Winchester, IN Homes for Sale

/36
$412,500
- 4 Beds
- 2.5 Baths
- 2,259 Sq Ft
2554 E 100 S, Winchester, IN 47394

Country Living at Its Best – Spacious Home with Barns, Shop & Gazebo Retreat! Beautifully maintained 4-bedroom, 2-1/2 bathroom farmhouse on 4.97 acres with 2,259 sq ft of finished living space. The heart of the home is the large eat-in kitchen, complete with solid oak cabinetry, a classic farmhouse porcelain sink, and plenty of counter space—ideal for gatherings and everyday living. You will also

Jerrett Flesher

Flesher Brothers Auctioneering and Real Estate Inc

(765) 536-3597

2554 E 100 S, Winchester, IN 47394
/19
$269,900
- 3 Beds
- 2.5 Baths
- 1,642 Sq Ft
919 Water View St, Winchester, IN 47394

Currently under construction this extraordinary custom-built ranch home with nearly 1700 square feet has 3 bedrooms 2 baths and is currently being constructed in one of Winchesters most beautiful subdivisions “Lakeview Park”. This amazing Lakeview Construction home is one of the last 12 homes that will be constructed in the subdivision, and has a floor plan that is very modern and inviting. You

Kyle Tom

Coldwell Banker Lingle

(765) 562-8784

919 Water View St, Winchester, IN 47394
/18
$299,900
- 3 Beds
- 2.5 Baths
- 2,093 Sq Ft
924 Water View St, Winchester, IN 47394

Currently under construction this extraordinary custom-built 2 Story home with nearly 2,100 square feet has 3 bedrooms 2 baths and is currently being constructed in one of Winchesters most beautiful subdivisions “Lakeview Park”. This amazing Lakeview Construction home is one of the last 12 homes that will be constructed in the subdivision, and has a floor plan that is very modern and inviting.

Kyle Tom

Coldwell Banker Lingle

(765) 739-3258

924 Water View St, Winchester, IN 47394
/36
$164,900 Pending
- 2 Beds
- 1.5 Baths
- 1,733 Sq Ft
457 E South St, Winchester, IN 47394

Charming 1937 Cape Cod Style Home with Bonus Apartment & Income Potential!! Step into timeless elegance with this beautiful 2-bedroom, 1.5-bathroom brick home, built in 1937. The home features stunning original hardwood floors, cedar closets, a cozy wood-burning fireplace in the spacious living room, solid wood doors and a formal dining room perfect for gatherings. Don't overlook the crown

Jerrett Flesher

Flesher Brothers Auctioneering and Real Estate Inc

(765) 792-4034

457 E South St, Winchester, IN 47394
/36
$86,900 Under Contract
- 2 Beds
- 1 Bath
- 1,384 Sq Ft
613 S Main St, Winchester, IN 47394

This 2 bedroom home could become a 3 bedroom by converting the attic space which already has a dedicated stairway. Metal roof is less than 3 years of age. Vinyl windows updated in last 5 years. Newer gas furnace. Front porch brick recently tuck pointed.

Gary Coats

Flesher Brothers Auctioneering and Real Estate Inc

(765) 417-4158

613 S Main St, Winchester, IN 47394
/16
$141,900
- 2 Beds
- 1 Bath
- 825 Sq Ft
534 S Western Ave, Winchester, IN 47394

Welcome to this beautifully remodeled 2 bedroom, 1 bathroom home in the heart of Winchester! This charming property has been updated from top to bottom including roof, siding, fresh paint, new flooring, modern light fixtures, a new carport, landscaping, and a convenient storage shed. Perfectly situated in a great location, this home is move in ready and a must see!

Paul Faddis Tarter Realty Auction and Appraisal Company

534 S Western Ave, Winchester, IN 47394
/50
$334,900
- 4 Beds
- 1 Bath
- 1,703 Sq Ft
4803 W 500 N, Winchester, IN 47394

4803 West 500 North in Winchester, Indiana is a homesteader’s dream nestled on 6.7 scenic acres. This rural property blends comfort, practicality, and outdoor living, making it a perfect fit for those seeking country independence, investment opportunity, or a lifestyle rooted in agriculture and nature. It features a gorgeous 1.5-acre fully stocked pond, ideal for quiet evenings or fishing, paired

BRIAN INGLE FC Tucker Richmond

4803 W 500 N, Winchester, IN 47394
/23
$224,900
- 3 Beds
- 1.5 Baths
- 1,392 Sq Ft
1492 S Old Highway 27, Winchester, IN 47394

This 3-bedroom, 1.5-bath home features custom woodwork throughout and a beautifully crafted kitchen with red oak cabinets and custom barstools. Relax on the screened-in front porch or enjoy the meticulously landscaped yard. The large garden area has been enriched with compost for 48 years—ideal for any gardening enthusiast. Outside, you'll find a 25x19 enclosed carport and a 30x18 outbuilding

Paul Faddis Tarter Realty Auction and Appraisal Company

1492 S Old Highway 27, Winchester, IN 47394
/19
$165,000
- 3 Beds
- 1 Bath
- 1,704 Sq Ft
1446 Harbours Woodland Ct, Winchester, IN 47394

Take a look at this beautiful home nestled in a serene neighborhood just outside of Winchester. The main floor features a spacious primary bedroom for added convenience, while two additional bedrooms upstairs provide plenty of room for family or guests. Outside, you’ll love the detached garage and barn—perfect for storage, hobbies, or extra space. Whether you're enjoying the peaceful surroundings

Jammie Michael Tarter Realty Auction and Appraisal Company

1446 Harbours Woodland Ct, Winchester, IN 47394
/36
$238,000
- 5 Beds
- 2 Baths
- 2,349 Sq Ft
544 N Main St, Winchester, IN 47394

Beautifully Remodeled 5-Bedroom Home – Move-In Ready! This fully renovated 5-bed, 2-bath home features new electrical, plumbing, HVAC, and stylish updates throughout. Enjoy a spacious layout with modern finishes, an eat-in kitchen with all new stainless steel appliances, and a large master on main level. A detached garage will be completed shortly. Bonus: Seller offers in-house financing with

Brody Tarter RE/MAX Evolve

544 N Main St, Winchester, IN 47394
/25
$139,900
- 4 Beds
- 1.5 Baths
- 1,520 Sq Ft
619 S Richmond St, Winchester, IN 47394

Spacious 4-bedroom, 1.5-bathroom home with a solid brick exterior and detached garage. Features a convenient half bath in one of the main floor bedrooms and recent upgrades throughout. A great mix of charm and modern updates!

Miranda Fields Re/Max Evolve

619 S Richmond St, Winchester, IN 47394
/23
$190,000
- 3 Beds
- 1 Bath
- 1,746 Sq Ft
300 S Evans St Unit Saratoga, Winchester, IN 47394

Charming Home with a Countryside Feel! Experience the warmth of small-town living with a touch of countryside tranquility at 300 S. Evans Street, Saratoga, Indiana. Conveniently located near local favorites like Manning Pizza and Subs and Saratoga Park, this home is also just a short drive from both Union City and Winchester—offering the perfect blend of peaceful living and accessibility. Step

Karin Barga EB Real Estate

300 S Evans St Unit Saratoga, Winchester, IN 47394
/16
$149,900
- 2 Beds
- 1 Bath
- 1,636 Sq Ft
627 S Main St, Winchester, IN 47394

This beautifully remodeled 2-bedroom, 1-bathroom home offers a perfect blend of classic charm and modern upgrades. Fresh paint and new flooring run throughout the home, creating a clean and inviting atmosphere. The layout includes both a comfortable living room and an adjacent family room, providing flexible space for relaxing or entertaining. The spacious kitchen features plenty of room for

Paul Faddis Tarter Realty, Auction & Appraisals Co

627 S Main St, Winchester, IN 47394
/17
$149,000
- 2 Beds
- 2 Baths
- 1,764 Sq Ft
326 S Meridian St, Winchester, IN 47394

Welcome to this spacious 2-bedroom, 2-bathroom home in the heart of Winchester! Bursting with character and charm, this unique property features beautifully restored hardwood floors and thoughtful updates throughout. Enjoy outdoor living with a covered front porch, an open deck perfect for gatherings, and plenty of storage with a detached garage and two additional sheds. This home offers the

Jill Friend Tarter Realty, Auction & Appraisals Co

326 S Meridian St, Winchester, IN 47394
/16
$178,000 Pending
- 3 Beds
- 2 Baths
- 1,548 Sq Ft
1392 E Washington St, Winchester, IN 47394

Welcome to this charming and maintained 3 bedroom, 2 bathroom home offering 1,548 square feet of comfortable living space. Nestled on a generous .62 acre lot, this property provides both space and privacy with the convenience of a private well and septic system. Inside, you’ll love the natural light streaming through the beautiful bay window, adding warmth and character to the main living area.

Jill Friend Tarter Realty, Auction & Appraisals Co

1392 E Washington St, Winchester, IN 47394
/14
$139,000 Pending
- 2 Beds
- 1 Bath
- 1,096 Sq Ft
216 S West St, Winchester, IN 47394

Welcome to this rejuvenated 2 bedroom, 1 bathroom home in Winchester! This property has been beautifully updated throughout featuring a new kitchen and bathroom, fresh luxury vinyl plank flooring and carpet, and a new central air unit and furnace for year round comfort. Outside, you’ll love the spacious fenced in yard and the attached 2 car garage that offers convenience and plenty of storage

Jill Friend Tarter Realty Auction and Appraisal Company

216 S West St, Winchester, IN 47394
/26
$195,000 Under Contract
- 3 Beds
- 2.5 Baths
- 1,890 Sq Ft
171 S Ball St, Winchester, IN 47394

This 3-bedroom, 2.5-bath home sits on just over half an acre and offers the perfect balance of country charm and modern updates. The original attached garage has been converted into a spacious master suite, giving you plenty of room to relax and unwind. The home features a newer roof, comfortable living spaces, and a spa addition at the back of the house—ideal for year-round enjoyment. Outside,

Emily Williams RE/MAX Evolve

171 S Ball St, Winchester, IN 47394
/36
$155,000 Sold Jul 29, 2025
- 1,946 Sq Ft
- $80/SF
- 31 Days On Market
- 3 Beds
- 1.5 Baths
- Built 1920
2031 N 350 E, Winchester, IN 47394

Opportunity knocks. This home owners has decided to make it a quick sale, we have marked the property down significantly and the seller is letting it go "as is" with one exception! A full price offer, we will replace the roof at the sellers expense! Land, outbuildings, brick home in a private rural setting with room to stretch your legs and grow a family. It's the perfect scenario for those

Lucius Conner Viking Realty

2031 N 350 E, Winchester, IN 47394
/33
$170,000 Sold Jun 20, 2025
- 1,324 Sq Ft
- $128/SF
- 1 Day On Market
- 3 Beds
- 1 Bath
- Built 1908
3197 E 300 N, Winchester, IN 47394

A nature lover’s dream! This 10-acre property—mostly wooded with approximately 2 acres of tillable land, offers the perfect mix of seclusion and opportunity. The farmhouse features 3 bedrooms, a wood pellet stove, and new roof and is ready for your personal touch. Wildlife is abundant, with deer frequently spotted on the property, making it ideal for hunters or those seeking a peaceful rural

Jammie Michael Tarter Realty Auction and Appraisal Company

3197 E 300 N, Winchester, IN 47394
/23
$133,400 Sold Jun 10, 2025
- 1,025 Sq Ft
- $130/SF
- 1 Day On Market
- 2 Beds
- 1 Bath
- Built 1958
607 W Newton St, Winchester, IN 47394

Charming 2-bedroom, 1-bath brick home with timeless curb appeal and plenty of space to make your own! This well-maintained property features a spacious 2-car attached garage, an enclosed 3-seasons room perfect for relaxing or entertaining, and a versatile bonus room ideal for a home office, hobby space, or guest area. Inside, you'll find a comfortable layout with solid construction, natural

James Meredith NextHome Elite Real Estate

607 W Newton St, Winchester, IN 47394
/21
$167,000 Sold May 12, 2025
- 1,508 Sq Ft
- $111/SF
- 2 Days On Market
- 2 Beds
- 1.5 Baths
- Built 1956
409 S Jackson St, Winchester, IN 47394

Don't miss the chance to own this beautifully maintained 2-bedroom, 1.5-bath ranch home, complete with a versatile den that could easily serve as a third bedroom. Situated on a spacious corner lot in a welcoming neighborhood, this home offers the perfect blend of comfort and convenience, just a short walk from Willard Elementary School. Step inside to find a bright and open combo dining/living

Andrew Sullivan Keller Williams Indpls Metro N

409 S Jackson St, Winchester, IN 47394
/18
$164,000 Sold May 07, 2025
- 1,588 Sq Ft
- $103/SF
- 52 Days On Market
- 2 Beds
- 1 Bath
- Built 1882
3517 W 400 N, Winchester, IN 47394

A charming 2-bedroom, 1-bathroom home situated on 1.39 acres. Boasting 1,588 sq ft of spacious living, this property features an open kitchen and dining area - perfect for entertaining. Enjoy the comfort of a lovely front porch to relax on. The property also features a brand new roof and siding, ensuring durability and peace of mind for years to come. The attached garage provides convenient

Jairo Correa RE/MAX Evolve

3517 W 400 N, Winchester, IN 47394
/22
$167,900 Sold Apr 29, 2025
- 1,599 Sq Ft
- $105/SF
- 5 Days On Market
- 4 Beds
- 2 Baths
- Built 1900
701 N Main St, Winchester, IN 47394

This beautifully remodeled 4-bedroom, 2-bathroom home offers 1,599 sq ft of spacious living on a large corner lot. The home has been recently updated, showcasing stylish finishes and thoughtful design touches. Outside, you'll find a generous yard with plenty of space to relax. Plus, a detached garage provides ample storage or workspace. Don't miss out on this move-in-ready gem!

Miranda Fields Re/Max Evolve

701 N Main St, Winchester, IN 47394
/16
$158,000 Sold Apr 04, 2025
- 1,196 Sq Ft
- $132/SF
- 1 Day On Market
- 2 Beds
- 1 Bath
- Built 1966
330 Westwood Dr, Winchester, IN 47394

This beautifully updated 2 bed /1 bath home is ready for you to move in and enjoy! Step inside and be greeted by an inviting open floor plan, perfect for entertaining and everyday living. The spacious living area flows seamlessly into the updated kitchen, creating an airy atmosphere. You'll appreciate the numerous updates throughout, including new carpet and paint (inside and out), updated light

Lucius Conner Viking Realty

330 Westwood Dr, Winchester, IN 47394
/25
$150,000 Sold Mar 11, 2025
- 2,188 Sq Ft
- $69/SF
- 118 Days On Market
- 4 Beds
- 3 Baths
- Built 1902
525 S Meridian St, Winchester, IN 47394

Ideally situated near Winchester's parks, schools and downtown, this spacious 4-bedroom home offers 3 bathrooms and numerous recent enhancements. Upgrades include a new roof on the house and garage, modern gutters and central air. The property retains its original charm with original hardwood floors, intricate woodwork and vintage pocket doors!

Jairo Correa Re/Max Evolve

525 S Meridian St, Winchester, IN 47394
/16
$124,000 Sold Mar 07, 2025
- 1,806 Sq Ft
- $69/SF
- 6 Days On Market
- 3 Beds
- 1.5 Baths
- Built 1900
556 N East St, Winchester, IN 47394

This 3-bedroom, 1.5-bathroom two-story home offers timeless charm and exciting potential. The main level features a primary bedroom, and a versatile layout ready to be tailored to your vision. Upstairs, you’ll find two spacious bedrooms with hardwood floors and an abundance of natural light, creating a warm and inviting atmosphere. Additional features include a 1-car garage with overhead storage,

Paul Faddis Tarter Realty, Auction & Appraisals Co

556 N East St, Winchester, IN 47394
/16
$155,000 Sold Feb 21, 2025
- 1,890 Sq Ft
- $82/SF
- 55 Days On Market
- 3 Beds
- 1.5 Baths
- Built 1964
833 E Washington St, Winchester, IN 47394

Take a look at this beautiful 3 bedroom brick ranch home! This home is conveniently located on a large corner lot at the end of the street providing plenty of privacy! This home has newer flooring, an attached garage, a nice covered porch and a great back yard. This home is move in ready, just waiting on it’s new owner.

Paul Faddis Tarter Realty, Auction & Appraisals Co

833 E Washington St, Winchester, IN 47394
/26
$147,000 Sold Jan 31, 2025
- 1,588 Sq Ft
- $93/SF
- 92 Days On Market
- 3 Beds
- 2 Baths
- Built 1978
835 S Beeson Dr, Winchester, IN 47394

Welcome to your new 3 bedroom, 2 bathroom home located near town, the golf course, and the clubhouse. This home offers a fresh paint job, newer appliances, a new bath tub, fully fenced in back yard, and a fire pit. The master bedroom is large with a bathroom attached. The bathroom has brand new flooring. Brand new roof as of 11/25/24. This home has a 1 car attached garage, additional shed for

Brittany Cavanaugh Epique Inc.

835 S Beeson Dr, Winchester, IN 47394
/24
$150,000 Sold Dec 30, 2024
- 2,010 Sq Ft
- $75/SF
- 62 Days On Market
- 3 Beds
- 1 Bath
- Built 1900
527 W South St, Winchester, IN 47394

Welcome home! This 2-story residence offers 2,010 sq ft of functional and comfortable living space, featuring hardwood floors, a spacious layout, highlighted by a generous kitchen perfect for culinary enthusiasts. The ample counter space and modern appliances make it ideal for both everyday meals and entertaining guests. Enjoy the convenience of a covered front porch, where you can relax and

Brianna Turner Fathom Realty

527 W South St, Winchester, IN 47394
/21
$145,000 Sold Nov 27, 2024
- 2,085 Sq Ft
- $70/SF
- 17 Days On Market
- 3 Beds
- 2 Baths
- Built 1958
540 S Western Ave, Winchester, IN 47394

Remodeled ranch home on a quiet street in Winchester - features 3-4 bedrooms, 2 bathrooms and an inground pool. Fenced yard and large deck surrounding the pool with new diving board, slide, filter, heater and liner. The exterior has new siding, windows, roof and doors. On the inside, the home has new paint, flooring, kitchen and bathrooms.

Brody Tarter RE/MAX Evolve

540 S Western Ave, Winchester, IN 47394
/18
$103,900
- 3 Beds
- 1 Bath
- 1,472 Sq Ft
418 N Main St, Winchester, IN 47394

Welcome to 418 N Main Street! This charming 2-story home offers 3 bedrooms, 1 bathroom and 1,472 sq ft of comfortable living space. Enjoy the inviting covered front porch - perfect for relaxing evenings. Inside, you'll find recent upgrades including: new windows, a high-efficiency furnace, central air and newer appliances, ensuring comfort and energy savings. With spacious rooms and modern

Miranda Fields RE/MAX Evolve

418 N Main St, Winchester, IN 47394
/16
$184,900
- 2 Beds
- 2 Baths
- 1,220 Sq Ft
170 Sunset Dr, Winchester, IN 47394

This thoughtfully designed 2 bedroom, 2 bathroom condo offers a spacious living room that opens to a private back patio, a 2-car garage with a convenient utility closet, and an easy layout that’s ideal for everyday living. Located in Summers Pointe, just across from Walmart and close to local restaurants, shops, and gas stations — everything you need is right nearby.

Paul Faddis Tarter Realty Auction and Appraisal Company

170 Sunset Dr, Winchester, IN 47394
/19
$194,900
- 2 Beds
- 2 Baths
- 1,220 Sq Ft
176 Sunset Dr, Winchester, IN 47394

Newly updated 2 bed, 2 bath condo in desirable Summers Pointe! This charming unit offers a spacious living room with a cozy gas log fireplace, an adjoining office, and a beautiful back patio view. One bedroom sits next to the first full bath, while the primary suite includes a private bath with a stand-up shower. Enjoy the convenience of a 2 car attached garage that connects to the kitchen.

Paul Faddis Tarter Realty Auction and Appraisal Company

176 Sunset Dr, Winchester, IN 47394
/44
$190,000
- 3 Beds
- 1 Bath
300 S Evans St, Winchester, IN 47394

Charming Home with a Countryside Feel! Experience the warmth of small-town living with a touch of countryside tranquility at 300 S. Evans Street, Saratoga, Indiana. Conveniently located near local favorites like Manning Pizza and Subs and Saratoga Park, this home is also just a short drive from both Union City and Winchester—offering the perfect blend of peaceful living and accessibility.Step

Karin Barga EB Real Estate

300 S Evans St, Winchester, IN 47394
/25
$395,000
- 3 Beds
- 2.5 Baths
- 1,568 Sq Ft
1041 S Huntsville Rd, Winchester, IN 47394

BRAND NEW 3-bedroom, 2.5-bath home in Winchester with top-tier construction throughout. This open-concept layout is filled with natural light and features beautiful woodwork, solid interior doors, custom kitchen cabinetry, a large island, and walk-in pantry. The main-floor primary suite includes a private bath with a walk-in shower, while two bedrooms and a full bath are upstairs. Built with

Paul Faddis Tarter Realty Auction and Appraisal Company

1041 S Huntsville Rd, Winchester, IN 47394
/12
$48,000
- 2 Beds
- 1 Bath
- 910 Sq Ft
78 S Amanda Dr Unit Lot 18, Winchester, IN 47394

Come check out this completely updated and affordable mobile home located in Winchester! The lot rent is only $300 a month! As you enter the home, you will notice all sorts of different upgrades including new vinyl floors, new countertops, updated electric, custom built closets and so much more! This home features a spacious living room with lots of natural light coming in from the new custom

Brittany Ballenger Better Homes and Gardens First Realty Group

78 S Amanda Dr Unit Lot 18, Winchester, IN 47394
/5
$69,900
- 3 Beds
- 1 Bath
- 1,840 Sq Ft
619 N Residence St, Winchester, IN 47394

2-3 bedroom home close to the park and swimming pool. One car attached garage. Low exterior maintenance.

Matt Tarter Tarter Realty Auction and Appraisal Company

619 N Residence St, Winchester, IN 47394
/31
$399,900
- 4 Beds
- 2 Baths
- 1,344 Sq Ft
2105 N 100 W, Winchester, IN 47394

Brick home located on 8 acres just outside of Winchester with approximately 3 acres of woods. There is a large pole building (30'X48') with concrete floor and 9' overhead door. The home was built in 1979 and has a full walkout basement that is finished with a kitchen and bedroom. On the main floor, you will find 3 bedrooms, 1 full bathroom, large kitchen with dining room, living room and

Brody Tarter RE/MAX Evolve

2105 N 100 W, Winchester, IN 47394
/2
$25,250
- Land
- 0.26 Acre
- $97,115 per Acre
418 N Union St, Winchester, IN 47394

Build your dream property in the heart of Winchester! This vacant lot offers the perfect opportunity for new construction. Conveniently located near the high school, pool and park, this lot provides easy access to everything the community has to offer. Public utilities available. Don’t miss this chance to invest in a prime area with great potential!

Jammie Michael Tarter Realty Auction and Appraisal Company

418 N Union St, Winchester, IN 47394
/16
$89,900
- 3 Beds
- 2 Baths
- 2,256 Sq Ft
439 S Meridian St, Winchester, IN 47394

This charming 3-4 bedroom, 2 bathroom Victorian home offers ample space and great potential. It features a fenced yard, an attached garage and stunning woodwork along with beautiful hardwood floors.

Jairo Correa RE/MAX Evolve

439 S Meridian St, Winchester, IN 47394

Showing Results 1 - 40, Page 1 of 4

Indiana Randolph County Winchester

Home Trends in Winchester, IN

On average, homes in Winchester, IN sell after 5 days on the market compared to the national average of 70 days. The median sale price for homes in Winchester, IN over the last 12 months is $138,500, down 8% from the median home sale price over the previous 12 months.

Housing Trends

Median Sale Price

$138,500

Median Single Family Sale Price

$239,900

Average Price Per Sq Ft

$149

Number of Homes for Sale

Last 12 months Home Sales

Months of Supply

6.00

Median List Price

$165,000

Median Change From 1st List Price

Median Home Sale Price YoY Change

-8%

How to Buy a Home How to Finance a Home How to Sell a Home

Winchester Types of Homes for Sale

Winchester Condos for Sale

More About Living in Winchester

Homes in Nearby Neighborhoods

Homes in Nearby Cities

Homes in Nearby Counties

Disclaimer: Certain information contained herein is derived from information provided by parties other than Homes.com. All information provided is deemed reliable, but is not guaranteed to be accurate and should be independently verified.