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.
For sale
$3,295,000
29-29 Lagoon Pond Rd #33, Vineyard Haven, MA 02568
5beds
2,330sqft
Single Family Residence
Built in 2025
0.28 Acres Lot
$-- Zestimate®
$1,414/sqft
$-- HOA
What's special
Outdoor showerPrivate backyardSpacious rear deckAttached two car garageCustom tile bathroomsOpen floor planInviting front porch
- 54 days
- 107
- 5
Likely to sell faster than
Zillow last checked:
Listing updated:
Listed by:
Madelyn Silvia 610-301-1692,
Wallace & Co. Sotheby's International Realty 508-627-3313
Source: MLS PIN,MLS#: 73554212
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 5
- Bathrooms: 4
- Full bathrooms: 4
Primary bathroom
- Features: Yes
Heating
- Heat Pump
Cooling
- Heat Pump
Appliances
- Included: Electric Water Heater
Features
- Basement: Partial,Bulkhead
- Has fireplace: No
Interior area
- Total structure area: 2,330
- Total interior livable area: 2,330 sqft
- Finished area above ground: 2,330
Property
Parking
- Total spaces: 12
- Parking features: Attached, Under
- Attached garage spaces: 2
- Uncovered spaces: 10
Features
- Has view: Yes
- View description: Scenic View(s), Water, Harbor, Ocean, Sound
- Has water view: Yes
- Water view: Harbor,Ocean,Sound,Water
- Waterfront features: Ocean, Walk to, 1/10 to 3/10 To Beach, Beach Ownership(Public)
Lot
- Size: 0.28 Acres
Details
- Zoning: COMM
Construction
Type & style
- Home type: SingleFamily
- Architectural style: Other (See Remarks)
- Property subtype: Single Family Residence
- Attached to another structure: Yes
Materials
- Foundation: Concrete Perimeter
Condition
- Year built: 2025
Utilities & green energy
- Sewer: Public Sewer
- Water: Public
Community & HOA
Community
- Features: Public Transportation, Shopping, Park
HOA
- Has HOA: No
Location
- Region: Vineyard Haven
Financial & listing details
- Price per square foot: $1,414/sqft
- Tax assessed value: $1,502,800
- Annual tax amount: $11,151
- Date on market: 7/23/2026
Estimated market value
Not available
Estimated sales range
Not available
Not available
Price history
| Date | Event | Price |
|---|---|---|
| 7/23/2026 | Listed for sale | $3,295,000$1,414/sqft |
Source: MLS PIN #73554212 Report a problem | ||
Public tax history
Tax history is unavailable.
Monthly payment
Est. payment
Payment breakdown
Explore the cost of this home by adjusting the details. Changes won't be saved.Climate risks
Neighborhood: 02568
Nearby schools
Schools provided by the listing agent
- Elementary: Tisbury School
- Middle: Tisbury School
- High: Martha's Vineyard
Source: MLS PIN. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.




