29 Gregory Rd, Princeton, MA 01541
OFF MARKET

29 Gregory Rd
Princeton, MA 01541

  • 4 Beds
  • 3.5 Baths
  • 3,980 sqft (on 12.90 acres)

$1,394,800

Trulia Estimate
as of Jun 12, 2026
Est. Refi. Payment $8,612/mo*
Refinance Your Home

$1,394,800

Trulia Estimate
as of Jun 12, 2026
Est. Refi. Payment $8,612/mo*
Refinance Your Home
4 Beds
3.5 Baths
3,980 sqft
(on 12.90 acres)

Local Information

Map showing home location
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-- mins to
Commute Destination

Description

This single-family home is located at 29 Gregory Rd, Princeton, MA. 29 Gregory Rd is in Princeton, MA and in ZIP code 01541. This property has 4 bedrooms, 4 bathrooms and approximately 3,980 sqft of floor space. This property has a lot size of 12.90 acres and was built in 1769.
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.

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 29 Gregory Rd

Interior Features

Interior Details
BasementAdditional StorageAtticNumber of Rooms: 10Types of Rooms: Walk In Closet, Breakfast Nook, Dining Room, Family Room, Laundry Room, Library, Master Bath, Mud Room, Office, Workshop, Sun RoomStorageWet BarCeiling Fan
Heating & Cooling
Heating: Other, Oil, Wood PelletAir ConditioningCooling System: CentralHeating Fuel: Other
Levels, Entrance, & Accessibility
Stories: 3Floors: Softwood, Tile, Carpet, Hardwood
Appliances & Utilities
Cable ReadyDishwasherDisposalDryerMicrowaveRefrigeratorWasher
Fireplace & Spa
FireplaceHot Tub or SpaJetted Bath Tub
Windows, Doors, Floors & Walls
Double Paned Windows
Security
Security System

Exterior Features

Exterior Home Features
Roof: AsphaltDeckExterior: Wood, Wood Products, CompositionGardenLawnPatioPorchSprinkler System
Parking & Garage
GarageParking Spaces: 3Parking: Garage Detached

Property Information

Year Built
Year Built: 1769Year Updated: 2006
Property Type / Style
Property Type: Single Family HomeArchitecture: Colonial

Community

Units in Building: 1

Lot Information

Lot Area: 12.90 acres

Building

Fitness & Sports
Tennis Court

Price History for 29 Gregory Rd

DatePriceEventSource
12/11/2002$690,000Sold
N/A
09/17/2001$675,000Sold
N/A

Market trends in Princeton

Last updated May 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
9
1MoM
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Property Tax and Assessment

Year2025
Tax$15,682
Assessment$1,079,261
Home facts updated by county records

Homeowner tools

Estimated monthly rent$5,519/mo
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Homes for rent near 29 Gregory Rd

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Comparable Sales for 29 Gregory Rd

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
48 Beaman Rd, Princeton, MA
0.71
Single-Family Home
$1,050,000
11/20/25
4
3.5
4,086
46 Pine Hill Rd, Princeton, MA
0.76
Single-Family Home
$1,110,000
01/14/26
3
3.5
2,946
47 Pine Hill Rd, Princeton, MA
0.80
Single-Family Home
$700,000
12/12/25
4
3.5
2,556
26 Beaman Rd, Princeton, MA
0.66
Single-Family Home
$600,000
07/11/25
3
2
1,270
12 Pine Hill Ln, Princeton, MA
0.58
Single-Family Home
$345,000
07/22/25
3
2
1,500
161 Beaman Rd, Princeton, MA
1.30
Single-Family Home
$575,000
12/30/25
3
2.5
2,485
15 Allen Hill Rd, Princeton, MA
1.88
Single-Family Home
$1,000,000
07/30/25
4
2.5
3,714
28 Merriam Rd, Princeton, MA
1.81
Single-Family Home
$735,000
12/15/25
4
2
3,334
179 Beaman Rd, Princeton, MA
1.38
Single-Family Home
$442,500
06/26/25
3
2
1,588
13 Goodnow Rd, Princeton, MA
2.11
Single-Family Home
$750,000
03/17/26
5
2.5
3,261

Nearby homes

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Assigned Schools

These are the assigned schools for 29 Gregory Rd.
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 Princeton

At least 8 Trulia users voted on each feature.

  • 100 % Say there's wildlife

  • 100 % Say car is needed

  • 89 % Say parking is easy

  • 82 % Say yards are well-kept

  • 80 % Say people would walk alone at night

  • 78 % Say there's holiday spirit

  • 78 % Say it's dog friendly

  • 73 % Say they plan to stay for at least 5 years

  • 64 % Say neighbors are friendly

  • 57 % Say it's quiet

  • 42 % Say kids play outside

  • 30 % Say streets are well-lit

  • 27 % Say there are sidewalks

  • 23 % Say there are community events

  • 17 % Say it's walkable to restaurants

Sourced by Trulia users. Learn more about our methodology.
  • Phoebe M.
    "not a ton of younger folks living in town, but it’s pretty quiet and safe. it’s extremely close to Wachusett Mountain (hiking, ski area, etc.) and about 20 minutes to a half hour from Worcester. I grew up here and the schools are pretty solid. "
    2
    Flag
  • F c. i.
    "No sidewalks, bears and coyotes common, cars drive relatively fast. I wouldn’t recommend dogs in this end of town"
    1
    Flag
  • Rjlord82
    "I've lived in Princeton for 4 years. I enjoy the peace and quiet. The main reasons that I moved here were good schools and affordability. I live 12 minutes from the highway. There isn't much in Princeton but the next town over has most things you would need. "
    7
    Flag
  • Nancy O.
    "It has one of the most beautiful commons in New England and a fantastic view of Boston to the southeast. There are two churches right here, a public tennis court and the town library as well as a pizza shop and a small store with great baked goods and sandwiches. "
    0
    Flag
  • Jim
    "This is a great place to bring up a growing family with a great school system soon to be connected to a tech college as a STEM school. Thomas Prince, WPI to partner Multisubject STEM curriculum District is hoping to partner with a local college to bring a unique, blended approach to education at the school. The Wachusett Regional School District has applied to partner with Worcester Polytechnic Institute to shape curriculum at Thomas Prince School to be geared toward math and science. Called STEM education, an acronym standing for Science, Technology, Engineering and Math, the system has students completing projects that span across these subjects. "
    0
    Flag

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Homes for sale near 29 Gregory Rd

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Off Market Homes Near 29 Gregory Rd

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29 Gregory Rd, Princeton, MA 01541 is a 4 bedroom, 4 bathroom, 3,980 sqft single-family home built in 1769. This property is not currently available for sale. 29 Gregory Rd was last sold on Dec 11, 2002 for $690,000. The current Trulia Estimate for 29 Gregory Rd is $1,394,800.