5 Windward Dr, Oxford, MA 01540
Property image
Property image
OFF MARKET

$500,400

Trulia Estimate
  • 3 Beds
  • 2 Baths
  • 1,232 sqft (on 1.91 acres)

5 Windward Dr, Oxford, MA 01540

Est. Refi. Payment $3,191/mo*
Refinance Your Home
Currently Off Market - Sold Jul 31, 2020 for $288,000

Home Value

Trulia Estimate
$500K
Since last month
Decreased$2K (-0.4%)
Since last year
Increased$21K (+4.3%)
Since last sale
Increased$212K (+73.6%)
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 +101% in the last 10 years
MonthEstimated value
2026
August 2026$500K
August 2026$500K
July 2026$502K
June 2026$505K
May 2026$498K
April 2026$496K
March 2026$491K
February 2026$481K
January 2026$473K
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 French River Cir, Oxford, MA
0.16
Single-Family Home
$440,000
02/26/26
3
1
1,144
5 Maid Marion St, Oxford, MA
0.26
Single-Family Home
$405,000
06/06/26
3
2
960
28 Holly St, Oxford, MA
0.20
Single-Family Home
$450,000
01/05/26
3
1.5
1,913
9 Nottingham Rd, Oxford, MA
0.21
Single-Family Home
$402,600
10/27/25
2
2
1,120
148R Old Webster Rd, Oxford, MA
0.38
Single-Family Home
$715,000
07/30/26
3
3
1,950
11 Friar Tuck Ln, Oxford, MA
0.25
Single-Family Home
$478,000
08/07/26
3
2
1,700
14 Vine St, Oxford, MA
0.20
Single-Family Home
$481,500
06/15/26
4
2
1,490
2 Bounty Rd, Oxford, MA
0.22
Single-Family Home
$399,900
08/26/26
3
1
960
40 Holly St, Oxford, MA
0.30
Single-Family Home
$365,000
09/29/25
3
1
1,104
1 Maid Marion St, Oxford, MA
0.24
Single-Family Home
$400,000
09/02/26
3
1
960

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
6 Holly St, Oxford, MA 01540
0.12
$315,000
3
1
1,096
Foreclosure
4 French River Cir, Oxford, MA 01540
0.16
$440,000
3
1
1,144
Recently Sold
28 Holly St, Oxford, MA 01540
0.20
$450,000
3
1.5
1,913
Recently Sold
7 Sherwood Dr, Oxford, MA 01540
0.19
$427,600
3
1
960
Off Market
14 Vine St, Oxford, MA 01540
0.20
$481,500
4
2
1,490
Recently Sold
2 Bounty Rd, Oxford, MA 01540
0.22
$399,900
3
1
960
Recently Sold
9 Nottingham Rd, Oxford, MA 01540
0.21
$421,200
2
2
1,120
Off Market
10 Friar Tuck Ln, Oxford, MA 01540
0.23
$350,000
2
1
1,620
Recently Sold
1 Maid Marion St, Oxford, MA 01540
0.24
$400,000
3
1
960
Recently Sold
11 Friar Tuck Ln, Oxford, MA 01540
0.25
$478,000
3
2
1,700
Recently Sold
5 Maid Marion St, Oxford, MA 01540
0.26
$405,000
3
2
960
Recently Sold
61 Locust St, Oxford, MA 01540
0.26
$518,300
3
1.5
1,776
Off Market

Local Information

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

Home Highlights

Single-Family Home
Built in 1992
1.91 acre lot
1,232 sqft
$406/sqft

About this House

Like new, lovely mint ranch in sought after neighborhood. Vaulted ceilings, large living room with hardwood floors and fireplace. Huge eat in kitchen that you dream about. 1st floor living, and lower level has gigantic family room to escape too, also an office,professionally landscape yard that you can enjoy the warm weather,and 1.91 acres, for fun and games, and maybe some day a pool, Also there is a sprinkler system, and a large tool shed with electric and heat, won't last, i guarantee it....
5 Windward Dr, Oxford, MA 01540 is a 3 bedroom, 2 bathroom, 1,232 sqft single-family home built in 1992. It last sold for $288,000 on Jul 31, 2020. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $500,400, with a rent estimate of $3,086/month.

Home Details for 5 Windward Dr

Interior Features

Interior Details
BasementNumber of Rooms: 7
Heating & Cooling
Heating: Baseboard, OilHeating Fuel: Baseboard
Levels, Entrance, & Accessibility
Stories: 1Floors: Carpet, Hardwood
Fireplace & Spa
Fireplace

Exterior Features

Exterior Home Features
Roof: AsphaltDeckExterior: Vinyl
Parking & Garage
Parking: Off Street

Property Information

Year Built
Year Built: 1992
Property Type / Style
Property Type: Single Family HomeArchitecture: Ranch / Rambler

Community

Units in Building: 1

Lot Information

Lot Area: 1.91 acres

Price and Tax history

DateEventPrice
Jul 31, 2020
Source: N/A
Sold
$288,000
Dec 26, 2018
Source: N/A
Sold
$247,250
Jan 13, 2012
Source: N/A
Sold
$222,500
Oct 13, 2011
Source: Agent Provided
PriceChange
$227,900
Price decreased by 2%
Sep 17, 2011
Source: Agent Provided
Listed For Sale
$232,900

Market trends in Oxford

Last updated July 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
36
7MoM

Around this home

What Locals Say about Oxford

At least 54 Trulia users voted on each feature.

  • 84 % Say car is needed

  • 84 % Say yards are well-kept

  • 83 % Say it's dog friendly

  • 78 % Say parking is easy

  • 70 % Say there's wildlife

  • 69 % Say kids play outside

  • 68 % Say there's holiday spirit

  • 66 % Say people would walk alone at night

  • 59 % Say neighbors are friendly

  • 58 % Say it's quiet

  • 46 % Say they plan to stay for at least 5 years

  • 42 % Say streets are well-lit

  • 33 % Say it's walkable to restaurants

  • 32 % Say there are sidewalks

  • 32 % Say it's walkable to grocery stores

  • 23 % Say there are community events

Sourced by Trulia users. Learn more about our methodology.
  • karian ruiz
    "School ls are good, safe for kids. Park on the main st of oxford. Market basket is close by. Everyone is friendly "
    1
    Flag
  • Robertwrona979
    "The neighbors do a neighborhood Halloween bonfire celebration thing in their front yard every year for everyone."
    1
    Flag
  • Rcb11673
    "It’s a quiet wooded area with a long road to walk on or bike on. Quiet little town. I do wish I had a bit more privacy but it’s a nice little space to live comfortably. Good amenities and close to all highways. Very convenient to major cities like Boston, Providence and Hartford."
    1
    Flag
  • Kristin
    "We have movies in the park at the end of summer. Still new to the neighborhood so I'm waiting to see what Halloween looks like."
    0
    Flag
  • Christine K.
    "It’s a good town to grow children in lots of activities for them year round also my work commute is 15 min close to all major highways "
    2
    Flag
  • Nunya Biz
    "I've lived in oxford almost 7 yrs. Its ok but a lot should change. There's really nothing for the teens to do so they get bored & do stupid stuff. There's lots of drugs, drinking & robberies!!"
    0
    Flag
  • Chris D.
    "I have lived here for over ten years. I like the town a very lot, I only wish I owned more land. The community is nice and there is a good amount to do in town. "
    0
    Flag
  • Vickilynnharris
    "I have to drive everywhere from my neighborhood. Only a 5 minute drive to the little center of town but not walking friendly. "
    2
    Flag
  • Emmie W.
    "Safe and friendly neighborhoods. Close to shopping, churches, and great school system. Parks and lakes are also in this town."
    0
    Flag
  • Tonyabbate58
    "Location .... rte 12,20,56,395,146,90,16, central turnpike, 10 min to CT, 15 min to RI.. 10 min to Worcester.. 5 min to shopping restaurants in Auburn and Millbury... 2 Home Depot’s nearby, Market Basket, Chili’s, 99, Dunkin....."
    0
    Flag
  • hd_rider
    "I live here and it is very quite. Have field views with wild deer and turkeys. Great area for pets."
    0
    Flag

LGBTQ Local Legal Protections

Frequently asked questions about 5 Windward Dr

  • What is 5 Windward Dr estimated to be worth?
    Trulia's estimated value for 5 Windward Dr in Oxford, MA is $500,400.
  • What is the price history for 5 Windward Dr?
    5 Windward Dr in Oxford, MA last sold for $288,000 in July 2020.
  • Is Oxford a buyer's or seller's market?
    Oxford is currently a seller's market, based on recent for-sale activity.
  • What do residents say about Oxford?
    Residents describe Oxford, MA as well-kept, dog-friendly, and easy to park in. Most residents say you need a car. See recently sold homes in Oxford, MA.
  • How big is the lot at 5 Windward Dr?
    The lot at 5 Windward Dr in Oxford, MA is about 1.9 acres.
  • Does 5 Windward Dr have parking?
    Yes, 5 Windward Dr in Oxford, MA has on-site parking.

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