This home's estimate is 9.1% lower than the average sale price ($2.14M) of 6 comparable homes.
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39 South Orleans Rd, Orleans, MA 02653
About this home
Classic Nantucket Type, In-town, waterfront compound. A very special and unique property consisting of a 4 BR, 2 1/2 bath main residence and a separate 2 BR, 2 bath Cottage. Spectacular water views from most rooms! 2 large sun porches on either side of the main residence! French doors lead you from one room to the other with many built-ins, gorgeous wood floors, Central Air in the main house, open and bright! Beautiful grounds with mature plantings, Koi Pond and heated in-ground pool. Wonderful compound for family gatherings and summer fun! Beautiful views overlooking Orleans Town Cove, Town dock and Yacht Club at the end of the street. Walk to everything; the best of all worlds!

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Market trends in 02653, MA
Last updated September 2026
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Sale history for 39 South Orleans Rd
$311/sq ft
$383/sq ft
$236/sq ft
$231/sq ft
$239/sq ft
$120/sq ft
$121/sq ft
$139/sq ft
Tax history for 39 South Orleans Rd
*Taxable value of land and structures on it ("additions") is determined regularly by local assessors and does not affect market price.
Public record
Property details
Interior
- Bathroom Information
- # of Bathrooms (Full): 4
- # of Bathrooms (1/2): 2
- Basement Information
- Basement: Full
- Fireplace Information
- FireplacesTotal: 2
- Other Room Information
- Total Rooms : 12
- Interior Features
- Interior Features: Linen Closet, Pantry, Walk-In Closet(s)
- Flooring: Other, Wood
- Patio And Porch Features: Patio
Exterior
- Exterior Features
- Exterior Features: Outdoor Shower
- Construction Materials: Shingle Siding
- Roof: Asphalt
- Property Information
- Property Sub Type: Single Family Residence
- Other Structures: Guest House
- Lot Information
- Lot Features: Corner Lot, Sloped, Cleared, Views
- Has Waterfront
- Waterfront Features: Salt, Waterview, Waterfront
- Building Information
- Year Built: 1925
Utilities
- Heating & Cooling
- Has Heating
- Heating: Oil
Location
- Location Information
- Directions: Property located at the cross roads of Route 28 and Cove Road.
Public facts
- Beds: —
- Baths: —
- Sq. Ft.: —
- Stories: —
- Lot Size: 1.3 acres
- Style: Other
- Year Built: —
- Year Renovated: —
- County: Barnstable County
- APN: 2362466
Around this home
Schools
Public K-5 • Assigned • 0.5mi
Public 6-8 • Assigned • 0.3mi
Lifestyle
Provided by Walk Score and Local Logic
Climate risks
Minimal risk of a flood reaching the building in the next 30 years
Unlikely to be in a wildfire in next 30 years
7 days above 85° expected this year, 20 days in 30 years
80% chance of strong winds in next 30 years
1 unhealthy days expected this year, 1 days in 30 years
Sun exposure
Try the sun simulator tool to see how light moves across the property at different times of day and year.
Nearby similar homes
New listings for sale in 02653
Home values near 39 South Orleans Rd
| Address | Redfin Estimate |
|---|---|
3 Beds | 2 Baths | 1665 Sq. Ft. | $1,411,310 |
1 Beds | 1 Baths | 637 Sq. Ft. | $393,019 |
| Address | Redfin Estimate |
|---|---|
3 Beds | 2 Baths | 1892 Sq. Ft. | $947,717 |
2 Beds | 2 Baths | 1681 Sq. Ft. | $898,004 |
| Address | Redfin Estimate |
|---|---|
1 Beds | 1 Baths | 699 Sq. Ft. | $368,866 |
1 Beds | 1 Baths | 637 Sq. Ft. | $288,097 |
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