4759 Windsor Street is a 2-bed, 2-bath, 1,298 sq ft home in Shawnee Place, Roeland Park, KS, listed at $290,000 on November 5, 2026. HouseLoop Vision saw craftsman style, covered front porch and mature trees in its 1 listing photos (as of November 11, 2026).


$290,000
4759 Windsor Street, Roeland Park, KS 66205
About this home
This will be ONE you talk about after you tour. It is an adorable bungalow from the street, but it will absolutely deceive you until you walk through the door. You must see it to believe the space! It has a loft that can function as a 3rd non-conforming bedroom, plus a full basement (half finished and half for storage and laundry room). Fully fenced backyard with TWO sheds with electrical! A full bathroom on the main level and a 2nd newer bathroom in the basement. This will be one you talk about after you tour
HouseLoop Vision — AI-detected features from listing photos
HouseLoop's photo analysis of 4759 Windsor Street, Roeland Park, KS 66205 identified craftsman style, covered front porch, mature trees, black exterior windows, driveway and blue roof color, plus 4 more features. The home is a coming-soon 2-bedroom, 2-bath, 1,298-square-foot single family residence listed for $290,000, MLS #2650484.
Key HouseLoop Vision features
- Covered front porch
- Mature trees
- Black exterior windows
- Driveway
- Blue roof color
- Asphalt shingle roof
- Blue exterior
- Siding exterior
- Flat lot
- Craftsman style
Interior
Bedrooms & bathrooms
- Bedrooms: 2
- Full bathrooms: 2
Bedroom 2
- Level: Main
Living Room
- Level: Main
Kitchen
- Level: Main
Laundry
- Level: Basement
Loft
- Level: Second
- Dimensions: 15 × 8
Family Rm- 2nd
- Level: Basement
Bedroom 1
- Level: Main
Bathroom 1
- Level: Main
Heating
- Heating: Forced Air
Cooling
- Cooling: Electric
Features
- Flooring: Wood
- Basement: Finished, Full
Interior area
- Finished area above ground: 1,048 sqft
- Finished area below ground: 250 sqft
- Total interior livable area: 1,298 sqft
Property
Parking
- Parking features: Other
Lot
- Size: 0.11 Acres
- Patio & porch: Patio
Construction
Type & style
- Home type: Residential
- Architectural style: Single Family Residence
Materials
- Materials: Shingle Siding
Condition
- Year built: 1938
- Age: 76-100 Years
Utilities & green energy
- Sewer: Public Sewer
- Water: Public
Highlights
Interior
- Hardwood Floors
Layout
- Basement
- Finished Basement
Financial & listing details
- Annual tax amount: $1,480 / yr
No HOA on this home.
Property tax history
| Year | Property tax | Assessed value |
|---|---|---|
| 2025 | $3,552 | $28,497 |
| 2024 | $3,391 | $27,048 |
| 2023 | $3,259 | $25,404 |
| 2022 | $2,985 | $23,414 |
| 2021 | — | $18,825 |
| 2020 | $2,471 | $18,032 |
| 2019 | — | $17,078 |
| 2018 | — | $15,836 |
| 2017 | $2,041 | $14,111 |
| 2016 | $2,004 | $13,593 |
| 2015 | $1,888 | $12,857 |
| 2013 | $1,817 | $12,627 |
Your payment
Est. payment
$2,122/mo
Tour with a HouseLoop agent
Request a no-obligation tour with a local HouseLoop agent.
Where it’s at
Nearby schools
Shawnee Mission · HouseLoop school ratings
- Roesland Elementary School7
- Hocker Grove Middle School7
- Shawnee Mission North High School5
Price & tax history
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Similar listings and the Roeland Park market
Look throughout Roeland Park, Kansas
There are currently 21 homes for sale in Roeland Park, with 9 under contract. Homes here sell for a median of $346,500 and go under contract in a median of 13 days. This home is priced $56,500 below the Roeland Park median.
Roeland Park sits in Johnson County, which covers 31 zip codes and 1,979 homes for sale. Nearby Olathe runs a higher median at $472,000; Tonganoxie is lower at $335,120 with more inventory.
Listed by NextHome Gadwood Group
Listed November 05, 2026 01:11 PM · Source: Heartland MLS as distributed by MLS GRID · MLS #2650484
HouseLoop last checked:
Listing updated:
$290,000
4759 Windsor Street, Roeland Park, KS 66205
HouseLoop user activity
HouseLoop last checked:
About this home
This will be ONE you talk about after you tour. It is an adorable bungalow from the street, but it will absolutely deceive you until you walk through the door. You must see it to believe the space! It has a loft that can function as a 3rd non-conforming bedroom, plus a full basement (half finished and half for…
HouseLoop Vision — AI-detected features from listing photos
HouseLoop's photo analysis of 4759 Windsor Street, Roeland Park, KS 66205 identified craftsman style, covered front porch, mature trees, black exterior windows, driveway and blue roof color, plus 4 more features. The home is a coming-soon 2-bedroom, 2-bath, 1,298-square-foot single family residence listed for $290,000, MLS #2650484.
Where HouseLoop Vision saw them
Key HouseLoop Vision features
- Covered front porch
- Mature trees
- Black exterior windows
- Driveway
- Blue roof color
- Asphalt shingle roof
- Blue exterior
- Siding exterior
- Flat lot
- Craftsman style
See this home in person
Connect with a local HouseLoop agent to show you this home and answer your questions.
Pick a date
Pick a time
Checking tour times…
HouseLoop Mortgage Calculator
$2,122
Offer Insights
Choose an offer strength
$284,200 – $289,710
Estimated Sales Range
HouseLoop Home Value History

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Property Details
Interior
Bedrooms & bathrooms
- Bedrooms: 2
- Full bathrooms: 2
Bedroom 2
- Level: Main
Living Room
- Level: Main
Kitchen
- Level: Main
Laundry
- Level: Basement
Loft
- Level: Second
- Dimensions: 15 × 8
Family Rm- 2nd
- Level: Basement
Bedroom 1
- Level: Main
Bathroom 1
- Level: Main
Heating
- Heating: Forced Air
Cooling
- Cooling: Electric
Features
- Flooring: Wood
- Basement: Finished, Full
Interior area
- Finished area above ground: 1,048 sqft
- Finished area below ground: 250 sqft
- Total interior livable area: 1,298 sqft
Property
Parking
- Parking features: Other
Lot
- Size: 0.11 Acres
- Patio & porch: Patio
Construction
Type & style
- Home type: Residential
- Architectural style: Single Family Residence
Materials
- Materials: Shingle Siding
Condition
- Year built: 1938
- Age: 76-100 Years
Utilities & green energy
- Sewer: Public Sewer
- Water: Public
Highlights
Interior
- Hardwood Floors
Layout
- Basement
- Finished Basement
HOA and Amenities
No HOA on this home.
Nearby schools
GreatSchools rating
- 7Roesland Elementary School
- 7Hocker Grove Middle School
- 5Shawnee Mission North High School
Schools provided by the listing agent
- District: Shawnee Mission
Price history
Tax
- Annual tax amount: $1,480 / yr
Property tax history
| Year | Property tax | Assessed value |
|---|---|---|
| 2025 | $3,552 | $28,497 |
| 2024 | $3,391 | $27,048 |
| 2023 | $3,259 | $25,404 |
| 2022 | $2,985 | $23,414 |
| 2021 | — | $18,825 |
| 2020 | $2,471 | $18,032 |
| 2019 | — | $17,078 |
| 2018 | — | $15,836 |
| 2017 | $2,041 | $14,111 |
| 2016 | $2,004 | $13,593 |
| 2015 | $1,888 | $12,857 |
| 2013 | $1,817 | $12,627 |
Similar listings and the Roeland Park market
Look throughout Roeland Park, Kansas
There are currently 21 homes for sale in Roeland Park, with 9 under contract. Homes here sell for a median of $346,500 and go under contract in a median of 13 days. This home is priced $56,500 below the Roeland Park median.
Roeland Park sits in Johnson County, which covers 31 zip codes and 1,979 homes for sale. Nearby Olathe runs a higher median at $472,000; Tonganoxie is lower at $335,120 with more inventory.
Common questions about this home
How do I schedule a tour of 4759 Windsor Street?
4759 Windsor Street is coming soon, and tours start October 1, 2027. It is a 2 bed, 2 bath, 1,298 sqft home listed at $290,000. Tap Tour this home to hold up to three times before you pick one. HouseLoop confirms your tour and your HouseLoop agent meets you there, no back-and-forth phone tag required.
How do I get more information about 4759 Windsor Street?
It is a 2 bed, 2 bath, 1,298 sqft home listed at $290,000. Ask Myli anything about this home right on this page. She can pull the schools, taxes, HOA and recent sales in Roeland Park in seconds. Or tap Ask a question to reach a HouseLoop agent directly.
Can I take a virtual tour of 4759 Windsor Street?
Not yet. 4759 Windsor Street doesn't have a video walkthrough posted with this listing. The photos and floor plan on this page are the best preview available right now. Tap Tour this home and your HouseLoop agent will walk it live on video for you. If you can't make it in person. Ask Myli to check back once one is added.
What is 4759 Windsor Street worth?
HouseLoop values this home at $311,851, in a range of $261,955 to $374,221. About $21,851 above its $290,000 asking price. This is our own estimate, not an appraisal. It moves as new sales come in nearby. Ask Myli how we built this number. Tap Tour this home to see the home before you weigh it against the asking price.
How many homes are for sale near 4759 Windsor Street?
44 homes are currently for sale in 66205. More options nearby usually means more room to negotiate and more to compare this home against before you commit. Ask Myli to pull the closest matches by price and size. Tap Tour this home to see this one first.
What is the 66205 neighborhood like?
4759 Windsor Street sits in 66205. The median list here is $450,000, versus $355,000 across Roeland Park, KS. Homes in 66205 go under contract in a median of 14 days, about the same pace as Roeland Park, KS as a whole. A tighter zip code inside a bigger city often trades a little on price for a lot on convenience. Ask Myli how 66205 compares to nearby zips. Tap Tour this home to see the block for yourself.
How much is the monthly payment for 4759 Windsor Street?
About $1,650 a month with 10% down at 6.5% over 30 years, before taxes and insurance. With this home's $3,552 tax bill and mortgage insurance folded in it lands near $2,120. Median sold price in 66205 is $425,000 — this $290,000 list is below it. Your real number moves with the down payment and rate you lock. Drag the sliders on this page. Tap Get pre-approved and Myli lines up a pre-approval.
How do I get pre-approved to buy 4759 Windsor Street?
Tap Get pre-approved. We send your request to the one local lender you pick. That lender answers you from their own phone number and email. It is a soft credit check only. A pre-approval is what turns "we're just looking" into a real number sellers take seriously. Especially in 66205, where sellers accept 100% of list on average. Tap Get pre-approved to get the process moving. Ask Myli what to expect first.
Can I negotiate the asking price for 4759 Windsor Street?
Yes. 4759 Windsor Street was listed on November 4, 2026. Homes in 66205 sold at about 100% of list over the last 12 months. Near or above asking, so room to negotiate is tighter than usual. Your HouseLoop agent writes the offer with the recent sales in Roeland Park sitting right beside it. You know before you sign whether you're negotiating from strength. Ask Myli or tap Ask a question to start.
What is a good offer for 4759 Windsor Street?
Sellers in 66205 accepted 100% of list over the last 12 months across 277 sales, median $425,000. Near $284,200 – $289,710 on this $290,000 list. The median home here took 14 days to go under contract. Most sellers aren't fielding three offers on day one. See the Offer Insights section on this page for the full range. What wins fast, what holds, where offers get ignored. Tap Ask a question and Myli writes the offer strategy with a HouseLoop agent the same day.
How do I make an offer on 4759 Windsor Street?
Making an offer on 4759 Windsor Street means putting a price, a timeline and your financing in writing. Along with any contingencies you want. Inspection, financing, or an appraisal gap clause if the market calls for one. Ask Myli "what should I offer" or tap Ask a question. Your HouseLoop agent prepares the offer and handles the contingencies, timing and paperwork with you, not for you.
What is the price per square foot for 4759 Windsor Street?
$223 per square foot ($290,000 over 1,298 sqft). Homes sold in 66205 over the same window went for a median of $278 per square foot. This home is priced well below that per-square-foot median. Price per square foot is the fastest way to compare this home to the next one you tour. See Offer insights below for how that stacks up against what's actually selling. Ask Myli to pull three more like it nearby.
How long has 4759 Windsor Street been on the market?
Listed on November 4, 2026. Homes in 66205 typically go under contract in 14 days. How long a home has been listed is the clearest early read on a seller's flexibility. It is worth checking back as this one's count grows. Tap ♥ to save it and HouseLoop will let you know the moment the price or status changes.
When was 4759 Windsor Street built?
4759 Windsor Street was built in 1938, so it is about 88 years old. A home's age shapes what an inspection tends to flag. Roof, HVAC and plumbing lifespans especially. Ask Myli what to expect from a home this age. Tap Tour this home to see the mechanicals in person.
How many bedrooms and bathrooms does 4759 Windsor Street have?
4759 Windsor Street is a home with 2 bedrooms and 2 bathrooms across 1,298 square feet. On a 0.11 acre lot, per the MLS record for this address. Bed and bath count is usually the first filter a buyer sets. It's worth confirming here before you compare this home to the next one. Ask Myli to pull three more nearby with the same layout. Tap Tour this home to walk the floor plan in person.
What is the lot size of 4759 Windsor Street?
0.11 acres (about 4,863 square feet), per the county record for 4759 Windsor Street. Lot size drives what you can add later. A pool, a shop, room to expand — more than the house itself does. Ask Myli how that compares to other lots in Roeland Park. Tap Ask a question to find out what's allowed.
Does 4759 Windsor Street have a garage, a basement, air conditioning?
4759 Windsor Street has a finished, full basement, and electric cooling. Garage size and a finished basement are two of the fastest ways to add real living space without a remodel. Ask Myli if that trade-off makes sense for your search. Tap Tour this home to see it in person.
What are the floors made of in 4759 Windsor Street?
Wood, per the MLS record for 4759 Windsor Street. Flooring type affects both upkeep and resale. Hard-surface floors show better in photos and hold up longer than carpet in high-traffic rooms. Ask Myli what buyers in Roeland Park tend to prefer. Tap Tour this home to see it yourself.
What schools serve 4759 Windsor Street?
Roesland Elementary School (7/10), Hocker Grove Middle School (7/10), Shawnee Mission North High School (5/10) in the Shawnee Mission district. Per GreatSchools' 1-10 ratings for this address. School assignment is one of the few things you can't change after closing. It's worth confirming before you tour. Ask Myli to pull the full attendance boundary. Tap Ask a question to double-check with the district.
Is 66205 a buyer's or a seller's market right now?
66205 is currently a strong seller's market (very tight inventory), with about 1.9 months of supply. Homes there go under contract in a median of 14 days. That shapes how much room you have to negotiate and how fast you need to move. Ask Myli what that means for an offer on 4759 Windsor Street. Tap Ask a question for a HouseLoop agent's read on it.
What are the property taxes for 4759 Windsor Street?
Public records show about $3,552 a year (1.2% of the list price) for 4759 Windsor Street. Taxes can change on reassessment, especially after a sale. Property tax is folded into the payment estimate above. Drag the sliders in the HouseLoop Mortgage Calculator to see how a different assessment would change your monthly number. Tap Get pre-approved to ask a lender directly.
Are there HOA fees for 4759 Windsor Street?
No HOA is listed for 4759 Windsor Street, and public records show none recorded on this parcel. No HOA means more control over the property and no monthly fee. Also no shared maintenance budget for the roof, the street or the common areas. Ask Myli if that trade-off makes sense for you.
Is 4759 Windsor Street still for sale?
4759 Windsor Street is coming soon and will be active on the market on October 1, 2027. You can see it, and start planning around it, before most buyers even know it exists. Tap Tour this home to reserve your spot for opening day. Tap ♥ to save it and HouseLoop will let you know the moment it goes live so you're never a day behind.
Can I share 4759 Windsor Street with someone?
Yes. Tap the share icon on this page to send 4759 Windsor Street by text, email, or straight to Facebook, X or WhatsApp. Whoever opens it lands on this exact page, photos and FAQ included, no login required to view. Ask Myli to summarize the home in a few lines you can paste yourself instead, if that's faster.
How do I follow the Roeland Park market?
Tap ♥ on 4759 Windsor Street to get a text the moment its price or status changes. Search Roeland Park on HouseLoop and tap Save search to hear about every new listing that matches. A saved search runs in the background and checks itself. You see a new listing the day it hits rather than a week later. Ask Myli to set one up for you in this conversation.
Can I ask a question about 4759 Windsor Street?
Yes. Ask her anything about 4759 Windsor Street right below this list: the price history, the schools, what a fair offer looks like. Or how it compares to what else is for sale in Roeland Park. She reads the full listing record and this page's own market data before she answers. Hands off to a HouseLoop agent the moment a question needs one. Tap Ask Myli below to start.
Listing data: Heartland MLS, distributed by MLS GRID. Market numbers: HouseLoop analysis of Heartland MLS data distributed by MLS GRID · over the last 12 months · Listing updated November 06, 2026 04:01 AM
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HouseLoop analysis of Heartland MLS data distributed by MLS GRID · trailing 12 months. Median sale price: the median closed price among sold homes in that zip over the same window.
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Listed by NextHome Gadwood Group
Listed November 05, 2026 01:11 PM · Source: Heartland MLS as distributed by MLS GRID · MLS #2650484
HouseLoop last checked:
Listing updated:









