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29 and 33 Lagoon Pond Road

Tisbury, MA 02568

Offered at$3,295,000

Residential · Active · MLS #73554212
Listing Courtesy of Wallace & Co. Sotheby's International Realty | Madelyn Silvia

5Bedrooms
4Bathrooms
2,330Square feet
2025Year built

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MLS PIN data

About this home

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.

Property information

Details at a glance

Interior

Rooms
11
Heating
Heat Pump
Cooling
Heat Pump

Building

Style
Single Family Residence
Year built
2025
Garage
2
Parking
12
Foundation
Concrete Perimeter

Land & utilities

Lot size
0.28 acres
Water
Public
Sewer
Public Sewer
Zoning
COMM

Financial

Annual taxes
$11,151
Assessment year
2026

Listing history

Price and status timeline

No additional public listing history was supplied for this property.

Property value estimate

An informed starting point

Estimated value$2,994,198

Estimated range $2,759,145$3,229,250

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Automated estimates are not appraisals or guarantees of market value.

Comparable sales

Recent properties for context

Recent comparable sales are not available for this property.

Photo insights

Condition signals

Overall presentationexcellent

Generated from listing photography; not a substitute for an inspection.

Local market context

How this home compares in Vineyard Haven

MetricThis propertyVineyard Haven
List price$3,295,000$2,195,00050% above local
Price / sq ft$1,414$96447% above local
Days on market49896% below local
Explore homes in Tisbury

Active neighborhood listing statistics from MLS PIN as of September 5, 2026. Asking prices are not completed-sale values.

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About 29 and 33 Lagoon Pond Road

Can I schedule a private showing?

Yes. Request a tour of 29 and 33 Lagoon Pond Road and a Bean Group agent will help coordinate an available time with the listing side.

Can you help me evaluate this property?

Yes. We can discuss condition, comparable sales, offer strategy and the questions worth asking before you decide whether to proceed.

Are property documents available?

Availability varies by property and source. Request the documents you need and we will help obtain what is available.