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$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.

$350,000
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.

$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.

$179,900
2 Beds ⋅ 1 Baths
This 2-bedroom condo offers a recently updated kitchen, comfortable living spaces, and a fantastic location just minutes from Madison. This condo is conveniently located across 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, ample surface parking, a separate storage unit, and a balcony overlooking the peaceful wooded green space. New roof installed in 2026. 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.

$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. Interior staged photos are of a similar model.

4303 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.

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.

4317 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. Staged interior photos are of a similar model.

4317 Goldeneye Gateway Drive, Middleton

Listing courtesy of Encore Real Estate Services, I.

$469,480
3 Beds ⋅ 2.5 Baths
Monthly condo fee $167. Welcome to Canna Lily Cottages at Redtail Ridge--featuring Middleton Schools! Kitchen includes granite countertops & sink, large island, tile backsplash, stainless appliances, and pantry. Primary bedroom suite features walk-in closet & private bath with tile shower & dual sinks. 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. Interior staged photos are of a similar model.

4303 Goldeneye Gateway Drive, Middleton

Listing courtesy of Encore Real Estate Services, I.

$473,360
3 Beds ⋅ 2.5 Baths
Monthly condo fee $190. Welcome to Canna Lily Cottages at Redtail Ridge-featuring Middleton Schools! Open concept home features great room w/ fireplace & additional flex area. Kitchen includes quartz countertops, large island, granite sink, stainless appliances & pantry. Primary bedroom 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. Staged interior photos are of a similar model.

4307 Goldeneye Gateway Drive, Middleton

Listing courtesy of Encore Real Estate Services, I.

$649,500
4 Beds ⋅ 3 Baths
Welcome home to this impeccably maintained ranch-style residence that combines comfort, style, and functionality in every corner! Featuring 4 beds, 3 full baths, & spacious kitchen with ss appliances, granite countertops, and breakfast bar that seamlessly connects to the living area w/ gas fireplace and dining, ensuring you never miss a moment of family fun or entertaining! Exquisite primary that boasts double vanities, a soaking tub, and a separate shower. New furnace (2026), New AC unit (2026), 4th bedroom has en-suite bath + bonus room. Lower-level theater room and dedicated workout gym! Step outside to find a lovely screened porch where you can enjoy serene mornings or unwind! Turn-key and ideal living!

9420 Stoneywood Boulevard, Madison

Listing courtesy of Bunbury & Assoc, REALTORS.

$210,000
Build your dream home with North Design Build in Middleton?s newest luxury neighborhood, just a short walk to the elementary school. This build-to-suit opportunity has a rare lower-level exposure & a truly personalized design process?expert guidance, hands-on support, and craftsmanship that sets the standard for modern living. Decades of experience allow North DB to move beyond the cookie-cutter homes and offer thoughtfully tailored spaces designed around your lifestyle. With forward-thinking architecture and exceptional construction knowledge, North Design Build delivers a refined living experience from concept to completion. And best of all, we can deliver a beautiful home on your budget, on time.

654 Rustic Rise Way, Madison

Listing courtesy of Compass Real Estate Wisconsin.

$585,000
3 Beds ⋅ 3.5 Baths
This beautifully updated Tamarack condo offers over 3,200 sq. ft. of finished living space with 3 bedrooms, 3+ baths, and dedicated home office. The spacious main level features new hardwood floors, a gas fireplace, a three season porch and access to a private deck overlooking a park. The remodeled kitchen includes Cambria quartz countertops, custom cabinetry by Marling Lumber, tiled backsplash, reverse osmosis system, stainless steel appliances and two pantries. The primary boasts a jetted tub, stone tile shower, and a professionally designed walk-in closet by Closets by Design. The finished lower level offers a large family room with a gas fireplace, third bedroom, and additional office space. Just a short walk to Tamarack?s pool, tennis courts, and clubhouse. New furnace, A/C and water heater in 2023.

12 Oak Creek Trail, Madison

Listing courtesy of MHB Real Estate.

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

616 Tabby Turn Drive, Madison

Listing courtesy of Stark Company, REALTORS.

$422,900
3 Beds ⋅ 2.5 Baths
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.

625 Schewe Road, Madison

Listing courtesy of Stark Company, REALTORS.

$448,500
3 Beds ⋅ 3.5 Baths
Move-in ready! Welcome to Redtail Ridge Townhomes--featuring Middleton Schools! New townhomes with unimpeded views of 4 acre park across the street! Main level open concept living with stainless/granite kitchens and baths. 3 beds & 2 baths upstairs, 2-car attached garage & ample storage space. Finished basement INCLUDED. Garage enters at basement level. Shared maintenance agreement means that you?ll never need to worry about snow removal or landscape care--all taken care of for you! Shared maintenance fee also includes your homeowners insurance coverage & your Redtail Ridge Master Homeowners Association fee. 10yr builder's limited warranty & 15yr dry basement warranty included! Interior photos & tour are of a similar model. Plans & design selections available upon request.

6854 Belle Fontaine Boulevard, Middleton

Listing courtesy of Encore Real Estate Services, I.

$448,500
3 Beds ⋅ 3.5 Baths
Move-in ready! Welcome to Redtail Ridge Townhomes--featuring Middleton Schools! New townhomes with unimpeded views of 4 acre park across the street! Main level open concept living with stainless/granite kitchens and baths. 3 beds & 2 baths upstairs, 2-car attached garage & ample storage space. Finished basement INCLUDED. Garage enters at basement level. Shared maintenance agreement means that you?ll never need to worry about snow removal or landscape care--all taken care of for you! Shared maintenance fee also includes your homeowners insurance coverage & your Redtail Ridge Master Homeowners Association fee. 10yr builder's limited warranty & 15yr dry basement warranty included! Interior photos & tour are of a similar model. Plans & design selections available upon request.

6850 Belle Fontaine Boulevard, Middleton

Listing courtesy of Encore Real Estate Services, I.

$458,500
3 Beds ⋅ 3.5 Baths
Move-in ready! Welcome to Redtail Ridge Townhomes--featuring Middleton Schools! New townhomes with unimpeded views of 4 acre park across the street! Main level open concept living with stainless/granite kitchens and baths. 3 beds & 2 baths upstairs, 2-car attached garage & ample storage space. Finished basement INCLUDED. Garage enters at basement level. Shared maintenance agreement means that you?ll never need to worry about snow removal or landscape care--all taken care of for you! Shared maintenance fee also includes your homeowners insurance coverage & your Redtail Ridge Master Homeowners Association fee. 10yr builder's limited warranty & 15yr dry basement warranty included! Interior photos & tour are of a similar model. Plans & design selections available upon request. END UNIT, INCLUDES FIREPLACE!

6846 Belle Fontaine Boulevard, Middleton

Listing courtesy of Encore Real Estate Services, I.

$1,399,000
4 Beds ⋅ 4.5 Baths
RECENTLY UPDATED RED BIRCH FLOORS, NEW ROOF, DECK RAILINGS & MORE! Timeless architecture meets modern sophistication in sought-after Middleton Hills. This exceptional 4+ bedroom, 4.5 bath home offers over 4,600 sq ft across three expansive levels, featuring two spacious primary suites with walk-in closets. The premium open-concept kitchen features high-end appliances and flows seamlessly into inviting living and entertaining spaces. The light-filled lower level includes a theater, fireplace, kitchenette, and guest suite. Two offices provide ideal work-from-home flexibility. Enjoy prized green space on two sides, and a screened porch and patio for outdoor living. Luxury bath features include a heated floor, a wall-mounted toilet, walk-in showers, jet tubs, plus laundry on two levels. EV-ready 3+car side-entry garage. Walk to schools, parks, trails, groceries and shops.

6833 Phil Lewis Way, Middleton

Listing courtesy of MHB Real Estate.

$899,000
Excellent Investment Opportunity in prime Middleton Location! Well-maintained duplex in the heart of Middleton, minutes from Downtown Middleton and Greenway Station. Property features two spacious units: both 3 bed, 2.5 baths, fully finished basements for additional living space, and sunroom/office that could be used as a 4th bedroom. Units have private entrance, their own 2 car garage, and are metered separately. Strong rental demand due to location near shopping, dining, parks, and major commuter routes. Ideal for investors or owner-occupants seeking long-term value in a sought-after area. Updates include furnace for both units (2018), 1214 water heater (2024), 1216 water heater (2013). UHP Home Warranty included!

1214-1216 N High Point Road, Middleton

Listing courtesy of MHB Real Estate.

$2,200,000
True value-add opportunity for an investor or owner occupant! 7.3% CAP on existing rents with 45% vacancy plus a 7,500 sf vacant basement provide considerable upside to a new owner. Recent improvements: Full parking lot replacement in 2023. Basement has been trenched and drain-tiled and is fully dry! Ready for improvements or use for storage space - bathrooms stubbed in. Newly built out offices and updated lighting on the first floor. Second floor is fully improved with new lighting and flooring. Truly turn-key leasable space! Side entrances provide a separate entrance/exit for upstairs tenant(s). 1st floor leased to a non-profit, providing support services to children. Building is currently tax-exempt and sets up well for either a for-profit or another non-profit org upstairs. Don't pass this one by.

4111 East Towne Boulevard, Madison

Listing courtesy of Acres Realty.

$1,450,000
4 Beds ⋅ 3.5 Baths
Welcome to DOMA by Hart DeNoble Builders - this exceptional new collection of homes will debut in the 2026 Fall Parade under the new brand, DOMA by Hart DeNoble Builders! Striking stucco front elevation w/ arched entry welcomes you into a dramatic 2-story foyer ft. eng. HW flrs & expansive Allianz windows. Chef?s Kit fts Wolf/SubZero appls, Quartz counters, DuraSupreme cabs, butler?s pantry w/add'l fridge & island w/b-bar. The 2-story living room centers on a 72" linear fireplace. Enjoy the 3-season porch w/fireplace & walkout to a spacious patio. Main-level primary offers a WIC & spa-like bath w/ Quartz counters, dbl vanity, Marsh cabs & roll-in tiled steam shower. Dedicated office with built-ins. Upstairs: 1 en-suite bedroom plus two bedrooms w/Jack-and-Jill bath. 3-car garage w/ zero-barrier entry from garage, front door, and porch. Exposed LL, passive radon system, zoned HVAC. Price includes lot, all landscaping & concrete-work. Will be completed by 10/5/2026 for Fall Parade.

327 Clear Pond Way, Madison

Listing courtesy of Compass Real Estate Wisconsin.

$?
Gammon Place is a mixed-use commercial building located within seconds of the S. Gammon Rd. exit off the Beltline Hwy (Hwy 12/18). Property has easy access, ample parking, and is located within one of Madison's strongest retail and commercial areas. Lots of roof tops around the area as well. Second floor office suites are serviced by an elevator and are economically priced; a great option for startups, nonprofits, and those looking for good value for their rental dollar

658 S Gammon Road, Madison

Listing courtesy of Exclusive Real Estate Group, Inc..

$?
Great visibility from the Beltline Hwy with easy access to Downtown, East side and West side of Madison. Available suites 2nd Floor: 1,236 RSF & 3,015 RSF

2801 Coho Street, Madison

Listing courtesy of Exclusive Real Estate Group, Inc..

$160,000
Eastside 4 unit lot with approved plans ready to build, in a area of new Single & Multifamily Development. Very strong rental market and rents. All 3 bedroom units with 2 car garages. City is requiring a storm water drainage pipe along the rear of the lot closest to Milwaukee St to obtain building permit.

6418 Driscoll Drive, Madison

Listing courtesy of Restaino & Associates.

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