Middleton, WI Homes

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$720,000 Under Contract
- 4 Beds
- 5 Baths
- 3,114 Sq Ft
9414 Whippoorwill Way, Middleton, WI 53562

This recently updated sun filled two story home in Sauk Heights is exceptional! Dramatic 17 foot vaulted GR ceiling W/ skylights is captivating! Enjoy numerous windows, a gas fireplace & access to the spacious nearby kitchen featuring granite counters, repainted cabinetry & SS appliances. Large dinette area abuts the glass sliding patio doors leading to a stone paver patio & maturely landscaped

Josh Blasi

Restaino & Associates

(608) 560-0769

9414 Whippoorwill Way, Middleton, WI 53562
/16

$1,495 - $2,595 per month

The West Edge

Studio - 2 Beds

1312 John Q Hammons Dr, Middleton, WI 53562

Welcome to The West Edge luxury apartments located in Middleton, WI. Now leasing spacious studio, one, two, and three-bedroom apartments near Highway 12 & Greenway Station. Each creatively designed apartment offers an open-concept floor plan with finishes including stone countertops, stainless steel appliances, a tile kitchen backsplash, and an abundance of natural light with spectacular views.

1312 John Q Hammons Dr, Middleton, WI 53562
/2
$706,121 Sold Sep 02, 2025

6624 Junco Dr, Middleton, WI 53562
- 4 Beds
- 2.5 Baths
- 2,542 Sq Ft
- Built 2025
Last Sold Summary
- $278/SF
- 0 Days On Market
Last Listing Agent Cari Wuebben Encore Real Estate Services, I

6624 Junco Dr, Middleton, WI 53562

/43
Est $650,752 Not Listed For Sale

2008 Butler Ct, Middleton, WI 53562
- 4 Beds
- 3 Baths
- 2,910 Sq Ft
- Built 2016
2008 Butler Ct, Middleton, WI 53562

Last Sold Summary
- 5% Above List Price
- $213/SF
- 17 Days On Market
Last Sold Price $620,022

Last Listing Agent Amy Sherman-Kortbein Restaino & Associates

/55
$649,900 Pending
- 3 Beds
- 3.5 Baths
- 2,678 Sq Ft
4927 Hickory Trail, Middleton, WI 53562

Showings start 3/6 after 12p. Nature, privacy, space, almost an acre of wooded bliss all in the Middleton school district. This gorgeous Cape Cod-style home is so well built, inviting and simply charming!! Be welcomed by a slate floored foyer, spacious & light-filled living rm, w/fireplace & hardwood floors. Separate DR overlooks the wooded lot that feels like living in a treehouse. Updated

Mary Browning

Compass Real Estate Wisconsin

(608) 736-0659

4927 Hickory Trail, Middleton, WI 53562
/5

$1,800 - $3,750 per month

Allen Bay

1 - 3 Beds

2152 Middleton Beach Rd, Middleton, WI 53562

Lake where you live.Welcome to Allen Bay, where lakefront living meets modern comfort. Two intimate 31-residence buildings offer thoughtfully designed one-bedroom apartments, spacious two-bedrooms, and elegant three-bedroom townhomes. Gather with friends in the inviting club room, stay active in the fully equipped fitness center, and unwind on the lakeview deck. Step outside to

2152 Middleton Beach Rd, Middleton, WI 53562
/2
$448,900 Sold Jan 30, 2026

10108 Mosaic Way, Middleton, WI 53562
- 3 Beds
- 2.5 Baths
- 1,765 Sq Ft
- Built 2026
Last Sold Summary
- $254/SF
- 0 Days On Market
Last Listing Agent Scott Kramer Stark Company, REALTORS

10108 Mosaic Way, Middleton, WI 53562

/20
Est $748,064 Not Listed For Sale

5028 Augusta Dr, Middleton, WI 53597
5028 Augusta Dr, Middleton, WI 53597

Last Sold Summary
- 311% Above List Price
- 93 Days On Market
Last Sold Price $181,900

Last Listing Agent Cris Selin Stark Company, REALTORS

/4
$375,000
- Land
- 0.77 Acre
- $487,013 per Acre
Lot 15 White Cedar Dr, Middleton, WI 53593

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.

Tommy Van Ess

First Weber Inc

(608) 530-1531

Lot 15 White Cedar Dr, Middleton, WI 53593
/63

$1,795 - $3,120 per month

Market West Apartments

Studio - 3 Beds

8420 Market St, Middleton, WI 53562

Flexible Lease Start Dates and Short-term Options Available!Much more than an apartment community, Market West is the vanguard of upscale housing. Here you will find the ideal hub for urbanites who prefer close proximity to the city, yet still want to enjoy a walkable neighborhood with social and cultural opportunities in abundance. There are no comparisons! Market West apartment homes

8420 Market St, Middleton, WI 53562
/41
$540,000 Sold Jun 18, 2025

6620 Hubbard Ave, Middleton, WI 53562
- 3 Beds
- 2 Baths
- 1,568 Sq Ft
- Built 1960
Last Sold Summary
- 4% Above List Price
- $344/SF
- 2 Days On Market
Current Estimated Value $509,808

Last Listing Agent Dick Bloomenkranz Collective Real Estate Group

6620 Hubbard Ave, Middleton, WI 53562

/76
Est $2,065,310 Not Listed For Sale

4840 St Annes Dr, Middleton, WI 53597
- 7 Beds
- 5.5 Baths
- 6,499 Sq Ft
- Built 2020
4840 St Annes Dr, Middleton, WI 53597

Last Sold Summary
- 3% Above List Price
- $308/SF
- 7 Days On Market
Last Sold Price $2,000,000

Last Listing Agent Inkwell Realty Team RE/MAX

/90
$2,124,900 Under Contract
- 5 Beds
- 4.5 Baths
- 6,182 Sq Ft
3395 White Cedar Dr, Middleton, WI 53593

Exceptional 5-bedroom new build by Victory Homes of WI! Filled with natural light, this home features soaring ceilings and walls of windows. The chef’s kitchen and spacious dining area open to a large covered porch—perfect for outdoor entertaining. A stunning 4-season hearth room with rustic beams and a stone fireplace adds warmth and charm. The main floor owner’s suite offers a spa-like retreat

Keith McNeely

First Weber Inc

(608) 765-9943

3395 White Cedar Dr, Middleton, WI 53593
/44

$1,580 - $2,880 per month

Cariad

Studio - 2 Beds

6230 University Ave, Middleton, WI 53562

If you’re looking for an apartment with high-end amenities, top-notch finishes, and creative floorplans and designs, look no further than Cariad. These luxury apartment homes feature floor to ceiling windows, private balconies, and views that bring a smile to your face no matter the time of year with many views of Marshall Park and Lake Mendota. And that’s just for starters. Add quartz

6230 University Ave, Middleton, WI 53562
/37
$425,000 Sold May 16, 2025

3717 High Rd, Middleton, WI 53562
- 3 Beds
- 2.5 Baths
- 1,550 Sq Ft
- Built 1970
Last Sold Summary
- 15% Below List Price
- $274/SF
- 228 Days On Market
Current Estimated Value $411,282

Last Listing Agent Jason Needham Collective Real Estate Group

3717 High Rd, Middleton, WI 53562

/36
Est $795,417 Not Listed For Sale

5032 St Annes Dr, Middleton, WI 53597
- 4 Beds
- 3.5 Baths
- 3,235 Sq Ft
- Built 2018
5032 St Annes Dr, Middleton, WI 53597

Last Sold Summary
- 8% Above List Price
- $227/SF
- 37 Days On Market
Last Sold Price $735,000

Last Listing Agent Luke Bruckner Collective Real Estate Group

/70
$1,650,000
- 3 Beds
- 3 Baths
- 3,581 Sq Ft
4206 Rose Ct, Middleton, WI 53562

Tucked on 5 private acres backing Pleasantview Golf Course, this 3-bed, 3-bath home delivers space, privacy, and quality finishes throughout. The open main level showcases kitchen with cherry cabinetry, granite countertops, and stainless appliances with a living & dining area warmed by a gas fireplace. Deck off the main level overlooks an expansive, peaceful backyard. Primary with en suite, main

Lori Murphy Sprinkman Real Estate

4206 Rose Ct, Middleton, WI 53562
/74

$1,445 - $1,875 per month

Boulder Creek

1 - 2 Beds

1080 N Pleasant View Rd, Middleton, WI 53562

Conveniently located in the Blackhawk neighborhood on Madison’s west side. It is a great choice for those who are looking at townhouses or lofts and want to get away from it all—without getting too far from it all. Boulder Creek luxury apartments, townhouses, and lofts are located just minutes from West Towne Mall, the upscale shops of Greenway Station, and the trendy boutiques and restaurants of

1080 N Pleasant View Rd, Middleton, WI 53562
/41
$355,000 Sold Jul 02, 2025

8530 Greenway Blvd Unit 214, Middleton, WI 53562
- 2 Beds
- 2 Baths
- 1,417 Sq Ft
- Built 1996
Last Sold Summary
- 5% Below List Price
- $251/SF
- 30 Days On Market
Current Estimated Value $366,500

Last Listing Agent Cait Berry Real Broker LLC

8530 Greenway Blvd Unit 214, Middleton, WI 53562

/58
Est $1,906,368 Not Listed For Sale

4826 Breakers Rock Rd, Middleton, WI 53597
- 5 Beds
- 4.5 Baths
- 5,323 Sq Ft
- Built 2017
4826 Breakers Rock Rd, Middleton, WI 53597

Last Sold Summary
- 14% Above List Price
- $315/SF
- 14 Days On Market
Last Sold Price $1,675,000

Last Listing Agent Rachel Kvasnica RE/MAX

/55
$589,900 Under Contract
- 4 Beds
- 4 Baths
- 2,550 Sq Ft
7162 Belle Fontaine Blvd, Middleton, WI 53562

Custom-built home in a sought-after Middleton location, offering thoughtful design and elevated finishes throughout. Entering from the zero entry garage you have Soaring 9' ceilings and hickory hardwoods, highlighting the main level, while the kitchen features granite counters, custom bar, and glass backsplash. Enjoy a unique floorplan with a versatile flex space, convenient main-level full bath,

Matt Winzenried Realty Executives Cooper Spransy

7162 Belle Fontaine Blvd, Middleton, WI 53562
/58

$1,375 - $2,520 per month

Lesilve

1 - 2 Beds

8560 Greenway Blvd, Middleton, WI 53562

The LeSilve community in Middleton offers luxurious and spacious studios, one-bedroom, one-bedroom plus dens and two-bedroom apartment homes with the comfort & luxury you deserve. The choice is yours . . . with 27 different floor plans, LeSilve Apartments has the perfect apartment home for you.Apartment amenities include underground parking, gas fireplaces and jacuzzi tubs in select apartments,

8560 Greenway Blvd, Middleton, WI 53562
/64
$825,000 Sold Apr 18, 2025

6639 Columbus Dr, Middleton, WI 53562
- 4 Beds
- 2.5 Baths
- 3,322 Sq Ft
- Built 1963
Last Sold Summary
- 10% Above List Price
- $248/SF
- 11 Days On Market
Current Estimated Value $768,546

Last Listing Agent Eric Breidel Investment Realty Services LLC

6639 Columbus Dr, Middleton, WI 53562

/61
Est $842,893 Not Listed For Sale

4833 Crystal Downs Way, Middleton, WI 53597
- 5 Beds
- 3.5 Baths
- 2,931 Sq Ft
- Built 2019
4833 Crystal Downs Way, Middleton, WI 53597

Last Sold Summary
- 9% Above List Price
- $264/SF
- 20 Days On Market
Last Sold Price $775,000

Last Listing Agent Trent Estabrook Pinnacle Real Estate Group LLC

/63
$1,749,000 New Construction
- 5 Beds
- 5.5 Baths
- 4,063 Sq Ft
4029 Serenbe St, Middleton, WI 53703

A move-in ready 2025 Parade Home offering refined, low maintenance living in Belle Farm. The main level features a private first floor primary suite and seamless flow between the kitchen, dining, and den, anchored by hardwood floors, a wood-burning fireplace, and SubZero, Wolf and Cove appliances. All bedrooms in the main house include en suite baths. A separately accessed 1 bed, 1 bath apartment

Estella Moschkau Sprinkman Real Estate

4029 Serenbe St, Middleton, WI 53703
/26

$1,225 - $1,475 per month

Flats at Middleton Shores

1 - 2 Beds

6110-6130 Century Ave, Middleton, WI 53562

Welcome to Middleton Shores Apartments — where serenity meets convenience!Nestled on the quiet outskirts of Madison, Middleton Shores Apartments offers the ideal balance of relaxation and accessibility. Located at the intersection of Allen Boulevard and Century Avenue, our community provides a peaceful retreat while keeping you close to everything you need.Living at Middleton

6110-6130 Century Ave, Middleton, WI 53562
/46
$431,250 Sold Jul 18, 2025

7017 University Ave, Middleton, WI 53562
- 3 Beds
- 2 Baths
- 1,974 Sq Ft
- Built 1953
Last Sold Summary
- 18% Below List Price
- $218/SF
- 87 Days On Market
Current Estimated Value $440,577

Last Listing Agent Kris Teasdale Restaino & Associates

7017 University Ave, Middleton, WI 53562

/3
Est $488,020 Not Listed For Sale

4840 Crystal Downs Way, Middleton, WI 53597
4840 Crystal Downs Way, Middleton, WI 53597

Last Sold Summary
- 88% Above List Price
- 12 Days On Market
Last Sold Price $260,000

Last Listing Agent Denise Holmes Collective Real Estate Group

/81
$1,250,000
- 2 Beds
- 2.5 Baths
- 2,626 Sq Ft
5003 Wenlock Rose Ct, Middleton, WI 53562

Experience refined living on Bishop’s Bay golf course in this fully renovated condo. Recent high-end transformation showcases exceptional craftsmanship + elevated design thru-out. Stunning kitchen offers 2 islands, quartz counters, custom cabs, + high-end appliances Wolf, Bosch + Sub-Zero. ML boasts new hardwood floors, gas fireplace, lux primary suite w/ heated tile bath floors & large walk-in

Chas Martin Sprinkman Real Estate

5003 Wenlock Rose Ct, Middleton, WI 53562
/32

$1,749 - $2,797 per month

Paragon Place at Bishops Bay

1 - 2 Beds

5240 Bishops Bay Pkwy, Waunakee, WI 53597

Paragon Place Luxury Apartments: Middletons Community of Bishops Bay with upscale amenities and gorgeous views. Pet friendly! Take a tour prepare to be impressed!

5240 Bishops Bay Pkwy, Waunakee, WI 53597
/44
$1,200,000 Sold Jun 05, 2025

3748 Pheasant Branch Rd, Middleton, WI 53562
- 4 Beds
- 3.5 Baths
- 3,474 Sq Ft
- Built 2006
Last Sold Summary
- 12% Above List Price
- $345/SF
- 2 Days On Market
Current Estimated Value $1,141,206

Last Listing Agent MHB Real Estate Team MHB Real Estate

3748 Pheasant Branch Rd, Middleton, WI 53562

/22
Est $1,692,070 Not Listed For Sale

4818 Breakers Rock Rd, Middleton, WI 53597
- 4 Beds
- 3.5 Baths
- 4,832 Sq Ft
- Built 2019
4818 Breakers Rock Rd, Middleton, WI 53597

Last Sold Summary
- 6% Below List Price
- $373/SF
- 1 Day On Market
Last Sold Price $1,800,000

Last Listing Agent Austin Fleer Pinnacle Real Estate Group LLC

/36
$300,000 Under Contract
- 2 Beds
- 2 Baths
- 1,189 Sq Ft
6243 Middleton Springs Dr, Middleton, WI 53562

This private entry, 2nd story condo is the one you’ve been waiting for! You’ll love the vaulted ceiling in the bright and spacious living room. The kitchen offers plentiful cabinet and counter space, with a tile floor and breakfast bar. Enjoy easy access to your new maintenance free balcony, which feels like a hidden oasis on a summer day. The primary bedroom also offers balcony access, along

Kyle Ebley Realty Executives Cooper Spransy

6243 Middleton Springs Dr, Middleton, WI 53562
/55

$1,650 - $3,270 per month

Brownpoint Reserve

1 - 3 Beds

8860 Blackhawk Rd, Middleton, WI 53562

A Steve & Laurel Brown Signature Residence: Brownpoint Reserve has been thoughtfully designed (and wired) with smart layouts and top of the line finishes. You'll find private spaces for reflection or relaxation at the community pond, gazebo, and outdoor firepit. We also offer The Retreat home to a living room, outdoor patio with TV, fireplace and kitchen, gym with an indoor/outdoor yoga room,

8860 Blackhawk Rd, Middleton, WI 53562
/87
$1,200,000 Sold May 09, 2025

4880 Pine Cone Cir, Middleton, WI 53562
- 4 Beds
- 3.5 Baths
- 4,376 Sq Ft
- Built 1993
Last Sold Summary
- $274/SF
- 23 Days On Market
Current Estimated Value $1,191,896

Last Listing Agent Pam Widen Coldwell Banker Real Estate Group

4880 Pine Cone Cir, Middleton, WI 53562

/60
Est $1,100,711 Not Listed For Sale

4829 Crystal Downs Way, Middleton, WI 53597
- 5 Beds
- 3.5 Baths
- 4,021 Sq Ft
- Built 2018
4829 Crystal Downs Way, Middleton, WI 53597

Last Sold Summary
- 13% Above List Price
- $242/SF
- 46 Days On Market
Last Sold Price $975,000

Last Listing Agent Rachel Kvasnica RE/MAX

/52
$1,799,000 New Construction
- 5 Beds
- 4.5 Baths
- 4,163 Sq Ft
4043 Serenbe St, Middleton, WI 53562

A move-in ready 2025 Parade Home showcasing contemporary design and abundant natural light at Belle Farm. 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

Estella Moschkau Sprinkman Real Estate

4043 Serenbe St, Middleton, WI 53562
/10

$1,795 - $1,805 per month

Monarch at Middleton Shores

2 Beds

6150 Century Ave, Middleton, WI 53562

Welcome to Middleton Shores Apartments — where serenity meets convenience!Nestled on the quiet outskirts of Madison, Middleton Shores Apartments offers the ideal balance of relaxation and accessibility. Located at the intersection of Allen Boulevard and Century Avenue, our community provides a peaceful retreat while keeping you close to everything you need.With three classic

6150 Century Ave, Middleton, WI 53562
/51
$355,000 Sold Oct 02, 2025

3524 Valley Ridge Rd, Middleton, WI 53562
- 3 Beds
- 1.5 Baths
- 2,065 Sq Ft
- Built 1972
Last Sold Summary
- 1% Above List Price
- $172/SF
- 10 Days On Market
Current Estimated Value $358,045

Last Listing Agent Kate Weis Lauer Realty Group, Inc.

3524 Valley Ridge Rd, Middleton, WI 53562

/69
Est $686,415 Not Listed For Sale

528 Burnt Sienna Dr, Middleton, WI 53562
- 4 Beds
- 3 Baths
- 2,610 Sq Ft
- Built 2018
528 Burnt Sienna Dr, Middleton, WI 53562

Last Sold Summary
- 7% Above List Price
- $245/SF
- 86 Days On Market
Last Sold Price $640,000

Last Listing Agent Ryan Oliversen Collective Real Estate Group

Showing Results 41 - 80, Page 2 of 18

Wisconsin Dane County Middleton

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Middleton, WI Homes

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