$1,895,000
$100K PRICE DROP

99 Old Purchase Rd Edgartown, MA 02539

Edgartown Neighborhood

Estimated payment $10,733/month

Total Views 8,241
4 Beds
3 Baths
2,064 Sq Ft
$918 Price per Sq Ft

About This Home

Welcome to this charming post and beam-style home, privately located at the end of a cul-de-sac on .71 acres with proximity to over 50 acres of Land Bank and Sheriff's Meadow land with multiple trails and paths. Conveniently located to the bike path, Morning Glory Farm, the heart of Edgartown, and Meetinghouse Way, with direct access to South Beach, the location is ideal. The floor plan was designed to bathe in natural light, creating a relaxing and inviting atmosphere. The first floor features a fabulous kitchen for the accomplished chef with a large island, desk space, and a walk-in pantry with direct access to the garden. The dining room enjoys a gorgeous enamel pellet stove and sliders to the expansive deck for outdoor entertaining. The sunken cathedral-ceiling living boasts a stunning floor-to-ceiling brick fireplace with remarkable sunlight and sliders to the deck. The first-floor bedroom is at the back of the house, adjacent to the full bath. The large primary suite with den/office space and a half bath is on the second floor, and two additional bedrooms and a full bath complete this floor. The basement offers room for storage and overflow. Outside, enjoy the pleasant front yard, spacious deck, gardens, and outdoor shower in the back. Town sewer connection permits expansion of up to 7 bedrooms. Come and experience this Vineyard retreat with unparalleled privacy, ready for immediate enjoyment.

Listing Agent

Stephanie Roache

Donnelly + Co Listed on: 04/10/2025

Map

Home Details

Home Type

Single Family

Est. Annual Taxes

$2,848

Year Built

1985

Lot Details

0

Listing Details

  • Property Sub Type: Single Family Residence
  • Property Type: Residential
  • Co List Office Mls Id: 995
  • Special Features: None
  • Year Built: 1985

Interior Features

  • Appliances: Stove: Bosch, Washer: Maytag
  • Has Basement: The basement is accessed through the inside of the home and the exterior bulkhead. With 1200 square feet, there is room for storage and extended living space.
  • Full Bathrooms: 2
  • Half Bathrooms: 1
  • Total Bedrooms: 4
  • Fireplace Features: 1
  • Interior Amenities: MiniSplit,OSh,WdStove, Floor 1: The entrance to this delightful home is a welcoming mudroom, where you can leave your shoes and hang your coats! A first-floor bedroom is at the back of the house, adjacent to a full bath. The kitchen is designed for the consummate chef with a large island, plenty of cabinets for storage, a walk-in pantry that leads to the garden, and a cleverly placed desk area. The dining area enjoys a fabulous pellet stove and sliders to the spacious deck. Step down into the dramatic cathedral-ceiling living room with a wood-burning fireplace, skylights to capture great natural light, and another set of sliders to the deck., Floor 2: The primary bedroom occupies the entire left side of this floor, with a half bath and den/office space. There are two additional bedrooms on this floor and a full bath with a walk-in shower and skylight. If you are looking for more storage space, there is plenty of room in the large pull-down attic.
  • Main Level Bedrooms: 1
  • Total Bedrooms: 7

Exterior Features

  • Pool Private: No
  • Foundation Details: Poured Concrete

Garage/Parking

  • Parking Features: Ample, Stone driveway

Utilities

  • Sewer: Twn
  • Utilities: None
  • Water Source: Town

Lot Info

  • Lot Size Sq Ft: 30927
  • Land Lease Expiration Date: 2026-04-03
  • Zoning: R60

Multi Family

  • Number Of Units Furnished: Unfurnished

Tax Info

  • Tax Annual Amount: 2847
  • Tax Lot: 134.14
  • Tax Map Number: 21
  • Tax Other Annual Assessment Amount: 371600
  • Tax Year: 2025

Range of Values:

Collateral Analytics

Collateral Analytics Collateral Analytics AVMs (Automated Valuation Model) employ a number of statistical approaches combined with neighborhood-specific comparable selection guarantees the most up-to-date and precise valuations.

Not Available

Collateral Analytics does not have data for the current month. Please view the chart for historical values.

ICE

ICE Mortgage Technology ICE Mortgage Technology’s AVM (Automated Valuation Model) is a state-of-the-art online residential property valuation tool that provides a quick and accurate estimate of the value of almost any home in the U.S.

Not Available

ICE Mortgage Technology does not have data for the current month. Please view the chart for historical values.

First American

First American First American Data & Analytics’ next-generation AVM combines unrivaled data assets with a blended ensemble of valuation models to produce highly accurate, reliable valuations you can trust.

Not Available

First American does not have data for the current month. Please view the chart for historical values.

Quantarium

Quantarium Quantarium’s valuation service, repeatedly proven the industry’s most accurate and comprehensive, is supercharged with a self-learning and auto-tuning AI engine that continually becomes smarter and more accurate as it processes daily inputs from the industry’s leading RE data lake.

Not Available

Quantarium does not have data for the current month. Please view the chart for historical values.

Average Value
Not Available
List Price
Sold Price
Create a Home Valuation Report for This Property
The Home Valuation Report is an in-depth analysis detailing your home's value as well as a comparison with similar homes in the area

Home Values in the Area

Source: Public Records

Average Home Value in this Area

Source: Public Records

Tax History

Year Tax Paid Tax Assessment Tax Assessment Total Assessment is a certain percentage of the fair market value that is determined by local assessors to be the total taxable value of land and additions on the property. Land Improvement
2025 $2,848 $1,074,600 $371,600 $703,000
2024 $2,329 $913,500 $371,600 $541,900
2023 $2,349 $932,100 $337,200 $594,900
2022 $2,241 $739,600 $337,200 $402,400
2021 $2,287 $697,300 $337,200 $360,100
2020 $2,375 $709,000 $306,600 $402,400
2019 $2,744 $709,000 $306,600 $402,400
2018 $2,391 $617,900 $306,600 $311,300
2017 $2,308 $650,200 $306,600 $343,600
2016 $2,464 $680,600 $294,000 $386,600
2015 $1,989 $573,100 $294,000 $279,100
Source: Public Records

Property History

Date Event Price Change Sq Ft Price
06/01/2025 06/01/25 Price Changed $1,895,000 -5.0% $918 / Sq Ft
04/10/2025 04/10/25 For Sale $1,995,000 -- $967 / Sq Ft
Source: LINK (Vineyard)

Purchase History

Date Type Sale Price Title Company
Deed -- --
Deed $611,000 --
Source: Public Records

Mortgage History

Date Status Loan Amount Loan Type
Open $20,000 No Value Available
Source: Public Records

Similar Homes in Edgartown, MA

  • 99 Old Purchase Rd, Edgartown, MA 02539

    $1,895,000

    • 4 Beds
    • 2.5 Baths
    • 2,064 Sq Ft
    • 99 Old Purchase Rd
    • Edgartown, MA

    Welcome to this charming post and beam-style home, privately located at the end of a cul-de-sac on .71 acres with proximity to over 50 acres of Land Bank and Sheriff's Meadow land with multiple trails and paths. Conveniently located to the bike path, Morning Glory Farm, the heart of Edgartown, and Meetinghouse Way, with direct access to South Beach, the location is ideal. The floor plan was

    Stephanie Roache Donnelly + Co.

    Section Image
  • 78 Whalers Walk, Edgartown, MA 02539

    $1,795,000

    • 3 Beds
    • 3 Baths
    • 1,914 Sq Ft
    • 78 Whalers Walk
    • Edgartown, MA

    Nestled in a tranquil residential neighborhood, at the top of a curved drive through beautiful trees, this well-maintained home in move-in condition offers an idyllic Martha's Vineyard lifestyle. Custom-built for quality and convenience by a prestigious Island builder, every detail was thoughtfully planned for exclusive use by the family as a cherished year-round vacation home. The open floor

    Dawn Bellante-Holand Sandpiper Realty

    Section Image
  • 4 Hye Ln, Edgartown, MA 02539

    $1,850,000

    • 4 Beds
    • 3 Baths
    • 2,068 Sq Ft
    • 4 Hye Ln
    • Edgartown, MA

    Pristine and superbly maintained, this two bedroom home and two bedroom guest house has tremendous upside potential and a substantial rental history. This property is tied to town sewer and will allow for up to 7 bedrooms. Two additional bedrooms in the main house are possible within the existing footprint with appropriate town approvals.There is an additional 668 sq. ft.of finished space in the

    Lynn Buder Sandpiper Realty Inc

    Section Image
  • 11 Huckleberry Hill Ln, Edgartown, MA 02539

    $1,890,000

    • 5 Beds
    • 3 Baths
    • 2,704 Sq Ft
    • 11 Huckleberry Hill Ln
    • Edgartown, MA

    Turn-Key 5-Bedroom Home with Legal Apartment Near Edgartown Village — Set back from the road and less than a mile from Main Street, this spacious and stylish Edgartown property offers an ideal blend of privacy, comfort, and investment potential. The main home features four well-proportioned bedrooms—including one conveniently located on the first floor—and an open kitchen and dining area designed

    Jennifer O'hanlon Compass

    Section Image
  • 15 Jernegan Pond Rd, Edgartown, MA 02539

    $1,750,000

    • 2 Beds
    • 2 Baths
    • 2,042 Sq Ft
    • 15 Jernegan Pond Rd
    • Edgartown, MA

    Nestled at the end of a quiet drive, 15 Jernegan Pond Road offers the opportunity to create your Vineyard retreat. The existing home and small barn sit on a private and serene lot overlooking a small, picturesque pond -- an ideal setting for those seeking privacy, natural beauty, and potential. The current structures require significant renovation or rebuild, and with a sewer tie-in, can be

    Lesley Heidt Sandpiper Realty Inc

    Section Image
  • 43C Dark Woods Rd, Edgartown, MA 02539

    $2,275,000

    • 4 Beds
    • 3.5 Baths
    • 2,695 Sq Ft
    • 43C Dark Woods Rd
    • Edgartown, MA

    Enjoy the convenience of Dark Woods, a quiet neighborhood in an ideal location close to the Village, bike path, beaches, and 27 acres of Sheriff's Meadow conservation land. Tucked in the woods of the pleasant Dark Woods community, this property has been meticulously maintained and is ready for your enjoyment. Sited on a pleasant .77-acre lot, the property offers expansive space with a floor plan

    Stephanie Roache Donnelly + Co.

    Section Image
  • 43C Dark Woods Rd, Edgartown, MA 02539

    $2,275,000

    • 4 Beds
    • 3.5 Baths
    • 2,695 Sq Ft
    • 43C Dark Woods Rd
    • Edgartown, MA

    Enjoy the convenience of Dark Woods, a quiet neighborhood in an ideal location close to the Village, bike path, beaches, and 27 acres of Sheriff’s Meadow conservation land. Tucked in the woods of the pleasant Dark Woods community, this property has been meticulously maintained and is ready for your enjoyment. The first floor features a fabulous living room with a gas fireplace and a formal dining

    Stephanie Roache Donnelly + Co.

    Section Image
  • 24 Dark Woods Rd, Edgartown, MA 02539

    $2,399,000

    • 3 Beds
    • 4 Baths
    • 2,638 Sq Ft
    • 24 Dark Woods Rd
    • Edgartown, MA

    Welcome to 24 Dark Woods Road, a beautifully maintained 3-bedroom, 3.5-bath Contemporary Colonial nestled in an upscale, tranquil neighborhood. This spacious residence abuts acres of Sheriffs Meadow conservation land, offering miles of trails, serene pond views and peaceful privacy at the end of a quiet road, yet is just a mile from the beach and closer to Edgartown Village. This association

    Stephanie Burke Portfolio Real Estate, Inc.

    Section Image
  • 23 13th St N, Edgartown, MA 02539

    $2,100,000

    • 3 Beds
    • 4 Baths
    • 2,124 Sq Ft
    • 23 13th St N
    • Edgartown, MA

    This recently constructed home conveniently sits in the center of Edgartown close to Sengekontacket Pond. With 3 bedrooms, 3.5 baths, bright and sunny living areas, and a very spacious and finished lower level, this property is well-designed. Featuring hardwood floors throughout, the open concept on the first floor has modern kitchen with a center island and stainless appliances, a dining area

    Cheri Mason Landvest MV

    Section Image
See All Homes in Edgartown

Source: LINK (Vineyard)

MLS Number: 41446

APN: EDGA-000021-000134-000014

Massachusetts Dukes County Edgartown 02539 Edgartown

99 Old Purchase Rd, Edgartown, MA

This home is located at 99 Old Purchase Rd, Edgartown, MA 02539 and is currently priced at $1,895,000, approximately $918 per square foot. This property was built in 1985. 99 Old Purchase Rd is a home located in Dukes County with nearby schools including Edgartown Elementary School and Martha's Vineyard Regional High School.

Disclaimer: Certain information contained herein is derived from information provided by parties other than Homes.com. All information provided is deemed reliable, but is not guaranteed to be accurate and should be independently verified.

Nearby Homes
Listing Agent
Stephanie Roache
Donnelly + Co