Chester Homes for Sale

Welcome to Chester, Indiana – a hidden gem nestled in the heart of the Midwest! Known for its friendly community, picturesque landscapes, and rich history, Chester offers a perfect blend of small-town charm and modern conveniences. With its tree-lined streets and welcoming neighborhoods, Chester is a place where families can thrive, and individuals can find their ideal sanctuary.

Chester boasts a vibrant local culture, filled with parks, recreational facilities, and community events that foster connections among residents. Whether you’re strolling through the quaint downtown area or enjoying a weekend at one of the local festivals, you’ll quickly discover the warm spirit that defines this township. The schools in Chester are highly regarded, making it an excellent choice for families seeking quality education for their children.

For those considering a move, Chester has a variety of homes for sale that cater to diverse lifestyles and budgets. From charming single-family homes with character to modern new builds equipped with the latest amenities, there's something for everyone. Many properties feature spacious yards, perfect for outdoor activities or simply enjoying the serene surroundings. With competitive pricing and a range of options, now is a fantastic time to explore the real estate market in Chester.

Experience the beauty and community spirit of Chester, Indiana. Discover your dream home today and become part of this thriving township where every day feels like a warm welcome home!

Newest Chester Homes for Sale

$119,000

3 Beds ⋅ 1 Baths ⋅ 202629792 MLS ⋅ 1,512 SqFt. ⋅ Vanessa Lauritsen

Opportunity awaits! This 3bed/1bath home on a large lot in North Manchester. Inside you’ll find a large living room, big eat-in kitchen, oversized bathroom, and main-level laundry with washer and dryer included. The refrigerator is approximately one year old and all kitchen appliances stay. Additional features include a newer furnace, updated electrical panel, aluminum storage shed, and a hookup ready for a hot tub or spa. The home could benefit from cosmetic updates, including flooring, paint, and some windows, making it a great opportunity to build equity. Conveniently located close to local amenities and ready for its next owner!

210 S Maple Street, North Manchester

Listing courtesy of Vanessa Lauritsen from Hoosier Real Estate Group. Off: 260-356-5505

$214,900

3 Beds ⋅ 4 Baths ⋅ 202628733 MLS ⋅ 3,240 SqFt. ⋅ Andrea Greer Markham

This spacious 1½-story home offers more room than meets the eye! Step inside to a welcoming living room featuring a cozy brick fireplace. The main level also includes a formal dining room, a functional kitchen with appliances included, two comfortable bedrooms, and a full bathroom with newer vinyl flooring throughout. Upstairs, you’ll find a versatile space that’s perfect as a private teen retreat or mother-in-law suite, complete with a large bedroom, full bathroom, living area or recreation room, and an efficiency kitchen. The full unfinished basement provides abundant storage, a laundry area, plus the convenience of a shower, utility sink, and toilet. Outside, enjoy the beautifully landscaped yard in a desirable neighborhood, along with a detached two-car garage. This well-maintained home offers space, flexibility, and endless possibilities!

607 E 5th Street, North Manchester

Listing courtesy of Andrea Greer Markham from Manchester Realty. 260-982-6168

$285,000

3 Beds ⋅ 3 Baths ⋅ 202628500 MLS ⋅ 2,886 SqFt. ⋅ Andrea Greer Markham

Completely transformed while preserving its timeless character, this stunning two story homes the perfect blend of historic charm and modern luxury. Step inside from the new front porch and the main level welcomes you with a stunning custom beautiful staircase and light filled foyer/lounge with open stairs, accented by a custom railing and exposed brick leading to the basement. The kitchen featuring quality cabinetry, modern finishes, and a spacious eat-in dining area that opens seamlessly into the expansive living room. The original fireplace creates a warm focal point, while gorgeous flooring, crisp white trim, and LED lighting complete the space. A stylish half bath with gold accents completes the main level. Upstairs, you’ll be greeted by a beautiful landing that connects all three bedrooms. The spacious primary suite offers a walk-in closet and a private en-suite bath featuring a walk-in shower. Two additional bedrooms provide generous space and share a beautifully designed full bathroom complete with a luxurious soaking tub. A conveniently located second-floor laundry room makes everyday living effortless. This exceptional home also includes an attached one-car garage and quality craftsmanship throughout. Every detail has been thoughtfully designed, making this truly a move-in-ready showpiece you’ll be proud to call home.

1007 N Wayne Street, North Manchester

Listing courtesy of Andrea Greer Markham from Manchester Realty. 260-982-6168

$440,000

5 Beds ⋅ 2 Baths ⋅ 202626511 MLS ⋅ 3,600 SqFt. ⋅ Nathan Lengacher

TRACT 1 • Home & 14± Acres This beautiful property offers a spacious home, quality outbuildings, horse facilities, and approximately 7 acres of mature woods. Whether you're looking for a family homestead, hobby farm, or equestrian property, this tract has plenty to offer. • 3,600± Sq. Ft. Two-Story Home • 4 Bedrooms • 2 Full Baths • 48' × 64' Company Shed (Floor Heat) • 40' × 60' Horse Barn with 4 Tie Stalls • 24' × 40' Barn • Several Outdoor Paddocks • Garden/Storage Shed • Approximately 7 Acres of Excellent Woods Tract 1 can sell separately or as a whole with tract 2 combined.

12427 N 500, North Manchester

Listing courtesy of Nathan Lengacher from Integrity Realty Group LLC. 812-636-5600

$310,000

3 Beds ⋅ 2 Baths ⋅ 202626509 MLS ⋅ 1,621 SqFt. ⋅ Carrie Vineyard

Discover this beautifully maintained 3-bedroom, 2-bath ranch, built in 2017 and situated on an impressive 0.77-acre lot in North Manchester. Offering 1,621 square feet of thoughtfully designed living space, this home combines modern comfort with the convenience of single-level living. The open and inviting floor plan provides an ideal setting for both everyday living and entertaining. The spacious kitchen flows seamlessly into the main living area, while the primary suite offers a private retreat with its own full bath with a large double vanity. Two additional bedrooms and a second full bathroom provide flexibility for family, guests, or a home office. Step outside to enjoy the expansive backyard with plenty of room for outdoor activities including your very own basketball court. An attached 3-car garage offers abundant space for vehicles, storage, and hobbies. Conveniently located, this move-in ready home delivers the perfect blend of comfort, space, and modern living.

406 W South Street, North Manchester

Listing courtesy of Carrie Vineyard from RE/MAX Results. Cell: 260-901-3252

$189,995

4 Beds ⋅ 3 Baths ⋅ 202623856 MLS ⋅ 2,132 SqFt. ⋅ Raylene Webb

**UPDATED price*** Imagine sipping morning coffee on a sprawling porch while open countryside stretches before you — this fully renovated four-bedroom retreat makes that picture your everyday reality. Offering 2,132 square feet of refreshed living space, the home has been thoughtfully updated from top to bottom, leaving nothing on your to-do list but unpacking. Step inside to discover updated flooring underfoot, crisp new paint, and modern light fixtures that brighten every room. The kitchen showcases updated appliances ready for your culinary experiments, while three remodeled bathrooms deliver clean, contemporary comfort. All utilities have been connected, so this country gem is genuinely move-in ready. Four generous bedrooms provide plenty of flexibility for family, guests, or a quiet home office with a view. Best of all, you'll savor peaceful rural living without sacrificing convenience. Schedule your private showing today before someone else claims this porch-perfect paradise.

10088 S Ohio Street, Keystone

Listing courtesy of Raylene Webb from eXp Realty, LLC. Cell: 260-715-2765

$294,900

3 Beds ⋅ 3 Baths ⋅ 202623719 MLS ⋅ 2,842 SqFt. ⋅ Carolyn Crooks

Welcome home to this spacious and versatile 3-bedroom, 3 full bath property ideally located on a quiet street in North Manchester, just minutes from schools, parks, dining, and everyday conveniences.Offering plenty of room to spread out, this home features both a large family room and a separate living room, providing flexible spaces for gathering, entertaining, or simply relaxing. The bright four-seasons room overlooks the beautifully landscaped backyard and offers the perfect spot to enjoy every season.The eat-in kitchen serves as the heart of the home, while two fireplaces add warmth and character throughout. The primary suite features a private ensuite bath and walk-in closet, creating a comfortable retreat at the end of the day.Situated on nearly half an acre within town limits, the backyard is a gardener's dream with established perennial beds, garden boxes, berry plants, and plenty of space to enjoy the outdoors.A unique bonus is the dedicated space off the garage with its own private entrance. Previously utilized as a dog grooming studio, this area offers endless possibilities for a home-based business, creative workspace, pet services, salon services, studio, workshop, or hobby room.With generous living spaces, a beautiful setting, and a flexible layout, this property offers a rare combination of comfort, convenience, and opportunity.

305 Sunset Drive, North Manchester

Listing courtesy of Carolyn Crooks from Keller Williams Realty Group. carolyncrooks1@gmail.com

$224,900

2 Beds ⋅ 2 Baths ⋅ 202623180 MLS ⋅ 1,920 SqFt. ⋅ Timothy Tower

Move right in and enjoy the peace of mind that comes with a home that was completely rebuilt from the foundation up in 2023! This beautifully renovated 2-bedroom, 2 full-bath home combines modern finishes, thoughtful design, and exceptional functionality throughout. The spacious kitchen is sure to impress with gorgeous granite countertops, abundant cabinetry, and plenty of workspace for cooking, entertaining, and everyday living. Storage is truly everywhere you look, making it easy to stay organized and clutter-free. The full basement offers incredible versatility and is already set up for a potential in-law suite, guest quarters, or multi-generational living arrangement. With its own private entrance and existing layout, all that's needed is a kitchenette to complete the space and unlock its full potential. Additional features include a one-car attached garage, updated systems and finishes throughout, and the confidence that comes with a major renovation completed in 2023. Whether you're looking for a primary residence, a home with room for extended family, or simply a property that offers modern convenience and flexibility, this one checks all the boxes. Opportunities to own a virtually new home with this much character, storage, and future potential don't come along often. Schedule your private showing today!

801 Thorn Street, North Manchester

Listing courtesy of Timothy Tower from CENTURY 21 Bradley Realty, Inc. Cell: 260-503-8466

$999,000

6 Beds ⋅ 6 Baths ⋅ 202622429 MLS ⋅ 13,140 SqFt. ⋅ Kelly Werth

Step into a piece of North Manchester history with the iconic Journey’s End, also known as the Peabody Mansion. Designed in 1932 by renowned Fort Wayne architect Charles R. Weatherhogg, this remarkable three-story Cotswold Tudor Gothic Revival estate is a rare opportunity to own one of the area's architectural treasures. Nestled on more than three picturesque acres adorned with mature trees, the property showcases timeless craftsmanship, stunning architectural details, and a rich legacy that has endured for nearly a century. Offering over 7,000 square feet of finished living space, the home features six spacious bedrooms, five full baths, and countless historic elements that have been carefully preserved. Large portions of the residence remain true to the original design, reflecting the character and elegance envisioned by Weatherhogg. A striking slate roof, detached carriage house, and breathtaking grounds further enhance the estate's appeal. With only two families having called this home their own in nearly 100 years, Journey’s End presents a once-in-a-generation opportunity to own an extraordinary piece of architectural history while becoming part of its enduring story.

300 W 7th Street, North Manchester

Listing courtesy of Kelly Werth from Mike Thomas Assoc., Inc. 260-489-2000

$259,000

3 Beds ⋅ 3 Baths ⋅ 202620265 MLS ⋅ 3,200 SqFt. ⋅ Julie Mobley

Beautiful 3 bedroom 3 bath home, featuring a dining room and beautiful kitchen with a large island to sit around for dinner have a game night and would be a great space for meal prep. Enjoy the ventless fireplace in the living room that has beautiful hardwood floors. The master bedroom has a walk in closet and master bath on the main floor. The main floor is finished off with another full bath and laundry room. Upstairs you will find two nice size bedrooms with hardwood floors and the third full bathroom. Enjoy time in basement were you'll find the family room and wet bar. There is one more finished room in the basement and lots of storage. The home has a 2 car, 22 x 22 detached garage.

403 N Wayne Street, North Manchester

Listing courtesy of Julie Mobley from Wander Home Realty, LLC. Cell: 260-415-6296

$179,000

2 Beds ⋅ 2 Baths ⋅ 202619213 MLS ⋅ 2,572 SqFt. ⋅ Andrea Greer Markham

A Victorian beauty full of charm and character! From the exterior appeal to the restored wood floors to the vibrant stained glass windows, this home is a show piece! Enter the home through an enclosed porch which has surrounding windows. The home features historic trim and antique doors and many unique glass windows paired with an upgraded kitchen (all appliances included) and LED lighting. The formal dining room, living room, and parlor are open concept and full of natural light. A spacious main bedroom with deck access features a large closet and a full bath with a high tank toilet, claw foot tub/shower, and another bright stained glass window. An additional bedroom is on the main level. The laundry can be located in the 1/2 bathroom or in the basement. A finished game room in the basement adds more living space to the home. Over 600 square feet in attic space with a walk up stairway can be further finished. Entertain all summer on the wrap around deck overlooking a large backyard. A detached garage offers great storage. Air conditioning has been added as well as insulation, new wiring, and a newer roof. So much care has been taken and so many updates have been done. This gem is move in ready!

205 W 4th Street, North Manchester

Listing courtesy of Andrea Greer Markham from Manchester Realty. 260-982-6168

$339,000

4 Beds ⋅ 3 Baths ⋅ 202619180 MLS ⋅ 3,122 SqFt. ⋅ Andrea Greer Markham

Step into one of the area’s most admired historic treasures! This stunning two-story storybook beauty sits gracefully on a corner lot surrounded by gorgeous mature landscaping and inviting outdoor spaces. From the moment you step through the front door, you’ll be captivated by the grand foyer, rich original woodwork, and timeless character throughout. The welcoming living room showcases a cozy fireplace, beautiful windows, and stunning natural wood details, while the formal dining room features original lighting and a charming window seat with built-in drawer storage. The functional kitchen embraces its historic roots with the original built-in flour sifter and pastry countertop, blending vintage charm with everyday practicality. Also on the main level, enjoy a cozy den with built-in glass cabinets, a spacious bedroom overlooking the picturesque yard, and a full bath. Upstairs you’ll find 3–4 bedrooms, each filled with character through gorgeous windows, trim work, and architectural detail, plus a walk-up attic full of possibilities. A second full bath with a relaxing soaking tub completes the upper level. The upper balcony is a dream for quiet evening meals or entertaining. The partially finished basement offers incredible additional living space with a rec/family room, full bathroom, laundry area, and extra office or den. Outside, unwind on the fantastic deck with shade awnings and enjoy the truly enchanting outdoor setting. Rich with history, overflowing with charm, and straight out of a storybook — this is a rare opportunity to own a one-of-a-kind historic masterpiece.

701 Miami Street, North Manchester

Listing courtesy of Andrea Greer Markham from Manchester Realty. 260-982-6168

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IDX information is provided by the Indiana Regional MLS and is exclusively for the consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Data is deemed reliable but is not guaranteed accurate by the MLS.

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