36 Pleasant St, Dover, MA 02030
OFF MARKET

36 Pleasant St
Dover, MA 02030

  • 5 Beds
  • 3.5 Baths
  • 4,500 sqft (on 3.06 acres)

$2,145,400

Trulia Estimate
as of Jun 22, 2026
Est. Refi. Payment $12,646/mo*
Refinance Your Home

$2,145,400

Trulia Estimate
as of Jun 22, 2026
Est. Refi. Payment $12,646/mo*
Refinance Your Home
5 Beds
3.5 Baths
4,500 sqft
(on 3.06 acres)

Local Information

Map showing home location
© Google
-- mins to
Commute Destination

Description

Charming historical barn-to-home conversion situated on over 3 lush acres. This 5-bedroom, 3.5-bath home seamlessly integrates original features, accentuating hw floors, high ceilings, and airy spaces. The foyer welcomes you into a sunny sitting area, perfect for enjoying morning coffee or stunning evening sunsets. Antique French doors lead to the heart of the home-the kitchen/dining area. The open layout extends to a fireplaced living room w/ built-ins and access to a lovely screened porch. Cozy family room w/ built-ins offers direct patio access. 3 BR’s and 1.5 baths complete the 1st level. 2nd floor loft area offers plenty of natural light and features playroom, office space & large primary suite. Additionally, there’s a separate 1-BR in-law/nanny suite with living area, full bath, kitchenette & separate entrance. The property boasts a saltwater pool, sport court and beautifully landscaped grounds. 6 BR SEPTIC DESIGN offers expansion possibilities. A unique home not to be missed!
This property is off market, which means it's not currently listed for sale or rent on Trulia. This may be different from what's available on other websites or public sources. This description is from August 14, 2024

Home Highlights

Parking
2 Car Garage
Outdoor
Patio, Pool
A/C
Heating & Cooling
HOA
None
Price/Sqft
No Info
Listed
149 days ago

Home Details for 36 Pleasant St

Interior Features

Interior Details
Basement: Interior Entry,Sump Pump,Radon Remediation System,UnfinishedNumber of Rooms: 13Types of Rooms: Master Bedroom, Bedroom 2, Bedroom 3, Bedroom 4, Bedroom 5, Master Bathroom, Bathroom 1, Bathroom 2, Bathroom 3, Dining Room, Family Room, Kitchen, Living Room
Beds & Baths
Number of Bedrooms: 5Number of Bathrooms: 4Number of Bathrooms (full): 3Number of Bathrooms (half): 1
Dimensions and Layout
Living Area: 4500 Square Feet
Appliances & Utilities
Appliances: Water Heater, Range, Dishwasher, Refrigerator, Washer, Dryer, Water Treatment, Range Hood, Water SoftenerDishwasherDryerLaundry: First FloorRefrigeratorWasher
Heating & Cooling
Heating: OilHas CoolingAir Conditioning: Wall Unit(s),DuctlessHas HeatingHeating Fuel: Oil
Fireplace & Spa
Number of Fireplaces: 1Fireplace: Living RoomHas a FireplaceNo Spa
Gas & Electric
Electric: Circuit Breakers
Windows, Doors, Floors & Walls
Flooring: Flooring - Wall to Wall Carpet, Flooring - Stone/Ceramic Tile
Levels, Entrance, & Accessibility
Floors: Flooring Wall To Wall Carpet, Flooring Stone Ceramic Tile

Exterior Features

Exterior Home Features
Roof: Shingle RubberPatio / Porch: Screened, PatioFencing: InvisibleExterior: Porch - Screened, Patio, Pool - Inground Heated, Storage, Horses Permitted, Invisible Fence, Stone WallFoundation: Concrete Perimeter, Block, StoneHas a Private Pool
Parking & Garage
Number of Garage Spaces: 2Number of Covered Spaces: 2Open Parking Spaces: 4No CarportHas a GarageHas an Attached GarageHas Open ParkingParking Spaces: 6Parking: Attached,Paved
Pool
Pool: Pool - Inground HeatedPool
Frontage
Road Frontage: PublicNot on Waterfront
Water & Sewer
Sewer: Private Sewer
Farm & Range
Allowed to Raise Horses

Property Information

Year Built
Year Built: 1810
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family ResidenceArchitecture: Antique
Building
Not Attached PropertyDoes Not Include Home Warranty
Property Information
Not Included in Sale: Wall Mounted Tv's - Wall Brackets To Remain. Wine Fridge In Basement. Portable Generator.Parcel Number: 77997

Price & Status

Price
List Price: $1,649,000
Status Change & Dates
Off Market Date: Fri Aug 02 2024

Active Status

MLS Status: Sold

Location

Direction & Address
City: Dover
School Information
Elementary School: ChickeringJr High / Middle School: Dover SherbornHigh School: Dover Sherborn

Building

Building Area
Building Area: 4500 Square Feet

Community

Community Features: Shopping, Park, Walk/Jog Trails, Stable(s), Conservation Area, Public SchoolNot Senior Community

HOA

No HOA

Lot Information

Lot Area: 3.0625 Acres

Offer

Listing Terms: Contract

Miscellaneous

BasementMls Number: 73271645

Additional Information

ShoppingParkWalk/Jog TrailsStable(s)Conservation AreaPublic School
Last check for updates: about 2 hours ago
Listed by Susan McPherson, (508) 479-0323
Berkshire Hathaway HomeServices Commonwealth Real Estate, (781) 237-8000
Bought with: The Lara & Chelsea Collaborative, (617) 852-7018, Gibson Sotheby's International Realty, (781) 237-8181
Source: MLS PIN, MLS#73271645

Price History for 36 Pleasant St

DatePriceEventSource
08/14/2024$1,700,000Sold
MLS PIN #73271645
07/31/2024$1,649,000Listed For SaleMLS PIN #73271645
07/23/2024$1,625,000ListingRemovedMLS PIN #73245070
05/30/2024$1,625,000Listed For SaleMLS PIN #73245070
10/23/2000$950,000Sold
N/A
08/18/1997$690,000Sold
N/A
08/29/1991$450,000Sold
N/A

Market trends in Dover

Last updated May 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
39
11MoM
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Property Tax and Assessment

Year2025
Tax$18,130
Assessment$1,608,700
Home facts updated by county records

Homeowner tools

Estimated monthly rent$7,012/mo
List your home for rent

Comparable Sales for 36 Pleasant St

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
40 Pleasant St, Dover, MA
0.06
Single-Family Home
$2,400,000
09/12/25
6
5.5
5,150
60 Main St, Dover, MA
0.23
Single-Family Home
$1,650,000
11/13/25
4
3.5
3,233
8 Pleasant St, Dover, MA
0.27
Single-Family Home
$1,750,000
08/28/25
4
4
5,390
5 Pegan Ln, Natick, MA
0.16
Single-Family Home
$3,100,000
06/18/26
5
5
6,952
55 Main St, Dover, MA
0.34
Single-Family Home
$3,000,000
09/19/25
5
6.5
6,538
91 Glen St, Natick, MA
0.68
Single-Family Home
$1,000,000
02/17/26
5
3
4,040
22 Main St, Dover, MA
0.53
Single-Family Home
$2,150,000
04/21/26
5
4.5
5,232
6 Meadowbrook Rd, Dover, MA
0.47
Single-Family Home
$2,675,000
08/18/25
5
5
5,900
12 Cranberry Ln, Dover, MA
0.71
Single-Family Home
$1,395,000
01/16/26
4
2.5
4,245

Nearby homes

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Assigned Schools

These are the assigned schools for 36 Pleasant St.
View nearby schools on GreatSchools
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 Dover

At least 16 Trulia users voted on each feature.

  • 100 % Say there's holiday spirit

  • 100 % Say car is needed

  • 96 % Say parking is easy

  • 95 % Say there's wildlife

  • 94 % Say yards are well-kept

  • 90 % Say it's dog friendly

  • 89 % Say it's quiet

  • 89 % Say people would walk alone at night

  • 76 % Say they plan to stay for at least 5 years

  • 74 % Say neighbors are friendly

  • 71 % Say there are community events

  • 67 % Say kids play outside

  • 28 % Say it's walkable to grocery stores

  • 25 % Say it's walkable to restaurants

  • 21 % Say streets are well-lit

  • 20 % Say there are sidewalks

Sourced by Trulia users. Learn more about our methodology.
  • James T.
    "The fresh air due to the abundant amount green space, property size and highest rated high school..."
    4
    Flag
  • Jaymz N.
    "Dover is visually beautiful but not a place to live if you are looking for thriving community of shops and restaurants. We only live here to access great public schools. "
    0
    Flag
  • Robin B.
    "I loved visiting my Aunt and Uncle in their beautiful well kept rustic home on this property the few occasions I had to visit my home state. I love the new home even though it is weird for me to imagine that being the property with all of the beautiful trees I had visited. When I was in Dover the whole area was beautiful and safe feeling. It held a lot of my families history. I am not rich, I am disabled and still in my 40's so I probably won't be getting rich but if I were to win tonight's Florida Mega ball I would buy this home and keep it in my family forever, even if I did need to return to Florida during the winter. I love that the area is clean, safe, quiet, and animal friendly, I know at one time a lot of people had horses, one of my aunt's neighbors had sheep, and according to my mom my grandfather had his horses in a nearby stable, he was in the English Hunt Club, I don't have many details about that, My Aunt had a Basset Hound "Ruby" when I was there as a teenager, me and Ruby had found one of my cousins old softballs while roaming in the woods from when they were kids in that home. Ruby tore it up all over the living room and I had to clean it up but it was great fun, that was the only time I got to meet Ruby in her life. I have to mixed breed dogs and if I lived there I would definitely get a horse. I did inherit my families love of animals. I feel that whomever gets this home or any in the area will have a lifetime of priceless memories. "
    5
    Flag
  • lydiaaustin7
    "I live here. It is an open and wooded area, It is fairly remote, but it is a very nice small community. "
    0
    Flag
  • Mary C.
    "Dover MA is the most wonderful town with their #1 School System, great town services, low tax rate, proximity to Boston, safety and cleanliness of the town!"
    0
    Flag

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Homes for sale near 36 Pleasant St

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Off Market Homes Near 36 Pleasant St

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The property listing data and information set forth herein were provided to MLS Property Information Network, Inc. from third party sources, including sellers, lessors and public records, and were compiled by MLS Property Information Network, Inc. The property listing data and information are for the personal, non commercial use of consumers having a good faith interest in purchasing or leasing listed properties of the type displayed to them and may not be used for any purpose other than to identify prospective properties which such consumers may have a good faith interest in purchasing or leasing. MLS Property Information Network, Inc. and its subscribers disclaim any and all representations and warranties as to the accuracy of the property listing data and information set forth herein.
The MLS listing information displayed is deemed reliable, but is not guaranteed accurate by the MLS.
36 Pleasant St, Dover, MA 02030 is a 5 bedroom, 4 bathroom, 4,500 sqft single-family home built in 1810. This property is not currently available for sale. 36 Pleasant St was last sold on Aug 14, 2024 for $1,700,000 (3% higher than the asking price of $1,649,000). The current Trulia Estimate for 36 Pleasant St is $2,145,400.