29 & 33 Lagoon Pond Road Vineyard Haven, MA $ 3,295,000
29 & 33 Lagoon Pond Road
$ 3,295,000
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29 & 33 Lagoon Pond Road

Vineyard Haven, 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 Vineyard Haven, 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! A unique opportunity to own two separate properties offered together just moments from the ferry, harbor, restaurants, and shops. 33 Lagoon Pond Road is a newly built 3BR/3BA home featuring an open floor plan, designer kitchen with quartz countertops, custom tile baths, water views, private backyard, spacious deck, attached two-car garage, and strong rental history. Complementing 33 Lagoon Pond Road, is 29 Lagoon Pond Road originally built in 1950 and beautifully renovated in 2020. This 2BR/1BA cottage with a private patio and outdoor shower, is ideal for guests, extended family, employee housing, or additional rental income. A rare highlight is the oversized rear parking lot accommodating approximately 10 vehicles--an exceptional amenity in downtown Vineyard Haven. Whether you're seeking a family compound, investment property, or luxury in-town retreat with unmatched flexibility and income potential, this one-of-a-kind offering is not to be missed.

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Single Family Active

Price

$ 3,295,000

Bedrooms

5

Full Bath

4

Property Type

Single Family

Taxes

$ 11,151

Style

Other

Lot Size

0.28

Year Built

2025

Town/City

Vineyard Haven

County/Region

Dukes

MLS | Web ID

22603560

Features
General
Sewer Public Sewer
Roof Asphalt Shingle Pitched
Appliances Electric Water Heater
Zoning C
Garage Spaces 2
Architectural Style Other
Construction Materials Shingle Siding
Year Built 2025
Stories Count 2
Township Vineyard Haven
Property Subtype Single Family Residence
Tax Year 2026
County Dukes
New Construction false
Property Type Residential
HOA false
Garage Y/N true
Total Rooms 11
Full Baths 4
Status Active
Directions From five corners take Lagoon Pond Road and the driveway to access both properties is the first driveway on your right.
City Vineyard Haven
High School District Martha's Vineyard
Lot Size Units Acres
Lot Size Square Feet 12196
Property Attached Y/N false
Land Lease Y/N false
Tax Annual Amount 11151
Showing Instructions #33 is equipped with an ERV ventilation system for continuous fresh air circulation. Please note: Assessment is not reflective of the current condition at #33. Both properties have cameras that record video.
Home Warranty Y/N false
Property Condition Actual
Building Area Units Square Feet
Living Area Units Square Feet
Standard Status Active
Middle/Junior School District Martha's Vineyard
Elementary School District Martha's Vineyard
Tax Assessed Value 1502800
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Interior
Basement Bulkhead Access Interior Entry
Flooring Hardwood Tile Vinyl
Air Conditioning Y/N true
Heating Y/N true
Fireplace Y/N false
Half Baths 0
Total Bedrooms 5
Below Grade Finished Area Unit Type Square Feet
Total Baths 4
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Exterior
Exterior Amenities Outdoor Shower
Parking Features Basement
Total Parking 10
Lot Size Area 0.28
Foundation Details Poured
Building Area Total 2330
Lot Size Acres 0.28
Road Surface Type Paved
Lot Size Source Assessor
Waterfront Y/N false
Road Frontage Type Public
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* Excluded Features
List By
Madelyn Silvia

Listing Agent

Wallace & Co. Sotheby's International Realty

Broker

maddie@wallacemv.com

Email

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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Nearby
2088120 Elementary School
2088116 Middle School
Unknown High School High School
Pricing History
DatePricePrice ChangeDescription
7/23/2026$3,295,000 Listed Price

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29 & 33 Lagoon Pond Road, Vineyard Haven, 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 & 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 Vineyard Haven, MA