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)

$859,900

Trulia Estimate
as of Aug 23, 2026
Est. Refi. Payment $5,152/mo*
Refinance Your Home

$859,900

Trulia Estimate
as of Aug 23, 2026
Est. Refi. Payment $5,152/mo*
Refinance Your Home
3 Beds
2 Baths
2,433 sqft
(on 0.28 acres)

Home Value

Trulia Estimate
$860K
Since last month
Decreased$2K (-0.2%)
Since last year
Increased$22K (+2.7%)
Since last sale
Increased$33K (+4%)
Learn more about this home's value by checking out its Trulia Estimate, the value of nearby homes, and how much similar homes have sold for.

Trulia Estimate

The of this home's value increased by +87% in the last 10 years
MonthEstimated value
2026
August 2026$858K
July 2026$860K
June 2026$831K
May 2026$831K
April 2026$824K
March 2026$831K
February 2026$835K
January 2026$819K
2025
2024
2023
2022
2021
2020
2019
2018
2017
2016

Comparable sales

These are recently sold homes that have a similar location or other similar features to this home, like bedrooms, bathrooms, and square footage. Get a sense of the expected prices in the area by viewing these homes.
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 home prices

Get a sense of expected prices in the area by checking the value of nearby homes.
Address
Distance
Price
Bed
Bath
Sqft
Status
1 Dillaway St, Wakefield, MA 01880
0.03
$663,000
3
1
1,016
Off Market
19 Green St, Wakefield, MA 01880
0.06
$869,800
4
2
1,847
Off Market
4 Sidney St, Wakefield, MA 01880
0.04
$887,300
3
2
1,645
Off Market
25 Green St, Wakefield, MA 01880
0.07
$663,300
2
1
1,014
Off Market
772 Main St #2, Wakefield, MA 01880
0.09
$798,000
5
3.5
2,871
Recently Sold
762 Main St, Wakefield, MA 01880
0.08
$1,150,000
6
5
4,887
Recently Sold
25 Upland Rd, Wakefield, MA 01880
0.10
$1,188,800
4
2.5
2,199
Off Market
6 Green St, Wakefield, MA 01880
0.08
$783,900
3
1.5
1,443
Off Market
13 Shady Ave, Wakefield, MA 01880
0.14
$836,500
3
2.5
1,833
Off Market
786 Main St, Wakefield, MA 01880
0.13
$671,600
2
1
1,190
Off Market
16 Shady Ave, Wakefield, MA 01880
0.17
$758,000
2
3
1,966
Off Market

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

Home Highlights

Property Type
Single-Family Home
Year Built
1920
Lot Size
0.28 acres
Living Area
2,433 sqft
Price/Sqft
$353
Parking
6 Open Spaces

About this House

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 $859,900, with a rent estimate of $3,422/month.
Last check for updates: about 2 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

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

Price and Tax history

DateEventPrice
Dec 23, 2024
Source: MLS PIN #73288175
Sold
$825,000
Nov 30, 2024
Source: MLS PIN #73288175
Contingent
$849,000
Nov 14, 2024
Source: MLS PIN #73288175
PriceChange
$849,000
Price decreased by 3%
Oct 16, 2024
Source: MLS PIN #73288175
PriceChange
$879,000
Price decreased by 2%
Sep 11, 2024
Source: MLS PIN #73288175
Listed For Sale
$899,000

Market trends in Wakefield

Last updated July 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$809K
$3.25KMoM
Sale-to-List Price
—
Price per sq ft
$490
$22MoM
Available listings
56
2MoM

Around this home

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
    Flag
  • 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
    Flag
  • 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."
    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
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  • Ruth J.
    "There's Greenwood Plaza which has much to offer."
    0
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  • 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

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.

Frequently asked questions about 5 Upland Rd

  • What is 5 Upland Rd estimated to be worth?
    Trulia's estimated value for 5 Upland Rd in Wakefield, MA is $859,900.
  • What is the price history for 5 Upland Rd?
    5 Upland Rd in Wakefield, MA last sold for $825,000 in December 2024.
  • Is Wakefield a buyer's or seller's market?
    Wakefield is currently a seller's market, based on recent for-sale activity.
  • What's the median sale price in Wakefield?
    The median sale price in Wakefield is $809K. That is up $3.25K from the prior month.
  • Does 5 Upland Rd have air conditioning?
    Yes, 5 Upland Rd in Wakefield, MA has air conditioning.
  • Does 5 Upland Rd have laundry facilities?
    Yes, 5 Upland Rd in Wakefield, MA has laundry facilities.

Explore by feature - Pet Friendly

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