2255 Winwood Dr, Appleton, WI 54915
SOLD
MAR 13, 2026

2255 Winwood Dr
Appleton, WI 54915

  • 3 Beds
  • 1.5 Baths
  • 1,917 sqft (on 0.33 acres)

$314,900

Last Sold: Mar 13, 2026
$164/sqft
Est. Refi. Payment $1,959/mo*
Refinance Your Home

$314,900

Last Sold: Mar 13, 2026
$164/sqft
Est. Refi. Payment $1,959/mo*
Refinance Your Home
3 Beds
1.5 Baths
1,917 sqft
(on 0.33 acres)

Homes for sale near 2255 Winwood Dr

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Apartments for Rent

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Local Information

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

Description

Charming open-concept ranch on a corner lot greets w/ cathedral ceilings & stone-faced wood-burning FP. Dining area w/ sliding door opening to covered porch & deck. Kitchen w/ isle, appliances & walk-out door to deck. Easy-care plank flooring throughout home. Main bathroom w/ updated vanity & fixtures central to all bedrooms. Lower level adds 765 sqft composed of a spacious fam-room w/ wood-stove, cozy den, office/storage room all w/ unfinished walls and half-bath. Laundry & mechanical room boasts a new water-heater (2025) & sump-pump. 2-stall attached garage w/ newer garage door (2022), with bonus detached garage & shed behind home. Gutter guards added 2025.
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 March 17, 2026

Home Highlights

Parking
3 Car Garage
Outdoor
Patio, Deck
A/C
Heating & Cooling
HOA
None
Price/Sqft
$164/sqft
Listed
180+ days ago

Home Details for 2255 Winwood Dr

Active Status

MLS Status: Sold

Interior Features

Interior Details
Basement: Full,Sump Pump,FinishedNumber of Rooms: 10Types of Rooms: Bedroom 1, Bedroom 2, Bedroom 3, Dining Room, Family Room, Kitchen, Living Room, Other Room, Other Room 2, Other Room 3
Beds & Baths
Number of Bedrooms: 3Number of Bathrooms: 2Number of Bathrooms (full): 1Number of Bathrooms (half): 1
Dimensions and Layout
Living Area: 1917 Square Feet
Appliances & Utilities
Appliances: Dishwasher, Microwave, RangeDishwasherMicrowave
Heating & Cooling
Heating: RadiantHas CoolingAir Conditioning: Wall Unit(s)Has HeatingHeating Fuel: Radiant
Fireplace & Spa
Number of Fireplaces: 2Fireplace: Two, Free Standing, Wood BurningHas a Fireplace
Levels, Entrance, & Accessibility
Accessibility: 1st Floor Bedroom, 1st Floor Full Bath, Level Drive, Level Lot, Open Floor Plan

Exterior Features

Exterior Home Features
Patio / Porch: Deck, PatioOther Structures: Garage(s)Foundation: Poured Concrete
Parking & Garage
Number of Garage Spaces: 3Number of Covered Spaces: 3No CarportHas a GarageHas an Attached GarageParking Spaces: 3Parking: Attached,Detached,Garage Door Opener
Frontage
Not on Waterfront
Water & Sewer
Sewer: Public Sewer
Finished Area
Finished Area (above surface): 1152 Square FeetFinished Area (below surface): 765 Square Feet

Property Information

Year Built
Year Built: 1976
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family ResidenceArchitecture: Ranch
Building
Construction Materials: PressboardNot a New Construction
Property Information
Included in Sale: Range/oven, Microwave, DishwasherParcel Number: 1213483

Price & Status

Price
List Price: $314,900Price Per Sqft: $164/sqft
Status Change & Dates
Off Market Date: Fri Mar 13 2026

Media

Location

Direction & Address
City: AppletonCommunity: Palisades Omega
School Information
High School District: Menasha

Lot Information

Lot Area: 0.33 acres

Listing Info

Special Conditions: Arms Length

Miscellaneous

BasementMls Number: 50317526Attribution Contact: Office: 920-569-0827Above Grade Unfinished Area: 1152
Last check for updates: about 10 hours ago
Listed by Mike D Wasilkoff, (920) 569-0827
Dallaire Realty
Bought with: CJ Dwyer, (414) 587-4620, LPT Realty
Source: RANW as distributed by MLS GRID, MLS#50317526

Price History for 2255 Winwood Dr

DatePriceEventSource
03/13/2026$314,900Sold
RANW as distributed by MLS GRID #50317526
03/13/2026$314,900PendingRANW as distributed by MLS GRID #50317526
01/31/2026$314,900ContingentWIREX MLS #50317526
11/10/2025$314,900PriceChange
RANW as distributed by MLS GRID #50317526
10/30/2025$319,900Listed For SaleRANW as distributed by MLS GRID #50317526
11/17/2022ListingRemovedRANW as distributed by MLS GRID #50266807
11/17/2022$255,000PendingRANW as distributed by MLS GRID #50266807
11/15/2022$255,000Sold
RANW as distributed by MLS GRID #50266807
10/11/2022$255,000ContingentWIREX MLS #50266807
10/07/2022$255,000Listed For SaleRANW as distributed by MLS GRID #50266807
05/17/2022$145,000Sold
N/A
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Property Tax and Assessment

Year2024
Tax$4,586
Assessment$279,000
Home facts updated by county records

Comparable Sales for 2255 Winwood Dr

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
2540 W Palisades Dr, Appleton, WI
0.15
Single-Family Home
$520,000
10/03/25
3
2
1,710
2555 Palisades Ln, Appleton, WI
0.26
Single-Family Home
$335,000
11/21/25
2
1.5
1,628
184 Baldwin Ct, Appleton, WI
0.31
Single-Family Home
$362,300
05/30/25
3
2
2,395
2570 Palisades Ln, Appleton, WI
0.28
Single-Family Home
$245,000
11/05/25
3
2
1,564
144 Baldwin Ct, Appleton, WI
0.40
Single-Family Home
$345,000
04/24/26
3
2
1,416
132 Baldwin Ct, Appleton, WI
0.42
Single-Family Home
$255,000
09/15/25
3
1.5
1,286
1657 Hickory Hollow Ln, Menasha, WI
0.36
Single-Family Home
$415,000
08/14/25
3
2.5
2,808
2400 W Cherokee DRIVE, Appleton, WI
0.54
Single-Family Home
$399,000
04/27/26
3
1.5
2,029
156 Gregor Ct, Appleton, WI
0.49
Single-Family Home
$260,000
06/13/25
3
1.5
1,867

Assigned Schools

These are the assigned schools for 2255 Winwood 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 Appleton

At least 479 Trulia users voted on each feature.

  • 92 % Say it's dog friendly

  • 87 % Say parking is easy

  • 84 % Say yards are well-kept

  • 83 % Say car is needed

  • 76 % Say there's holiday spirit

  • 76 % Say kids play outside

  • 76 % Say there are sidewalks

  • 74 % Say people would walk alone at night

  • 72 % Say streets are well-lit

  • 58 % Say it's walkable to restaurants

  • 58 % Say it's quiet

  • 57 % Say neighbors are friendly

  • 54 % Say they plan to stay for at least 5 years

  • 53 % Say there's wildlife

  • 41 % Say it's walkable to grocery stores

  • 30 % Say there are community events

Learn more about our methodology.
  • Leanna
    "Lots of dog walkers. Not many (/any I’m aware of) dog friendly establishments. People walk their dogs downtown. "
    2
    Flag
  • Kenneth D Moore
    "I live here everyone is kind friendly and respectful great place to enjoy the community events close to downtown "
    2
    Flag
  • Leanna D
    "N/a there are no neighborhood events, but in downtown Appleton, there is octoberfest and a lot of bars next to a liberal arts college "
    0
    Flag
  • Meosha phillips
    "I’m not from this neighborhood and don’t know what makes it special. I guess the churches in the area. "
    0
    Flag
  • Trulia User
    "I’ve lived in this neighborhood for 23 years. It’s friendly and safe and a good place to raise a family."
    0
    Flag
  • Trulia User
    "I love my neighborhood. Glendale can be a busy street but, it's really only at peak hours. it's a beautiful place."
    2
    Flag
  • Trulia User
    "downtown has so many good and fun options . lots of little shops and bars and of course player two! "
    2
    Flag
  • Trulia User
    "Places of interest are within walking distance. Neighborhood is friendly and helpful. People take good care of their properties."
    1
    Flag
  • Trulia User
    "This street is strategically located since it is close to: schools, supermarkets, church and many more businesses, it is also very quiet being so close to everything."
    1
    Flag
  • Trulia User
    "The neighborhood is filled with character homes and surprisingly an abundance of young families. well maintained yards and friendly people"
    0
    Flag
  • Trulia User
    "I love watching all the folks walking their dogs in park which is across from my house. I look forward to seeing them and getting to know them. "
    2
    Flag
  • Megan K.
    "Quick, easy access to all county and state highways. Near main roads in town, but still secluded in its own neighborhood. "
    3
    Flag
  • Tana6543
    "Safety. Friendliness. Courtesy. Well-kept yards. Kind and helpful to neighbors. Halloween popular. Quiet."
    0
    Flag
  • Megan K.
    "Great schools. Friendly neighborhoods. Lots of beautiful parks. Safe. Quick access to many local businesses and large department stores. "
    0
    Flag
  • Kevin A. S. R.
    "It is quiet in the area where we live not knowing it is a larger city. Not much crime noted in this area where I live "
    0
    Flag
  • Mbfosbinder
    "There are so many amazing opportunities in this area for anybody but especially families. So many amazing free events and experiences. Walking trails, amazing local restaurants and shops. Anything you need. It’s perfect."
    2
    Flag
  • Jenny C.
    "I have a car, but there is public transportation less than 1/2 block from me. It is reliable and very close. "
    2
    Flag
  • Leanna E.
    "Lots of dog walkers and dog owners. That said, that means there are a lot of barking dogs all the time too though. "
    1
    Flag
  • Nikki
    "Downtown in small safe city. Appleton has a small strip with a happening happy vibe. Yoga is nearby. Coffee and dinner in walking distance "
    1
    Flag
  • Jenny C.
    "It’s just a great place to raise kids and feel secure and happy. Most people are responsible and respectful. If you ever need anything you have no problem feeling awkward asking your neighbors. "
    1
    Flag
  • Jbush
    "Octoberfest, Mile of Music, Packer Sunday’s, Cleos, the river, and all the good folks at the Boys and Girls Club of the Fox Valley "
    1
    Flag
  • Shanna R.
    "I’ve lived here for 4.5 years and feel very safe. My neighbors are very friendly and take care of each other. There is a mix of young families and retired."
    0
    Flag
  • Claire D.
    "There’s a lot of local businesses, bars, restaurants just a ten minute walk away from here. And during the summer there’s a lovely farmers market on college ave, which is also only a 10/15 minute walk away. Mile of music usually happens on the ave which is an excitement for the entirety of Appleton. "
    0
    Flag
  • Montanablu
    "It has well kept homes. It is a quiet neighborhood. Nearby, good walking paths. Beautiful Maple trees. Nicely landscaped boulevards. "
    0
    Flag
  • Agnieszka S.
    "I’ve lived here over 20 years. It’s a safe and friendly place. There are no sidewalks around the place I live but you can still walk safely "
    0
    Flag
  • Martin.eliza.ann
    "I have my own vehicle and bicycle. My commute to work is short but the roads are in rough shape for biking. "
    0
    Flag
  • Michael L.
    "Good walking paths in the neighborhood. Neighbors are friendly towards other dogs. No trespoopers though."
    4
    Flag
  • Montanablu
    "A quick drive, walk or bike ride over the hwy bridge. I enjoy working close to home. Right turn, right turn, left turn straight."
    2
    Flag
  • Michael L.
    "Not sure. I’m sure dog owners would like to walk their dogs without any issues. However, dog owners need to be respectful of other people’s property by picking up after their pets. "
    1
    Flag
  • Bababa.baba.moran
    "the yards are tiny, which makes dog ownership difficult. it also means a lot of neighbors have to keep dogs tied up outdoors."
    0
    Flag
  • Lynette S.
    "Neighborhood potluck, trick or treat, boating, walking, bird watching , very nice neighbors, good restaurants, and super clubs, convenient shopping "
    1
    Flag
  • Cchief6
    "There is plenty of dog parks around as well as friendly neighborhoods to take them on walks. Neighbors are good as well"
    1
    Flag
  • Kat B.
    "Being able to walk their dogs in a quiet neighborhood without too much traffic. I’ve never seen a stray dog either "
    2
    Flag
  • Nicole S.
    "Great neighbors! Kids around and playing. Close to everything you would want or need. It’s a fun neighborhood. "
    0
    Flag
  • Ramon M.
    "Easy commute until you get to HWY 41 or someone is in a hurry. The area is very safe and the traffic is not terrible."
    0
    Flag
  • Sarahmpierce86
    "The area seems to be gathering more families, but has a lot of rentals with frequent turnover. Quick walk to downtown and to many area parks, love the closeness to all the great things going on downtown Appleton."
    1
    Flag
  • Smdg
    "its a nice area, feel safe for kids to run around in my neighborhood. moved here 2 years ago and no complaints. "
    1
    Flag
  • Mary.modrzynski
    "Block party every year, curling tournament every winter. Very friendly neighbors. And everyone keeps an eye out for everyone"
    2
    Flag

LGBTQ Local Legal Protections

Based on information submitted to the MLS GRID as of 2026-05-08 19:32:30 PDT. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information. Some IDX listings have been excluded from this website. Click here for more information

Homes for rent near 2255 Winwood Dr

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Off Market Homes Near 2255 Winwood Dr

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2255 Winwood Dr, Appleton, WI 54915 is a 3 bedroom, 2 bathroom, 1,917 sqft single-family home built in 1976. This property is not currently available for sale. 2255 Winwood Dr was last sold on Mar 13, 2026 for $314,900 (0% higher than the asking price of $314,900). The current Trulia Estimate for 2255 Winwood Dr is $318,900.