0.22 mi
Distance
Vintage Chic Retreat With Guest House And Pool - Set on the edge of Edgartown Village, this beautiful home has been thoughtfully expanded and renovated to retain its original 1930's vintage charm. The open and versatile floor plan offers a myriad of options for placement of furnishings for formal and informal living and entertaining. Warm hardwood floors, custom millwork, vaulted ceilings, a white painted brick fireplace, built-in bookshelves, and a large covered porch are some of the features that add so much unique charm and personality to this home. The Main House includes three bedrooms and three baths - including a Master Bedroom Suite with deluxe bath located at the top of a private staircase. The detached Guest House includes a living/dining room with kitchen, a full bath and a separate bedroom. There is an expansive fenced backyard with pool and terrace which is an ideal place to enjoy warm summer days with family and friends.
From Pease's Point Way South, turn right onto Clevelandtown Road. House is on the right side
Source: Public Records
| Street Address | Beds | Baths | Sold Date | List Price | Valuation Date | Valuation Price |
|---|---|---|---|---|---|---|
| 185 Upper Main Street | Listing | 2 | 1 | Aug 05, 2026 | $949,000 | Mar 21, 2024 | $2,853,703 |
| 20 Oakdale Drive | Listing | 2 | 1 | Aug 18, 2026 | $1,050,000 | Jun 25, 2024 | $1,357,679 |
| 40 Knoll Drive Drive | Listing | 5 | 4 | Aug 25, 2026 | $2,950,000 | Dec 26, 2023 | $4,320,604 |
| 2 Teaberry Lane | Listing | 3 | 1 | Aug 18, 2026 | $825,000 | Dec 26, 2023 | $911,655 |
| 31 Ninth Street N | 2 | 2 | Aug 18, 2026 | $995,000 | Aug 25, 2026 | - |
| 183 Upper Main Street | 2 | 1 | Aug 05, 2026 | $949,000 | Aug 25, 2026 | - |
| 4 Fowler Avenue | Listing | 1 | 1 | Aug 19, 2026 | $1,300,000 | Mar 21, 2024 | $1,300,000 |
| 20 Metells Way | Listing | 5 | 6 | Aug 19, 2026 | $4,590,000 | Feb 11, 2022 | $1,945,000 |
| 53 Anthiers Way | 1 | 2 | Aug 20, 2026 | $950,000 | Aug 25, 2026 | - |
| 5 Old Pocha Road | 2 | 2 | Aug 12, 2026 | $995,000 | Aug 25, 2026 | - |
Discover key demographics, population statistics, and environmental insights for the Edgartown, MA area.
Source: Sperling's Best Places
| Zip | City | County | National | |
|---|---|---|---|---|
| Population | 4,438 | 4,438 | 17,790 | 335,858,263 |
| Population Density | 166 | 166 | 172 | 95 |
| People per Household | 2.2 | 2.2 | 2.2 | 2.6 |
| Median Age | 48.2 | 48.2 | 48.3 | 39.1 |
| Median Income | $92,849 | $92,849 | $83,618 | $66,222 |
| Average Income | $62,315 | $62,315 | $52,391 | $35,475 |
| Cost of Living Index | 102 | 102 | 100 | 100 |
| Zip | City | County | National | |
|---|---|---|---|---|
| January Avg. High Temp | 22.4°F | 22.4°F | 22.4°F | 22.6°F |
| July Avg. High Temp | 78.8°F | 78.8°F | 78.8°F | 86.2°F |
| Annual Precipitation | 46.06" | 46.06" | 46.06" | 38" |
20/100
Car-Dependent
Walk Score ®
0/100
Minimal Transit
Transit Score ®
74/100
Very Bikeable
Bike Score ®
Almost all errands require a car. It is possible to get on a bus. Biking is convenient for most trips.
The average walkability score in the surrounding area is Walk Score: 8/100, Transit Score: 0/100, Bike Score: 52/100.
0.22 mi
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0.28 mi
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0.45 mi
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0.49 mi
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0.52 mi
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0.39 mi
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0.55 mi
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0.29 mi
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0.32 mi
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0.55 mi
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792 ft
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0.22 mi
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0.49 mi
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0.21 mi
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0.47 mi
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0.29 mi
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0.4 mi
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0.41 mi
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0.41 mi
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0.42 mi
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0.46 mi
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Source: Realty.com
29 Clevelandtown Rd, Edgartown, MA 02539 in Edgartown, MA 02539 is a multi family listed at $2,395,000. Highlights include 4 bedrooms, 5 bathrooms, 3,220 sq. ft., built in 1935, 0.49 acre lot, $744 per sq. ft.. Realty.com provides sales history, school insights, and mortgage tools for this listing.
Our records indicate that 29 Clevelandtown Rd was built in 1935.
The full address for this home is 29 Clevelandtown Rd, Edgartown, MA 02539.
29 Clevelandtown Rd has been listed on Realty.com since Fri October 28, 2016
Almost all errands require a car. It is possible to get on a bus. Biking is convenient for most trips.
The average walkability score in the surrounding area is Walk Score: 8/100, Transit Score: 0/100, Bike Score: 52/100.
There are 1 schools assigned to this home. Check out the schools near 29 Clevelandtown Rd. Marthas Vineyard Regional High School (Grades: 9 - 12)
This content last refreshed on 2026-08-25 22:15:54. Some properties which appear for sale on this web site may subsequently have sold or may no longer be available.