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

1232 Cavalier Dr
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House · for sale
USD 489,900
USD 216/sq.ft
1232 Cavalier Dr
Rolling Oaks, Waukesha town Waukesha County Wisconsin
· 2,260 sq.ft · 4 Bedrooms · 2 Baths · House
· Garden · Office room · Deck · Fireplace · Equipped kitchen
Rolling Oaks, Waukesha town Waukesha County Wisconsin · 2,260 sq.ft · 4 Bedrooms · 2 Baths · House · Garden · Office room · Deck · Fireplace · Equipped kitchen
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!
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!
USD 489,900
402 Sheffield Rd, Unit 3
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Condo · for sale
USD 159,900
USD 200/sq.ft
402 Sheffield Rd, Unit 3
Rolling Oaks, Waukesha town Waukesha County Wisconsin
· 797 sq.ft · 1 Bedroom · 1 Bath · Condo
· Balcony · Equipped kitchen · Parking · Swimming pool · Cellar
Rolling Oaks, Waukesha town Waukesha County Wisconsin · 797 sq.ft · 1 Bedroom · 1 Bath · Condo · Balcony · Equipped kitchen · Parking · Swimming pool · Cellar
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
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
USD 159,900
920 N Grandview Blvd
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House · for sale
USD 345,000
USD 193/sq.ft
920 N Grandview Blvd
Rolling Oaks, Waukesha town Waukesha County Wisconsin
· 1,787 sq.ft · 4 Bedrooms · 1 Bath · House
· Garden · Office room · Equipped kitchen · Parking
Rolling Oaks, Waukesha town Waukesha County Wisconsin · 1,787 sq.ft · 4 Bedrooms · 1 Bath · House · Garden · Office room · Equipped kitchen · Parking
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
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
USD 345,000
1618 S Wildwood Dr
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House · for sale
USD 350,000
USD 282/sq.ft
1618 S Wildwood Dr
Rolling Oaks, Waukesha town Waukesha County Wisconsin
· 1,238 sq.ft · 3 Bedrooms · 1 Bath · House
· Patio · Garden · Equipped kitchen
Rolling Oaks, Waukesha town Waukesha County Wisconsin · 1,238 sq.ft · 3 Bedrooms · 1 Bath · House · Patio · Garden · Equipped kitchen
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
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
USD 350,000
140 S Hartwell Ave
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House · for sale
USD 395,000
USD 184/sq.ft
140 S Hartwell Ave
Rolling Oaks, Waukesha town Waukesha County Wisconsin
· 2,142 sq.ft · 5 Bedrooms · 2 Baths · House
· Patio · Office room · Equipped kitchen · Parking
Rolling Oaks, Waukesha town Waukesha County Wisconsin · 2,142 sq.ft · 5 Bedrooms · 2 Baths · House · Patio · Office room · Equipped kitchen · Parking
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
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
USD 395,000
2549 Fox River Pkwy
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House · for sale
USD 519,900
USD 215/sq.ft
2549 Fox River Pkwy
Rolling Oaks, Waukesha town Waukesha County Wisconsin
· 2,411 sq.ft · 4 Bedrooms · 2 Baths · House
· Patio · Garden · Fireplace · Equipped kitchen
Rolling Oaks, Waukesha town Waukesha County Wisconsin · 2,411 sq.ft · 4 Bedrooms · 2 Baths · House · Patio · Garden · Fireplace · Equipped kitchen
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!
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!
USD 519,900
21485 Belgren Rd
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House · for sale
USD 439,900
USD 228/sq.ft
21485 Belgren Rd
Rolling Oaks, Waukesha town Waukesha County Wisconsin
· 1,927 sq.ft · 4 Bedrooms · 1 Bath · House
· Patio · Garden · Deck · Fireplace · Equipped kitchen · Parking
Rolling Oaks, Waukesha town Waukesha County Wisconsin · 1,927 sq.ft · 4 Bedrooms · 1 Bath · House · Patio · Garden · Deck · Fireplace · Equipped kitchen · Parking
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!
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!
USD 439,900
421 Central Ave, Unit 123&123.5
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House · for sale
USD 340,000
421 Central Ave, Unit 123&123.5
Rolling Oaks, Waukesha town Waukesha County Wisconsin
· 3 Bedrooms · 2 Baths · House
· Cellar
Rolling Oaks, Waukesha town Waukesha County Wisconsin · 3 Bedrooms · 2 Baths · House · Cellar
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
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
USD 340,000
S68W18031 Island Dr
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House · for sale
USD 635,900
USD 425/sq.ft
S68W18031 Island Dr
Rolling Oaks, Waukesha town Waukesha County Wisconsin
· 1,496 sq.ft · 3 Bedrooms · 2 Baths · House
· Patio · Garden
Rolling Oaks, Waukesha town Waukesha County Wisconsin · 1,496 sq.ft · 3 Bedrooms · 2 Baths · House · Patio · Garden
Enjoy breathtaking lake views from this well-maintained Muskego home situated in a highly desirable location. Wake up each day to stunning waterfront scenery and unwind with picturesque sunsets right from your own backyard. The fully fenced yard offers privacy, security, and plenty of space for pets, entertaining, or outdoor activities. Recent updates include a new roof, furnace, and water heater, providing peace of mind for years to come. Whether you're relaxing on the patio, enjoying the views, or taking advantage of your private lake access to enjoy all Little Muskego Lake has to offer, this property delivers the perfect blend of comfort, convenience, and lakeside living. Don't miss this rare opportunity!
Enjoy breathtaking lake views from this well-maintained Muskego home situated in a highly desirable location. Wake up each day to stunning waterfront scenery and unwind with picturesque sunsets right from your own backyard. The fully fenced yard offers privacy, security, and plenty of space for pets, entertaining, or outdoor activities. Recent updates include a new roof, furnace, and water heater, providing peace of mind for years to come. Whether you're relaxing on the patio, enjoying the views, or taking advantage of your private lake access to enjoy all Little Muskego Lake has to offer, this property delivers the perfect blend of comfort, convenience, and lakeside living. Don't miss this rare opportunity!
USD 635,900
15449 W Mayflower Dr
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House · for sale
USD 469,900
USD 248/sq.ft
15449 W Mayflower Dr
Rolling Oaks, Waukesha town Waukesha County Wisconsin
· 1,894 sq.ft · 3 Bedrooms · 2 Baths · House
· Garden · Gym · Equipped kitchen · Air conditioning
Rolling Oaks, Waukesha town Waukesha County Wisconsin · 1,894 sq.ft · 3 Bedrooms · 2 Baths · House · Garden · Gym · Equipped kitchen · Air conditioning
An absolute gem! This immaculate 3 bed 2 bath ranch showcases major high-ticket upgrades and modern style. The heart of the home features a stunning kitchen renovation (2019) complete with premium quartz countertops and LVP flooring throughout the Kitchen/LV. Enjoy the spacious primary bedroom offering a walk-in closet with a private updated bath. The finished lower level offers massive bonus square footage with an egress window. A fully flexible space for a family room, gym, play room, or home office! Benefit with massive peace of mind updates already done: Roof (24), New extra wide driveway (25), modern windows (22), siding (22), new furnace/ac (20), and fully fenced yard (20). This won't last!
An absolute gem! This immaculate 3 bed 2 bath ranch showcases major high-ticket upgrades and modern style. The heart of the home features a stunning kitchen renovation (2019) complete with premium quartz countertops and LVP flooring throughout the Kitchen/LV. Enjoy the spacious primary bedroom offering a walk-in closet with a private updated bath. The finished lower level offers massive bonus square footage with an egress window. A fully flexible space for a family room, gym, play room, or home office! Benefit with massive peace of mind updates already done: Roof (24), New extra wide driveway (25), modern windows (22), siding (22), new furnace/ac (20), and fully fenced yard (20). This won't last!
USD 469,900
W246S6355 Clearview Ln
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House · for sale
USD 699,000
USD 189/sq.ft
W246S6355 Clearview Ln
Rolling Oaks, Waukesha town Waukesha County Wisconsin
· 3,692 sq.ft · 3 Bedrooms · 3 Baths · House
· Office room · Swimming pool · Cellar
Rolling Oaks, Waukesha town Waukesha County Wisconsin · 3,692 sq.ft · 3 Bedrooms · 3 Baths · House · Office room · Swimming pool · Cellar
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!
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!
USD 699,000
W257S2719 Genesee Rd
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House · for sale
USD 375,000
USD 310/sq.ft
W257S2719 Genesee Rd
Rolling Oaks, Waukesha town Waukesha County Wisconsin
· 1,206 sq.ft · 3 Bedrooms · 1 Bath · House
· Patio · Garden · Equipped kitchen · Parking · Cellar
Rolling Oaks, Waukesha town Waukesha County Wisconsin · 1,206 sq.ft · 3 Bedrooms · 1 Bath · House · Patio · Garden · Equipped kitchen · Parking · Cellar
Nestled on 1.16 picturesque acres in the Village of Waukesha, this 3-bedroom, 1.5-bath ranch offers the perfect blend of privacy and convenience. Inside, you'll find 1,208 sq. Ft. of comfortable living space with a functional layout, a spacious modern kitchen, and a full basement offering endless possibilities. The attached 2-car garage adds everyday convenience, while mature trees and a wooded backdrop create a peaceful setting to enjoy year-round. Step outside to a flat concrete patio, perfect for relaxing or entertaining, overlooking a partially fenced yard ideal for pets. Ideally located near shopping, dining, parks, and major highways, this property offers the tranquility of a spacious lot without sacrificing access to everything Waukesha has to offer
Nestled on 1.16 picturesque acres in the Village of Waukesha, this 3-bedroom, 1.5-bath ranch offers the perfect blend of privacy and convenience. Inside, you'll find 1,208 sq. Ft. of comfortable living space with a functional layout, a spacious modern kitchen, and a full basement offering endless possibilities. The attached 2-car garage adds everyday convenience, while mature trees and a wooded backdrop create a peaceful setting to enjoy year-round. Step outside to a flat concrete patio, perfect for relaxing or entertaining, overlooking a partially fenced yard ideal for pets. Ideally located near shopping, dining, parks, and major highways, this property offers the tranquility of a spacious lot without sacrificing access to everything Waukesha has to offer
USD 375,000
814 Buena Vista Ave
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House · for sale
USD 324,900
USD 208/sq.ft
814 Buena Vista Ave
Rolling Oaks, Waukesha town Waukesha County Wisconsin
· 1,561 sq.ft · 3 Bedrooms · 2 Baths · House
· Garden · Swimming pool · Deck · Equipped kitchen · Cellar
Rolling Oaks, Waukesha town Waukesha County Wisconsin · 1,561 sq.ft · 3 Bedrooms · 2 Baths · House · Garden · Swimming pool · Deck · Equipped kitchen · Cellar
Your own cozy private Waukesha oasis awaits! Main floor you'll find a large eat-in kitchen with heated tile floors and built-in china cabinets, the dining room's new French door seamlessly connects your living room to the back deck. Upstairs offers a large primary bedroom, a second bedroom with built in desks and a Murphy bed doubles as an office and guest room, and a spa-like tiled bath with a jacuzzi. Downstairs a finished basement boasts an entertainment center, extra bedroom, and full bath, and a laundry room with a custom pet washing station. The yard backs right up to the golf course, offering peaceful views from a large, fully fenced-in backyard complete with vibrant flower beds, raised gardens and a pond!
Your own cozy private Waukesha oasis awaits! Main floor you'll find a large eat-in kitchen with heated tile floors and built-in china cabinets, the dining room's new French door seamlessly connects your living room to the back deck. Upstairs offers a large primary bedroom, a second bedroom with built in desks and a Murphy bed doubles as an office and guest room, and a spa-like tiled bath with a jacuzzi. Downstairs a finished basement boasts an entertainment center, extra bedroom, and full bath, and a laundry room with a custom pet washing station. The yard backs right up to the golf course, offering peaceful views from a large, fully fenced-in backyard complete with vibrant flower beds, raised gardens and a pond!
USD 324,900
1616 S 167Th St
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House · for sale
USD 350,000
USD 207/sq.ft
1616 S 167Th St
Rolling Oaks, Waukesha town Waukesha County Wisconsin
· 1,690 sq.ft · 3 Bedrooms · 1 Bath · House
· Garden · Parking
Rolling Oaks, Waukesha town Waukesha County Wisconsin · 1,690 sq.ft · 3 Bedrooms · 1 Bath · House · Garden · Parking
Welcome home to this charming 3 bedroom, 1.5 bath ranch nestled in a quiet and established New Berlin neighborhood. Conveniently located near shopping, dining, parks, schools, and everyday amenities. This home offers the perfect blend of comfort, convenience & value. Inside, you'll find bright & inviting living spaces, a functional floor plan, comfortable bedrooms, & a mix of original character & thoughtful updates. The lower level provides flexible space for a rec room, home office, workout area, hobby space, or game room to fit your lifestyle. Step outside to enjoy the fenced backyard, ideal for pets, play, gardening, or entertaining family & friends. A 2.5 car garage & garden shed provides ample room for vehicles, hobbies & extra storage. Some photos digitally enhanced
Welcome home to this charming 3 bedroom, 1.5 bath ranch nestled in a quiet and established New Berlin neighborhood. Conveniently located near shopping, dining, parks, schools, and everyday amenities. This home offers the perfect blend of comfort, convenience & value. Inside, you'll find bright & inviting living spaces, a functional floor plan, comfortable bedrooms, & a mix of original character & thoughtful updates. The lower level provides flexible space for a rec room, home office, workout area, hobby space, or game room to fit your lifestyle. Step outside to enjoy the fenced backyard, ideal for pets, play, gardening, or entertaining family & friends. A 2.5 car garage & garden shed provides ample room for vehicles, hobbies & extra storage. Some photos digitally enhanced
USD 350,000
1405 Gabriel Dr, Unit 108
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Condo · for sale
USD 324,900
USD 163/sq.ft
1405 Gabriel Dr, Unit 108
Rolling Oaks, Waukesha town Waukesha County Wisconsin
· 1,991 sq.ft · 2 Bedrooms · 2 Baths · Condo
· Patio · Office room · Fireplace · Equipped kitchen · Lift · Parking
Rolling Oaks, Waukesha town Waukesha County Wisconsin · 1,991 sq.ft · 2 Bedrooms · 2 Baths · Condo · Patio · Office room · Fireplace · Equipped kitchen · Lift · Parking
Spacious first-floor end-unit condo offering1,997sq. Ft. of comfortable single-level living. This 2-bedroom, 2-bathroom home features an open-concept floorplan with a versatile den, perfect for a home office or additional living space. The inviting living room includes a cozy gas fireplace and flows seamlessly into the kitchen with granite countertops. The primary suite offers a walk-in closet and private bathroom. Enjoy the convenience of an in-unit laundry room, two underground parking spaces, and a storage unit. Relax on the private patio overlooking a tree-lined setting. Building amenities include elevator and ramp access for added convenience and accessibility
Spacious first-floor end-unit condo offering1,997sq. Ft. of comfortable single-level living. This 2-bedroom, 2-bathroom home features an open-concept floorplan with a versatile den, perfect for a home office or additional living space. The inviting living room includes a cozy gas fireplace and flows seamlessly into the kitchen with granite countertops. The primary suite offers a walk-in closet and private bathroom. Enjoy the convenience of an in-unit laundry room, two underground parking spaces, and a storage unit. Relax on the private patio overlooking a tree-lined setting. Building amenities include elevator and ramp access for added convenience and accessibility
USD 324,900
W248S7045 Sugar Maple Dr
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House · for sale
USD 525,000
USD 198/sq.ft
W248S7045 Sugar Maple Dr
Rolling Oaks, Waukesha town Waukesha County Wisconsin
· 2,648 sq.ft · 5 Bedrooms · 3 Baths · House
· Parking
Rolling Oaks, Waukesha town Waukesha County Wisconsin · 2,648 sq.ft · 5 Bedrooms · 3 Baths · House · Parking
Picture the memories waiting to be made in this true 5-bedroom Vernon home, tucked on a quiet cul-de-sac where life feels a little more peaceful. Mornings start with coffee before the day begins, evenings gather everyone back home, and the heated garage makes Wisconsin winters just a little easier. With low taxes, award-winning schools, and the big-ticket items already taken care of, this is the kind of home where you can move in, settle down, and start building years of everyday moments, milestone celebrations, and lasting memories
Picture the memories waiting to be made in this true 5-bedroom Vernon home, tucked on a quiet cul-de-sac where life feels a little more peaceful. Mornings start with coffee before the day begins, evenings gather everyone back home, and the heated garage makes Wisconsin winters just a little easier. With low taxes, award-winning schools, and the big-ticket items already taken care of, this is the kind of home where you can move in, settle down, and start building years of everyday moments, milestone celebrations, and lasting memories
USD 525,000
5340 S Maryknoll Dr
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House · for sale
USD 525,000
USD 248/sq.ft
5340 S Maryknoll Dr
Rolling Oaks, Waukesha town Waukesha County Wisconsin
· 2,110 sq.ft · 4 Bedrooms · 2 Baths · House
· Patio · Garden · Fireplace · Equipped kitchen · Parking · Cellar
Rolling Oaks, Waukesha town Waukesha County Wisconsin · 2,110 sq.ft · 4 Bedrooms · 2 Baths · House · Patio · Garden · Fireplace · Equipped kitchen · Parking · Cellar
Welcome to this New Berlin, tri-level home situated on over a half-acre, picturesque lot. The main level layout features an entry foyer connecting the living room, dining area, and a kitchen equipped with most major appliances. The upper level offers a primary bedroom, 3 bedrooms, and 1 full bathroom. The lower level provides a family room with a natural fireplace, a mud room with access to the backyard, a 2nd full bathroom, and a dedicated flex space. The basement level accommodates a laundry area with washer and dryer included, and a rec-room featuring an egress window for additional living space. Generac home generator is included. The well-maintained exterior grounds offer a spacious footprint with 2 patios, a gazebo, a storage shed, and an attached 2.5-car garage with large driveway
Welcome to this New Berlin, tri-level home situated on over a half-acre, picturesque lot. The main level layout features an entry foyer connecting the living room, dining area, and a kitchen equipped with most major appliances. The upper level offers a primary bedroom, 3 bedrooms, and 1 full bathroom. The lower level provides a family room with a natural fireplace, a mud room with access to the backyard, a 2nd full bathroom, and a dedicated flex space. The basement level accommodates a laundry area with washer and dryer included, and a rec-room featuring an egress window for additional living space. Generac home generator is included. The well-maintained exterior grounds offer a spacious footprint with 2 patios, a gazebo, a storage shed, and an attached 2.5-car garage with large driveway
USD 525,000
5220 S Skyline Dr
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House · for sale
USD 549,900
USD 192/sq.ft
5220 S Skyline Dr
Rolling Oaks, Waukesha town Waukesha County Wisconsin
· 2,863 sq.ft · 3 Bedrooms · 3 Baths · House
· Garden · Office room · Deck · Air conditioning
Rolling Oaks, Waukesha town Waukesha County Wisconsin · 2,863 sq.ft · 3 Bedrooms · 3 Baths · House · Garden · Office room · Deck · Air conditioning
Perched majestically on a beautifully landscaped. 53-acre lot w/seasonal views for miles, this exceptional home offers the perfect blend of comfort&updates.GR boasts a NFP, soaring ceilings&abundant natural light. KIT features a pantry, tile backsplash&SS appliances. Formal DR w/HWF. Primary suite includes a 10x6 WIC&an updated ensuite bath(2018) w/heated floors, whirlpool tub, tiled walkin shower&dbl vanity. Open loft provides extra living space. Recently updated 1st-floor bath includes a new vanity, shower, flooring& toilet. Finished LL offers a Rec Room, office&full bath. Enjoy over 300 sq ft of deck space overlooking the park-like landscaped yard. Major updates include tear-off roof&skylights(2019),furnace&A/C(2019) updated windows throughout (except accent windows) &exterior paint(2025). Home Warranty
Perched majestically on a beautifully landscaped. 53-acre lot w/seasonal views for miles, this exceptional home offers the perfect blend of comfort&updates.GR boasts a NFP, soaring ceilings&abundant natural light. KIT features a pantry, tile backsplash&SS appliances. Formal DR w/HWF. Primary suite includes a 10x6 WIC&an updated ensuite bath(2018) w/heated floors, whirlpool tub, tiled walkin shower&dbl vanity. Open loft provides extra living space. Recently updated 1st-floor bath includes a new vanity, shower, flooring& toilet. Finished LL offers a Rec Room, office&full bath. Enjoy over 300 sq ft of deck space overlooking the park-like landscaped yard. Major updates include tear-off roof&skylights(2019),furnace&A/C(2019) updated windows throughout (except accent windows) &exterior paint(2025). Home Warranty
USD 549,900
12785 W Bobwood Rd
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House · for sale
USD 609,900
USD 160/sq.ft
12785 W Bobwood Rd
Rolling Oaks, Waukesha town Waukesha County Wisconsin
· 3,800 sq.ft · 5 Bedrooms · 3 Baths · House
· Deck · Fireplace · Equipped kitchen
Rolling Oaks, Waukesha town Waukesha County Wisconsin · 3,800 sq.ft · 5 Bedrooms · 3 Baths · House · Deck · Fireplace · Equipped kitchen
This lovely 5-bedroom home w mature landscaping and a private setting is ready to welcome new owners! You'll enjoy a versatile floor plan with generous room sizes. The inviting kitchen is a highlight showcasing granite counters, stainless appliances and a dinette with doors to the deck. Relax in the open concept family room with built-ins and gas fireplace. The dining/living rooms feature crown molding and are great for gatherings. Handy main floor laundry and 5th bedroom. /den. Upstairs find a large primary suite with private bath and 2 walk-in closets + 3 additional bedrooms. Expansive lower level boasts a rec room, kitchenette, exercise area, 2 bonus rms, full bath. Located on a no-thru street and w top New Berlin schools. Wow-what a great opportunity to make this classic home your own!
This lovely 5-bedroom home w mature landscaping and a private setting is ready to welcome new owners! You'll enjoy a versatile floor plan with generous room sizes. The inviting kitchen is a highlight showcasing granite counters, stainless appliances and a dinette with doors to the deck. Relax in the open concept family room with built-ins and gas fireplace. The dining/living rooms feature crown molding and are great for gatherings. Handy main floor laundry and 5th bedroom. /den. Upstairs find a large primary suite with private bath and 2 walk-in closets + 3 additional bedrooms. Expansive lower level boasts a rec room, kitchenette, exercise area, 2 bonus rms, full bath. Located on a no-thru street and w top New Berlin schools. Wow-what a great opportunity to make this classic home your own!
USD 609,900
1345 Hickory Hill Ln
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House · for sale
USD 778,888
USD 243/sq.ft
1345 Hickory Hill Ln
Rolling Oaks, Waukesha town Waukesha County Wisconsin
· 3,197 sq.ft · 4 Bedrooms · 1 Bath · House
· Equipped kitchen · Cellar
Rolling Oaks, Waukesha town Waukesha County Wisconsin · 3,197 sq.ft · 4 Bedrooms · 1 Bath · House · Equipped kitchen · Cellar
Nestled on a rare 5.74 acre wooded lot in the heart of Brookfield, this updated Cape Cod offers the perfect blend of timeless character, and modern comfort. Over 3,200 square feet of living space, the home features 4 spacious bedrooms, thoughtfully renovated kitchen with tons of cabinets and counter space, HWFs, and inviting living areas highlighted by 2 NFPs. A large screened porch provides the ideal place to unwind while overlooking the peaceful landscape filled with mature trees and tons of wildlife. Walk out basement offers endless possibilities stubbed for an additional bathroom. Directly against Rolling Meadows Park, this one-of-a-kind property minutes from schools, shopping, dining. Bring your own design ideas and make this home your own or build your dream estate on this rare lot
Nestled on a rare 5.74 acre wooded lot in the heart of Brookfield, this updated Cape Cod offers the perfect blend of timeless character, and modern comfort. Over 3,200 square feet of living space, the home features 4 spacious bedrooms, thoughtfully renovated kitchen with tons of cabinets and counter space, HWFs, and inviting living areas highlighted by 2 NFPs. A large screened porch provides the ideal place to unwind while overlooking the peaceful landscape filled with mature trees and tons of wildlife. Walk out basement offers endless possibilities stubbed for an additional bathroom. Directly against Rolling Meadows Park, this one-of-a-kind property minutes from schools, shopping, dining. Bring your own design ideas and make this home your own or build your dream estate on this rare lot
USD 778,888
2028 Chapman Dr
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House · for sale
USD 399,900
USD 200/sq.ft
Updated
2028 Chapman Dr
Rolling Oaks, Waukesha town Waukesha County Wisconsin
· 1,991 sq.ft · 3 Bedrooms · 1 Bath · House
· Garden · Deck · Equipped kitchen · Parking · Air conditioning
Rolling Oaks, Waukesha town Waukesha County Wisconsin · 1,991 sq.ft · 3 Bedrooms · 1 Bath · House · Garden · Deck · Equipped kitchen · Parking · Air conditioning
Welcome home to this beautifully maintained 3-bedroom, 1.5-bath Colonial located in the highly sought-after Waukesha West School District! The main level features a spacious living room and an open-concept layout that flows seamlessly into the eat-in kitchen. Upstairs, you'll find three generously sized bedrooms and a full bath. Enjoy outdoor living in the large backyard complete with a deck, storage shed, and 2.5-car attached garage. The partially finished lower level offers additional living space and abundant storage. Conveniently located near shopping, restaurants, parks, and more. Updates include Roof, Siding & Gutters (2024), Washer, Dryer & Kitchen Sink (2022), Kitchen Floor (2021), Living Room Carpet & Bath Updates (2020), and Furnace/AC (2017)
Welcome home to this beautifully maintained 3-bedroom, 1.5-bath Colonial located in the highly sought-after Waukesha West School District! The main level features a spacious living room and an open-concept layout that flows seamlessly into the eat-in kitchen. Upstairs, you'll find three generously sized bedrooms and a full bath. Enjoy outdoor living in the large backyard complete with a deck, storage shed, and 2.5-car attached garage. The partially finished lower level offers additional living space and abundant storage. Conveniently located near shopping, restaurants, parks, and more. Updates include Roof, Siding & Gutters (2024), Washer, Dryer & Kitchen Sink (2022), Kitchen Floor (2021), Living Room Carpet & Bath Updates (2020), and Furnace/AC (2017)
USD 399,900
S70W19298 Wentland Dr
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House · for sale
USD 569,900
USD 307/sq.ft
S70W19298 Wentland Dr
Rolling Oaks, Waukesha town Waukesha County Wisconsin
· 1,851 sq.ft · 4 Bedrooms · 2 Baths · House
· Garden
Rolling Oaks, Waukesha town Waukesha County Wisconsin · 1,851 sq.ft · 4 Bedrooms · 2 Baths · House · Garden
The one you've been searching for! Rare opportunity in a charming Muskego neighborhood with private association and deeded lake access at the end of a quiet dead-end street. Pride of ownership shines throughout this meticulously maintained 4-bedroom, 2.5-bath colonial. Numerous recent updates include new carpet, fresh paint, new appliances, roof, and mechanicals (see documents for complete list). Spacious rooms offer abundant closet space, including a primary suite with walk-in closet and private bath. Lower-level rec room with bar provides additional living and entertaining space. Enjoy the private backyard, solid construction, and room to grow in this exceptional home. This one won't last long!
The one you've been searching for! Rare opportunity in a charming Muskego neighborhood with private association and deeded lake access at the end of a quiet dead-end street. Pride of ownership shines throughout this meticulously maintained 4-bedroom, 2.5-bath colonial. Numerous recent updates include new carpet, fresh paint, new appliances, roof, and mechanicals (see documents for complete list). Spacious rooms offer abundant closet space, including a primary suite with walk-in closet and private bath. Lower-level rec room with bar provides additional living and entertaining space. Enjoy the private backyard, solid construction, and room to grow in this exceptional home. This one won't last long!
USD 569,900
S43W22111 Beeheim Rd
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House · for sale
USD 569,900
USD 234/sq.ft
S43W22111 Beeheim Rd
Rolling Oaks, Waukesha town Waukesha County Wisconsin
· 2,433 sq.ft · 4 Bedrooms · 1 Bath · House
Rolling Oaks, Waukesha town Waukesha County Wisconsin · 2,433 sq.ft · 4 Bedrooms · 1 Bath · House
Meticulously maintained & beautifully updated, this 4-BR ranch home offers the perfect blend of comfort, style, & country living on 3 picturesque acres. Thoughtfully renovated throughout, the home features spacious living areas, an updated KIT, & well-appointed BRs designed for modern living. Pride of ownership is evident in every detail, w/careful maintenance & quality improvements that make this property move-in ready. Outside, enjoy the privacy & tranquility of expansive acreage, providing ample space for gardening, recreation, animals, or simply taking in the peaceful surroundings. Whether you're seeking room to grow, entertain, or relax, this property offers the best of both worlds-rural charm w/updated convenience. A rare opportunity to own a beautifully cared-for home w/acreage
Meticulously maintained & beautifully updated, this 4-BR ranch home offers the perfect blend of comfort, style, & country living on 3 picturesque acres. Thoughtfully renovated throughout, the home features spacious living areas, an updated KIT, & well-appointed BRs designed for modern living. Pride of ownership is evident in every detail, w/careful maintenance & quality improvements that make this property move-in ready. Outside, enjoy the privacy & tranquility of expansive acreage, providing ample space for gardening, recreation, animals, or simply taking in the peaceful surroundings. Whether you're seeking room to grow, entertain, or relax, this property offers the best of both worlds-rural charm w/updated convenience. A rare opportunity to own a beautifully cared-for home w/acreage
USD 569,900
3290 S Johnson Rd
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House · for sale
USD 555,000
USD 191/sq.ft
3290 S Johnson Rd
Rolling Oaks, Waukesha town Waukesha County Wisconsin
· 2,895 sq.ft · 6 Bedrooms · 3 Baths · House
· Patio · Garden · Equipped kitchen · Cellar
Rolling Oaks, Waukesha town Waukesha County Wisconsin · 2,895 sq.ft · 6 Bedrooms · 3 Baths · House · Patio · Garden · Equipped kitchen · Cellar
Welcome home to this beautifully remodeled ranch offering 6 bedrooms and 3 full bathrooms. Updated from top to bottom and lovingly maintained by the current owners for the past five years, this home is truly move in ready. The stunning kitchen features abundant natural light, a large island, and quartz countertops. The spacious primary suite includes a private bath with a separate shower, soaking tub, and walk in closet. With 3 bedrooms on the main level and 3 additional bedrooms in the finished basement, there's room for everyone. The lower level also offers a full bath, a large rec room, and plumbing for a future wet bar. Outside, enjoy a huge fenced yard and a new patio perfect for entertaining and summer gatherings
Welcome home to this beautifully remodeled ranch offering 6 bedrooms and 3 full bathrooms. Updated from top to bottom and lovingly maintained by the current owners for the past five years, this home is truly move in ready. The stunning kitchen features abundant natural light, a large island, and quartz countertops. The spacious primary suite includes a private bath with a separate shower, soaking tub, and walk in closet. With 3 bedrooms on the main level and 3 additional bedrooms in the finished basement, there's room for everyone. The lower level also offers a full bath, a large rec room, and plumbing for a future wet bar. Outside, enjoy a huge fenced yard and a new patio perfect for entertaining and summer gatherings
USD 555,000
13815 W Robin Trl
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House · for sale
USD 514,700
USD 162/sq.ft
13815 W Robin Trl
Rolling Oaks, Waukesha town Waukesha County Wisconsin
· 3,165 sq.ft · 3 Bedrooms · 2 Baths · House
· Garden · Deck · Equipped kitchen · Swimming pool
Rolling Oaks, Waukesha town Waukesha County Wisconsin · 3,165 sq.ft · 3 Bedrooms · 2 Baths · House · Garden · Deck · Equipped kitchen · Swimming pool
No cookie cutter here! Great location for this quaint Lannon Stone 3BR/2BA Ranch in the heart of New Berlin. This open concept home sits on a partially wooded acre+ lot. Big tickets items already done such as roof, a massive driveaway with side slab, heating/cooling house components, major kitchen renovation, many floors through-out, newly insulated walls, many windows/doors and so much more. Over 200k in renovations. Full modern Kitchen. The main floor family room/pool room is visible from the open concept living space with tons of windows, skylights, & sliding door to backyard deck & wired for a movie projector to watch your favorite movie while relaxing in your built-in pool. The lower offers 2 stairways, laundry room, Rec room, office with egress, & work/storage area with egress
No cookie cutter here! Great location for this quaint Lannon Stone 3BR/2BA Ranch in the heart of New Berlin. This open concept home sits on a partially wooded acre+ lot. Big tickets items already done such as roof, a massive driveaway with side slab, heating/cooling house components, major kitchen renovation, many floors through-out, newly insulated walls, many windows/doors and so much more. Over 200k in renovations. Full modern Kitchen. The main floor family room/pool room is visible from the open concept living space with tons of windows, skylights, & sliding door to backyard deck & wired for a movie projector to watch your favorite movie while relaxing in your built-in pool. The lower offers 2 stairways, laundry room, Rec room, office with egress, & work/storage area with egress
USD 514,700

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