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$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

$445,000
3 Beds 2 Baths 2028912 MLS ACTIVE UNDER CONTRACT Status
SHOWINGS START Tuesday July 28th, 2026 - Recently remodeled and looking lovely, this 3-bedroom, 1.5-bath ranch at 2521 Martin Street is located in the St. Martins Valley neighborhood of Cross Plains. Built in 1971, the home offers approximately 1,413 sq ft above grade plus a walk-out finished lower level for an additional 884 Sq/Ft of living space, a fireplace, and a practical, open layout. The property sits on a 0.29-acre lot with no HOA. Convenient Cross Plains location provides easy access to local shops, dining, parks, and trails, with a short drive to Middleton and the greater Madison area. Fresh updates throughout make this home move-in ready. Schedule your showing today to see all it has to offer.

2521 Martin St, Cross Plains

$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

$930,000
3 Beds 3 Baths 2028515 MLS ACTIVE Status
Fall in love with your new, secluded country home, just minutes from Middleton. Custom built ranch home on 7.21 acres. 3-car garage (32x39) with floor heat. 4th garage in lower level (10x11) with garage door for all your toys. 9' walls on both levels, walk-in kitchen pantry, custom Amish cabinetry, solid wood interior doors, Andersen windows, 8' patio door, Thermo-zone floor heat exchange system. Rec room in lower level has stained, heated concrete floors and rough-in for shower in 1/2 bath, lots of storage, barrier free design elements, walking trails in woods, plenty of space for garden. This could be your retreat everyday! UHP Elite Home Warranty included. Never on the market before-one owner home.

7224 Kickaboo Rd, Springfield

$929,900
3 Beds 3 Baths 2028276 MLS ACTIVE Status
Move-in ready 9/9/26. This Conrad home features a thoughtfully designed, open-concept layout ideal for modern living. Offering 3 bedrooms, 2.5 baths, and a 3-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.

616 Clear Pond Way, Madison

$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

$295,000
2 Beds 1 Baths 2028077 MLS ACTIVE UNDER CONTRACT Status
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 Blvd Unit 307, Middleton

$849,900
4 Beds 2 Baths 2028002 MLS ACTIVE Status
Rare opportunity to own a picturesque 2.09-acre country property in the desirable Town of Middleton, just minutes from Middleton and Madison. Offering the perfect blend of peaceful country living and city convenience, this unique property is filled with warmth, character, and endless potential. The beautifully landscaped grounds are the true centerpiece, featuring mature trees, colorful perennial gardens, a stunning established vineyard, an orchard, and expansive green space that creates a private, park-like retreat. A classic barn adds charm and versatility for hobbies, storage, or workshop space. Whether you dream of gardening, entertaining, or simply enjoying the beauty and privacy of nature, this property offers a setting that's difficult to find in today's market. Acreage properties in this sought-after location rarely become available—come experience the beauty, charm, and possibilities this special property has to offer.

7334 County Road K, Springfield

$550,000
4 Beds 2 Baths 2027917 MLS ACTIVE Status
Welcome to this beautifully maintained home nestled in the peaceful and highly desirable neighborhood. Surrounded by scenic landscapes, mature trees, the charm of small-town living, and within close proximity to Madison, this property offers the perfect balance between comfort, privacy, and convenience. Inside, the home features a bright and open layout designed for both everyday living and entertaining. Spacious living areas, vaulted ceilings, abundant natural light, and a functional kitchen with ample cabinetry create a warm and inviting atmosphere. The well-appointed bedrooms and finished lower-level space provide flexibility for families, guests, or a home office setup. Located just minutes from parks, walking trails, local shops, dining, and highly rated schools, this home also offers easy access to Madison while maintaining the tranquility of a quiet residential neighborhood.

8062 Burr Oak Trl, Cross Plains

$325,000
2 Beds 3 Baths 2027562 MLS ACTIVE Status
Move right into this end-unit condo in the highly sought-after Middleton School District! Ideally located just minutes from Blackhawk Park, West Towne Mall, and the Beltline, this home offers the perfect blend of comfort and convenience. The open-concept main level features a spacious living room with a cozy gas fireplace, dining area, and kitchen complete with stainless steel appliances. Upstairs, you'll find two generously sized bedrooms, each with its own private en-suite bathroom, plus conveniently located second-floor laundry. Step outside to the Trex deck, perfect for grilling or relaxing on warm summer evenings. Complete with a 2-car attached garage and low-maintenance condo living, this home is ready for you to enjoy!

707 Cricket Ln Unit 5, 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

$436,900
3 Beds 3 Baths 2027521 MLS ACTIVE Status
This Chelsea home features a thoughtfully designed, open-concept layout ideal for modern living. Offering 3 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.

10116 Mosaic Way, Madison

$624,900
3 Beds 3 Baths 2027431 MLS ACTIVE UNDER CONTRACT Status
Charmingly renovated 3 bedroom home in the heart of Cedar Hills! Vaulted ceilings and new LVP floors welcome you inside to the open concept main level w/ cozy gas fireplace and completely remodeled lofted kitchen/dining boasting all SS apps, oversized quartz center island, farmhouse sink, & walkout to your screened-in porch & private backyard. Primary offers a WIC and private bathroom w/ walk-in shower, plus a secondary bedroom and full bath! Refreshed/exposed LL offers a spacious family/rec room w/ wet bar, 3rd bedroom, and a 3rd full bath. Mud/laundry provides access to your 3 car garage w/ a custom in-home gym addition! Not to forget the gated patio, trex grilling deck, 2026 roof/gutters/AC, 2019 furnace/water heater. all new flooring, light fixtures, paint, landscaping etc. Too many updates/features to list! See docs for more details!

1125 Gils Way, Cross Plains

$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

$249,000
2 Beds 1 Baths 2027352 MLS ACTIVE Status
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 Blvd Unit 201, Middleton

$250,000
1 Beds 1 Baths 2027314 MLS ACTIVE Status
OPEN SEPT 9/5 11:00-1:00! LAKE MENDOTA FRONTAGE! MODERN UPDATES! GARAGE! EXCELLENT MIDDLETON LOCATION! This condo project has prime frontage on the Lake & possibilities for a boat slip! Rare opportunity! Perfect for those who want a second home on the lake or a year-round perfect location on the bus line w/ quick access to UW & Madison hospitals! Walk in & be greeted by a beautiful great rm w/ high vaulted ceiling &modern LVP flooring that extends into the spacious dinette &the updated kitchen w/granite countertops &stainless-steel applcs! King size Master w/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 & carefree living at its best! Sit around the fire pit & 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 Rd Unit 3, Middleton

$725,000
4 Beds 4 Baths 2027275 MLS ACTIVE UNDER CONTRACT Status
Welcome home to this beautifully maintained 4-bedroom up, 3.5-bath home offering the perfect blend of comfort, style, and location. Priced below the assess value this spacious floor plan features maple hardwood floors, tile flooring, with creating an open, airy feel throughout. New Roof in 2026! The finished lower level with exposure and 9 ft ceilings provides exceptional additional living space—ideal for a recreation room, home office, gym, or guest suite. Step outside to enjoy the fenced backyard complete with both a deck/patio, offering plenty of room for entertaining, relaxing, or play. Oversized 3-car garage provides ample space for vehicles, storage, and hobbies. Located in the highly sought-after Middleton-Cross Plains School District, you'll love being within walking distance of parks and just minutes from shopping, restaurants, schools and all the conveniences of Middleton and Madison's vibrant west side/downtown's UHP Ultimate included

726 Cone Flower St, Madison

$469,900
3 Beds 2 Baths 2027237 MLS ACTIVE Status
Move-in ready 9/22/26. This Flanagan home features a thoughtfully designed, open-concept layout ideal for modern living. Offering 3 bedrooms, 2 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.

8059 Creek Crossing Way, Cross Plains

$3,895,000
5 Beds 8 Baths 2025532 MLS ACTIVE Status
Hart DeNoble Masterpiece on 14.97 acres-Middleton Schools. This property really has it all, & feels like you're living in the middle of a gorgeous park setting. Walking/Riding trails through the prairie grasses, & trail ride through the wooded area as well. An abundance of privacy, spectacular views, & endless spaces. 4 car attached heated garage, 4 car detached heated garage w/pool house full bath/lockers. Heated Barn/outbuilding w/basketball/pickleball court, locker room type full bath w/2 showers &, 2 heated parking spaces, & finished bonus room above it all overlooking the beautiful prairie & woods views, & also overlooking Basketball/Pickleball court. In ground Saltwater pool, new hot tub. Gorgeous home, each bedrm is full ensuite w/in floor heat in baths, 4 up, 1 down. Elevator in home. Primary bdrm has 4 season porch off of it, w/gas FP, & provides breathtaking views. 4 Gas FP's. Too many features to list! ***Please do NOT drive down driveway without a confirmed showing.***

7876 Autumn Pond Trl, Springfield

$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

$589,000
3 Beds 4 Baths 2026641 MLS ACTIVE Status
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 Ct, 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

$600,000
3 Beds 3 Baths 2024738 MLS ACTIVE Status
Here is the one you’ve been waiting for! Nestled into a cul-de-sac in this quiet 55+ community, you’ll find easy one floor living with recent updates for the essentials of life as well as generous additional living space and storage in the lower level. PLUS the elusive 2 car garage!! The main level features hardwood floors, vaulted ceilings, abundant natural light, floor to ceiling stone fireplace, updated kitchen with walk in pantry and coffee nook, attractive owners suite with beamed ceiling and walk in closet as well as a private deck. If that isn’t enough, the lower level has a wide open entertainment space, third bedroom, full bathroom and an enormous storage area. You can even walk out to a private courtyard. With a convenient location near shopping, restaurants and activities you can’t ask for more.

2 Sebring Ct, Madison

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.