Middleton, WI Homes

/63
$1,749,000 New Construction
- 5 Beds
- 5.5 Baths
- 3,543 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
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/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
/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

/42
Est $800,822 Not Listed For Sale

6750 S Chickahauk Trail, Middleton, WI 53562
- 5 Beds
- 3 Baths
- 2,982 Sq Ft
- Built 2011
6750 S Chickahauk Trail, Middleton, WI 53562

Last Sold Summary
- 4% Above List Price
- $259/SF
- 6 Days On Market
Last Sold Price $772,500

Last Listing Agent Jenny Swain Jenny Swain and Associates

/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
/63

$1,545 - $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
$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

/50
Est $854,723 Not Listed For Sale

6739 N Chickahauk Trail, Middleton, WI 53562
- 4 Beds
- 3.5 Baths
- 3,493 Sq Ft
- Built 2017
6739 N Chickahauk Trail, Middleton, WI 53562

Last Sold Summary
- 10% Above List Price
- $223/SF
- 64 Days On Market
Last Sold Price $780,000

Last Listing Agent Audra Geldmacher Compass Real Estate Wisconsin

/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
/42

$1,650 - $2,600 total monthly price

The Brennan

1 - 2 Beds

1689 Capital Ave, Madison, WI 53705

Welcome Home to The Brennan! Wonderfully located just off University Avenue in Madison, Wisconsin, The Brennan Apartments is just minutes away from all one can hope for. Downtown Madison and the University of Wisconsin offers a unique variety of food, entertainment, and shopping. The convenient location also offers nearby grocery stores, restaurants, shopping areas like the Hilldale Mall,

1689 Capital Ave, Madison, WI 53705
/30
$506,000 Sold Apr 09, 2025

1709 Heim Ave, Madison, WI 53705
- 3 Beds
- 2 Baths
- 992 Sq Ft
- Built 1959
Last Sold Summary
- 1% Above List Price
- $510/SF
- 17 Days On Market
Current Estimated Value $508,723

Last Listing Agent Deb MacKenzie Berkshire Hathaway HomeServices True Realty

1709 Heim Ave, Madison, WI 53705

/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

/52
$1,799,000 New Construction
- 5 Beds
- 4.5 Baths
- 3,643 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
/44

$1,580 - $2,880 total monthly price

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
/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

/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

/58
$600,000 Under Contract
- 3 Beds
- 2.5 Baths
- 2,838 Sq Ft
3817 Lexington Dr, Middleton, WI 53562

Tucked in a quiet Middleton neighborhood, this thoughtfully updated home offers space, comfort, and versatility at every turn. The main level offers 2 living areas. One with a cozy fireplace that's open to the eat-in kitchen and another with an adjacent dining room, making it perfect for hosting! Step out to the large screened porch overlooking a private fenced backyard. Practical mudroom with

Spencer Schumacher Spencer Real Estate Group

3817 Lexington Dr, Middleton, WI 53562
/58

$1,375 - $2,540 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
/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

/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

/71
$800,000 Pending
- 4 Beds
- 3.5 Baths
- 3,773 Sq Ft
5526 Grassland Trail, Middleton, WI 53562

Show 3/13. Welcome to this beautiful contemporary 2 story home nestled in Middleton's Northlake Neighborhood & situated on 1/3 acre. Backing up to public green space you will find ample room to entertain & roam outdoors! When you step inside you will be in awe of the vaulted ceilings & open floor plan w/updated LVP flooring, updated kitchen w/granite countertops and newer appliances! The layout

Tobi Silgman Lauer Realty Group, Inc.

5526 Grassland Trail, Middleton, WI 53562
/26

$1,225 - $1,475 total monthly price

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
/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

/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

/80
$1,395,000 Under Contract
- 4 Beds
- 4 Baths
- 4,467 Sq Ft
4539 Deering Trail, Middleton, WI 53562

Beautifully designed ranch home set in a quiet rural subdivision with surrounding woods for privacy, views and wildlife. This 4-bedroom, 4-bath home offers a first-floor primary suite, while all additional bedrooms are thoughtfully located in the walkout lower level, including a private en-suite bedroom. The main level features an updated kitchen with high-end stainless appliances, stylish

Sarah Deischer Sprinkman Real Estate

4539 Deering Trail, Middleton, WI 53562
/32

$1,749 - $2,849 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
/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

/58
Est $1,762,636 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
- 5% Above List Price
- $315/SF
- 14 Days On Market
Last Sold Price $1,675,000

Last Listing Agent Rachel Kvasnica RE/MAX

/44
$490,000 Pending
- 1 Bed
- 1.5 Baths
- 1,486 Sq Ft
7777 Elmwood Ave Unit 201, Middleton, WI 53562

Experience the best of downtown Middleton at Valencia Lofts, a distinctive condo community surrounded by shopping, dining, parks, and summer entertainment all within walking distance. This condo blends urban style with comfort, featuring soaring vaulted ceilings, exposed steel beams, and original brick walls. The open-concept living area is filled with natural light from floor-to-ceiling windows,

Spencer Schumacher Spencer Real Estate Group

7777 Elmwood Ave Unit 201, Middleton, WI 53562
/53

$1,810 - $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
/36
$575,000 Sold Jul 10, 2025

7207 Fortune Dr, Middleton, WI 53562
- 3 Beds
- 2.5 Baths
- 2,113 Sq Ft
- Built 1972
Last Sold Summary
- 5% Above List Price
- $272/SF
- 1 Day On Market
Current Estimated Value $547,682

Last Listing Agent MHB Real Estate Team MHB Real Estate

7207 Fortune Dr, Middleton, WI 53562

/61
Est $852,740 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
- 10% Above List Price
- $264/SF
- 20 Days On Market
Last Sold Price $775,000

Last Listing Agent Trent Estabrook Pinnacle Real Estate Group LLC

/108
$612,569 New Construction
- 4 Beds
- 2.5 Baths
- 2,250 Sq Ft
Faith's Hollow Plan at Redtail Ridge - Single Family Homes, Middleton, WI 53562

Convenience and comfort in a carefully designed open floor plan. There's plenty of room to spread out and entertain: large great room and dining areas, an adaptable flex room, front porch, and patio. With four bedrooms, two and a half bathrooms, and a main floor laundry, this home is ready for your family.

Encore Homes, Inc Builder

6976 Belle Fontaine Blvd Unit 37141447, Middleton, WI 53562
/10

$1,465 - $1,805 total monthly price

Monarch at Middleton Shores

1 - 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
$890,000 Sold Aug 14, 2025

2830 Tomahawk Ct, Middleton, WI 53562
- 2 Beds
- 2 Baths
- 1,350 Sq Ft
- Built 2016
Last Sold Summary
- 6% Below List Price
- $659/SF
- 43 Days On Market
Current Estimated Value $882,528

Last Listing Agent Matt Kornstedt Stark Company, REALTORS

2830 Tomahawk Ct, 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

/42
$249,900 Pending
- 2 Beds
- 2 Baths
- 1,060 Sq Ft
5542 Century Ave Unit 4, Middleton, WI 53562

Showings Begin 3/7. Nestled in Pheasant Branch Conservancy, this 2-bed, 2-bath condo offers the perfect retreat from the everyday. Sunlight gently fills the open living space with a private balcony overlooking lush gardens. The kitchen features beautiful cabinetry, generous storage and plenty of room to gather and create.The primary suite includes an ensuite bath, walk-in closet and distant views

Matt Kornstedt Stark Company, REALTORS

5542 Century Ave Unit 4, Middleton, WI 53562
/55

$1,363 - $2,999 total monthly price

The TROTTA

1 - 3 Beds

3001 Parmenter St, Middleton, WI 53562

Welcome to life at the TROTTA, Middleton's newest community, where residents will enjoy our spaciously designed apartment homes and a friendly, small-town vibe. Our community of one, two, and three-bedroom apartments features modern high-end amenities, and was designed to elevate your day-to-day experience. Find comfort, walkability, sociability, and convenience when you start living the TROTTA

3001 Parmenter St, Middleton, WI 53562
/40
$395,000 Sold Mar 02, 2026

6767 Frank Lloyd Wright Ave Unit 305, Middleton, WI 53562
- 1 Bed
- 1 Bath
- 1,042 Sq Ft
- Built 2004
Last Sold Summary
- 8% Above List Price
- $379/SF
- 3 Days On Market
Current Estimated Value $361,519

Last Listing Agent Wanda Roche Compass Real Estate Wisconsin

6767 Frank Lloyd Wright Ave Unit 305, 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

Showing Results 41 - 80, Page 2 of 18

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