax] => 13900
    [references_required] => Array
        (
        )

[rent_includes] => Array
        (
        )

[repair_maintenance_expense] => Array
        (
        )

[road_frontage_type] => Array
        (
        )

[roof_material] => Array
        (
        )

[rooms] => 9
    [schools] => 
    [senior_community] => 
    [sewer] => Array
        (
            [0] => Inspection Required For Sale
        )

[sewer_expense] => Array
        (
        )

[short_sale] => Array
        (
        )

[special_listing_conditions] => Array
        (
        )

[state] => Massachusetts
    [state_code] => MA
    [status] => Array
        (
            [0] => Active
        )

[street_number] => 205
    [structure_type] => Array
        (
        )

[style] => Array
        (
            [0] => Colonial
        )

[subagent_compensation] => 
    [tag_accessible_features] => 
    [tag_air_conditioning] => 1
    [tag_association_pool] => 
    [tag_beach_access] => 
    [tag_beach_front] => 
    [tag_elevator] => 
    [tag_equestrian] => 
    [tag_garage_parking] => 1
    [tag_generator] => 
    [tag_green_features] => 
    [tag_laundry] => 
    [tag_lead_paint_free] => 1
    [tag_loft] => 
    [tag_pet_friendly] => 
    [tag_pre_construction] => 
    [tag_private_outdoor_space] => 
    [tag_private_pool] => 
    [tag_professional_management] => 
    [tag_recently_renovated] => 
    [tag_senior_community] => 
    [tag_townhouse] => 
    [tag_waterfront] => 
    [tag_waterview] => 1
    [tax_year] => 2025
    [team] => 
    [team_agents] => Array
        (
        )

[terms] => Array
        (
        )

[timber_acres] => 
    [title_5] => 
    [total_gross_expense] => 13900
    [total_gross_income] => 0
    [total_parking] => 14 (3 Garage)
    [trash_expense] => Array
        (
        )

[travel_routes] => 
    [uffi] => Array
        (
            [0] => No
        )

[unit_1_bathrooms] => 
    [unit_1_bedrooms] => 
    [unit_1_floor] => 
    [unit_1_lease] => Array
        (
        )

[unit_1_levels] => 
    [unit_1_rent] => Array
        (
        )

[unit_2_bathrooms] => 
    [unit_2_bedrooms] => 
    [unit_2_floor] => 
    [unit_2_lease] => Array
        (
        )

[unit_2_levels] => 
    [unit_2_rent] => Array
        (
        )

[unit_3_bathrooms] => 
    [unit_3_bedrooms] => 
    [unit_3_floor] => 
    [unit_3_lease] => Array
        (
        )

[unit_3_levels] => 
    [unit_3_rent] => Array
        (
        )

[unit_4_bathrooms] => 
    [unit_4_bedrooms] => 
    [unit_4_floor] => 
    [unit_4_lease] => Array
        (
        )

[unit_4_levels] => 
    [unit_4_rent] => Array
        (
        )

[unit_level] => 
    [unit_number] => 
    [units_owner_occupied] => 
    [unparsed] => 205 South Rd, Chilmark MA 02575
    [utilities] => Array
        (
        )

[view] => Array
        (
        )

[water] => Array
        (
            [0] => Private
        )

[water_expense] => Array
        (
        )

[water_views] => Array
        (
            [0] => No
        )

[water_views_features] => Array
        (
        )

[waterfront] => 0
    [waterfront_features] => Array
        (
            [0] => River
        )

[raw] => 
)

EXIT

38 More Photos