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$214,900
2029082 MLS ⋅ ACTIVE Status
Build in Redtail Ridge, a thoughtfully planned Middleton neighborhood offering modern living with access to nature and everyday conveniences. This homesite is located near protected green space and close to area amenities, making it well suited for buyers seeking new construction in a highly regarded community with convenient commutes. Residents enjoy access to 30+ parks and natural areas, including nearby Pheasant Branch Conservancy, as well as Pleasant View Golf Course and Lakeview Park. Shopping, dining, and services are minutes away at Greenway Station and Historic Downtown Middleton. Lot sale is subject to a separate building agreement with Tim O’Brien Homes.

L255 Thrasher St, Middleton
$219,900
2029080 MLS ⋅ ACTIVE Status
Build in Redtail Ridge, a thoughtfully planned Middleton neighborhood offering modern living with access to nature and everyday conveniences. This homesite is located near protected green space and close to area amenities, making it well suited for buyers seeking new construction in a highly regarded community with convenient commutes. Residents enjoy access to 30+ parks and natural areas, including nearby Pheasant Branch Conservancy, as well as Pleasant View Golf Course and Lakeview Park. Shopping, dining, and services are minutes away at Greenway Station and Historic Downtown Middleton. Lot sale is subject to a separate building agreement with Tim O’Brien Homes.

L253 Thrasher St, Middleton
$214,900
2029079 MLS ⋅ ACTIVE Status
Build in Redtail Ridge, a thoughtfully planned Middleton neighborhood offering modern living with access to nature and everyday conveniences. This homesite is located near protected green space and close to area amenities, making it well suited for buyers seeking new construction in a highly regarded community with convenient commutes. Residents enjoy access to 30+ parks and natural areas, including nearby Pheasant Branch Conservancy, as well as Pleasant View Golf Course and Lakeview Park. Shopping, dining, and services are minutes away at Greenway Station and Historic Downtown Middleton. Lot sale is subject to a separate building agreement with Tim O’Brien Homes.

L250 Thrasher St, Middleton
$214,900
2029077 MLS ⋅ ACTIVE Status
Build in Redtail Ridge, a thoughtfully planned Middleton neighborhood offering modern living with access to nature and everyday conveniences. This homesite is located near protected green space and close to area amenities, making it well suited for buyers seeking new construction in a highly regarded community with convenient commutes. Residents enjoy access to 30+ parks and natural areas, including nearby Pheasant Branch Conservancy, as well as Pleasant View Golf Course and Lakeview Park. Shopping, dining, and services are minutes away at Greenway Station and Historic Downtown Middleton. Lot sale is subject to a separate building agreement with Tim O’Brien Homes.

L247 Thrasher St, Middleton
$204,900
2029074 MLS ⋅ ACTIVE Status
Build in Redtail Ridge, a thoughtfully planned Middleton neighborhood offering modern living with access to nature and everyday conveniences. This homesite is located near protected green space and close to area amenities, making it well suited for buyers seeking new construction in a highly regarded community with convenient commutes. Residents enjoy access to 30+ parks and natural areas, including nearby Pheasant Branch Conservancy, as well as Pleasant View Golf Course and Lakeview Park. Shopping, dining, and services are minutes away at Greenway Station and Historic Downtown Middleton. Lot sale is subject to a separate building agreement with Tim O’Brien Homes.

L244 Hooded Merganser Dr, Middleton
$204,900
2029073 MLS ⋅ ACTIVE Status
Build in Redtail Ridge, a thoughtfully planned Middleton neighborhood offering modern living with access to nature and everyday conveniences. This homesite is located near protected green space and close to area amenities, making it well suited for buyers seeking new construction in a highly regarded community with convenient commutes. Residents enjoy access to 30+ parks and natural areas, including nearby Pheasant Branch Conservancy, as well as Pleasant View Golf Course and Lakeview Park. Shopping, dining, and services are minutes away at Greenway Station and Historic Downtown Middleton. Lot sale is subject to a separate building agreement with Tim O’Brien Homes.

L242 Hooded Merganser Dr, Middleton
$249,900
2029071 MLS ⋅ ACTIVE Status
Build in Redtail Ridge, a thoughtfully planned Middleton neighborhood offering modern living with access to nature and everyday conveniences. This homesite is located near protected green space and close to area amenities, making it well suited for buyers seeking new construction in a highly regarded community with convenient commutes. Residents enjoy access to 30+ parks and natural areas, including nearby Pheasant Branch Conservancy, as well as Pleasant View Golf Course and Lakeview Park. Shopping, dining, and services are minutes away at Greenway Station and Historic Downtown Middleton. Lot sale is subject to a separate building agreement with Tim O’Brien Homes.

L235 Towhee Dr, Middleton
$249,900
2029070 MLS ⋅ ACTIVE Status
Build in Redtail Ridge, a thoughtfully planned Middleton neighborhood offering modern living with access to nature and everyday conveniences. This homesite is located near protected green space and close to area amenities, making it well suited for buyers seeking new construction in a highly regarded community with convenient commutes. Residents enjoy access to 30+ parks and natural areas, including nearby Pheasant Branch Conservancy, as well as Pleasant View Golf Course and Lakeview Park. Shopping, dining, and services are minutes away at Greenway Station and Historic Downtown Middleton. Lot sale is subject to a separate building agreement with Tim O’Brien Homes.

L233 Towhee Dr, Middleton
$224,900
2029069 MLS ⋅ ACTIVE Status
Build in Redtail Ridge, a thoughtfully planned Middleton neighborhood offering modern living with access to nature and everyday conveniences. This homesite is located near protected green space and close to area amenities, making it well suited for buyers seeking new construction in a highly regarded community with convenient commutes. Residents enjoy access to 30+ parks and natural areas, including nearby Pheasant Branch Conservancy, as well as Pleasant View Golf Course and Lakeview Park. Shopping, dining, and services are minutes away at Greenway Station and Historic Downtown Middleton. Lot sale is subject to a separate building agreement with Tim O’Brien Homes.

L211 Towhee Dr, Middleton
$224,900
2029067 MLS ⋅ ACTIVE Status
Build in Redtail Ridge, a thoughtfully planned Middleton neighborhood offering modern living with access to nature and everyday conveniences. This homesite is located near protected green space and close to area amenities, making it well suited for buyers seeking new construction in a highly regarded community with convenient commutes. Residents enjoy access to 30+ parks and natural areas, including nearby Pheasant Branch Conservancy, as well as Pleasant View Golf Course and Lakeview Park. Shopping, dining, and services are minutes away at Greenway Station and Historic Downtown Middleton. Lot sale is subject to a separate building agreement with Tim O’Brien Homes.

L210 Hooded Merganser Dr, Middleton
$224,900
2029065 MLS ⋅ ACTIVE Status
Build in Redtail Ridge, a thoughtfully planned Middleton neighborhood offering modern living with access to nature and everyday conveniences. This homesite is located near protected green space and close to area amenities, making it well suited for buyers seeking new construction in a highly regarded community with convenient commutes. Residents enjoy access to 30+ parks and natural areas, including nearby Pheasant Branch Conservancy, as well as Pleasant View Golf Course and Lakeview Park. Shopping, dining, and services are minutes away at Greenway Station and Historic Downtown Middleton. Lot sale is subject to a separate building agreement with Tim O’Brien Homes.

L208 Hooded Merganser Dr, Middleton
$224,900
2029064 MLS ⋅ ACTIVE Status
Build in Redtail Ridge, a thoughtfully planned Middleton neighborhood offering modern living with access to nature and everyday conveniences. This homesite is located near protected green space and close to area amenities, making it well suited for buyers seeking new construction in a highly regarded community with convenient commutes. Residents enjoy access to 30+ parks and natural areas, including nearby Pheasant Branch Conservancy, as well as Pleasant View Golf Course and Lakeview Park. Shopping, dining, and services are minutes away at Greenway Station and Historic Downtown Middleton. Lot sale is subject to a separate building agreement with Tim O’Brien Homes.

L207 Hooded Merganser Dr, Middleton
$224,900
2029063 MLS ⋅ ACTIVE Status
Build in Redtail Ridge, a thoughtfully planned Middleton neighborhood offering modern living with access to nature and everyday conveniences. This homesite is located near protected green space and close to area amenities, making it well suited for buyers seeking new construction in a highly regarded community with convenient commutes. Residents enjoy access to 30+ parks and natural areas, including nearby Pheasant Branch Conservancy, as well as Pleasant View Golf Course and Lakeview Park. Shopping, dining, and services are minutes away at Greenway Station and Historic Downtown Middleton. Lot sale is subject to a separate building agreement with Tim O’Brien Homes.

L206 Hooded Merganser Dr, Middleton
$6,850,000
2029004 MLS ⋅ ACTIVE Status
This exceptional 65,000-square-foot industrial facility is ideally situated in the heart of Middleton Business Park, offering a premier location with outstanding functionality. Designed to accommodate a wide range of business operations, the property features private offices, two conference rooms, a spacious cafeteria, multiple loading docks and overhead doors, a modernized warehouse, and ample on-site parking. Meticulously maintained inside and out, the building and grounds reflect pride of ownership and are move-in ready for their next occupant.

2410 Parview, Middleton
$3,200
3 Beds ⋅ 3 Baths ⋅ 2028971 MLS ⋅ ACTIVE Status
Welcome home to Middleton's desirable Fox Ridge neighborhood on the west side! Spacious 3-4 bedroom duplex! New carpeting and laminate flooring throughout. Large windows fill the home with natural light! Functional layout with generous living spaces, kitchen with ample cabinet storage and all appliances. Versatile bedrooms -2 primary bedrooms (1 upper and 1 main level). Walk-in accessible shower, carpeted bedrooms, ceiling fans, window blinds plus extremely large unfinished basement. Abundant closet space. Enjoy spending time in the beautiful main level 4 season sun room all year round. Nearby parks, walking and biking trails, restaurants, grocery stores. Quick access to major roads. Occupancy lease signing can start 10/1. Rent will be prorated at time of occupancy. Lawn care and snow removal provided at no cost! Alternate contact Bryan McKy 608-886-6846 for more information and to make an appointment to see this property!

1206 N High Point Rd, Middleton
$3,750,000
2028946 MLS ⋅ ACTIVE Status
Rare 15+ acre development opportunity in the highly desirable Town of Middleton. Bordering City of Madison parkland, this exceptional property offers rolling topography, elevated building sites, panoramic countryside views, and a truly one-of-a-kind setting. Located just minutes from Madison's west side, Middleton, shopping, dining, and major employers, it combines a premier location with outstanding long-term investment potential. The property's proximity to the City of Madison presents exciting future annexation possibilities, making it ideal for a signature residential development, luxury estate lots, or other future opportunities, subject to approvals. Surrounded by natural beauty yet close to every convenience, large tracts of land like this rarely become available. Bring your vision and capitalize on one of the area's most unique and desirable development sites.

3440 Meadow Rd, 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
$770,000
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
$637,900
2027736 MLS ⋅ ACTIVE UNDER CONTRACT Status
Fantastic investment opportunity or ideal owner-occupant property! Live in one unit and let rental income help offset your mortgage, or add this well-located 2-flat to your investment portfolio. Perfectly situated with easy access to both Middleton and Madison, this property offers a convenient location for commuters while being close to shopping, dining, parks, and everyday amenities. Whether you're looking to build equity, generate income, or both, this versatile property offers endless potential in a highly desirable location. Second bedroom on main floor is currently a den.

7404 University Ave, Middleton
$499,900
3 Beds ⋅ 3 Baths ⋅ 2027732 MLS ⋅ ACTIVE UNDER CONTRACT Status
THE WORDS YOU WISH TO HEAR IN REAL ESTATE ARE- LOCATION, LOCATION, AND LOCATION. LOCATED JUST BLOCKS AWAY FROM NORTHSIDE ELEMENTARY SCHOOL AND KROMREY MIDDLE SCHOOL, MAKE THIS A SPECIAL HOME. RAISED RANCH, 3 BEDROOMS, 2.5 BATHS, 1720 SF, SCREEN PORCH, GAS FP, 2 CAR GARAGE, AND A .285 ACRE LOT. THE ESTATE IS DOING SOME UPDATES AND REPAIRS TO THE HOME: FRESHLY PAINTED MASTER BEDROOM AND SECOND BEDROOM, TOILETS AND FLOORING IN THE FULL BATHS, PLUS THE SELLER IS OFFERING THE BUYER A $5000 CREDIT FOR LOWER LEVEL FLOORING AND CEILING TILE. PUT A LITTLE SWEAT EQUITY TO WORK FOR YOU TO TURN THIS HOME INTO A SPECIAL PROPERTY/HOME.

7340 Century Pl, Middleton
$160,000
1 Beds ⋅ 1 Baths ⋅ 2027571 MLS ⋅ ACTIVE UNDER CONTRACT Status
Fresh, modern, and completely turnkey! This beautifully updated Middleton condo features renovations throughout, offering a clean, move-in ready space you'll love coming home to. Includes a dedicated storage unit for added convenience. Set in a vibrant, going community close to shopping, dining, and more- this is low-maintenance living at its best. (Free off-street parking, too!)

7401 Century Pl Unit 103B, Middleton
$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
$249,900
2 Beds ⋅ 2 Baths ⋅ 2027472 MLS ⋅ ACTIVE Status
Welcome home to this beautifully renovated condo featuring spacious bedrooms and stylish updates throughout. The stunning new kitchen boasts quartz countertops, modern finishes, and flows seamlessly into the living space featuring durable luxury vinyl plank flooring throughout. Both bathrooms have been updated with modern tile, creating a clean and timeless feel. Step outside and enjoy the community's pool and well-maintained common areas, offering the perfect setting to relax or socialize. Combining modern upgrades with low-maintenance living, this move-in-ready condo is ready for a new owner! FHA/VA Approved Financing!

5538 Century Ave Unit 1, Middleton
$3,900
3 Beds ⋅ 3 Baths ⋅ 2027434 MLS ⋅ ACTIVE Status
Lovely Raised Ranch home for rent in Woodside Heights, near Stricker Pond & downtown Middleton. Newly updated 3 BR, 2 Bath home with in ground swimming pool and private fenced yard in Middleton School District. Bright Kitchen with Island seating adjacent to expansive Great Room with Hardwood floor, built-ins, vaulted tongue & groove wood ceiling, gas fireplace, and full wall windows to enjoy views of the pool and backyard. Raised Formal Living Room off Foyer that leads to LL containing a Rec room, Office and three quarter bath. Attached two car garage. Walkable Middleton neighborhood, close to schools and shopping. Management company takes care of yard, pool, and snow removal.

1308 Shirley St, 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
$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

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.