A peaceful retreat close to Edgartown's amenities, thoughtfully updated and refreshed with a new kitchen and light-filled living spaces, this four bedroom three bath home offers an easy, relaxed setting for family and guests. The main body of the home features one downstairs bedroom with two additional bedrooms upstairs plus a flex space with balcony, and a fourth bedroom with full bath and kitchenette located above the attached garage for a separate guest retreat. The walkout basement provides storage, laundry and future potential. A versatile property thoughtfully designed for comfortable year-round living and quintessential Vineyard summers. Bold Meadow community tennis & pickleball courts nearby and abutting State forest bike path and hiking trails right from your back door.
Pending
$1,875,000
42 Bold Meadow Road, Edgartown, MA 02539
4beds
2,430sqft
Single Family Residence
Built in 1992
0.75 Acres Lot
$1,836,500 Zestimate®
$772/sqft
$50/mo HOA
What's special
Flex space with balconyOne downstairs bedroomLight-filled living spaces
- 22 days
- 1,025
- 50
Likely to sell faster than
Zillow last checked:
Listing updated:
Listed by:
Jessie A Holtham 508-560-2993,
Wallace & Co. Sotheby's International Realty,
Bonnie J Pierce 508-367-2303,
Wallace & Co. Sotheby's International Realty
Source: CCIMLS,MLS#: 22605017
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 4
- Bathrooms: 3
- Full bathrooms: 3
Heating
- Propane
Appliances
- Included: Electric, Water Heater
Features
- Flooring: Hardwood, Carpet
- Basement: Full
- Number of fireplaces: 1
Interior area
- Total structure area: 2,430
- Total interior livable area: 2,430 sqft
Video & virtual tour
Property
Parking
- Total spaces: 1
- Parking features: Direct Access, Driveway, Off Street, Gravel
- Attached garage spaces: 1
- Has uncovered spaces: Yes
Features
- Stories: 1
- Patio & porch: Deck, Porch
- Exterior features: Outdoor Shower
Lot
- Size: 0.75 Acres
- Features: Wooded, Level
Details
- Additional structures: Tennis Court(s)
- Parcel number: EDGA M:0022 B:0053 L:0141
- Special conditions: None
Construction
Type & style
- Home type: SingleFamily
- Property subtype: Single Family Residence
Materials
- Clapboard
- Roof: Asphalt
Condition
- Year built: 1992
Utilities & green energy
- Water: Well
Community & HOA
HOA
- Has HOA: Yes
- Amenities included: Road Maintenance, Snow Removal, Tennis Court(s)
- HOA fee: $600 annually
Location
- Region: Edgartown
Financial & listing details
- Price per square foot: $772/sqft
- Tax assessed value: $1,965,100
- Annual tax amount: $4,873
- Date on market: 10/2/2026
- Cumulative days on market: 16 days
Estimated market value
$1,836,500
$1.74M - $1.93M
$5,688/mo
Price history
| Date | Event | Price |
|---|---|---|
| 10/25/2026 | Pending sale | $1,875,000$772/sqft |
Source: MLS PIN #73585957 Report a problem | ||
| 10/11/2026 | Contingent | $1,875,000$772/sqft |
Source: MLS PIN #73585957 Report a problem | ||
| 10/11/2026 | Pending sale | $1,875,000$772/sqft |
Source:  CCIMLS #22605017 Report a problem | ||
| 9/30/2026 | Listed for sale | $1,875,000+10.6%$772/sqft |
Source: LINK #44950 Report a problem | ||
| 1/7/2025 | Listing removed | $1,695,000$698/sqft |
Source: LINK #42010 Report a problem | ||
| 9/13/2024 | Price change | $1,695,000-3.1%$698/sqft |
Source: LINK #42010 Report a problem | ||
| 7/5/2024 | Listed for sale | $1,749,000+3.2%$720/sqft |
Source: LINK #42010 Report a problem | ||
| 5/6/2022 | Listing removed | $1,695,000$698/sqft |
Source: LINK #39077 Report a problem | ||
| 3/1/2022 | Listed for sale | $1,695,000+2321.4%$698/sqft |
Source: LINK #39077 Report a problem | ||
| 5/15/1992 | Sold | $70,000$29/sqft |
Source: Public Record Report a problem | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2025 | $4,484 +13.4% | $1,692,200 +9.1% |
| 2024 | $3,954 +3.3% | $1,550,700 +2.1% |
| 2023 | $3,828 +4.9% | $1,519,000 +26.1% |
| 2022 | $3,650 +3.7% | $1,204,600 +12.2% |
| 2021 | $3,521 +5% | $1,073,400 +7.3% |
| 2020 | $3,352 -12% | $1,000,500 +1.6% |
| 2019 | $3,810 +17.2% | $984,500 +17.1% |
| 2018 | $3,252 +2.3% | $840,400 -6.2% |
| 2017 | $3,179 +11.9% | $895,500 +14.1% |
| 2016 | $2,841 +2.5% | $784,700 -1.8% |
| 2015 | $2,772 +5.8% | $798,900 +12.8% |
| 2014 | $2,620 +4.5% | $708,100 +0.3% |
| 2013 | $2,507 +3.5% | $706,300 |
| 2012 | $2,423 +1% | $706,300 +0.1% |
| 2011 | $2,400 +0.5% | $705,800 -8.7% |
| 2010 | $2,388 +2.9% | $772,900 -3.1% |
| 2009 | $2,321 +4.8% | $797,600 -1.7% |
| 2008 | $2,214 +2.8% | $811,100 +7.3% |
| 2007 | $2,153 0% | $755,600 +6.3% |
| 2006 | $2,154 +26.3% | $710,900 +27.1% |
| 2005 | $1,706 -7.4% | $559,500 +6.6% |
| 2004 | $1,843 +13% | $525,100 +18.5% |
| 2003 | $1,631 -6.3% | $443,300 +31% |
| 2001 | $1,740 +3.4% | $338,500 +25.6% |
| 2000 | $1,682 | $269,600 |
Find assessor info on the county website
Monthly payment
Est. payment
Payment breakdown
Explore the cost of this home by adjusting the details. Changes won't be saved.Climate risks
Neighborhood: 02539
Similar homes
- $1,995,0003 bd3 ba2k sqft9 Sparrow Ln, Edgartown, MA 02539For Sale
MLS ID #45028, Alisan Lohan-Conway, Alisan Lohan-Conway Properties. LINK - $1,850,0004 bd6 ba2.5k sqft32 Norton Orchard Rd, Edgartown, MA 02539For Sale
MLS ID #44049, Janna O'Loughlin, Portfolio Properties. LINK - $1,625,0003 bd3 ba1.9k sqft31 Dodgers Hole Rd, Edgartown, MA 02539For Sale
MLS ID #44919, Sean Federowicz, Landmarks at TODAY Real Estate. LINK - $1,800,0004 bd3 ba2.8k sqft18 Wood Duck Way, Edgartown, MA 02539For Sale
MLS ID #22601985, Janna O'Loughlin, Portfolio Properties. CCIMLS - $2,500,0003 bd3 ba2.8k sqft10 Woodhaven Drive, Edgartown, MA 02539For SaleMLS ID #22604449, Leslie C Floyd, Portfolio Properties. CCIMLS
- $2,500,0004 bd3 ba1.7k sqft9 Codman Spring Road, Edgartown, MA 02539For SaleMLS ID #22604104, Madelyn Silvia, Wallace & Co. Sotheby's International Realty. CCIMLS
- $1,755,0003 bd3 ba2.8k sqft68 Front Street, Oak Bluffs, MA 02557For SaleMLS ID #22604610, Alyssa M Halisky, Wallace & Co. Sotheby's International Realty. CCIMLS
- $2,095,0004 bd4 ba2.8k sqft18 Sylvan Avenue, Vineyard Haven, MA 02568For SaleMLS ID #22604386, Madelyn Silvia, Wallace & Co. Sotheby's International Realty. CCIMLS
- $2,250,0004 bd3 ba1.9k sqft88 Franklin Street, Vineyard Haven, MA 02568For SaleMLS ID #22604150, Michele A Moore, Island Real Estate. CCIMLS
