29 & 33 Lagoon Pond Road
$3,295,000
Downtown, Vineyard Haven, MA 02568
Recently Listed
1 / 58
5 beds
4 baths
11 rooms
2,330 SqFt
MLS #44734
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.
Property highlights
Unfurnished
Public Beach
Deck
Patio
Porch
Water Views
Harbor View
Town View
Town Sewer
Cable
Property Details
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- #29 - Basement via exterior bulkhead access.
- Luxury Vinyl, Hardwood and Tile
- Full Poured Concrete
- None
- Heat Pump
- AC,Irr,MiniSplit,OShFloor 1: #29 first level is made up of two bedrooms, a shared full bathroom, laundry, living room and kitchen with access to a very private back patio area with outdoor shower. #33 - Two car garage with storage closet and interior access into the house.Floor 2: #33 - Inviting front porch leads to an open living room, dining room and kitchen layout. There is also one bedroom, one full bathroom and access to the private back deck and spacious yard from this level.Floor 3: #33 - The additional two bedrooms complete with ensuite bathrooms, walk-in closets and water views. There is also a dedicated laundry room on the third floor.
- From five corners, take Lagoon Pond Road and the driveway to access both properties is the first driveway on your right. #33 is equipped with an ERV ventilation system for continuous fresh air circulation. Please note: Assessment is not reflective of the current condition at #33. Both properties have cameras that record video. Note: Tenants in place, showings are only during turnovers. First opportunity to see both properties is 7/26.
- Abutter has an underground utility easement.#29 - Large parking lot and #33 - Private, manicured backyard
- Private parking lot owned by #29 and two car garage at #33
- 758200.00
- 744600.00
Price History
July 22, 2026
$3,295,000
Tax Information
This property was most recently assessed in 2026. It has been assessed at a value of $1,502,800. The annual tax responsibility for this property is $11,151.
Contact an Agent
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©2026 LINK, All Rights Reserved. Not responsible for misinformation or typographical errors. Prices are subject to change without notice. Listed by Wallace & Co. Sotheby's.
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