Homes with Pools for Sale in Middleton, WI

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OPEN TODAY, 11AM TO 12:30PM

ABOUT THIS HOME
Home with a Pool for sale in Middleton, WI:
Welcome to an exceptional home in the highly sought after Blackhawk neighborhood! You'll love meal prep again in the expansive gourmet kitchen equipped with premium Sub-Zero and Wolf appliances, granite throughout, and a convenient walk-in pantry. A large screened-in porch is a perfect place for morning coffee, and offers an inviting extension of the living space, connecting you to the private tastefully landscaped backyard complete with pool and an in-ground sprinkler system. The spacious main-level primary suite offers dual walk-in closets and a luxurious bath with separate shower and jetted tub. An elegant office with custom built-ins, formal dining room and welcoming great room complete

$1,075,000

4 beds3.5 baths4,765 sq ft

930 Winding Way, Middleton, WI 53562

Dual walk-in closets • Screened-in porch • Gourmet kitchen

Catherine Kimura • Compass Real Estate Wisconsin

OPEN SUN, 12PM TO 2PM3D WALKTHROUGH

ABOUT THIS HOME
Home with a Pool for sale in Middleton, WI:
OPEN HOUSE SUNDAY 10/11 12pm-2pm! LAKE MENDOTA FRONTAGE! MODERN UPDATES! GARAGE! EXCELLENT MIDDLETON LOCATION! This condo project has prime frontage on the Lake & possibilities for a boat slip! Rare opportunity! Perfect for those who want a second home on the lake or a year-round perfect location on the bus line w/ quick access to UW & Madison hospitals! Walk in & be greeted by a beautiful great rm w/ high vaulted ceiling & modern LVP flooring that extends into the spacious dinette & the updated kitchen w/ granite countertops & stainless-steel applcs! King size Master w/ walk-in closet. Completely updated bath! Enjoy the large deck overlooking the relaxing o

$239,900

1 bed1 bath850 sq ft

2809 Century Harbor Rd #3, Middleton, WI 53562

Large deck • Outdoor pool • Modern updates

Peggy Acker-Farber • RE/MAX Preferred

ABOUT THIS HOME
Home with a Pool for sale in Middleton, WI:
Executive home situated on 1.5 acres w/ expansive views, offering luxury & craftsmanship. The main level showcases an impressive great room w/ floor to ceiling stone fireplace. Gourmet chef?s kitchen with adjacent screen porch. Family room features a brick surround fireplace. Mud room, laundry & butler pantry on main level. Private owner?s suite featuring a spa-inspired bath, soaking tub, & custom closet. 4 additional bdrms, 2nd laundry & hidden paneled office complete the upper level. The spacious walk-out lower level is designed for recreation & entertaining. Complete w/ a wet bar, theater rm, game area, indoor sport court, & gym. Outdoors, a private reso

$3,300,000

7 beds6.5 baths12,178 sq ft

4908 Winners Cir, Middleton, WI 53562

Gourmet kitchen • Owner suite • Butler pantry

Denise Holmes • Collective Real Estate Group

OPEN TODAY, 1PM TO 3PMVIDEO TOUR

ABOUT THIS HOME
Home with a Pool for sale in Middleton, WI:
Exceptional opportunity in sought-after Woodside Heights! Charming mid-century modern raised ranch just 1 blk fr Stricker's Pond, on quiet, tree-lined street walking distance to dwntn Middleton & schools. Spacious Great Room flows into Sun Room with dramatic tongue & groove vaulted wood ceiling, recessed lighting, hardwood floors, gas fireplace & extensive built-in wood shelving & cabinetry. Open kitchen w/ cooktop island & casual dining counter connects easily to the living areas & overlooks pool & backyard. Generous windows bring the outdoors in. Extensive recent landscaping has transformed the fully fenced backyard, creating significantly more op

$599,900

4 beds2 baths2,668 sq ft

1308 Shirley St, Middleton, WI 53562

0.26 acre lot • 2 garage spots • Pool

Jane Mccormick • Shore Bluff Realty

ABOUT THIS HOME
Home with a Pool for sale in Middleton, WI:
Welcome to Orchid Heights Townhomes! Close to beautiful Lake Mendota, walking trails and the scenic 682 acres of Pheasant Branch Conservancy. Enjoy low-maintenance living with lawn care and snow removal included, community pool and picnic area. This beautifully updated townhome features a completely renovated kitchen, updated bathrooms, updated flooring and new carpet on the upper level. Spacious kitchen offers plentiful cabinetry, granite counters, formal dining area flows into the inviting living room. Step out to a private patio to relax and enjoy amazing views and breathtaking sunsets. Upstairs are three spacious bedrooms with ample closet space. The finished lower level includes, a lar

$385,000

3 beds1.5 baths1,900 sq ft

3550 Valley Ridge Rd, Middleton, WI 53562

Picnic area • Community pool • Lake mendota

Jeannie Lamarre • Keller Williams Inspire

Property at 3120 Creek View Dr #1, Middleton, WI 53572, 1 bed, 2 baths

$250,000

1 bed2 baths1,260 sq ft

3120 Creek View Dr #1, Middleton, WI 53572

Tabitha Grahn-Galloway • First Weber Inc

Property at 3924 S Meadow Dr, Middleton, WI 53562, 3 beds, 2.5 baths

$739,999

3 beds2.5 baths3,456 sq ft

3924 S Meadow Dr, Middleton, WI 53562

Matt Lindholm • Bruner Realty & Management

Property at 3108 Creek View Dr #5, Middleton, WI 53562, 2 beds, 2 baths

$275,000

2 beds2 baths1,414 sq ft

3108 Creek View Dr #5, Middleton, WI 53562

Joe Armentrout • Pinnacle Real Estate Group LLC

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 5548 Century Ave #4, Middleton, WI 53562, 2 beds, 2 baths

$215,000

2 beds2 baths1,080 sq ft

5548 Century Ave #4, Middleton, WI 53562

Joe Shipley • MHB Real Estate

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OPEN TODAY, 11AM TO 1PM3D WALKTHROUGH

ABOUT THIS HOME
Home with a Pool for sale in Middleton, WI:
Sought-after West Madison Location! This 1140 sq/ft condo offers 2 big bdrms, 2 full baths & a wide open great rm with a gas fireplace & Screened porch. The community is designed for lifestyle & convenience, featuring an outdoor pool, tennis courts, clubhouse, elevator, secure guest entry & plenty of green space to enjoy. Secured no-step underground parking makes coming & going easy. Location puts you close to everything-just minutes from shopping, dining & entertainment at both West Towne & Hilldale Malls. On the Madison Area Bike Trail System & adjacent to Nautilus Point Park. Minutes to the Beltline & UW and Hospitals. A rare opportunity to

$199,900

2 beds2 baths1,140 sq ft

6302 Mineral Point Rd #213, Madison, WI 53705

Outdoor pool • Green space • Clubhouse

Peggy Acker-Farber • RE/MAX Preferred

OPEN SUN, 1PM TO 3PM

ABOUT THIS HOME
Home with a Pool for sale in Middleton, WI:
No showings until the open house on 10/11. Welcome to a home filled with natural light, thoughtful updates, and inviting spaces that make everyday living feel special. The kitchen showcases beautiful Swedish oak floors and stainless steel appliances, bringing warmth and character to the heart of the home. While an additional vanity and sink in the primary bedroom offer a practical touch for your daily routine. Enjoy the cozy gas fireplace on chilly Wisconsin evenings, or step outside to your private garden sitting area?a lovely spot for morning coffee or unwinding after a busy day. Enjoy access to the pool for summertime relaxation and recreation. A private entrance and your own garage add

$284,900

3 beds1.5 baths1,683 sq ft

104 Grand Canyon Dr #104, Madison, WI 53705

Cozy gas fireplace • Swedish oak floors • Access to the pool

Missy Husband • First Weber, Inc

ABOUT THIS HOME
Home with a Pool for sale in Middleton, WI:
Enjoy comfort, convenience, and a fantastic location in this spacious 2-bedroom, 1.5-bath condo! The inviting open-concept floor plan offers a bright, comfortable living space with bamboo, laminate, and tile flooring throughout. Thoughtful updates include refreshed bathrooms, paint, trim, window treatments, and ceiling fans. Enjoy the convenience of an in-unit washer/dryer combo, plus additional laundry facilities in the building. Step outside onto the large private deck and relax while taking in the beautiful views. Additional highlights include heated underground parking, a private storage unit, and access to the community pool?perfect for summer days. Ideally located near Hilldale Shoppi

$259,900

2 beds1.5 baths1,084 sq ft

5333 Brody Dr #104, Madison, WI 53705

Private deck • Community pool • Private storage unit

Rozanna Alexandrian • Real Broker LLC

ABOUT THIS HOME
Home with a Pool for sale in Middleton, WI:
SELLER WILL PAY 6 MONTHS OF CONDO DUES! Enjoy easy, low-maintenance living in this bright and spacious 2-bedroom, 2-bath condo in the sought-after west side of Madison. This 3rd-floor unit features an open-concept layout with wood floors, a galley kitchen with breakfast bar and pantry, plus a versatile den/office. Step onto the screened porch overlooking the outdoor pool, the perfect spot for morning coffee or winding down at the end of the day. The primary suite offers a walk-in closet and private bath. Heated underground parking space #316 and additional storage included. Enjoy an elevator building with ramped entrance plus an outdoor pool. HOA includes hot water, water/sewer, trash, snow

$210,000

2 beds2 baths1,140 sq ft

6302 Mineral Point Rd #316, Madison, WI 53705

Outdoor pool • Open concept living • Screened-in porch

Jackie Brown • Real Broker LLC

ABOUT THIS HOME
Home with a Pool for sale in Middleton, WI:
Main level 1-bedroom, 1-bathroom with walk-in closet, fireplace, central air, in-unit laundry, tankless water heater, living room patio door leading to covered porch. Intercom security system, below ground parking stall (7207 Flagship Dr P22 (marked L on wall) 070826419678) and storage unit(7207-4). In addition, enjoy the Harbor House Club House, expansive exercise area, swimming pool, sauna, tennis courts, playset and close proximity to commercial and retail developments. Total assessment and taxes reflects additional value of parking stall.

$190,000

1 bed1 bath735 sq ft

7207 Flagship Dr #4, Madison, WI 53719

Walk-in closet • In-unit laundry • Central air

Keith Nyman • Nyman Real Est & Appraisal Mad

ABOUT THIS HOME
Home with a Pool for sale in Middleton, WI:
NOW $350,000! Love the ease of condo living but need more space? This top-floor corner unit may be the answer. Get 1,614 sq. ft. + 420 sf flexible loft, 2 underground parking spaces, a huge private balcony, indoor pool & fitness center. If you need more than a 2-bedroom condo but don?t need 3 bedrooms, the loft gives you options?home office + TV room, art studio, workout space, reading room or guest overflow. Inside, tall ceilings, large windows, hardwood floors, gas fireplace and an updated kitchen create a bright, stylish space that feels anything but ordinary. And what do the $624/month condo dues cover? Building/common-area insurance, reserve contributions, exterior maintenance, l

$350,000

2 beds2 baths1,614 sq ft

301 Harbour Town Dr #431, Madison, WI 53717

Remodeled kitchen • Closet systems • Top floor

Jannea Wood • Stark Company, REALTORS

Property at 51 Oak Creek Trl, Madison, WI 53717, 2 beds, 2 baths

$400,000

2 beds2 baths1,728 sq ft

51 Oak Creek Trl, Madison, WI 53717

Joe Armentrout • Pinnacle Real Estate Group LLC

Property at 809 Harbor House Dr #7, Madison, WI 53719, 2 beds, 2 baths

$227,500

2 beds2 baths1,005 sq ft

809 Harbor House Dr #7, Madison, WI 53719

Andrew Willits • Keller Williams Realty

Property at 809 Harbor House Dr #4, Madison, WI 53719, 2 beds, 2 baths

$228,000

2 beds2 baths1,005 sq ft

809 Harbor House Dr #4, Madison, WI 53719

Thupten Tsering • First Weber Inc

Property at 6628 Offshore Dr, Madison, WI 53705, 2 beds, 1.5 baths

$250,000

2 beds1.5 baths1,438 sq ft

6628 Offshore Dr, Madison, WI 53705

Tiffany Shields • Keller Williams Realty Signature

Property at 60 Oak Creek Trl, Madison, WI 53717, 3 beds, 2.5 baths

$599,000

3 beds2.5 baths2,519 sq ft

60 Oak Creek Trl, Madison, WI 53717

Joan Foster • Restaino & Associates

Property at 4937 Championship Cir, Middleton, WI 53597, 6 beds, 5.5 baths

$2,500,000

6 beds5.5 baths6,626 sq ft

4937 Championship Cir, Middleton, WI 53597

Rachel Kvasnica • Pinnacle Real Estate Group LLC

Property at 5803 Bellewood Dr, Waunakee, WI 53597, 5 beds, 3.5 baths

$1,699,000

5 beds3.5 baths6,082 sq ft

5803 Bellewood Dr, Waunakee, WI 53597

Bill Goulette • Badger Realty Service

Homes with Pools for Sale in Middleton

There are currently 10 homes with pools for sale in Middleton at a median listing price of $510K. 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 86 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, 21 homes have been sold in Middleton. In addition to houses in Middleton, there were also 31 condos, 9 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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