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$630,000
4 Beds 3 Baths 2029941 MLS ACTIVE Status
Welcome to Hidden Oaks, where quality craftsmanship meets serene surroundings. This beautifully maintained ranch-style home features 4 bedrooms and 3 baths, offering the perfect blend of comfort, style, and functionality. Nestled on a spacious lot that backs onto protected green space and a conservancy, you'll enjoy stunning views and enhanced privacy. The open-concept layout boasts 9-foot ceilings and a great room with a stone gas fireplace. The kitchen is ideal for entertaining, with a large center island and a seamless flow into the dining area. Step out onto the deck overlooking the fenced backyard. The main level includes three spacious bedrooms, highlighted by a primary suite with a walk-in closet and dual vanities. The lower level features a family room, a fourth bedroom, a full bath, and ample storage. This exceptional home is in a desirable neighborhood in Middleton, close to parks, schools, and shopping. Brand new roof 2026

8927 Sunstone Ln, Middleton

$750,000
3 Beds 3 Baths 2029323 MLS ACTIVE Status
Spacious, updated ranch-style condo in Bishop's Bay with a main-level primary suite and a new roof. The open-concept kitchen and living room feature bamboo flooring and a gas fireplace, while the eat-in kitchen offers solid surface counters, a gas range with hood vent, and abundant storage. Step outside to the private, covered composite deck — perfect for grilling or fresh air. The large primary suite impresses with custom built-ins, a walk-in shower, jetted tub, and an oversized walk-in closet. Downstairs, brand-new carpet runs throughout the expansive walk-out living space, complete with a second gas fireplace and a concrete patio. Two additional bedrooms, a full bath, and a private office round out the lower level. Recent updates include a new furnace, A/C, and water heater ('23) and new lower-level flooring('26). Topping it all off is a rare, oversized 4 car garage — plenty of room for cars, boats, and all your toys. There's simply too much to list — schedule your showing

5021 Prairie Rose Ct, Middleton

$800,000
5 Beds 4 Baths 2029565 MLS ACTIVE Status
Welcome home to this immaculate and beautifully maintained 5-bedroom home in the desirable Northlake neighborhood, offering an impressive combination of space, style, and privacy. With no neighbors directly behind, this home provides a peaceful setting and a backyard designed for relaxing and entertaining.The main floor offers an exceptional amount of living space with a formal living room, formal dining room, family room, powder room, laundry room, and a bright sunroom filled with natural light. Whether you’re hosting a holiday dinner, enjoying a quiet morning in the sunroom, or relaxing at the end of the day, there’s a space for every occasion.The finished lower level adds even more usable living space and is ready for fun! Enjoy a family room, workout area, and an additional fifth bedroom featuring a convenient Murphy bed—perfect for overnight guests while still allowing the room to serve multiple purposes. Ultimate home warranty included.

5502 Upland Trl, Middleton

$773,900
3 Beds 3 Baths 2029531 MLS ACTIVE Status
Under construction; estimated completion 12/17/26. Welcome to Redtail Ridge-featuring Middleton schools. Enjoy stunning back yard views of Pheasant Branch Conservancy with this open plan ranch! Expansive vaulted great room with floor to ceiling brick fireplace. Cook’s kitchen features quartz countertops, granite sink, ceramic tile backsplash, slate appliances, and walk-in pantry. Dining area opens to elevated screened porch with extra Trex deck area for grilling! Primary bedroom suite features a large walk-in closet and spacious private bath with tile shower & dual sinks. Flex room for office, playroom, etc. Main floor laundry room with built-in wood cubbies. Full exposure basement is stubbed for bathroom and includes walkout to 17x10’ patio. Garage includes extra 3x22' expansion for extra storage. 10yr builder's limited warranty & 15yr dry basement warranty included! Photos are of a similar model. Plans & design selections available upon request.

4513 Hooded Merganser Dr, Middleton

$824,900
5 Beds 3 Baths 2029103 MLS ACTIVE Status
Welcome home to this stunning 5 bedroom ranch-style retreat where thoughtful design meets effortless comfort! A charming front porch welcomes you into an open-concept layout boasting a mud/laundry room, split style beds, cozy living room w/ gas fp & custom built-ins! Kitchen shines with all SS apps, spacious island, walk-in pantry, beverage center, and dining area w/ walkout to SW-facing screened porch, with a new screen coming soon! ML primary offers a private en-suite bath & WIC. The lower level offers a spacious rec room, 2 additional bedrooms, & walkout leading to the beautifully landscaped yard/patio—perfect for entertaining. An extended 2-car garage adds extra versatility, while solar panels provide added efficiency. Located in the desirable Waunakee School District and Bishops Bay community, residents also enjoy access to the neighborhood pool and clubhouse. Plus, a new roof is coming soon! This home truly has it all!

4408 Blackwolf Run, Middleton

$700,000
4 Beds 4 Baths 2029095 MLS ACTIVE UNDER CONTRACT Status
Showings start 7/31 @ 3:30pm. Some homes simply provide shelter. This one offers a place to put down roots. Nestled in the heart of Prairie Home Estates, this beautifully appointed two-story home is surrounded by the kind of neighborhood families dream about—where evening walks become tradition, kids ride bikes to the nearby tennis courts, soccer fields and baseball diamonds, and miles of scenic prairie trails are just steps from your front door. Inside, generous living spaces invite everything from holiday celebrations to cozy nights together, while large windows bring the outdoors in. Outside, the private backyard is framed by mature landscaping, colorful gardens, and a charming strawberry patch that has been lovingly cultivated through the years. Here you'll find more than a beautiful home—you'll find a welcoming community, lifelong friendships, and a place where the moments that matter most naturally unfold.

8437 Ellington Way, Middleton

$599,900
4 Beds 3 Baths 2028997 MLS ACTIVE UNDER CONTRACT Status
Welcome home to this beautifully maintained 4-bedroom, 2.5-bath two-story in the sought-after Hickory Woods neighborhood! Situated on over half an acre, this home offers peaceful countryside views, breathtaking sunsets, and a spacious deck perfect for relaxing or entertaining. Enjoy a park across the street, nearby walking and biking trails, easy access to downtown Middleton and Madison, and award-winning Middleton schools. Inside, you’ll find bright living spaces, a spacious eat-in kitchen, and four bedrooms upstairs, including a private primary suite. The partially finished lower level offers additional living space and plenty of hidden storage. Major updates include a new roof (2018) and windows (2019). Thoughtful updates, scenic views, and an exceptional location make this home a must-see!

4507 Stonewood Dr, Middleton

$574,900
3 Beds 2 Baths 2028937 MLS ACTIVE Status
Under construction; estimated completion 12/8/26. Welcome to Redtail Ridge—featuring Middleton Schools! Cook’s kitchen with quartz countertops, granite sink, ceramic tile backsplash, stainless steel appliances and spacious 6x4' walk-in pantry with countertops! Great room features gas fireplace with brick surround. Dining area includes walkout to 8x12' patio. Primary bedroom suite features walk-in closet and private bath with tile shower & dual sinks. Main floor laundry room and separate mudroom with built-in wood cubbies. Basement is stubbed for bathroom & includes egress window for future expansion. 10yr builder's limited warranty & 15yr dry basement warranty included! Interior staged photos are of a similar model. Plans & design selections available upon request.

6679 Redpoll Rd, Middleton

$899,900
4 Beds 4 Baths 2028648 MLS ACTIVE Status
Welcome to this fabulous Middleton Hills home. Classic layout offers main floor living with gleaming wood floors throughout, 3 BRs up, and a 4th in the L.L. The chef will love the large, open kitchen with hickory cabinets, adjacent to the living room w/fireplace and built-ins, dining area and office with wall of built in cabinetry & desk. Formal dining could also act as den or office. Oversize 3-car garage w. built in storage and zero steps into rear foyer, adjacent to large laundry room and pantry. Primary BR suite and 2 additional BRs upstairs. 4th BR, Family Room with FP, and an office/craft room in LL. Large front porch and a back deck for great outdoor living! Home is like new. Everything top-to-bottom, inside and out has been refreshed. New roof; exterior and interior paint; refinished wood floors; all new carpeting; New range/oven & dishwasher. Simply perfect! Includes ULTIMATE UHP Home Warranty.

6713 Gaylord Nelson Rd, Middleton

$1,450,000
6 Beds 4 Baths 2028509 MLS ACTIVE Status
Some homes simply check the boxes. Others become the place where memories are made. Nestled in the Back Nine of the Community of Bishops Bay, this custom-built Acker home was designed for gathering, celebrating, & enjoying the moments that matter most. Morning coffee on the screened porch, holidays around the impressive stone fireplace, movie nights in the rec room, & summer evenings around the fire pit in your private yard all become part of everyday life. Beautiful architectural details, soaring ceilings, custom millwork, an impressive Chef's kitchen & thoughtfully designed living spaces create warmth & elegance throughout. Set within one of Dane County's most sought-after communities with a neighborhood pool, clubhouse, fitness enter, parks, trails, & top-rated Waunakee Schools, this is a home you'll never want to leave. Adjacent to renowned private Bishops Bay Golf & Country Club. See attached feature sheet for all upgrades.

4830 Breakers Rock Rd, Middleton

$775,000
3 Beds 4 Baths 2028114 MLS ACTIVE Status
Charming 4-bedroom, 3.5-bath Craftsman in sought-after Middleton Hills Neighborhood and the Middleton School District! The main level features beautiful wood floors, a spacious kitchen with a walk-in pantry, tiled backsplash, quartz countertops, granite island, maple cabinets, an induction stove, and stainless steel appliances. Enjoy the formal dining room and relax in the spacious living room with a fireplace. Mudroom provides additional storage and access to the attached 2-car garage. A private fenced-in backyard. Upstairs offers a remodeled primary suite with a walk-in closet, plus two additional bedrooms and an updated full bath. Finished walkout lower level includes a second living area, full bath, office or 4th bedroom, and large storage room. Whole-house carbon water filtration system, new HVAC (2022), New Roof & gutters (2024), exterior painted (2024). Enjoy a good book and morning beverage of choice on the front porch swing. Just steps away from Pheasant Branch Conservancy.

6805 Aldo Leopold Way, Middleton

$1,799,000
5 Beds 7 Baths 2027557 MLS ACTIVE UNDER CONTRACT Status
Custom home w/ classic beauty + timeless elegance, perfectly suited on over 1.4 landscaped acres w/waling trails connecting to green space. Grand in scale + design, this thoughtfully crafted residence offers sweeping views, floor-to-ceiling windows, & open yet refined floor plan. Chef's kitchen offers Wolf appliances, Sub-Zero refrigeration, custom cabinetry, + exceptional workspace. Rich woodwork, crown molding, tray ceilings, nine-foot doors, + three stone gas fireplaces showcase impeccable craftsmanship. Luxurious primary features a spa-inspired bath w/ steam shower, body sprays, soaking tub, + expansive walk-in closet. 4 addtl ensuite bedrooms each include private baths + walk-in closets. Walkout LL w/ a spacious family room, Tuscan-inspired brickwork, wet bar + wine cellar. Amenities include exercise room, sunroom, patios, 4-car garage, central vac, programmable irrigation system + much more! A truly remarkable home offering luxury + exceptional attention to detail.

3952 Caribou Rd, Middleton

$849,900
4 Beds 3 Baths 2027365 MLS ACTIVE Status
Classic 1920 Craftsman bungalow on a prime corner lot in the heart of downtown Middleton — that rarely comes to market. This 3-BR, 2.5-BA character home blends original charm with everyday livability: maple hardwood floors, classic woodwork, tall ceilings, a formal dining room, and natural light throughout. First floor powder room, laundry & a mudroom for everyday function. Upstairs, the primary bedroom offers a walk-in closet & updated BA, w/ additional bedrooms and a 2nd full bath w/clawfoot tub. A 2-car detached garage plus a 3rd covered stall provides rare in-town parking & storage. Downstairs, 1,100-square-foot unfinished basement w/ high ceilings offers tons of potential. The showpiece is the deep covered front porch, framed by brick columns & roomy enough for a swing & a full seating area. New roof and new furnace. Walk to parks, restaurants, coffee shops, festivals, & the public library. New Roof and Furnace. Price reduced $40,000

7226 Hubbard Ave, Middleton

$275,000
2 Beds 1 Baths 2026783 MLS ACTIVE Status
Back on the market after buyer was denied financing. Great starter home that does need some improving. Put in some sweat equity and take advantage of a lower priced home in an excellent Middleton location. Sits along bus line and is walking distance to schools, shopping, and restaurants. Seller purchased the home for daughter and has never occupied the home, therefore prefers to sell as is. Seller will include an Ultimate Universal Home Protection plan at the cost of $825 - which covers 13 months and is renewable annually. Water heater and water softener are 1 year new. The garage door / motor are new. The backyard deck slightly encroaches on the neighbor's property. Seller is having the property surveyed and I will update all parties once that has been completed.

1702 Park St, Middleton

$387,000
2 Beds 2 Baths 2026790 MLS ACTIVE Status
Light, bright & spacious 2BR/1.5BA condo in desirable Woodridge Condo Community with vaulted ceilings, 2 stories of windows, beautiful wood floors, skylights, tranquil back deck overlooking Pheasant Branch Conservancy and an open plan ideal for everyday living. Gas Fireplace. Some updates include refrigerator, Microwave and Oven/Range-2024, Garbage Disposal-2020, New Window in loft- 2023, New Toilets in both baths-2026, New Water Heater--aprox. 2023. Enjoy green space and bordering Pheasant Branch Conservancy for walking, biking, wildlife & serenity. Convenient Middleton location close to shopping, restaurants and quick access to the Beltline. Beautifully maintained, move-in ready — a rare find!

7305 Donna Dr, Middleton

$1,590,000
5 Beds 5 Baths 2026810 MLS ACTIVE Status
Exceptional custom home offering luxurious finishes & thoughtful design throughout. The stunning great room features a floor-to-ceiling fireplace flanked by custom built-in shelving. A chef's kitchen boasts a large center island, 6-burner range w/ griddle, expansive walk-in pantry, & seamless flow into the dinette, complete w/ a wine bar, beverage refrigerator drawers, & wine cooler. Enjoy year-round entertaining on the screened porch w/ a fireplace & adjoining maintenance-free deck. The main level includes a private office w/ French doors & built-in cabinetry, plus a second office or flex room. Upstairs, the spacious primary suite offers a double vanity, soaking tub, & tiled shower, along w/ convenient second-floor laundry. Two bedrooms share a Jack-and-Jill bath, the third bedroom features private baths. The finished walkout lower level includes family room, a wet bar, bedroom, full bath, & access to the backyard. Completing the home is an oversized 3-car. Overlooks Pioneer Pointe.

7616 Tumbledown Trl, Middleton

$649,900
2026259 MLS ACTIVE Status
Live in one half, let your tenant cover the rest. This classic two-story duplex sits in the heart of Middleton, and with a newly signed lease at $2,000/month already in place, the mortgage math works from day one. The owner's side (3207) lives like a true single-family home—3 bedrooms, 1.5 baths, and a 1-car garage, freshly updated with stainless steel appliances, a renovated bathroom, fresh paint throughout with crisp white trim, brand-new carpet upstairs, and a living room fireplace made for cozy Wisconsin evenings. Next door, (3209) is turnkey for your tenant: 2 bedrooms, 1.5 baths, and its own 1-car garage, with newer LVP flooring, an updated kitchen, and updated bathrooms. All of it just minutes from schools, shopping, and parks. Whether you're a first-time buyer looking to offset your payment or an investor after a low-maintenance property in one of the area's most desirable communities, this is a rare chance to make a smart move in Middleton. Updated Windows Both Units!

3207-3209 Patty Ln, Middleton

$497,500
3 Beds 3 Baths 2024683 MLS ACTIVE Status
Easy walking distance to downtown Middleton and schools! This spacious 3-bedroom, 2.5-bath ranch situated on a generous .29-acre corner lot offers so much. Step inside to a large foyer and inviting living room featuring beautiful hardwood floors, a stone fireplace, and an oversized picture window. The adjoining dining area includes an original built-in hutch, while the spacious kitchen offers abundant cabinetry, stainless refrigerator, Bosch dishwasher, cooktop, wall oven, and access to the deck. Generously sized bedrooms feature hardwood floors, and the main bath offers a large vanity and walk-in shower. The lower level provides lots of additional finished living space, a bath, and an abundance of storage space! Additional highlights include a 2-car attached garage, outdoor storage shed, brand new roof, gutter guards, replacement windows, and a Bryant furnace installed in 2018. Mature trees and a beautifully maintained yard complete this very well maintained classic ranch!

7204 University Ave, Middleton

$1,249,000
2026912 MLS ACTIVE Status
Under construction, estimated completion mid July 2026. Welcome to this thoughtfully designed home at Belle Farm offering main level living with a private primary suite and an open concept kitchen, living, and dining area. The living space is light-filled & functional, with hardwood floors, wood-burning stove, and a well-appointed kitchen featuring Sub-Zero, Wolf and Cove appliances. Above the garage, a separately accessed 1 bed, 1 bath apartment space provides flexibility for a caregiver, guests, extended stays, multigenerational living, or a home office. Lower level includes additional bedrooms & living space, offering separation and versatility. Built with resilience in mind, the home includes solar, geothermal HVAC, and is wired for EV charging. HOA covers lawn care and snow removal, making ownership low-maintenance and easy for travel.

4057 Morning Poem Pl, Middleton

$1,499,900
5 Beds 5 Baths 2026869 MLS ACTIVE UNDER CONTRACT Status
Experience luxury living in Middleton’s coveted Summit Pass neighborhood, where breathtaking views, exceptional craftsmanship, and timeless elegance come together. The main level showcases a dramatic two-story great room with floor-to-ceiling windows, a striking fireplace, gourmet kitchen, wet bar, inviting outdoor entertaining space, and an expansive primary suite designed for comfort and privacy. Upstairs offers three spacious bedrooms, a flexible den, and two full baths. The finished lower level is an entertainer’s dream with a generous rec room, full bar, wine cellar, theater room, full bath, and fifth bedroom ideal for overnight guests. A stately home office, private fitness room, abundant storage, and oversized heated three-car garage complete this exceptional home at 4498 Nina Lane.

4498 Nina Ln, Middleton

$999,900
4 Beds 3 Baths 2026028 MLS ACTIVE Status
What sets this incredible property apart is clear before you even step inside. This contemporary home is surrounded by carefully tended prairie and woods, a thriving habitat for birds, pollinators, and wildlife. Architect Bruce Nichols designed this home with one intention: to bring the outside in. Floor to ceiling windows and skylights draw natural light deep into the heart of the home. The open kitchen w/pantry and lg island flows easily into the family room and sunny bfast nook, w/hardwood floors throughout. Guest bed + bath on main level w/primary suite + 2 beds/bath up. Glass railing overlooks the 2-story great room w/gas FP. Primary suite is a sanctuary of its own w/gas FP, oversized WIC, and bath w/shower and whirlpool tub. Solar panels, whole house fan, and updated mechanicals. Middleton schools w/low Town of Middleton taxes and nearly 2 acres of seclusion combine to create a package that rarely comes to market. If you’ve been waiting for something truly different, this is it.

8685 Airport Rd, Middleton

$550,000
3 Beds 3 Baths 2024690 MLS ACTIVE UNDER CONTRACT Status
Want Waunakee schools but also something a bit closer to west Madison/Middleton? This sweet cul-de-sac is on the outskirts of Northlake neighborhood. Super short walk Orchid Heights park and to Pheasant Branch Conservancy, with miles of walking paths - a true respite from daily life. This floor plan has some really great features, including a giant mudroom with powder room (not shared with the laundry!), flex space at the top of the stair (office, crafting, reading nook?), a covered patio and 3 car garage. Two adjacent outlots give some nice elbow room between the neighbors behind. Unfinished lower level is loaded with potential for more finished space, with high/flush ceiling and rough-in for a full bath. Just 3 years old and looks brand new.

5344 Magdalene Ct, Middleton

$458,500
3 Beds 4 Baths 2025984 MLS ACTIVE Status
Move-in ready! Welcome to Redtail Ridge Townhomes--featuring Middleton Schools! New townhomes with 4 acre park across the street! Main level open concept living with stainless/granite kitchens and baths. 3 beds & 2 baths upstairs, 2-car attached garage & ample storage space. Finished basement INCLUDED. Garage enters at basement level. Shared maintenance agreement means that you’ll never need to worry about snow removal or landscape care--all taken care of for you! Shared maintenance fee also includes your homeowners insurance coverage & your Redtail Ridge Master Homeowners Association fee. 10yr builder's limited warranty & 15yr dry basement warranty included! Interior photos & tour are of a similar model. Plans & design selections available upon request. END UNIT, INCLUDES FIREPLACE!

6834 Belle Fontaine Blvd, Middleton

$448,500
3 Beds 4 Baths 2025983 MLS ACTIVE Status
Move-in ready! Welcome to Redtail Ridge Townhomes--featuring Middleton Schools! New townhomes with 4 acre park across the street! Main level open concept living with stainless/granite kitchens and baths. 3 beds & 2 baths upstairs, 2-car attached garage & ample storage space. Finished basement INCLUDED. Garage enters at basement level. Shared maintenance agreement means that you’ll never need to worry about snow removal or landscape care--all taken care of for you! Shared maintenance fee also includes your homeowners insurance coverage & your Redtail Ridge Master Homeowners Association fee. 10yr builder's limited warranty & 15yr dry basement warranty included! Interior photos & tour are of a similar model. Plans & design selections available upon request.

6838 Belle Fontaine Blvd, Middleton

$458,500
3 Beds 4 Baths 2025982 MLS ACTIVE Status
Move-in ready! Welcome to Redtail Ridge Townhomes--featuring Middleton Schools! New townhomes with 4 acre park across the street! Main level open concept living with stainless/granite kitchens and baths. 3 beds & 2 baths upstairs, 2-car attached garage & ample storage space. Finished basement INCLUDED. Garage enters at basement level. Shared maintenance agreement means that you’ll never need to worry about snow removal or landscape care--all taken care of for you! Shared maintenance fee also includes your homeowners insurance coverage & your Redtail Ridge Master Homeowners Association fee. 10yr builder's limited warranty & 15yr dry basement warranty included! Interior photos & tour are of a similar model. Plans & design selections available upon request. END UNIT, INCLUDES FIREPLACE!

6842 Belle Fontaine Blvd, Middleton

$1,249,000
4 Beds 4 Baths 2025953 MLS ACTIVE Status
Welcome to this thoughtfully designed home at Belle Farm offering main level living with a private primary suite & an open concept kitchen, living, & dining area. The living space is light-filled & functional, with hardwood floors, wood-burning stove, & a well-appointed kitchen featuring Sub-Zero, Wolf & Cove appliances. Above the garage, a separately accessed 1 bed, 1 bath ADU provides flexibility for guests, extended stays, multigenerational living, a caregiver, or a home office. Lower level includes additional bedrooms & living space, offering separation & versatility. Built with resilience in mind, the home includes solar, geothermal HVAC, & is wired for EV charging. HOA covers lawn care & snow removal, making ownership low-maintenance & easy for travel.

4057 Morning Poem Pl, Middleton

This information, provided by seller, listing broker, and other parties, may not have been verified. Copyright 2026 South Central Wisconsin MLS Corporation. All rights reserved. IDX information is provided exclusively for consumers' personal, non-commercial use and may not be used for any purpose other than to identify perspective properties consumers may be interested in purchasing.