36 Smith Hollow Dr
Edgartown, MA 02539
5
Bed
3
Bath
2,836Sqft
1.70Acres(Lot)
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 one-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-is
Property Details
Map
Map
What's Nearby
Nearby Areas
Features
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Bathroom Information
Total Baths: 3 Full Baths: 2 Half Baths: 1Room Information
Total Bedroom: 5 -
Roofing Information
Array -
Interior Features
Roof: Array -
Heating & Cooling
Heating: Array Cooling: Array WaterSource: Array
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Building Information
Year Built: 1985 Construction Materials: Array Basement: Array -
Exterior Features
ArrayFoundation Details: ArrayPorch: Array
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Lot Information
Lot Description: Array Lot Size Area: 1.7 Lot Size Units: Acres Lot Square Feet: 74,052 Lot Acres: 1.7 Main Square Feet: 1.7Property Information
Property Type: Residential Sub Type: Single Family ResidenceStyle: Array SQ ft (Living Area): 2,836
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Listing Price Information
Original Listing Price: $1985000
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Tax Information
Parcel Number: M:0011 B:0002 L:21,3768520 Annual Tax: $5249
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Parking Information
# of Garage Spaces: 2 Has Garage: Yes Parking Total: 8 Array
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Location Information
Direction: No drive-bys, owners in residence.
At $699.93 per sq.ft.,this listing is priced below average compared to other homes from Edgartown.
The average homes price in Edgartown is $370202.62 with avg. price / sq.ft of $2102.04.
The average homes price in Dukes County is $373818.81 with avg. price / sq.ft of $2100.74.
How much is this property worth?
Curious about this home's true market value? Use our free Home Evaluation Tool to instantly get a personalized Comparative Market Analysis (CMA) report. Make smarter, data-driven decisions before you buy.
Nearby Home Value
| Address | Estimate | Bed | Bath | Sq. Ft | Lot Size |
|---|---|---|---|---|---|
| 76 Washque Ave, Edgartown, MA, 02539 | $2,575,000 | 4 | 3 | 1,910 | 1,910 SqFt |
| 4 Pip'n Circle, Edgartown, MA, 02539 | $2,790,000 | 3 | 4 | 2,898 | 2,898 SqFt |
| 114 North Water Street, Edgartown, MA, 02539 | $16,900,000 | 8 | 8 | 6,041 | 6,041 SqFt |
| 4 Somerset Ln, Edgartown, MA, 02539 | $5,750,000 | 4 | 5 | 3,643 | 3,643 SqFt |
| 7 Martha's Way, Edgartown, MA, 02539 | $4,800,000 | 4 | 5 | 3,816 | 3,816 SqFt |
| 13 Plantingfield Way, Edgartown, MA, 02539 | $3,690,000 | 4 | 3 | 2,108 | 2,108 SqFt |
| 43 Peases Point Way S, Edgartown, MA, 02539 | $9,499,000 | 4 | 7 | 5,902 | 5,902 SqFt |
| 99 Cooke St, Edgartown, MA, 02539 | $3,895,000 | 4 | 4 | 1,590 | 1,590 SqFt |
| 42 Deacon Vincent Way, Edgartown, MA, 02539 | $2,490,000 | 3 | 4 | 2,830 | 2,830 SqFt |
| 23 Pinehurst Road, Edgartown, MA, 02539 | $4,900,000 | 6 | 6 | 5,394 | 5,394 SqFt |
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ByOwner last updated this listing 04/06/2026 @ 19:07
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