$495,000
1508 Winchester Drive, Pleasant Hill, MO 64080
About this home
Calling all nature lovers, sports enthusiasts, bird watchers, and chefs—this home truly has something for everyone! Nestled on a large, treed lot backing to wooded greenspace, you’ll enjoy peaceful views, abundant wildlife, and a private, scenic setting. The expansive kitchen is designed to impress, offering generous…
Property Details
Interior
Bedrooms & bathrooms
- Bedrooms: 4
- Full bathrooms: 4
- 1/2 bathrooms: 1
Heating
- Heating: Natural Gas
Cooling
- Cooling: Electric
Appliances
- Included: Dishwasher, Disposal, Microwave, Refrigerator, Electric Range
- Laundry: Main Level
Features
- Features: Ceiling Fan(s), Custom Cabinets, Pantry, Stained Cabinets, Vaulted Ceiling(s), Walk-In Closet(s)
- Flooring: Carpet, Wood
- Basement: Basement BR, Finished, Full, Walk-Out Access
- Fireplace features: Living Room
- Other rooms: Breakfast Room, Entry, Family Room, Great Room, Main Floor Primary Bedroom, Recreation Room
Interior area
- Finished area above ground: 4,294 sqft
- Total interior livable area: 4,294 sqft
Property
Parking
- Total spaces: 2
- Parking features: Attached, Garage Door Opener, Garage Faces Front
Lot
- Size: 0.41 Acres
- Features: Adjoin Greenspace, Estate Lot, Level, Many Trees
- Patio & porch: Deck, Porch
Construction
Type & style
- Home type: Residential
- Architectural style: Single Family Residence
Materials
- Materials: Brick/Mortar
Condition
- Year built: 1999
- Age: 21-30 Years
Utilities & green energy
- Sewer: Public Sewer
- Water: Public
Highlights
Outdoor & Lot
- Deck
- Covered Patio
- Concrete Patio
- Big Backyard
- Mature Trees
- Wooded Lot
- Acreage
- Adjoins Greenspace
Kitchen
- Kitchen Island
- Walk-in Pantry
- Kitchen Open to Living
- Double Oven
- Stainless Appliances
Bathroom
- Double Vanity
Interior
- Hardwood Floors
- Tall Ceilings
- Two-Story Living Room
- Coffered or Tray Ceiling
- Accent Wall
- Statement Lighting
Layout
- Open Floor Plan
- Main Floor Primary
- Basement
- Finished Basement
- Walk-out Basement
- In-law Suite
- Home Office
- Bonus Room
Fireplace
- Fireplace
- Stone Fireplace
Garage & Parking
- Attached Garage
HOA and Amenities
No HOA on this home.
Nearby schools
GreatSchools rating
- 6Pleasant Hill Intermediate School
- 6Pleasant Hill Middle School
- 7Pleasant Hill High School
Schools provided by the listing agent
- District: Pleasant Hill
- Elementary: Pleasant Hill Prim
- Middle: Pleasant Hill
- High: Pleasant Hill
Price history
Tax
- Annual tax amount: $4,042 / yr
Property tax history
| Year | Property tax | Assessed value |
|---|---|---|
| 2025 | $4,042 | $63,300 |
| 2024 | $4,040 | $56,020 |
| 2023 | $4,011 | $56,020 |
| 2022 | $3,496 | $47,920 |
| 2021 | $3,400 | $47,920 |
| 2020 | — | $40,340 |
| 2019 | — | $40,340 |
| 2018 | $2,508 | $36,200 |
| 2017 | $2,508 | $36,200 |
| 2016 | $2,399 | $34,480 |
| 2015 | $2,399 | $34,480 |
| 2014 | $2,439 | $34,480 |
1508 Winchester Drive, Pleasant Hill, MO 64080 is a 4-bedroom, 4.5-bath, 4,294-square-foot single family residence that sold on July 9, 2026. MLS #2618421.
HouseLoop's photo analysis of this home identified open floor plan, tall ceilings, hardwood floors, accent wall, statement lighting and double vanity, plus 3 more features.
Key AI Vision features
- Open Floor Plan
- Tall Ceilings
- Hardwood Floors
- Accent Wall
- Statement Lighting
- Double Vanity
- Kitchen Island
- Double Oven
- Mature Trees
Estimated Sales Range
HouseLoop Home Value History
Similar listings and the Pleasant Hill market
Look throughout Pleasant Hill, Missouri
There are currently 83 homes for sale in Pleasant Hill, with 23 under contract. Homes here sell for a median of $365,000 and go under contract in a median of 22 days. This home is priced $130,000 above the Pleasant Hill median.
Pleasant Hill sits in Jackson County, which covers 51 zip codes and 2,950 homes for sale. Nearby Lee's Summit runs a higher median at $399,900; Kansas City is lower at $292,852 with more inventory.
Sources — listings and prices: Heartland MLS as distributed by MLS GRID, as of September 27, 2026 · analysis: HouseLoop.
This home's area
Popular searches in Pleasant Hill, MO
Search nearby cities
Pleasant Hill, MO homes for sale by zip code for sale · median sale · days to contract
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.
Counties homes for sale · median list price
Listed by ReeceNichols Shewmaker
Listed May 05, 2026 02:00 PM · Source: Heartland MLS as distributed by MLS GRID · MLS #2618421
HouseLoop last checked:
Listing updated:
Listed for
$495,000
29 days to saleSale price not disclosed
1508 Winchester Drive, Pleasant Hill, MO 64080
About this home
Calling all nature lovers, sports enthusiasts, bird watchers, and chefs—this home truly has something for everyone! Nestled on a large, treed lot backing to wooded greenspace, you’ll enjoy peaceful views, abundant wildlife, and a private, scenic setting. The expansive kitchen is designed to impress, offering generous…
HouseLoop user activity
29 days to sale
HouseLoop last checked:
Property Details
Interior
Bedrooms & bathrooms
- Bedrooms: 4
- Full bathrooms: 4
- 1/2 bathrooms: 1
Heating
- Heating: Natural Gas
Cooling
- Cooling: Electric
Appliances
- Included: Dishwasher, Disposal, Microwave, Refrigerator, Electric Range
- Laundry: Main Level
Features
- Features: Ceiling Fan(s), Custom Cabinets, Pantry, Stained Cabinets, Vaulted Ceiling(s), Walk-In Closet(s)
- Flooring: Carpet, Wood
- Basement: Basement BR, Finished, Full, Walk-Out Access
- Fireplace features: Living Room
- Other rooms: Breakfast Room, Entry, Family Room, Great Room, Main Floor Primary Bedroom, Recreation Room
Interior area
- Finished area above ground: 4,294 sqft
- Total interior livable area: 4,294 sqft
Property
Parking
- Total spaces: 2
- Parking features: Attached, Garage Door Opener, Garage Faces Front
Lot
- Size: 0.41 Acres
- Features: Adjoin Greenspace, Estate Lot, Level, Many Trees
- Patio & porch: Deck, Porch
Construction
Type & style
- Home type: Residential
- Architectural style: Single Family Residence
Materials
- Materials: Brick/Mortar
Condition
- Year built: 1999
- Age: 21-30 Years
Utilities & green energy
- Sewer: Public Sewer
- Water: Public
Highlights
Outdoor & Lot
- Deck
- Covered Patio
- Concrete Patio
- Big Backyard
- Mature Trees
- Wooded Lot
- Acreage
- Adjoins Greenspace
Kitchen
- Kitchen Island
- Walk-in Pantry
- Kitchen Open to Living
- Double Oven
- Stainless Appliances
Bathroom
- Double Vanity
Interior
- Hardwood Floors
- Tall Ceilings
- Two-Story Living Room
- Coffered or Tray Ceiling
- Accent Wall
- Statement Lighting
Layout
- Open Floor Plan
- Main Floor Primary
- Basement
- Finished Basement
- Walk-out Basement
- In-law Suite
- Home Office
- Bonus Room
Fireplace
- Fireplace
- Stone Fireplace
Garage & Parking
- Attached Garage
HOA and Amenities
No HOA on this home.
Nearby schools
GreatSchools rating
- 6Pleasant Hill Intermediate School
- 6Pleasant Hill Middle School
- 7Pleasant Hill High School
Schools provided by the listing agent
- District: Pleasant Hill
- Elementary: Pleasant Hill Prim
- Middle: Pleasant Hill
- High: Pleasant Hill
Price history
Tax
- Annual tax amount: $4,042 / yr
Property tax history
| Year | Property tax | Assessed value |
|---|---|---|
| 2025 | $4,042 | $63,300 |
| 2024 | $4,040 | $56,020 |
| 2023 | $4,011 | $56,020 |
| 2022 | $3,496 | $47,920 |
| 2021 | $3,400 | $47,920 |
| 2020 | — | $40,340 |
| 2019 | — | $40,340 |
| 2018 | $2,508 | $36,200 |
| 2017 | $2,508 | $36,200 |
| 2016 | $2,399 | $34,480 |
| 2015 | $2,399 | $34,480 |
| 2014 | $2,439 | $34,480 |
HouseLoop Insights — AI-detected features from listing photos
1508 Winchester Drive, Pleasant Hill, MO 64080 is a 4-bedroom, 4.5-bath, 4,294-square-foot single family residence that sold on July 9, 2026. MLS #2618421.
HouseLoop's photo analysis of this home identified open floor plan, tall ceilings, hardwood floors, accent wall, statement lighting and double vanity, plus 3 more features.
Key AI Vision features
- Open Floor Plan
- Tall Ceilings
- Hardwood Floors
- Accent Wall
- Statement Lighting
- Double Vanity
- Kitchen Island
- Double Oven
- Mature Trees
Is this your home?
Claim this home to get your HouseLoop Home Valuation & Buyer Demand Report — real-time buyer demand and an up-to-date value for your home. Free, no obligation, about 3 minutes.
Estimated Sales Range
HouseLoop Home Value History
Similar listings and the Pleasant Hill market
Look throughout Pleasant Hill, Missouri
There are currently 83 homes for sale in Pleasant Hill, with 23 under contract. Homes here sell for a median of $365,000 and go under contract in a median of 22 days. This home is priced $130,000 above the Pleasant Hill median.
Pleasant Hill sits in Jackson County, which covers 51 zip codes and 2,950 homes for sale. Nearby Lee's Summit runs a higher median at $399,900; Kansas City is lower at $292,852 with more inventory.
Sources — listings and prices: Heartland MLS as distributed by MLS GRID, as of September 27, 2026 · analysis: HouseLoop.
This home's area
Popular searches in Pleasant Hill, MO
Search nearby cities
Pleasant Hill, MO homes for sale by zip code for sale · median sale · days to contract
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.
Counties homes for sale · median list price
Listed by ReeceNichols Shewmaker
Listed May 05, 2026 02:00 PM · Source: Heartland MLS as distributed by MLS GRID · MLS #2618421
HouseLoop last checked:
Listing updated:
Insights on 1508 Winchester Drive
This 1999 single-family home in Hunters Ridge took 36 days to go under contract, slightly outpacing typical market velocity for the subdivision. Strong engagement—4,000 page views and 200 saves—reflected genuine buyer interest, driven by HouseLoop's AI detection of standout features including a deck, fireplace, and pool amenities alongside the home's spacious 4,294 square feet and flat lot. The combination of luxury finishes, desirable condition, and outdoor living appeal resonated with the local buyer pool, signaling solid demand for this property type in the neighborhood.
Homes with similar features
| Home | Neighborhood | Shared features |
|---|---|---|
| 523 Brookwood Lane | Eagle Glen | deck, model, luxury, photos |
| 1008 Churchill Circle | Creekmoor - Club Villas at | model, luxury, photos, flat lot |
| 7210 E 165th Street | Richmond Park | deck, model, luxury, photos |
| 1500 Whispering Ridge | Sugarland at Whispering Ridge | deck, model, luxury, photos |
| 4612 SW Gull Point Drive | Raintree Lake | deck, model, luxury, photos |
Frequently asked questions
How much did 1508 Winchester Drive sell for?
1508 Winchester Drive was listed at $495,000 and sold in Jul 2026. Individual sold prices aren't published here, but the surrounding data tells the story: it featured deck, model, luxury per HouseLoop's AI photo analysis.
How fast did 1508 Winchester Drive sell?
It went under contract in 36 days.
What features did this home have?
HouseLoop's AI photo analysis detected: deck, model, luxury, photos, flat lot, condition, fireplace, pool form.
What schools serve 1508 Winchester Drive?
This home is in the Pleasant Hill school district (Pleasant Hill High School). Verify the exact attendance boundary for this address before relying on it.