5 Chestnut Street, Vinalhaven, ME 04863
Property image
Property image
FOR SALE
0.7 ACRES

5 Chestnut Street
Vinalhaven, ME 04863

  • 3 Beds
  • 2 Baths
  • 1,900 sqft (on 0.70 acres)

$729,000

$729,000

3 Beds
2 Baths
1,900 sqft
(on 0.70 acres)

Local Information

  • Map ViewExplore the area around 5 Chestnut Street.
  • Schools1 Preschool School2 Elementary Schools1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination
Last check for updates: about 10 hours ago
Listing courtesy of Davidson Realty
Source: Maine Listings, MLS#1670675
Also Listed on Maine Listings.

Description

Built by Reuben Carver c.1790 and sold only a few years later to David Vinal, a member of one of Vinalhaven's founding families, this beautifully preserved center-chimney Cape offers a rare opportunity to own an important piece of the island's early history. Thoughtfully expanded around 1800, the home has been meticulously maintained by the current owners while preserving the warmth, craftsmanship, and character that define Maine's earliest homes.
Inside, original architectural details remain remarkably intact, including fireplaces in both the living and dining rooms, original mantels and moldings, and wood floors. Modern improvements have been carefully integrated to provide year-round comfort, including thermo pane windows, a forced hot air heating system, updated electrical, and spray-foam insulation around the basement perimeter for improved energy efficiency.
The home includes a flexible floor plan well suited for today's lifestyle, with a first-floor bedroom, two beautifully renovated bathrooms, a welcoming eat-in kitchen with a charming walk-in pantry and small wood stove, two second-floor bedrooms in the north wing, and two seasonal guest bedrooms within the original Cape.
Equally remarkable is the property's expansive village lot--an uncommon size that provides privacy and room to enjoy established perennial gardens, mature landscaping, and generous open lawn. The grounds offer abundant space for gardening, recreation, or simply relaxing in a peaceful setting just moments from village amenities.
Complementing the home is an impressive collection of outbuildings, including a substantial barn with an attached open woodshed, a classic 1½-story storage shed currently used as a studio, and an additional one-story shed, providing abundant space for hobbies, workshops, gardening equipment, and storage.
The historic Vinal Homestead offers a rare blend of early New England architecture, modern comfort, impeccable care, and one of the most generous in-town lots

Home Highlights

Parking
Garage
Outdoor
Patio, Deck
A/C
Heating only
HOA
None
Price/Sqft
$384
Listed
13 days ago

Home Details for 5 Chestnut Street

Active Status

MLS Status: Active

Interior Features

Interior Details
Basement: Doghouse,Interior Entry,Walk-Out Access,Partial,UnfinishedNumber of Rooms: 11Types of Rooms: Primary Bedroom, Bedroom 1, Bedroom 2, Bedroom 3, Bedroom 4, Dining Room, Family Room, Kitchen, Laundry, Living Room, Office
Beds & Baths
Number of Bedrooms: 3Number of Bathrooms: 2Number of Bathrooms (full): 2
Dimensions and Layout
Living Area: 1900 Square Feet
Appliances & Utilities
Utilities: Utilities OnAppliances: Gas Range, RefrigeratorRefrigerator
Heating & Cooling
Heating: Forced Air,Other,Wood StoveNo CoolingAir Conditioning: NoneHas HeatingHeating Fuel: Forced Air
Fireplace & Spa
Number of Fireplaces: 2Has a Fireplace
Gas & Electric
Electric: Circuit Breakers
Windows, Doors, Floors & Walls
Window: Double Pane WindowsFlooring: Carpet, Tile, Vinyl, Wood
Levels, Entrance, & Accessibility
Floors: Carpet, Tile, Vinyl, Wood
View
Has a ViewView: Scenic

Exterior Features

Exterior Home Features
Roof: Fiberglass ShinglePatio / Porch: Deck, PatioOther Structures: Outbuilding, Shed(s), Barn(s)Foundation: Block, Stone, GraniteNo Private Pool
Parking & Garage
Number of Garage Spaces: 2Number of Covered Spaces: 2No CarportHas a GarageNo Attached GarageParking Spaces: 2Parking: Gravel,1 - 4 Spaces,Detached
Frontage
Not on Waterfront
Water & Sewer
Sewer: Private Sewer, Septic TankWater Body: Carver's Pond
Finished Area
Finished Area (above surface): 1900 Square Feet

Days on Market

Days on Market: 13

Property Information

Year Built
Year Built: 1790
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family ResidenceArchitecture: Cape Cod,New Englander
Building
Construction Materials: Wood Frame, Clapboard, Wood Siding

Price & Status

Price
List Price: $729,000Price Per Sqft: $384

Location

Direction & Address
City: Vinalhaven
School Information
High School District: RSU 08/MSAD 08

Agent Information

Listing Agent
Listing ID: 1670675

Building

Building Area
Building Area: 1900 Square Feet

Lot Information

Lot Area: 0.70 acres

Miscellaneous

BasementMls Number: 1670675Above Grade Unfinished Area: 1900

Market trends in South Portland

Last updated June 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$515K
Sale-to-List Price
100.3%
Price per sq ft
$394
Available listings
71
1
MoM

Price History for 5 Chestnut Street

DatePriceEventSource
07/07/2026$729,000Listed For SaleMaine Listings #1670675
06/27/2026$749,000ListingRemovedMaine Listings #1628353
05/06/2026$749,000Listed For SaleMaine Listings #1628353
11/06/2025$775,000ListingRemovedMaine Listings #1628353
06/27/2025$775,000Listed For SaleMaine Listings #1628353

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Property Tax and Assessment

Year2024
Tax$2,973
Assessment$241,700
Home facts updated by county records

Comparable Sales for 5 Chestnut Street

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
0.40
Single-Family Home
$510,000
08/21/25
3
1.5
1,501
0.10
Single-Family Home
$555,000
08/26/25
4
2.5
2,100
0.29
Single-Family Home
$653,000
02/05/26
4
1.5
1,504
0.29
Single-Family Home
$660,000
03/31/26
3
2.5
1,668
0.01
Single-Family Home
$399,900
01/30/26
4
1
1,100
0.38
Single-Family Home
$515,000
12/11/25
4
2
1,742
0.77
Single-Family Home
$605,000
06/25/26
3
2.5
1,833
0.58
Single-Family Home
$776,000
07/02/26
4
2
2,526
0.50
Single-Family Home
$505,000
04/22/26
3
1.5
1,346
0.24
Single-Family Home
$490,000
06/18/26
3
1
1,040

Nearby homes

Get a sense of prices in the area by checking nearby homes.
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Assigned Schools

These are the assigned schools for 5 Chestnut Street.
The GreatSchools Rating compares schools on a variety of school quality indicators including test scores, college readiness, equity and more. Learn more.

What Locals Say about South Portland

At least 149 Trulia users voted on each feature.
  • 94 % Say it's dog friendly

  • 87 % Say parking is easy

  • 81 % Say yards are well-kept

  • 80 % Say car is needed

  • 75 % Say there are sidewalks

  • 75 % Say people would walk alone at night

  • 74 % Say kids play outside

  • 73 % Say there's holiday spirit

  • 70 % Say it's walkable to restaurants

  • 62 % Say neighbors are friendly

  • 60 % Say there's wildlife

  • 58 % Say they plan to stay for at least 5 years

  • 58 % Say streets are well-lit

  • 55 % Say it's walkable to grocery stores

  • 54 % Say it's quiet

  • 26 % Say there are community events

Sourced by Trulia users. Learn more about our methodology.
  • Tammy Walter
    "Terrible. Public transportation is just awful around here. It’s terrible. You cannot get around without a car which makes life difficult difficult."
  • Melissa Doughty
    "Many people walk their dogs, kids ride their bikes, people drive too fast through the neighborhood though. "
  • Kyle Glowacky
    "Quiet but close to city. This neighborhood allows one to feel separate from the hustle and bustle but able to get there without commuting to far."
  • Sonia Z.
    "I use my own car to get everywhere, people is very respectful and follow the rules when driving. I just love a lot South Portland. Everything is so close by"
  • Jaycyr1
    "It’s a friendly community, great location to the ocean or to hiking. Convenient to restaurants & entertainment. Pretty friendly community."
  • Bowie414
    "Schools are nearby, and lots of families live in the area. Kids love to hang at the beach and play on the playgrounds"
  • Bowie414
    "Easier than most towns around Portland, traffic can increase during rush hours. Maybe a 15 commute at the worst to South Portland. Public transportation is easy and accessible."
  • Bmccauley
    "I’ve lived in this neighborhood for 16 years & it’s a great community. Everyone watches out for everyone’s kids, houses, etc. I feel safe & know that my neighbors would do anything for us as we would do the same for them!"
  • Jenn J.
    "It is an incredibly friendly neighborhood and I feel very safe walking at night alone, which is my favorite part!"
  • Bmccauley
    "Our neighborhood is large but we’re also close to so many things...shopping, highways, the old port!"
  • Jenn J.
    "I live on a busy street with lots of nighttime foot traffic. Even still, I feel more safe here than I did in several cities I've lived in previously! I have street parking and have never once seen anyone so much as peer in my windows, even in the middle of the night. I used to watch this very carefully to get an idea for if it was safe enough to leave stuff in my car...and I've not had to monitor it at all anymore! I've never had packages stolen, my neighbors have let me use their driveways during parking bans, and we all keep an eye out for each other (even though we don't know one another too well). This neighborhood has treated me very well."
  • Anita B.
    "It’s a very safe place. No strange people walking around or violence. No animals and people. Very good place to raise a child. "
  • Mroberts
    "Wide range of ages live in the neighborhood with families with youngsters to late teens. Overall a progressive and accepting community. Walking distance to a great family beach and with an extensive walking/biking path. Movies at big light in the summers and evening live music in the park. A great community center with a pool and a great pre-k program and affordable and fun summer camps."
  • Mecaliving
    "Walk to Willard Beach, Scratch Bakery, good local restaurants. Nice neighbors and close friends walking distance away. "
  • April C.
    "Great area to raise a family. Little to no crime, lots of family oriented activity, close to cultural center, close to nature, close to many modes of transportation."
  • chellebelle
    "Movie nights, winter fest, art in the park, holiday still in knightville, Willard square festival and even more."
  • Trulia User
    "We have a dog and there are many dog owners in this area. Our dog is well loved and known in our neighborhood and neighbors have often addressed our dog even though they may not know us By name.. ❤️"
  • Will E
    "Several schools and parks, multiple grocery shopping options. Close to family friendly beaches. Great place to create family memories."
  • Mroberts
    "Lots of places to walk your dog/s. Many yards are big enough to fence so your dog can enjoy your yard, if you like that sort of thing."
  • Bennermichelle
    "There are some community events in Knightsville which is another community nearby. There is also a farmers market nearby that is walkable or drivable and there are outdoor movies and fireworks and events at Big Light Park."
  • Ls5285
    "its filled with millenials and their children who play in the street and block traffic. every neighbor has a dog that barks constantly,"
  • Karen Z.
    "Gorgeous seaside neighborhood. It is close to everything yet great and safe place to walk, jog or bike. "
  • Bennermichelle
    "Walking and bike trails at the end of the street. Grocery stores, bakeries, and restaurants are three mins away. Yoga studios and gyms nearby. Quick access to airport and highway, but also beaches and parks. Safe, friendly, and cute neighborhood. "
  • Karen Z.
    "Beautiful waterfront community with lots going on, friendly people and proximity to wonderful shops, restaurants and retail of all kinds."

LGBTQ Local Legal Protections

Davidson Realty
Listing data is derived in whole or in part from Maine Real Estate Information System, Inc. (d/b/a Maine Listings) and is for consumers' personal, noncommercial use only. Dimensions are approximate and not guaranteed. All data should be independently verified. © 2026 Maine Real Estate Information System, Inc. All Rights Reserved. Equal Housing Opportunity.
Zillow Inc. 415 Congress St #202 Portland, ME 04101 206-424-8443
5 Chestnut Street, Vinalhaven, ME 04863 is a 3 bedroom, 2 bathroom, 1,900 sqft single-family home built in 1790. This property is currently available for sale and was listed by Maine Listings on Jul 7, 2026. The MLS # for this home is MLS# 1670675.