Winslow IL Real Estate & Homes for Sale

Charming Two-Story Home in the Heart of Downtown Orangeville***Discover the potential in this spacious four-bedroom, two-bath home ideally located in the heart of downtown Orangeville-just moments from schools, shops, and all the conveniences of town. This welcoming property offers a functional layout with one bedroom on the main floor along with main-floor laundry, and three additional bedrooms upstairs. The roof was replaced about five years ago, giving you a great start on big-ticket updates. Inside, you'll find large rooms filled with opportunity. While the home does need a little TLC, it provides the perfect canvas for customization and equity-building. With its classic two-story charm, practical floor plan, and location, this home is ready to be transformed into something truly special.

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.

Main floor living in this ranch house on a corner lot close to downtown. Main floor features 2 bedrooms, bright living room, spacious kitchen with snack bar, pantry, lazy susans and an abundance of cabinet space with roll out shelves, dining room with french door to deck, full bath with shower, laundry/mud room has wash sink, folding counter, cabinets and shelving for hanging laundry, coat closet and door to two stall attached garage. The lower level has a family room, full bath with tub/shower, 2 other rooms with closets and the mechanical/storage room. Kitchen, dining room and bedroom 2 have wood floors. The lower level doesn't have floor coverings. Water heater new in 2024, all appliances (except dryer) new since 2017, furnace 2015.

Escape to the peace and privacy of this remarkable rural retreat, set on just under 30 acres of pristine countryside. This spacious 8-bedroom, 4-bathroom estate offers endless possibilities-ideal for multifamily living, a private getaway, or a homestead haven. Enjoy breathtaking views from every angle, with a 3-acre spring-fed, stocked pond right in your backyard-perfect for fishing, relaxing, or simply watching the sunset dance across the water. The grounds are rich with wildlife, including abundant deer, making this a dream property for hunters and nature lovers alike. Inside, you'll find two large living areas, offering flexibility for extended family or guests. The home also features a stunning atrium-a sunlit indoor space where you can unwind and enjoy nature year-round. Step outside to the spacious decks on both levels, each overlooking the pond and rolling landscape, creating the perfect setting for morning coffee or evening gatherings. A detached outdoor garage provides ample space for vehicles, farm equipment, or storage needs. Whether you envision raising animals, planting a garden, or simply savoring the peace and quiet of country life, this property has the space and freedom to make it happen.

Exceptional opportunity to purchase three adjacent in-town lots totaling 0.41 acres, complete with a barn and trailer home. Many updates have been completed, and this very clean property is full of potential. The middle lot features a trailer home with electric (sold as-is; electric currently connected; hot water heater not hooked up, water not turned on). The barn offers new electric service, spray-foam insulation, a sliding glass door, and a half bath connected to sewer, with the roof replaced within the last few years. An additional he/she shed provides extra storage or office space, with electric (including set up for a split unit). This unique property offers multiple possibilities! No one has lived in the trailer in years, water not turned on. Selling AS IS. Earnest money: TBD

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.

This beautiful Victorian home with 3 bedrooms, 1.5 bathroom, remodeled kitchen with pantry. Formal dining room, Living Room and Family room. Family room leads off on to a patio. Mud room leading into laundry room on main floor. Gazebo and fire pit. Swing set stays. 2.5 stall garage attached with attached shed. New concrete driveway. Propane tank owned, Water heater 2024, Roof 16 yrs Newer windows. Country living.

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.

This remarkable 10 acre property is a nature lover's dream come true. Nestled within the serene embrace of towering trees and lush greenery, this land offers endless possibilities. The highlight is the charming 24 x 32 building (erected in 2006) which awaits your vision and creativity. Whether you envision it as a cozy cabin retreat, an artist's studio, gaming area, shooting range or a workshop, this space is brimming with potential. With its open layout and ample natural light, it invites you to bring your imagination to life. As you venture further into the property, you'll be enchanted by the majestic wooded timber that envelops this land. The mature trees provide shade and privacy, creating a serene environment that feels like a true retreat. The possibilities for BUILDING A NEW HOME, hiking, or even establishing recreational trails are endless. Located in a desirable area near Route 20, this 10 acre parcel offers the perfect balance between seclusion and convenience. Whether you're seeking a weekend getaway, a private sanctuary, or a canvas for your artistic endeavors, this parcel offers a building and open spaces surrounded by wooded timber is ready to fulfill your dreams. Contact us today to arrange a viewing and start envisioning the possibilities!

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.

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 Ranch Condo has an open concept with Cathedral Ceiling in the Living Room and Dining Area. Gas fireplace in Living Room. Large Kitchen with an eat in area. Plenty of cabinets with quartz countertops. Main floor laundry room. Primary bedroom with a large walk in closet and Primary bathroom. 2nd bedroom with main floor bathroom . Patio doors lead out to a new trex deck and off the deck onto a concrete patio. Unfinished basement with a potential to make extra living space and with plenty of space. Plumb in for a 3 bathroom. 2 stall garage.

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.

Welcome home to timeless charm and modern comfort in one of Freeport's most desirable neighborhoods. This beautifully maintained 4-bedroom, 2.5-bath home with a 2-car garage offers exceptional value, thoughtful updates, and the warm character buyers love in classic Freeport properties. Step inside to discover a home that has been lovingly cared for and tastefully updated over the years. A brand-new bathroom remodel brings fresh, modern appeal, while the inviting gas fireplace (installed within the last 8 years) adds cozy ambiance to the main living space. The expansive master suite features a fully remodeled en suite bathroom and newer paint, creating a peaceful and luxurious retreat. The partially finished basement expands your living options even further. In addition to the extra half bathroom, you'll find a bonus room that can easily be transformed into a home office, workout room, or a 4th bedroom, a highly desirable feature for today's buyers seeking more space and flexibility. The spacious backyard is perfect for outdoor gatherings, gardening, pets, or relaxation, while the private balcony offers a serene spot for morning coffee or quiet evenings. Vintage architectural touches throughout the home add charm, warmth, and a sense of story that enhances its overall appeal. Located in a quiet, sought-after area of Freeport, this move-in ready home combines classic character with modern updates, making it an ideal choice for first-time buyers, growing households, or anyone looking for a home with style, comfort, and extra space. Schedule a tour today to see it for yourself!

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!

Welcome to this inviting 1.5-story home featuring 3 bedrooms and 2 full bathrooms. The main level offers convenient living with a laundry room, a spacious master bedroom, and a full bath complete with a walk-in shower. Upstairs, you'll find two comfortable bedrooms and another full bathroom with a tub/shower combination, perfect for family or guests. The dining room includes a cozy wood-burning fireplace, creating a warm and welcoming atmosphere for gatherings. Enjoy the four-season porch filled with natural light from skylights, offering direct access to the patio and fenced backyard-accessible from the porch or dining room. This home combines comfort, functionality, and charm-ideal for year-round living and entertaining. This is a double lot, with the second lot having a separate PIN # Choice Home Warranty included.

This stunning, custom-built luxury home offers the perfect blend of elegance, comfort, and thoughtful design-every detail curated to exceed expectations. Step inside to an expansive open-concept layout that seamlessly connects the living room, kitchen, and dining area. Vaulted ceilings are accented by striking barn-style beams, and a floor-to-ceiling stone fireplace creates a cozy focal point. Hardwood floors flow throughout the main living space, adding warmth and charm. The chef's kitchen is a showstopper with a generous island for seating, an oversized walk-in pantry, and abundant custom Amish-built cabinetry. A clever sliding door allows the dining room to transform into an intimate space for entertaining. The hom eoffers 5 spacious bedrooms, including a standout Master Suite with direct patio access, a luxurious 10x14 ensuite bath featuring a tiled walk-in shower, soaking tub, and custom vanity. The 13x8 walk-in closet provides exceptional storage with built-in organization. Bedroom 2 includes custom built-in bunks-perfect for kids or guests-while Bedroom 3, currently used as an office, enjoys bright natural light. The finished lower level features a welcoming family room with a second stone fireplace, wet bar, and access to a stamped concrete patio. Two additional bedrooms, a full bath, a dedicated workout room, and a partially completed safe room add even more value to the lower level. Enjoy panoramic views from the three-seasons room, complete with a fireplace and built-in grill-ideal for hosting year-round. Storage is abundant throughout, including a finished 3-stall oversized main garage and a 4th garage bay under the home, perfect for lawn equipment and toys. Additional highlights include: In-floor heat in the basement, garage, and front porch Dual furnaces and A/C units for year-round efficiency Finished garage space Multitude of bonus spaces for hobbies, storage, or future customization Full house generator! This home truly checks every box-luxury, comfort, functionality, and location. Come experience the lifestyle you've been dreaming of.

This charming 3-bedroom, 1.5-bath home offers 1,337 sq ft of comfortable living space and is the perfect fit for a first-time home buyer or anyone looking to downsize. Step inside to find a warm and inviting layout featuring a spacious second living room complete with a cozy gas fireplace, ideal for relaxing or entertaining guests. The kitchen includes all appliances, making this home truly move-in ready. Flooring has been updated within the last 8 years, and the bathroom was beautifully remodeled in 2020. Enjoy peace of mind with major updates already completed - including a new furnace (2021), newer A/C unit (within 4 years), and a newer water heater. The 2.5-car garage provides plenty of space for vehicles, storage, or a small workshop. Priced to sell and ready for its next owner, this well-maintained home blends comfort, functionality, and value. Don't wait - schedule your private showing today before it's gone!

Spacious 3-bedroom, 2-bath raised ranch featuring a hard-to-find 3-car attached garage and a fully fenced-in yard! This solid home offers tremendous value and excellent potential for the buyer willing to make updates. The main level includes a bright living room, dining area, and three comfortable bedrooms, while the finished lower-level family room adds valuable extra living space. Outside, enjoy the fenced yard along with a convenient garden shed for added storage. Home needs cosmetic updating but offers a strong layout and standout amenities - including that rare 3-car attached garage. A great opportunity to build equity and make it your own!

Move-In Ready, Updated 3-Bed Home with Big Lot & Two-Car Garage in Freeport! Discover comfort and convenience in this beautifully updated 3 bedroom, 1.5 bath residence (~1,288 sq ft) located on a generous ~0.39-acre lot in Freeport's desirable 61032 ZIP code. Step inside to an inviting open layout, where a stylish, renovated kitchen (2020) offers modern functionality and aesthetic appeal. Recent major updates include: Brand-new roof installed in 2025 Fully remodeled bathroom completed in 2025 New furnace added in 2024 for energy-efficient comfort Full basement provides ample storage and expansion potential Outside you'll appreciate the spacious lot-ideal for family outdoor time, gardening, or entertaining-plus the attached 2-stall garage and driveway for ample parking. Perfectly positioned in Stephenson County, this well-maintained home brings together modern updates and move-in readiness with the value and size buyers want. Don't miss your chance to own this standout property in Freeport. Schedule your personal tour today!

Charming 2-Bedroom With Newer Metal Exterior & 2-Car Garage - Dakota, IL Bring your vision! This 2-bed, 1-bath home offers a head start on the big-ticket items: newer roof, siding, and windows, plus a newer oversized 2-car garage. The exterior is all-metal for low maintenance and long-term durability. Inside, the home is partially finished-framing, mechanicals, and select rooms show progress-giving you the freedom to choose final finishes and layout details to suit your style. Generous yard, small-town setting, and easy access to local amenities. Whether you're an owner-occupant wanting sweat-equity or an investor seeking a project with great upside, this property is a smart, affordable opportunity. Highlights 2 bedrooms / 1 bath (expandable footprint-buyer to verify) Newer roof, metal siding, and windows Newer 2-car detached garage All-metal exterior for durability and low maintenance Partially finished interior-finish to your taste Nice lot in the village of Dakota, IL Notes for buyers: Being sold as-is; some rooms need drywall/trim/flooring. Utilities and permits to be verified by buyer. Show with care-areas under construction.

This end unit condo has 4 bedrooms, 3 bathrooms and full walk out lower level. The living room is spacious and open to the dining area, 4 season room, 2 bedrooms and bathrooms. The kitchen has room for a table, pantry closet, laundry, all appliances and a skylight. The walk out basement offers 2 bedrooms, 1 bathroom, family room and great storage. New roof in May 2025. Easy to show and quick closing is possible. Buyer must live in the unit, no rentals are allowed in this HOA. Property sold AS IS, to settle an estate.