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.
Property Details
Price:
$3,295,000
MLS #:
22603560
Status:
Active
Beds:
5
Baths:
4
Type:
Single Family
Subtype:
Single Family Residence
Neighborhood:
vineyardhaven
Listed Date:
Jul 21, 2026
Finished Sq Ft:
2,330
Total Sq Ft:
2,330
Lot Size:
12,196 sqft / 0.28 acres (approx)
Year Built:
2025
See this Listing
Schools
Interior
Appliances
Electric, Water Heater
Bathrooms
4 Full Bathrooms
Flooring
Hardwood, Vinyl, Tile
Heating
Electric
Exterior
Construction Materials
Shingle Siding, Wood Siding
Exterior Features
Outdoor Shower
Garage Spaces
2
Parking Spots
10
Parking Total
10
Roof
Asphalt, Pitched, Shingle
Stories
2
Financial
Tax Year
2026
Taxes
$11,151
Map
Community
- Address29 & 33 Lagoon Pond Road Vineyard Haven MA
- CityVineyard Haven
- CountyDukes
- Zip Code02568
Subdivisions in Vineyard Haven
Market Summary
Current real estate data for Single Family in Vineyard Haven as of Aug 25, 2026
10
Single Family Listed
126
Avg DOM
1,142
Avg $ / SqFt
$2,451,900
Avg List Price
Property Summary
- 29 & 33 Lagoon Pond Road Vineyard Haven MA is a Single Family for sale in Vineyard Haven, MA, 02568. It is listed for $3,295,000 and features 5 beds, 4 baths, and has approximately 2,330 square feet of living space, and was originally constructed in 2025. The current price per square foot is $1,414. The average price per square foot for Single Family listings in Vineyard Haven is $1,142. The average listing price for Single Family in Vineyard Haven is $2,451,900. To schedule a showing of MLS#22603560 at 29 & 33 Lagoon Pond Road in Vineyard Haven, MA, contact your Gibson Sotheby’s Int’l Realty agent at 5084327856.
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