Does Dover, MA show holiday spirit?

As of early 2026, 100% of users say there's holiday spirit

Is a car needed in Dover, MA?

As of early 2026, 100% of users say car is needed

Is parking easy in Dover, MA?

As of early 2026, 96% of users say parking is easy

Is there wildlife in Dover, MA?

As of early 2026, 95% of users say there's wildlife

Are yards well-kept in Dover, MA?

As of early 2026, 94% of users say yards are well-kept

Is Dover, MA dog-friendly?

As of early 2026, 90% of users say it's dog friendly

As of early 2026, 89% of users say it's quiet

Would people walk alone at night in Dover, MA?

As of early 2026, 89% of users say people would walk alone at night

Do residents of Dover, MA plan to stay at least 5 years?

As of early 2026, 76% of users say they plan to stay for at least 5 years

Are neighbors friendly in Dover, MA?

As of early 2026, 74% of users say neighbors are friendly

Are there community events in Dover, MA?

As of early 2026, 71% of users say there are community events

Do kids play outside in Dover, MA?

As of early 2026, 67% of users say kids play outside

Is Dover, MA walkable to grocery stores?

As of early 2026, 28% of users say it's walkable to grocery stores

Is Dover, MA walkable to restaurants?

As of early 2026, 25% of users say it's walkable to restaurants

Are the streets well-lit in Dover, MA?

As of early 2026, 21% of users say streets are well-lit

Does Dover, MA have sidewalks?

As of early 2026, 20% of users say there are sidewalks

FOR SALE

25 Pleasant St
Dover, MA 02030

5 Beds
4.5 Baths
6,719 sqft

$2,495,000

$2,675,000

Est. Mortgage $14,760/mo*

Get Pre-Qualified

$2,495,000

$2,675,000

Est. Mortgage $14,760/mo*

Get Pre-Qualified

5 Beds

4.5 Baths

6,719 sqft

Home Highlights

Parking

Attached Garage

Outdoor

Patio

Climate Control

Heating only

Price/Sqft

$371

Listed

95 days ago

Local Information

Map ViewExplore the area around 25 Pleasant St.
Schools1 Preschool School1 Elementary School1 Middle School1 High School
Shop & Eat

-- mins to

Commute Destination

About this House

NEW PRICE on over an acre in one of Dover's most desirable locations, this exceptional 6,700+ sq ft residence blends architectural character with natural beauty. The open-concept main level features soaring ceilings, rich wood accents, skylights, and expansive walls of glass that fill the home with natural light. The kitchen flows seamlessly into multiple gathering spaces, ideal for both everyday living and entertaining. Highlights include an elegant dining room, cozy media lounge, and a sunroom/gym overlooking the pool. Upstairs offers generously sized bedrooms and a serene primary suite with balcony views, creating flexible space for family, work, or guests. The third floor features a private guest suite with a dine-in kitchen, perfect for multigenerational living or extended stays. Outdoors, enjoy a saltwater pool, multiple patios, and beautifully landscaped grounds designed for relaxation and entertaining. A rare offering of scale, style, and serenity in a premier Dover setting.

Contact this Building

Property Website

Home Details for 25 Pleasant St

Interior Features
Heating & Cooling Heating: Radiant, Electric, PropaneHeating Fuel: Radiant

Exterior Features
Exterior Home Features Roof: ShakePatio
Parking & Garage GarageParking: Garage Attached, Garage Attached

Days on Market
Days on Market: 95 days on Trulia

Property Information
Year Built Year Built: 1975
Property Type / Style Property Type: Single Family Home

Price & Status
Price Price Per Sqft: $371

Agent Information
Listing Agent MLS/Source ID: 73506836

Market trends in Dover

Last updated June 2026

Avg. sale price

—

Sale-to-List Price

—

Price per sq ft

—

Available listings

9MoM

Price History for 25 Pleasant St

Date	Price	Event	Source
07/07/2026	$2,495,000	PriceChange	MLS PIN #73506836
Price Change $180,000 (-7%)
05/18/2026	$2,675,000	PriceChange	MLS PIN #73506836
Price Change $175,000 (-6%)
04/24/2026	$2,850,000	Listed For Sale	MLS PIN #73506836

03/27/2024	$1,300,000	Sold	MLS PIN #73196489
Recording Date 03/27/2024 County Transfer Tax N/A Total Transfer Tax N/A
02/13/2024	$1,299,900	PriceChange	MLS PIN #73196489
Price Change $50,100 (-4%)
01/25/2024	$1,350,000	Listed For Sale	MLS PIN #73196489

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Property Tax and Assessment

Year	2025
Tax	$16,616
Assessment	$1,474,400

Home facts updated by county records

Comparable Sales for 25 Pleasant St

Address	Distance	Property Type	Sold Price	Sold Date	Bed	Bath	Sqft
8 Pleasant St, Dover, MA	0.19	Single-Family Home	$1,750,000	08/28/25	4	4	5,390
60 Main St, Dover, MA	0.12	Single-Family Home	$1,650,000	11/13/25	4	3.5	3,233
40 Pleasant St, Dover, MA	0.17	Single-Family Home	$2,400,000	09/12/25	6	5.5	5,150
55 Main St, Dover, MA	0.22	Single-Family Home	$3,000,000	09/19/25	5	6.5	6,538
5 Pegan Ln, Natick, MA	0.27	Single-Family Home	$3,100,000	06/18/26	5	5	6,952
22 Main St, Dover, MA	0.47	Single-Family Home	$2,150,000	04/21/26	5	4.5	5,232
6 Meadowbrook Rd, Dover, MA	0.52	Single-Family Home	$2,675,000	08/18/25	5	5	5,900
42 Troutbrook Rd, Dover, MA	0.49	Single-Family Home	$1,280,000	05/22/26	4	2.5	2,565
7 Circle Dr, Dover, MA	0.57	Single-Family Home	$2,275,000	08/13/25	4	5.5	5,216
12 Cranberry Ln, Dover, MA	0.64	Single-Family Home	$1,395,000	01/16/26	4	2.5	4,245

Nearby homes

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

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OFF MARKET
Est. $1,585,400
4 bd
3.5 ba
3,046 sqft
15 Pleasant St,
Dover, MA 02030
Beyond Boston Properties Group, Compass
OFF MARKET
Est. $2,078,100
5 bd
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36 Pleasant St,
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Susan McPherson, Berkshire Hathaway HomeServices Commonwealth Real Estate
OFF MARKET
Est. $2,209,800
5 bd
3.5 ba
4,408 sqft
12 Pleasant St,
Dover, MA 02030
The Bauman Group, Gibson Sotheby's International Realty
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NOV 13, 2025
$1,650,000
4 bd
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Mary Crane, Berkshire Hathaway HomeServices Commonwealth Real Estate
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Est. $2,495,200
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Mary Crane, Berkshire Hathaway HomeServices Commonwealth Real Estate
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Est. $3,069,100
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Maggie Gold Seelig, MGS Group Real Estate LTD - Wellesley
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Est. $3,331,000
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Dover, MA 02030
Elena Price, Coldwell Banker Realty - Westwood
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Est. $3,118,600
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Dover, MA 02030
Lorraine Sarafian, Rafter Real Estate LLC
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JUN 18, 2026
$3,100,000
5 bd
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5 Pegan Ln,
Natick, MA 01760
Bill Paulson, Keller Williams Realty
OFF MARKET
Est. $2,868,400
5 bd
4.5 ba
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105 Haven St,
Dover, MA 02030
Kim Collins, Berkshire Hathaway HomeServices Robert Paul Properties
OFF MARKET
Est. $2,702,800
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191 Claybrook Rd,
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Mary Crane, Berkshire Hathaway HomeServices Commonwealth Real Estate
OFF MARKET
Est. $960,300
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John Hughes, Dover Country Properties Inc.

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Additional Cost

Assigned Schools

These are the assigned schools for 25 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.
Resident
7y ago
"The fresh air due to the abundant amount green space, property size and highest rated high school..."
4
Flag
Jaymz N.
Resident
8y ago
"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.
11y ago
"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
12y ago
"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.
12y ago
"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

Warren Residential

25 Pleasant St, Dover, MA 02030 is a 5 bedroom, 5 bathroom, 6,719 sqft single-family home built in 1975. This property is currently available for sale and was listed by BHHS broker feed on Apr 24, 2026. The MLS # for this home is MLS# 73506836.

25 Pleasant St
Dover, MA 02030

$2,495,000