149 properties for sale in Winslow village, Winslow township Stephenson County Illinois

Gated luxury estate on almost 15 acres. You'll truly feel like you're living in a movie on this magnificent estate! Originally designed in 1924 for William Rawleigh, this historically significant masterpiece features the main house with 6 bedrooms, 4 full baths, 2 half baths plus a carriage house with 2 additional bedrooms, kitchen, living room and sunporch. Five additional buildings on the property include a an indoor saltwater pool house with 9' deep pool, air-conditioned gym facility with separate kitchen and bath, screened gazebo fit for a crowd, full size basketball and recreation court, large stone firepit area, and a 40x100 commercial grade steel storage building large enough to house multiple cars, boats, lawn and snow equipment. The main residence has been fully restored between the years 2000-2026 with meticulous attention to preserving the historic craftmanship and architectural integrity of the original features such as oak woodwork throughout, leaded glass windows, beamed

Welcome home to peaceful country living! This inviting ranch-style home is situated on 1.4 acres in a private cul-de-sac at the north end of Stephenson County, just outside Freeport. Offering 3 bedrooms and 2.5 baths, this home features a comfortable, functional floor plan with the convenience of main-floor laundry. The spacious living room is highlighted by a cozy fireplace, while a formal dining room plus an eat-in kitchen provide plenty of space for everyday living and entertaining. Enjoy the privacy and elbow room of a generous 1.4-acre setting while still being within an easy drive off RT 20 and area amenities. If you've been looking for one-level living, extra outdoor space, and a quieter location, this property offers a wonderful combination of comfort, convenience, and country charm!

This great ranch home has been remodeled like a new home. Located along Jane Addams Trail. 2026 remodeled kitchen with cabinets, countertops, light fixtures, flooring and new appliances. Living room painted with new flooring. Primary Bedroom with walk in closet and primary bathroom with a walk in shower. New flooring and light fixtures. Main floor laundry room. Bedrooms has new paint, light fixtures and flooring. Main bathroom has new flooring, light fixtures and bathroom fixtures. Oversized 2 stall garage. New roof. New siding will be put on this June. Updated electric. New well pump. New front deck to the house with new front door. Orangeville School District. Southwest portion of this lot is located in a floodplain

Welcome home to this spacious and move-in-ready ranch in Freeport! Offering 5 bedrooms and 3 full bathrooms, this home provides plenty of space with a functional layout and comfortable living areas throughout. The main level features a welcoming living space with a cozy gas fireplace and a primary bedroom complete with its own private full bathroom. The finished basement adds even more living space with a large rec room that's perfect for entertaining, relaxing, or creating a home theater or game room. You'll also find 2 additional bedrooms and a full bathroom in the lower level, making it a great setup for guests, older children, or extended family. Outside, enjoy a peaceful backyard that's ready for summer evenings, cookouts, or simply unwinding at the end of the day. A concrete driveway adds convenience and easy maintenance. With 5 bedrooms, 3 full bathrooms, a finished basement, and move-in-ready condition, this ranch has the space and versatility you've been looking for!

This Lovely Tri Level home has plenty of space. 4 Bedrooms with 2.5 bathrooms. Formal Living Room and Dining Room, Large Eat in Kitchen. Family room with Fireplace. Deck and 2 stall garage

Discover a bright, versatile bi-level designed for comfortable everyday living. Skylights fill the spacious living room with natural light, while a fireplace adds warmth and a patio door leads to the multilevel deck and fenced backyard. The kitchen features stainless steel appliances, a center island, and a generous dining area with another patio door for easy outdoor access. The primary bedroom includes a private bathroom with a whirlpool tub and separate shower. A second bedroom offers a walk-in closet and access to the main-floor laundry, while the hall bathroom serves the remaining bedrooms. The lower level expands the possibilities with a large family room, fourth bedroom, and entry to the two-car tandem garage. Outside, enjoy the above-ground pool with a new pump, filter, sand, and ladder, plus a swing set and shed

Move-in ready end-unit condo with 1-car garage & maintenance-free living! Welcome to this well-maintained ground-floor end-unit condo! This inviting condo offers comfortable, convenient living with two generously sized bedrooms, spacious closets, and a 1-car garage. A 1-car garage provides convenient parking, while an additional 8.5' x 8' storage locker offers plenty of extra storage. The ground-floor location provides easy access with no stairs to climb, while the end-unit setting offers added privacy and natural light. The condo is move-in ready, allowing you to settle in and enjoy your new home without the hassle of major projects or extensive maintenance. The $275 monthly condo association fee provides exceptional value and includes heat, water, garbage pickup, lawn care, and snow removal. Community laundry is conveniently provided in the basement. Enjoy the benefits of home ownership while leaving many of the day-to-day exterior maintenance responsibilities behind. A 1-car garage

Tucked away at the end of a long private drive, this extraordinary 7-acre retreat offers the rare combination of privacy, natural beauty, space and versatility. Surrounded by mature trees and overlooking a picturesque creek and dramatic limestone bluff, this one-of-a-kind property provides a front-row seat to nature. Watch bald eagles soar overhead, deer and wild turkey wander through the woods, and take in stunning sunrises and sunsets from the comfort of home. Thoughtfully designed to embrace its spectacular hillside setting, this custom ranch features more than 6,000 square feet of finished living space and incredible views throughout. The heart of the home is an impressive open living area where expansive wall-to-wall windows, soaring vaulted ceilings, and a dramatic stone fireplace bring the outdoors in. The space flows seamlessly into the kitchen, sunroom and deck, creating an exceptional setting for everyday living and entertaining. All overlooking the creek and surrounding land

Welcome home to this charming 2-bedroom condo in Freeport, Illinois, ideally situated on a large corner lot and offering the convenience of immediate possession! The inviting main level features a spacious combined living and dining room, creating a comfortable and versatile space for everyday living and entertaining. The home also offers the convenience of a 2-car garage, providing plenty of room for vehicles and additional storage. A major bonus is the full unfinished basement, offering abundant potential for future living space, a recreation room, workshop, hobby area, or additional storage. The basement also includes a convenient half bath. With its desirable corner-lot setting, flexible basement space, 2-car garage, and immediate availability, this condo offers a wonderful opportunity for a new owner looking for comfort, convenience, and room to make the home their own. Don't miss the opportunity to make this Freeport condo your next home!

Don't wait to call this your next home! Charming Ranch Home with Modern Updates. This delightful ranch home boasts: 3 bedrooms, 2 bathrooms, kitchen, formal dining room with new sliding doors leading to the back deck, offering views of a spacious yard, finished lower level that provides additional living space, and a 2-stall attached garage. Notable updates include: Shingles replaced in 2015, New ductwork, central air, and gas forced air system, all upgraded in 2022

New roof in process! Larger than it appears, wonderfully open, and designed for easy, low-maintenance living! This 1,427 sq. ft. Duplex-style condo combines a spacious one-level floor plan with peaceful views overlooking neighboring cornfields and countryside. Step inside to a bright, vaulted living, dining and kitchen, creating one large open gathering space. The kitchen offers an abundance of counter space and cabinetry, breakfast bar, pantry, and all appliances included. One of the best features may be just outside, step onto the 12' x 10' deck and enjoy the privacy, quiet country views, and visiting wildlife with no homes behind you. The generously sized primary suite includes a private full bath with a convenient low-step-in shower. A second bedroom and second full bath provide comfortable space for guests, a home office, hobbies, or everyday living. Don't overlook the heated attached garage! At approximately 24' x 25', it's considerably oversized, providing plenty of room for veh

This charming ranch home in Cedarville sits on a nice lot with mature landscaping, a fenced backyard, a large shed for all your storage needs and a spacious 23x21 private deck. Perfect for relaxing or entertaining. You'll also appreciate the extra parking and a third vehicle or camper. Inside you'll find generously sized rooms, beautiful hardwood floors in the bedrooms, and a darling kitchen featuring a window over the sink, pantry with pull out shelves, and appliances that stay. The corner fireplace can be enjoyed from several rooms, creating a warm and inviting atmosphere. The spacious bathroom offers two sinks, a garden tub, and a separate shower, with beautiful tile details that give it a relaxing, spa like feel. Clean. Neat, and move in ready. This home is ready for you to enjoy. Property being sold AS IS

Over 3,000 square feet on more than a half-acre private wooded lot situated on a dead end street, with multiple living areas, two decks, a patio, and a daylight walkout lower level! This spacious two-story offers 4 bedrooms, 3.5 baths, beautiful hardwood floors, built-ins, and a layout designed to give you room to live, work, gather, and entertain. From the moment you enter, you'll appreciate the quality and updates throughout. The main-floor office features an impressive wall of built-in bookcases, while the living and dining rooms offer hardwood floors, a fireplace, and an easy flow for everyday living or entertaining. The kitchen provides a breakfast bar, dining area, pantry, and a full wall of cabinetry for plenty of storage. Just beyond, the main-floor family room features a wood-burning fireplace, built-ins, and direct access to one of the large decks, bringing the wooded setting right into your everyday living space. Upstairs you'll find three generously sized bedrooms plus the

Gorgeous ranch home in a park like sitting on the golf course. The master bedroom has his and her walk-in closets, Jacuzzi tub and walk in shower. This home features an elegant formal dining room, beautiful kitchen with breakfast area, newer appliances a stove top and two built-in ovens along with plenty of cabinets. Sliders access to the wonderful deck with attached remote canopy. This home has main floor laundry and two and 1/2 bathrooms on the main floor, a formal sitting room with gas fireplace and built in bookcases along with a study complete with built in bookcases. This room could easily be made into a needed third or fourth bedroom in addition to the study. The Chandeliers in the kitchen and dining room, do not stay. The lower level comes with a chair lift, newer furnace, two newer water heaters one that is an on-demand water heater and the other was installed in 2024. In the lower level there is a ton of storage, nice shop area and a family room/ gym area, half bath and a sew

Open concept living meets move-in-ready comfort in this beautifully updated 4-bedroom, 3-bath home! Fresh paint flows throughout, and every bathroom has been refreshed with new fixtures â faucets, showerheads, and more. The 4th bedroom and the basement have both been completely remodeled, offering flexible space for a guest suite, home office, or family retreat. Major systems are covered too: new water heater, water softener, HVAC motor, and A/C condenser mean true peace of mind for years to come. Finished off with fresh landscaping for great curb appeal, this one checks every box. Schedule your showing today!

Large 5-bed/3-bath home offering nearly 2,800 sq ft of finished living space, including a finished basement and bright sun room. Features include an attached 2-car garage, spacious floorplan, and semi-fenced backyard. This home presents an outstanding value-add opportunity for investors or owner-occupants willing to renovate. Sold'as-is. Great opportunity to build equity in an established neighborhood. Multiple Freeport properties are available from the seller, and a package purchase may be considered. Buyer to verify room counts, dimensions, and intended use

Move right into this charming 2-bedroom, 1-bath mobile home in a convenient Freeport location! Offering a bright and functional floor plan, this home features spacious bedrooms, plenty of storage, an eat-in kitchen, and abundant natural light. Enjoy your morning coffee on the covered porch overlooking the yard, complete with mature trees and a storage shed. Located just minutes from shopping, dining, and other local conveniences. Lot rent is just $390/month, making this an affordable opportunity for homeowners looking for comfort and value

Over 3,000 square feet on more than a half-acre private wooded lot situated on a dead end street, with multiple living areas, two decks, a patio, and a daylight walkout lower level! This spacious two-story offers 4 bedrooms, 3.5 baths, beautiful hardwood floors, built-ins, and a layout designed to give you room to live, work, gather, and entertain. From the moment you enter, you'll appreciate the quality and updates throughout. The main-floor office features an impressive wall of built-in bookcases, while the living and dining rooms offer hardwood floors, a fireplace, and an easy flow for everyday living or entertaining. The kitchen provides a breakfast bar, dining area, pantry, and a full wall of cabinetry for plenty of storage. Just beyond, the main-floor family room features a wood-burning fireplace, built-ins, and direct access to one of the large decks, bringing the wooded setting right into your everyday living space. Upstairs you'll find three generously sized bedrooms plus the

This cute 1.5 house with 3 bedrooms, 1 full bath with an updated shower. Living Room with fireplace. Formal dining room. Office, Kitchen with an eat in area. 3 season room. Laundry in the basement. 1 stall garage with a new garage door. Plenty of storage. Roof 6 yrs old. Updated windows, water heater 2024

Pride of Ownership Shines Throughout! This well-maintained 3-bedroom, 2-bath ranch has been lovingly cared for by a longtime owner and offers an abundance of comfortable living space inside and out. The spacious kitchen features plentiful cabinetry, generous counter space and appliances, while the adjoining dining and living areas provide plenty of room for everyday living and entertaining. One of the home's standout features is the beautiful vaulted sunroom, surrounded by windows and highlighted by a warm wood-plank ceiling and skylights-an inviting space to relax while enjoying views of the yard. The partially finished basement adds even more usable living space, with room for recreation, hobbies, exercise or a home office, plus additional unfinished space for storage and projects. Outside, you'll appreciate the beautifully maintained yard, simple landscaping and partially fenced backyard, offering plenty of room to enjoy the outdoors. An attached garage completes the package. Solid,

Welcome to this spacious 4-bedroom, 2.5-bath home in Freeport's desirable Cherokee Hills neighborhood! Offering over 2,000 square feet of living space, this home features two separate living areas, generously sized bedrooms, and a full unfinished basement with a bathroom rough-in ready for your future plans. Enjoy the large recently cleared backyard complete with a newer brick paver patio and retaining wall, playset, swings, trampoline, and a brad new massive storage shed with loft space. Conveniently located near parks, schools, and amenities, this home offers the perfect blend of space, functionality, and outdoor living. Don't miss this opportunity!

Welcome home to this spacious ranch offering nearly 1,800 square feet of comfortable main-level living, plus a full basement with endless possibilities for additional living space, storage, or future finishing. From the moment you arrive, you'll appreciate the beautifully maintained curb appeal and the exceptional outdoor setting. The backyard is fully fenced and thoughtfully landscaped, creating a private oasis surrounded by mature plantings that provide both beauty and seclusion. Whether you're entertaining guests, gardening, or simply enjoying a quiet evening outdoors, this peaceful retreat is sure to impress. Inside, you'll find a generous floor plan designed for everyday comfort and convenience, with spacious living areas ready to accommodate your lifestyle. The full basement offers incredible flexibility for a recreation room, home gym, or additional storage. If you've been searching for a home that combines generous living space with a beautifully landscaped, private outdoor set

Wow the updates, space, and move-in ready condition are sure to impress! This beautifully maintained two-story offers 4 generous bedrooms, multiple living and entertaining areas, a finished lower level, and inviting outdoor spaces. The main floor begins with a large living room that opens to the formal dining room, creating an ideal setting for gatherings and special occasions. Filled with natural light, the kitchen features abundant workspace, a pantry, breakfast bar, and casual dining area, with a door leading directly to the deck and backyard. The kitchen also opens to the vaulted family room, giving the heart of the home a bright, comfortable, and connected feel. Just off the garage, the spacious mudroom and separate laundry room provide convenient everyday organization and storage. A half bath completes the main level. Upstairs, all 4 bedrooms are generously sized. The primary suite includes a 7' x 5' walk-in closet and private full bath, while the additional bedrooms offer flexib

Welcome to this beautifully updated home situated on over 2 acres of peaceful, park-like property. Offering approximately 3,000 square feet of finished living space, this spacious home features 6 bedrooms, 3 full bathrooms, an eat-in kitchen, and a fully finished walk-out basement, making it ideal for a growing family or anyone looking for extra space. Since purchasing the home, the current owner has completed numerous updates including new flooring throughout, a remodeled bathroom, new countertops, updated light fixtures, and a fully finished basement that adds approximately 2,000 square feet of additional living space. The lower level also features a fireplace, a full bathroom, multiple bedrooms, and walk-out access to the backyard. Enjoy beautiful views from the rear decks overlooking the private backyard and over 2 acres of land. Additional features include a 2+ car attached garage, a new water heater, and a full rear exposed walk-out basement that offers exceptional functionality

Calling all car enthusiasts, hobbyists, and anyone looking for SERIOUS garage and storage space! This two-bedroom ranch packs a lot into one property, starting with an updated kitchen, newly remodeled bathroom, and spacious living room. The partial basement offers additional usable space with one finished room-perfect for a home office, hobby room, workout area, or storage space. Outside is where this property really stands out! You'll find a HUGE 20' x 50' detached garage, an additional 26' x 20' detached garage, plus a 16' x 30' shed-providing incredible space for vehicles, toys, equipment, a workshop, or storage. The fenced-in backyard offers additional outdoor space, while a whole-house generator provides added peace of mind. Updated where it counts, loaded with storage, and offering garage space that's hard to find-this ranch is much more than meets the eye!

2 bedroom, 3 bath condo with 2 stall attached garage. Large living room with vaulted ceilings. Dining area, four seasons porch that has access to the outside. Main floor laundry. Lower level has a large family room, craft room, and 3rd bath with jacuzzi tub. HOA is $200.00/month

This home is in preforeclosure, which means the homeowner is in default (missed payments). Therefore, there could be an opportunity to strike a great deal with the owner and the bank

This home is in preforeclosure, which means the homeowner is in default (missed payments). Therefore, there could be an opportunity to strike a great deal with the owner and the bank

This home is in preforeclosure, which means the homeowner is in default (missed payments). Therefore, there could be an opportunity to strike a great deal with the owner and the bank

This is a Real Estate-Owned (REO)/post-foreclosure home owned or managed by a bank. All offers are considered; however, the highest and best will most likely be accepted