Rare Downtown Vineyard Haven Compound Offering! An exceptional opportunity to own two separate properties being offered together in the heart of Vineyard Haven. Just moments from the ferry terminal, restaurants, shops, and the harbor, this unique package offers the ideal blend of luxury living, investment potential, and an amenity that is nearly impossible to find in town with expansive parking. 33 Lagoon Pond Road is a newly constructed, thoughtfully designed three bedroom, three bathroom home where luxury meets sophisticated coastal charm. Featuring an open floor plan, a designer kitchen with quartz countertops, custom tile bathrooms, and seamless indoor-outdoor living, the home enjoys water views from the living room, bedrooms, and inviting front porch. A private backyard, spacious rear deck, and attached two car garage provide both privacy and convenience, while the property's impressive rental history adds outstanding investment appeal. Complementing the main residence is 29 Lagoon Pond Road, a beautifully renovated two bedroom, one bath cottage offering its own private retreat with a charming rear patio and outdoor shower. Ideal for extended family, guests, employee housing, or additional rental income, the cottage provides flexibility for a variety of ownership opportunities. A true standout feature of this offering is the oversized rear parking lot at 29 Lagoon Pond Road, accommodating approximately ten vehicles. Parking of this scale is exceptionally rare in downtown Vineyard Haven and significantly enhances the property's versatility. Whether you're seeking a family compound, an income producing investment, or a premier in town property with unmatched flexibility, 29 & 33 Lagoon Pond Road represent a truly one of a kind opportunity in downtown Vineyard Haven. Tenants in place. Showings are limited to turnover days - please inquire with listing agent.
| MLS # | 73554212 |
|---|---|
| Listing Type | For Sale |
| Style | House |
| Sub-Type | Resale |
| Status | Active |
| Year | 2025 |
| Days On Site | 98 |
| Listing Provided By | Wallace & Co. Sotheby's International Realty | Madelyn Silvia |
| Bed(s) | 5 |
|---|---|
| Bath(s) | 4 Total |
| SQ Feet | 2,330 |
| Garage | 2 |
| Basement | Y |
| Zoning | COMM |
| Acreage | 0.28 |
| Water Front | Yes |
| Property View | Yes |
| Rooms Total | 11 |
|---|---|
| Cooling Yes / No | Yes |
| Cooling | Heat Pump |
| Heating Yes / No | Yes |
| Heating | Heat Pump |
| Appliances | Electric Water Heater |
| Fireplaces Total | 0 |
| Fireplace Yes / No | No |
| Foundation Details | Concrete Perimeter |
|---|
| Garage Yes / No | Yes |
|---|---|
| Attached Garage Yes / No | Yes |
| Parking Features | Attached, Under |
| Sewer | Public Sewer |
|---|
| Tax Annual Amount | 11151 |
|---|---|
| Tax Assessed Value | 1502800 |
| Tax Year | 2026 |
| Community Features | Public Transportation, Shopping, Park |
|---|---|
| Senior Community Yes / No | No |
| State | MA |
|---|---|
| County | Dukes |
| City | Tisbury |
| Zip Code | 02568 |
| Area | Vineyard Haven |
| School District | Martha's Vineyard |
| Elementary School | Tisbury School |
| High School | Martha's Vineyard |
| Listing VS Median (in 02568) | |
Price: $3,295,000 low | high Med: $1,422,500 sqft: 2,330 low | high Med: 1,970 $ / sqft: $1,414 low | high Med: $832 On site: 98 low | high Med: 90.5 | |
| State | MA |
|---|---|
| County | Dukes |
| City | Tisbury |
| Zip Code | 02568 |
| Area | Vineyard Haven |
| School District | Martha's Vineyard |
| Elementary School | Tisbury School |
| High School | Martha's Vineyard |
| Listing VS Median (in 02568) | |
Price: $3,295,000 low | high Med: $1,422,500 sqft: 2,330 low | high Med: 1,970 $ / sqft: $1,414 low | high Med: $832 On site: 98 low | high Med: 90.5 | |