Winchester, IL homes for sale & real estate

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FOR SALE BY OWNER

ABOUT THIS HOME
Winchester, IL Homes for Sale
Very cute corner lot bungalow - 2 bedroom, 1 bathroom, updated bathroom in 2024!! Indoors you& apos; ll enjoy the circle layout of the home, the kitchen with plentiful cabinet space, and the convenience of having everything on one level - even laundry! Outdoors, the large yard and front deck offer plenty of space to entertain, or sit and relax. This home is ready to move into. Home is for sale as-is. No rent to own - sorry!

$80,000

2 beds1 bath1,197 sq ft

311 W Cherry St, Winchester, IL 62694

Front deck • Large yard • Corner lot

ABOUT THIS HOME
Winchester, IL Homes for Sale
Character, charm, and all the right updates — this 4-bed, 2-bath home in the heart of Winchester, IL checks every box. Nestled in a welcoming small town where neighbors still know your name, this home offers the best of both worlds — timeless character and modern peace of mind. Approximately 2,000 sq. ft. features gorgeous original woodwork, built-ins, and sun-filled rooms. Major systems updated 2016–2018 (roof, wiring, plumbing & floors), new water heater (2024), stainless kitchen with new double oven (2026) and dishwasher (2025), and two refreshed full baths — one with a jetted tub. Outside: above-ground pool with newer pump included, entertaining patio, matu

$124,900

4 beds2 baths2,080 sq ft

200 S Main St, Winchester, IL 62694

New water heater • Sun-filled rooms • Stainless kitchen

ABOUT THIS HOME
Winchester, IL Homes for Sale
2 large deep lots in the heart of Winchester! One lot has a garage. These 2 lots are being sold as one!

$39,900

Land

121 N Elm St, Winchester, IL 62694

Large deep lots • Garage • Listed 11 days

ABOUT THIS HOME
Winchester, IL Homes for Sale
Auction Listing: This is an attractive collection of five adjoining land tracts totaling 187.05± acres in Western Scott County, Illinois approximately 1.0± mile East of where I-72 and Route 100 intersect. Each tract is affordably-sized, each offering unique benefits to future owners. Whether you're looking for an entirely tillable tract of farmland, pastureland, woodland, or some combination of all, at least one of these tracts has something for you! Farmland doesn't change hands on the open market very often in this area, so don't miss this opportunity! All tracts are open for the 2027 crop season. The farms will sell in the Buyer's Choice format. Live In-Person & Onlin

Unknown

Land187.05 acres (lot)

Mcglaughlin Rd, Winchester, IL 62694

Income-producing • Pastureland

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FOR SALE BY OWNER

ABOUT THIS HOME
Winchester, IL Homes for Sale
For December 1 closing. ?? FIRST-FLOOR RANCH LIVING. NO HOA FEES. NO REAR NEIGHBORS. ?? Looking for the layout of a single-family ranch home but want the low maintenance of a condo? Tucked away on a quiet cul-de-sac street, this beautiful 1,702 sq. ft. duplex-style ranch condo offers total first-floor living with NO association fees! The Highlights: ? True single-level ranch layout & mdash; everything you need is on the first floor! ? Brand-new, premium quartz countertops in the kitchen ? Renovated bathrooms with new flooring, vanities, fixtures, and paint ? Cozy brick gas fireplace perfect for relaxing evenings ? Enclosed heated/cooled back porch looking out to a private backyard wi

$219,000

Studio— baths1,534 sq ft

6 Justin Dr, Jacksonville, IL 62650

No rear neighbors • Renovated bathrooms • No hoa fees

ABOUT THIS HOME
Winchester, IL Homes for Sale
Beautiful 3 bedroom, 2 bath brick ranch in rural West Point country subdivision. This home is all electric, features a very large lot , a 2 car attached garage and an additional 2.5 - car detached garage with all concrete drive way. Offering over 1800 square feet of living space , this single level, slab built home has been very well maintained and loved throughout the years. Enjoy the tranquility of the country and nice deck to sit and have morning coffee or watch the sunsets. Great convenience of town only just a short few minutes away.

$242,000

3 beds2 baths1,814 sq ft

207 Spring Bay Dr, Jacksonville, IL 62650-9586

Attached garage • Nice deck • Large lot

COMING SOON

ABOUT THIS HOME
Winchester, IL Homes for Sale
Hard to beat this West side Location! Comfortable size 3-bedroom 1 bath ranch with all season room on the back! House and yard are easy to maintain. Full basement for storage. 1 car attached garage. 12x10 outdoor shed! Retro Chic Kitchen. Sold as is with inspections welcome.

$165,000

3 beds1 bath1,484 sq ft

11 Newland Ln, Jacksonville, IL 62650

West side location • All season room • Full basement

COMING SOON

ABOUT THIS HOME
Winchester, IL Homes for Sale
COMING SOON! Welcome to this spacious bi-level home with a layout made for both everyday living and entertaining! This home features 4 bedrooms and 2 full bathrooms, along with a beautiful cathedral ceiling that gives the large, open living room and kitchen an airy, inviting feel. Downstairs, you'll find a fantastic recreation area complete with a bar and pool table--and the pool table stays! Outside, the yard is fenced in and there is a large deck with the perfect space for an above-ground pool. 2-car attached garage and located in the Eisenhower Elementary area. This home has so much to offer! Showings begin 10/18.

$229,900

4 beds2 baths2,536 sq ft

258 S Westgate St, Jacksonville, IL 62650

Large deck • Fenced yard • Cathedral ceiling

ABOUT THIS HOME
Winchester, IL Homes for Sale
It's coming EARLY!! 9-29-26 Showings begin! Charming West Side brick ranch offering plenty of space and versatility! The main level features three bedrooms, one full bath along with an updated kitchen that has been opened up to create a welcoming flow into the living and dining area. The basement adds even more potential, with drywall already in place for two additional rooms currently used as bedrooms (no egress), a half bath and plumbing available for a full bathroom. An attached garage provides convenient parking and storage, while the nice patio and fully fenced yard create a great space for relaxing or entertaining. A solid home with lots of room to grow in a desirable West Side lo

$219,900

3 beds1.5 baths1,248 sq ft

206 Massey Ln, Jacksonville, IL 62650

0.24 acre lot • 2 garage spots • Built 1962

$68,000

2 beds1 bath1,006 sq ft

211 Blue St, Pearl, IL 62352

0.29 acre lot • Built 1940 • Listed 23 days

Property at 4 Monterey Ct, Jacksonville, IL 62650, 5 beds, 4.5 baths

$420,000

5 beds4.5 baths5,767 sq ft

4 Monterey Ct, Jacksonville, IL 62650

Property at 303 W Palm St, Roodhouse, IL 62082, 1.5 baths

$169,900

Studio1.5 baths5,742 sq ft

303 W Palm St, Roodhouse, IL 62082

Property at 105 James St, Murrayville, IL 62668, 2 beds, 1 bath

$115,000

2 beds1 bath890 sq ft

105 James St, Murrayville, IL 62668

Property at 503 Cain Ave, Roodhouse, IL 62082, 3 beds, 1 bath

$14,900

3 beds1 bath1,000 sq ft

503 Cain Ave, Roodhouse, IL 62082

Property at 108 Spruce St, Bluffs, IL 62621, 3 beds, 3 baths

$220,000

3 beds3 baths1,600 sq ft

108 Spruce St, Bluffs, IL 62621

Property at 328 S Pearl St, Bluffs, IL 62621, 2 beds, 1.5 baths

$75,000

2 beds1.5 baths1,286 sq ft

328 S Pearl St, Bluffs, IL 62621

Property at 320 N State St, Roodhouse, IL 62082, 2 beds, 1 bath

$179,000

2 beds1 bath876 sq ft

320 N State St, Roodhouse, IL 62082

Property at 1423 W Lafayette Ave, Jacksonville, IL 62650, 3 beds, 2.5 baths

$167,900

3 beds2.5 baths1,827 sq ft

1423 W Lafayette Ave, Jacksonville, IL 62650

Property at 301 3rd St, Manchester, IL 62663, 1 bed, 1 bath

$84,900

1 bed1 bath515 sq ft

301 3rd St, Manchester, IL 62663

Property at 1915 Plum St, Jacksonville, IL 62650, 3 beds, 2 baths

$145,000

3 beds2 baths1,600 sq ft

1915 Plum St, Jacksonville, IL 62650

Property at 338 W Rowe St, Roodhouse, IL 62082, 2 beds, 1 bath

$50,000

2 beds1 bath950 sq ft

338 W Rowe St, Roodhouse, IL 62082

Property at 1144 500 E, Hillview, IL 62050, 1 bath

$82,000

Studio1 bath410 sq ft

1144 500 E, Hillview, IL 62050

Property at 325th Ave, Griggsville, IL 62340

$2,388,048

Land268.32 acres (lot)

325th Ave, Griggsville, IL 62340

Based on information submitted to the MLS GRID as of Sat Oct 10 2026. 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.

Average home prices near Winchester, IL

Cities

White Hall homes for sale
$50,000
South Jacksonville homes for sale
$174,900
Griggsville homes for sale
$61,000
Meredosia homes for sale
$142,450
Pittsfield homes for sale
$199,900
Roodhouse homes for sale
$121,000
Jacksonville homes for sale
$145,000

Zip Codes

62694 homes for sale
$124,900

Winchester, IL real estate trends

$70K

Sale price

$44

Sale $/sq ft

Over list price

Days on market

Down payment

—

Total homes sold

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