421 Prentice St, Holliston, MA 01746
OFF MARKET

421 Prentice St
Holliston, MA 01746

  • 4 Beds
  • 5 Baths
  • 5,505 sqft (on 1 acre)

$1,604,800

Trulia Estimate
as of Jul 6, 2026

$1,604,800

Trulia Estimate
as of Jul 6, 2026
4 Beds
5 Baths
5,505 sqft
(on 1 acre)

Local Information

  • Map ViewExplore the area around 421 Prentice St.
  • Schools1 Preschool School2 Elementary Schools1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Description

Custom Acorn home crafted w/premium materials, energy efficiency & architectural detail. 100+ Pella windows fill this feng shui-influenced home w/natural light, bringing the outdoors in with a view from every room. Kitchen w/cherry cabinetry, Italian granite & breakfast solarium. Step-down FR w/built-ins leads to screened porch & deck.1st floor office could be guest suite w/FP, bath & deck. All BRs + loft on 2nd level. MBR w/gas FP, deck & spa bath. Additional 3 BRs include 1 w/2nd loft. Lower level w/9' ceilings & oversized windows offers game rm, 2nd office, guest rm, gym, full bath & walkout to patio. Ample HW flooring; 4 FPs; whole house sound & programmable lighting. Ideally sited on tranquil, private, & tastefully landscaped lot w/Japanese Maple highlights & cedar fencing. 2 porches & 3 decks (all mahogany) & bluestone patio invite outdoor relaxation. In a class of its own w/many opportunities for shared & personal space both inside & out. Schools ranked among top in the state.
421 Prentice St, Holliston, MA 01746 is a 4 bedroom, 5 bathroom, 5,505 sqft single-family home built in 2000. It last sold for $874,900 on Dec 19, 2013. It is currently off market. The Trulia Estimate is $1,604,800, with a rent estimate of $6,290/month.

Home Highlights

Parking
Garage
Outdoor
Porch, Patio, Deck
A/C
Heating & Cooling
HOA
None
Price/Sqft
No Info
Listed
Less than a day ago

Home Details for 421 Prentice St

Interior Features

Interior Details
BasementNumber of Rooms: 13Types of Rooms: Breakfast Nook, Dining Room, Family Room, Office, Recreation RoomCeiling Fan
Heating & Cooling
Heating: Forced Air, GasAir ConditioningCooling System: CentralHeating Fuel: Forced Air
Levels, Entrance, & Accessibility
Stories: 3Floors: Hardwood
Appliances & Utilities
Cable ReadyDishwasherDisposalDryerMicrowaveRefrigeratorWasher
Fireplace & Spa
Fireplace

Exterior Features

Exterior Home Features
Roof: AsphaltDeckExterior: WoodPatioPorchSprinkler System
Parking & Garage
GarageParking Spaces: 2Parking: Garage Attached

Property Information

Year Built
Year Built: 2000Year Updated: 2012
Property Type / Style
Property Type: Single Family HomeArchitecture: Contemporary

Lot Information

Lot Area: 1 acre

Price History for 421 Prentice St

DatePriceEventSource
12/19/2013$874,900Sold
N/A
09/12/2013$874,900Listed For SaleAgent Provided

Market trends in Holliston

Last updated May 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
38
3MoM
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Property Tax and Assessment

Year2025
Tax$21,704
Assessment$1,481,500
Home facts updated by county records

Comparable Sales for 421 Prentice St

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
138 Fairview St, Holliston, MA
0.91
Single-Family Home
$1,300,000
08/28/25
4
3.5
5,356
79 Marshall St, Holliston, MA
0.71
Single-Family Home
$999,999
07/01/26
4
3
3,752
81 N Mill St, Holliston, MA
0.44
Single-Family Home
$950,000
08/29/25
3
2.5
2,305
7 Pendulum Pass, Hopkinton, MA
0.78
Single-Family Home
$2,300,000
06/25/26
4
5
6,472
169 Pinecrest Rd, Holliston, MA
0.83
Single-Family Home
$1,250,000
11/21/25
4
2.5
3,926
456 Prentice St, Holliston, MA
0.07
Single-Family Home
$550,000
07/30/25
3
1
1,092
14 Pendulum Pass, Hopkinton, MA
0.86
Single-Family Home
$1,500,000
08/01/25
4
2.5
4,330
535 Prentice St, Holliston, MA
0.25
Single-Family Home
$940,000
09/04/25
3
2
2,124
14 Andrew Ln, Holliston, MA
0.99
Single-Family Home
$950,000
11/20/25
5
3
3,140
185 Chamberlain St, Holliston, MA
0.58
Single-Family Home
$675,000
11/03/25
4
2
1,908

Nearby homes

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Assigned Schools

These are the assigned schools for 421 Prentice 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 Holliston

At least 47 Trulia users voted on each feature.

  • 94 % Say it's dog friendly

  • 93 % Say parking is easy

  • 89 % Say car is needed

  • 85 % Say kids play outside

  • 83 % Say it's quiet

  • 81 % Say there's holiday spirit

  • 78 % Say there's wildlife

  • 77 % Say yards are well-kept

  • 73 % Say people would walk alone at night

  • 72 % Say neighbors are friendly

  • 68 % Say they plan to stay for at least 5 years

  • 56 % Say there are sidewalks

  • 54 % Say there are community events

  • 47 % Say streets are well-lit

  • 33 % Say it's walkable to restaurants

  • 26 % Say it's walkable to grocery stores

Sourced by Trulia users. Learn more about our methodology.
  • Jayne J.
    "This neighborhood has tons of dogs and kids. A great place to walk your dog. Sidewalks and wood trails are close by. "
    5
    Flag
  • Mglwood
    "Our school district is progressive and does not teach to the test. Instead we teach our kids to think!"
    0
    Flag
  • Molly M.
    "The town encourages kids to play in sports summer camp at the lake . The town has a fabulous school system with school choice."
    1
    Flag
  • Molly M.
    "A quite neighborhood with many children, we have a neighborhood block party once a year. Lake Winthrop is across the street"
    0
    Flag
  • Molly M.
    "Block parties and trick or treat adult get together, as well as neighborhood watch and the proximity to the Lake and all that goes along with that,summer camp and swimming lesson."
    0
    Flag
  • tylerrdunnn
    "everyone knows everyone and we are a tight knit community. there may not be the fanciest stores, or the best night life, but its a very cute town with lots to do, recommended to families and singles, lots of variety in home sizes and styles as well"
    0
    Flag
  • Owner
    "Private but neighborly. Wild grasses, hills trees surround well maintained and large lots, which themselves surround a terrific fishing pond. Estate like setting but with down to earth people."
    1
    Flag

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Apartments for Rent

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Homes for sale near 421 Prentice St

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Off Market Homes Near 421 Prentice St

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