385 properties for sale in Rolling Oaks, Waukesha town Waukesha County Wisconsin

Rolling Meadows is Waukesha's Newest Development! Brand New for the summer of 2026! Beautifully situated property adjacent to a conservancy. Spacious 3 bedroom side-by-side townhouses. Private Entrance, Private Patio, Private 2+ car attached garage. The Meadow Model features a 1st floor Den/Media Room, and 3 Bedrooms upstairs with includes a Master Suite with private bath, dual sinks. And a walk-in closet. 9' ceilings, granite or quartz counters, high quality soft-close cabinetry, LVP flooring, double hung windows, tiled showers, 2x6 construction. Guest 1/2 bath on the main. Next to Rivers Crossing Subdivision and blocks from Rivers Crossing Park with walking trails to the Fox River and Fox River Park. Low Introductory price! Get in on the ground floor before prices go up!

This stunning 4-bedroom, 2.5-bath updated ranch, is perfectly situated on a private half-acre corner lot surrounded by mature trees. The heart of the home features a chef's kitchen with custom cabinets, island, and charming stained glass inserts. Enjoy the timeless beauty of hardwood floors throughout, plus the ultimate comfort of heated floors in the main-level full bath. Rest easy with peace of mind provided by new mechanicals, including a furnace, AC, and water heater, complemented by recent attic insulation for maximum efficiency. The expansive finished lower level adds incredible versatility with a 4th bedroom, spacious rec room, dedicated laundry area, and a bonus room perfect for an office or gym. This blend of privacy, upgrades, and space won't last long. Home Warranty Included!

Prepare to be captivated by this exquisitely updated ranch style home, a rare gem gracing one of New Berlin's most sought-after neighborhoods. Refinished hardwood floors and plush new carpeting set an elegant tone while updated cabinetry, gleaming countertops and stainless steel appliances elevate the kitchen. Gather in the spacious living room warmed by a natural fireplace, dine beside a handsome built-in cabinet, or unwind in the spacious bonus family room. Two beautifully appointed bathrooms and a versatile basement rec-room expand every possibility. A whole-home generator ensures peace of mind, while a charming chicken coop-complete with chickens-adds delightful character. With a 3-car attached garage and home warranty included, refined living awaits in this incredible masterpiece

Large Bi-level in a fantastic location on a gorgeous 1.6 acre lot. 5 Beds, 3 baths, with unfinished sauna, large Primary with En Suite, funky bar and rec room, multiple Fireplaces, 2.5 car attached and 1.5+ detached garages, tons of storage. Don't wait!

Nestled alongside the serene Retzer Nature Center and conservancy, this large split ranch blends space, comfort, and an unbeatable natural setting. With 5 bedrooms and 3 full baths, there's room for everyone-ideal for multi-generational living, home offices, or guest space. The thoughtful split-ranch layout offers privacy for the primary suite while keeping everyday living convenient and connected. Deck and patio overlook your peaceful, backyard. Your private backdrop for morning coffee, grilling, and sunsets. The walkout basement expands your living space bringing in great natural light and direct access to the yard. With trails and wildlife just beyond your backyard, this home delivers a rare blend of comfort and nature

With over an acre of land, decades of meticulous care, and room to make your own, this property is a rare opportunity. Proudly cared for by the same owners for the last 39 years, this 4 bedroom, 1.5 bath property is entirely move in ready for the next proud owner, including all the newer appliances. The functional layout provides ample living space, and the unfinished basement offers endless possibilities. Step outside to enjoy the spacious deck, gardens, and park like setting. Come feel the serenity for yourself

Discover the space & flexibility you've been looking for in this spacious 4BR tri-level, perfectly situated on over a half-acre lot. Kitchen features newer counters & backsplash, & opens to the LR, creating an inviting, open-concept feel ideal for everyday living & entertaining. Generous dining area offers plenty of space for gatherings. Upstairs, you'll find 4 BRs w/HWFs. Walkout LL provides exceptional flexibility w/large FR, full BA, kitchenette, laundry area & private entrance. Screened sunroom overlooks the back yard, plus an attached 2-car GA & partial basement for excellent storage. While the home would benefit from some cosmetic updates, it has been well cared for and offers a wonderful opportunity to personalize the space & build equity. Per Seller: roof & siding replaced in 2014

Charming move-in ready home conveniently located near schools, shopping, restaurants, and everyday amenities! This well-maintained 4BR/2BA home features a comfortable layout with numerous recent updates throughout (see full list of updates), offering peace of mind and modern convenience. The main level includes updated flooring and a functional kitchen, while the upper level offers an updated bath and vinyl hardwood floors. The lower level provides a spacious family room, updated bar area, 4th bedroom, and full bath, adding flexible living space. Enjoy a spacious fully fenced yard and attached 2+-car garage. A well-cared-for home with so much to offer-don't miss it!

Location, location, location! Tucked away on a quiet cul-de-sac, this well-maintained 3-bedroom, 1.5-bath split-level ranch offers more space than meets the eye. Step inside to find newer windows throughout, including a stunning picture window that fills the living room with natural light. Bright open kitchen and generous sized rooms, while the rec room offers a cozy, creative space perfect for relaxing or entertaining PLUS bonus space perfect for office or play area. Outside, enjoy a large yard with a patio and a partially fenced area-ideal for pets, or summer gatherings. The 2.5-car detached garage provides plenty of room for parking and storage. Located in a great neighborhood close to parks, restaurants, Woodman's, and highly regarded schools! One-year home warranty included!

Beautiful Townhouse Style 2 bed 1.5 bath condo has it all! This immaculately cared for home provides private garage and entry. Enjoy the warm weather on your picturesque balcony. So many updates including flooring throughout, both vanities, windows, light fixtures, water heater, electrical panel and more! Newer roof for peace of mind. Your pets (size restrictions) are welcome and water & sewer are included as well! With a convenient location near shopping, restaurants, public transportation and the freeway, you really can have it all at a great price! Just move right in and enjoy!

What an amazing opportunity! Beautiful, meticulously-maintained 3-bedroom Raised Ranch! Eye-catching curb appeal the moment you drive up. Open floor plan with plenty of natural light and bamboo hardwood flooring throughout! Breath-taking kitchen complete with stainless steel appliances, breakfast bar and quartz countertops. Large living room for family hangouts and dining room for hosting holiday dinners. Bonus room in lower level ideal for office space or watching the Packer game. Lower-level plumbed for 2nd bath. New furnace last year! The incredible backyard speaks for itself! Southern facing maintenance-free deck allows for relaxing mornings sipping coffee or watching the kids play in the big backyard! You're done looking. This is the one! (Some photos are digitally altered)

Sellers offer this spacious 5 bedroom home in a convenient neighborhood of Waukesha. This home has a large great room, full eat-in kitchen with dinette, dining area, powder room, and family room with natural fireplace. Main-floor laundry is currently being used as mud room and washer/ dryer are on lower level. Upstairs there are 4 ample bedrooms and a full bath with dual entrance. On the lower level there is the 5th bedroom with egress window, a rec room/flex room, 2nd full bath, and storage closets. The large backyard and patio area are a plus for outdoor activities. Windows have been replaced and there's a radon mitigation system installed. Homes like this are hard to find in this desirable area, not far from Lowell Park and offers easy access to the Fox Run area and Freeway

Clean brick ranch home in super New Berlin location. Level back yard makes maintenance easy and nice area to entertain. Long time owner (29 years) enjoyed the home and is now making it available to the next lucky person. Inside you will find large living area's with NFP, many built-in's, hardwood floors, and retro de-cor. Two full baths one off the master bedroom could easily become a personal on-suite bath. Bigger than the average ranch in the neighborhood this home offers a poured concreate basement with lots of finished area's for play or exercise. This type of property doe's not come around every day so take a look and see if it will be your forever home

Sellers have accepted a sight unseen offer. Stunning curb appeal draws your eye to this nicely maintain 3BD, 2BA ranch on a. 64 acre lot w/ mature trees. The cozy family room features a gas FP & looks out to the picturesque backyard. Kitchen has granite tops & leads out to a relaxing deck w/ a retractable canopy, allowing you to enjoy the sun or take cover from it. Formal Dining room is huge & offers great opportunities to entertain. Primary BD has a luxurious ensuite & a sizeable walk-in closet. 2 additional BD's & a Full BA round out the main floor. LL has a family room & is another great space to entertain. Laundry is currently in the LL, but 2 large closets on the main floor could be converted to Main Floor Laundry

Stop paying rent and start building equity with a condo at Terraces of Morningside Hills! This second floor 1. Bedroom, 1-bathroom unit features a private entrance, attached 1-car garage, and convenient in-unit laundry. Imagine the possibilities of making this unit your own! Enjoy your morning coffee or unwind after a long day on the private balcony. In the summers enjoy the outdoor pool and beautiful common areas. Designated outdoor parking space for your unit too. Conveniently located near parks, dining and commuter routes, this condo offers easy living at an affordable price

Move right into this beautifully updated 2BR/1.5BA pet-friendly townhouse condo! Fresh paint & new flooring throughout give the home a modern, inviting feel. The bright kitchen features updated backsplash, hardware, & all appliances are included. The spacious living room opens to a private patio w/ privacy fencing-perfect for relaxing or entertaining. Upstairs you'll find two generously sized bedrooms, including a primary w/ stylish accent wall, updated flooring, dual closets (one w/ organizer), & new ceiling fan. Both bathrooms have been refreshed, including a beautifully updated shower & new vanity top. Semi-finished lower-level rec room provides valuable extra living space, plus plenty of storage. Convenient front & rear patios complete the townhome. Community pool perfect for hot days!

Stop paying rent and start building equity in this desirable Terraces of Morningside Hills condo! This second floor 1. Bedroom, 1-bathroom unit features a private entrance, attached 1-car garage, and convenient in-unit laundry. The kitchen is appointed with granite countertops and stainless steel appliances. Enjoy your morning coffee or unwind after a long day on the private balcony. In the summers enjoy the outdoor pool and beautiful common areas. Designated outdoor parking space for your unit too. Extra storage is available in a dedicated locker located in the basement of Building 402. Conveniently located near parks, dining and commuter routes, this condo offers easy living at an affordable price

Exciting updates are underway! New carpet installed in the foyer and living room, a new bay window has been ordered, and more improvements are being completed to make this home even more move-in ready. Nestled in a quiet neighborhood within walking distance to schools, parks, and shopping, this spacious home offers room to live, work, and entertain. The family room features a beautiful natural stone fireplace, while the front living room makes a perfect private office or flex space. Enjoy a formal dining room, eat-in kitchen, main-floor laundry, and a large deck overlooking the backyard. The primary suite includes a walk-in closet and private bath. The finished lower level offers three additional rooms, including a snack bar with sink and refrigerator. Schedule your showing now!

Located across from Grandview Park and set back high above the road, this Waukesha home offers plenty of space inside and out with a fenced backyard and mature surroundings. Featuring 4 bedrooms, 1 full bath with a walk-in shower, and 1,790 square feet, the home offers two bedrooms on the main floor, two upstairs, plus a versatile loft that's perfect for a home office, playroom, or reading nook. A large picture window fills the living room with natural light, while the updated kitchen is ready for everyday living. Additional highlights include an attached garage, new roof (2025), and gas furnace (2023), providing peace of mind for years to come

This meticulously maintained, single-level ranch home exemplifies pride of ownership at every turn. Thoughtfully redesigned with well used highly functional spaces, it offers comfortable efficient living in sought-after New Berlin neighborhood. From the moment you enter the open practical floor plan welcomes you with an abundance of natural light. The kitchen has plenty of storage space & is perfect for preparing gourmet meals that you can enjoy in the cozy dinette area or dine alfresco on the large outdoor patio. The beautifully landscaped fenced backyard is, private and inviting & perfect for entertaining. Outdoor shed with walkway offers additional storage & the generator offers additional peace of mind. This home has nothing to do except for you to move in and enjoy

Updated 5-bedroom bungalow offering exceptional space and versatility! Enjoy your morning coffee in the charming sunroom before stepping into the bright living room, spacious kitchen, and formal dining room. The main level features 3 bedrooms, a full bath, and powder room. Upstairs, the private primary suite includes a large closet area and updated en-suite bath. Finished lower level offers a rec room, office, workshop, fifth bedroom, bath, with walkout access to the patio. A 2-car garage plus additional parking provides ample space for vehicles and storage. Newer windows and a home warranty included. Conveniently located near Carroll University, Catholic Memorial High School, Buchner Park, shopping, dining, and easy access to I-43 and I-94

Become the third owner of this stunning, meticulously maintained home in the Town of Brookfield, ideally located just minutes from Bluemound Rd's extensive shops and restaurants. Offering the perfect blend of location and space, this home is designed for both everyday living and entertaining. Relax in the spacious family room featuring a brick fireplace and built-ins, which seamlessly flows into a light-filled sunroom. From the kitchen, step out onto the deck and enjoy views of the expansive, fenced backyard and additional patio, perfect for outdoor gatherings and relaxation. Beyond the fenced area, you'll find even more green space, along with a storage shed. All of this plus an attached garage with mudroom. Welcome home!

Cute and clean three unit building in the heart of Carroll U housing area. Three blocks to the Public library and downtown restaurants, shops, bars for entertainment. Two one bedroom and one two bedroom unit. Well maintained building which was owner occupied for 9 years. Unique layout gives each tenant there own private access and shared basement area for laundry and storage. Tenants pay their own utilities including water/sewer. Charming units with many updates. Tenant occupied

A rare find in Waukesha's River Place, this 4-bedroom home blends warmth and elegance! A landscaped retreat with mature trees frames the private backyard, where dual patios and a gazebo invite lingering evenings. Inside, hardwood floors lead to a sunlit family room with a gas fireplace and an updated kitchen with quartz countertops and stainless appliances included. Upstairs, the spacious primary suite offers a walk-in closet and a private bath with separate tub and shower. A finished lower-level rec room with egress window and new carpet expands your living space, while abundant storage-plus a backyard shed-keeps life effortlessly organized. Convenient, inviting, and beautifully cared for, this home is ready to welcome you!

Welcome to your private oasis on Clearview Lane! Nestled on over an acre of pristine land, this absolutely beautiful home perfectly balances open-concept elegance with outdoor luxury. Step inside to a main living area featuring striking vaulted ceilings that flood the space with natural light. The second level hosts 3 spacious bedrooms, while the finished walkout basement boasts a versatile sitting room/den, ideal for guests or a home office. Outside, your personal paradise awaits with a beautiful pool area, perfect for summer entertaining on your massive 1.24-acre lot. Located in the highly desirable Mukwonago School District, this property offers the perfect blend of peace, privacy, and community. Don't miss this rare Vernon gem!