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3550 Valley Ridge Road, Middleton
$385,000
3 Beds ⋅ 1.5 Baths ⋅ ACTIVE Status
Welcome to Orchid Heights Townhomes! Located 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, a 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. The spacious kitchen offers plentiful cabinetry, granite counters, formal dining area flows into the inviting living room. Step out to a private patio where you can relax and enjoy amazing views and breathtaking sunsets. Upstairs are three spacious bedrooms with ample closet space. The finished lower level includes, a large rec room, a freestanding shower, and plenty of storage. An oversized one-car garage, guest parking across from the unit, and an unbeatable location make this move-in-ready home one you won?t want to miss! *New Roof and Gutters being installed week of Sept. 23*

3550 Valley Ridge Road, Middleton

Listing courtesy of Keller Williams Inspire.

7401 Century Place Unit 9, Middleton
$158,500
1 Beds ⋅ 1 Baths ⋅ ACTIVE Status
Opportunity to own in Middleton at an approachable price point! This updated 1-bedroom, 1-bath lower-level condo offers a spacious, open layout with plenty of room to relax, dine and entertain. The refreshed kitchen features white cabinetry, generous counter space, stainless steel appliances and a large peninsula overlooking the dining and living areas. Updated flooring and crisp neutral finishes carry throughout the unit for a clean, move-in-ready feel. The generously sized bedroom provides great closet space, while the full bath offers plenty of room and functionality. Whether you're looking for your first home, downsizing, or stop paying rent, this condo delivers an affordable opportunity to own in Middleton!

7401 Century Place Unit 9, Middleton

Listing courtesy of EXP Realty, LLC.

7106 Fortune Drive Unit 3, Middleton
$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.

3412 Valley Ridge Road Unit 4, Middleton
$299,900
3 Beds ⋅ 2 Baths ⋅ ACTIVE Status
Adjacent to Pheasant Branch Conservancy, this large Middleton 3-bedroom, 2 full baths, updated condo could be all yours! Surrounded by Cedar Trees, with a ground-level patio offering lush greenery & privacy.Great common space w/ a Gazebo, Warm underground parking, private storage unit, & large storage locker. Water Softener and Filters maintained by Maintenance; this unit has extra storage, including its own washer & dryer. Full Kitchen Remodel, floor plan has been opened up, newly remodeled & designed for efficiency, easy living, & lots of natural light throughout! See list of improvements in Associated Docs. This building is well cared for by its association; owners have gratitude for the beautiful community found here. Easy Access to Downtown Middleton/Madison. Bus Stops at Driveway. Easy access to hiking and biking in Pheasant Branch. Short walk to Lake Mendota & Mendota County Park. Located a few blocks from Dane Co. best restaurants & Shops. Dues include high-speed internet

3412 Valley Ridge Road Unit 4, Middleton

Listing courtesy of First Weber Inc.

8510 Greenway Boulevard Unit 104, Middleton
$269,900
1 Beds ⋅ 1 Baths ⋅ ACTIVE Status
Your rent era is OVER! This 1-bedroom, 1-bath Middleton condo is a fresh way to make the move into homeownership without taking on the maintenance of a house. The open layout keeps life easy, with a breakfast bar ready for morning coffee, a gas fireplace for laid-back nights, and a sunroom that can flex from home office to chill space. Two spots in the heated underground garage mean no scraping windshields all winter, and an included storage unit gives your extras a home too. The community clubhouse adds an exercise room and extra kitchen, while the Greenway Blvd location keeps shopping, dining, recreation and daily essentials close. Less upkeep, more freedom, and a place where your monthly payment can start working toward something of your own.

8510 Greenway Boulevard Unit 104, Middleton

Listing courtesy of Stark Company, REALTORS.

2805 Century Harbor Road Unit 4, Middleton
$307,500
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.

7305 Donna Drive, Middleton
$387,000
2 Beds ⋅ 1.5 Baths ⋅ ACTIVE Status
Enjoy Vibrant Living in this bright & spacious 2BR/1.5BA plus Lofted den/office Condo. Loft is perfect for working from home or a welcoming guest space. Easy Condo living in desirable Woodridge Condo Community w/ vaulted ceilings, 2 stories of windows, beautiful wood floors, skylights, gas fireplace & attached 2 car garage. Tranquile back deck overlooking Pheasant Branch Conservancy w/ miles of trails to explore. Only 25 minutes to downtown Madison & 20 minutes to Verona, 5 minutes to beltline. 1.3 miles (30 minute walk) to downtown Middleton w/unique shops, restaurants/bars and the Mustard Museum. Some updates include NEW ROOF 10/26, Refrigerator, Microwave and Oven/Range-2024, Garbage Disposal-2020, New Window in loft- 2023, New Toilets in both baths-2026, New Water Heater--aprox. 2023. Enjoy an open plan ideal for everyday living, Spot local wildllife, enjoy Green Space & Inviting sunlight and Vibrancy. Live Inspired, work from home, host friends, move in and make it yours!

7305 Donna Drive, Middleton

Listing courtesy of Real Broker LLC.

2051 Allen Boulevard Unit 201, Middleton
$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.

2809 Century Harbor Road Unit 3, Middleton
$250,000
1 Beds ⋅ 1 Baths ⋅ ACTIVE Status
OPEN Sunday 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.

6235 Charing Cross Lane Unit A1, Middleton
$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.

3108 Creek View Drive Unit 5, Middleton
$275,000
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. Enjoy the brand new central air, 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.

6239 Charing Cross Lane Unit B-2, Middleton
$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.

5548 Century Avenue Unit 4, Middleton
$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.

2140 Allen Boulevard Unit 3, Middleton
$189,900
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.

2142 Allen Boulevard Unit 4, Middleton
$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.