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$57,860
Strategic Office Opportunity in Middleton! Discover a premier professional environment at 1424 N High Point Rd, perfectly situated to elevate your business in the thriving Greater Madison market. This modern office suite offers 2,893 SF of versatile workspace designed to accommodate a variety of operational needs.The floor plan is intentionally designed for adaptability, featuring flexible layouts with the potential to divide larger spaces for a customized fit. The interior is fully equipped for a modern team, boasting: Private Office Suites: 8 Private Individual Offices to accommodate the whole team. Collaborative Bullpen: An open-concept area perfect for team synergy and productivity. Executive Amenities: A dedicated kitchen area and a generous conference room for high-level meetings and presentations. On-Site Features: Private bathrooms inclusive of a shower, ideal for those who bike to work or need a mid-day refresh. This location offers exceptional value at a lease rate of $20.00

1424 N High Point Road Unit 1424, Middleton

Listing courtesy of RE/MAX Preferred.

$2,100,000
Prime Beltline visibility! This 1.52 acre site is perfectly positioned for maximum exposure with 187,000 vehicles per day and surrounded by a good mix of local and national retail and service businesses. Existing building is serviceable for an incoming business - or could be removed to make room for a new concept. Located in an island of the Town of Middleton, the site is currently served by well water. This island is slated to be incorporated into the City of Madison in the future and the option exists to attach to municipal water ahead of schedule. Billboard is on an easement and is not a part of this sale. 2022 Phase II and DNR No Action Required letter are on file. All dimensions are approximate - buyer to verify.

6530 Seybold Road, Middleton

Listing courtesy of Acres Realty.

$1,150,000
5 Beds ⋅ 4 Baths
Discover timeless Mid-Century Modern ranch living in the heart of Middleton. This nearly 3,500 sqft home offers exceptional space & a premier location just one block from the conservancy. This unique 5BR/4BA residence is designed for flexible living. Occupy the spacious 4BR main level while generating income from the private-entry MIL suite w/ indoor parking. A separate LL apartment with its own entrance provides add'l privacy, ideal for multigenerational living or rental. Inside, vaulted timber ceilings, pine floors & expansive windows create a bright, light-filled interior. A stunning stone fireplace anchors the main living area, with a 2nd fireplace in the LL. Located near top-rated schools, parks & 2 blocks from the bus line, this home perfectly blends comfort, flexibility & location.

6644 Columbus Drive, Middleton

Listing courtesy of Mahler Sotheby's International Realty.

$243,000
Lot 18 at Belle Farm in Middleton?s eco, health and wellness neighborhood. This lot includes a curated, elegant house plan (4 bed, 2.5 bath, 2,800?3,500 sq ft), allowing you to move forward without the friction of starting from scratch. Homes here are built for long-term performance with solar, geothermal HVAC, and high quality materials designed to reduce utility costs and increase resiliency. Early buyers have the advantage of securing position, pricing, and this home design ahead of future phases.

4051 Serenbe Street, Middleton

Listing courtesy of Sprinkman Real Estate.

$259,900
1 Beds ⋅ 1 Baths
Regent Neighborhood condo, offering the best of Madison living for less than the cost of rent. This 758 sq ft. home features a thoughtful floorplan that feels remarkably spacious and bright, highlighted by a large bedroom and a sun-drenched, west-facing private patio perfect for evening relaxation. The interior is designed for modern convenience with an eat-in kitchen and the essential luxury of in-unit laundry. Location is everything, and this property puts you in the heart of the action?just steps from Camp Randall & game-day tailgating, West High School, & local shopping. It is perfectly positioned for a quick commute to the UW Campus, area hospitals, and all the dining and entertainment of Downtown Madison. Rare for the area, this unit includes a dedicated storage unit plus a shared two-car garage with ample room for gear. Schedule your showing today and move in for terrace season!

16 N Allen Street, Madison

Listing courtesy of Home Pros.

$354,900
1 Beds ⋅ 1 Baths
Priced $35,000 below the 2025 appraised value! Stylish 1 BR Condo immersed in one of Madison's most iconic neighborhoods! Soaring ceilings & gorgeous maple hardwood floors create an open, airy vibe. Large windows fill the expansive living area w/ natural light, perfect for relaxing or entertaining. Double-sided fireplace, sleek modern kitchen w/ granite countertops & updated appliances. Spacious bedroom retreat w/ walk-in closet, laundry nook & full bath. Extra wins: assigned heated underground parking, sizeable outdoor patio for outdoor socializing, private storage space w/ power & light. Recent upgrades: A/C (2020), refrigerator (2020), microwave (2019), roof (2018).

1150 Williamson Street Unit 204, Madison

Listing courtesy of Rockwood Realty Group.

$474,900
2 Beds ⋅ 2 Baths
Unique combination of quality, convenience & privacy; not lived in prior to the current owner who has meticulously maintained this ranch home. Spacious open floor plan in the living-dining-kitchen area with hardwood floors and vaulted ceiling. Primary suite has private bath and large walk-in closet. Finished LL has a large rec room. Beautiful views of the pond, trees & nature from the private screen porch.

1329 Waldorf Boulevard, Madison

Listing courtesy of Rock Realty.

$1,100,000
5 Beds ⋅ 4.5 Baths
Under construction - anticipated completion January 2027! Build your dream home in Westwind w/ Willow Ridge Design! This property's exterior features stone & LP SmartSide siding w/ Alliance windows. The open main level offers LVP flooring thru-out. Living room w/gas fireplace flanked by built-ins. Spacious kitchen incl. island w/ b-bar, quartz counters, tile backsplash, Amish stained &/or painted cabinetry, GE Profile appls, walk-in pantry & separate coffee bar or dog-food station w/access to the backyard patio (10?x10?, expandable). Upstairs features a primary w/ en-suite bath featuring tiled shower, ceramic tile flooring, quartz counters & Tailored Living walk-in closet system. A 2nd en-suite bedroom includes a private bath & walk-in closet. Bedrooms 3 & 4 share a full bath. Partially finished lower level adds a rec room, bedroom, & full bath. Price includes vacant lot.

311 Clear Pond Way, Madison

Listing courtesy of Compass Real Estate Wisconsin.

$262,500
2 Beds ⋅ 2 Baths
Pictures coming soon. Large end unit condo with bright sunny spaces. Enjoy spending time in your sun room off the living room or a second option is the cozy room off of your kitchen. Large living room with vaulted ceiling and a fireplace. Just a short walk down the private path to beautifully landscaped grounds and two options to hang out at the pools. This unit comes with two parking stalls right next to each other and a third stall that has been converted into a wonderful utility/storage room. It already has multiple electrical outlets ready to be used for your woodworking or other hobby's you have. Unit has older appliances, carpet and some wallpaper. See attached documents for bid to remove wallpaper and paint the unit for $6,000. Parking 7 (080924418935), 9(080924418919), 10 (080924418901)

1506 Wheeler Road Unit H, Madison

Listing courtesy of EXP Realty, LLC.

$249,900
3 Beds ⋅ 1.5 Baths
Aspen Terrace 1/2 Duplex Condominium! 32 Units Total. A Great Value for your Housing Dollars! Freshly painted and cleaned for your Move-In Ready comfort! Living Room with a woodburning fireplace that could be converted to a Gas burning fireplace! Kitchen has a cozy breakfast nook, Two first floor bedrooms, one with a walkout to the back deck and back yard and a full bath up. Lower level features a larger bedroom, with a large closet, a den/office space with an outside window, 1/2 bath and a 1/2 bath and direct access to the garage! The Seller is offering a Buyer Concession of $3,300 for a carpet allowance or closing costs. Air Comfort Services installed the furnace and has been on a service contract since 2012 for the Furnace and Air Conditioner! Note: the deck boards need replacing. Monthly condo fee $365.

4418 White Aspen Road, Madison

Listing courtesy of RE/MAX Preferred.

$499,900
3 Beds ⋅ 2.5 Baths
This Morris 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.

1248 S High Point Road, Madison

Listing courtesy of Stark Company, REALTORS.

$549,900
3 Beds ⋅ 2 Baths
This Harlow 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.

1808 August Moon Drive, Madison

Listing courtesy of Stark Company, REALTORS.

$350,000
Premier lot in the Town of Middleton. Glaciers Trail Subdivision. Just steps away from the Ice Age Trail and Town Trails. Adjacent to and across from greenspace. It?s time to build your dream home in one of Madison?s best suburbs. Quiet street with spectacular homes. Great far west side location and Middleton Schools. Bring your own builder.

Lot 15 White Cedar Drive, Middleton

Listing courtesy of First Weber Inc.

$357,500
3 Beds ⋅ 2 Baths
Great opportunity in a prime Madison location on Dane Street! This well-situated property offers excellent potential for investors or owner-occupants. The upper unit is currently rented, providing immediate rental income, while the property still offers flexibility for future use. Located near downtown, parks, restaurants, and major amenities, this property combines strong location value with income potential. Whether you are looking to expand your investment portfolio or live in one unit while generating rental income from the other, this is a fantastic opportunity in a highly desirable area. Live in one side while the upper unit is being rented out for another year for $1,200/month

846 Dane Street, Madison

Listing courtesy of Expert Realty.

$815,000
Solid two-flat investment property in the heart of campus housing! This classic multi-unit property has a flexible layout and is currently rented as a single house with one lease at $4,570 per month. Two parking spots are currently leased at $135 each per month. The 2026/27 lease is signed for $4,800 per month with one parking spot at $135 per month. Tenants pay their own gas, electrical and water utilities. The home features original wood floors and trim, and a new roof in 2022. Rented through 8/14/27. Driveway easement agreement on file.

508-510 W Mifflin Street, Madison

Listing courtesy of Madcityhomes.Com.

$1,400,000
6,256 sq.ft. Free standing restaurant building (Former Esquire Supper Club from 1947-2026) zoned CC-T located on the corner of N. Sherman Ave and Roth St. just 3 blocks from Maple Bluff Country Club and only 3.5 miles from downtown Madison. The sale price includes all restaurant equipment and the real estate. There is a monument sign located on the corner lot for great visibility, ample parking onsite, bar area, dining area, large kitchen setup for in house service and catering and an additional 5,244 sq.ft. in the basement. This is a great opportunity for an owner/operator or set your rate and lease it out as an investment property. Don't miss out on this turnkey location in a sought-after location.

1025 N Sherman Avenue, Madison

Listing courtesy of Madison Property Management, Inc..

$1,975,000
Prime redevelopment opportunity in Middleton along the Parmenter Street corridor. 1.107 acre high-visibility corner lot at Parmenter St & Century Ave located within Tax Increment Financing (TIF) District #5. Zoned Mixed-Use Avenue (MU-A) with Future Land Use designated Urban Mixed Use, supporting higher-density residential mixed-use development. City guidance indicates a mixed-use building with approximately 33% ground floor commercial component at this corner location. Existing building and site improvements allow immediate planning, feasibility, and entitlement work while redevelopment is pursued. Strong frontage, access, and proximity to major commuter routes, employment centers, and west Madison retail amenities. TIF assistance may be available for eligible project costs subject to City approval and development agreement. Ideal for multifamily, mixed-use rental, or condominium development. Buyer responsible for all due diligence, zoning verification, and municipal approvals.

3415 Parmenter Street, Middleton

Listing courtesy of NextHome Metro.

$189,000
2 Beds ⋅ 1 Baths
Welcome home to your charming Middleton 2-bedroom condo! This well-maintained condo offers comfortable living with incredible convenience. Conveniently located directly across the street from Marshall Park. A bus stop right outside the building to take you directly into downtown Madison. Inside, you will find a bright and functional layout designed for everyday ease. Additional highlights include a private 1-car garage, a separate storage unit, and a balcony overlooking the peaceful wooded green space. The condo HOA includes heat, water, sewer, and snow and garbage removal. A convenient card/coin-operated laundry machine is located in the basement. Well-located, affordable, and move-in ready.

2142 Allen Boulevard Unit 4, Middleton

Listing courtesy of Homecoin.com.

$525,000
1 Beds ⋅ 2 Baths
Spacious garden-style unit with an open floor plan and abundant natural light from the oversized sliding doors. The kitchen features ample cabinet space, stainless steel appliances, and flows into the main living space, which opens up to a balcony with gas hookup?perfect for grilling or relaxing. Primary suite includes a walk-in closet, tile-surround shower, and oversized vanity. French doors open to a versatile den/bedroom. Additional full bath, in-unit laundry with sink, one parking space, complete this bright, functional, and comfortable home. Within walking distance to Hilldale, restaurants, and shopping.

625 N Segoe Road Unit 504, Madison

Listing courtesy of Collective Real Estate Group.

$750,000
2 Beds ⋅ 2 Baths
Breathtaking panoramic views await you in this stunning condominium, a true haven for those seeking the ultimate in luxury living. Step out onto your private balcony and savor the fresh air while grilling up your favorite meal. Cozy up on chilly evenings w/the electric fireplace warming the spacious living area. The gourmet kitchen boasts sleek granite countertops and ample storage w/a pantry cabinet. A den off the foyer offers additional space for work. Retreat to the master suite where double closets provide plenty of storage space & double vanity. Relax after a long day in the tub or shower w/ tile walls. Second bedroom features a 3/4 bath w/beautiful tile walls & floors. Additional amenities include, rooftop garden, exercise room, & meeting space. Within walking distance to Hilldale.

625 N Segoe Road Unit 1107, Madison

Listing courtesy of Collective Real Estate Group.

$500,000
1 Beds ⋅ 2 Baths
This spacious condominium boasts an inviting open floor plan flooded with plenty of natural light, ideal for comfortable living and entertaining. The kitchen features sleep stainless steel appliances and a convenient breakfast bar for casual dining. The primary suite is a luxurious retreat with an en-suite bath featuring a double vanity, walk-in shower, and separate tub, as well as a generous walk-in closet. Additional highlights include a den, a second full bath, in-unit laundry facilities, and a balcony, providing a perfect spot to relax and enjoy the outdoors. Additional amenities include a rooftop garden, exercise room, and meeting space. Within walking distance to all the shopping and restaurants that Hilldale has to offer.

625 N Segoe Road Unit 404, Madison

Listing courtesy of Collective Real Estate Group.

$1,799,000
A move-in ready home offering multi-generational and low-maintenance living at Belle Farm. The home showcases contemporary design and abundant natural light. The open concept main level features a private first floor primary suite, hardwood floors, a curved staircase, and a wood burning fireplace. Clean architectural lines and expansive windows create bright, inviting spaces throughout. Solar and geothermal systems support long term efficiency and durability. Upstairs bedrooms and a second level terrace provide additional space to unwind. A separately accessed 1 bed, 1 bath apartment above the garage adds rare flexibility for multigenerational living, guests, extended stays, a private studio, or work from home. HOA includes yard care and snow removal for travel friendly ownership.

4043 Serenbe Street, Middleton

Listing courtesy of Sprinkman Real Estate.

$1,599,000
Experience a rare combination of design, efficiency, and low-maintenance living in this move-in ready home at Belle Farm. The main level is anchored by a private first-floor primary suite and a seamless connection between kitchen, dining, and den, with hardwood floors, a wood-burning fireplace, and SubZero, Wolf, and Cove appliances. All bedrooms in the main home feature en suite baths, offering comfort and privacy throughout. Above the garage, a separately accessed 1 bed, 1 bath apartment provides uncommon flexibility for multigenerational living, guests, extended stays, or a private workspace. Solar, geothermal heating and cooling, and a metal roof are integrated from the start, prioritizing long-term efficiency and durability. HOA-managed landscaping and snow removal support a true lock-and-leave lifestyle.

4029 Serenbe Street, Middleton

Listing courtesy of Sprinkman Real Estate.

$714,371
3 Beds ⋅ 2.5 Baths
Under construction; est completion 8/20/26. Welcome to Redtail Ridge-featuring Middleton schools. Open concept ranch with expansive vaulted great room with gas fireplace and built-in wood shelves. Cook?s kitchen with quartz countertops, granite sink, tile backsplash, stainless appliances, and walk-in pantry. Dining area opens to elevated Trex deck. Primary bedroom suite features large walk-in closet and spacious private bath with tile shower & dual sinks. Flex room with double doors for office, playroom, etc. Main floor laundry room with built-in wood cubbies. Full exposure basement is stubbed for bathroom for future expansion. 10yr builder's limited warranty & 15yr dry basement warranty included! For floor plan & design selection information, please call or email agent. Photos are of a similar model. AO includes addition of service door in garage.

6678 Junco Drive, Middleton

Listing courtesy of Encore Real Estate Services, I.

$469,480
3 Beds ⋅ 2.5 Baths
Welcome to Canna Lily Cottages at Redtail Ridge-featuring Middleton Schools! Kitchen features granite countertops & sink, large island, tile backsplash, stainless appliances & pantry. Primary bedroom suite features walk-in closet & private bath with tile shower & dual sinks. Main floor laundry & powder room. Built-in wood cubbies in rear foyer. 2-car attached garage w/ extra storage! 10yr builder's limited warranty & 15yr dry basement warranty included! Condo fee includes private road, driveway & sidewalk snow removal, lawn care, liability insurance, officer & director coverage, and third party manager. Radon mitigation system is passive. For floor plan & design selection information, please call or email agent. Interior photos are of a similar model.

4303 Goldeneye Gateway Drive, Middleton

Listing courtesy of Encore Real Estate Services, I.

$540,000
4 Beds ⋅ 3.5 Baths
Welcome to Canna Lily Cottages at Redtail Ridge-featuring Middleton Schools! Open kitchen & dining area with quartz countertops, granite sink, slate appliances & walkout to private 11x11' patio. Large great room with gas fireplace and main floor powder room & laundry room. Primary bedroom suite features walk-in closet & private bath with tile shower & dual sinks. 2-car garage with extra storage. 10yr builder's limited warranty & 15yr dry basement warranty included! Condo fee includes private road, driveway & sidewalk snow removal, lawn care, liability insurance, officer & director coverage, and third party manager. For floor plan & design selection information, please call or email agent. Interior photos are of a similar model. AO includes finished basement.

4302 Goldeneye Gateway Drive, Middleton

Listing courtesy of Encore Real Estate Services, I.

$473,360
3 Beds ⋅ 2.5 Baths
Welcome to Canna Lily Cottages at Redtail Ridge--featuring Middleton Schools! Open concept home features great room with fireplace & additional flex area. Kitchen includes quartz countertops, large island, granite sink, stainless appliances & pantry. Primary bedroom suite features walk-in closet and private bath with dual sinks. 2-car attached garage with extra storage! 10yr builder's limited warranty & 15yr dry basement warranty included! Condo fee includes private road, driveway & sidewalk snow removal, lawn care, liability insurance, officer & director coverage, and third party manager. Radon mitigation system is passive. For floor plan & design selection information, please call or email agent.

4307 Goldeneye Gateway Drive, Middleton

Listing courtesy of Encore Real Estate Services, I.

$471,323
3 Beds ⋅ 2.5 Baths
Welcome to Canna Lily Cottages at Redtail Ridge--featuring Middleton Schools! Kitchen includes quartz countertops, large island, granite sink, stainless appliances, and pantry. Primary bedroom suite features walk-in closet and private bath with tile shower & dual sinks. Main floor laundry & powder rooms. Built-in wood cubbies in rear foyer. 2-car attached garage with extra storage! 10yr builder's limited warranty & 15yr dry basement warranty included! Condo fee includes private road, driveway & sidewalk snow removal, lawn care, liability insurance, officer & director coverage, and third party manager. Radon mitigation system is passive. For floor plan & design selection information, please call or email agent.

4317 Goldeneye Gateway Drive, Middleton

Listing courtesy of Encore Real Estate Services, I.

$540,000
4 Beds ⋅ 3.5 Baths
Monthly condo fee $190. Welcome to Canna Lily Cottages at Redtail Ridge--featuring Middleton Schools! Open kitchen & dining with quartz countertops, granite sink, slate appliances & walkout to 11x11' patio. Large great room with gas fireplace and main floor powder room & laundry room. Primary bedroom suite features walk-in closet & private bath with tile shower & dual sinks. 2-car garage with extra storage. 10yr builder's limited warranty & 15yr dry basement warranty included! Condo fee includes private road, driveway & sidewalk snow removal, lawn care, liability insurance, officer & director coverage, and third party manager. For floor plan & design selection information, please call or email agent. Interior photos are of a similar model. AO includes finished basement

4302 Goldeneye Gateway Drive, Middleton

Listing courtesy of Encore Real Estate Services, I.

$471,323
3 Beds ⋅ 2.5 Baths
Monthly condo fee $190. Welcome to Canna Lily Cottages at Redtail Ridge-featuring Middleton Schools! Kitchen includes quartz countertops, granite sink, stainless appliances & pantry. Primary bedroom features walk-in closet & private bath with tile shower & dual sinks. Main floor laundry & powder rooms. Built-in wood cubbies in rear foyer. 2-car attached garage with extra storage! 10yr builder's limited warranty & 15yr dry basement warranty included! Condo fee includes private road, driveway & sidewalk snow removal, lawn care, liability insurance, officer & director coverage, and third party manager. Radon mitigation system is passive. For floor plan & design selection information, please call or email agent.

4317 Goldeneye Gateway Drive, Middleton

Listing courtesy of Encore Real Estate Services, I.

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