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9101 Settlers Rd, Madison
$899,990
4 Beds ⋅ 4 Baths ⋅ 2034195 MLS ⋅ ACTIVE Status
Exceptiional opportunity at a value hard to find! MIDDLETON SCHOOLS & premier location combine with generous space, quality and amenities to create remarkable value. This well-appointed home offers a bright, open floor plan enhanced by quality finishes throughout. Impressive Great Room features soaring 12 ft ceilings. Beautiful Kitchen showcases maple floors, quarts countertops, cherry cabinetry, and large dinette. Spacious main floor primary suite features a walk-in closet, double vanity, soaking tub & sperate shower. Upstairs you'll find 3 generously sized BR's & full bath with double vanity. Finished exposed lower level is filled with natural light and offers an expansive family room with gas fireplace, additional media/game or entertaining space, flex room ideal for guest, exercise/play room, and full bath. Abundant storage and closets throughout. Three-car garage with pull down attic storage. New Roof & Gutters 2026. Walk to neighborhood parks & enjoy all Middleton has to offer.

9101 Settlers Rd, Madison

7201 Countrywood Ln, Madison
$700,000
4 Beds ⋅ 4 Baths ⋅ 2033626 MLS ⋅ ACTIVE Status
Distinguished & spacious home on 3 living levels is ideal for families. Dual stamped concrete walkways lead to a covered brick entry welcomes you into a 2-story foyer w/loft introducing the open layout. Back of home is open the full length; from gas fp past the quartz island w/numerous windows allowing much sunshine! Excessive cabinetry in kitchen extends into the dining area & mud room leading out to garage. Kitchen offers lengthy solid surface counters, SS appliances incl. gas range, beverage bar, tile floors & window sink viewing backyard. French doors broaden living rm into family rm w/wood floors(are also in formal dining). Upstairs- 4 large bedrms +laundry rm w/sink & cabinets. Vaulted primary bdrm has mutliple closets, large bath w/tub & separate shower plus bonus rm...great office or nursery! Downstairs also open w/gas fp, wet bar & den that makes for a slumbering suite w/full bath. Pergola over patio is great spot to view kids on concrete court or inside wood-fenced roomy yard

7201 Countrywood Ln, Madison

930 Winding Way, Madison
$1,075,000
4 Beds ⋅ 4 Baths ⋅ 2033330 MLS ⋅ ACTIVE Status
Welcome to an exceptional home in the highly sought after Blackhawk neighborhood! You'll love meal prep again in the expansive gourmet kitchen equipped with premium Sub-Zero and Wolf appliances, granite throughout, and a convenient walk-in pantry. A large screened-in porch is a perfect place for morning coffee, and offers an inviting extension of the living space, connecting you to the private tastefully landscaped backyard complete with pool and an in-ground sprinkler system. The spacious main-level primary suite offers dual walk-in closets and a luxurious bath with separate shower and jetted tub. An elegant office with custom built-ins, formal dining room and welcoming great room complete the main level. The lower level continues to impress with high ceilings and a spacious, light-filled family room featuring a cozy fireplace and a huge bar area! Three additional bedrooms, with adjoining bathrooms, provide comfort and privacy for family or guests.

930 Winding Way, Madison

1805 Autumn Hill Dr, Madison
$850,000
3 Beds ⋅ 3 Baths ⋅ 2030871 MLS ⋅ ACTIVE UNDER CONTRACT Status
Luxurious hilltop ranch with exceptional interior design and beautiful views! Dramatic details include 11-ft. ceilings in the great room, extensive Maple built-ins, crown molding, 6-panel doors and hardwood flooring. Recently refinished center cut Maple floors. Hearth room features a two-sided fireplace, while the gourmet kitchen offers solid-surface counters and abundant cabinetry. Main-level primary suite includes an updated bath w jetted tub and separate shower. Finished walkout lower level features a fireplace, full wet bar, built-in speakers and generous storage. The private backyard, professionally landscaped by Glacier Landscaping, features patio pavers, a bar, reading area and beautiful gas fire pit—perfect for entertaining and relaxing. Additional highlights include 3+ car garage, Energy Star construction, 6 new Pella windows, new Pella exterior doors with lifetime warranty, Moen Water Flow Control System, smart thermostat and SimpliSafe security system.

1805 Autumn Hill Dr, Madison

5302 Comanche Way, Madison
$516,000
4 Beds ⋅ 3 Baths ⋅ 2032250 MLS ⋅ ACTIVE Status
GLOW-UP COMPLETE! Fresh new updates to this 4 bedroom, 3 bath, spacious ranch home on a corner lot in Cherokee Park! Convenient ranch-style living on the main level, plus a finished lower level that adds valuable additional living space. Need a home office? Recreation/gaming area? Entertainment space? Room for guests? Updates include: New roof, garage door, carpet - most rooms, new hardwood floors in foyer, dining room & kitchen, freshly painted kitchen & main bath cabinets, new main bath countertop, new paint in living & dining rooms, kitchen & family room. Deck rebuilt in '25. Gutters & downspouts new in '25. Garage floor, driveway & front sidewalk mudjacked '26. Neighborhood is nestled between the Yahara River, Cherokee Marsh with its nature paths, and the world-class TPC Wisconsin golf course. There is an optional annual membership in homeowners' association that sponsors events throughout the year, including the Cherokee Park garage sale weekend each May.

5302 Comanche Way, Madison

638 Orchard Dr, Madison
$549,900
4 Beds ⋅ 2 Baths ⋅ 2031208 MLS ⋅ ACTIVE UNDER CONTRACT Status
Welcome home to this charming, well-maintained 4-bedroom, 2-bath ranch nestled on a beautiful lot in the desirable Midvale Heights neighborhood. Offering nearly 2,000 total finished square feet, this home combines inviting living spaces, thoughtful updates, and plenty of room to enjoy. The main level features a bright and welcoming living room, spacious great room, and an eat-in kitchen with a convenient breakfast bar. Three bedrooms and a full bath complete the main level. The partially finished lower level provides additional flexibility with a fourth bedroom, updated bath, and space for a rec room, home gym, or office. Outside, the large deck offers the perfect spot to relax or entertain while enjoying the beautiful lot. An attached 1-car garage provides added convenience and storage. Ideally located near Odana Golf Hills Course, with easy access to Odana Road and Midvale Boulevard. For added piece of mind this home has been pre-inspected. This one won't last long!

638 Orchard Dr, Madison

211 Vista Rd, Madison
$795,000
4 Beds ⋅ 3 Baths ⋅ 2030775 MLS ⋅ ACTIVE Status
West Lawn Two Story boasts an idyllic locale, original character, sun filled spaces, & a versatile floor plan that offers options for work from home & guest space. Classic features; hardwood floors, living room w/original built-ins & wood burning fireplace, formal dining w/built in hutch, a south facing sunroom, & a main floor 1/2 bath. Kitchen offers an induction range, solid surface counter-tops, SS appliances & a breakfast bar and opens into the family room w/new LVP flooring. 2nd floor offers 3 bdrms w/spacious primary, a large bathroom w/new vanity & separate tub and walk-in shower (potential to divide to create two baths). 3rd floor offers vaulted ceilings, skylights, new carpet & two distinct spaces for a bedroom and den. Great outdoor space w/a deck off the family room, gardens, raspberries and a rare 2 1/2 car garage. Updates: Added HVAC to sun room, fresh interior paint, refinished wood floors, A/C, H20 Heater & more!

211 Vista Rd, Madison

6605 Old Sauk Rd, Madison
$529,500
4 Beds ⋅ 4 Baths ⋅ 2030076 MLS ⋅ ACTIVE UNDER CONTRACT Status
Experience sophisticated Bauhaus-style living in this sleek architectural masterpiece. Spanning 2,284 sq ft, this unique home features 10ft ceilings on the main level w/ an open kitchen, dining, and great room wrapped in massive, glazed windows that blend nature and privacy. Perfect for those seeking high quality yet a simple lifestyle, or for those who are looking for a high-yield Airbnb/Vrbo investment, the 9ft-ceiling upper level offers 4 bedrms w/ solid hardwood floors & 4 European-style baths boasting granite walls, a circular primary spa tub, massage showers, & bidets. A finished lower level w/ tiled flooring provides flexible space for a media room, office, or extra bedrms. Enjoy a gorgeous 0.28-acre lot w/ mature trees, perennials, & a private patio. Includes an oversized 2-car garage w/ 14ft ceilings & deep storage. Located in a top school district just 10 minutes from UW, VA, and West Towne Mall. Don't miss this one-of-a-kind opportunity — the true beauty is inside; MUST SEE!

6605 Old Sauk Rd, Madison

66 Oak Creek Trl, Madison
$550,000
5 Beds ⋅ 3 Baths ⋅ 2029313 MLS ⋅ ACTIVE Status
HOA fee $673 per month. One of Tamarack Trail's most distinctive homes, this stand-alone ranch lives like a private residence, nestled among mature trees and backing directly to the Sauk Creek Greenway. Offering an exceptional sense of privacy rarely found in the community, the home features vaulted ceilings, oversized windows, a spacious kitchen with a sunny eat-in dining area, and an expansive deck overlooking the woods. The main level includes three bedrooms and two baths, while the walkout lower level offers two additional bedrooms, a full bath, and generous living space. Ready for your personal updates, this is a rare opportunity to create your dream home in one of Tamarack's most coveted settings. Just a short walk to restaurants, shopping, groceries, Madison parks, you'll also enjoy access to Tamarack's clubhouse, pool, community gardens, tennis courts, and miles of scenic walking paths.

66 Oak Creek Trl, Madison

321 Sauk Creek Dr, Madison
$715,000
4 Beds ⋅ 4 Baths ⋅ 2028797 MLS ⋅ ACTIVE Status
This inviting home offers generous space, flexible rooms, and comfort for everyday living, working, and entertaining. A welcoming 2-story foyer creates an immediate sense of home, while the sunken front living rm adds character and the dining area features convenient built-ins. Spacious kitchen offers an island, ample cabinetry, stainless appliances, and an eat-in area that flows into the family rm with a wood-burning stove. Upstairs, the generous primary suite includes two walk-in closets, a private bath with double sinks, a separate vanity, whirlpool tub, and walk-in shower. Two additional bedrooms, a full bath with vaulted ceiling & skylight, and a versatile loft complete the upper level. Walkout basement provides even more usable space with a large rec rm, 4th bedrm, full bath, and excellent storage. Main-floor laundry, screened porch, deck, patio, oversized 2-car garage a plus! Furnace & A/C updated in 2018, roof in 7/26, complete this well-rounded home in a convenient location!

321 Sauk Creek Dr, Madison

9514 Hill Creek Dr, Madison
$780,000
5 Beds ⋅ 4 Baths ⋅ 2028209 MLS ⋅ ACTIVE Status
Welcome to this open and bright custom-built 5 bedroom home in desirable Hawk’s Landing, beautifully situated with a private backyard that backs up to a picturesque horse farm! The remodeled kitchen features new quartz countertops, a stylish tile backsplash and a large island with snack bar seating. The spacious living room offers built-ins and a cozy gas fireplace, while the formal dining room and dinette provide plenty of space for entertaining. Step outside to the huge deck overlooking an incredible backyard, perfect for relaxing or hosting guests. The inviting primary suite features a generous walk-in closet and private bathroom with a whirlpool tub, separate shower and double vanity. The exposed lower level includes a spacious rec room with a gas fireplace, 5th bedroom, full bathroom and abundant storage. Additional highlights include vaulted ceilings, hardwood floors, a 3-car garage and much more. Conveniently located just a short walk from parks and Olson Elementary!

9514 Hill Creek Dr, Madison

5601 Lake Mendota Dr, Madison
$1,550,000
4 Beds ⋅ 4 Baths ⋅ 2027725 MLS ⋅ ACTIVE Status
Showings begin Friday, July 17th. Rare property in Madison with extensive remodeling. Stone front Cape Cod on 2 city lots (.59 acres). Incredible location across street from Lake Mendota and biking distance to UW campus. Four bedrooms, large 1st floor office (2014). Three full baths remodeled in last 5 years plus main floor half-bath, 3-season sunroom (2020), hot tub room (2026), LL rec room and art studio. New detached 2.5 car garage with stairs to 2nd floor storage and new driveway (2024). Attached 2 car garage partially finished for guest suite (2026). Detached building for workshop/home office/art studio/playhouse (2025). Large kitchen with walk-in pantry and computer station (2014), 2 fireplaces, new roof (2025), new furnace (2024). Sprawling perennial gardens and partially fenced backyard. Short walk to Spring Harbor beach and middle school. Everything you could want and more!

5601 Lake Mendota Dr, Madison

1802 Autumn Hill Dr, Madison
$850,000
4 Beds ⋅ 4 Baths ⋅ 2026512 MLS ⋅ ACTIVE Status
Experience Luxury living and impeccable updates in desirable Hawk’s Landing! This stunning 4,001 sq ft home sits on a spacious 0.52-acre lot and offers a bright, open feel from the moment you enter the dramatic two-story foyer. Enjoy a remodeled stair banister / cherry hardwood floor (‘22), fresh interior paint, & abundant natural light throughout. The refreshed kitchen (’19) features granite countertops, tile backsplash, custom built-in buffet—perfect for entertaining. The great room with gas fireplace is ideal for gathering, while the private office includes a wet bar for added convenience. The finished lower level offers a serene fitness/dance studio, home theater, 4th bedroom & full bath. Outdoor living shines w/ deck and 20' stamped concrete patio (‘25). Additional highlights, 3-car garage w/Tesla charger, 20' ceiling w/abundant storage, & invisible fence. Major updates: roof (‘25), gutters (‘26), AC (‘21), water heater (‘21), carpet (‘26). It’s move-in ready!

1802 Autumn Hill Dr, Madison

4162 Veith Ave, Madison
$1,950,000
4 Beds ⋅ 3 Baths ⋅ 2024430 MLS ⋅ ACTIVE Status
Modern architecture meets the natural beauty of Lake Mendota and Cherokee Marsh in this thoughtfully designed retreat just minutes from Madison’s favorite destinations. Expansive walls of glass frame sweeping water and marsh views, creating a constant connection to the landscape and an atmosphere that feels worlds away from the city. The layout balances inviting gathering spaces with quiet privacy, ideal for both entertaining and everyday living. The chef’s kitchen flows seamlessly into the dining and living areas, where sunlight pours through dramatic windows. Tucked beyond a striking glass walkway, the private primary suite feels like its own secluded escape with a spa-like ambiance. A flexible fourth bedroom currently serves as a family room, adding versatility to the floor plan. The rooftop deck provides a front-row seat to sunsets, stargazing, and panoramic views in every season.

4162 Veith Ave, Madison

1 White Oaks Ln, Madison
$837,500
4 Beds ⋅ 4 Baths ⋅ 2024556 MLS ⋅ ACTIVE Status
Nestled on a wooded lot, this spacious home offers comfort, character, & privacy. The living room features cathedral ceilings, w/ skylight that fills the space w/natural light, & a double-sided wood-burning fireplace shared w/the adjacent family room. The kitchen offers granite countertops, a breakfast bar, & access to a cedar deck overlooking the natural surroundings. A screened porch off the family room provides an ideal spot to relax outdoors. The open staircase leads to the upper level, where the primary suite features a private deck, updated shower & flooring, whirlpool tub, double vanity, & ample closet space. The second bedroom has direct access to the updated main bath w/new tile flooring, countertops, & tub/shower surround, while a third bedroom completes the level. The walkout LL includes a family room w/built-in bookcases & seating, an office w/built-in desk & shelving, & a laundry room w/sink. An oversized 2-car garage provides plenty of storage and convenience.

1 White Oaks Ln, Madison

1130 E Gorham St, Madison
$699,900
4 Beds ⋅ 2 Baths ⋅ 2025169 MLS ⋅ ACTIVE Status
Exceptional east side residence just moments from the lake, parks, and downtown Madison, offering a rare blend of historic character and refined modern updates. This beautifully maintained home features a new detached 3-car garage (2021) with potential for future ADU/finished space above, updated electrical and plumbing (2018), and updated windows throughout much of the home. The remodeled kitchen offers an open-concept design with dining space and stainless steel appliances, while both full baths have been tastefully renovated. Upstairs, three spacious bedrooms feature soaring cathedral ceilings and abundant natural light. Rich in original charm with classic pocket doors on the main level, adding character and flexibility to define separate living spaces. Multiple outdoor living areas include an enclosed front porch with rooftop deck plus covered rear decks on both levels.

1130 E Gorham St, Madison

5 Wood Crest Ct, Madison
$849,900
4 Beds ⋅ 4 Baths ⋅ 2021166 MLS ⋅ ACTIVE Status
Private pickleball/basketball court in the heart of Madison! Your very own, private, no-reservations-needed court. Invite the neighbors, host a tournament, or just enjoy the bragging rights. For the active buyer, this is an absolute game-changer! This amazing home is tucked on a.48 acre private, wooded cul-de-sac near the Highlands, and offers spacious living w/ a functional layout. Cedar siding & mature trees hint at the warmth and craftsmanship you'll find inside. Soaring vaulted ceilings & skylights fill the main living areas w/natural light, while a massive stone fireplace anchors the living room. The formal dining room w/French doors adds an elegant touch, & the updated kitchen w/ SubZero/Wolf appliances, center island & eat-in space is perfect for everyday living & entertaining. A screened porch, family room, den with built-ins, and first floor laundry round out the main floor. Upstairs, the primary suite offers a refreshed bathroom, cedar walk-in closet and a peaceful retreat.

5 Wood Crest Ct, Madison

1801 Maplecrest Dr, Madison
$825,000
4 Beds ⋅ 4 Baths ⋅ 2021979 MLS ⋅ ACTIVE Status
Welcome to this inviting and value-priced ranch in Hawks Landing w/a half-acre setting that offers the perfect blend of open space & peaceful woods. Enjoy morning coffee or evening gatherings on the newer two-tier deck off the lovely screened porch, overlooking mature trees & perennial landscaping supported by an irrigation system. Newer LVP & carpet on the main level tie together the connected living spaces creating warm everyday flow, while the spacious kitchen w/huge pantry is ready to shine as the heart of the home. The walk-out lower level features 3 large bedrooms (incl one ensuite), a second home office, and fun hang-out space w/pool table and bar area. Heated 3-car garage w/basement access for all of your toys. Just steps from neighborhood pool, clubhouse, tennis courts, and golf this home provides an exceptional lifestyle opportunity! Move-in and make design choices to customize this great home to your preference!

1801 Maplecrest Dr, Madison

4215 Wanetah Trl, Madison
$899,000
4 Beds ⋅ 3 Baths ⋅ 2015886 MLS ⋅ ACTIVE Status
Architecturally distinctive and anything but ordinary, this chalet-inspired retreat blends timeless design with modern comfort in coveted Nakoma, just steps from the UW Arboretum and minutes from Monroe Street. Soaring beam-accented ceilings, two dramatic fireplaces, and a stunning stone kitchen create unforgettable living spaces. The generous dining room easily accommodates large gatherings - and even a grand piano. Thoughtful updates include a refreshed front entry, refinished stairs and office flooring, freshly painted bedrooms, new lower-level bedroom flooring, new carpet on the spiral staircase, updated lighting, ceiling fan, and new AC. Walls of windows and an expansive deck overlook a private wooded hillside. For buyers seeking something with character, flexibility, and architectural soul, this is a home best experienced in person.

4215 Wanetah Trl, Madison

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