29 and 33 Lagoon Pond Road Tisbury, MA $ 3,295,000
29 and 33 Lagoon Pond Road
$ 3,295,000
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29 and 33 Lagoon Pond Road

Tisbury, MA, 02568
$ 3,295,000
Bedrooms5 Baths4.0 Sq 2,330

Monthly Estimate*

$ 20,805

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Single Family Home for sale in Tisbury, MA

for $3,295,000 with 5 bedrooms and 4 full baths. This 2,330 square foot home was built in 2025 on a lot size of 0.28.

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.

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Single Family Active

Price

$ 3,295,000

Bedrooms

5

Full Bath

4

Property Type

Single Family

Taxes

$ 11,151

Style

Lot Size

0.28

Year Built

2025

Town/City

Tisbury

County/Region

Dukes

MLS | Web ID

73554212

List By
Madelyn Silvia

Listing Agent

Wallace & Co. Sotheby's International Realty

Broker

Affordability Calculator

$21,734
Per Month
96%
4%
0%
Monthly Principal & Interest
$20,805
Monthly Property Taxes
$929
Monthly Home Insurance
--
Default based on a 30-year fixed rate of 6.49% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.
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Pricing History
DatePricePrice ChangeDescription
7/23/2026$3,295,000 Listed Price

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29 and 33 Lagoon Pond Road, Tisbury, MA, 02568 is a Single Family Home for sale at $3,295,000 with 2,330 sqft and a lot size of 0.28. 29 and 33 Lagoon Pond Road has 5 bedrooms, 4.0 baths, and was built in 2025. The property's zip code is 02568 which is in Tisbury, MA