40 Pleasant St, Dover, MA 02030
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Property image
OFF MARKET

$2,693,300

Trulia Estimate
  • 6 Beds
  • 5.5 Baths
  • 5,150 sqft (on 2.91 acres)

40 Pleasant St, Dover, MA 02030

Est. Refi. Payment $16,482/mo*
Refinance Your Home
Currently Off Market - Sold Sep 12, 2025 for $2,400,000

Home Value

Trulia Estimate
$2.69M
Since last month
Increased$206K (+8.3%)
Since last year
Increased$261K (+10.7%)
Since last sale
Increased$295K (+12.3%)
Learn more about this home's value by checking out its Trulia Estimate, the value of nearby homes, and how much similar homes have sold for.

Trulia Estimate

The of this home's value increased by +45% in the last 10 years
MonthEstimated value
2026
August 2026$2.7M
August 2026$2.69M
July 2026$2.49M
June 2026$2.49M
May 2026$2.45M
March 2026$2.41M
February 2026$2.43M
January 2026$2.41M
2025
2024
2023
2022
2021
2020
2019
2018
2017
2016

Comparable sales

These are recently sold homes that have a similar location or other similar features to this home, like bedrooms, bathrooms, and square footage. Get a sense of the expected prices in the area by viewing these homes.
Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
5 Pegan Ln, Natick, MA
0.11
Single-Family Home
$3,100,000
06/18/26
5
5
6,952
55 Main St, Dover, MA
0.38
Single-Family Home
$3,000,000
09/19/25
5
6.5
6,538
4 Claybrook Rd, Dover, MA
0.30
Single-Family Home
$3,700,000
07/30/26
5
7
8,555
60 Main St, Dover, MA
0.26
Single-Family Home
$1,650,000
11/13/25
4
3.5
3,233
108 Glen St, Natick, MA
0.54
Single-Family Home
$3,025,000
08/28/26
7
7.5
7,200
22 Main St, Dover, MA
0.59
Single-Family Home
$2,150,000
04/21/26
5
4.5
5,232
7 Circle Dr, Dover, MA
0.73
Single-Family Home
$2,135,000
08/21/26
4
5.5
5,216
91 Glen St, Natick, MA
0.63
Single-Family Home
$1,000,000
02/17/26
5
3
4,040
8 Warren Rd, Natick, MA
0.64
Single-Family Home
$2,210,000
07/30/26
4
4
4,030

Nearby home prices

Get a sense of expected prices in the area by checking the value of nearby homes.
Address
Distance
Price
Bed
Bath
Sqft
Status
36 Pleasant St, Dover, MA 02030
0.06
$2,016,300
5
3.5
4,500
Off Market
5 Pegan Ln, Natick, MA 01760
0.11
$3,100,000
5
5
6,952
Recently Sold
176 Pegan Ln, Dover, MA 02030
0.11
$1,995,000
3
2.5
2,848
For Sale
25 Pleasant St, Dover, MA 02030
0.16
$2,411,200
4
4.5
6,719
Off Market
60 Main St, Dover, MA 02030
0.26
$1,964,200
4
3.5
3,233
Off Market
15 Pleasant St, Dover, MA 02030
0.26
$1,545,300
4
3.5
3,046
Off Market
12 Pleasant St, Dover, MA 02030
0.27
$2,140,000
5
3.5
4,408
Off Market
4 Claybrook Rd, Dover, MA 02030
0.30
$3,700,000
5
7
8,555
Recently Sold
56 Main St, Dover, MA 02030
0.32
$2,889,700
4
3.5
4,453
Off Market
84 Pleasant St, Natick, MA 01760
0.34
$900,000
3
2
1,932
Recently Sold
8 Pleasant St, Dover, MA 02030
0.33
$3,166,000
4
4
5,390
Off Market

Local Information

  • Map ViewExplore the area around 40 Pleasant St.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Single-Family Home
Built in 1818
2.91 acre lot
5,150 sqft
$523/sqft
Garage

About this House

Stunning renovated antique farmhouse offering the amenities desired for today's contemporary lifestyle (wired for high speed internet & flexible living/ work spaces) yet retains the wonderful charm of yesteryear. Central air, wood floors, Gourmet chef's kitchen w/6 burner Viking range, Sub­Zero, center island, honed granite countertops. Sun splashed family room w/cathedral ceiling, skylights, fieldstone FP & full bath; breakfast room, formal DR & LR w/FPs, home office, laundry room, pantry & mudroom. Four BR 4BA on second floor, two additional rooms on 3rd floor. This picturesque property boasts a screened wrap around porch, pergola, brick patio w/built-­in grill, perennial gardens, expansive lawns, in­ground pool & detached two story 3 car garage w/2nd floor storage on almost 3 acres. Recent upgrades including solar, EV charger and new windows. Conveniently located near Natick/Wellesley line w/easy access to 90/95, walking distance to Pegan Hill Reservation offering spectacular views.
40 Pleasant St, Dover, MA 02030 is a 6 bedroom, 6 bathroom, 5,150 sqft single-family home built in 1818. It last sold for $2,400,000 on Sep 12, 2025 (8% below the $2,595,000 asking price). This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $2,693,300.
Last check for updates: about 15 hours ago
Listed by Mary Crane, (617) 413-2879
Berkshire Hathaway HomeServices Commonwealth Real Estate, (508) 785-2111
Bought with: Marianne Moleno, (813) 817-1104, Red Tree Real Estate, (617) 487-8015
Source: MLS PIN, MLS#73368481

Home Details for 40 Pleasant St

Interior Features

Interior Details
Basement: Partial,Bulkhead,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, Office
Beds & Baths
Number of Bedrooms: 6Number of Bathrooms: 6Number of Bathrooms (full): 5Number of Bathrooms (half): 1
Dimensions and Layout
Living Area: 5150 Square Feet
Appliances & Utilities
Utilities: Generator ConnectionAppliances: Water Heater, Range, Dishwasher, RefrigeratorDishwasherLaundry: Flooring - Stone/Ceramic Tile,First FloorRefrigerator
Heating & Cooling
Heating: Baseboard,Natural GasHas CoolingAir Conditioning: Central AirHas HeatingHeating Fuel: Baseboard
Fireplace & Spa
Number of Fireplaces: 3Fireplace: Dining Room, Family Room, Living RoomHas a FireplaceNo Spa
Gas & Electric
Electric: 200+ Amp Service, Generator Connection
Windows, Doors, Floors & Walls
Window: ScreensDoor: French DoorsFlooring: Tile, Carpet, Marble, Hardwood, Flooring - Hardwood
Levels, Entrance, & Accessibility
Floors: Tile, Carpet, Marble, Hardwood, Flooring Hardwood
Security
Security: Security System

Exterior Features

Exterior Home Features
Roof: ShinglePatio / Porch: Porch - Enclosed, Screened, PatioExterior: Porch - Enclosed, Porch - Screened, Patio, Pool - Inground, Storage, Professional Landscaping, Sprinkler System, Screens, Garden, Stone WallFoundation: Concrete Perimeter, StoneGardenHas a Private PoolSprinkler System
Parking & Garage
Number of Garage Spaces: 3Number of Covered Spaces: 3Open Parking Spaces: 4No CarportHas a GarageNo Attached GarageHas Open ParkingParking Spaces: 7Parking: Detached,Garage Door Opener,Storage,Workshop in Garage,Paved Drive,Off Street
Pool
Pool: In GroundPool
Frontage
Road Frontage: PublicResponsible for Road Maintenance: Public Maintained RoadNot on Waterfront
Water & Sewer
Sewer: Private Sewer
Finished Area
Finished Area (above surface): 5150

Property Information

Year Built
Year Built: 1818
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family ResidenceArchitecture: Farmhouse
Building
Construction Materials: Frame, Post & BeamNot Attached PropertyDoes Not Include Home Warranty
Property Information
Not Included in Sale: Plant Hanger In Dr, Sconces In Fr,Parcel Number: M:0004 B:00024 L:0000, 77996

Price & Status

Price
List Price: $2,595,000
Status Change & Dates
Off Market Date: Sat Aug 09 2025

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: 5150 Square Feet

Community

Community Features: Pool, Walk/Jog Trails, Conservation AreaNot Senior Community

HOA

No HOA

Lot Information

Lot Area: 2.91 Acres

Offer

Contingencies: Pending P&S

Miscellaneous

BasementMls Number: 73368481Above Grade Unfinished Area: 5150

Additional Information

PoolWalk/Jog TrailsConservation Area

Price and Tax history

DateEventPrice
Sep 12, 2025
Source: MLS PIN #73368481
Sold
$2,400,000
Jul 31, 2025
Source: MLS PIN #73368481
Contingent
$2,595,000
May 2, 2025
Source: MLS PIN #73368481
Listed For Sale
$2,595,000
Jun 3, 2022
Source: MLS PIN #72797023
ListingRemoved
Jul 26, 2021
Source: MLS PIN #72797023
ListingRemoved
$1,950,000

Market trends in Dover

Last updated August 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
24

Around this home

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

LGBTQ Local Legal Protections

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.

Frequently asked questions about 40 Pleasant St

  • What is 40 Pleasant St estimated to be worth?
    Trulia's estimated value for 40 Pleasant St in Dover, MA is $2,693,300.
  • What is the price history for 40 Pleasant St?
    40 Pleasant St in Dover, MA last sold for $2,400,000 in September 2025.
  • Is Dover a buyer's or seller's market?
    Dover is currently a seller's market, based on recent for-sale activity.
  • What do residents say about Dover?
    Residents describe Dover, MA as easy to park in, well-kept, and dog-friendly. Most residents say you need a car. See recently sold homes in Dover, MA.
  • Does 40 Pleasant St have air conditioning?
    Yes, 40 Pleasant St in Dover, MA has air conditioning.
  • Does 40 Pleasant St have a pool?
    Yes, 40 Pleasant St in Dover, MA has a pool.

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