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$1,290,000
4 Beds ⋅ 3.5 Baths ⋅ ACTIVE Status
Perched high above the rolling hills of Wisconsin?s breathtaking Driftless Region, this exceptional two-story Amish built log home offers timeless craftsmanship, panoramic views, and privacy on 6 picturesque acres. Vaulted ceilings, exposed interior timbers, and walls of windows fill the open-concept living spaces with natural light while showcasing spectacular views in every season. Expansive decks extend the living experience outdoors?perfect for morning coffee, sunset gatherings, and entertaining against a stunning natural backdrop. Enjoy nearby Governor Dodge State Park, the Wisconsin River, The Springs Golf Club, American Players Theatre, and the iconic House on the Rock. Private yet conveniently located, this remarkable property offers a rare opportunity to embrace the beauty, tranquility, and adventure of the Driftless Region. Come for the views, embrace the serenity, and stay for the lifestyle. This is more than a home?it?s a retreat you?ll never want to leave.

4721 County Road Zz, Dodgeville

Listing courtesy of First Weber Inc.

$235,000
2 Beds ⋅ 3 Baths ⋅ ACTIVE Status
2 bed, 3 bath half duplex condo in Arena. Low-maintenance living in the growing Village of Arena, 30 minutes from Madison, Dodgeville, and Richland Center. Close enough to commute, far enough to get away. Located at the end of a quiet cul-de-sac with easy access to Highway 14. Featuring vaulted ceilings, open-concept living, large yard, large partially finished basement, a large master suite with a huge walk-in closet, and a 2-car garage. Recent updates include the roof (2023), furnace and A/C (2025), and water heater (2023). While technically a condominium, this home functions much like a single family. The HOA is simply for splitting the shared exterior insurance; the ?association? consists of just the two units. The current condo fee is $60 per month. The yard is technically shared green space, but each owner maintains their side. It may be possible to split the property into a true zero-lot line with village approval.

411 David Circle, Arena

Listing courtesy of Madcityhomes.Com.

$235,000
2 Beds ⋅ 3 Baths ⋅ ACTIVE Status
2 bed, 3 bath half duplex condo in Arena. Low-maintenance living in the growing Village of Arena, 30 minutes from Madison, Dodgeville, and Richland Center. Close enough to commute, far enough to get away. Located at the end of a quiet cul-de-sac with easy access to Highway 14. Featuring vaulted ceilings, open-concept living, large yard, large partially finished basement, a large master suite with a huge walk-in closet, and a 2-car garage. Recent updates include the roof (2023), furnace and A/C (2025), and water heater (2023). While technically a condominium, this home functions much like a single family. The HOA is simply for splitting the shared exterior insurance; the ?association? consists of just the two units. The current condo fee is $60 per month. The yard is technically shared green space, but each owner maintains their side. It may be possible to split the property into a true zero-lot line with village approval.

411 David Circle, Arena

Listing courtesy of Madcityhomes.Com.

$699,900
3 Beds ⋅ 3 Baths ⋅ ACTIVE Status
$400 Condo Fee/ Month. Set within the private House on the Rock Resort Village, this custom-built contemporary condo brings together the absolute best of Spring Green living. Start the day with golf on the championship Springs Course, unwind with sweeping fairway and valley views, and enjoy a low-maintenance home designed for both everyday comfort and weekend escape. Inside, nearly 3,000 sq ft of bright, open living space features cathedral ceilings, skylights, corner windows, hardwood floors, two gas fireplaces, and a chef?s kitchen made for gathering. The living room and primary suite both open to a private screened porch, creating a quiet place for morning coffee, evening cocktails, or simply taking in the view. The finished lower level offers guest space, a bar area, and wine storage ? perfect after a day exploring Tower Hill State Park, the Wisconsin River, Taliesin, House on the Rock, or American Players Theatre, all just minutes away.

106 Aspen Glen Drive, Wyoming

Listing courtesy of Sprinkman Real Estate.

$5,994,000
7 Beds ⋅ 7.5 Baths ⋅ ACTIVE Status
A masterpiece of scale, privacy and architectural craftsmanship, this extraordinary estate offers a warm, refined atmosphere in the heart of Wisconsin's Driftless Region. Soaring vaulted ceilings and expansive walls of glass frame breathtaking views stretching toward Taliesin, with Juliet's Tower rising quietly on the horizon. The approximately 14,000 SF residence features 7 bedrooms, 7 full & 2 half baths, 5 fireplaces, executive office with custom display gallery, fitness room, game room, two sunrooms, and exceptional indoor-outdoor living with a covered entertaining area, outdoor kitchen, fire pit and tranquil zen garden. Additional outbuilding w bath completes the property. Equally suited as a private residence, generational estate, executive retreat, luxury hospitality destination, or exceptional investment opportunity.

5750 County Road Z, Wyoming

Listing courtesy of First Weber Inc.

$719,000
2 Beds ⋅ 2 Baths ⋅ ACTIVE Status
Welcome to Gordon Creek Eagle Sanctuary, a turn-key architectural retreat set on 32 pristine acres in Wisconsin?s Driftless Area, just 10 minutes from Mount Horeb and 30 minutes from Madison?s west side. Built in 2024, this 2-bed, 2-bath home offers seamless single-level living with handcrafted trim, natural wood details, plank flooring, in-floor radiant heat and mini-splits. The kitchen features white pine epoxy counters, hickory cabinetry and exposed beams. Dramatic picture windows frame sweeping valley views from the great room, complete with woodstove and custom walnut wet bar inspired by Gordon Creek. The primary suite includes a walk-in shower and dual Riverstone vessel sinks. Enjoy 1,975 feet of private frontage on Class 1 Gordon Creek, active eagle nests, a wildlife pond and mowed trails. Home sits above the floodplain and includes Starlink, heated 2-car garage and matching 12x17 detached storage shed. A rare retreat offering privacy, natural beauty and exceptional trout water.

1980 Sandy Rock Road, Moscow

Listing courtesy of The McGrady Group, LLC.

$258,500
3 Beds ⋅ 2 Baths ⋅ ACTIVE Status
Welcome home to this well-maintained 3-bedroom, 2-bath ranch-style home, built in 1988 and thoughtfully updated in recent years. The comfortable main-level layout offers easy one-level living with plenty of space for everyday life and entertaining. Recent updates and newer included appliances add to the home?s appeal and value. The property also features a 2-car garage, providing ample space for vehicles, storage, and everyday needs. Downstairs, you?ll find a full poured-concrete basement with excellent potential for additional living space, a home office, recreation room, workshop, or whatever best fits your needs. The basement is currently unfinished and ready for your ideas. With its practical ranch-style design, three bedrooms, two bathrooms, recent improvements, newer appliances, 2-car garage, highly regarded schools, and spacious basement offering plenty of future possibilities, this home is a wonderful opportunity for buyers looking for comfort today and room to grow tomorrow

308 Benson Street, Cobb

Listing courtesy of Equity Real Estate Group, LLC.

$498,000
5 Beds ⋅ 3.5 Baths ⋅ ACTIVE Status
Discover the endless possibilities this spacious 5-bedroom brick ranch offers in a desirable Dodgeville location, minutes from all local schools. Whether you're searching for a single-family home, a multigenerational living arrangement, or an investment opportunity, this property delivers exceptional flexibility. The beautifully renovated upper level features a primary suite with private en-suite bath, two additional bedrooms, a dedicated office, and a second full bath. See the Documents section for a complete list of recent renovations. With separate street access to both levels, the lower level is ideal for rental income, extended family, or guests - or convert the home to a single-family layout. Generous square footage provides abundant living space and ample storage on both levels. Properties with this much versatility are rare - schedule your private showing today.

514 W Washington Street, Dodgeville

Listing courtesy of EXP Realty, LLC.

$1,185,000
5 Beds ⋅ 4.5 Baths ⋅ ACTIVE Status
Custom build (2012)/2025 roof, 5 bd/4.5 bath estate highlights zero-entrance first-floor accessibility with views from every room, three private decks, and soaring cathedral ceilings with custom cherry cabinets and Corian counters. A large, tranquil primary retreat offers large en suite and closet. Three living suites?each complete with its own kitchen, laundry, and bath. A heated 3-car attached garage with living quarters up. Every detail thought through. Bring your animals, hobbies, or home office to the 2016-built workshop/barn with water, electric, and heat. Garden room with plumbing in the lower level. Wood backup heat and a gas fireplace make every season warm and welcoming. Picture windows frame sweeping countryside views. 40+ acres with Otter Creek frontage adjacent to conservation land?this 5,800 sq ft property has room for everyone. An hour from Madison, three hours from Chicago/MKE, and a world away from the noise. Come see what it feels like to have enough space to exhale.

4526 County Road Q, Highland

Listing courtesy of Compass Real Estate Wisconsin.

$449,900
3 Beds ⋅ 2 Baths ⋅ ACTIVE Status
Showings begin 7/11! This better then brand new home has so many upgrades! your purchasing dollar goes farther then any new construction! Everything has been well thought out and cared for! 3 Bedroom, 2 bath, 3 Car garage with custom built items for storage in garage and laundry room! Step into this extraordinary home with custom built cabinetry, a large island and wide open views off the back patio! Watch the beautiful sun rises and sun sets as if you live in the country, also this home is just a few steps from Military Ridge Trail. Hike, bike, snowmobile without having to pack up and get in the car!

113 Cardinal Way, Ridgeway

Listing courtesy of EXIT Realty HGM.

$699,900
3 Beds ⋅ 3 Baths ⋅ ACTIVE Status
Set within the private House on the Rock Resort Village, this custom-built contemporary condo brings together the absolute best of Spring Green living. Start the day with golf on the championship Springs Course, unwind with sweeping fairway and valley views, and enjoy a low-maintenance home designed for both everyday comfort and weekend escape. Inside, nearly 3,000 sq ft of bright, open living space features cathedral ceilings, skylights, corner windows, hardwood floors, two gas fireplaces, and a chef?s kitchen made for gathering. The living room and primary suite both open to a private screened porch, creating a quiet place for morning coffee, evening cocktails, or simply taking in the view. The finished lower level offers guest space, a bar area, and wine storage ? perfect after a day exploring Tower Hill State Park, the Wisconsin River, Taliesin, House on the Rock, or American Players Theatre, all just minutes away.

106 Aspen Glen Drive, Wyoming

Listing courtesy of Sprinkman Real Estate.

$249,900
2 Beds ⋅ 1 Baths ⋅ ACTIVE Status
Fall in love with the timeless charm and incredible curb appeal of this adorable brick home in the heart of Dodgeville! From the moment you arrive, you'll appreciate the classic exterior, mature trees, beautiful oak hardwood floors, and attached 2-car garage that make this property truly stand out. Inside, you'll find 2 bedrooms, 1 full bathroom, and two separate living spaces, offering flexibility for relaxing, entertaining, or creating a home office. Cozy up by the fireplace, enjoy the natural light throughout, unwind in the inviting 3-season porch overlooking the backyard. Step outside to the spacious deck, perfect for morning coffee, summer grilling, or enjoying peaceful evenings outdoors. Conveniently located on Dodgeville's north side, you'll enjoy easy access to schools, parks, shopping, dining, and everything the community has to offer. Ultimate UHP warranty included.

1029 N Bequette Street, Dodgeville

Listing courtesy of First Weber, Inc.

Copyright 2026 WIREX Multiple Listing Service. 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 prospective properties consumers may be interested in purchasing. All information is deemed reliable, but not guaranteed. Information is supplied by seller and other third parties and has not been verified.

Copyright 2026 WIREX Multiple Listing Service. 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 prospective properties consumers may be interested in purchasing. All information is deemed reliable, but not guaranteed. Information is supplied by seller and other third parties and has not been verified.