Active
42 Days on market
29 and 33 Lagoon Pond Road Tisbury — Photo 1 of 39

29 and 33 Lagoon Pond Road Tisbury — Photo 1 of 39

$3,295,000

Investment Analysis — 29 and 33 Lagoon Pond Road

Tisbury, MA 02568 — Vineyard Haven

Based on HUD Small Area Fair Market Rent for Taunton-Mansfield-Norton, MA HUD Metro FMR Area, a 5-bedroom in 02568 carries an estimated $2,970/mo in gross rent — about a 0.48% cap rate and $15,935/yr in estimated NOI at the $3,295,000 list price. Adjust every assumption in the calculator below.

View Standard Listing

Beds

5

Baths

4

SqFt

2,330

Style

Single Family

Built

2025

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.

ADU Potential

Massachusetts allows one accessory dwelling unit by right in single-family zoning districts statewide (M.G.L. c. 40A §3; 760 CMR 71.00, effective Feb 2025). Estimated maximum ADU size for this property: 900 sq ft (the lesser of 900 sq ft or half the 2,330 sq ft principal dwelling). Lot size: 12,196 sq ft.

Based on listing data, which indicates the property type — not the zoning district. Local dimensional, septic (Title 5), and historic-district requirements still apply. Not legal advice — verify with the municipality.

Estimates — not financial advice

These figures are illustrative estimates for informational purposes only — not an appraisal, valuation, or guarantee of rent, income, or returns, and not financial, tax, or investment advice. Rent is either the figure reported on the MLS listing — in-place rent that may differ from market and is not verified against the actual leases — or, where the listing reports none, an estimate from HUD Small Area Fair Market Rents, a government benchmark that may differ from actual market rent. Each figure is labelled with its source. Cap rate, NOI, and returns depend on the assumptions shown, which you can change. MLS and other third-party data may be inaccurate or out of date. Verify all figures independently and consult your own financial, tax, and legal advisors before making any investment decision.

Property Details

Financials

Original Price$3,295,000
Annual Taxes$11,151

Parking

Garage2
Off-Street12

Interior Specifications

Total Rooms11
FireplacesNone
Flooring--
BasementPartial, Bulkhead

Climate & Utilities

HeatingHeat Pump
CoolingHeat Pump
WaterPublic
SewerPublic Sewer

Building & Exterior

Construction--
Roof--
FoundationConcrete Perimeter
ZoningCOMM

Property & Lot

Acres0.28
SqFt Lot12,196
Lot Features--

Amenities & Appliances

Electric Water Heater

Neighborhood

Public Transportation • Shopping • Park

Geography

Listing Provided By

Listing Agent: Madelyn Silvia

Listing Office: Provided by MLS PIN

MLS® Number: 73554212