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2809 Century Harbor Rd Unit 3, Middleton
$239,900
1 Beds ⋅ 1 Baths ⋅ 2034363 MLS ⋅ ACTIVE Status
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 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 Rd Unit 3, Middleton

6671 S Chickahauk Trl, Middleton
$789,000
4 Beds ⋅ 4 Baths ⋅ 2034086 MLS ⋅ ACTIVE Status
Wake up to some of the most spectacular views in Middleton. Overlooking the Pheasant Branch Conservancy, this stand-alone condo offers a rare blend of privacy, comfort, and connection to nature. Expansive windows fill the home with natural light while showcasing beautiful views year-round. Warm oak floors welcome you into the open-concept main level, where a spacious living room with a gas fireplace flows into the dining area and kitchen. Designed for everyday living and entertaining, the kitchen features a center island with seating, and a walk-in pantry. Meticulously maintained and move-in ready, the home offers multiple living spaces. The bright walk-out family room opens to a private patio, while the spacious primary suite features abundant natural light, a large walk-in closet, soaking tub, and separate walk-in shower. Enjoy low-maintenance condo living, near parks, trails, schools, shopping, and dining in one of Middleton's most scenic settings.

6671 S Chickahauk Trl, Middleton

3414 Valley Ridge Rd Unit 3, Middleton
$280,000
2 Beds ⋅ 2 Baths ⋅ 2034037 MLS ⋅ ACTIVE Status
Condo community Surrounded by Nature. Come On In! Surround yourself with premier quality updates found in this well maintained 1st floor unit in an established assoc. and treed neighborhood. Warm Neutral colors and white trim throughout. Desired updates include: Beautiful LVP Flooring in Living Rm-Dining Area & Hallways. Galley Kitchen offers corian Ctops-newer SS Appliances-Maple Cabinets. Both baths with newer vanities-flooring & showers with custom tile surround. Windows & Light Fixtures replaced. Primary BR has dbl closet. 2nd BR has queen size Murphy Bed. Stacked Washer & Dryer included. Extra large Linen Closet. Condo fee includes a 1 car underground parking space, storage area, an internet service and hot water. A private patio with brick wall off of LR for your personal enjoyment or gather with your neighbors in the several sitting areas or Gazebo! Pet Friendly. Close to Middleton Conservancy, Shopping, & Busline.

3414 Valley Ridge Rd Unit 3, Middleton

7237 Lily Ln, Middleton
$899,900
3 Beds ⋅ 3 Baths ⋅ 2033288 MLS ⋅ ACTIVE UNDER CONTRACT Status
Step into easy, upscale condo living with exceptional attention to detail throughout. The main level features a showstopping quartz island and backsplash, upgraded cabinetry, KitchenAid stainless appliances, cooktop and hood vent, and an open layout connecting the kitchen, dining and living areas. Wide arches, hardwood floors and thoughtful finishes add timeless appeal. The primary suite offers a private bath with quartz vanity, tiled shower with bench and a walk-in closet with built-ins. A flexible office/2nd bedroom, full bath and convenient laundry room with washer/dryer and folding counter complete the main level. Enjoy a maintenance-free deck overlooking Graber Pond and Conservancy/walking path. The finished lower level adds a 3rd bedroom with built-ins, full bath, game room w/wet bar, rec room with fireplace and game area, plus a dedicated office/wine display room with cellar. A rare combination of style, space and functionality; just a short walk to Pheasant Branch Conservancy!

7237 Lily Ln, Middleton

7777 Elmwood Ave Unit 208, Middleton
$499,900
1 Beds ⋅ 2 Baths ⋅ 2033283 MLS ⋅ ACTIVE UNDER CONTRACT Status
Showings begin on 10/04/26. Authentic industrial loft living in the heart of downtown Middleton! Located in a historic all-brick warehouse converted to condos, this south-facing 1BR. 1.5BA loft is filled with character: original exposed brick, soaring ceilings, oversized windows, industrial metal trusses & exposed ductwork. Polished concrete floors anchor the main level, while warm wood floors lead to the open loft bedroom above. Updated kitchen features stainless appliances, large island & modern finishes; both baths have also been beautifully updated. Primary bath includes a bidet & hidden refuse bin. Gas fireplace, remote-controlled blinds & balcony overlooking the park-like grounds. Leave the car parked! Walk to 3 coffee shops, 10+ restaurants, grocery, post office, gyms, salons, parks, Tuesday Farmers' Market & Capital Brewery—where you can even enjoy live music from your balcony. Historic character + modern updates + an unbeatable downtown Middleton lifestyle.

7777 Elmwood Ave Unit 208, Middleton

5019 Prairie Rose Ct, Middleton
$724,000
3 Beds ⋅ 3 Baths ⋅ 2033044 MLS ⋅ ACTIVE Status
SPECTACULAR RANCH STYLE CONDO IN DESIRABLE BISHOPS BAY NEIGHBORHOOD. One level living (primary bedroom, laundry, deck all on main floor). Located on a cul-de-sac for extra privacy. New roof September 2026. Andersen windows. Main level with cathedral ceiling, many large windows, maple wood flooring and a solar tube give this area an abundance of sunlight. LIVING ROOM (gas fireplace w/ tile surround, patio doors to maintenance free deck, decorative ceiling fan, built in cabinetry), KITCHEN (Island, breakfast bar, gas cook top, SS appliances, solid surface countertops, spectacular cabinetry, tile backsplash), DINING AREA (room for large table), PRIMARY BEDROOM (new LVP flooring, ceiling fan, walk-in closet, ensuite bathroom w/ double sinks, soaking tub, walk-in shower), LAUNDRY ROOM (washer, dryer included, tile floor), POWDER ROOM (guest bathroom). The Lower Level w/ new LVP flooring; BEDROOM #2 and BEDROOM #3. FULL BATHROOM (cabinetry). REC ROOM (access to patio) Large storage room.

5019 Prairie Rose Ct, Middleton

3550 Valley Ridge Rd, Middleton
$385,000
3 Beds ⋅ 2 Baths ⋅ 2032423 MLS ⋅ ACTIVE Status
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 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 September 2026, New Garage doors being installed in October.

3550 Valley Ridge Rd, Middleton

2814 Pleasant View Rd Unit 202, Middleton
$250,000
2 Beds ⋅ 1 Baths ⋅ 2031873 MLS ⋅ ACTIVE UNDER CONTRACT 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 Rd Unit 202, Middleton

7401 Century Pl Unit 9, Middleton
$158,500
1 Beds ⋅ 1 Baths ⋅ 2031265 MLS ⋅ 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 Pl Unit 9, Middleton

2004 Butler Ct, Middleton
$595,900
3 Beds ⋅ 3 Baths ⋅ 2031089 MLS ⋅ ACTIVE Status
PRICE REDUCED! Assumable 5.7% FHA Mortgage rate with qualification! Welcome to 2004 Butler Court, a beautifully appointed, free-standing condo tucked away on a quiet Middleton cul-de-sac. This light-filled home offers 3 bedrooms, 2.5 baths and a fabulously low condo fee. The open main level features hardwood floors, a gas fireplace, patio access and a flexible office or den. The spacious kitchen boasts granite countertops, an island, abundant cabinetry and an oversized walk-in pantry. The main-level primary suite includes a walk-in closet and tiled walk-in shower. The exposed lower level adds a second living area, 2 bedrooms and a full bath—ideal for guests or recreation. Additional highlights include paneled doors, custom blinds, ample storage and a new roof installed 8/26 all just minutes from downtown Middleton, Lake Mendota, Pheasant Branch Conservancy, shopping, restaurants, UW–Madison and UW Hospital. Measurements are approximate; buyer to verify.

2004 Butler Ct, Middleton

7106 Fortune Dr Unit 3, Middleton
$190,000
2 Beds ⋅ 1 Baths ⋅ 2030919 MLS ⋅ 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 Dr Unit 3, Middleton

3412 Valley Ridge Rd Unit 4, Middleton
$299,900
3 Beds ⋅ 2 Baths ⋅ 2030645 MLS ⋅ 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 Rd Unit 4, Middleton

2805 Century Harbor Rd Unit 4, Middleton
$307,500
2 Beds ⋅ 2 Baths ⋅ 2030222 MLS ⋅ 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 Rd Unit 4, Middleton

5021 Prairie Rose Ct, Middleton
$724,900
3 Beds ⋅ 3 Baths ⋅ 2029323 MLS ⋅ ACTIVE Status
Spacious, updated ranch-style condo in Bishop's Bay with a main-level primary suite and a new roof. The open-concept kitchen and living room feature bamboo flooring and a gas fireplace, while the eat-in kitchen offers solid surface counters, a gas range with hood vent, and abundant storage. Step outside to the private, covered composite deck — perfect for grilling or fresh air. The large primary suite impresses with custom built-ins, a walk-in shower, jetted tub, and an oversized walk-in closet. Downstairs, brand-new carpet runs throughout the expansive walk-out living space, complete with a second gas fireplace and a concrete patio. Two additional bedrooms, a full bath, and a private office round out the lower level. Recent updates include a new furnace, A/C, and water heater ('23) and new lower-level flooring('26). Topping it all off is a rare, oversized 4 car garage — plenty of room for cars, boats, and all your toys. There's simply too much to list — schedule your showing

5021 Prairie Rose Ct, Middleton

8510 Greenway Blvd Unit 104, Middleton
$269,900
1 Beds ⋅ 1 Baths ⋅ 2029617 MLS ⋅ 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 Blvd Unit 104, Middleton

707 Cricket Ln Unit 5, Middleton
$325,000
2 Beds ⋅ 3 Baths ⋅ 2027562 MLS ⋅ ACTIVE Status
Move right into this end-unit condo in the highly sought-after Middleton School District! Ideally located just minutes from Blackhawk Park, West Towne Mall, and the Beltline, this home offers the perfect blend of comfort and convenience. The open-concept main level features a spacious living room with a cozy gas fireplace, dining area, and kitchen complete with stainless steel appliances. Upstairs, you'll find two generously sized bedrooms, each with its own private en-suite bathroom, plus conveniently located second-floor laundry. Step outside to the Trex deck, perfect for grilling or relaxing on warm summer evenings. Complete with a 2-car attached garage and low-maintenance condo living, this home is ready for you to enjoy!

707 Cricket Ln Unit 5, Middleton

2051 Allen Blvd Unit 201, Middleton
$249,000
2 Beds ⋅ 1 Baths ⋅ 2027352 MLS ⋅ 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 Blvd Unit 201, Middleton

7305 Donna Dr, Middleton
$379,500
2 Beds ⋅ 2 Baths ⋅ 2026790 MLS ⋅ ACTIVE Status
NEW ROOF 10/26. Enjoy Vibrant Living in this sunny & 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, private entrance & no shared walls. Tranquil back deck with Southern Exposure 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. Several updates and Improvements. Enjoy an open plan ideal for everyday living, Spot local wildllife, enjoy Green Space & Container Gardening on your sunny back deck. Live Inspired, work from home, host friends, move in and make it yours!

7305 Donna Dr, Middleton

3108 Creek View Dr Unit 5, Middleton
$275,000
2 Beds ⋅ 2 Baths ⋅ 2025486 MLS ⋅ 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 Dr Unit 5, Middleton

6239 Charing Cross Ln Unit B-2, Middleton
$215,000
2 Beds ⋅ 2 Baths ⋅ 2022977 MLS ⋅ 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 Ln Unit B-2, Middleton

5548 Century Ave Unit 4, Middleton
$215,000
2 Beds ⋅ 2 Baths ⋅ 2022646 MLS ⋅ 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 Ave Unit 4, Middleton

This information, provided by seller, listing broker, and other parties, may not have been verified. Copyright 2026 South Central Wisconsin MLS Corporation. 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 perspective properties consumers may be interested in purchasing.