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.
This home has been viewed 2 times
Last Checked: July 24th, 2026 at 9:43am (Source: MLS PIN #73554212)
Garage Parking
Air Conditioning
Waterview
Lead Paint Free
General Information for 29 and 33 Lagoon Pond Road, Tisbury MA 02568
Listing ID73554212
Property TypeSingle Family / Attached
Price$3,295,000 ($1,414.16/SqFt)
StyleColonial
CityTisbury
CountyDukes
MLS AreaVineyard Haven
Neighborhood(s)
Garage Parking2
ZoningCOMM
Year Built2025
Year Built SourcePublic Records
Year Built DetailsActual
Interior Features for 29 and 33 Lagoon Pond Road, Tisbury MA 02568
Approximate Living Area Total2330
Living Area Includes BasementNo
Rooms11
Bedrooms5
Primary En Suite BathroomYes
BasementFull
Cooling1, Split
Fireplaces
AppliancesRange
Flooring
Electric
Exterior Features for 29 and 33 Lagoon Pond Road, Tisbury MA 02568
Approximate Lot Size (Acres)0.28
Approximate Lot Size (Square Feet)12196
Total Parking14 (2 Garage)
Garage Parking2
WaterPublic
SewerPublic Sewer
Lot Features
Parking Features1
Exterior Features
Foundation Materials
Construction Materials
Road Frontage Type
Patio & Porch
Roof Material
Utility Connections
Water ViewsYes
Water Views FeaturesBay
Waterfront0
Waterfront FeaturesRiver
Pool Features
Horse Permitted0
Horse AmenitiesRiver
Disclosures for 29 and 33 Lagoon Pond Road, Tisbury MA 02568
Lead PaintNone
UFFI
Living Area Includes BasementNo
Living Area Disclosure
Building Area SourcePublic Records
Special Listing Conditions
ExclusionsNo
Compensation Based On
Financial Information for 29 and 33 Lagoon Pond Road, Tisbury MA 02568
Association Fee
Association Fee Frequency
Association Fee Includes
Real Estate Tax11151
Tax Year2026
Assessed Value$1,502,800
Location Information for 29 and 33 Lagoon Pond Road, Tisbury MA 02568
Elementary SchoolTisbury School
Middle SchoolTisbury School
High SchoolMartha's Vineyard
Neighborhood(s)
MLS AreaVineyard Haven
Area AmenitiesWalk/jog Trails
Contact Information for 29 and 33 Lagoon Pond Road, Tisbury MA 02568
Agent
Name: Madelyn Silvia
Office
Name: Wallace & Co. Sotheby's International Realty