29 Gregory Rd, Wakefield, MA 01880
SOLD
SEP 4, 2025

29 Gregory Rd
Wakefield, MA 01880

Greenwood
  • 3 Beds
  • 2.5 Baths
  • 1,372 sqft (on 0.30 acres)

$776,000

Last Sold: Sep 4, 2025
11% over list $700K
$566/sqft
Est. Refi. Payment $4,486/mo*
Refinance Your Home

$776,000

Last Sold: Sep 4, 2025
11% over list $700K
$566/sqft
Est. Refi. Payment $4,486/mo*
Refinance Your Home
3 Beds
2.5 Baths
1,372 sqft
(on 0.30 acres)

Homes for sale near 29 Gregory Rd

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Apartments for Rent

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Local Information

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

Description

Oversized 7+ room L shaped ranch in a fabulous Greenwood neighborhood. Close proximity to commuter rail, restaurants and shopping. Fireplaced living room, formal dining room with original built-in china cabinet. Eat in kitchen opens out to enclosed porch/sun room overlooking nice level rear yard. 3 bedrooms including a primary with a 3/4 tiled bath. Lots of hardwood floors throughout the LD, DR and bedrooms. Central air throughout the 1st floor. Lower level features firplaced family room, laminate flooring and 1/2 half bath. 2 car garage under.
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 September 05, 2025

Home Highlights

Parking
2 Car Garage
Outdoor
Porch
A/C
Heating & Cooling
HOA
None
Price/Sqft
$566/sqft
Listed
111 days ago

Home Details for 29 Gregory Rd

Interior Features

Interior Details
Basement: Full,Partially Finished,Interior Entry,Garage Access,ConcreteNumber of Rooms: 7Types of Rooms: Master Bedroom, Bedroom 2, Bedroom 3, Bathroom 1, Bathroom 2, Bathroom 3, Dining Room, Family Room, Kitchen, Living Room
Beds & Baths
Number of Bedrooms: 3Number of Bathrooms: 3Number of Bathrooms (full): 2Number of Bathrooms (half): 1
Dimensions and Layout
Living Area: 1372 Square FeetFoundation Area: 1274
Appliances & Utilities
Utilities: for Electric Range, for Electric Oven, for Electric Dryer, Washer HookupAppliances: Range, Oven, RefrigeratorLaundry: In Basement,Electric Dryer Hookup,Washer HookupRefrigerator
Heating & Cooling
Heating: Baseboard,OilHas CoolingAir Conditioning: Central AirHas HeatingHeating Fuel: Baseboard
Fireplace & Spa
Number of Fireplaces: 2Fireplace: Family Room, Living RoomHas a FireplaceNo Spa
Gas & Electric
Electric: Circuit Breakers
Windows, Doors, Floors & Walls
Flooring: Tile, Carpet, Concrete, Laminate, Hardwood, Flooring - Wall to Wall Carpet
Levels, Entrance, & Accessibility
Floors: Tile, Carpet, Concrete, Laminate, Hardwood, Flooring Wall To Wall Carpet

Exterior Features

Exterior Home Features
Roof: ShinglePatio / Porch: Porch - EnclosedExterior: Porch - EnclosedFoundation: Concrete Perimeter, Irregular
Parking & Garage
Number of Garage Spaces: 2Number of Covered Spaces: 2Open Parking Spaces: 2No CarportHas a GarageHas an Attached GarageHas Open ParkingParking Spaces: 4Parking: Under,Paved Drive,Off Street,Tandem
Frontage
Road Frontage: PublicResponsible for Road Maintenance: Public Maintained RoadRoad Surface Type: PavedNot on Waterfront
Water & Sewer
Sewer: Public Sewer
Farm & Range
Frontage Length: 100.00
Finished Area
Finished Area (above surface): 1372Finished Area (below surface): 480

Property Information

Year Built
Year Built: 1961
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family ResidenceArchitecture: Ranch
Building
Construction Materials: FrameNot Attached PropertyDoes Not Include Home Warranty
Property Information
Parcel Number: M:000025 B:0229 P:00D37A, 820405

Price & Status

Price
List Price: $699,900Price Per Sqft: $566/sqft
Status Change & Dates
Off Market Date: Tue Jul 01 2025

Active Status

MLS Status: Sold

Media

Location

Direction & Address
City: WakefieldCommunity: Greenwood
School Information
Elementary School: GreenwoodJr High / Middle School: GalvinHigh School: Wakefield Mem

Building

Building Area
Building Area: 1372 Square Feet

Community

Community Features: Public Transportation, Shopping, Tennis Court(s), Park, Walk/Jog Trails, Golf, Medical Facility, Conservation Area, Highway Access, House of Worship, Private School, Public School, T-StationNot Senior Community

HOA

No HOA

Lot Information

Lot Area: 0.30 acres

Miscellaneous

BasementMls Number: 73395614Above Grade Unfinished Area: 1372

Additional Information

Public TransportationShoppingTennis Court(s)ParkWalk/Jog TrailsGolfMedical FacilityConservation AreaHighway AccessHouse of WorshipPrivate SchoolPublic SchoolT-Station
Last check for updates: about 9 hours ago
Listed by Christopher Barrett, (781) 248-5011
Barrett, Chris. J., REALTORS®, (781) 245-5011
Bought with: The Kennedy Team, (617) 281-9221, Classified Realty Group, (781) 944-1901
Source: MLS PIN, MLS#73395614

Price History for 29 Gregory Rd

DatePriceEventSource
09/04/2025$776,000Sold
MLS PIN #73395614
06/24/2025$699,900Listed For SaleMLS PIN #73395614
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Property Tax and Assessment

Year2025
Tax$8,152
Assessment$718,200
Home facts updated by county records

Comparable Sales for 29 Gregory Rd

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
33 Gregory Rd, Wakefield, MA
0.02
Single-Family Home
$900,000
05/29/25
3
2.5
2,137
1 Ludlow Ave, Wakefield, MA
0.16
Single-Family Home
$799,000
12/30/25
3
1.5
2,944
24 Gladstone St, Wakefield, MA
0.27
Single-Family Home
$900,000
02/18/26
3
1.5
1,696
15 Hickory Hill Rd, Wakefield, MA
0.32
Single-Family Home
$830,000
03/04/26
3
2
1,696
19 Fellsmere Ave, Wakefield, MA
0.19
Single-Family Home
$1,050,000
01/30/26
3
2.5
2,560
15 Belmont Rd, Wakefield, MA
0.10
Single-Family Home
$1,300,000
04/17/26
3
2.5
3,038
24 Myrtle Ave, Wakefield, MA
0.29
Single-Family Home
$849,000
01/08/26
3
3
1,797
3 Gladstone St, Wakefield, MA
0.33
Single-Family Home
$859,900
11/12/25
3
1.5
1,660
104 Myrtle Ave, Wakefield, MA
0.41
Single-Family Home
$785,000
02/20/26
3
1.5
1,778

Assigned Schools

These are the assigned schools for 29 Gregory Rd.
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The GreatSchools Rating compares schools on a variety of school quality indicators including test scores, college readiness, equity and more. Learn more.

Neighborhood Overview

Greenwood
See Local Highlights
Neighborhood stats provided by third party data sources.

What Locals Say about Greenwood

At least 19 Trulia users voted on each feature.

  • 100 % Say it's dog friendly

  • 97 % Say there's holiday spirit

  • 96 % Say parking is easy

  • 96 % Say kids play outside

  • 89 % Say they plan to stay for at least 5 years

  • 88 % Say people would walk alone at night

  • 86 % Say there are sidewalks

  • 83 % Say it's walkable to restaurants

  • 83 % Say streets are well-lit

  • 80 % Say yards are well-kept

  • 75 % Say neighbors are friendly

  • 73 % Say car is needed

  • 71 % Say it's quiet

  • 56 % Say there are community events

  • 52 % Say there's wildlife

  • 29 % Say it's walkable to grocery stores

Learn more about our methodology.
  • Trulia User
    "been here 6 years and my neighbors and the neighborhood is the best. We all watch out for one another. It is a very peaceful area and very safe."
    0
    Flag
  • Trulia User
    "digs and walkers are always around. very friendly and secure neighborhood. everyone looks out for each other."
    0
    Flag
  • Trulia User
    "Dog owners love this neighborhood low traffic, and plenty of sidewalk space plenty of places to let the dog off the leash and run parks etc"
    0
    Flag
  • Trulia User
    "Many families in the area, with great fields, parks, and stores within walking distance. All this but still private little neighborhoods."
    0
    Flag
  • Trulia User
    "Lots of people walk their dogs around. Always friendly. Nice fields to let them loose in. Everyone is respectful"
    0
    Flag
  • Kaitlyn S.
    "Halloween is a big event . Every house is a party . My husband and I know just about everyone on our street!! We have bbq and fires with the neighbors all summer ."
    0
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  • Kaitlyn S.
    "I’ve lived in this area for 5 years now . It’s like it’s own tiny community. Everyone is very friendly and knows one another . The elementary school is excellent and the commuter rail in a walk away "
    0
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  • Sam C.
    "We are huge dog lovers and there are great places to take them for long walks."
    0
    Flag
  • Sam C.
    "The commute is very simple. There are many different ways you can use to get to the heart of Greenwood."
    0
    Flag
  • Sam C.
    "It is a small little community within a bigger town."
    0
    Flag
  • Sam C.
    "It is a GREAT place to raise kids and the school is an awesome place to learn."
    0
    Flag
  • Rebecca R.
    "We do like dogs."
    0
    Flag
  • Rebecca R.
    "It's very beautiful with nice people."
    0
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  • David S.
    "There are lots of areas to walk dogs in Greenwood, and there is access to 20 acres of town owned. Ther are woods that you can access through the playground. Veterinary services are available in Wakefield, Melrose, Stoneham, Saugus, and Reading, and most are only a few miles from Greenwood."
    0
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  • David S.
    "The rail and bus service can take you to Boston and the easy access to major highways makes commuting easy."
    0
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  • David S.
    "Quiet area, friendly neighbors, suburban bordering on rural, not crowded, lots of small businesses, but no heavy industry. Lots of trees, nice homes and scenery. Easy access to major highways, lots of places to eat or shop, no crime, fire station nearby, prompt police response if needed, & good roads. Also, local bank has a Greenwood office, and you don't have to go far to find what you need. Just a nice environment to live in. Plus, rail service to Boston, and to points North as well."
    0
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  • David S.
    "It is NOT a rough neighborhood, nor any criminal activity here. Children are safe here. We all look out for each other. Preschool and grammar school are centrally located, and bus service is provided."
    0
    Flag
  • Huyen N.
    "Beautiful wood areas with many hiking trails. Generally quiet and pretty safe neighborhood with nice neighbors."
    0
    Flag
  • Jennifer
    "Lakes, friendly, clean, close to major highways, good schools, amazing restaurants, youth sports, lovely people "
    0
    Flag
  • Ruth J.
    "Very dog friendly and most people pick up after their dogs. There is also a dog park on Main Street and when I drive by, I always look to see if anyone is there and it puts a smile on my face."
    0
    Flag
  • Ruth J.
    "Very easy to get by through any means of transportation. There is a bus line and the commuter rail and I've been seeing a lot of bike riding."
    0
    Flag
  • Ruth J.
    "There's Greenwood Plaza which has much to offer."
    0
    Flag
  • Ruth J.
    "The school system is very good. They also have Kumon Learning Center, which I sent my two children to for math and reading comprehension."
    0
    Flag
  • Ehlocke
    "I actually know my neighbors. Kids walk to school together. I get a text if I leave my garage door open. Very friendly area. "
    0
    Flag
  • Mj S.
    "Desirable Greenwood neighborhood is walkable and family friendly. Wonderful neighborhood community. Walking distance (5-10 minutes) to Greenwood Station commuter rail to downtown Boston. Town plows sidewalk in front of house. "
    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.

Homes for rent near 29 Gregory Rd

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Off Market Homes Near 29 Gregory Rd

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29 Gregory Rd, Wakefield, MA 01880 is a 3 bedroom, 3 bathroom, 1,372 sqft single-family home built in 1961. 29 Gregory Rd is located in Greenwood, Wakefield. This property is not currently available for sale. 29 Gregory Rd was last sold on Sep 4, 2025 for $776,000 (11% higher than the asking price of $699,900). The current Trulia Estimate for 29 Gregory Rd is $1,123,600.