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5 Beds
4 Baths
2,330 sqft

$3,295,000

29 and 33 Lagoon Pond Road, Tisbury MA, 02568

Price per sqft$1,414.16
Built in2025
Property size2,330 sqft
Property typeResidential

Overview

Active

Listed Jul 23, 2026

Updated 4 weeks ago

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.

$21,922/mo

Est. mortgage payment based on a $3,295,000 home price.

All estimates are provided by Luxury Presence for informational purposes only. Actual amounts may vary.

Additional information

MLS® ID
73554212

Interior Features

Bedrooms
5
Bathrooms
4
Cooling
Yes
Heating
Yes
Basement
Yes

Exterior Features

Lot Size
0.28 Acres

Other Property Details

Taxes
$11,151
Tax Frequency
Annually
Garage
Yes
View
Yes
55+/Senior Community
No

This listing is provided by Madelyn Silvia with Wallace & Co. Sotheby's International Realty

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Data last updated 4:49 AM UTC, 9/4/2026

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