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$450,000
4 Beds 2 Baths 2026834 MLS ACTIVE UNDER CONTRACT Status
Town of Middleton country living with all the conveniences! Nestled on a partially wooded 1.13-acre lot in desirable Enchanted Valley Estates, this charming one-owner 4-bedroom, 2-bath home offers privacy, character, and endless possibilities. The great room features stunning beamed ceilings and a beautiful fireplace and hearth. French doors in the kitchen open to a deck overlooking the picturesque yard, creating the perfect space for relaxing or entertaining. Each bedroom includes custom built-in cabinetry and shelving. The walkout lower level offers a spacious family/rec room, laundry area, and dedicated craft or hobby room. Outside, a concrete slab with electrical service is ready for a future outbuilding, workshop, or outdoor gathering space. Enjoy the serenity of country living just minutes from Middleton, Madison's west side, shopping, dining, and everyday amenities.

7807 Big Timber Trl, Middleton

$1,174,900
4 Beds 3 Baths 2026028 MLS ACTIVE Status
What sets this incredible property apart is clear before you even step inside. This contemporary home is surrounded by carefully tended prairie and woods, a thriving habitat for birds, pollinators, and wildlife. Architect Bruce Nichols designed this home with one intention: to bring the outside in. Floor to ceiling windows and skylights draw natural light deep into the heart of the home. The open kitchen w/pantry and lg island flows easily into the family room and sunny bfast nook, w/hardwood floors throughout. Guest bed + bath on main level w/primary suite + 2 beds/bath up. Glass railing overlooks the 2-story great room w/gas FP. Primary suite is a sanctuary of its own w/gas FP, oversized WIC, and bath w/shower and whirlpool tub. Solar panels, whole house fan, and updated mechanicals. Middleton schools w/low Town of Middleton taxes and nearly 2 acres of seclusion combine to create a package that rarely comes to market. If you’ve been waiting for something truly different, this is it.

8685 Airport Rd, Middleton

$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

$274,900
1 Beds 1 Baths 2025102 MLS ACTIVE UNDER CONTRACT Status
Move right into this beautifully updated first-floor Middleton condo and enjoy easy, low-maintenance living! Bright and inviting, this home features an open layout, large windows, a versatile den perfect for a home office or guest space, and a kitchen with solid surface countertops and stainless steel appliances. Relax on the covered balcony in summer or cozy up by the gas fireplace in winter. The spacious bedroom offers a large walk-in closet, plus great storage throughout. Accessibility-minded features include a roll-in shower. Additional highlights include in-unit laundry, newer luxury vinyl plank flooring, underground parking, storage, secure entry, and pet-friendly policies. Residents also enjoy a fitness center, clubhouse, library, billiards room, and elevator access, all in a fantastic Middleton location near shopping, restaurants, and Costco.

8530 Greenway Blvd Unit 107, 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

$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

$485,000
3 Beds 3 Baths 2024754 MLS ACTIVE UNDER CONTRACT Status
Seller will consider backup offers! Move right into this charming 1.5-story Cape Cod in Middleton! Property features 3 bedrooms & 2.5 baths across 2,135 sq. ft & offers a functional layout w/a main-floor primary bedroom, en-suite bathroom, 1st-floor laundry, spacious living room, & generous storage throughout. Upstairs, you'll find 2 large bedrooms w/abundant closet space. A bright & airy 15’ x 11’ three-season screened porch overlooks backyard, creating an inviting space to relax, unwind, or entertain. Home has a walk-out LL w/a rec rm, bathroom, & future flex rm or 4th bedroom. Recent updates incl: new stainless appliances, flooring, furnace, AC, Roof, Basement Carpet & Paint which will ease the move-in process. A deep, detached 1 car garage, large storage shed, fenced backyard w/mature pine trees, & 1/4 acre corner lot to further enhance this home’s comfort, convenience & value. Located in the highly desirable Middleton Schools, walking distance to parks & Downtown Middleton!

7240 Maywood Ave, 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

$300,000
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. 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 Dr Unit 5, 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

$645,000
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

$689,900
4 Beds 3 Baths 2025288 MLS ACTIVE Status
Open House Aug 8, 11-1. This tucked-away custom end-unit condo in Crane’s Nest in 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, & close to Graber Pond Conservancy, Pheasant Branch, shopping, & downtown Middleton. New Roof Coming '26!

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

$225,000
2024991 MLS ACTIVE Status
Come build a Custom Home on Lot 36 at Belle Farm in the Middleton-Cross Plains School District. Custom Homes are on the edge of neighborhood and nature. This lot allows for a home up to 2,000 sq ft. Belle Farm is a new residential community in Middleton, WI focused on physical and mental wellbeing and a deep respect for the earth. Preserving open space and overlooking Graber Pond, the neighborhood was designed to allow residents to connect with nature and neighbors, to live and to thrive, and to feel delight around every corner. Belle Farm’s thoughtful land use includes a mix of home types and compelling architecture in a walkable neighborhood. Geothermal, solar, and near net zero building are crucial elements that help us tread lighter and become more resilient. HOA maintains homeowners yards and snow removal for low maintenance living.

7549 California Love Trl, Middleton

$275,000
2024989 MLS ACTIVE Status
Come build a Custom Home on Lot 37 at Belle Farm in the Middleton-Cross Plains School District. Custom Homes are on the edge of neighborhood and nature. This lot allows for a home up to 2,000 sq ft. Belle Farm is a new residential community in Middleton, WI focused on physical and mental wellbeing and a deep respect for the earth. Preserving open space and overlooking Graber Pond, the neighborhood was designed to allow residents to connect with nature and neighbors, to live and to thrive, and to feel delight around every corner. Belle Farm’s thoughtful land use includes a mix of home types and compelling architecture in a walkable neighborhood. Geothermal, solar, and near net zero building are crucial elements that help us tread lighter and become more resilient. HOA maintains homeowners yards and snow removal for low maintenance living.

7545 California Love Trl, 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.