8816 Sleepy Hollow Road, Kansas City, MO 64114
8816 Sleepy Hollow Road is a 3-bed, 1.5-bath, 1,771 sq ft home in Indian Village, Kansas City, MO, listed at $269,000 on October 30, 2026. HouseLoop Vision saw covered front porch, mature trees and driveway in its 1 listing photos (as of October 29, 2026).
$269,000
8816 Sleepy Hollow Road, Kansas City, MO 64114
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Est. payment
$1,987/mo
Price & tax history
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Where it’s at
Nearby schools
Center · HouseLoop school ratings
- Boone Elementary School4
- Center Middle School3
- Center Sr. High3
Similar listings and the Kansas City market
Look throughout Kansas City, Missouri
There are currently 2,117 homes for sale in Kansas City, with 830 under contract. Homes here sell for a median of $299,900 and go under contract in a median of 21 days. This home is priced $30,900 below the Kansas City median.
Kansas City sits in Jackson County, which covers 51 zip codes and 2,950 homes for sale. Nearby Lee's Summit runs a higher median at $410,500; Independence is lower at $222,500.
Listed by ReeceNichols - Country Club Plaza
Listed October 27, 2026 05:22 PM · Source: Heartland MLS as distributed by MLS GRID · MLS #2648952
HouseLoop last checked:
Listing updated:
About this home
This is not your typical Waldo home! Sitting on a HUGE lot (over 14,000 sq ft), the homeowners added on, giving it an unusually large kitchen with huge island. And it has all the charm you dream about like arched doorways, built-ins, hardwood floors and original wood trim. The addition also gives you a bonus living space on the main level, plus you have your formal living room with a fireplace, a formal dining room, two main level bedrooms that share a hall bath, and main level laundry. If you love to entertain, the large kitchen, circular flow and big yard make this home perfect for hosting! Upstairs is the third bedroom, a half bath and a bonus attic space that’s perfect for another bedroom or a hangout spot (it was previously used as an artist’s studio!). There’s plenty of space upstairs to convert the half bath to a full bath and still have additional bonus space. A full basement adds even more room, and the 2 car detached garage and large shed are a dream for storage and hobbies. This one is ready for a buyer with vision to add their finishing touches and bring it up to today’s updates, all while keeping the charm and space you can’t find just anywhere!
HouseLoop Vision — AI-detected features from listing photos
HouseLoop's photo analysis of 8816 Sleepy Hollow Road, Kansas City, MO 64114 identified covered front porch, mature trees, driveway, gray roof, asphalt shingle roof and beige exterior, plus 1 more feature. The home is a coming-soon 3-bedroom, 1.5-bath, 1,771-square-foot single family residence listed for $269,000, MLS #2648952.
Key HouseLoop Vision features
- Covered front porch
- Mature trees
- Driveway
- Gray roof
- Asphalt shingle roof
- Beige exterior
- Flat lot
Where HouseLoop Vision saw them
Interior
Bedrooms & bathrooms
- Bedrooms: 3
- Full bathrooms: 1
- 1/2 bathrooms: 1
Primary Bedroom
- Level: First
Bedroom 2
- Level: First
Bedroom 3
- Level: Second
Half Bath
- Level: Second
Living Room
- Level: First
Kitchen
- Level: First
Dining Room
- Level: First
Laundry
- Level: First
Bathroom 1
- Level: First
Sitting Room
- Level: First
Heating
- Heating: Forced Air
Cooling
- Cooling: Electric
Features
- Basement: Full, Stone/Rock
- Fireplace features: Living Room
Interior area
- Finished area above ground: 1,771 sqft
- Finished area below ground: 0 sqft
- Total interior livable area: 1,771 sqft
Property
Parking
- Total spaces: 2
- Parking features: Detached
Lot
- Size: 0.34 Acres
Construction
Type & style
- Home type: Residential
- Architectural style: Single Family Residence
Materials
- Materials: Stone & Frame
Condition
- Year built: 1935
- Age: 76-100 Years
Utilities & green energy
- Water: Public
Highlights
Layout
- Basement
Garage & Parking
- Detached Garage
Financial & listing details
- Annual tax amount: $3,428 / yr
No HOA on this home.
Property tax history
| Year | Property tax | Assessed value |
|---|---|---|
| 2025 | $3,428 | $44,327 |
| 2024 | $3,701 | $47,933 |
| 2023 | $3,626 | $47,933 |
| 2022 | $3,081 | $35,341 |
| 2021 | $3,071 | $35,341 |
| 2020 | $2,876 | $30,937 |
| 2019 | $2,600 | $30,937 |
| 2018 | $2,600 | $25,867 |
| 2017 | $2,545 | $25,867 |
| 2016 | $2,187 | $22,694 |
| 2014 | $2,167 | $22,248 |
| 2013 | $2,485 | $22,248 |
$269,000
8816 Sleepy Hollow Road, Kansas City, MO 64114
HouseLoop user activity
HouseLoop last checked:
About this home
This is not your typical Waldo home! Sitting on a HUGE lot (over 14,000 sq ft), the homeowners added on, giving it an unusually large kitchen with huge island. And it has all the charm you dream about like arched doorways, built-ins, hardwood floors and original wood trim. The addition also gives you a bonus living…
HouseLoop Vision — AI-detected features from listing photos
HouseLoop's photo analysis of 8816 Sleepy Hollow Road, Kansas City, MO 64114 identified covered front porch, mature trees, driveway, gray roof, asphalt shingle roof and beige exterior, plus 1 more feature. The home is a coming-soon 3-bedroom, 1.5-bath, 1,771-square-foot single family residence listed for $269,000, MLS #2648952.
Where HouseLoop Vision saw them
Key HouseLoop Vision features
- Covered front porch
- Mature trees
- Driveway
- Gray roof
- Asphalt shingle roof
- Beige exterior
- Flat lot
See this home in person
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HouseLoop Mortgage Calculator
$1,987
Offer Insights
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$271,690 – $276,801
Estimated Sales Range
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Property Details
Interior
Bedrooms & bathrooms
- Bedrooms: 3
- Full bathrooms: 1
- 1/2 bathrooms: 1
Primary Bedroom
- Level: First
Bedroom 2
- Level: First
Bedroom 3
- Level: Second
Half Bath
- Level: Second
Living Room
- Level: First
Kitchen
- Level: First
Dining Room
- Level: First
Laundry
- Level: First
Bathroom 1
- Level: First
Sitting Room
- Level: First
Heating
- Heating: Forced Air
Cooling
- Cooling: Electric
Features
- Basement: Full, Stone/Rock
- Fireplace features: Living Room
Interior area
- Finished area above ground: 1,771 sqft
- Finished area below ground: 0 sqft
- Total interior livable area: 1,771 sqft
Property
Parking
- Total spaces: 2
- Parking features: Detached
Lot
- Size: 0.34 Acres
Construction
Type & style
- Home type: Residential
- Architectural style: Single Family Residence
Materials
- Materials: Stone & Frame
Condition
- Year built: 1935
- Age: 76-100 Years
Utilities & green energy
- Water: Public
Highlights
Layout
- Basement
Garage & Parking
- Detached Garage
HOA and Amenities
No HOA on this home.
Nearby schools
GreatSchools rating
- 4Boone Elementary School
- 3Center Middle School
- 3Center Sr. High
Schools provided by the listing agent
- District: Center
- Elementary: Boone
- Middle: Center
- High: Center
Price history
Tax
- Annual tax amount: $3,428 / yr
Property tax history
| Year | Property tax | Assessed value |
|---|---|---|
| 2025 | $3,428 | $44,327 |
| 2024 | $3,701 | $47,933 |
| 2023 | $3,626 | $47,933 |
| 2022 | $3,081 | $35,341 |
| 2021 | $3,071 | $35,341 |
| 2020 | $2,876 | $30,937 |
| 2019 | $2,600 | $30,937 |
| 2018 | $2,600 | $25,867 |
| 2017 | $2,545 | $25,867 |
| 2016 | $2,187 | $22,694 |
| 2014 | $2,167 | $22,248 |
| 2013 | $2,485 | $22,248 |
Similar listings and the Kansas City market
Look throughout Kansas City, Missouri
There are currently 2,117 homes for sale in Kansas City, with 830 under contract. Homes here sell for a median of $299,900 and go under contract in a median of 21 days. This home is priced $30,900 below the Kansas City median.
Kansas City sits in Jackson County, which covers 51 zip codes and 2,950 homes for sale. Nearby Lee's Summit runs a higher median at $410,500; Independence is lower at $222,500.
Questions buyers asked Myli about this home
Elena R. from Phoenix, AZ ·
How do I schedule a tour of 8816 Sleepy Hollow Road?
Myli · Oct 23, 6:36 AM ET
8816 Sleepy Hollow Road is coming soon, and tours start October 30, 2026. It is a 3 bed, 1.5 bath, 1,771 sqft home listed at $269,000.
Tap Tour this home to hold up to three times before you pick one.
Marcus B. from Minneapolis, MN ·
How do I get more information about 8816 Sleepy Hollow Road?
Myli · Oct 24, 9:37 PM ET
It is a 3 bed, 1.5 bath, 1,771 sqft home listed at $269,000.
Ask Myli anything about this home right on this page.
Carlos M. from Dallas, TX ·
Can I take a virtual tour of 8816 Sleepy Hollow Road?
Myli · Oct 23, 1:00 PM ET
Not yet. 8816 Sleepy Hollow Road 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.
What is the 64114 neighborhood like?
8816 Sleepy Hollow Road sits in 64114. The median list here is $290,000, versus $260,000 across Kansas City, MO. Homes in 64114 go under contract in a median of 14 days, faster than Kansas City, MO 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 64114 compares to nearby zips. Tap Tour this home to see the block for yourself.
How much is the monthly payment for 8816 Sleepy Hollow Road?
About $1,530 a month with 10% down at 6.5% over 30 years, before taxes and insurance. With this home's $3,428 tax bill and mortgage insurance folded in it lands near $1,990. Median sold price in Indian Village is $266,000. This $269,000 list is right at 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 8816 Sleepy Hollow Road?
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 Indian Village, where sellers accept 103% 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 8816 Sleepy Hollow Road?
Yes. 8816 Sleepy Hollow Road was listed on October 26, 2026. Homes in Indian Village sold at about 103% 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 Kansas City 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 8816 Sleepy Hollow Road?
Sellers in Indian Village accepted 103% of list over the last 12 months across 20 sales, median $266,000. Near $271,690 – $276,801 on this $269,000 list. The median home here took 8 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 8816 Sleepy Hollow Road?
Making an offer on 8816 Sleepy Hollow Road 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 8816 Sleepy Hollow Road?
$152 per square foot ($269,000 over 1,771 sqft). Homes sold in Kansas City, MO over the same window went for a median of $175 per square foot. This home is priced a bit 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 8816 Sleepy Hollow Road been on the market?
Listed on October 26, 2026. Homes in Indian Village typically go under contract in 8 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 8816 Sleepy Hollow Road built?
8816 Sleepy Hollow Road was built in 1935. It is about 91 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 8816 Sleepy Hollow Road have?
8816 Sleepy Hollow Road is a home with 3 bedrooms and 1.5 bathrooms across 1,771 square feet. On a 0.34 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 8816 Sleepy Hollow Road?
0.34 acres (about 14,894 square feet), per the county record for 8816 Sleepy Hollow Road. 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 Kansas City. Tap Ask a question to find out what's allowed.
Does 8816 Sleepy Hollow Road have a garage, a basement, air conditioning?
8816 Sleepy Hollow Road has a 2-car garage and a full, stone/rock 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 schools serve 8816 Sleepy Hollow Road?
Boone Elementary School (4/10), Center Middle School (3/10), Center Sr. High (3/10) in the Center 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.
What are the property taxes for 8816 Sleepy Hollow Road?
Public records show about $3,428 a year (1.3% of the list price) for 8816 Sleepy Hollow Road. 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 8816 Sleepy Hollow Road?
No HOA is listed for 8816 Sleepy Hollow Road, 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 8816 Sleepy Hollow Road still for sale?
8816 Sleepy Hollow Road is coming soon and will be active on the market on October 30, 2026. 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 8816 Sleepy Hollow Road with someone?
Yes. Tap the share icon on this page to send 8816 Sleepy Hollow Road 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 Kansas City market?
Tap ♥ on 8816 Sleepy Hollow Road to get a text the moment its price or status changes. Search Kansas City 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 8816 Sleepy Hollow Road?
Yes. Ask her anything about 8816 Sleepy Hollow Road 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 Kansas City. 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.
The three asker names are examples. Every answer comes from this home’s listing record.
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 October 28, 2026 02:58 PM
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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 ReeceNichols - Country Club Plaza
Listed October 27, 2026 05:22 PM · Source: Heartland MLS as distributed by MLS GRID · MLS #2648952
HouseLoop last checked:
Listing updated: