274 houses for sale in Rolling Oaks, Waukesha town Waukesha County Wisconsin

A rare opportunity! Offered for the first time in over 40 years, this meticulously maintained 3BR, 2.5BA stately Colonial rests on over 1 acre of lush, mature landscaping on a quiet Waukesha cul-de-sac. Timeless character fills the home, from beautiful moulding & built-in bookcases to a natural fireplace in the living room & impressive brick gas fireplace in the family room. The eat-in kitchen, formal dining room & spacious primary suite offer comfortable everyday living. Find oak floors under LR & DR carpet. Step onto the composite deck & discover a serene backyard showcasing 250+ varieties of hostas! Extra-deep/wide 2.5-car attached garage. New roof May 2026, A/C 2023 & sump pump 2024. Convenient to Waukesha West, Sunset Dr shopping & dining. Some photos virtually staged

Fantastic opportunity awaits the lucky new owner! Lovely 3 BR 2 BA Cape Cod situated on. 316 Acres. This INVITING HOME will Welcome You w/a spacious LR & Patio DRS out to the Entertaining Size Deck overlooking the GORGEOUS BACKYARD! Super Dining RM is Great to Entertain Friends & Family. KT offers Stunning Custom Hickory Cabinets & Plenty of Counter Space. There is an In Law Suite which can be a dual purpose room & also serve as a Huge Master Bedroom. Whichever, this room is Spacious, Bright & offers great flexibility. Separate Office/Den & 2nd Full KT w Patio Doors. So many possibilities. So much space! Great upper br & loft. Very private backyard is a dream w/mature trees, flowers & plantings. Just sit back and enjoy. All this plus Newer Roof & Most Windows. A truly delightful home!

Opportunity awaits in this 3-bedroom, 1.5-bath home set on a spacious lot in quiet Town of Brookfield! Bring your decorating ideas to make this house into your new home! Large living room with bay window opens to adjacent dining room, both featuring hardwood floors. Eat-in kitchen with ample cabinet/wall space allows for many reconfiguration ideas. Nicely sized bedrooms with hardwood floors and many newer vinyl windows affords restful relaxation. Transform the lower level into the perfect rec room getaway, shop, office, or what have you! Step outside to a private rear patio, or sit within the 3-season screened porch. Large attached garage & shed allow additional storage too! Perfect for the buyer with a handy touch, this solid home won't last long!

Classic farmhouse charm in a prime location! This character-filled home offers the timeless appeal and inviting feel you just don't find in newer construction. Adding to its unique charm is the original old milk house, a distinctive piece of the property's history with plenty of potential for storage, a workshop, studio, or whatever fits your vision. A newer 2-car garage provides the convenience and functionality buyers are looking for today. Located on Bluemound Road with convenient access to I-94, Waukesha, Pewaukee, shopping, restaurants, parks, and more. If you've been looking for an older home with character, history, and a little something different, this one is worth a look. Come see the charm for yourself and imagine what you could do with it!

Fantastic location on the New Berlin/West Allis border! This 3 BR stone ranch is tucked back from the road on just under half an acre, offering a surprising amount of privacy while keeping you convenient to shopping, dining, parks and more. Inside, enjoy a spacious living room with a NFP that flows into the kitchen, plus a family room with patio doors leading outside. The huge 27x25 garage and patio provide even more space to enjoy. Updates include newer siding, trim and doors, most windows replaced, and a rebuilt chimney. Roof 13 yrs, GA roof 7 yrs. The LL adds even more living space with a half bath, impressive 27x31 finished area and plenty of storage. Newer SS appliances included. A great combination of location, space, privacy and character, come see all this home has to offer!

Charming bungalow with stone exterior offering timeless character, an attached garage, and a location that puts everyday convenience at your fingertips! Hardwood floors, arched doorways, and classic architectural details add warmth and personality throughout. The kitchen and bathroom have both been tastefully updated, while the highly functional mudroom features a main-floor laundry. Numerous newer/recent updates to mechanicals and other major-ticket items provide peace of mind; see Documents for details. Ideally located near shopping, restaurants, parks, and public schools serving K-12 and college! Bring your decorating ideas and add your personal touch with paint, lighting, and more to make this character-filled home your own!

First time on the market-don't miss out on this gem of an opportunity! This custom built Cape Cod is ready for its next chapter. Start mornings in the sun-filled kitchen w/breakfast nook or unwind by the dramatic fieldstone fireplace beneath a soaring vaulted ceiling. Retreat to the renovated primary ensuite, feat. Clean, contemporary finishes w/a dual-sink vanity & an impressive walk-in, frameless glass surround, tiled shower. LL rec rm & bonus rm offer even more space to relax, work or play. An oversized 2.5-car GA adds extra storage & workspace every homeowner appreciates. Outside, everyday living feels like a getaway-dine on the expansive deck, relax in the screened gazebo, or gather around the fire pit. Timeless custom details complete this home designed for making memories

Great investment opportunity! Featuring 3 bedrooms and 1.5 bathrooms on a very private lot. Huge eat-in kitchen overlooking the wooded backyard and the living room area. 2.5 car garage and lots of possibilities on the lower level. All appliances included

Welcome to this spacious Cape Cod in Brook Park Estates, offering picturesque views of the neighborhood pond! This exceptionally well-maintained home features a thoughtful floor plan that flows seamlessly, offering 4 bedrooms, 2.5 baths, and a main-level office/5th bedroom. The atmosphere is warm and inviting with gleaming oak HWF, natural light, cozy family room with a natural FP, and an ideal kitchen for entertaining. Main-level laundry adds convenience. The primary suite features vaulted ceilings and a WIC. Expansive LL rec room offers endless possibilities. Gorgeous backyard with a newer patio. Ideally located just minutes from restaurants, shops, parks, and I-94. Numerous updates have been made throughout the home-see a full list in Documents. Schedule your showing today!

Built in 2023 in The Legend at Merrill Hills Estates, this artfully curated corner lot ranch offers distinctive design & thoughtful details throughout. Soaring ceilings define the main living space, anchored by a beautiful fireplace & filled w/natural light. A center courtyard creates a unique focal point, with direct access from the living room, primary bedroom & entry area, seamlessly extending the living experience outdoors. Thoughtfully designed with wider doorways & a roll-in shower for added accessibility. The finished lower level features striking Italian tile flooring, generous additional living space & potential for a 4th bedroom w/the addition of flooring. Even the practical spaces impress, including a dedicated dog shower. Beautiful, unique & truly a must-see!

Charming updated brick ranch conveniently located near I-94. Walking distance to coffee from Einstein and 7-Brew, as well as several other restaurants. Large. 48-acre lot with fenced yard, swing set, concrete patio, and storage shed. Located in the Elmbrook School District. The kitchen is updated with classic white cabinets, granite countertops and island, plus 2022 appliances, and is open to the living room. Updates include electrical in 2024, new flooring in 2022, well, A/C and furnace in 2016, water heater in 2021, and a Leaf Home Water System in 2024. Completely turn-key and ready for you to move in!

Impeccably maintained, beautifully updated. This exceptional Kings Way home offers timeless character, thoughtful improvements (roof 2026) and truly move-in condition. Inside, you'll find pristine woodwork, fresh interior paint and new carpeting. A light-filled great room with brick gas fireplace flows into a dreamy dining area that sparkles in morning sunlight. Glass French doors frame a flexible front room for an office, music room, library or formal dining. The main-level 4th bedroom offers guest or office space. Upstairs, the spacious primary suite features a large walk-in closet w/dormer windows and organization system. An oversized 3rd bedroom, originally designed as two bedrooms, offers exceptional flexibility. A home that truly shows pride of ownership in the heart of High Grove

Tucked in a quiet neighbor hood on a cul-de-sac with a private fenced backyard with a huge cement patio and portable gazebo is this 3 Bedroom, 1.5 bath ranch. Bedrooms have wood floors, kitchen with a breakfast bar and dining area with new patio door leads to the large cement patio in backyard. Basement features a large recreational room finished for entertaining. An exceptional starter home seller includes many home furnishings. Priced to sell fast. Updates Repaired shingles'15, Concrete Patio and Door 23', Main floor laundry hook ups 23', New Windows front side of house 25', Interior and exterior home painting & Landscaping 23', Rec rm remodel and carpeting in basement 23', Dining rm and 1/2 bath 23', AC new motor 17'. Photos may be digitally enhanced. EM held by T and C Title

Some houses just hit different-and this is one of them! Welcome home to this adorable 3-bedroom, 1-bath home where there's truly nothing left to do but pack your bags and move right in. Inside, you'll find updated flooring, lighting and appliances, plus an adorable breakfast nook that's just begging for morning coffee. Outside, the oversized yard offers plenty of room to play, relax and entertain, complete with a privacy fence, pergola and fire pit. And the big-ticket items are already taken care of, too! New roof and chimney cap in 2025, furnace in 2023, water heater in 2022, plus updated vinyl windows. As the weather cools down, head downstairs, get cozy and cheer on your favorite team this football season. Cute, comfortable and ready for its next chapter-this one just feels like home

This 1560 square foot multi-level home features 3 bedrooms and 2 full bathrooms. The inviting entryway takes you up a few stairs into a spacious layout including large family room, dining room and kitchen. Kitchen offers ample cabinetry and storage, as well as modern appliances. Preparing meals is a joy in this well-designed space. Walk up a few more steps to find 3 bedrooms and full bath with shower over tub. The lower level has a finished 16x11 space to be used as office, den, or guest room. LL includes newly finished full bath. Stepping outside, the lush landscaping and above ground pool create an inviting outdoor space. Need a larger backyard space? Remove pool and add grass to accommodate your family activities. This home provides an ideal setting for relaxation and entertainment

New berlin's hidden gem! Unique barely begins to describe this 5-bedroom, 2.5-bath ranch set on nearly 21/4 acres! With 2,400+ sq. ft. And a wide-open kitchen/living room, this home offers the space and open-concept feel everyone is looking for. Enjoy the four-season sunroom with a wood-burning stove, stunning updated kitchen complete with quartz counters, oversized island, wine chiller, ss appliances & new flooring! Spacious primary suite with walk-in closet + private bath, and full basement with partial rec room. Outside, you'll find a patio, huge shed with deck, firepit, chicken coop and 2+ acres of rolling land! Even better; the Root River begins right here! The 5th bedroom includes laundry hookups and could easily become a main-floor laundry/mudroom. A truly one-of-a-kind property!

Exquisite custom built home located in the upscale Brookfield subdivision, The Shire. This beautiful home is on a lovely landscaped acre plus lot with a covered front porch, two patios, set high on a quiet cul de sac. The interior is designed for both every day living and elegant entertaining. Features include, 5 bedrooms, all en-suite, 6.5 baths, 2 kitchens, multiple pantries, dining room, 3 seasons room, office/den, 1st floor laundry, mud room, bonus room, theatre room, gym, rec room, and more. This floor plan provides an open concept with very spacious rooms, and abundant natural light. Details include impressive stained Alder cabinetry and woodwork, Acacia wood flooring, granite countertops and multiple gas fireplaces. The 4 car garage also provides access to the lower level

Stunning french country brick ranch. That makes you feel like your in the northwoods. Tons of wildlife, several fruit trees, and gaden area. Circle drive, gorgeous landscaping, and a 6.58 acre private lot. Large deck with screened gazebo with lighting and ceiling fan. Much of the interior of the home including the deck has surround sound. Lofty ceilings, transom windows and quality throughout. Large eat in kitchen with island, tile backsplash and SS appliances. Huge great room with natural fireplace and built ins with wet bar. Formal dining with BICC. Sunroom with tons of light and CT. Large primary with WIC and newly remodeled bath with large walk in shower and spa like tub, double vanity and heated foors. Hall bath udated with newer fixtures and countertops. 220 in garage

Classic Waukesha charm in a location you'll love! This 2-bedroom home welcomes you with a cozy front porch and features beautiful hardwood floors, an updated kitchen and bathroom, and comfortable living spaces throughout. Step outside to a large deck perfect for entertaining, relaxing, or enjoying the backyard. A 2.5-car garage provides plenty of room for parking and storage. Conveniently located near Carroll University and downtown Waukesha, with easy access to restaurants, shops, parks, and all that the area has to offer

Welcome to this charming 3BR, 1.5BA Greenfield ranch nestled on an impressive half-acre lot w/low-maintenance exterior & beautiful park-like backyard oasis. The inviting LR features a NFP, creating a warm and welcoming gathering space. All 3BRs offer generously sized closets for exceptional storage. The finished LL expands your living space with a spacious RR and convenient half BA. Step outside to the expansive wood deck overlooking the serene backyard, perfect for relaxing/entertaining. Versatile detached retreat offers endless possibilities as a man cave, she shed, home office, or cozy reading nook. Complete with attached 2.5 car GAR and prime location near freeway access, schools, shopping, and dining, this home offers the perfect blend of comfort, space, and convenience. View video!

Perfect for large families or in-law/guest suite area! Oversized kitchen and dining area can accommodate your largest dinner parties or spill out onto the huge deck for an alfresco delight; adjacent to Muskego County Park! Kitchen features a new 5 burner gas stove, 2 sinks, 2 dishwashers, island with breakfast bar, large pantry, vaulted ceiling and glass french doors to living room; family room, too! Main floor bedroom and full bath have extra wide doorways; 2 main floor laundry rooms; 2 walk-in closets! 3 bedrooms upstairs plus the master suite hosting 2 walk-in closets and additional shoe closet! Master bath has convenient walk-in shower. Lower level is wide open for fun and features full sized windows, gas fireplace, kitchen area, 5th bedroom & 4th full bath! Truly one of a kind!

Easy ranch living in great waukesha location. This inviting 3BR, 1.5BA offers comfortable living inside & out. Step inside nice LR w/cozy GFP. Eat-in KIT features granite counters, LVP flooring & SS appliances. Quality Six panel doors & Anderson windows throughout. Expand your living space in newly carpeted rec rm w/electric FP that provides warmth & ambiance, plus half bath. PBR offers the bonus of dual closets for plenty of storage. Outside, enjoy fenced yard, patio, pergola & shed-perfect for grilling, entertaining & private retreat. Nice updates: roof, furnace, HWH, dishwasher, dryer. Close to shopping, dining & Fox River Pkwy, offering acres of green space & scenic trails for walking/biking & enjoying the outdoors, yet still convenient to shopping & dining. A great place to call home!

The main living area is a standout feature, with beautiful exposed wood beams, a dramatic natural-stone fireplace, and large windows overlooking the wooded setting. It's a comfortable space for relaxing, entertaining, or enjoying cozy evenings by the fire. The main floor also offers a primary bedroom with an en-suite bathroom, functional kitchen with abundant oak cabinetry and counter space, and a bright dining room with oversized windows. The upper 2 bedrooms each have a private balcony with beautiful wooded view, natural wood work throughout. The exterior offers an attached 4.5 car garage with a separate entrance to the basement, located on a cul-de-sac, with a secluded patio. This home is only minutes from numerous parks and a public beach for swimming

A great opportunity for an owner-occupant or investor looking for a well-maintained property with convenient access to I-94. This side-by-side duplex townhouse offers spacious layouts, desirable features, and a strong rental history. Each unit features a large eat-in kitchen with a beautiful built-in hutch, desk and pantry, spacious living room, and half bath on the main level. The upper level offers 3 bedrooms and a full bath. Lower levels are partially finished providing additional flexible space and includes ample storage/laundry space. Each renter has a dedicated garage stall in the detached 2-car garage, plus additional parking. Enjoy a nice-sized, partially fenced yard. Kitchen appliances included. Updates include a new roof in 2025 and newer furnaces

Tucked away on 4 stunning acres in Muskego, this home feels like a private retreat from the moment you pull in. The setting is peaceful and unforgettable. The kind of property where morning coffee tastes better, summer evenings linger a little longer, and there is room to breathe. Inside, more than 3,000 sqft of living space offers an easy, comfortable flow for everyday life and gathering with the people you love. Cozy up by the natural fireplace in the family rm, or unwind in the sunroom with beautiful views of the grounds in every season. The updated kitchen is sure to impress. A bonus 3-car garage adds space for vehicles, storage, hobbies, or a workshop. With beautiful acreage, generous living space, and a setting that feels private and tranquil, this home is ready for new memories

Start building equity with this well-loved 3-bed/1-bath home that has been owned by the same family for 70 years and is ready for its next chapter. The spacious foyer flows into the living room both featuring hardwood floors. The kitchen offers plenty of cabinet and counter space, plus a separate dining area with a large closet for extra storage. Hardwood floors continue upstairs to three generously sized bedrooms, including a primary bedroom with double closets and full bath. The full basement provides laundry and plenty of additional storage or workspace. Outside, enjoy a nice flat yard, patio, newer front porch, maintenance free exterior and a 1.5-car detached garage. Quiet street conveniently located near Carroll University and downtown Waukesha. Bring your ideas and make it your own!

Sophisticated architectural design meets refined everyday living in this exceptional 3-bedroom split ranch. Soaring cathedral ceilings, rich wood flooring and oversized windows create an airy, light-filled ambiance, while the striking floor-to-ceiling natural fireplace provides an impressive focal point. The beautifully designed eat-in kitchen offers abundant cabinetry and generous workspace. An elegant den, ideal for a refined home office. The luxurious primary suite is a private spa-inspired retreat. The walk-out lower level offers exceptional future potential with plumbing already in place for a bath. Two distinctive outdoor living spaces include a cedar deck sitting area and professional crafted stone patio, surrounded by mature landscaped grounds, perfect entertaining area

Charming Waukesha home with flexible living space and a fully fenced backyard! The main level features a comfortable living room, spacious dining room with patio doors to the backyard, kitchen and convenient half bath. Upstairs are 2 bedrooms and a full bath, plus a unique flex space adjoining the second bedroom, ideal for an office, playroom, nursery, dressing area or extra storage. Recent improvements include the furnace, AC, roof, water heater, flooring, electrical, dishwasher and bathtub. Outside, enjoy the inviting front porch, backyard patio and attached 10x20 shed offering excellent storage. Conveniently located near downtown Waukesha, this home offers flexible spaces inside and out

Bright, open and in a location that makes everyday life easy-this one checks all the right boxes! The spacious kitchen features a large center island made for gathering, while the main-floor primary bedroom offers an ensuite bath with walk-in shower. Downstairs, the unfinished basement is ready for your ideas and already plumbed for an additional bathroom. Fiber is already run to the house for high-speed internet, too! Enjoy summer nights on the backyard patio or head just steps away to Phoenix Heights Park. With Downtown Waukesha, Frame Park, restaurants, shopping and everyday conveniences just minutes away, you'll love having so much close to home. Updates throughout make this one easy to settle into and enjoy!

Welcome to this well-maintained 2 story, 3 BDRM, 1.5 BATH New Berlin home featuring thoughtful updates & inviting living spaces! The sunken LR showcases a natural fireplace & hickory engineered flooring. The kitchen offers ceramic tile, granite counters, island & SS appliances. Enjoy Andersen windows, newer 6-panel doors & patio door (3 years), plus updated faucets & shower surround in the walk-thru bath. Exterior updated in 2025, with a roof nearly 10 years old, newer concrete driveway, composite deck, stamped concrete patio & raised planters. Unfinished basement offers future potential, while the 2-car attached garage adds convenience. 8-year-old furnace & 200-amp service complete this fantastic opportunity!