29 and 33 Lagoon Pond Road, Tisbury MA 02568

Tisbury, MA 02568 • Vineyard Haven
$3,295,000
Est. $17,791/month
5
Beds
4
Baths
2,330
Sq Ft
$1,414
Price/Sq Ft
0.28
Acres
2025
Year Built
2
Garage Spaces
11 hours 28 minutes
Time on Market
Active Listed Jul 23, 2026 • MLS# 73554212 Copied! • Updated Jul 23, 2026

About this home

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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Recently Sold Nearby

Property History

Property Timeline

🏠
Listed for Sale
Jul 23, 2026
$3,295,000
Original listing
Agent: Madelyn Silvia Office: Wallace & Co. Sotheby's International Realty

Tax History

Year Taxes Assessment
2026 $11,151 $1,502,800

Financial Details

Annual Property Tax
$11,151
Tax Year 2026
Assessed Value
$1,502,800

Facts & Features

2 Car Garage

Home Facts

Type Residential
Style Single Family Residence
Year Built 2025
Living Area 2,330 sq ft
Lot Size 0.28 acres
Bedrooms 5
Full Baths 4
Total Rooms 11

Interior

Heating Heat Pump
Cooling Heat Pump
Flooring None
Appliances Electric Water Heater
Fireplace None
Basement Partial, Bulkhead
Laundry None
Features None

Exterior

Construction None
Architecture Other (see Remarks)
Roof None
Features None
Pool None
Spa None
Fencing None
Patio/Porch None
Garage Spaces 2
Has Garage Yes
Features Attached, Under
Total Spaces 12
Electric None
Water Public
Sewer Public Sewer
Gas None
Other None
Annual Tax $11,151
Assessed Value $1,502,800
Fee Includes None
Amenities None
Optional Fee Includes None
Seller Disclosures None
Possession None
Accepted Financing None
Structure Type []
Sq Ft Source Public Record
Sq Ft Disclosures #29 has 650 SF (Built in 1950 and renovated in 2020) and #33 has 1,680 SF
Documents None
County Dukes

Property Overview

Property Type
Single Family Residence
Listing Type
For Sale
Year Built
2025
Bedrooms
5
Full Bathrooms
4
Living Area
2,330 sq ft
Total Rooms
11

Room Details

Other Floor

Bathroom1
Bedroom5
Bedroom4
Bedroom3
Dining Room
Kitchen
Bathroom2
Bedroom2
Living Room
Bathroom3
Master Bedroom
Office
Family Room
Master Bathroom
Yes

Interior Features

Flooring:
Appliances: Electric Water Heater
Interior Features:
Windows:
Basement: Partial, Bulkhead
Laundry:
Security:

Construction & Materials

Style: Other (See Remarks)
Year Built: 2025
Structure Type:
Exterior Materials:
Roof:
Foundation: Concrete Perimeter

Heating, Cooling & Utilities

Heating: Heat Pump
Cooling: Heat Pump
Hot Water:
Water Source: Public
Sewer: Public Sewer
Energy Features:

Exterior & Lot

Exterior Features:
Patio & Porch:
Fencing:
Other Structures:
Lot Features:
Road Surface:

Parking & Garage

Garage Spaces: 2
Garage Type: Attached
Total Parking Spaces: 12
Parking Features: Attached, Under

Special Features

View: Yes
View Type: Scenic View(s)
Community Amenities: Public Transportation, Shopping, Park

Nearby Schools

School information not available for this location.

Monthly Payment Calculator

Monthly Payment
$0
Principal, interest, taxes & insurance
Loan Amount
$0
After down payment
Total Interest
$0
Over life of loan
Total Cost
$0
Including down payment
%
Down: $0
%

Monthly Payment Breakdown

Principal & Interest $0
Property Tax $929
Homeowners Insurance $200
PMI (if <20% down) $0

Loan Summary

Total of 360 payments $0
Total principal paid $0
Total interest paid $0

Rate Impact

-0.5% Rate
$0/mo
Save $0/mo
Current Rate
$0/mo
+0.5% Rate
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Cost $0/mo

Payment Over Time

Interest
Principal
Year 1
95% Interest
Year 15
50/50
Year 30
95% Principal
* Estimates only. Actual payments may vary. Consult with a lender for accurate figures.

Location

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Neighborhood

Vineyard Haven

29 and 33 Lagoon Pond Road, Tisbury MA 02568

Tisbury, MA 02568

Listing Information

Listing Agent Madelyn Silvia
Listing Office Wallace & Co. Sotheby's International Realty
Office Phone 508-627-3313
Agent MLS ID CN262477
Office MLS ID AN9542
Listing Data Updated Jul 23, 2026 5:39 PM EDT
Listing information is deemed reliable but not guaranteed. Data provided by MLS Property Information Network, Inc. All information should be independently verified.

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