Winslow IL Real Estate & Homes for Sale

Exceptionally maintained and thoughtfully upgraded, this home reflects a level of care, craftsmanship, and investment rarely found. Major improvements include a newer roof (2016), high-efficiency furnace and central air (2016), and a high-efficiency water heater (2022), complemented by premium systems such as a Generac whole-house generator, whole-house air purifier, dehumidifier, drinking water filtration system, sump pump with battery backup, and a full security system, offering comfort and peace of mind from day one. Inside, extensive custom woodwork and intelligently designed storage solutions are showcased throughout, paired with an open, vaulted great room that flows seamlessly into the dining area, kitchen, and family room for effortless everyday living and entertaining. The kitchen is both functional and inviting, featuring a walk-in pantry, additional pantry cabinetry, breakfast bar, and dedicated dining space, while oversized doors lead from the family room to a 16' x 10' deck overlooking a fully fenced backyard backing to the scenic Stagecoach Golf Course. The hall bathroom has been tastefully renovated with a spacious walk-in shower featuring a low step-in entry, and the primary suite offers a refined retreat with a separate shower and deep soaking tub. The finished lower level is designed for hosting and flexibility, complete with a kitchenette, freezer, second refrigerator, expansive bar, game area, family room with windows, a full bathroom, and a fourth bedroom with natural light, with additional potential for a future walk-out conversion. Storage is abundant at every level with custom cabinetry, pull-out shelving, built-in shoe storage, and thoughtful organizational features throughout. Completing the home is a spacious garage that is insulated, heated, and finished with an epoxy floor and additional cabinetry, alongside low-maintenance exterior features including vinyl fencing, a maintenance-free deck, and concrete-coated garage and front patio areas.

Step into modern farmhouse charm with this beautifully updated two-story brick home. Featuring three spacious bedrooms and a full bath conveniently located on the main level, this home has been tastefully renovated from top to bottom within the last couple of years. The welcoming breezeway offers a perfect transition space leading to the attached 2-stall garage. Outside, you'll love the expansive yard, ideal for gatherings, gardening, or simply enjoying the outdoors. With its blend of classic brick character and fresh modern farmhouse design, this home is move-in ready and waiting for its new owners.

Beautifully Updated Traditional Brick Home - This beautifully updated, traditional-style brick Four Square offers all the timeless character you love paired with thoughtful modern touches. Classic architectural details shine throughout-large windows that flood the home with natural light, high ceilings, ornate fixtures, and rich hardwood trim, doors, and floors. The main level offers an ideal layout with a bright living room, spacious dining room, and a charming kitchen with great flow. Convenient main-floor laundry and a half bath add excellent functionality. Upstairs, generously sized bedrooms continue the home's classic appeal with warm woodwork and ample light. Outside, enjoy a fenced yard perfect for pets, play, and privacy. A wonderful side screened porch provides a peaceful spot to relax. The backyard is set up for entertaining with a patio and fire pit area, plus a refreshing pool with deck-perfect for summer. Additional bonuses include a handy storage shed and an impressive two-story garage featuring a workshop space for projects, hobbies, or extra storage.If you love the beauty and craftsmanship of a true traditional home paired with updated comfort and great outdoor spaces, this is the one.

QUALITY! QUALITY! QUALITY! best describes this beautifully remodeled home. No expense spared here from the beautiful custom cherry kitchen cabinets to the bamboo floors in the kitchen and dining area. All new electric, plumbing, Simonton windows, doors and roof. 3 bedroom, 2 1/2 baths. New furnace and central air spring 2025. This 3.3 acre property offers not only a beautifully remodeled home but a really nice set of usable buildings. 60' x 110' metal building with cement, electric, heat and water as well as a 40' x 112' two story dairy barn with an attached 40' x 80' pole shed. Nice sized cement lot next to the barn. Orangeville school district. This property offers country living at its best! Acreage and square footage are per the Stephenson County Assessor. Buyer to verify measurements.

Discover the charm of country living in this under-construction barndominium on 1.06 wooded acres in Freeport, Illinois just 15 mi from Monroe, Wisconsin. Thoughtfully designed with sustainability in mind, this unique home features a geothermal system, plan for in-floor heating, and repurposed materials including barn beams, walnut wood from the property, and reclaimed silo bricks. The main level offers an open-concept great room with a 25-foot vaulted ceiling, a grand wood-burning fireplace, and French doors leading to a future deck overlooking the natural creek. The kitchen space flows seamlessly into the living area, perfect for modern entertaining. The main-floor primary suite includes a walk-in closet with laundry hook-up and space for a luxury bath with a soaking tub and separate shower. Upstairs, find two additional bedrooms, a full bath, and a spacious office with access to a potential upper deck. The lower level provides dual 30'x22' garages, extra storage, a mechanical room, and plumbing for an additional bath. The hard work is complete-now it's ready for your personal touch. Enjoy peaceful country views and the satisfaction of finishing this one-of-a-kind, energy-efficient home your way.

Welcome to 638 W Cedarville Rd, Freeport, IL - a breathtaking 5-bedroom, 3.5-bath estate offering privacy, luxury, and panoramic views in every direction. Built in 2003 and situated on over 27 scenic acres, this remarkable property features a large pond with dock, rolling fields, and mature woodlands - the perfect blend of natural beauty and peaceful seclusion. Inside, you'll find a spacious open floor plan highlighted by a stunning stone fireplace and a large modern eat-in kitchen with updated appliances and a four-filter water filtration system. The main floor flooring recently replaced with beautiful wood, adding warmth and elegance throughout the primary living spaces. The main-level master suite offers convenience and comfort, complete with a walk-in closet, jacuzzi tub, new custom shower. The walk-out lower level has been recently renovated and is designed for entertaining, featuring a home theater, two additional rooms, and a full bathroom, with direct access to the garden area. Just off the main living space, enjoy a peaceful patio ideal for relaxing or outdoor dining. A newly added sauna located off the back patio provides the perfect retreat to unwind. Outdoor amenities continue with a sand volleyball court, maintained walking trails through the woods, approximately 12 acres of pasture and woodland, and 9 acres currently rented agricultural land. The seller receives approximately $2,000 per year from the farmer who also assists with driveway plowing as part of their agreement. A spacious 3-car garage provides plenty of storage and parking. This property offers the serenity of country living with easy access to major cities. A rare opportunity to own a private retreat and endless possibilities.

Investment Opportunity! This property experienced a fire and is currently not safe for occupying. The home offers potential for rehab, restoration, or possible rebuild, making it a project suited for experienced investors or contractors. Due to the condition of the structure, utilities are not functioning and the property may pose safety risks. Extreme caution is advised. Property is being sold strictly AS-IS. Seller will make no repairs and cash offers only will be considered. Do not enter the property without a confirmed showing appointment. All showings require a signed liability waiver prior to confirmation. Great opportunity for the right buyer looking for their next renovation or redevelopment project.

Country living at its best. This great 2 story house with 3 big bedrooms with 2 full bathrooms. Laundry upstairs. Extra large living room, dining room and updated kitchen. Open front porch to sit and relax. Enclosed porch in the back of the house. Walk up attic which could be made into another living space. 2 stall detached garage. Fenced in yard. Gorgeous 2 story Red barn which could be used for various venues! Pole barn with a gravel floor 42 x 45. Corn crib 32 X 24. LP tank owned Plenty of room to have a garden and move around. US 20 W easy access . Property is getting re surveyed.

Take a look at this all brick home. This home features open breeze way with access to the garage, back deck, and kitchen. In the kitchen you will find basement door, access to the hallway, and the dining room. The living room is just off the dining room with a formal front door to the home. Off the living room is the hallway in which will take you to all 3bedrooms and full bath. Down in the basement you will find a caning area, 2nd full bathroom, laundry space, and large open room formerly used as a family room. Outside you will find a 40 x 60 shed with power and water just outside also features 2/3 of the floor with cement and the other part dirt. Estate sold as is

NOW PRICED AT $9,900/acre! This 275+/- acre property in Freeport, Stephenson County, offers a diverse landscape suited for farming, recreation, and investment. Approximately 220 acres are tillable with productive soils and a weighted PI of 108, making it a strong agricultural asset. The terrain includes 20 acres of low ground and 35 acres of timber, providing natural habitat for wildlife. The northern boundary is defined by the Pecatonica River, adding scenic beauty and potential for hunting or fishing. The land is accessible from both West Winneshiek Road and North Harlem Road, ensuring convenience for farming operations and recreational use. With fertile soils, a mix of open fields and wooded areas, and a riverfront location, this property offers an excellent blend of productivity and natural appeal. Property is currently being leased at very good return on the 220 tillable acres. Call for more details on the lease.

Unique opportunity with endless potential! This 15.796-acre property offers a rare combination of agricultural value, recreational use, and commercial possibilities. The land was previously being developed as a camping/glamping retreat, with much of the groundwork already completed for the next owner to continue the vision. The property features a beautiful pond fed by a natural spring, along with an additional natural spring on the property that also feeds water into the pond. Electricity and a well are already installed, and a driveway provides easy access. Trails run throughout the acreage, creating excellent opportunities for exploring the land, hiking, or riding. A motorcycle course has even been created through the property, and motorcycles are welcome. Zoned A-1 Prime Agricultural, horses are allowed, making it ideal for equestrian use as well. The property also carries a special use permit allowing for four cabins as a campground, creating excellent potential for a camping or glamping destination. With a mix of natural beauty, existing improvements, and flexible potential uses, this property is ready for its next chapter.

Welcome home to this beautifully maintained 4 bedroom, 2.5 bath home offering three levels of finished living space and located on a quiet private cul-de-sac in Willow Lake, just at the edge of Freeport in Stephenson County. This home features a functional and inviting layout with spacious living areas, a well-appointed kitchen, and updated bathrooms. The cozy family room is highlighted by a gas fireplace, creating the perfect gathering space for relaxing evenings. Convenience meets comfort with main floor laundry, while the additional finished lower level provides the 4th bedroom, plus a flexible space for recreation, hobbies, or entertaining. Important mechanical updates provide peace of mind: Radon mitigation system installed, Furnace New in 2022, Roof replaced 8/2013, Windows replaced 11/2015. Step outside and enjoy your private backyard retreat complete with an above-ground heated pool, expansive deck area for entertaining, and a storage shed for added functionality. Tucked away in a desirable cul-de-sac setting, this property offers privacy while still being conveniently located near Freeport amenities. A wonderful opportunity to own a spacious, well-cared-for home in Willow Lake!

Discover a rare combination of privacy, nature, and convenience on this beautifully wooded 1.5+ acre situated on cul-de-sac lot in Freeport. Designed for main-floor living with more than 2,000 square feet on the main level, this home offers expansive windows, skylights, and serene views that make you feel like you are living in your own private park. A privacy-fenced backyard adds an additional layer of comfort for outdoor living. The spacious kitchen with eating area opens directly into a bright sunroom with access to the multi-level deck and a new 2025 hot tub, perfect for entertaining or relaxing in the tree-top setting. The dramatic living room features a wall of windows, built-in bookcases, fireplace and a vaulted ceiling with additional skylights. The main floor primary suite includes a walk-in closet and a private full bath. Storage is abundant throughout the home. The walkout daylight lower level is ideal for multigenerational living, guests, or an in-law arrangement. It includes a kitchenette, game area, family room with fireplace, second living room with fireplace, bedroom, office, and full bath-providing exceptional flexibility. This home has been very well maintained with significant updates, including: roof and skylights (2012), professional landscaping (2015), high-efficiency furnace and central air (2017), water heater (2022), driveway sealed (2025), and hot tub (2025). If you're seeking space, nature, and a layout that adapts to every lifestyle need, this property delivers it all.

Welcome home to this 3-bedroom, 2.5-bath ranch-style, perfectly situated in a desirable neighborhood. Step inside to a bright and spacious layout featuring a comfortable living area, a well-appointed kitchen, and generously sized bedrooms. Downstairs, you'll find a large finished basement ideal for entertaining, relaxing, or creating a home office or gym. A standout feature is the oversized laundry room with plenty of space for storage and folding. The attached two-stall garage provides convenience and extra storage. SOLD AS IS. Seller will do NO Repairs. Seller requires 3 business days for all communication communications.

Covered front porch welcomes you into the large dining room, off of there is the living room and room used as primary bedroom. Dining room is open to the kitchen also. The kitchen has access to the enclosed side porch, bathroom, basement. Upstairs are the two other bedrooms, one currently being used as an office. Garage off of the alley, plenty of room in the back yard for playing or garden. Garage door opener new in 2025, stairway reconfigured and some new trim 2022.

Discover this spacious and beautifully updated 4-bedroom, 3.5-bath, 2-story home located in one of the area's most desirable subdivisions. Offering exceptional curb appeal and a 3-car attached garage, this property is designed for comfort, style, and modern living. Step inside to find a remodeled kitchen featuring granite countertops, quality cabinetry, and a layout perfect for cooking and entertaining. The main floor includes a warm and inviting family room accented by a stunning stone wall and cozy fireplace, along with abundant natural light and high ceilings that enhance the home's open feel. The finished basement adds remarkable versatility, complete with a second kitchen, an additional family room, and a bonus room-ideal for guests, hobbies, or extended living space. The home also features newer HVAC for peace of mind and energy efficiency. Outdoor living is equally impressive with a spacious deck, gazebo, and hot tub-perfect for relaxing or hosting gatherings. All appliances stay, and all furniture is negotiable, making this home truly move-in ready.

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.

Bright natural light and four levels of finished living space provide room for everyone to spread out and enjoy this beautifully maintained home. From the inviting interior to the expansive stone patio and private tree-lined yard, this property is designed for both comfortable living and entertaining. The main floor welcomes you with a large living room open to the formal dining room, both featuring beautiful tiger hardwood flooring. The updated kitchen offers abundant cabinetry, island workspace, quartz countertops, and stainless steel appliances, with patio doors leading directly to the impressive 35' x 24' flagstone patio complete with pergola, firepit, pond, and hot tub (2018), an ideal outdoor retreat. Upstairs features hickory hardwood floors throughout, including the primary bedroom with updated full bath, plus two additional bedrooms and a second full bathroom. The third level provides a spacious family room with wall mounted TV and sound system, wood-burning fireplace, fourth bedroom (currently used as a large home office), and a third full bathroom, perfect for guests, work-from-home space, or additional living quarters. The fourth level offers additional finished flex space ideal for a game room, exercise area, media room, or additional family room. The expansive laundry room includes built-in cabinetry, wash sink, and excellent hobby or craft workspace. Extensive mechanical and maintenance updates include: High-efficiency gas furnace (2013), Central air (2023), iWave ionization air purifier and Aprilaire system, Basement waterproofing and sump pump (2016), Radon mitigation system (2015), Water softener (2019), Whole-house water filter (2024), Windows and patio doors with Window World warranty (2013-2016), Leaf gutter guards (2017), Chimney cleaned (2026). Outside, enjoy a spacious almost half acre, tree-lined lot offering privacy, professional landscaping designed for low maintenance, raised garden beds, and a storage shed. The property also includes a DogWatch invisible fence system. Completing the home is an oversized 26' x 26' garage with abundant storage and a workbench. A rare opportunity offering space, upgrades, and exceptional outdoor living.

Great opportunity for commercial development right off of Business 20 West. Easily access and high visibility. Will divide and there is an opportunity to purchase more land. Electric, Water and Sewer, Gas is available. Possible economic incentives.

Spacious 4-bedroom, 3-bath home tucked into a quiet cul-de-sac and set on a generous yard, this property offers the perfect blend of comfort and convenience. Step inside to an inviting kitchen with a center island that opens to the dining and living area-ideal for everyday living and easy entertaining. The primary suite provides a private retreat with its own bath, while the additional bedrooms and baths offer great flexibility for family, guests, or a home office. Enjoy outdoor living on the deck overlooking the large yard, with plenty of room for play, pets, gardening, or gatherings. The walk-out basement adds valuable bonus space with great potential for a family room, rec room, or hobby area. With a new roof already done, much of the big work is taken care of-just move in and make it your own!

This home checks the boxes for location, convenience and space. Located in a country subdivision, this nearly acre lot is one of the highest points in Stockton and sunsets are PRIME. The main level has boasts three bedrooms, the master bath is ensuite. The main living area is open concept with dining and kitchen making one robust space. Kitchen has eat-in peninsula and with new appliances and ample cabinetry. Off of the main portion of the home is a multi-level deck accessible by patio doors, as well as a 4 seasons room that has wonderful lighting provided by a wall of eastern facing windows and has electric heat. A beautiful staircase leads to the lower level that provides another great living space that has a woodburning fireplace, walk-out patio doors which lead to a WORKING and MAINTAINED hot tub. There is an office, a large laundry room and a full bath to also located on the lower level. For those that need hobby space, there is a workshop in lower level with service doors that make easy in and out access and could also be utilized for additional storage. HIGHTLIGHTS INCLUDE: Metal roof Hard surface road Generator Option for ONE floor living The home is not only tasteful, has been dutifully maintained and is move-in ready.

Welcome to this charming ranch-style 3 bedroom home, offering a comfortable living experience on the main level with 1,488 square feet of clean, neat space. This delightful residence features a full, partially finished basement, providing ample opportunity for customization and additional living space. The home sits on a generous lot, ensuring plenty of room for outdoor activities and relaxation. The well-maintained garage measures 22 feet deep and 24 feet wide, perfect for parking or storage. Enjoy the convenience of a private well and septic system, offering peace of mind and cost savings. This property combines the best of rural living with easy access to town or RT 20.

No stairs and easy one-level living in this 3-bedroom, 1-bath ranch with a detached 1.5-car garage. The home features an open floor plan that offers a spacious living area with great potential. This property does need TLC, and the furnace is not working, making it a great opportunity for an investor, rehabber, or buyer ready to put in some work. Sold as-is, no FHA/VA.

Welcome to this super-nice, very affordable, 2-bedroom, 1-bathroom condo, where modern comfort meets effortless living. Step inside to find a freshly painted interior in a neutral palette that enhances the home's abundant natural light. The inviting living room flows seamlessly into a formal dining area, creating the perfect open layout for entertaining. The well-appointed kitchen features ample counter space and cabinetry, designed for both functionality and style. Both bedrooms are generously sized with large closets, offering a quiet retreat at the end of the day. This unit also includes a dedicated 1-car garage for secure parking and weather protection, as well as additional on-site storage to keep your home clutter-free.

This well-designed two-bedroom, three full bathroom condo offers a comfortable and flexible layout with an open floor plan ideal for both everyday living and entertaining. The main level features spacious living and dining areas that flow seamlessly, creating an inviting and functional space. The full basement significantly expands the living area and includes a beautiful family room with a fireplace, perfect for relaxing or hosting guests. A wet bar adds convenience and entertainment appeal, while the office nook provides a dedicated work or study space. The lower level also includes a non-conforming room, ideal for guests, a hobby room, or fitness space, along with a large storage room offering ample organization. With generous living areas on both levels and three full bathrooms, this condo provides comfort, versatility, and low-maintenance living with room to spread out. Solid, Updated + Well Maintained. Dues are $350/month.