5 Upland Rd, Wakefield, MA 01880
Property image
Property image
OFF MARKET

5 Upland Rd
Wakefield, MA 01880

Greenwood
  • 3 Beds
  • 2 Baths
  • 2,433 sqft (on 0.28 acres)

$831,300

Trulia Estimate
as of Jul 8, 2026

$831,300

Trulia Estimate
as of Jul 8, 2026
3 Beds
2 Baths
2,433 sqft
(on 0.28 acres)

Local Information

  • Map ViewExplore the area around 5 Upland Rd.
  • Schools1 Preschool School2 Elementary Schools1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Description

Welcome to 5 Upland Rd, where everything is completely redone for easy, low-maintenance living! This spacious, single-level home features 3 bedrooms and 2 full baths with exceptional updates including a brand new roof, HVAC system, high-end kitchen appliances, and beautifully redone bathrooms. The inviting living area is enhanced by a cozy wood-burning fireplace, and one bedroom boasts a charming loft area perfect for a book nook or game zone. The finished lower level offers versatile space for guests, a home office, or an exercise area. Enjoy outdoor living on the composite deck, stone patio, and grassy area, ideal for morning coffee or evening barbecues. With parking for up to 6 cars, this home combines comfort, privacy, and convenience seamlessly. Come see why this is the home you’ve been waiting for!
5 Upland Rd, Wakefield, MA 01880 is a 3 bedroom, 2 bathroom, 2,433 sqft single-family home in Greenwood, built in 1920. It last sold for $825,000 on Dec 23, 2024 (3% below the $849,000 asking price). It is currently off market. The Trulia Estimate is $831,300, with a rent estimate of $3,453/month.

Home Highlights

Parking
6 Open Spaces
Outdoor
Patio, Deck
A/C
Heating & Cooling
HOA
None
Price/Sqft
No Info
Listed
180+ days ago

Home Details for 5 Upland Rd

Interior Features

Interior Details
Basement: FinishedNumber of Rooms: 6Types of Rooms: Master Bedroom, Bedroom 2, Bedroom 3, Bathroom 1, Bathroom 2, Dining Room, Family Room, Kitchen, Living Room
Beds & Baths
Number of Bedrooms: 3Main Level Bedrooms: 3Number of Bathrooms: 2Number of Bathrooms (full): 2Number of Bathrooms (main level): 1
Dimensions and Layout
Living Area: 2433 Square Feet
Appliances & Utilities
Utilities: for Gas RangeAppliances: Range, Dishwasher, Disposal, Microwave, RefrigeratorDishwasherDisposalLaundry: Flooring - Vinyl,In BasementMicrowaveRefrigerator
Heating & Cooling
Heating: Forced Air,Natural GasHas CoolingAir Conditioning: Central AirHas HeatingHeating Fuel: Forced Air
Fireplace & Spa
Number of Fireplaces: 1Fireplace: Living RoomHas a FireplaceNo Spa
Windows, Doors, Floors & Walls
Flooring: Tile, Vinyl, Hardwood, Flooring - Vinyl
Levels, Entrance, & Accessibility
Floors: Tile, Vinyl, Hardwood, Flooring Vinyl

Exterior Features

Exterior Home Features
Roof: ShinglePatio / Porch: Deck, PatioExterior: Deck, PatioFoundation: Concrete Perimeter
Parking & Garage
Open Parking Spaces: 6No GarageHas Open ParkingParking Spaces: 6Parking: Paved Drive,Off Street
Frontage
Not on Waterfront
Water & Sewer
Sewer: Public Sewer

Property Information

Year Built
Year Built: 1920
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family ResidenceArchitecture: Other (See Remarks)
Building
Not Attached PropertyDoes Not Include Home Warranty
Property Information
Parcel Number: M:000021 B:0029 P:00H38A, 819448

Price & Status

Price
List Price: $849,000
Status Change & Dates
Off Market Date: Wed Nov 27 2024

Active Status

MLS Status: Sold

Location

Direction & Address
City: Wakefield

Building

Building Area
Building Area: 2433 Square Feet

Community

Community Features: Public Transportation, Shopping, Park, Walk/Jog Trails, Conservation Area, Highway Access, Public SchoolNot Senior Community

HOA

No HOA

Lot Information

Lot Area: 0.28 acres

Offer

Contingencies: Pending P&S

Miscellaneous

BasementMls Number: 73288175

Additional Information

Public TransportationShoppingParkWalk/Jog TrailsConservation AreaHighway AccessPublic School
Last check for updates: about 4 hours ago
Listed by Kallyta Oliveira, (781) 605-9526
Lyv Realty, (978) 533-8000
Bought with: Diantha Phothisan, (978) 810-2747, Engel & Volkers By the Sea, (978) 865-1168
Source: MLS PIN, MLS#73288175

Price History for 5 Upland Rd

DatePriceEventSource
12/23/2024$825,000Sold
MLS PIN #73288175
11/30/2024$849,000ContingentMLS PIN #73288175
11/14/2024$849,000PriceChange
MLS PIN #73288175
10/16/2024$879,000PriceChange
MLS PIN #73288175
09/11/2024$899,000Listed For SaleMLS PIN #73288175
09/01/2021$450,000Sold
MLS PIN #72852308
04/20/1995$160,000Sold
N/A

Market trends in Wakefield

Last updated May 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
54
19MoM
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Property Tax and Assessment

Year2025
Tax$7,656
Assessment$674,500
Home facts updated by county records

Comparable Sales for 5 Upland Rd

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
4 Meriam St, Wakefield, MA
0.16
Single-Family Home
$911,000
09/18/25
3
2.5
2,306
34 Stark Ave, Wakefield, MA
0.42
Single-Family Home
$725,000
04/16/26
3
2
1,702
15 Hickory Hill Rd, Wakefield, MA
0.50
Single-Family Home
$830,000
03/04/26
3
2
1,696
177 Oak St, Wakefield, MA
0.53
Single-Family Home
$823,000
03/20/26
3
2
1,884
16 Woodland Rd, Wakefield, MA
0.51
Single-Family Home
$845,000
09/25/25
3
2
2,390
24 Stark Ave, Wakefield, MA
0.41
Single-Family Home
$950,000
12/01/25
4
2.5
2,052
6 Salisbury Rd, Wakefield, MA
0.30
Single-Family Home
$1,195,000
12/08/25
3
2.5
2,588
61 Nahant St, Wakefield, MA
0.42
Single-Family Home
$837,500
04/08/26
3
2.5
1,582
14 Harding Rd, Wakefield, MA
0.54
Single-Family Home
$865,000
06/25/26
3
1.5
1,695
14 Plymouth Rd, Wakefield, MA
0.63
Single-Family Home
$700,423
10/17/25
3
2.5
2,410

Nearby homes

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Assigned Schools

These are the assigned schools for 5 Upland 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

Sourced by Trulia users. 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
    Flag
  • 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
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  • Rebecca R.
    "It's very beautiful with nice people."
    0
    Flag
  • 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
    Flag
  • David S.
    "The rail and bus service can take you to Boston and the easy access to major highways makes commuting easy."
    0
    Flag
  • 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."
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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
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  • 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
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  • 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
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  • 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
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  • 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

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Homes for sale near 5 Upland Rd

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Off Market Homes Near 5 Upland Rd

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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.