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$250,000
2 Beds 1 Baths ACTIVE Status
Enjoy easy condo living in a fantastic Middleton location! This bright and spacious 2nd-floor unit sits directly across from Firefighter?s Memorial Park and features abundant natural light and an open-concept layout perfect for everyday living and entertaining. Step outside to your private balcony for morning coffee or a relaxing evening outdoors. Both bedrooms offer generous space, including a walk-in closet in the primary. Additional conveniences include in-unit laundry, a private garage, and an extra-large storage unit. Located in the sought-after Middleton-Cross Plains School District with quick access to parks, shopping, schools, dining, and the Beltline. Professionally managed condo association with pets and rentals allowed. A great opportunity to enjoy space, convenience, and a prime Middleton location!

2814 Pleasant View Road Unit 202, Middleton

Listing courtesy of Real Broker LLC.

$190,000
2 Beds 1 Baths ACTIVE Status
Currently leased through May 2027 at $1,520/month ? this is a rare opportunity: a rentable condo in desirable Middleton, ideal for investors or an owner occupant. This tastefully updated, well-maintained first-floor 2-bedroom, 1-bath condo offers comfortable living with a practical, easy-to-maintain layout. The location is a standout, with convenient access to Hilldale shopping, scenic trails, conservancies, parks, and Lake Mendota, plus everyday amenities close by. Outdoor lovers will appreciate having the water and green space close by, year-round. A straight shot to downtown Madison means commuting is simple. This property offers an attractive, turnkey opportunity for investors seeking an established rental in a sought-after area, combining location, condition, and long-term rental potential.

7106 Fortune Drive Unit 3, Middleton

Listing courtesy of Real Broker LLC.

$274,900
1 Beds 1 Baths ACTIVE Status
Comfort, convenience and condo living come together in Middleton! This 1-bedroom, 1-bath condo welcomes you with an open floor plan that makes everyday living and entertaining feel effortless. Pull up a stool at the breakfast bar, settle in beside the gas fireplace, or enjoy a quiet moment in the sunroom. Two spaces in the heated underground parking garage offer a welcome perk through every Wisconsin season, while an included storage unit keeps extras close at hand. The community clubhouse expands your options with an additional kitchen and exercise room. Set along Greenway Blvd, this inviting condo puts Middleton shopping, dining, recreation and everyday conveniences within easy reach. An ideal place to simplify your routine and enjoy the amenities of condo living!

8510 Greenway Boulevard Unit 104, Middleton

Listing courtesy of Stark Company, REALTORS.

$315,000
2 Beds 1.5 Baths ACTIVE Status
Lake living meets modern convenience at Century Harbor Condominiums! Ideally situated just steps from beautiful Lake Mendota, this bright and inviting 2-bedroom, 1.5-bath condo offers the perfect blend of comfort, updates, and an unbeatable location. The spacious primary suite features a walk-in closet and private half bath, while abundant windows and vaulted ceilings fill the home with natural light. Enjoy a thoughtfully updated interior with a total kitchen remodel and LVP flooring in kitchen , dining, living and full bath '18. 2022 remodeled half bath & 2025 new LVP flooring in beds. Spacious balcony with storage on both sides, plus enjoy the convenience of an in-unit washer/dryer & underground heated parking. Step outside and take advantage of Lake Mendota access, piers/boat slips upon availability. Walk to Harbor Athletic Club, coffee shops & local favorites incl. Midtown Pub, and C's Breakfast & Bakery. Come experience the easy, vibrant lifestyle of Century Harbor!

2805 Century Harbor Road Unit 4, Middleton

Listing courtesy of MHB Real Estate.

$249,000
2 Beds 1 Baths ACTIVE Status
Conveniently located near shopping, restaurants, and the bus line, this beautifully updated end-unit condo offers comfort, convenience, and investment potential. Featuring 2 bedrooms, 1 full bath, an open layout, in-unit washer and dryer, and a spacious private balcony, this home is move-in ready. Enjoy the convenience of heated underground parking with one assigned space, elevator access, and secure building amenities. Currently operating as a successful short-term rental, this property offers rental income potential through the remainder of the year. The established short-term rental business and all furnishings are available for purchase separately, providing a turnkey investment opportunity or a fully furnished personal retreat. Don't miss this versatile property in an exceptional location!

2051 Allen Boulevard Unit 201, Middleton

Listing courtesy of Badger Realty Team.

$250,000
1 Beds 1 Baths ACTIVE Status
OPEN SEPT 9/5 11:00-1:00! 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 outdoor pool! Don't forget to bring your kayak, paddle boards &canoe! Keep them right on the level lake frontage &enjoy lake life & carefree living at its best! Sit around the fire pit & take in the breathtaking lake views &Madison Skyline! Call for details on the pier & boat slips! Underground Parking spot 44, Storage unit 14

2809 Century Harbor Road Unit 3, Middleton

Listing courtesy of RE/MAX Preferred.

$199,900
1 Beds 1 Baths ACTIVE Status
Don't miss this move-in-ready 1-bedroom, 1-bath condo offering comfortable, low-maintenance living. Enjoy the quiet outdoors on your patio. Surrounded by beautiful shared green space?perfect for relaxing or enjoying the outdoors. Additional features include 1 underground parking spot, a private storage area, and a convenient on-site laundry. Located just minutes from downtown Middleton, Greenway Station, Lake Mendota, Costco, Hilldale Shopping Center, parks, walking and biking trails, restaurants, shopping, and with easy access to Madison and the University of Wisconsin?Madison. A wonderful opportunity to own an affordable home in an unbeatable location. Schedule your showing today!

6235 Charing Cross Lane Unit A1, Middleton

Listing courtesy of LPT Realty.

$290,000
2 Beds 2 Baths ACTIVE Status
Middleton schools! This beautifully updated 2-bedroom, 2-bath condo features two recently remodeled bathrooms and a spacious, open layout. The large living room with a gas fireplace opens to a private patio, creating the perfect space to relax or entertain. The generously sized kitchen and dining room offer plenty of room for gatherings. Additional highlights include private in-unit laundry, a heated underground parking space and a dedicated storage area. The monthly condo fee covers internet/Wi-Fi, basic cable, hot water and water/sewer for added convenience and value. Enjoy an exceptional array of community amenities, including an outdoor pool, clubhouse, tennis courts and a scenic conservancy with walking paths. Central air is currently being replaced, providing added peace of mind for the next owner. Don't miss your chance to enjoy low-maintenance living with outstanding amenities in a desirable Harbor Village location!

3108 Creek View Drive Unit 5, Middleton

Listing courtesy of Pinnacle Real Estate Group LLC.

$215,000
2 Beds 1.5 Baths ACTIVE Status
Recent Price Reduction! Enjoy affordable, low-maintenance living just minutes from Lake Mendota, parks, beaches, the bus line, UW?Madison, and downtown Madison. This updated multi-level condo features vinyl wood plank flooring, a refreshed full bath, and a functional layout with lower-level bedrooms for added privacy. Multiple patio doors flood the home with natural light while overlooking mature oak trees, peaceful green space, and a tranquil courtyard setting with refreshing lake breezes. Outdoor patio access from both levels provides plenty of space to relax or entertain. Underground parking, private storage, shared laundry, and the opportunity to add in-unit laundry offer added convenience. HEAT, WATER, trash, and snow removal are included in the condo fees. Pets allowed with some restrictions.

6239 Charing Cross Lane Unit B-2, Middleton

Listing courtesy of First Weber Inc.

$215,000
2 Beds 2 Baths ACTIVE Status
Conveniently located in Middleton?s desirable Rolling Hills Condo Association, this bright & welcoming 2-bed, 2-bath condo offers a true escape from the daily grind. Sunlight streams into the spacious open-concept living area, which opens onto a private balcony overlooking rolling green lawns, mature trees, & the community pool. The well-designed galley kitchen provides ample cabinetry, counter space & room for friends & family to gather while you cook. The primary suite features a private ensuite bath, generous walk-in closet & peaceful views. A second bedroom, additional full bath, in-unit laundry & 2-car tandem garage complete the thoughtful layout. Residents enjoy exclusive access to the sparkling pool, scenic walking trails, BBQ & picnic areas & the serene surroundings of the Rolling Hills community. Ready to move in & enjoy effortless living & a strong sense of community in one of Middleton?s most convenient associations.

5548 Century Avenue Unit 4, Middleton

Listing courtesy of MHB Real Estate.

$195,000
2 Beds 1 Baths ACTIVE Status
Welcome to this beautifully updated 2-bedroom, 1-bath condo in an unbeatable Middleton location. The refreshed kitchen features quartz countertops, white cabinetry and stainless steel appliances, flowing seamlessly into a bright and comfortable living space. Enjoy a quiet, private setting from your balcony that feels like you?re nestled in the trees, perfect for morning coffee or evening unwinding. Ideally located directly across the street from Marshall Park on the shores of Lake Mendota, offering easy access to trails, green space and waterfront activities. Additional highlights include a private 1-car garage, ample surface parking for residents and guests and a dedicated storage unit. HOA dues cover heat and hot water, adding convenience and value to this exceptional opportunity.

2140 Allen Boulevard Unit 3, Middleton

Listing courtesy of Pinnacle Real Estate Group LLC.

$2,100,000
ACTIVE Status
Prime Beltline visibility! This 1.52 acre site is perfectly positioned for maximum exposure with 187,000 vehicles per day and surrounded by a good mix of local and national retail and service businesses. Existing building is serviceable for an incoming business - or could be removed to make room for a new concept. Located in an island of the Town of Middleton, the site is currently served by well water. This island is slated to be incorporated into the City of Madison in the future and the option exists to attach to municipal water ahead of schedule. Billboard is on an easement and is not a part of this sale. 2022 Phase II and DNR No Action Required letter are on file. All dimensions are approximate - buyer to verify.

6530 Seybold Road, Middleton

Listing courtesy of Acres Realty.

$179,900
2 Beds 1 Baths ACTIVE Status
This 2-bedroom condo offers a recently updated kitchen, comfortable living spaces, and a fantastic location just minutes from Madison. This condo is conveniently located across from Marshall Park! A bus stop right outside the building to take you directly into downtown Madison. Inside, you will find a bright and functional layout designed for everyday ease. Additional highlights include a private 1-car garage, ample surface parking, a separate storage unit, and a balcony overlooking the peaceful wooded green space. New roof installed in 2026. The condo HOA includes heat, water, sewer, and snow and garbage removal. A convenient card/coin-operated laundry machine is located in the basement. Well-located, affordable, and move-in ready.

2142 Allen Boulevard Unit 4, Middleton

Listing courtesy of Homecoin.com.

Copyright 2026 WIREX Multiple Listing Service. 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 prospective properties consumers may be interested in purchasing. All information is deemed reliable, but not guaranteed. Information is supplied by seller and other third parties and has not been verified.

Copyright 2026 WIREX Multiple Listing Service. 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 prospective properties consumers may be interested in purchasing. All information is deemed reliable, but not guaranteed. Information is supplied by seller and other third parties and has not been verified.