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36 Smith Hollow Dr, Edgartown MA 02539

Edgartown, MA 02539 • Edgartown
$1,985,000
Est. $10,675/month
4
Beds
2.5
Baths
2,836
Sq Ft
$700
Price/Sq Ft
1.70
Acres
1985
Year Built
22
Days on Market
Active Listed Jan 30, 2026 • MLS# 73472940 Copied!

About this home

Tucked away behind association common land, this year-round compound offers the perfect blend of privacy, space, and flexibility. The post-and-beam main house features four bedrooms and combines timeless character with functional design, ideal for everyday living or seasonal enjoyment. A separate two-bedroom guest house with a welcoming farmer's porch is thoughtfully sited to ensure privacy and independence, complete with its own driveway and parking. The detached garage, with a loft above, adds even more versatility—ideal for storage or future finished space. Situated on one of the largest parcels in the Smith Hollow Association, the property enjoys a tranquil, park-like setting. With direct access to the bike path at the end of the road, you're just minutes from Edgartown and all down-island amenities. More than just a house—this is a place to call home.

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Property Overview

Property Type
Single Family Residence
Listing Type
For Sale
Year Built
1985
Bedrooms
4
Full Bathrooms
2
Half Bathrooms
1
Living Area
2,836 sq ft
Total Rooms
11

Facts & Features

2 Car Garage

Home Facts

Type Residential
Style Single Family Residence
Year Built 1985
Living Area 2,836 sq ft
Lot Size 1.70 acres
Bedrooms 4
Full Baths 2
Half Baths 1
Total Rooms 11

Interior

Heating Baseboard, Natural Gas
Cooling Window Unit(s), Wall Unit(s)
Flooring None
Appliances None
Fireplace None
Basement Full, Partially Finished, Walk-out Access, Interior Entry
Laundry None
Features None

Exterior

Construction Post & Beam
Architecture Saltbox
Roof Shingle

Parking

Garage Spaces 2
Has Garage Yes
Features Detached, Storage, Insulated, Off Street
Total Spaces 8

Utilities

Electric None
Water Private
Sewer Private Sewer
Gas None
Other None

Financial

Annual Tax $5,249
Assessed Value $2,116,700

Interior Features

Flooring:
Appliances:
Interior Features:
Windows:
Basement: Full, Partially Finished, Walk-Out Access, Interior Entry
Laundry:
Security:

Construction & Materials

Style: Saltbox
Year Built: 1985
Structure Type:
Exterior Materials: Post & Beam
Roof: Shingle
Foundation: Concrete Perimeter

Heating, Cooling & Utilities

Heating: Baseboard, Natural Gas
Cooling: Window Unit(s), Wall Unit(s)
Hot Water:
Water Source: Private
Sewer: Private Sewer

Parking & Garage

Garage Spaces: 2
Total Parking Spaces: 8
Parking Features: Detached, Storage, Insulated, Off Street

Location

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Neighborhood

Edgartown

36 Smith Hollow Dr, Edgartown MA 02539

Edgartown, MA 02539

Walkability

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Nearby Schools

School District
Edgartown School District local
School Safety 2024-25
0.0% Very Low (Safest)
5.5% below state avg
H

High Schools

1 school
A-
Martha's Vineyard Regional High School
1.9 mi | #95 of 346 | Score: 60.5
Improved 49 spots from last year
+2.3 above state avg
744 students Diverse
19 sports • 1,209 athletes
Strong AP Program Rising School Career Tech Programs College Ready Curriculum
Grades 09-12
Learn about these ratings

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 $437
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
Jan 30, 2026
$1,985,000
Original listing
Agent: Katie Donahue & Rachel Serwa Group Office: Sandpiper Realty, Inc.

Price & Status History

Date Event Price Change
Jan 30, 2026 New Listing Added $1,985,000

Market Statistics

Days on Market
22 days
Price per Sq Ft
$700

Tax History

Year Taxes Assessment
2026 $5,249 $2,116,700

Financial Details

Annual Property Tax
$5,249
Tax Year 2026
Assessed Value
$2,116,700

Listing Information

Listing Agent Katie Donahue & Rachel Serwa Group
Listing Office Sandpiper Realty, Inc.
Agent MLS ID TM362163
Office MLS ID AN9490
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 Edgartown, MA

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Steven Novak

Steven Novak

BMN Boston Real Estate

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