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$725,000
3 Beds ⋅ 4 Baths ⋅ 2025796 MLS ⋅ ACTIVE UNDER CONTRACT Status
Showings to start 6/26 at the open house. Backing to peaceful green space, this beautifully appointed 3-bedroom, 3.5-bath home offers the perfect blend of privacy, comfort, and everyday functionality. Soaring vaulted ceilings and a cozy gas fireplace create a warm, inviting living room, while the kitchen is designed for gathering with a large island, breakfast bar, and dinette that opens to the deck. Escape to the spacious primary suite featuring a walk-in closet, soaking tub, and walk-in shower. The finished lower level adds incredible flexibility with a rec room, office/den, and full bath. Complete with a 3-car garage, main-level mudroom and laundry, whole-home humidifier, and direct access to neighborhood green space and a favorite sledding hill, this home is one you'll want to experience in person.

4230 Redtail Pass, Middleton
$214,900
2 Beds ⋅ 2 Baths ⋅ 2026555 MLS ⋅ ACTIVE UNDER CONTRACT Status
Enjoy the perfect blend of comfort, convenience in this inviting Middleton condo, ideally located just minutes from Lake Mendota, parks, the bus line, UW–Madison, and all downtown has to offer! This very well-maintained 2-bed, 1.5-bath home features new windows & doors, a bright/airy living rm with an electric fp, a dedicated dining area w/ walkout to the patio, and an updated kitchen showcasing stainless steel apps, freshly painted cabinetry, a stylish backsplash & pantry. The functional multi-level floor plan offers added privacy, with both bedrooms situated on the lower level. Patio access from both the main living area and primary bedroom creates a seamless indoor-outdoor connection, allowing you to enjoy a tranquil courtyard setting & mature oak trees and green space. Additional amenities include heated underground parking & private storage! Condo fees cover heat, water, trash, & snow removal, making for easy, low-maintenance living. Pets are welcome. See docs for more info!

6245 Charing Cross Ln Unit B, Middleton
$550,000
3 Beds ⋅ 3 Baths ⋅ 2024690 MLS ⋅ ACTIVE Status
Want Waunakee schools but also something a bit closer to west Madison/Middleton? This sweet cul-de-sac is on the outskirts of Northlake neighborhood. Super short walk Orchid Heights park and to Pheasant Branch Conservancy, with miles of walking paths - a true respite from daily life. This floor plan has some really great features, including a giant mudroom with powder room (not shared with the laundry!), flex space at the top of the stair (office, crafting, reading nook?), a covered patio and 3 car garage. Two adjacent outlots give some nice elbow room between the neighbors behind. Unfinished lower level is loaded with potential for more finished space, with high/flush ceiling and rough-in for a full bath. Just 3 years old and looks brand new.

5344 Magdalene Ct, Middleton
$159,000
2 Beds ⋅ 1 Baths ⋅ 2026019 MLS ⋅ ACTIVE Status
Affordable, sunny Middleton condo with walkout to patio and wooded courtyard. $395 condo fee includes heat, water/hot water! Two decent size bedrooms, one car attached garage plus outside parking and separate storage area. Includes all appliances. New roof installed June of 2026. Includes trash and snow removal, common area maintenance and insurance. Fun location across from Marshall Park/Lake Mendota, on bus route to UW campus/downtown.

2162 Allen Blvd Unit 1, Middleton
$463,500
3 Beds ⋅ 4 Baths ⋅ 2025984 MLS ⋅ ACTIVE Status
Under construction; estimated completion 8/27/26. Welcome to Redtail Ridge Townhomes--featuring Middleton Schools! New townhomes with 4 acre park across the street! Main level open concept living with stainless/granite kitchens and baths. 3 beds & 2 baths upstairs, 2-car attached garage & ample storage space. Finished basement INCLUDED. Garage enters at basement level. Shared maintenance agreement means that you’ll never need to worry about snow removal or landscape care--all taken care of for you! Shared maintenance fee also includes your homeowners insurance coverage & your Redtail Ridge Master Homeowners Association fee. 10yr builder's limited warranty & 15yr dry basement warranty included! Interior photos & tour are of a similar model. For floor plan & design selection information, please call or email agent. END UNIT, INCLUDES FIREPLACE!

6834 Belle Fontaine Blvd, Middleton
$453,500
3 Beds ⋅ 4 Baths ⋅ 2025983 MLS ⋅ ACTIVE Status
Under construction; estimated completion 8/27/26. Welcome to Redtail Ridge Townhomes--featuring Middleton Schools! New townhomes with 4 acre park across the street! Main level open concept living with stainless/granite kitchens and baths. 3 beds & 2 baths upstairs, 2-car attached garage & ample storage space. Finished basement INCLUDED. Garage enters at basement level. Shared maintenance agreement means that you’ll never need to worry about snow removal or landscape care--all taken care of for you! Shared maintenance fee also includes your homeowners insurance coverage & your Redtail Ridge Master Homeowners Association fee. 10yr builder's limited warranty & 15yr dry basement warranty included! Interior photos & tour are of a similar model. For floor plan & design selection information, please call or email agent.

6838 Belle Fontaine Blvd, Middleton
$463,500
3 Beds ⋅ 4 Baths ⋅ 2025982 MLS ⋅ ACTIVE Status
Under construction; estimated completion 8/27/26. Welcome to Redtail Ridge Townhomes--featuring Middleton Schools! New townhomes with 4 acre park across the street! Main level open concept living with stainless/granite kitchens and baths. 3 beds & 2 baths upstairs, 2-car attached garage & ample storage space. Finished basement INCLUDED. Garage enters at basement level. Shared maintenance agreement means that you’ll never need to worry about snow removal or landscape care--all taken care of for you! Shared maintenance fee also includes your homeowners insurance coverage & your Redtail Ridge Master Homeowners Association fee. 10yr builder's limited warranty & 15yr dry basement warranty included! Interior photos & tour are of a similar model. For floor plan & design selection information, please call or email agent. END UNIT, INCLUDES FIREPLACE!

6842 Belle Fontaine Blvd, Middleton
$1,299,000
3 Beds ⋅ 4 Baths ⋅ 2025953 MLS ⋅ ACTIVE Status
Under construction, estimated completion mid July 2026. Showings start 6/19/26. Welcome to this thoughtfully designed home at Belle Farm offering main level living with a private primary suite & an open concept kitchen, living, & dining area. The living space is light-filled & functional, with hardwood floors, wood-burning stove, & a well-appointed kitchen featuring Sub-Zero, Wolf & Cove appliances. Above the garage, a separately accessed 1 bed, 1 bath ADU provides flexibility for guests, extended stays, multigenerational living, a caregiver, or a home office. Lower level includes additional bedrooms & living space, offering separation & versatility. Built with resilience in mind, the home includes solar, geothermal HVAC, & is wired for EV charging. HOA covers lawn care & snow removal, making ownership low-maintenance & easy for travel.

4057 Morning Poem Pl, Middleton
$449,900
4 Beds ⋅ 2 Baths ⋅ 2025917 MLS ⋅ ACTIVE UNDER CONTRACT Status
Opportunity awaits in this 4-bedroom, 1.5-bath home located on a desirable corner lot in an established Middleton neighborhood. Many of the major updates have already been completed, including a new roof (2025), renovated bathrooms (2025), windows (2021), siding (2021), furnace (2020), and A/C (2020). The main level offers a functional layout with a dedicated office/den, providing flexibility for work or hobbies. Hardwood under all carpeting. Outside, enjoy established gardens, a raspberry patch, and a spacious deck for enjoying the backyard. Bring your ideas and personal touches, this home offers solid fundamentals and potential to create your ideal living space. Don't miss your opportunity to build equity in a sought-after location close to parks, schools, and downtown Middleton.

1605 Maple St, Middleton
$659,900
4 Beds ⋅ 3 Baths ⋅ 2025847 MLS ⋅ ACTIVE Status
Move-in ready 8/25/26. This Everest home features a thoughtfully designed, open-concept layout ideal for modern living. Offering 4 bedrooms, 2.5 baths, and a 2-car garage, this home showcases locally made, custom Auburn Ridge® cabinetry, doors, and trim crafted to last. The stylish kitchen includes a center island, quartz countertops, and quality finishes from trusted brands like Kohler®, Moen®, and Shaw®. Durable luxury vinyl plank flooring enhances main living areas, while painted solid-core doors provide superior sound control. Designer lighting curated from Kichler® and Visual Comfort & Co. adds a polished touch. Smart Home+ technology with integrated lighting control brings everyday convenience. Enjoy added peace of mind with a one-year warranty.

7119 Johann Farm Rd, Middleton
$669,000
3 Beds ⋅ 2 Baths ⋅ 2025170 MLS ⋅ ACTIVE Status
Price drop 6/23/26. Charming raised ranch in Woodside Heights enclave, just one block from Stricker's Pond, on tree-lined, quiet, well-kept and in-demand neighborhood with downtown Middleton and schools within walking distance. In-ground pool has new liner and heater (2023), slide & stone paved decking. New carpet & paint throughout. Extensive work on landscape. Expansive Great Room has tongue & groove wood vaulted ceiling with recessed lighting, elegant wood floor, gas fireplace and extensive wood shelving & cabinetry, open to bright kitchen with cooktop island and barstool (3 incl with sale) counter for in-kitchen dining and ceramic floor. Generous window views to fully fenced pool/backyard that makes for great entertaining space! AC(07), Roof/gutters (06), H2O Htr (13), Boiler (16), spray foam insulation in attic. New Bosch DW; disposal. Thermador electric cooktop, stainless wall microwave & oven pair. NOTE: Home also available for rent at $3900/mo.

1308 Shirley St, Middleton
$1,500,000
5 Beds ⋅ 5 Baths ⋅ 2023786 MLS ⋅ ACTIVE Status
Nestled in the prestigious Blackhawk neighborhood and located in the highly sought-after Middleton School District, this former Parade of Homes residence showcases timeless elegance, exceptional craftsmanship, and high-end finishes throughout. A dramatic two-story foyer with a handcrafted curved staircase welcomes you into a light-filled interior featuring soaring cathedral ceilings, rich hardwood floors, arched doorways, and five fireplaces. The gourmet kitchen offers premium appliances, expansive prep space, a large island, and butler’s pantry leading to the formal dining room. Each bedroom features its own ensuite bath, while the main-level office offers flexibility as an additional bedroom. Floor-to-ceiling windows highlight the stunning living room, and the luxurious primary suite includes a private fireplace and spa-like bath. The walkout lower level features a theater room, recreation space, and fifth bedroom.

9715 Red Sky Dr, Middleton
$849,900
5 Beds ⋅ 4 Baths ⋅ 2025527 MLS ⋅ ACTIVE Status
Experience luxury living in Middleton's highly sought-after Bishops Bay community! This stunning 5-bed home offers exceptional space, thoughtful design, & high-end finishes throughout. Hardwood floors welcome you into the open-concept main level featuring a flexible front sitting/dining space, inviting living room with gas fireplace, and a chef's kitchen complete with granite countertops, oversized island, mosaic tile backsplash, stainless steel appliances, pantry, and sunny dinette. Upstairs, 4 spacious bedrooms each boast walk-in closets, including the elegant primary w/ dual walk-in closets, double vanity, soaker tub, and tiled shower! Convenient upstairs laundry adds everyday ease. The finished walkout lower level is built for entertaining with a wet bar, theater room w/ tiered seating, projector and surround sound, electric fireplace, exercise rm, fifth bedroom, and full bath. Enjoy the trex deck & 3-car garage —all in one of Middleton's premier neighborhoods. See docs for more!

5023 Congressional Hl, Middleton
$249,500
2 Beds ⋅ 2 Baths ⋅ 2025482 MLS ⋅ ACTIVE UNDER CONTRACT Status
Step into this bright and airy Middleton condo nestled in the desirable Rolling Hills neighborhood! Featuring beautiful wood flooring throughout, this inviting home offers a warm and seamless flow from room to room. Natural light pours into the living spaces, creating an open and welcoming atmosphere. Enjoy your morning coffee or unwind after a long day on the walkout patio, offering easy indoor-outdoor living. The home also includes an attached 2-car tandem garage, providing convenient parking and extra storage. Enjoy access to the community pool and common seating area, perfect for relaxing and making the most of sunny days. Backing up to more than 500 acres of the beautiful Pheasant Branch Conservancy and adjacent to the Bock Community Garden, this location offers exceptional access to nature, abundant wildlife, and stunning sunsets right outside your door. Conveniently located near everyday amenities while maintaining a peaceful community feel, this is easy, low-maintenance living!

5518 Century Ave Unit 2, Middleton
$695,000
3 Beds ⋅ 4 Baths ⋅ 2025413 MLS ⋅ ACTIVE Status
Middleton School District gem!! Enjoy this Town of Middleton Stonebrook Estates 3-bedroom propertunity nestled on nearly .5 acre privacy setting next to a 5-acre park. Look no further if you are looking for room to roam with the 66-acre walking trails/land with opportunities for bike rides to Settlers Park overlooking the local prairie/savanna. The backyard is perfect to work on your 9-iron aim over your vegetable/flower gardens. Soak in nature as you relax on the deck or patio while you fire up the smoker for your favorite BBQ. The inside layout is ideal for quality time together with enough space to focus on your work/projects with privacy. The inviting cook’s kitchen has abundant counter space to cook together or meal prep for the week. Abundant storage not only in the kitchen but throughout the home. After a fun day in the neighborhood enjoy time to relax in the exposed lower level for games or a movie night. New roof, AC, furnace, appliances, deck.

8600 Ellington Way, Middleton
$449,900
4 Beds ⋅ 3 Baths ⋅ 2025358 MLS ⋅ ACTIVE UNDER CONTRACT Status
FIXER- UPPER, OPPORTUNITY TO PUT SWEAT EQUITY TO WORK FOR YOU! LOCATED IN ONE OF MIDDLETON'S CLASSIC, ESTABLISHED NEIGHBORHOODS. THE HOME OFFERS YOU: 4 BEDROOMS, 3 BATHS, A FAMILY ROOM WITH A FIREPLACE, A TWO-CAR GARAGE, A DECK OFF THE KITCHEN, AND A FULL MASTER BATH. LOCATED CLOSE TO ORCHID HEIGHT PARK/TENNIS COURTS/PLAYGROUND AND BASEBALL FIELD. PHEASANT BRANCH NATURE PRESERVE IS ADJACENT TO THE PARK. THREE BEDROOMS UP AND ONE BEDROOM IN THE EXPOSED LOWER LEVEL. SELLER IS OFFERING A $7,500 FLOORING ALLOWANCE FOR YOU. SWEET EQUITY ABOUNDS IN THIS PROPERTY.

3906 Rolling Hill Dr, Middleton
$689,900
4 Beds ⋅ 3 Baths ⋅ 2025288 MLS ⋅ ACTIVE Status
This tucked-away custom end-unit condo in Crane’s Nest in the City of Middleton offers thoughtful design and quality finishes. The bright great room features 10' ceilings, a fireplace, and access to the covered deck where you can enjoy cranes, robins, hummingbirds, and other wildlife. The spacious kitchen boasts abundant painted maple cabinetry, an oversized granite island, stainless steel appliances, and ¾" maple floors. Primary suite offers a coffered ceiling, tiled walk-in shower, double vanity, and walk-in closet. A flexible split-bedroom layout includes a second bedroom or office with an adjacent full bath. Mudroom with built-ins, sink, and coat closet. The exposed lower level features two additional bedrooms, a rec room with cozy fireplace, and ample storage. TSR coating on the porch and garage floor. Professionally maintained landscaping, in-ground sprinklers, and close proximity to Graber Pond Conservancy, Pheasant Branch, shopping, & downtown Middleton. New Roof Coming 2026!

7242 Lily Ln, Middleton
$1,150,000
4 Beds ⋅ 4 Baths ⋅ 2024465 MLS ⋅ ACTIVE Status
A light-filled, Frank Lloyd Wright-inspired home in desirable Middleton Hills, thoughtfully modernized with updates touching nearly every room. The spacious gourmet kitchen features a Viking range, newer appliances, and abundant workspace. A mudroom addition now connects the garage to the home, adding convenience to everyday living. The finished lower level includes a newly converted fourth bedroom with walk-in closet and adjacent bath. Upstairs, hardwood floors, ceiling fans, custom closet systems, and an expanded tiled primary shower enhance everyday comfort. Enjoy smart home conveniences including HomeKit-compatible locks and garage openers, video doorbells, a smart thermostat, and a Universal EV charger. Outside, a fenced yard, remodeled deck, and newly added paver parking pad create a private retreat for relaxing and entertaining.

3324 Glacier Ridge Rd, Middleton
$799,900
4 Beds ⋅ 4 Baths ⋅ 2024744 MLS ⋅ ACTIVE Status
Stunning home located in the sought-after Bishops Bay, that combines the excellence of the Waunakee Schools with the conveniences and lifestyle of a Middleton location. Where luxury living meets exceptional community amenities. This home welcomes you from the moment you step inside with floor to ceiling windows, a kitchen that is both inviting and functional, offering a wolf range, new stainless steel appliances, and a large island great for everyday living and entertaining. With over 4,000 sq ft of pristine finished space, there is room for everyone. Enjoy the view of the golf course from the primary suite, along with an expansive custom closet, and luxurious walk in shower. Finished lower level includes rec space, full bath, and flex room. New roof prior to closing and a recently installed EV charger. HOA amenities include a fitness center, pool, pickleball courts, and membership options for the BB Country Club. Come enjoy all of the summer activities only minutes from home.

5019 Sawgrass Ter, Middleton
$599,900
4 Beds ⋅ 3 Baths ⋅ 2024641 MLS ⋅ ACTIVE Status
Under construction; estimated completion 9/29/26. New floor plan! This open concept home designed is designed for modern living! Cook's kitchen includes quartz countertops, granite sink, ceramic tile backsplash, stainless steel appliances, and walk-in pantry. Great room features fireplace & walkout to patio. Flex room for office, playroom, etc and two-story central staircase. Primary bedroom suite includes walk-in closet & private bath with tile shower & dual sinks. Spacious main floor laundry includes built-in wood cubbies. Basement is stubbed for bathroom & includes egress window for future expansion! 10yr builder's limited warranty & 15yr dry basement warranty included! For floor plan & design selection information, please call or email agent.

6608 Redpoll Rd, Middleton
$1,175,000
2 Beds ⋅ 2 Baths ⋅ 2024463 MLS ⋅ ACTIVE UNDER CONTRACT Status
The perfect Lake Mendota getaway! Welcome to this gorgeous, stylish and easy to maintain LAKE MENDOTA home. With 50 feet of frontage, land mounted dock, expansive shaded yard w/pergola & patio, this is the best of lake living. Newer, quality craftsman-style home, huge windows for light and lake views, open floor plan, skylights, floor-to-ceiling gas fireplace, in-floor radiant heat on main level, efficient and chic kitchen w/quartz counters, stainless appliances and lovely center island. 2 bedrooms up and 2 full bathrooms. Generous garage w/extra storage. This is the perfect spot for gathering after boating, fishing and enjoying all that Middleton, Madison and Lake Mendota has to offer. Special spot for entertaining all year round. THIS IS THE BEST DEAL ON THE LAKE BY FAR!

2830 Tomahawk Ct, Middleton
$1,949,000
4 Beds ⋅ 4 Baths ⋅ 2024407 MLS ⋅ ACTIVE Status
Imagine coming home to this stunning Twilight Tudor in one of the Madison area’s most desirable communities. With Brio Design Homes in Belle Farm, you get a lot Middleton’s newest development, a 3,625 sq ft concept home design personalized to your needs or custom designed from scratch, in-house interior design, sustainable construction and more. Brio combines design and construction under one roof so you can enjoy a seamless experience and results that truly reflect you. Belle Farm features preserved open space, net-zero construction, intentional connection, and future amenities including a coffee shop, yoga studio, and restaurant. Take advantage of this turn-key new home opportunity and enjoy stunning design and craftsmanship in a one-of-a-kind neighborhood.

7536 California Love Trl, Middleton
$875,000
4 Beds ⋅ 4 Baths ⋅ 2024287 MLS ⋅ ACTIVE UNDER CONTRACT Status
GREAT LOCATION! Keewatin Trail sits in one of Dane County's higher-elevation residential areas, offering a country feel just minutes from Middleton and Madison's West Side. Timeless architecture on a mature wooded 1.4-acre lot near the end of a quiet dead-end road in the exclusive Nature's Cove subdivision within the highly rated Middleton-Cross Plains School District. This sanctuary-like property features a 4-bedroom, 3,700 sq ft home with a huge bonus room above the garage. Enjoy spectacular sunset views from the main living room with custom wood floors crafted from trees harvested from previously owned adjacent land. Spacious primary suite offers cathedral ceilings, floor-to-ceiling stonework, and peaceful nature views. Finished walk-out lower level includes private bedroom, half bath, family room with wood-burning fireplace, laundry/workshop area, root/wine cellar, and access to a newly rebuilt deck. Exceptional built-in storage throughout plus brand-new carpet. Showings begin 5/30

4105 Keewatin Trl, Middleton
$1,225,000
4 Beds ⋅ 4 Baths ⋅ 2023237 MLS ⋅ ACTIVE UNDER CONTRACT Status
This private estate sits on 1.6 acres with sweeping views & no HOA. The gourmet kitchen has Wolf range/double ovens, SubZero fridge, warming drawer, 4 beverage drawers, + a striking swirled black marble island. The main level incl a spacious living room w/fp, formal dining, office, sunroom + laundry/mudroom. The expansive primary offers a 2 room WIC + spa bath w/glass shower + tub. The walk out LL is an entertainer’s dream with a 2nd kitchen, wine cellar, enormous rec room, indoor basketball court, plus a sauna. Add'l highlights incl: commercial grade whole house generator, elevator to all 3 levels, smart home features, 5 car garage, loads of built-ins, SunSetter awning w/lighting. A rare combination of privacy, luxury, + unmatched amenities!

3576 Timber Ln, Middleton
$349,900
3 Beds ⋅ 3 Baths ⋅ 2021318 MLS ⋅ ACTIVE Status
NEW furnace, NEW A/C, NEW Water Softener, NEW Water Heater, NEW dishwasher, NEW fridge, NEW washer & dryer! Beautifully maintained condo offering spacious living in a desirable Middleton location! Bright & inviting main level features an open-concept layout w/large living room, cozy gas fireplace & seamless flow into the dining area & updated kitchen complete w/stainless steel appliances, breakfast bar, & ample cabinet space. Private deck off dining area, perfect for relaxing or entertaining. Upper level includes generously sized bedrooms, including a spacious primary suite w/walk-in closet & private bath. 2nd bedroom on same level ALSO has en suite! 3rd bedroom could also be used as a home office, workout room, or additional living space. Convenient upper-level laundry, private attached 2-car garage, & additional storage space provide everyday functionality. Enjoy low-maintenance condo living close to parks, walking trails, shopping, dining, and everything Middleton has to offer!

719 Cricket Ln Unit 1, Middleton
$1,229,900
5 Beds ⋅ 5 Baths ⋅ 2023426 MLS ⋅ ACTIVE Status
Spectacular pre-inspected Modern Queen Anne-Style Victorian Home custom built by Blue Line Designs on a 2A lot in the Town of Middleton. This beautifully finished home features maple, walnut, and acacia hardwood floors, tile, and LVP. It offers 5 bedrooms & two bonus rooms (one is a bedroom), multiple office areas, and generous living space. The expansive 18ft great room is perfect for entertaining, while the large kitchen boasts an island, double oven, gas cooktop, newer dishwasher, and abundant storage. The dining room includes a 9-ft butler’s pantry counter for additional serving & storage space. Custom wet bar in lower level. Step outside to a backyard oasis: a lighted basketball court, custom granite firepit, Trex rear deck with hot tub connection, raised-bed garden, and a yard for soccer, volleyball, or croquet. A serene koi pond with waterfall attracts wildlife daily. Also: Roof 2018, backup gen, heated 5-car garage, 2 laundry areas, Radon system, TDS Fiber, & dual sumps.

7527 Fallen Oak Dr, Middleton
$524,900
2 Beds ⋅ 3 Baths ⋅ 2021866 MLS ⋅ ACTIVE Status
Whether you're looking to downsize, purchase your first home, or enjoy the Middleton Hills lifestyle, this thoughtfully designed two-bedroom home is your opportunity to own in one of the area's most sought-after neighborhoods. Tucked away on a quiet street, it offers charm, comfort, and low-maintenance living. Hardwood floors span the main level, leading to an updated kitchen with solid surface countertops and stainless steel appliances. The light-filled living and dining areas feature a wood-burning fireplace and opens to a three-season room. The entire upper level is a private primary suite with a spacious walk-in closet and ensuite bath. The exposed lower level includes a family room with luxury vinyl plank flooring, second bedroom, and full bath. Steps from Pheasant Branch Conservancy, parks, restaurants, and shopping. Motivated seller—don't miss this opportunity to call Middleton Hills home!

3505 Strawberry Loop, Middleton
$3,750,000
4 Beds ⋅ 5 Baths ⋅ 2023109 MLS ⋅ ACTIVE Status
15+ breathtaking acres create one of the most impressive private estates in the Town of Middleton. Rolling countryside views, beautiful white fencing, and a true park-like setting surround this extraordinary equestrian property. Perched high above the estate, the custom-built home overlooks the entire property and offers hardwood floors, 3 fireplaces, 2 full kitchens, 2 laundry areas, and a walkout lower level with seamless access directly to the pool deck. Outside, enjoy a resort-style retreat with an inground pool, waterslide, overflowing hot tub, pool house, and outdoor shower. Equestrian center built for year-round use, the approximately 20,000 sq ft heated complex features indoor and outdoor riding arenas, oversized garage doors, multiple barns and outbuildings, automatic waterers, offices, kitchens, 2 septic systems, hay storage, five fenced pastures, a lower barn with walk-in/out animal access, and a private basketball court.

3440 Meadow Rd, Middleton
$723,900
4 Beds ⋅ 3 Baths ⋅ 2023039 MLS ⋅ ACTIVE Status
Under construction; estimated completion 9/24/26. Welcome to Redtail Ridge-featuring Middleton schools. Sprawling open concept ranch with 3-car garage. Cook’s kitchen with quartz countertops, ceramic tile backsplash, slate appliances, and walk-in pantry. Impressive vaulted great room includes gas fireplace with tile surround. Dining area opens screened porch! Expansive primary bedroom suite features a huge walk-in closet and spacious private bath with tile shower, dual sinks, and large linen closet. Main floor laundry room with built-in wood cubbies. Basement includes egress window and is stubbed for bathroom for future expansion. 10yr builder's limited warranty & 15yr dry basement warranty included! For floor plan & design selection information, please call or email agent. Photos are of a similar model.

4499 Thrasher St, Middleton
$344,500
3 Beds ⋅ 2 Baths ⋅ 2022731 MLS ⋅ ACTIVE Status
You will truly love this 3bed/1.5bath half-duplex townhouse-style condo on the north side of Middleton! 1-car attached garage. Large closet in the primary bedroom! Covered patio as well as new additional patio with built-in firepit and pathway to front of house. Large side-yard! So so close to Pheasant Branch Conservancy! Pheasant Branch has 682 acres with many trails in woods, hills and wetland. 5 blocks away from public Mendota Park boat launch! Over $50,000 of updates by current owners towards the roof (2020), siding (2022), new main level and LL flooring (2019), patio (2024), and driveway (2023). Close to CTY M/Airport road and CTY Q for an easy commute to Waunakee, Madison's north side, or the far west side of Middleton via the beltline. No condo fees, No HOA fees.

3501 Valley Ridge Rd, 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.