Date
Details
Price
Change
Source
7/21/2026
Listed
$3,295,000
—
MLS
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
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$3,295,000 Just Listed
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Property Description
Rare downtown Vineyard Haven compound offering! A unique opportunity to own two separate properties offered together just moments from the ferry, harbor, restaurants, and shops. 33 Lagoon Pond Road is a newly built 3BR/3BA home featuring an open floor plan, designer kitchen with quartz countertops, custom tile baths, water views, private backyard, spacious deck, attached two-car garage, and strong rental history. Complementing 33 Lagoon Pond Road, is 29 Lagoon Pond Road originally built in 1950 and beautifully renovated in 2020. This 2BR/1BA cottage with a private patio and outdoor shower, is ideal for guests, extended family, employee housing, or additional rental income. A rare highlight is the oversized rear parking lot accommodating approximately 10 vehicles--an exceptional amenity in downtown Vineyard Haven. Whether you're seeking a family compound, investment property, or luxury in-town retreat with unmatched flexibility and income potential, this one-of-a-kind offering is not to be missed. Note: Tenants in place, showings are only during turnovers. First opportunity to see both properties is 7/26.
Full Property Details
Full Property Details for 29 & 33 Lagoon Pond Rd
General
- Price: $3,295,000
- Taxes: $11,151 (2026)
- Status: Active
- Type: Single Family
- Source: CCI
- MLS ID: 22603560
- Updated: 7/23/2026
- Added to Site: 2 day(s) ago
Interior
- Number of Rooms: 11
- Appliances: Electric Water Heater
- Flooring: Hardwood, Tile, Vinyl
Rooms
Bathrooms
- Total Bathrooms: 4
- Full Bathrooms: 4
Bedrooms
- Total Bedrooms: 5
Exterior
- Exterior Features: Outdoor Shower
Parking
- Garage: Yes
- Total Spaces: 10
- Parking Features: Basement
Location
- County: Dukes
- Driving Directions: From five corners, take Lagoon Pond Road and the driveway to access both properties is the first driveway on your right.
Utilities
- Sewer: Public Sewer
Structural Information
- Architectural Style: Other
- Construction: Shingle Siding
- Exterior Const.: Shingle Siding
- Basement Desc.: Bulkhead Access, Interior Entry
- Roof: Asphalt, Shingle, Pitched
- Stories/Levels: 2
- Square Feet: 2,330
- Year Built: 2025
- Property Condition: Actual
Lot Features
- Lot Size (Acres): 0.28
- Lot Size (Sq. Ft.): 12,196
- Lot Size Source: Assessor
- Frontage: Public
- Street/Road Desc.: Paved
- Zoning: C
Financial Considerations
- Price Per Sq. Ft.: $1,414
- Assessment Amount: $1,502,800
- Land Assmt: $744,600
- Tax Amount: $11,151
- Tax Year: 2026
Disclosures and Reports
- Special Conditions: None
- Property ID: TISB M:009A B:0000 L:0014
Listed by Wallace & Co. Sotheby's International Realty, Madelyn Silvia
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Listing agent
— 29 & 33 Lagoon Pond Rd —
Madelyn Silvia
Wallace & Co. Sotheby's International Realty
NMLS#: 1598647Get Pre-Approved Today
Schools
Schools serving 29 & 33 Lagoon Pond Rd
School Districts:Tisbury School District, Martha's Vineyard School District
| Name | Grades | Distance |
|---|---|---|
Tisbury Elementary School 40 West William Street, Tisbury, MA 02568 | PK-8 | 0.4 mi |
Marthas Vineyard Regional High School 100 Edgartown-Vineyard Haven R, Oak Bluffs, MA 02557 | 9-12 | 2.4 mi |
Disclaimer:
School attendance boundaries provided by ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.
Price & Sales History for 29 & 33 Lagoon Pond Rd
Estimate the Cost
Estimate the Cost for 29 & 33 Lagoon Pond Rd
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- Single Family
- Active
- Updated 1 day ago
- 4Beds
- 3Total Baths
- 1,800Sq. Ft.
- Single Family
- Active
- Updated 6 hours ago
- 4Beds
- 3Total Baths
- 1,858Sq. Ft.
- Single Family
- Active
- Updated 21 hours ago
- 3Beds
- 1Total Bath
- 1,032Sq. Ft.
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- Single Family
- Active
- Updated 1 day ago
- 4Beds
- 5Total Baths
- 3,927Sq. Ft.
- Single Family
- Active
- Updated 3 days ago
- 1Bed
- 1Total Bath
- 354Sq. Ft.
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29 & 33 Lagoon Pond Road, Tisbury, MA 02568 (MLS# 22603560) is a Single Family property with 5 bedrooms and 4 full bathrooms. 29 & 33 Lagoon Pond Road is currently listed for $3,295,000 and was received on July 21, 2026. Want to learn more about 29 & 33 Lagoon Pond Road? Do you have questions about finding other Single Family real estate for sale in Vineyard Haven? You can browse all Vineyard Haven real estate or contact a Coldwell Banker agent to request more information.