39 Woldbrook Dr, Windham, ME 04062
OFF MARKET

39 Woldbrook Dr
Windham, ME 04062

  • 4 Beds
  • 2 Baths
  • 2,443 sqft (on 0.96 acres)

$898,800

Trulia Estimate
as of May 14, 2026
Est. Refi. Payment $5,255/mo*
Refinance Your Home

$898,800

Trulia Estimate
as of May 14, 2026
Est. Refi. Payment $5,255/mo*
Refinance Your Home
4 Beds
2 Baths
2,443 sqft
(on 0.96 acres)

Local Information

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

Description

Beautiful, large colonial in Windham's most sought after neighborhood. This 4 bedroom/2.5 bath is move in ready and features an open floor plan, hardwood floors, fireplace, large master bedroom, and a gorgeous kitchen. Enjoy the tennis/basketball courts and other amenities the association offer, then stroll to the beach for a refreshing dip in Sebago. This one has it all. First showing are the Open House Saturday 9/25 from 11-2.
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
Deck
A/C
Heating only
HOA
None
Price/Sqft
No Info
Listed
No Info

Home Details for 39 Woldbrook Dr

Interior Features

Interior Details
BasementNumber of Rooms: 7
Heating & Cooling
Heating: OilHeating Fuel: Oil
Fireplace & Spa
Fireplace

Exterior Features

Exterior Home Features
Roof: AsphaltDeckExterior: Wood
Parking & Garage
GarageParking: Garage Attached

Property Information

Year Built
Year Built: 1996
Property Type / Style
Property Type: Single Family HomeArchitecture: Colonial

Community

Units in Building: 1

Lot Information

Lot Area: 0.96 acres

Price History for 39 Woldbrook Dr

DatePriceEventSource
10/29/2021$660,000Sold
Maine Listings #1509865
10/01/2021$649,900PendingMaine Listings #1509865
09/23/2021$649,900Listed For SaleMaine Listings #1509865
11/18/2016$365,000Sold
Maine Listings #1278313
09/06/2016$375,000PriceChange
Agent Provided
08/10/2016$389,000Listed For SaleAgent Provided
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Property Tax and Assessment

Year2024
Tax$8,858
Assessment$772,300
Home facts updated by county records

Comparable Sales for 39 Woldbrook Dr

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
101 Whites Bridge Road, Windham, ME
0.20
Single-Family Home
$525,000
07/10/25
3
2
1,829
57 Keeps Way, Windham, ME
0.52
Single-Family Home
$789,900
10/24/25
4
2
2,512
136 Mineral Spring Road, Windham, ME
0.35
Single-Family Home
$560,000
11/04/25
3
1.5
1,884
18 Woldbrook Drive, Windham, ME
0.18
Single-Family Home
$1,385,000
09/29/25
5
4.5
4,463
11 Oxford Road, Windham, ME
0.28
Single-Family Home
$915,000
11/13/25
4
2.5
4,520
8 Henderson Court, Windham, ME
0.29
Single-Family Home
$1,550,000
09/26/25
5
3.5
5,856
47 Basin Harbor Dr, Standish, ME
0.95
Single-Family Home
$873,000
09/03/25
3
2
2,449
26 Prosperity Ln, Windham, ME
0.24
Single-Family Home
$380,000
10/02/25
2
1
889
27 Lake Avenue, Windham, ME
1.12
Single-Family Home
$800,000
07/31/25
3
2.5
2,580
80 Woodland Road, Windham, ME
1.21
Single-Family Home
$609,000
07/31/25
3
2
2,118

Assigned Schools

These are the assigned schools for 39 Woldbrook Dr.
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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.

What Locals Say about Windham

At least 40 Trulia users voted on each feature.

  • 96 % Say car is needed

  • 91 % Say parking is easy

  • 85 % Say yards are well-kept

  • 80 % Say there's wildlife

  • 79 % Say there's holiday spirit

  • 78 % Say people would walk alone at night

  • 67 % Say it's quiet

  • 67 % Say they plan to stay for at least 5 years

  • 67 % Say it's dog friendly

  • 66 % Say neighbors are friendly

  • 66 % Say kids play outside

  • 31 % Say there are community events

  • 28 % Say there are sidewalks

  • 28 % Say it's walkable to restaurants

  • 17 % Say streets are well-lit

  • 13 % Say it's walkable to grocery stores

Learn more about our methodology.
  • Charliestandishjr
    "There are lots of dogs in the neighborhood . Everyone’s welcome and pets are always welcomed here. And everyone picks up their dogs pop"
    0
    Flag
  • Charliestandishjr
    "It’s a good place to live . I feel safe in my neighborhood. My neighbors are all friendly .They’re is enough stores in town that I don’t have to go to Portland "
    0
    Flag
  • Charliestandishjr
    "I love living here. It’s safe and nice to look at.Dead end street no through traffic. "
    0
    Flag
  • Geri Post
    "My wonderful neighbors very helpful. Look out for each other and consider ourselves family quiet neighborhood and nice area surrounding trees and a pool"
    0
    Flag
  • Jeannine M.
    "Great area for kids and easy to get to Portland for nightlife or the Mountains for skiing. There's farmer's markets and maple sugar farms, and many deer. If you have kids this is a great place to live where they can ride bikes or play in the lake. "
    1
    Flag
  • Jess I.
    "Many of the people in my neighborhood enjoy the outdoors. We live on the Presumscot River so we have all kinds of wildlife, many enjoy water sports like kayaking, paddle boarding, boating, fishing, and you see them out and about. We also have close access to the Mt. Division trail which is great for everyone, including Fido, as long as they are on a leash. There are farmers markets, lots of shopping, restaurants and sea coast fun park. Just go 5miles up the road. Or the Highschool has sports fields, an outdoor track, a rock climbing wall inside through adult Ed I think? Windham is a great place to be."
    0
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  • Katie
    "no public transport. good areas and bad. dog friendly. side roads do not get taking care of well in winter months . nice trails for walking. not a very well known going out town most people still travel to portland for drinks with friends dancing ect. "
    13
    Flag
  • Lizmc200
    "I love everything about Windham. The people are great and the town has everything you need in it. "
    0
    Flag
  • Laura C.
    "One way in and one way out. Not a lot of traffic or random drive throughs. Quiet, nice neighborhood with lots of friendly faces."
    2
    Flag
  • Jennilee M.
    "Quiet and friendly, I love this neighborhood. There are Lots of kids around with pets in the area. Everyone looks out for one another "
    1
    Flag
  • zmbailey
    "If you don't have a car, do not move here. Air is relatively clean though."
    0
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  • Julie L. D.
    "I live two streets from Carmichael and love living so close to the lakes and less than twenty minutes to Portland! The schools are within a 5-7 minute drive and shopping is less than three miles down the road. You can avoid the traffic by taking the backroads, that lead into outer Washington Ave or travel down the road to enter the Maine Turnpike just down the street in Gray. I love listening to the loons on the lake, early Spring into the Fall, and it is always fun to watch the fireworks show on the lake July 4th, put on by neighbors all around the lake! With the snowmobile trails so close by, I can hop on my sled, ice fishing, ice skate, or boat all outside my front door! This is a great area to retire, or raise a family"
    0
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Homes for sale near 39 Woldbrook Dr

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Off Market Homes Near 39 Woldbrook Dr

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39 Woldbrook Dr, Windham, ME 04062 is a 4 bedroom, 2 bathroom, 2,443 sqft single-family home built in 1996. This property is not currently available for sale. 39 Woldbrook Dr was last sold on Oct 29, 2021 for $660,000. The current Trulia Estimate for 39 Woldbrook Dr is $898,800.