Luxury homes for sale & real estate in Middleton, WI

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ABOUT THIS HOME
Luxury Home for sale in Middleton, WI:
Urban convenience meets unmatched space in this stunning brick estate; perched above Middleton?s Foxridge neighborhood. Boasting over 3,700 square feet of modernized living space across three levels, the home features custom cabinetry and granite countertops throughout the kitchen and primary suite. Durable, premium bamboo floors anchor the main level, complemented by brand-new flooring throughout the rest of the home. A private second-floor en-suite serves as a retreat for uests. Enjoy serene views of the mature private lot from the deck, three-season porch, or exposed lower level. Updates include: 2019 main-level remodel, 2023 water-heater, water-softener, stove, dishwasher. 2026 seconda

$1,100,000

4 beds4.5 baths3,705 sq ft

1336 Stratford Ct, Middleton, WI 53562

Custom cabinetry • Three-season porch • Granite countertops

Stuart Meland • Madcityhomes.Com

ABOUT THIS HOME
Luxury Home for sale in Middleton, WI:
Privately situated on over two acres near the western shore of Lake Mendota, this Hart DeNoble-built residence offers a rare blend of architectural character, natural beauty, and tranquility. Thoughtfully positioned to capture sunlight and seasonal views, the home showcases exceptional craftsmanship with soaring ceilings, imported marble, hand-selected hardwoods, natural stone, and a striking circular limestone fireplace at its heart. The home's distinctive design connects indoor living spaces with the surrounding landscape. Mature trees provide a peaceful, private setting. Additional features include a detached three-car garage, cedar shake roof, and oversized copper gutters and downspouts

$1,575,000

4 beds2.5 baths4,483 sq ft

4585 Bishops Ct, Middleton, WI 53562

2.06 acre lot • 3 garage spots • Built 1994

Ryan Oliversen • Collective Real Estate Group

3D WALKTHROUGH

ABOUT THIS HOME
Luxury Home for sale in Middleton, WI:
Beautiful sunlit filled home in the heart of Blackhawk! Trappers Trail is a hidden street with mature trees & gentle slope allowing for unparalleled privacy. This brick front home offers classic finishes & generous spaces for all to enjoy. The arched transom front door foyer window results in gleaming hardwood floors! The GR features a gas FP, open staircase & a wall of BRAND NEW windows overlooking the colorful tree lined backyard. Dinette area flows seamlessly into the Kitchen which is highlighted by SS appliances, granite island w/ breakfast bar, double ovens & reach-in pantry! Nearby tile floored mudroom has tons of storage, a utility sink & raised W &am

$990,000

5 beds4.5 baths4,106 sq ft

9714 Trappers Trl, Middleton, WI 53562

Hidden street • Unparalleled privacy • Brick front home

Josh Blasi • Restaino & Associates

ABOUT THIS HOME
Luxury Home for sale in Middleton, WI:
VR $1.25M-$1.4M. Live in the Gorgeous Blackhawk Neighborhood with Middleton Schools! One of the Last Lots Available. Build Your Custom Home with Customizable Finishes & Options! 3 Variations of the Plan Provided with Detailed Descriptions; Traditional, Modern, Transitional or DESIGN YOUR OWN!! This Plan Provides Deep 3 Car Garage, an Oversized Kitchen w/ Scullery and Walk-in Pantry. Dining Room, Breakfast Nook w/ Coffee Bar, Office, Mud Room and Powder on the Main. 2 Suites on the 2nd Floor with 4 Total Bedrooms along with Generous Sized Laundry. Up to 10? Main and 9? 2nd Floor Ceilings, Optional Curved Stairs, Clear Story Windows & More! Basement Exposure with Room for an Optio

$1,250,000

4 beds2.5 baths3,711 sq ft

10013 Shadow Ridge Trl, Middleton, WI 53562

Deep 3 car garage • Custom home • Last lots available

Chris Barreau • MHB Real Estate

VIDEO TOUR

ABOUT THIS HOME
Luxury Home for sale in Middleton, WI:
Newly renovated! Experience exceptional living in prestigious Blackhawk neighborhood with beautiful golf course views. This thoughtfully designed home features an inviting open floor plan, highlighted by a stunning great room with soaring vaulted ceiling & white oak flooring. The spacious kitchen offers a Wolf range/oven, oversized island, quartz countertops, beautiful backsplash and convenient access to the screened porch?perfect for relaxing or entertaining while enjoying the serene, wooded backyard. The main-level primary suite is a private retreat, featuring a vaulted ceiling and direct access to the screened porch. The luxurious primary bath includes a soaking tub, dual vanities

$1,400,000

4 beds4 baths5,135 sq ft

9133 Blackhawk Rd, Middleton, WI 53562

0.36 acre lot • 3 garage spots • Built 1999

Joanna Janas • Sprinkman Real Estate

Property at 7842 Big Timber Trl, Middleton, WI 53562, 4 beds, 3.5 baths

$939,000

4 beds3.5 baths4,621 sq ft

7842 Big Timber Trl, Middleton, WI 53562

Steve Dinehart • Heartland Business Transitions, Inc

Property at 930 Winding Way, Middleton, WI 53562, 4 beds, 3.5 baths

$1,075,000

4 beds3.5 baths4,765 sq ft

930 Winding Way, Middleton, WI 53562

Cat Kimura • Compass Real Estate Wisconsin

Property at 4029 Serenbe St, Middleton, WI 53562, 5 beds, 5.5 baths

$1,499,000

5 beds5.5 baths3,543 sq ft

4029 Serenbe St, Middleton, WI 53562

Estella Moschkau • Sprinkman Real Estate

Property at 9526 Blue Heron Dr, Middleton, WI 53562, 5 beds, 4.5 baths

$1,225,000

5 beds4.5 baths4,536 sq ft

9526 Blue Heron Dr, Middleton, WI 53562

Chris Barreau • MHB Real Estate

Property at 4908 Winners Cir, Middleton, WI 53562, 7 beds, 6.5 baths

$3,300,000

7 beds6.5 baths12,178 sq ft

4908 Winners Cir, Middleton, WI 53562

Denise Holmes • Collective Real Estate Group

Property at 4830 Breakers Rock Rd, Middleton, WI 53597, 6 beds, 3.5 baths

$1,425,000

6 beds3.5 baths5,035 sq ft

4830 Breakers Rock Rd, Middleton, WI 53597

Rachel Kvasnica • Pinnacle Real Estate Group LLC

Property at 4607 Sumac Rd, Middleton, WI 53562, 5 beds, 3.5 baths

$1,375,000

5 beds3.5 baths4,420 sq ft

4607 Sumac Rd, Middleton, WI 53562

Shelly Sprinkman • Sprinkman Real Estate

Property at 6715 S Chickahauk Trl, Middleton, WI 53562, 5 beds, 4.5 baths

$1,100,000

5 beds4.5 baths4,167 sq ft

6715 S Chickahauk Trl, Middleton, WI 53562

Susan Detering • Solidarity Realty, LLC

Property at 9715 Red Sky Dr, Middleton, WI 53562, 5 beds, 4.5 baths

$1,450,000

5 beds4.5 baths6,129 sq ft

9715 Red Sky Dr, Middleton, WI 53562

Ali Khan • Bunbury & Assoc, REALTORS

Property at 5090 Aspen Valley Ct, Middleton, WI 53562, 5 beds, 5 baths

$2,750,000

5 beds5 baths6,531 sq ft

5090 Aspen Valley Ct, Middleton, WI 53562

Melissa Legrand • @properties-elleven Christie's International

Property at 4057 Morning Poem Pl, Middleton, WI 53562, 4 beds, 3.5 baths

$1,199,000

4 beds3.5 baths2,516 sq ft

4057 Morning Poem Pl, Middleton, WI 53562

Estella Moschkau • Sprinkman Real Estate

Property at 6644 Columbus Dr, Middleton, WI 53562, 5 beds, 4 baths

$1,150,000

5 beds4 baths3,413 sq ft

6644 Columbus Dr, Middleton, WI 53562

Lisa Ashley • Mahler Sotheby's International Realty

Property at 3324 Glacier Ridge Rd, Middleton, WI 53562, 4 beds, 3.5 baths

$1,095,000

4 beds3.5 baths3,625 sq ft

3324 Glacier Ridge Rd, Middleton, WI 53562

Kelly Longseth • Accord Realty

Property at 6833 Phil Lewis Way, Middleton, WI 53562, 4 beds, 4.5 baths

$1,399,000

4 beds4.5 baths4,656 sq ft

6833 Phil Lewis Way, Middleton, WI 53562

Kaitlin Solomon • MHB Real Estate

Property at 1214-1216 N High Point Rd, Middleton, WI 53562, 6 beds, 5 baths

$899,000

6 beds5 baths— sq ft

1214-1216 N High Point Rd, Middleton, WI 53562

Michael Weiss • MHB Real Estate

Property at 3702 Pheasant Branch Rd, Middleton, WI 53562, 3 beds, 3 baths

$1,500,000

3 beds3 baths2,427 sq ft

3702 Pheasant Branch Rd, Middleton, WI 53562

Property at Parmenter St, Middleton, WI 53562

$5,148,000

Land2.30 acres (lot)

Parmenter St, Middleton, WI 53562

Mallory Rekoske • Key Commercial Real Estate, LLC

Property at 5323 Carnation Way, Waunakee, WI 53597

$1,900,000

Land3.63 acres (lot)

5323 Carnation Way, Waunakee, WI 53597

Michele Narowetz • Stark Company, REALTORS

Property at 4817 Parmenter St, Middleton, WI 53562

$3,999,900

Land5.84 acres (lot)

4817 Parmenter St, Middleton, WI 53562

Acker Maly Home Team • RE/MAX Preferred

Property at 6242 University Ave, Middleton, WI 53562

$1,075,000

Land0.99 acre (lot)

6242 University Ave, Middleton, WI 53562

Dan Roseliep • ALTUS Commercial Real Estate, Inc.

Property at 8007 Airport Rd, Middleton, WI 53562

$950,000

Land0.88 acre (lot)

8007 Airport Rd, Middleton, WI 53562

Bryce Armstrong • Armstrong Real Estate, LLC

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Based on information submitted to the MLS GRID as of Tue Nov 10 2026. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.

Luxury Homes for Sale in Middleton

There are currently 26 luxury homes for sale in Middleton at a median listing price of $541K. Some of these homes are "Hot Homes," meaning they're likely to sell quickly. Most homes for sale in Middleton stay on the market for 94 days and receive 8 offers. Popular neighborhoods include Spring Harbor, Bishops Bay Country Club, Middleton Hills, West Side, and Far West Side. This map is refreshed with the newest listings in Middleton every 15 minutes.

In the past month, 25 homes have been sold in Middleton. In addition to houses in Middleton, there were also 36 condos, 7 townhouses, and 2 multi-family units for sale in Middleton last month. Middleton is a minimally walkable city in Wisconsin with a Walk Score of 46. Middleton is home to approximately 16,969 people and 18,326 jobs. Find your dream home in Middleton using the tools above. Use filters to narrow your search by price, square feet, beds, and baths to find homes that fit your criteria. Our top-rated real estate agents in Middleton are local experts and are ready to answer your questions about properties, neighborhoods, schools, and the newest listings for sale in Middleton. Our Middleton real estate stats and trends will give you more information about home buying and selling trends in Middleton. If you're looking to sell your home in the Middleton area, our listing agents can help you get the best price. Redfin is redefining real estate and the home buying process in Middleton with industry-leading technology, full-service agents, and lower fees that provide a better value for Redfin buyers and sellers.

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