Refine Search
Sort by
$574,900
3 Beds 2 Baths
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.

6679 Redpoll Road, Middleton

Listing courtesy of Encore Real Estate Services, I.

$1,050,000
5 Beds 3 Baths
High atop the hills of the Conservancy View Neighborhood in Middleton, this 5 bed, 3 bath custom built contemporary craftsman will impress the most discerning homebuyer. Imaginewaking up to panoramic views of Pheasant Branch Conservancy while enjoying your coffee on the screen porch. Entertaining in this home is a must with 13 ft ceilings, studio style lighting and a culinary enthusiast's dream kitchen. Massive center island in the kitchen with seating for 6, dedicated pantry and views to delight.Dedicated dining room and a 3 sided gas fireplace finish off the main floor. Upstairs the owner's suite is an oasis with an extra large jetted tub, walk in shower and dual vanities. The lower level features a guest bedroom, office, rec room with a wet bar built in.Enjoy the privacy in your hot tub on the back deck. Homes sits next to greenspace and backs up to Middleton Hills North Park. Oversized 3 car, tandem garage with electric for the EV car charger, new roof 2026.An absolute must see!

6711 S Chickahauk Trail, Middleton

Listing courtesy of Lauer Realty Group, Inc..

$390,000
3 Beds 1.5 Baths
Welcome to Orchid Heights Townhomes! Located close to beautiful Lake Mendota, walking trails and the scenic of Pheasant Branch Conservancy. Enjoy low-maintenance living with lawn care and snow removal included, a community pool and picnic area. This beautifully updated townhome features a completely renovated kitchen, updated bathrooms, updated flooring and new carpet on the upper level. The spacious kitchen offers plentiful cabinetry, granite counters, formal dining area flows into the inviting living room. Step out to a private patio where you can relax and enjoy amazing views and breathtaking sunsets. Upstairs are three spacious bedrooms with ample closet space. The finished lower level includes, a large rec room, a freestanding shower, and plenty of storage. An oversized one-car garage, guest parking across from the unit, and an unbeatable location make this move-in-ready home one you won?t want to miss!

3550 Valley Ridge Road, Middleton

Listing courtesy of Keller Williams Inspire.

$305,000
1 Beds 1 Baths
Enjoy carefree condo living in highly desirable Bella Casa community! Ideally located just mins from Greenway Station, Pleasant View Golf Course, dining, parks + downtown Middleton, this light-filled residence offers exceptional combination of comfort + convenience. Open-concept floor plan features hardwood floors, spacious living room w/cozy gas fireplace, + walkout access to a private balcony. Well-appointed kitchen includes SS appliances, breakfast bar, pantry + dining area. French doors open to versatile den, ideal for a home office or extra sleeping space. Retreat to expansive primary bedroom featuring vaulted ceilings, abundant natural light, a generous walk-in closet w/ exceptional storage & spacious ensuite bath w/dual sinks, honeycomb tile flooring. Enjoy outstanding amenities including a beautiful clubhouse w/ kitchen, fitness center & billiards room. Wonderful opportunity to enjoy low-maintenance living in one of Middleton's most convenient locations.

8530 Greenway Boulevard Unit 307, Middleton

Listing courtesy of Sprinkman Real Estate.

$599,999
3 Beds 2.5 Baths
Exceptional craftsmanship and designer updates define this move-in-ready home in Middleton's Misty Valley neighborhood. The open-concept main level features new LVP flooring, professionally painted walls and ceilings, upgraded lighting, four ceiling fans, new window treatments, and refreshed landscaping. Quality shines through with solid wood cabinetry, trim, and interior doors. The updated kitchen offers new LG and Whirlpool appliances, a glass tile backsplash, Kohler faucet, premium hardware, pantry, and breakfast bar. Both powder rooms have been remodeled, while the finished lower level provides flexible living space. The attached garage includes three storage shelving systems and a one-year-old full-size freezer. Near parks, shopping, dining, and Middleton-Cross Plains schools.

7190 Belle Fontaine Boulevard, Middleton

Listing courtesy of Top Tier Realty.

$669,900
4 Beds 2.5 Baths
Move-in ready 9/25/26. This Hoffman home features a thoughtfully designed, open-concept layout ideal for modern living. Offering 4 bedrooms, 2.5 baths, and a 2-car garage, this home showcases locally made, custom Auburn Ridge cabinetry, doors, and trim crafted to last. The stylish kitchen includes a center island, quartz countertops, and quality finishes from trusted brands like Kohler, Moen, and Shaw. Durable luxury vinyl plank flooring enhances main living areas, while painted solid-core doors provide superior sound control. Designer lighting curated from Kichler and Visual Comfort & Co. adds a polished touch. Smart Home+ technology with integrated lighting control brings everyday convenience. Enjoy added peace of mind with a one-year warranty.

7139 Johann Farm Road, Middleton

Listing courtesy of Stark Company, REALTORS.

$399,900
3 Beds 1 Baths
Charming 1954 ranch in the heart of downtown Middleton! This move-in-ready 3-bedroom, 1.25-bath home is the perfect starter home, loaded with timeless character. Beautiful hardwood floors, original built-ins, and even a classic laundry chute showcase the era's craftsmanship. Recent updates include a new roof, new siding, and new windows for added peace of mind. The basement features a large egress window and open rooms with extra-tall ceilings, offering excellent potential to expand the finished living space. Outside, enjoy a fenced backyard perfect for relaxing, entertaining, or pets. The location is second to none?walk to grocery stores, restaurants, coffee shops, bars, and the scenic trails of Pheasant Branch Conservancy. All of this in the highly sought-after Middleton-Cross Plains School District.

6741 Century Avenue, Middleton

Listing courtesy of First Weber Inc.

$2,100,000
4 Beds 3.5 Baths
Middleton Schools! Lake Mendota living w/72' of prime level frontage, Capitol views & minutes from Middleton's dining, shopping & amenities. Owned by the same family for 55 yrs this beautifully updated 4-bed, 3.5-bath waterfront home blends timeless character w/modern comfort. Remodeled main level features a wonderful kitchen w/new cabinetry, granite counters & stainless steel appliances. Open floorplan flows into the living rm featuring wood-burning fireplace, expansive windows & panoramic lake views. Step onto the lakeside deck for outdoor living & entertaining. Family rm offers an additional gathering space & possible 2nd dining area. Spacious primary suite showcases spectacular lake views, private bath & sitting area w/potential for a custom walk-in closet. Walkout lower level includes rec room w/fireplace, new patio, den & flex space. Updates incl: New flooring/windows/patio drs in LL & main floors, driveway & front stoop. Oversized garage w/epoxy flooring. Close to downtown & UW.

3017 Dianne Drive, Middleton

Listing courtesy of Collective Real Estate Group.

$1,150,000
4 Beds 3.5 Baths
Every detail of this beautifully updated home has been thoughtfully curated to create a space that's both elegant and inviting. The stunning remodeled kitchen features custom cabinetry, marble countertops, a Kohler farmhouse sink, brass hardware, and a commercial-grade appliance package. A stylish wet bar with a beverage fridge makes entertaining effortless, while luxury vinyl plank flooring flows throughout the home, there's no carpet. The expansive primary suite is a true retreat, featuring vaulted ceilings, oversized windows that fill the room with natural light, and a spa-inspired bath with marble countertops, a spacious vanity, designer tile, and premium finishes. Outside, enjoy a fully fenced 0.72-acre yard surrounded by mature trees and lush landscaping, creating a private setting with plenty of space to relax or entertain. Just minutes from downtown Madison, this move-in-ready home offers the perfect blend of luxury, comfort, and convenience

3944 Caribou Road, Middleton

Listing courtesy of Redfin Corporation.

$1,445,000
5 Beds 4.5 Baths
Set on a beautiful 0.92-acre lot, this home offers timeless architecture, refined finishes, and thoughtful updates in one of the area?s most exclusive neighborhoods. The home features 5 bedrooms, walk-in closets, 4 full baths, and a main level powder room, with a finished lower level filled with natural light. Brazilian cherry floors, exquisite ceilings, custom millwork, and built-in bookshelves showcase the exceptional craftsmanship throughout. The library offers a gas fireplace, while the family room provides a welcoming gathering space that opens to the outdoors. The custom kitchen is appointed with Sub-Zero and Wolf appliances, including a four-burner gas stove with griddle, beverage refrigerator, maple and cherry cabinetry, a butler?s pantry, and reverse osmosis filtration. Outdoor living is enhanced by Trex decking added in 2026. Additional highlights include a 3-car garage, security system, central vacuum, new HVAC (2023), new water heater (2024), & new washer and dryer (2024).

4516 Nina Lane, Middleton

Listing courtesy of Sprinkman Real Estate.

$1,690,000
5 Beds 5 Baths
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 Trail, Middleton

Listing courtesy of Collective Real Estate Group.

$775,000
4 Beds 3.5 Baths
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

Listing courtesy of Spencer Real Estate Group.

$399,999
2 Beds 1.5 Baths
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 Drive, Middleton

Listing courtesy of Real Broker LLC.

$450,000
2 Beds 1 Baths
Inviting ranch home in Middleton, conveniently located near Lakeview Park Splash Pad, Sauk Trail Elementary School, Willy Street Co-op, and popular dining spots. The smart layout features a formal dining room and updated kitchen, creating an easy flow for entertaining and everyday living. Unwind in your private sunroom overlooking the beautifully landscaped backyard, the perfect spot to relax and enjoy the changing seasons. The unfinished lower level offers excellent potential to add finished living space, such as a rec room or family room. Enjoy the top-rated Middleton-Cross Plains School District, beautiful hardwood floors, and a one car attached garage. A wonderful opportunity combining location, value, and future potential.

6622 Franklin Avenue, Middleton

Listing courtesy of Real Broker LLC.

$1,695,000
5 Beds 4.5 Baths
Exceptional custom home offering timeless design, luxurious amenities, & exceptional living spaces throughout. The grand foyer opens to elegant formal living & dining rooms, while the dramatic two-story great room showcases a floor-to-ceiling stone fireplace, custom built-ins, & a wall of windows overlooking the private backyard. The chef's kitchen features a Wolf induction range, Sub-Zero refrigerator, Bosch dishwasher, granite island, & walk-in pantry, w/adjoining dinette leading to the screened porch & maintenance-free deck. The luxurious primary suite offers a lighted tray ceiling, 3-sided fireplace, sitting area w/private balcony, spa-like bath, & dual walk-in closets. The finished walkout LL includes a spacious family room w/fireplace, theater room, exercise room, & guest suite. Additional highlights include a bonus room, central vacuum, Hunter Douglas automatic blinds, 2 new zoned Lennox furnaces (2025), & an exceptional floor plan designed for everyday living & entertaining.

7534 Summit Ridge Road, Middleton

Listing courtesy of Collective Real Estate Group.

$609,000
3 Beds 3.5 Baths
Enjoy peaceful living on a quiet cul-de-sac set on nearly an acre! Charming curb appeal and a welcoming covered front porch create a warm first impression. Inside is tons of space for both everyday living and entertaining. The formal dining room opens to a large screened porch, providing a perfect spot to relax or dine. The kitchen offers abundant cabinet storage and generous counter space. A 2nd living room with a fireplace opens onto a deck overlooking the expansive fenced yard. Upstairs are 3 beds and 2 full baths, including a primary with a private bath. Brand-new carpet on the stairs and upper level adds a fresh touch. The walk-out lower level offers even more space with a large rec room, a 3rd full bath, and 2 versatile flex rooms ideal for an office, gym, hobbies, or guests. Conveniently located just minutes from Middleton, Epic, shopping, dining, and parks. It also offers easy access to the Ice Age Trail for hiking and year-round outdoor recreation. See the 3D tour!

7824 Caribou Court, Middleton

Listing courtesy of Spencer Real Estate Group.

$1,799,000
5 Beds 5.5 Baths
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 Road, Middleton

Listing courtesy of Sprinkman Real Estate.

$649,900
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 Lane, Middleton

Listing courtesy of RE/MAX Preferred.

$275,000
2 Beds 1 Baths
In search of an investor or first time buyer. 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 a family member 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 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 Street, Middleton

Listing courtesy of Bunbury & Assoc, REALTORS.

$884,900
4 Beds 2.5 Baths
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.

7226 Hubbard Avenue, Middleton

Listing courtesy of Restaino & Associates.

$249,000
2 Beds 1 Baths
Conveniently located near shopping, restaurants, and the bus line, this beautifully updated end-unit condo offers comfort, convenience, and investment potential. Featuring 2 bedrooms, 1 full bath, an open layout, in-unit washer and dryer, and a spacious private balcony, this home is move-in ready. Enjoy the convenience of heated underground parking with one assigned space, elevator access, and secure building amenities. Currently operating as a successful short-term rental, this property offers rental income potential through the remainder of the year. The established short-term rental business and all furnishings are available for purchase separately, providing a turnkey investment opportunity or a fully furnished personal retreat. Don't miss this versatile property in an exceptional location!

2051 Allen Boulevard Unit 201, Middleton

Listing courtesy of Badger Realty Team.

$250,000
1 Beds 1 Baths
LAKE MENDOTA FRONTAGE! MODERN UPDATES! GARAGE! SOUGHT AFTER MIDDLETON LOCATION! $250,000! Yes! you can have frontage on Lake Mendota and possibilities for a boat slip! Unbelievable opportunity! Perfect for those who want a second home on the lake or a year-round perfect location on the bus line with quick access to UW & Madison hospitals! Walk in & be greeted by a beautiful great room W/ high vaulted ceiling & modern LVP flooring that extends into the spacious dinette & the updated kitchen w/granite countertops &stainless-steel appliances! King size Owners suite w/large walk-in closet. Completely updated bath! Enjoy the large deck overlooking the relaxing outdoor pool! Don't forget to bring your kayak, paddle boards & canoe! Keep them right on the level lake frontage & enjoy lake life and carefree living at its best! Sit around the fire pit and take in the breathtaking lake views & Madison Skyline! Call for details on the pier & boat slips! Underground Parking spot 44, Storage unit 14

2809 Century Harbor Road, Middleton

Listing courtesy of RE/MAX Preferred.

$330,000
3 Beds 1.5 Baths
Whether you're looking for a place to call home or your next investment property, this charming Cape Cod checks all the boxes! Nestled in one of Middleton's most desirable neighborhoods, you'll enjoy being just a short stroll from parks, restaurants, shopping, the library, and the conveniences that make this location special. Inside, you'll find original hardwood floors,, 6-panel doors, & an open living & dining area that's perfect for entertaining. Step outside to a spacious backyard featuring a deck & fire pit?ideal for relaxing or gathering with family & friends on summer evenings. Additional highlights include a jetted tub, a 1-car garage, & a workshop ready for a little TLC but full of potential. The partially finished LL offers endless possibilities as a rec room, gym, office, additional living space?or whatever your little heart desires. Whether you're searching for your next home or looking to expand your rental portfolio this is worth a look! And did I mention the location?

7113 South Avenue, Middleton

Listing courtesy of First Weber Inc.

$980,000
4 Beds 4 Baths
This stunning 4 bedroom, 3.5 bath contemporary home on a quiet cul de sac sits on 1.5 acres of wooded bliss with private walking trails, lush landscaping, fountain, and a serene, private backyard with an abundance of wildlife. Inside you'll find beautiful hickory floors & kitchen cabinets + stainless steel appliances, walk-in pantry, main floor laundry, two cozy fireplaces, and a finished lower level with walkout. Your primary oasis awaits you with heated bathroom floors, whirlpool tub, huge walk-in tiled shower & skylight. 2026 updates include brand new roof, security system, fresh paint, & carpet throughout. Located within Middleton/Cross Plains school district and just a 20-minute drive to downtown Madison!

7692 Schiller Court, Middleton

Listing courtesy of Adashun Jones, Inc..

$1,299,000
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 Place, Middleton

Listing courtesy of Sprinkman Real Estate.

$1,499,900
5 Beds 4.5 Baths
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 Lane, Middleton

Listing courtesy of Compass Real Estate Wisconsin.

Copyright 2026 WIREX Multiple Listing Service. 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 prospective properties consumers may be interested in purchasing. All information is deemed reliable, but not guaranteed. Information is supplied by seller and other third parties and has not been verified.