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3505 Strawberry Loop, Middleton
$545,000
2 Beds ⋅ 3 Baths ⋅ 2021866 MLS ⋅ CLOSED Status
Whether you're looking to downsize, purchase your first home, or enjoy the Middleton Hills lifestyle, this thoughtfully designed two-bedroom home is your opportunity to own in one of the area's most sought-after neighborhoods. Tucked away on a quiet street, it offers charm, comfort, and low-maintenance living. Hardwood floors span the main level, leading to an updated kitchen with solid surface countertops and stainless steel appliances. The light-filled living and dining areas feature a wood-burning fireplace and opens to a three-season room. The entire upper level is a private primary suite with a spacious walk-in closet and ensuite bath. The exposed lower level includes a family room with luxury vinyl plank flooring, second bedroom, and full bath. Steps from Pheasant Branch Conservancy, parks, restaurants, and shopping. Motivated seller—don't miss this opportunity to call Middleton Hills home!

3505 Strawberry Loop, Middleton

7107 Johann Farm Rd, Middleton
$544,900
3 Beds ⋅ 3 Baths ⋅ 2021512 MLS ⋅ CLOSED Status
Move-in ready 7/14/26. This Harlequin 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.

7107 Johann Farm Rd, Middleton

7207 Shirley Ct, Middleton
$540,000
3 Beds ⋅ 2 Baths ⋅ 2019748 MLS ⋅ CLOSED Status
This is the one you’ve been waiting for! Charming raised ranch tucked on a quiet cul-de-sac, nestled between Tiedeman and Stricker Ponds. Step inside to a bright & inviting, sun-soaked living room that flows seamlessly into a spacious eat-in kitchen with a breakfast bar—perfect for morning coffee or casual entertaining. All 3 bedrooms are conveniently located on the main level, including the primary with an en-suite and walk in shower. Enjoy summer evenings on the cozy screened-in porch, ideal for relaxing or hosting guests. The lower level offers flexible space for a home office, rec room, or gym. Fabulous Middleton location within walking distance to downtown, shopping, restaurants, parks & schools. Ultimate UHP home warranty included for added peace of mind.

7207 Shirley Ct, Middleton

4302 Goldeneye Gateway Dr, Middleton
$540,000
4 Beds ⋅ 4 Baths ⋅ 2017810 MLS ⋅ CLOSED Status
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. Interior photos are of a similar model. Plans & design selections available upon request.

4302 Goldeneye Gateway Dr, Middleton

9106 Waterside St, Middleton
$540,000
4 Beds ⋅ 3 Baths ⋅ 2015646 MLS ⋅ CLOSED Status
Maintenance-free living meets single-family privacy! This stunning duplex-style condo is move-in ready and meticulously refreshed. The interior shines with brand-new professional paint and carpeting throughout. The main living area features grand vaulted ceilings that flood the space with natural light, creating an open, airy atmosphere. The thoughtful layout lives like a standalone home, offering a private entry, a spacious primary suite, and kitchen perfect for entertaining. Enjoy the peace of a quiet, six-unit community just minutes from the 1,200-acre Pope Farm Conservancy and Greenway Station. Located in the top-rated Middleton-Cross Plains School District (Pope Farm Elementary), this home offers the perfect balance of style and location. With the exterior and lawn handled by the association, you can simply turn the key and start living!

9106 Waterside St, Middleton

1620 Maple St, Middleton
$538,350
4 Beds ⋅ 2 Baths ⋅ 2023007 MLS ⋅ CLOSED Status
Spectacular updated 3-4 bedroom home in the heart of Middleton! This beautiful home has been lovingly updated and maintained throughout the sellers ownership! Extensively landscaped large 1/4 acre lot with fenced area and outbuilding. Sun flooded living room with hardwood floors that extend into a spectacular kitchen that is wide open to a four season/gathering room! Perfect for entertaining! The exposed lower level features a rec room, office area, full bath, and two additional bedrooms (note, 4th bdrm needs a step under window added to meet egress code) There is a huge 19x14 exposed unfinished rm in Lower Level that you can add additional bdrms or living space! Brand New Roof 2026, New Furnace 2023, New Water Heater And Softener 2023, R/O System 2025. New Refrigerator and Range 2018, New Dishwasher 2022, New Microwave 2026, New Washer 2022, New Fence 2021, New Fence 2021, Garage Door 2021, Extensive Landscaping 2021 and More! Pride of Ownership throughout this beautiful home!

1620 Maple St, Middleton

7003 Park Cir, Middleton
$525,000
3 Beds ⋅ 2 Baths ⋅ 2026309 MLS ⋅ CLOSED Status
This is the Middleton home you didn't know you were looking for! Tucked on a quiet cul-de-sac & walkable to restaurants, parks, schools, and Pheasant Branch Conservancy, the location alone is hard to beat. Step inside to a sun-drenched main level where large living room w/ French doors greets you, and leads to welcoming family room. Two distinct living spaces give the layout a rare flexibility- the family room feat. stone surround gas fireplace as the cozy centerpiece. The kitchen is well-equipped, with a pantry and all-new appliances. The oversized primary bedroom is a genuine retreat, complete with a private deck and walk-through half bath. Downstairs, find a finished lower level with knotty pine & electric fireplace that's ready for movie nights or hosting. Outside, a stunning tree-lined yard awaits. With two decks, a stone patio, fire pit, fountain, and lush landscaping throughout; your yard feels like a destination. New roof, gutters, & water softener in '26, more in assoc. docs.

7003 Park Cir, Middleton

7231 Fortune Dr, Middleton
$506,394
3 Beds ⋅ 2 Baths ⋅ 2020642 MLS ⋅ CLOSED Status
Located in the heart of Madison’s West side this 3 bedroom ranch is ready for its next owners. Enter inside to find the well appointed kitchen/dining area w/ brick surrounded wood fireplace centering the two areas together. 3 main level bedrooms including the primary w/ a private en-suite bathroom w/ walk-in shower. Exposed, partially finished basement is ready for all your future ideas and already offers an office/den, family/rec room w/ gas fp, egress for future 4th bed, & plumbing for bathroom! So many spaces to enjoy the outdoors, including the front deck off the kitchen/dining, back deck & spacious yard featuring a pond thats ready for all your landscaping visions. Oversized detached 2 car garage w/ great storage space, ideal location & large yard. Come check it out!

7231 Fortune Dr, Middleton

7203 Franklin Ave, Middleton
$504,950
2 Beds ⋅ 2 Baths ⋅ 2022802 MLS ⋅ CLOSED Status
Adorable Cape Cod home tucked into one of Middleton’s most convenient & walkable neighborhoods. Features: classic character w/NEW ROOF (coming June'26), cozy fireplace, spacious living & dining areas, sunroom, fenced backyard, gorgeous stamped concrete patio, flexible office/den space ideal for remote work or guests. Main floor primary bedroom, flexible upper loft area, updated kitchen, NEW WATER HEATER. Located just steps from local schools, parks, trails, shopping, dining, & community amenities, the property offers exceptional day-to-day convenience with many errands and activities accessible on foot or by bike. The neighborhood is known for its quiet residential feel while still providing quick access to downtown Middleton, Madison, major highways, and nearby transit options. With mature trees, a generous yard, and easy access to recreation and entertainment, this home blends comfort, charm, and location in one highly desirable setting.

7203 Franklin Ave, Middleton

3614 Rolling Hill Dr, Middleton
$500,000
4 Beds ⋅ 3 Baths ⋅ 2023896 MLS ⋅ CLOSED Status
Cherished by the same owners for 37 years, this solidly-built 4-bed, 2.5-bath home in sought-after Orchid Heights is ready for its next chapter! The thoughtful floor plan offers flexibility with a main-level bedroom, half bath, and laundry area perfect for guests, multigenerational living, or a private home office. Gather around the fireplace in the cozy sunken family room, host holiday dinners in the formal dining room, or settle into the kitchen's dedicated dining space for everyday meals. The formal living room adds an elegant touch for entertaining, while upstairs, three spacious bedrooms, including a primary with private en suite, offer a peaceful retreat. Outside, enjoy gatherings in the perfectly sized yard or coffee on the patio! This treasured Middleton location can't be beat: just minutes from Lake Mendota, neighborhood parks, shopping, and schools. Come see this well-built, lovingly cared-for home and imagine the possibilities! UHP Basic Home Warranty included.

3614 Rolling Hill Dr, Middleton

2843 Century Harbor Rd Unit 4, Middleton
$499,900
2 Beds ⋅ 2 Baths ⋅ 2023971 MLS ⋅ CLOSED Status
On the shores of Lake Mendota! Beautiful lakefront condo with possibilities of a boat slip! Magnificent level frontage with glorious views! YES! A LAKE FRONT CONDO WITH PIER!!! Lake life with no maintenance is your to enjoy in a lovely sun flooded 1250 sq/ft End Unit!! 2 full Baths and 2 Huge Bdrms! Owner Suite has laminate floors a private full bath with tiled shower and new flooring & double closets. Modern new LVP flooring (10 yrs) graces the entry, dining rm and continues into the Striking Great rm that is also highlighted by a high vaulted beamed ceiling, fireplace accented by a wall of book shelves reach the high dramatic peak. The new extra wide patio door draws in the screened porch in full view of Beautiful Lake Mendota! Many updates: H20 heater 2016 and furnace/ air 2018, Windows have been updated. 2 garage stalls! Enjoy the pool and lake side firepit! Pier and possibilities for a boat slip! On on the Busline to all the amenities Downtown Madison has to offer!

2843 Century Harbor Rd Unit 4, Middleton

2403 Maywood Cir, Middleton
$499,000
4 Beds ⋅ 3 Baths ⋅ 2025147 MLS ⋅ CLOSED Status
Opportunity in one of Middleton's most desirable pockets, on the border of Saks Woods and Amherst. This two-story colonial sits at the end of a quiet cul-de-sac. Minimal traffic and a safe place for kids. Walk to Lakeview Park, Pheasant Branch Conservancy, and Marshall Park Beach. Elementary, middle, and high schools are all within a mile, and downtown Middleton's shops and dining are just minutes away. Inside, a functional floor plan offers spacious living, dining, family, and kitchen areas on the main level, four bedrooms up, and a lower level with family room and flex space. Two-car attached garage. The home needs full updating throughout. Ideal for the buyer who wants this size in this location and has the vision to make it their own. Look past the dated finishes and you'll see it: the right floor plan, the right street, the right neighborhood - everything that's hard to change is already here. The rest is just paint, fixtures, and your vision.

2403 Maywood Cir, Middleton

7777 Elmwood Ave Unit 211, Middleton
$495,000
2 Beds ⋅ 2 Baths ⋅ 2021622 MLS ⋅ CLOSED Status
Discover the perfect blend of historic charm and modern living at Valencia Lofts in the heart of downtown Middleton. This stylish condo features vaulted ceilings, exposed steel beams, and original brick walls throughout. Motorized window blinds, including those on the skylights, bring modern ease with the push of a button. The open living space is ideal for entertaining and offers access to a private balcony. The kitchen blends function and style with stainless steel appliances, a sleek backsplash, a breakfast bar, and ample storage space. Convenient single-level living includes 2 bedrooms and 2 beautiful full bathrooms with modern finishes and timeless appeal. The laundry room provides extra storage, while the included heated parking space adds convenience year-round. At Valencia Lofts, you’re not just purchasing a home, you’re stepping into a vibrant, walkable lifestyle with Middleton’s best dining, shopping, parks, and community events just outside your door.

7777 Elmwood Ave Unit 211, Middleton

4321 Goldeneye Gateway Dr, Middleton
$489,500
3 Beds ⋅ 3 Baths ⋅ 2017811 MLS ⋅ CLOSED Status
Welcome to Canna Lily Cottages at Redtail Ridge-featuring Middleton Schools! Kitchen features granite countertops & sink, large island, stainless appliances, and pantry. First floor primary bedroom includes walk-in closet & private bath with tile shower & dual sinks. 2 upper level bedrooms with huge closets! Main floor powder & laundry rooms, and built-in wood cubbies in rear foyer. 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.

4321 Goldeneye Gateway Dr, Middleton

7107 North Ave, Middleton
$485,000
3 Beds ⋅ 2 Baths ⋅ 2027841 MLS ⋅ CLOSED Status
Beautifully maintained Cape Cod in one of Middleton's most desirable neighborhoods! This charming 3-bedroom, 2-bath home blends timeless character with modern updates. Hardwood floors, abundant natural light, a skylight, and an inviting dining area create a warm, welcoming feel. The updated kitchen features granite countertops, a matching movable island, and updated fixtures. Recent improvements include three ductless Mini-split AC (can be used for additonal heating too), new windows, updated lighting, electrical outlets, bathroom vanity, tree trimming, and a stunning deck just one year old. Brand-new roof, gutters, and skylight are being installed. The finished lower level offers flexible living space, plus storage, a workshop, and exterior cellar access. Enjoy a large fenced backyard with mature trees and an attached garage with an epoxy floor. Just minutes from vibrant downtown Middleton, Pheasant Branch Conservancy, parks, shopping, dining, and schools!

7107 North Ave, Middleton

6825 Maywood Ave, Middleton
$474,900
4 Beds ⋅ 2 Baths ⋅ 2016263 MLS ⋅ CLOSED Status
Amazing location in the highly desirable Middleton School District—walkable to restaurants, shopping, parks, schools, and just steps from Pheasant Branch trails. This charming mid-century ranch features gleaming oak floors, a bright living room with a picture window, and a parquet accent wall. The interior is freshly painted for a bright, move-in-ready feel. The kitchen offers period cabinetry, quartz countertops, a breakfast bar, eat-in area, large pantry, and newer stainless steel appliances. The main level includes three bedrooms and a full bath. The lower level features a spacious rec room, a 4th bedroom, and a full bath. Enjoy the screened porch overlooking a great backyard with a newer brick patio and beautiful magnolia tree. A fantastic opportunity in a prime Middleton location. Home has been pre-inspected for piece of mind.

6825 Maywood Ave, Middleton

6858 Belle Fontaine Blvd, Middleton
$473,288
3 Beds ⋅ 4 Baths ⋅ 2017589 MLS ⋅ CLOSED Status
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 & 10yr dry basement warranty included! Interior photos & tour are of a similar model. For floor plan & design selection information, please call or email agent. END UNIT, INCLUDES FIREPLACE! AO includes water softener, upgraded flooring, car charger.

6858 Belle Fontaine Blvd, Middleton

2865 Old Creek Rd, Middleton
$465,000
3 Beds ⋅ 2 Baths ⋅ 2030118 MLS ⋅ CLOSED Status
Set within Middleton’s historic Pheasant Branch Crossing and steps from Middleton Hills, this home offers an ideal combination of outdoor access, everyday convenience, and a spacious lot. Grocery store and local favorites including Craftsman, Prairie Cafe, and Miggy’s Bakes are all within a block. Set on nearly half an acre, the property has a large fenced backyard with plenty of room to garden, play, or gather around the fire pit. A back deck extends the living space outdoors and a shed provides additional storage. Inside, the main level features a primary bedroom and half bath, while 2 additional bedrooms and a full bath are located upstairs. One of the upstairs rooms is especially spacious, with plenty of space for a sitting area/home office. The lower level offers a walkout to the backyard. A separate workshop area can be converted back to a 1-car garage. With a layout that offers flexibility and spaces that can evolve with your needs, this home is ready for its next chapter.

2865 Old Creek Rd, Middleton

6874 Belle Fontaine Blvd, Middleton
$462,800
3 Beds ⋅ 4 Baths ⋅ 2014616 MLS ⋅ CLOSED Status
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. For floor plan & design selection information, please call or email agent. END UNIT, INCLUDES FIREPLACE! AO includes added water softener

6874 Belle Fontaine Blvd, Middleton

6862 Belle Fontaine Blvd, Middleton
$461,500
3 Beds ⋅ 4 Baths ⋅ 2014620 MLS ⋅ CLOSED Status
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. For floor plan & design selection information, please call or email agent. END UNIT, INCLUDES FIREPLACE! Sale Agent: Renee Kasper - First Weber Realtors, Lake Country

6862 Belle Fontaine Blvd, 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.

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