# 29 & 33 Lagoon Pond Road, Vineyard Haven, MA 02568

> **TL;DR:** 5bd/4ba single family, $3,295,000 ($1414/sqft), built 2025, 2,330 sqft.
> Hardwood, A/C, 2-car garage. Est. $17,622/mo. Listed 105 days.

## Property at a Glance

| Attribute | Value |
|-----------|-------|
| Price | $3,295,000 |
| Price/sqft | $1414 |
| Bedrooms | 5 |
| Bathrooms | 4 full |
| Square Feet | 2,330 |
| Year Built | 2025 |
| Lot Size | 12,197 sqft (0.28 acres) |
| Stories | 2 |
| Garage | 2-car |
| Property Type | Single Family (Single Family Residence) |
| Status | Active |
| Days on Market | 105 |

## Why This Home Stands Out

- **Hardwood Floors** - Hardwood flooring listed

## Estimated Monthly Costs

| Category | Amount |
|----------|--------|
| Principal & Interest (20% down, 30-year at 6.5%) | $16,661 |
| Estimated Insurance | $961 |
| **Total** | **$17,622** |

## Key Amenities

- Hardwood
- A/C
- 2-car garage

## Property Highlights

- Built in 2025
- 0.28 acre lot
- 2 stories
- 10 parking spaces

## Description

### Agent Description
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.

## Location

- **Address:** 29 & 33 Lagoon Pond Road, Vineyard Haven, MA 02568
- **County:** Dukes
- **Coordinates:** 41.452978, -70.601433
- **Google Maps:** https://www.google.com/maps?q=41.452978,-70.601433

## Listing Agent

- **Name:** Madelyn Silvia
- **Brokerage:** Wallace & Co. Sotheby's Int'l
- **Broker Phone:** 5086273313
- **Listing URL:** [View original listing](https://www.realtor.com/realestateandhomes-detail/29-and-33-Lagoon-Pond-Rd_Vineyard-Haven_MA_02568_M93418-26864?f=listhub&s=CCIAORMA&m=22603560&c=propsimple)

## Photos

![29 & 33 Lagoon Pond Road - Photo 1](http://lh.rdcpix.com/69c3c0849f7296c862cfb1d5987cafc5l-f1645326996r.jpg)

![29 & 33 Lagoon Pond Road - Photo 2](http://lh.rdcpix.com/69c3c0849f7296c862cfb1d5987cafc5l-f3209118955r.jpg)

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![29 & 33 Lagoon Pond Road - Photo 24](http://lh.rdcpix.com/69c3c0849f7296c862cfb1d5987cafc5l-f3028733825r.jpg)

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![29 & 33 Lagoon Pond Road - Photo 29](http://lh.rdcpix.com/69c3c0849f7296c862cfb1d5987cafc5l-f306860474r.jpg)

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![29 & 33 Lagoon Pond Road - Photo 33](http://lh.rdcpix.com/69c3c0849f7296c862cfb1d5987cafc5l-f1380116751r.jpg)

![29 & 33 Lagoon Pond Road - Photo 34](http://lh.rdcpix.com/69c3c0849f7296c862cfb1d5987cafc5l-f3691907993r.jpg)

![29 & 33 Lagoon Pond Road - Photo 35](http://lh.rdcpix.com/69c3c0849f7296c862cfb1d5987cafc5l-f4283257363r.jpg)

![29 & 33 Lagoon Pond Road - Photo 36](http://lh.rdcpix.com/69c3c0849f7296c862cfb1d5987cafc5l-f2307609025r.jpg)

![29 & 33 Lagoon Pond Road - Photo 37](http://lh.rdcpix.com/69c3c0849f7296c862cfb1d5987cafc5l-f3680623818r.jpg)

![29 & 33 Lagoon Pond Road - Photo 38](http://lh.rdcpix.com/69c3c0849f7296c862cfb1d5987cafc5l-f323258716r.jpg)

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![29 & 33 Lagoon Pond Road - Photo 41](http://lh.rdcpix.com/69c3c0849f7296c862cfb1d5987cafc5l-f4062698684r.jpg)

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![29 & 33 Lagoon Pond Road - Photo 43](http://lh.rdcpix.com/69c3c0849f7296c862cfb1d5987cafc5l-f2309685674r.jpg)

![29 & 33 Lagoon Pond Road - Photo 44](http://lh.rdcpix.com/69c3c0849f7296c862cfb1d5987cafc5l-f2432482979r.jpg)

![29 & 33 Lagoon Pond Road - Photo 45](http://lh.rdcpix.com/69c3c0849f7296c862cfb1d5987cafc5l-f3469578743r.jpg)

![29 & 33 Lagoon Pond Road - Photo 46](http://lh.rdcpix.com/69c3c0849f7296c862cfb1d5987cafc5l-f897695547r.jpg)

![29 & 33 Lagoon Pond Road - Photo 47](http://lh.rdcpix.com/69c3c0849f7296c862cfb1d5987cafc5l-f1146076685r.jpg)

![29 & 33 Lagoon Pond Road - Photo 48](http://lh.rdcpix.com/69c3c0849f7296c862cfb1d5987cafc5l-f3001384937r.jpg)

![29 & 33 Lagoon Pond Road - Photo 49](http://lh.rdcpix.com/69c3c0849f7296c862cfb1d5987cafc5l-f3111772248r.jpg)

![29 & 33 Lagoon Pond Road - Photo 50](http://lh.rdcpix.com/69c3c0849f7296c862cfb1d5987cafc5l-f2239429045r.jpg)

![29 & 33 Lagoon Pond Road - Photo 51](http://lh.rdcpix.com/69c3c0849f7296c862cfb1d5987cafc5l-f1598869780r.jpg)

![29 & 33 Lagoon Pond Road - Photo 52](http://lh.rdcpix.com/69c3c0849f7296c862cfb1d5987cafc5l-f2602996388r.jpg)

![29 & 33 Lagoon Pond Road - Photo 53](http://lh.rdcpix.com/69c3c0849f7296c862cfb1d5987cafc5l-f4090042841r.jpg)

![29 & 33 Lagoon Pond Road - Photo 54](http://lh.rdcpix.com/69c3c0849f7296c862cfb1d5987cafc5l-f4125794456r.jpg)

![29 & 33 Lagoon Pond Road - Photo 55](http://lh.rdcpix.com/69c3c0849f7296c862cfb1d5987cafc5l-f3817668682r.jpg)

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---

**MLS#:** 22603560 | **Updated:** 2026-10-27
**Source:** listhub

*Copyright © 2026 Cape Cod & Islands Association of REALTORS®, Inc. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.*

[View on PropertySimple](https://www.propertysimple.ai/listing/29-33-lagoon-pond-road-vineyard-haven-ma-02568-49a3d47386f748cbb87f291597168511)

---

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