Vineyard Haven, MA 02568 29 & 33 Lagoon Pond Road

29 & 33 Lagoon Pond Road Vineyard Haven, MA - Image 129 & 33 Lagoon Pond Road Vineyard Haven, MA - Image 229 & 33 Lagoon Pond Road Vineyard Haven, MA - Image 3
52 more
29 & 33 Lagoon Pond Road Vineyard Haven, MA - Image 429 & 33 Lagoon Pond Road Vineyard Haven, MA - Image 529 & 33 Lagoon Pond Road Vineyard Haven, MA - Image 629 & 33 Lagoon Pond Road Vineyard Haven, MA - Image 729 & 33 Lagoon Pond Road Vineyard Haven, MA - Image 829 & 33 Lagoon Pond Road Vineyard Haven, MA - Image 929 & 33 Lagoon Pond Road Vineyard Haven, MA - Image 1029 & 33 Lagoon Pond Road Vineyard Haven, MA - Image 1129 & 33 Lagoon Pond Road Vineyard Haven, MA - Image 1229 & 33 Lagoon Pond Road Vineyard Haven, MA - Image 1329 & 33 Lagoon Pond Road Vineyard Haven, MA - Image 1429 & 33 Lagoon Pond Road Vineyard Haven, MA - Image 1529 & 33 Lagoon Pond Road Vineyard Haven, MA - Image 1629 & 33 Lagoon Pond Road Vineyard Haven, MA - Image 1729 & 33 Lagoon Pond Road Vineyard Haven, MA - Image 1829 & 33 Lagoon Pond Road Vineyard Haven, MA - Image 1929 & 33 Lagoon Pond Road Vineyard Haven, MA - Image 2029 & 33 Lagoon Pond Road Vineyard Haven, MA - Image 2129 & 33 Lagoon Pond Road Vineyard Haven, MA - Image 2229 & 33 Lagoon Pond Road Vineyard Haven, MA - Image 2329 & 33 Lagoon Pond Road Vineyard Haven, MA - Image 2429 & 33 Lagoon Pond Road Vineyard Haven, MA - Image 2529 & 33 Lagoon Pond Road Vineyard Haven, MA - Image 2629 & 33 Lagoon Pond Road Vineyard Haven, MA - Image 2729 & 33 Lagoon Pond Road Vineyard Haven, MA - Image 2829 & 33 Lagoon Pond Road Vineyard Haven, MA - Image 2929 & 33 Lagoon Pond Road Vineyard Haven, MA - Image 3029 & 33 Lagoon Pond Road Vineyard Haven, MA - Image 3129 & 33 Lagoon Pond Road Vineyard Haven, MA - Image 3229 & 33 Lagoon Pond Road Vineyard Haven, MA - Image 3329 & 33 Lagoon Pond Road Vineyard Haven, MA - Image 3429 & 33 Lagoon Pond Road Vineyard Haven, MA - Image 3529 & 33 Lagoon Pond Road Vineyard Haven, MA - Image 3629 & 33 Lagoon Pond Road Vineyard Haven, MA - Image 3729 & 33 Lagoon Pond Road Vineyard Haven, MA - Image 3829 & 33 Lagoon Pond Road Vineyard Haven, MA - Image 3929 & 33 Lagoon Pond Road Vineyard Haven, MA - Image 4029 & 33 Lagoon Pond Road Vineyard Haven, MA - Image 4129 & 33 Lagoon Pond Road Vineyard Haven, MA - Image 4229 & 33 Lagoon Pond Road Vineyard Haven, MA - Image 4329 & 33 Lagoon Pond Road Vineyard Haven, MA - Image 4429 & 33 Lagoon Pond Road Vineyard Haven, MA - Image 4529 & 33 Lagoon Pond Road Vineyard Haven, MA - Image 4629 & 33 Lagoon Pond Road Vineyard Haven, MA - Image 4729 & 33 Lagoon Pond Road Vineyard Haven, MA - Image 4829 & 33 Lagoon Pond Road Vineyard Haven, MA - Image 4929 & 33 Lagoon Pond Road Vineyard Haven, MA - Image 5029 & 33 Lagoon Pond Road Vineyard Haven, MA - Image 5129 & 33 Lagoon Pond Road Vineyard Haven, MA - Image 5229 & 33 Lagoon Pond Road Vineyard Haven, MA - Image 5329 & 33 Lagoon Pond Road Vineyard Haven, MA - Image 5429 & 33 Lagoon Pond Road Vineyard Haven, MA - Image 5529 & 33 Lagoon Pond Road Vineyard Haven, MA - Image 56
Presented By: Madelyn Silvia with Wallace & Co. Sotheby's -
  • MLS# 44734
  • 07/22/2026
  • Request Tour
  • Request Info
  • Beds • 5
  • Baths • 4
  • SQFT • 2,330

Home Details

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.
Presented By: Madelyn Silvia with Wallace & Co. Sotheby's -

Interior Features for 29 & 33 Lagoon Pond Road

Bedrooms

Total Bedrooms5

Bathrooms

Half Baths

Other Interior Features

Basement#29 - Basement via exterior bulkhead access.
Fireplace Y/NNo
FlooringLuxury Vinyl, Hardwood and Tile
Furnished Y/NUnfurnished
Interior AmenitiesAC, Irr, MiniSplit, OSh, Floor 1: #29 first level is made up of two bedrooms, a shared full bathroom, laundry, living room and kitchen with access to a very private back patio area with outdoor shower. #33 - Two car garage with storage closet and interior access into the house., Floor 2: #33 - Inviting front porch leads to an open living room, dining room and kitchen layout. There is also one bedroom, one full bathroom and access to the private back deck and spacious yard from this level., Floor 3: #33 - The additional two bedrooms complete with ensuite bathrooms, walk-in closets and water views. There is also a dedicated laundry room on the third floor.

General for 29 & 33 Lagoon Pond Road

AppliancesStove: Yes - 1 in each house, Washer: Yes - 1 in each house
Building Area UnitsSquare Feet
CityVineyard Haven
Full Baths4
HeatingHeat Pump
Lot Size Square Feet12196
MLS Area1
Property SubtypeSingle Family Residence
Property Type1 Family
SewerTwn
Standard StatusActive
StatusA
Tax Annual Amount11151
Tax Assessed Value758200
Tax Lot13.1 & 14
Tax Year2026
TaxOtherAnnualAssessmentAmount744600
Total Rooms11
UtilitiesCbl
ViewD/Hbr, Twn
Year Built2025
ZoningCOMM

Exterior for 29 & 33 Lagoon Pond Road

Building Area Total2330
Exterior AmenitiesPubBch, Deck, Patio, Porch, WViews
Foundation DetailsFull Poured Concrete
Frontage TypeNone
Lot FeaturesAbutter has an underground utility easement., #29 - Large parking lot and #33 - Private, manicured backyard
Lot Size Acres0.2799
Lot Size Area0.2799
Parking FeaturesPrivate parking lot owned by #29 and two car garage at #33
Water SourceTown

Additional Details

Price History

Janna O'Loughlin

Sales Associate Representing Sellers & Buyers
Price $3,295,000
MLS#44734
List Date 07/22/2026
Property Type Single Family
Phone 508.272.4819
Request Tour
Request Info
Visit My Website

Similar Properties to 29 & 33 Lagoon Pond Road