AndrewGoldberg
Buy
Property SearchSearch all available MLS listingsSet AlertsGet notified about new listingsNeighborhood GuidesExplore local communities & data
Boston, MA
Newton, MA
Medford, MA
Brookline, MA
Cambridge, MA
Somerville, MA
View All Neighborhoods →
Featured PropertiesBrowse our exclusive local listings
50 Brooks Street
4 Edward Cody Ln
52 Mystic St
View All Featured →
Sell
Home ValuationGet a free, instant estimateMy ListingsBrowse my active market properties
Insights
Resources
ResourcesHelpful guides and tools
About
Meet the AgentMy background and experienceClient StoriesRead reviews from past clients
Contact Me
Buy
Property Search
Set Alerts
Neighborhood Guides
Boston, MA
Back BayBeacon HillSeaport DistrictSouth EndNorth EndSouth BostonFenway-KenmoreCharlestownDorchesterJamaica PlainAllstonRoslindaleWest RoxburyEast BostonMission HillBay VillageBrightonRoxbury
Newton, MA
Medford, MA
Brookline, MA
Cambridge, MA
Somerville, MA
View All Neighborhoods →
Featured Properties
50 Brooks Street
4 Edward Cody Ln
52 Mystic St
View All Featured →
Sell
Home Valuation
My Listings
Insights
Resources
Resources
About
Meet the Agent
Client Stories
Contact Me

Andrew Goldberg

I'm Andrew Goldberg, a Boston real estate advisor specializing in first-time buyers across Greater Boston. I guide you A to Z—from first search to closing day.

Explore

  • Home
  • About
  • Home Search
  • Set Alerts
  • My Active Listings
  • Featured Listings
  • Home Valuation
  • Insights
  • Testimonials
  • Resources
  • Contact
  • Privacy Policy

Contact

  • 10 Lincoln St, Newton, MA, 02461
  • (617) 256-7438
  • andrew@commonwealthstandard.com

Brokerage

Commonwealth Standard Realty Advisors

© 2026 Andrew Goldberg. All rights reserved.
Equal Housing Opportunity. Information deemed reliable but not guaranteed.

  1. Home
  2. Listings
  3. 149 Litchfield Road, Edgartown, MA 02539
Active
8 Days on market
149 Litchfield Road Edgartown — Photo 1 of 41

149 Litchfield Road Edgartown — Photo 1 of 41

$4,725,000

149 Litchfield Road, Edgartown, MA 02539

Edgartown, MA 02539 — Chappaquiddick

Beds

3

Baths

4

SqFt

2,969

Style

Single Family

Built

2011

Set amongst beautifully landscaped grounds and vibrant gardens, this inviting Chappaquiddick retreat offers a wonderful sense of privacy and tranquility. Stunning hydrangeas frame the property, also complemented by mature trees, colorful blooms, and established gardens, creating a beautiful setting throughout the seasons. Multiple outdoor spaces invite relaxing and entertaining, with a heated saltwater pool, completed in 2025, serving as the centerpiece. Inside, warm and inviting living spaces are filled with natural light, while shiplap details and a relaxed coastal aesthetic give the home a classic island feel. Vaulted ceilings and thoughtful attention to detail enhance the home’s comfortable, refined character, while a thoughtfully designed single-level layout offers the ease and convenience of true first-floor living, with a private primary suite and separate guest wing providing an ideal sense of space and privacy. The detached studio with workshop is a hobbyist’s dream, overlooking the pool and offering a versatile space for creative pursuits, hobbies, or use as a pool cabana.

Market Value Analysis

This Property
Size (SqFt) →Price →
This Property$1591/sqft
Local Avg (Edgartown)$1349/sqft
18% AboveMarket Average

* Analysis is based on 24 actively listed and recently sold comparable properties strictly within Edgartown, MA.

Property Details

Financials

Original Price$4,725,000
Annual Taxes$8,030

Parking

Garage2
Off-Street7

Interior Specifications

Total Rooms13
Fireplaces1
Flooring--
BasementPartially Finished

Climate & Utilities

HeatingCentral, Forced Air
CoolingCentral Air
WaterPrivate
SewerPrivate Sewer

Building & Exterior

Construction--
Roof--
FoundationConcrete Perimeter
ZoningR120

Property & Lot

Acres1.7
SqFt Lot74,052
Lot FeaturesCleared, Level

Geography

Population

5,278

U.S. Census Bureau, ACS 2024 5-Year Estimates (B01003)

Median Household Income

$125K

U.S. Census Bureau, ACS 2024 5-Year Estimates (B19013)

Renter-Occupied Homes

13.0%

U.S. Census Bureau, ACS 2024 5-Year Estimates (B25003)

New Construction Permits — Dukes County

164 housing units permitted in the last 12 months (+80% vs the prior 12 months) — 35 in 5+ unit buildings

U.S. Census Bureau, Building Permits Survey (through Jun '26)

ADU Potential

Massachusetts allows one accessory dwelling unit by right in single-family zoning districts statewide (M.G.L. c. 40A §3; 760 CMR 71.00, effective Feb 2025). Estimated maximum ADU size for this property: 900 sq ft (the lesser of 900 sq ft or half the 2,969 sq ft principal dwelling). Lot size: 74,052 sq ft.

Based on listing data, which indicates the property type — not the zoning district. Local dimensional, septic (Title 5), and historic-district requirements still apply. Not legal advice — verify with the municipality.

Full Edgartown, MA market report ZIP 02539 market data
Listing Provided By

Listing Agent: Katie Donahue & Rachel Serwa Group

Listing Office: Sandpiper Realty, Inc.

MLS® Number: 73564664

Related Insights

View All
Real Estate
Jul 7, 2026

Boston Office Slump: Massachusetts Tax Risk

June's Million-Dollar Map: Where $1M Is a Starter Home vs. a
Real Estate
Jun 26, 2026

June's Million-Dollar Map: Where $1M Is a Starter Home vs. a

View All Insights

Browse More Homes in Edgartown

Explore other active listings in the area.

  • 105 Whalers Walk
    $2,395,000
    105 Whalers Walk
    Edgartown, MA
    4 bd3 ba1,968 sqft
  • 8 Turkeyland Cove Road
    $3,650,000
8 Turkeyland Cove Road
Edgartown, MA
  • 9 Codman Spring Road
    $2,500,000
    9 Codman Spring Road
    Edgartown, MA
    4 bd3 ba1,786 sqft
  • 9 Suttons Way
    $7,999,000
    9 Suttons Way
    Edgartown, MA
    7 bd7 ba7,133 sqft
  • 139 Chappaquiddick Road
    $12,250,000
    139 Chappaquiddick Road
    Edgartown, MA
    7 bd4 ba4,855 sqft
  • 43 Peases Point Way S
    $9,000,000
    43 Peases Point Way S
    Edgartown, MA
    4 bd7 ba5,902 sqft