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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.

3 Beds ⋅ 3 Baths ⋅ 2017809 MLS ⋅ ACTIVE UNDER CONTRACT Status

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 Dr, Middleton

$473,360

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.

3 Beds ⋅ 3 Baths ⋅ 2017804 MLS ⋅ ACTIVE UNDER CONTRACT Status

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 Dr, Middleton

$470,000

Move right into this beautiful 3 bedroom home conveniently located on Middleton's NE side. Home has had numerous updates over the last 7 years including furnace/AC, siding, windows, roof and remodeled kitchen. Spacious living room with gas fireplace conversion and LVP flooring. Enjoy the weather, but not the bugs in your screened-in porch. Fenced backyard includes a small brick patio area and a storage shed. Centrally located with easy access to East Madison, Waunakee, plenty of shopping and dining, Lake Mendota and Pheasant Branch Conservancy.

3 Beds ⋅ 2 Baths ⋅ 2031392 MLS ⋅ ACTIVE UNDER CONTRACT Status

Move right into this beautiful 3 bedroom home conveniently located on Middleton's NE side. Home has had numerous updates over the last 7 years including furnace/AC, siding, windows, roof and remodeled kitchen. Spacious living room with gas fireplace conversion and LVP flooring. Enjoy the weather, but not the bugs in your screened-in porch. Fenced backyard includes a small brick patio area and a storage shed. Centrally located with easy access to East Madison, Waunakee, plenty of shopping and dining, Lake Mendota and Pheasant Branch Conservancy.

5713 Highland Way, Middleton

$359,900

Take advantage of one of the final opportunities to build your dream home in one of Middleton’s most sought-after communities! This premium lot (that we were fortunate to get!) in the desirable Pioneer Pointe subdivision offers moderate exposure, backs to the golf course out lots/greenspace (no neighbors), and features views of holes 3 and 4 of the outstanding Pioneer Pointe Golf Course. As well as being conveniently located within walking distance of the Pioneer Pointe Clubhouse, pool, and the new LINKS restaurant. A lot/home package is available with Jason Thomas Homes.

2006760 MLS ⋅ PENDING Status

Take advantage of one of the final opportunities to build your dream home in one of Middleton’s most sought-after communities! This premium lot (that we were fortunate to get!) in the desirable Pioneer Pointe subdivision offers moderate exposure, backs to the golf course out lots/greenspace (no neighbors), and features views of holes 3 and 4 of the outstanding Pioneer Pointe Golf Course. As well as being conveniently located within walking distance of the Pioneer Pointe Clubhouse, pool, and the new LINKS restaurant. A lot/home package is available with Jason Thomas Homes.

Lot 26 Colonial, Middleton

$345,000

Beautiful private-entry townhouse condo offering stylish, low-maintenance living in the Middleton school district! The open, airy main level features maple hardwood floors, a gas fireplace, and a stunning kitchen with hickory cabinetry, stainless steel appliances, and granite island with seating. Upstairs, enjoy convenient in-unit laundry and a spacious primary suite with tray ceiling, en-suite bath, and walk-in closet. 2nd bedroom has walk in closet too! Two heated parking spaces and two storage units add exceptional convenience. Move-in ready and designed for easy living—this one is a must-see!

2 Beds ⋅ 3 Baths ⋅ 2033782 MLS ⋅ ACTIVE UNDER CONTRACT Status

Beautiful private-entry townhouse condo offering stylish, low-maintenance living in the Middleton school district! The open, airy main level features maple hardwood floors, a gas fireplace, and a stunning kitchen with hickory cabinetry, stainless steel appliances, and granite island with seating. Upstairs, enjoy convenient in-unit laundry and a spacious primary suite with tray ceiling, en-suite bath, and walk-in closet. 2nd bedroom has walk in closet too! Two heated parking spaces and two storage units add exceptional convenience. Move-in ready and designed for easy living—this one is a must-see!

9344 Old Sauk Rd, Middleton

$324,500

Invest in your future and build equity with this 3-bedroom, 2-bath half-duplex in the heart of highly desirable Middleton! This inviting home features an updated & stylish kitchen, two separate living areas affording plenty of room to spread out, split bedrooms for home office or guest space, and an attached garage. Take advantage of yard space and an outstanding location within walking distance off Pheasant Branch Conservancy, schools, parks, Lake Mendota, restaurants, and more! This home combines space, convenience, opportunity, and an exceptional location - welcome home!

3 Beds ⋅ 2 Baths ⋅ 2030173 MLS ⋅ ACTIVE UNDER CONTRACT Status

Invest in your future and build equity with this 3-bedroom, 2-bath half-duplex in the heart of highly desirable Middleton! This inviting home features an updated & stylish kitchen, two separate living areas affording plenty of room to spread out, split bedrooms for home office or guest space, and an attached garage. Take advantage of yard space and an outstanding location within walking distance off Pheasant Branch Conservancy, schools, parks, Lake Mendota, restaurants, and more! This home combines space, convenience, opportunity, and an exceptional location - welcome home!

6404 Maywood Ave, Middleton

$289,900

One of the final remaining lots! Lot 18 is a Southern-facing .58-acre lot with a tree line on the rear of the lot. Located in Pioneer Pointe of The Town of Middleton/Middleton Cross Plains School District, you are in the epicenter of Middleton’s vastly expanding west side. Within the Pioneer Pointe community, you will enjoy superb amenities such as the brand new LINKS restaurant, pool, fitness center, tennis/pickleball courts, and of course, the Pioneer Pointe Golf Course and Pro shop. Lot will allow for moderate exposure. A lot/home package is available with Jason Thomas Homes.

1998260 MLS ⋅ ACTIVE UNDER CONTRACT Status

One of the final remaining lots! Lot 18 is a Southern-facing .58-acre lot with a tree line on the rear of the lot. Located in Pioneer Pointe of The Town of Middleton/Middleton Cross Plains School District, you are in the epicenter of Middleton’s vastly expanding west side. Within the Pioneer Pointe community, you will enjoy superb amenities such as the brand new LINKS restaurant, pool, fitness center, tennis/pickleball courts, and of course, the Pioneer Pointe Golf Course and Pro shop. Lot will allow for moderate exposure. A lot/home package is available with Jason Thomas Homes.

Lot 18 Colonial, Middleton

$275,000

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, if buyer chooses. 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 had property surveyed. Neighbor is aware and isn't asking that the steps get removed.

2 Beds ⋅ 1 Baths ⋅ 2026783 MLS ⋅ ACTIVE UNDER CONTRACT 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, if buyer chooses. 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 had property surveyed. Neighbor is aware and isn't asking that the steps get removed.

1702 Park St, Middleton

$269,900

Your rent era is OVER! This 1-bedroom, 1-bath Middleton condo is a fresh way to make the move into homeownership without taking on the maintenance of a house. The open layout keeps life easy, with a breakfast bar ready for morning coffee, a gas fireplace for laid-back nights, and a sunroom that can flex from home office to chill space. Two spots in the heated underground garage mean no scraping windshields all winter, and an included storage unit gives your extras a home too. The community clubhouse adds an exercise room and extra kitchen, while the Greenway Blvd location keeps shopping, dining, recreation and daily essentials close. Less upkeep, more freedom, and a place where your monthly payment can start working toward something of your own.

1 Beds ⋅ 1 Baths ⋅ 2029617 MLS ⋅ ACTIVE UNDER CONTRACT Status

Your rent era is OVER! This 1-bedroom, 1-bath Middleton condo is a fresh way to make the move into homeownership without taking on the maintenance of a house. The open layout keeps life easy, with a breakfast bar ready for morning coffee, a gas fireplace for laid-back nights, and a sunroom that can flex from home office to chill space. Two spots in the heated underground garage mean no scraping windshields all winter, and an included storage unit gives your extras a home too. The community clubhouse adds an exercise room and extra kitchen, while the Greenway Blvd location keeps shopping, dining, recreation and daily essentials close. Less upkeep, more freedom, and a place where your monthly payment can start working toward something of your own.

8510 Greenway Blvd Unit 104, Middleton

$259,900

This is one of the final remaining lots in this wonderful Town of Middleton neighborhood. In the highly sought-after Middleton School District, it is convenient walking distance to school, the town trail, Pioneer Pointe clubhouse, and the newly opened LINKS restaurant. The lot backs the golf course and will provide outstanding western view, home will face to the east. Build must be a ranch, lot will allow for moderate exposure. Ready to get started! Lot/home pkg available with Jason Thomas Homes.

1998262 MLS ⋅ ACTIVE UNDER CONTRACT Status

This is one of the final remaining lots in this wonderful Town of Middleton neighborhood. In the highly sought-after Middleton School District, it is convenient walking distance to school, the town trail, Pioneer Pointe clubhouse, and the newly opened LINKS restaurant. The lot backs the golf course and will provide outstanding western view, home will face to the east. Build must be a ranch, lot will allow for moderate exposure. Ready to get started! Lot/home pkg available with Jason Thomas Homes.

Lot 66 Manistee, Middleton

$159,000

Affordable, sunny Middleton condo with walkout to patio and wooded courtyard. $395 condo fee includes heat, water/hot water! Two decent size bedrooms, one car attached garage plus outside parking and separate storage area. Includes all appliances. New roof installed June of 2026. Includes trash and snow removal, common area maintenance and insurance. Fun location across from Marshall Park/Lake Mendota, on bus route to UW campus/downtown.

2 Beds ⋅ 1 Baths ⋅ 2026019 MLS ⋅ PENDING Status

Affordable, sunny Middleton condo with walkout to patio and wooded courtyard. $395 condo fee includes heat, water/hot water! Two decent size bedrooms, one car attached garage plus outside parking and separate storage area. Includes all appliances. New roof installed June of 2026. Includes trash and snow removal, common area maintenance and insurance. Fun location across from Marshall Park/Lake Mendota, on bus route to UW campus/downtown.

2162 Allen Blvd Unit 1, Middleton