Sold 7/9/26

Sold 7/9/26

1 of 40

Listed for

$495,000

Sold4 bd · 4.5 ba · 4,294 sqft

1508 Winchester Drive, Pleasant Hill, MO

4,000Views

29days to sale

About this home

Single Family Residence

Built in 1999

0.41 acres lot

$115 / sqft

No HOA

2-car garage

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 Value· estimated home value

Low$487,425$114/ft²

Est. ValueEstimated Value$502,500$117/ft²

High$517,575$121/ft²

Estimated Sales Range

HouseLoop Home Value History

+1.5% since 2026

$502,500Aug 2026

$495,000 · May 2026$502,500 · Aug 2026

HouseLoop Estimated Value* — a HouseLoop estimate, not an appraisal.

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
Big Backyard
Mature Trees
Wooded Lot
Acreage
Adjoins Greenspace

Kitchen

Kitchen Island
Walk-in Pantry
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

Main Floor Primary
Finished Basement
Walk-out Basement
In-law Suite
Home Office
Bonus Room

Fireplace

Fireplace
Stone Fireplace

Garage & Parking

Attached Garage

HOA and Amenities

HOA

Has HOA: Yes

Amenities

Other
Pool
Trail(s)

Nearby schools

GreatSchools rating

6/10Pleasant Hill Intermediate SchoolGrades: 5-6 · Distance: 1 mi
6/10Pleasant Hill Middle SchoolGrades: 7-8 · Distance: 1.2 mi
7/10Pleasant Hill High SchoolGrades: 9-12 · Distance: 1.3 mi

Source: GreatSchools (ratings on a 1–10 scale).

Schools provided by the listing agent

District: Pleasant Hill
Elementary: Pleasant Hill Prim
Middle: Pleasant Hill
High: Pleasant Hill

See other homes in the Pleasant Hill district →

Source: Heartland MLS as distributed by MLS GRID. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.

Price history

DateEventPrice

7/9/2026Sold—

6/10/2026Pending sale$495,000$115/sqft

6/10/2026Contingent$495,000$115/sqft

6/4/2026Listed for sale$495,000$115/sqft

6/3/2026Contingent$495,000$115/sqft

5/15/2026Price change$495,000$115/sqft

5/5/2026Listed for sale$495,000$115/sqft

5/5/2026Listed for sale$550,000$128/sqft

Sold price not disclosed. Prices shown are the listed asking price.

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

Source: public records via Zillow. Assessed value differs from market value.

Listed by ReeceNichols Shewmaker

Listed May 5, 2026, 2:00 PM · Updated Jul 13, 2026, 5:56 PM · Source: Heartland MLS as distributed by MLS GRID · MLS #2618421

Listed for

$495,000

Sold

1508 Winchester Drive, Pleasant Hill, MO 64080

Home ID HLID319036

beds

4.5

baths

4,294

sq/ft

4,000Views

29days to sale

About this home

Single Family Residence

Built in 1999

0.41 acres lot

$115 / sqft

No HOA

2-car garage

HouseLoop Value· estimated home value

Low$487,425$114/ft²

Est. ValueEstimated Value$502,500$117/ft²

High$517,575$121/ft²

Estimated Sales Range

HouseLoop Home Value History

+1.5% since 2026

$502,500Aug 2026

$495,000 · May 2026$502,500 · Aug 2026

HouseLoop Estimated Value* — a HouseLoop estimate, not an appraisal.

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.

No obligation · takes ~3 minutes

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
Big Backyard
Mature Trees
Wooded Lot
Acreage
Adjoins Greenspace

Kitchen

Kitchen Island
Walk-in Pantry
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

Main Floor Primary
Finished Basement
Walk-out Basement
In-law Suite
Home Office
Bonus Room

Fireplace

Fireplace
Stone Fireplace

Garage & Parking

Attached Garage

HOA and Amenities

HOA

Has HOA: Yes

Amenities

Other
Pool
Trail(s)

Nearby schools

GreatSchools rating

6/10Pleasant Hill Intermediate SchoolGrades: 5-6 · Distance: 1 mi
6/10Pleasant Hill Middle SchoolGrades: 7-8 · Distance: 1.2 mi
7/10Pleasant Hill High SchoolGrades: 9-12 · Distance: 1.3 mi

Source: GreatSchools (ratings on a 1–10 scale).

Schools provided by the listing agent

District: Pleasant Hill
Elementary: Pleasant Hill Prim
Middle: Pleasant Hill
High: Pleasant Hill

See other homes in the Pleasant Hill district →

Source: Heartland MLS as distributed by MLS GRID. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.

Price history

DateEventPrice

7/9/2026Sold—

6/10/2026Pending sale$495,000$115/sqft

6/10/2026Contingent$495,000$115/sqft

6/4/2026Listed for sale$495,000$115/sqft

6/3/2026Contingent$495,000$115/sqft

5/15/2026Price change$495,000$115/sqft

5/5/2026Listed for sale$495,000$115/sqft

5/5/2026Listed for sale$550,000$128/sqft

Sold price not disclosed. Prices shown are the listed asking price.

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

Source: public records via Zillow. Assessed value differs from market value.

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.

No obligation · takes ~3 minutes

Listed by ReeceNichols Shewmaker

Listed May 5, 2026, 2:00 PM · Updated Jul 13, 2026, 5:56 PM · Source: Heartland MLS as distributed by MLS GRID · MLS #2618421

HouseLoop AI Overview

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	Saves · Likes
523 Brookwood Lane	Eagle Glen	deck, model, luxury, photos	13 · 5
1008 Churchill Circle	Creekmoor - Club Villas at	model, luxury, photos, flat lot	11 · 22
7210 E 165th Street	Richmond Park	deck, model, luxury, photos	6 · 16
1500 Whispering Ridge	Sugarland at Whispering Ridge	deck, model, luxury, photos	200 · 182
4612 SW Gull Point Drive	Raintree Lake	deck, model, luxury, photos	131 · 56

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.

How popular was this home on HouseLoop?

4,000 views · 200 saves · 152 likes.

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.

Pleasant Hill Homes for Sale by Zip Code

AreaMarket type?Months supplyFor saleMedian saleSell-to-listDays to offerComing soonUnder contract

64080Balanced▲4.7 mo79 $327,50098%23d3 37

Homes for Sale in Nearby Cities in Jackson County

AreaMarket type?Months supplyFor saleMedian saleSell-to-listDays to offerComing soonUnder contract

Kansas CitySeller's3.9 mo2,035 $289,473100%19d142 881

IndependenceSeller's2.8 mo369 $219,000100%19d33 212

Lee's SummitSeller's2.9 mo396 $399,000100%15d39 254

Blue SpringsSeller's2.6 mo188 $327,50099%15d23 139

RaytownSeller's2.2 mo82 $220,000100%18d6 44

GrandviewStrong Seller's1.6 mo43 $243,00099%16d4 33

Grain ValleyStrong Seller's1.9 mo42 $343,450101%17d10 31

Oak GroveBalanced4.8 mo75 $318,400100%21d0 40

GreenwoodSeller's2.4 mo25 $350,000100%23d1 13

Lone JackBalanced4.1 mo22 $440,000100%46d1 12

Lake LotawanaBalanced5.7 mo27 $575,00096%31d1 4

BucknerBalanced4.2 mo18 $242,00097%27d1 9