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3206 Cross St, Madison
$940,000
3 Beds ⋅ 3 Baths ⋅ 2032510 MLS ⋅ ACTIVE Status
Classic Craftsman charm meets an unbeatable Wingra location! This inviting 3-bedroom, 3-bath home offers a bright, open layout with hardwood floors and a cozy gas insert fireplace. The kitchen features granite countertops, stainless steel appliances, and a center island, flowing into a large dining room with a dramatic vaulted ceiling that opens to the second-floor loft above. Upstairs, the spacious primary suite provides a private retreat with a walk-in closet and en suite bath featuring a soaking tub, separate shower, and double vanity. Outside, enjoy a fenced yard, built-in grilling area, private courtyard surrounded by trees, and a 2-car detached garage with additional storage above. The finished lower level adds valuable living space and versatility. Ideally located near Monroe Street’s popular restaurants, shops, parks, and neighborhood amenities. A wonderful opportunity in one of Madison’s most sought-after neighborhoods!

3206 Cross St, Madison

902 Winding Way, Madison
$939,900
4 Beds ⋅ 3 Baths ⋅ 2034425 MLS ⋅ ACTIVE Status
Located on a prime corner lot in one of the most desirable Blackhawk subdivision, this well-maintained 4-bedroom, 3-bath ranch offers 4,086 sq. ft. of versatile living space! The inviting main level features hardwood floors, comfortable living areas and abundant natural light. A bright screened porch provides the perfect spot for morning coffee or relaxing evenings overlooking the spacious yard. The exposed, finished lower level offers flexible space for recreation, guests, a home office, workout area or entertaining, plus a full bath. Recent updates include a new roof (May 26), HVAC system (25) and water heater (24), offering added peace of mind. Enjoy an outstanding Middleton location near parks, schools, shopping, dining and convenient access to Madison. With generous living space, important updates and an exceptional setting, this home is ready for your personal touches! The corner lot adds room to enjoy the outdoors, while the ranch layout makes daily living easy and convenice!

902 Winding Way, Madison

841 Wickersham Ct, Sun Prairie
$939,900
4 Beds ⋅ 4 Baths ⋅ 2030611 MLS ⋅ ACTIVE Status
Stunning former Parade Home with full brick front on a 1/2 acre lot in quiet Cul-De-Sac! 4 Bedrooms, office/den and 3.5 baths! Open concept living with quality and beauty throughout. Hickory kitchen cabinets with granite counters, island, professional SS appliances and Sub Zero refrigerator. Absolutely amazing 26X17 Washington Red Cedar Post screen porch addition with soaring vaulted ceiling, massive stone fireplace, maintenance free decking and motorized screen that walks out to a massive 27X23 brick paver patio with outdoor kitchen! All overlooking a fabulously landscaped private backyard surrounded by a privacy fence. A must see! The primary suite has a large walk-in-closet, jetted tub, and tiled shower. Three gas fireplaces, hardwood floors, first floor laundry, central vacuum, theatre room, rec-room with wet bar, new 50 year warranted GAF roof installed October of 2022 that is transferable to the next owner, heated 4-car garage that is 45 feet deep and has basement access.

841 Wickersham Ct, Sun Prairie

7842 Big Timber Trl, Middleton
$939,000
4 Beds ⋅ 4 Baths ⋅ 2034964 MLS ⋅ ACTIVE Status
Custom home in a beautiful setting, Enchanted Valley Estates and Middleton-Cross Plains schools. Live with the convenience of a subdivision on a cul-de-sac but in privacy of the nature. More than 4,000 sq ft provides not only personal space, whether it need be for work or play, but warm gathering areas to share life. Newly refinished floors in kitchen and entry. Formal dining room with bar. Great room with gas fireplace, parquet floors and picture window views across the pool to the valley. Additional Great Room with wood-burning fireplace and windows overlooking the forest. Hot Tub room with fireplace. Built in cabinets throughout the home. Multiple decks. Walk-out lower level to pool in-ground pool. House and decks are newly painted. 4.5 car garage. Lower bedroom is equipped as an efficiency if desired as such. Acreage and Tax information is for both parcels 0708-062-0067-7 and 0708-062-0850-8. Buyer to verify s.f. and room dimensions if important. No sign on property.

7842 Big Timber Trl, Middleton

616 Clear Pond Way, Madison
$929,900
3 Beds ⋅ 3 Baths ⋅ 2028276 MLS ⋅ ACTIVE Status
This Conrad home features a thoughtfully designed, open-concept layout ideal for modern living. Offering 3 bedrooms, 2.5 baths, and a 3-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.

616 Clear Pond Way, Madison

2115 Baptisia Pass, Sun Prairie
$925,000
5 Beds ⋅ 4 Baths ⋅ 2030249 MLS ⋅ ACTIVE Status
This beautiful, custom-built 5-bedroom, 4-bathroom masterpiece seamlessly blends modern style with everyday comfort. The exterior boasts exceptional curb appeal with its premium dark siding, stone accents, manicured landscaping, and a spacious three-car garage. Inside, the bright open-concept main floor impresses with soaring coffered ceilings, durable wood-look flooring, and a floor-to-ceiling stone fireplace. The chef’s dream kitchen features crisp white cabinetry, a contrasting grey island with quartz countertops, a geometric honeycomb tile backsplash, high-end stainless steel appliances, and elegant crystal pendant lighting. Just off the kitchen, a sunlit dining area with unique modern fixtures provides access to the outdoors through large sliding glass doors. The fully finished lower level offers incredible bonus space, complete with a massive recreation room, a convenient wet bar with dark cabinetry.

2115 Baptisia Pass, Sun Prairie

3008 Wyndwood Way, Bristol
$924,900
5 Beds ⋅ 4 Baths ⋅ 2034982 MLS ⋅ ACTIVE Status
Welcome home to this classic all-red-brick retreat in Bristol, set on a lush 0.76-acre lot in the Sun Prairie School District. A horseshoe driveway leads to 5,186 sqft of warm, light-filled space. The main level features hardwood floors, vaulted ceilings, and a cozy fireplace in the great room. The kitchen offers granite counters, mahogany cabinets, and a built-in desk area. Unwind in the primary suite with 10' ceilings, a private fireplace, dual WICs, and a spa-like bath with a soaking tub. Two main-floor bedrooms share a full bath, while upstairs holds a loft flex room, full bath, and a 4th bedroom. The bright, finished walk-out lower level is built for fun, featuring 9' ceilings, a rec room with a full sized kitchenette and wet bar, and 4 TVs in the lower level. Outside, your private oasis awaits with a trex deck, stone patio, built-in fire pit, basketball/pickleball area, partial yard fencing, and professional landscaping with a soothing bubbling rocks water feature.

3008 Wyndwood Way, Bristol

7224 Kickaboo Rd, Springfield
$919,000
3 Beds ⋅ 3 Baths ⋅ 2033238 MLS ⋅ ACTIVE Status
Fall in love with your new, secluded country home, just minutes from Middleton. Custom built ranch home on 7.21 acres. 3-car garage (32x39) with floor heat. 4th garage in lower level (10x11) with garage door for all your toys. 9' walls on both levels, walk-in kitchen pantry, custom Amish cabinetry, solid wood interior doors, Andersen windows, 8' patio door, Thermo-zone floor heat exchange system. Rec room in lower level has stained, heated concrete floors and rough-in for shower in 1/2 bath, lots of storage, barrier free design elements, walking trails in woods, plenty of space for garden. This could be your retreat everyday! Driveway has recently been regraded. UHP Elite Home Warranty included. Never on the market before-one owner home.

7224 Kickaboo Rd, Springfield

636 Rustic Rise Way, Madison
$914,900
5 Beds ⋅ 3 Baths ⋅ 2031234 MLS ⋅ ACTIVE Status
Stylish new construction ranch featuring exceptional curb appeal with LP SmartSide siding, stone accents, black windows, and modern black trim. Inside, you’ll find quality craftsmanship throughout, including Amish-built white oak and painted cabinetry, a spacious kitchen with breakfast bar/island, and a custom framed hood vent centerpiece. The open-concept living room offers a cozy gas fireplace and flows seamlessly into the dinette with walkout access to a maintenance-free deck—perfect for entertaining or relaxing outdoors. The private primary suite features a tray ceiling, tiled walk-in shower, double vanity, and generous walk-in closet. Convenient mudroom/laundry entry from the attached garage adds everyday functionality, while the exposed lower level includes a finished living room with natural light and room to expand. Modern design, premium finishes, and move-in-ready comfort make this home a standout! Builder warranty included!

636 Rustic Rise Way, Madison

9077 Bentley Grn, Verona
$900,000
4 Beds ⋅ 4 Baths ⋅ 2032340 MLS ⋅ ACTIVE Status
Enjoy all that Hawk's Landing has to offer in this meticulously maintained, custom 4 bedroom, 3.5-bath two-story condo. Designed with an open, bright floor plan, this exceptional home blends elegant finishes w/ comfortable everyday living. The gourmet kitchen is a true showpiece, featuring premium Sub-Zero & Wolf appliances, double ovens, abundant cabinetry & an oversized snack bar. The breathtaking two-story living room features a gorgeous stone fireplace w/ a vaulted ceiling, large formal dining room & spacious eat-in dinette. Main floor master suite w/ large walk-in closet & private bathroom w/ double vanity, whirlpool tub & tiled shower. The second floor has 2 large bedrooms, full bath & loft/office. The finished lower level adds even more living space, including a fourth bedroom, full bath, & large rec room. Additional highlights include freshly repainted interiors, an incredible remodeled laundry area, beautiful hardwood floors, a newer Trex deck & 3 fireplaces.

9077 Bentley Grn, Verona

2331 Butterfly Cir, Sun Prairie
$900,000
5 Beds ⋅ 4 Baths ⋅ 2028320 MLS ⋅ ACTIVE Status
Exceptional 2-story home with 5 bedrooms, 3.5 baths, & a finished lower level on a peaceful cul-de-sac overlooking protected conservancy. The kitchen features a Wolf range, ceiling-height cabinetry, walk-in pantry, & a butler's pantry with beverage fridge and wine storage. The great room showcases a floor-to-ceiling stone fireplace with an authentic barn beam mantel and picture window. Upstairs offers 4 bedrooms, including a luxurious primary suite with dual vanities, tiled shower, dual walk-in closets, plus convenient second-floor laundry. The finished lower level includes a spacious rec room, 5th bedroom, ¾ bath, and future bar rough-in. Enjoy the large deck, custom paver patio with fire pit, and outdoor gas grill hookup. Equipped with solar panels and a Tesla EV charger. Welcome to a home that makes dreams a reality!

2331 Butterfly Cir, Sun Prairie

209-215 School Rd, Cottage Grove
$899,900
2032541 MLS ⋅ ACTIVE Status
Fantastic 4 Unit Investment Opportunity in Cottage Grove! Well maintained and located in the Monona Grove School District, this property offers spacious 2 bedroom, 1 bath units with the features today’s renters want! Each unit includes in unit laundry, a gas fireplace, generous living space, and a private garage. Strong rental appeal combined with room to increase rents, making this an excellent opportunity to improve cash flow and long-term investment value. Convenient Cottage Grove location and a property that has been well cared for make this a standout addition to any portfolio. Another 4 unit property immediately next door is also available for sale—an excellent opportunity to expand your portfolio with 8 total units!

209-215 School Rd, Cottage Grove

201-207 School Rd, Cottage Grove
$899,900
2032505 MLS ⋅ ACTIVE Status
Fantastic 4 Unit Investment Opportunity in Cottage Grove! Well maintained and located in the Monona Grove School District, this property offers spacious 2 bedroom, 1 bath units with the features today’s renters want! Each unit includes in unit laundry, a gas fireplace, generous living space, and a private garage. Strong rental appeal combined with room to increase rents, making this an excellent opportunity to improve cash flow and long-term investment value. Convenient Cottage Grove location and a property that has been well cared for make this a standout addition to any portfolio. Another 4 unit property immediately next door is also available for sale—an excellent opportunity to expand your portfolio with 8 total units!

201-207 School Rd, Cottage Grove

5480 Walden Bay Dr, Waunakee
$899,900
4 Beds ⋅ 4 Baths ⋅ 2031825 MLS ⋅ ACTIVE Status
Show 9/3. Tucked away on a private drive behind a gated entry, this beautifully maintained home offers an exceptional combination of space, privacy, and access to the water. Set on .4 acres, the property includes waterfront access and a boat slip, making it easy to enjoy everything lake living has to offer. The main level features hardwood floors throughout, a spacious two-story living room, formal dining room, and a dedicated office. The kitchen offers Corian counters, stainless appliances, and a dining area. The main-level primary features a walk-in closet, dual vanity, jetted tub, and walk-in shower. A 3 season porch and maintenance-free deck extend the living space outdoors . Three additional bedrooms and a full bath are located upstairs, offering plenty of room for family or guests. The exposed lower level adds a bonus room, exercise room, ample storage and the finished bar and rec room is the cherry on top. There is also an insulated three-car garage attached.

5480 Walden Bay Dr, Waunakee

5480 Walden Bay Dr, Westport
$899,900
4 Beds ⋅ 4 Baths ⋅ 2031823 MLS ⋅ ACTIVE Status
Show 9/3. Tucked away on a private drive behind a gated entry, this beautifully maintained home offers an exceptional combination of space, privacy, and access to the water. Set on .4 acres, the property includes waterfront access and a boat slip, making it easy to enjoy everything lake living has to offer. The main level features hardwood floors throughout, a spacious two-story living room, formal dining room, and a dedicated office. The kitchen offers Corian counters, stainless appliances, and a dining area. The main-level primary features a walk-in closet, dual vanity, jetted tub, and walk-in shower. A 3 season porch and maintenance-free deck extend the living space outdoors . Three additional bedrooms and a full bath are located upstairs, offering plenty of room for family or guests. The exposed lower level adds a bonus room, exercise room, ample storage and the finished bar and rec room is the cherry on top. There is also an insulated three-car garage attached.

5480 Walden Bay Dr, Westport

1829 Rowley Ave, Madison
$899,000
4 Beds ⋅ 2 Baths ⋅ 2030450 MLS ⋅ ACTIVE Status
Welcome to this bright and sunny home. Ideally located on the Near West Side, this meticulously maintained property offers easy access to UW–Madison, downtown, schools, parks, shopping, dining and everyday conveniences. Backing directly to the Southwest Bike Path, the location is perfect for biking, walking and recreation. Inside, abundant natural light fills the inviting living spaces, while the spacious family room features a wall of glass patio doors overlooking the beautifully landscaped backyard. Step outside to enjoy the deck, attractive landscaping and peaceful fountain—an ideal setting for relaxing or entertaining. An indoor sauna offers a wonderful place to unwind, relax tired muscles and enjoy the restorative benefits of heat therapy. Additional highlights include a gas fireplace, one-car detached garage with a shared driveway, and meticulous care throughout. A wonderful opportunity! See Assoc Docs for all updates.

1829 Rowley Ave, Madison

3169 Hickory Ridge Rd, Verona
$899,000
5 Beds ⋅ 3 Baths ⋅ 2030232 MLS ⋅ ACTIVE Status
Once-in-a-generation opportunity to own 2.68 wooded acres on Madison's west side in Verona school district! This street is a hidden gem with wooded privacy and quick access to Madison's amenities. 8 minutes to Epic and 7 minutes to the beltline. The home has 3,774 finished sq ft, 4 garage stalls, 40 ft RV parking pad, and triple pane windows! The main level begins with a formal living room with bay window and leads to the dining room and kitchen with solid wood floors and lots of counter space. Through the kitchen is a family room and second dining area with a double sided wood-burning fireplace. Off the family room is a huge sunroom with tall windows and hot tub! If you want one-level living, there's a large bedroom, full bath and huge laundry room on the main level. Upstairs are 4 bedrooms, a full bath with double sinks, powder room, and walk-in closet in the owner's bedroom. The basement has room to play with a rec room & pool table. A rare country estate in the city! "AS-IS" sale.

3169 Hickory Ridge Rd, Verona

4070 Great Bridge Dr, Deforest
$899,000
4 Beds ⋅ 4 Baths ⋅ 2025580 MLS ⋅ ACTIVE Status
Completed in November 2024. Spacious 3048 finished square feet, with 1500+ more square feet of unfinished basement offering natural light, 9 foot ceilings, and stubbed for future bathroom. 4 bedrooms on 2nd level - all with their own, or shared, ensuite. Main floor features include 9 foot ceilings, luxury vinyl plank flooring, 4 inch baseboards, window encasements, tiled fireplace, luxury quartz countertops with custom matching backsplash, locally crafted Amish cabinetry with matching vent hood, high end appliances, dry bar with wine rack, extra wide sliding glass windows leading out to a magnificent 3 season porch, an office AND a separate bonus room. Large primary suite has tray ceilings, expansive closet, dual sinks, and custom tile shower. Guest suite has own ensuite with walk in shower, and has a large walk in closet. Painted or stained cabinetry throughout. Dual-zone heating and cooling. Large backyard backed to woods. 3 parks within a mile. Listing agent is owner.

4070 Great Bridge Dr, Deforest

1214-1216 N High Point Rd, Middleton
$899,000
2017358 MLS ⋅ ACTIVE Status
Excellent Investment Opportunity in prime Middleton Location! Well-maintained duplex in the heart of Middleton, minutes from Downtown Middleton and Greenway Station. Property features two spacious units: both 3 bed, 2.5 baths, fully finished basements for additional living space, and sunroom/office that could be used as a 4th bedroom. Units have private entrance, their own 2 car garage, and are metered separately. Strong rental demand due to location near shopping, dining, parks, and major commuter routes. Ideal for investors or owner-occupants seeking long-term value in a sought-after area. Updates include furnace for both units (2018), 1214 water heater (2024), 1216 water heater (2013). UHP Home Warranty included!

1214-1216 N High Point Rd, Middleton

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

2532 Bigler Cir, Springdale
$895,000
4 Beds ⋅ 3 Baths ⋅ 2030663 MLS ⋅ ACTIVE Status
VERONA - 2.4 ACRES-Custom contemporary home, meticulously maintained by one-owner & built by award winning Michael Simon Builders. Beautiful perennial gardens, waterfall w/breathtaking views. Welcoming vestibule entrance into a 4 bdrm, 3 bath home w/loft overlooking the great room and gorgeous views from expansive windows, Screen porch and deck. Custom kitchen w/Cherry Cabinets, granite counters, high-end appliances incl. a Sub Zero Refrigerator/freezer. Large walk-in pantry (11x6) that has built-in cabinets incl. a prep area. Primary suite was designed with large bdrm and over-sized luxury jetted tub, walk-in glass block & tile shower w/2 shower heads & dbl vanity. Lower Level has rec/Family room, plenty of storage & lg workshop w/stairs leading up to 3 car garage for convenient access. NEW ROOF-August 2026. Minutes from Verona, EPIC, Bike Trails, etc. (See Docs for more updates)

2532 Bigler Cir, Springdale

10513 Emerald Elm Rd, Madison
$895,000
4 Beds ⋅ 3 Baths ⋅ 2024919 MLS ⋅ ACTIVE Status
Stunning Pacific Northwest-style new construction home offering customizable finishes & design selections thru-out! Building will begin upon execution of a build contract. Thoughtfully designed floor plan fts. 2,920 sq ft. above grade w/ engineered hardwood floors thru-out the LR, Kit, Din & office. Kitchen offers a large island w/ breakfast bar, Quartz counters, SS appls, spacious pantry, & adjacent dinette. Living room fts. gas fireplace. Access to poured concrete patio off dinette. Upper level incl. carpeted bedrooms, including a spacious primary suite w/ walk-in closet & luxurious en-suite bath w/ double vanity, Quartz counters, soaking tub & separate tiled shower. Convenient laundry on UL. 3-car tandem garage. Opt.l LL finish adds approx. 870 addl' sq. ft. for $75,000. Price is based on current selections & subject to change w/buyer customization. Floor plans available upon meeting with builder. Looking for a different design? Builder can work with you to create your dream home!

10513 Emerald Elm Rd, Madison

1009 Ziegler Dr, Waunakee
$889,000
4 Beds ⋅ 3 Baths ⋅ 2033752 MLS ⋅ ACTIVE Status
NEW CONSTRUCTION 4-bedroom, 3 bath home with partial lower-level finish. Tranquil screen porch with vaulted ceiling, Trex deck and metal railing, and steps to backyard. Kitchen features warm oak and painted cabinetry and quartz counters w/coffee bar. Walk in pantry with appliance countertop! Sizable Primary Suite with tray ceiling and rope lighting. Primary bath includes gorgeous tile shower with ALL of the upgrades and large custom closet! Main floor guest bedroom or office space. Stylish custom built locker bench and well-designed laundry room are all part of the main floor features. Lower Level includes wet bar, rec room, Bedrooms 3 & 4 and Guest Bath. Estimated completion November 2026! Custom built by Ganser Construction, Inc.

1009 Ziegler Dr, Waunakee

12 Wooded Acres Rd, Cross Plains
$885,000
2031931 MLS ⋅ ACTIVE Status
Rare opportunity to own 12 secluded, wooded acres in the Town of Cross Plains! Surrounded by mature hardwoods and towering oaks, this exceptional estate parcel offers incredible privacy and peaceful setting for your dream home. Major groundwork and expense have already been completed, including combining two parcels and constructing an extensive gravel driveway, with final segment open for flexible home placement. Sellers completed extensive architectural planning, demonstrating the property’s potential for a substantial single-level home, optional walkout LL, offering design flexibility and seamless connections to the surrounding landscape. Perc test and CSM complete. Across from Observatory Woods State Natural Area and within the highly sought after Middleton-CP School District. Enjoy the tranquility of a standalone rural parcel while remaining conveniently close to Madison. A truly special opportunity to create a private estate surrounded by nature without sacrificing convenience.

12 Wooded Acres Rd, Cross Plains

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.

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