Woodland Homes for Sale

Welcome to Woodland, a charming city nestled in Sauk County, Wisconsin. Known for its picturesque landscapes and friendly community, Woodland offers a peaceful retreat for those seeking a slower pace of life.

In Woodland, you'll find a variety of homes for sale to suit every lifestyle. Whether you're looking for a cozy cottage, a spacious family home, or a modern townhouse, True Real Estate has you covered. Our listings feature a range of properties, from historic homes with character to newly built residences with all the modern amenities.

With True Real Estate, finding your dream home in Woodland is easy. Our team of experienced agents is dedicated to helping you navigate the real estate market and find a property that meets your needs and budget. Whether you're a first-time homebuyer or a seasoned investor, we're here to guide you every step of the way.

Discover the beauty and tranquility of Woodland, WI, and start your journey to homeownership with True Real Estate. Contact us today to explore our listings and find the perfect home for you in this idyllic city.

Newest Woodland Homes for Sale

$425,000

2 Beds ⋅ 2 Baths ⋅ 2016614 MLS ⋅ ACTIVE Status

Construction has not yet begun on this beautiful ranch-style log home—giving you the chance to get in early and make it your own. The thoughtfully designed floor plan will feature a spacious living room that flows seamlessly into a nicely sized kitchen, perfect for everyday living and entertaining. The primary suite will offer a private retreat with a walk-in closet and en-suite bath. Enjoy the convenience of main floor laundry and the comfort of one-level living. Step outside to relax on the covered front and backyard patios—ideal for enjoying peaceful surroundings. A 2-car detached garage provides plenty of storage and convenience. Located on an offshore lot at Dutch Hollow Lake, this is your opportunity to build the lake-area home you’ve been dreaming of. Still time to personalize finishes and details!

603 Club House Dr, Woodland

$630,000

3 Beds ⋅ 3 Baths ⋅ 2016401 MLS ⋅ ACTIVE Status

MOTIVATED SELLER Beautiful views of Dutch Hollow Lake highlight this well-planned and beautifully built home set on 0.60 acres along the greenway. This home offers the perfect blend of comfort, space, and lake lifestyle. An inviting entry foyer with an open staircase leads to spacious upper-level bedrooms and a versatile loft—ideal for kids, guests, or a creative retreat. The open-concept kitchen features an island and breakfast nook, seamlessly flowing into the living room with fireplace. A stunning two-story sunroom fills the home with natural light, while the screened-in porch offers peaceful views and quiet mornings. Main floor features a large laundry room /personalized craft space. Walkout lower level is plumbed and ready for future expansion. Enjoy lake views, greenway privacy, and the private amenities of Dutch Hollow Lake—an exceptional year-round residence or perfect second home.

S1135 Rhine Dr, Woodland

$470,000

2 Beds ⋅ 1 Baths ⋅ 2014317 MLS ⋅ ACTIVE Status

Enjoy lake life in this brand new construction home at Dutch Hollow Lake with deeded access to the water. Featuring 2 bedrooms, 1 bathroom and a 1-car attached garage with extra storage. This home is both functional and inviting. The large upper level loft adds versatiltiy and extra living space ideal for relaxing or entertaining. A great opportunity to enjoy modern living near the lake. Home is currently under construction and there there is still time to make interior finish selections.

E2053 Fawn Ct, Woodland

$650,000

3 Beds ⋅ 3 Baths ⋅ 2012785 MLS ⋅ ACTIVE Status

Claim this spacious 1.66-acre residential lot to build your dream home in the highly sought-after Dutch Hollow Lake community. Partner with the premier builder Heartland Custom Homes, choosing the floor plan, finishes, and upgrades that fit your style. Enjoy all that the Dutch Hollow Lake Property Owners’ Association has to offer, including lake access, sandy beaches, a clubhouse, pool, tennis courts, and miles of trails. Explore the nearby 400 State Trail, dine at Lakeview Bar & Grill, and adventure through Mirror Lake and Devil’s Lake. Lots are not in a flood plain and will not be sold separately. No short- or mid-term rentals allowed. See additional documents for more information on the builder and cost. Your Northwoods escape awaits!

1085 Miller Rd, Woodland

$800,000

3 Beds ⋅ 3 Baths ⋅ 2012783 MLS ⋅ ACTIVE Status

Embrace more than a piece of land, seize a lifestyle on this half-acre canvas in the highly sought-after Dutch Hollow Lake community. Partner with the premier builder Heartland Custom Homes, choosing the floor plan, finishes, and upgrades that fit your style. Enjoy all that the Dutch Hollow Lake Property Owners’ Association has to offer, including lake access, sandy beaches, a clubhouse, pool, tennis courts, and miles of trails. Explore the nearby 400 State Trail, dine at Lakeview Bar & Grill, and adventure through Mirror Lake and Devil’s Lake. Lots are not in a flood plain and will not be sold separately. No short- or mid-term rentals allowed. See additional documents for more information on the builder and cost. Your Northwoods escape awaits!

308 Cross Trail Dr, Woodland

$650,000

3 Beds ⋅ 2 Baths ⋅ 2012782 MLS ⋅ ACTIVE Status

Secure this spacious half-acre+ residential lot to build your alluring home in the highly sought-after Dutch Hollow Lake community. A detached garage is available as an upgrade. Partner with the premier builder Heartland Custom Homes, choosing the floor plan, finishes, and upgrades that fit your style. Enjoy all that the Dutch Hollow Lake Property Owners’ Association has to offer, including lake access, sandy beaches, a clubhouse, pool, tennis courts, and miles of trails. Explore the nearby 400 State Trail, dine at Lakeview Bar & Grill, and adventure through Mirror Lake and Devil’s Lake. Lots are not in a flood plain and will not be sold separately. No short- or mid-term rentals allowed. See additional documents for more information on the builder and cost. Your Northwoods escape awaits!

352 Toboggan Ct, Woodland

$650,000

3 Beds ⋅ 2 Baths ⋅ 2012781 MLS ⋅ ACTIVE Status

Check out this spacious half-acre+ residential corner lot to build your vision in the highly sought-after Dutch Hollow Lake community. An attached garage is available as an upgrade. Partner with the premier builder Heartland Custom Homes, choosing the floor plan, finishes, and upgrades that fit your style. Enjoy all that the Dutch Hollow Lake Property Owners’ Association has to offer, including lake access, sandy beaches, a clubhouse, pool, tennis courts, and miles of trails. Explore the nearby 400 State Trail, dine at Lakeview Bar & Grill, & adventure through Mirror Lake and Devil’s Lake. Lots are not in a flood plain and will not be sold separately. No short- or mid-term rentals allowed. See additional documents for more information on the builder and cost. Your Northwoods escape awaits!

351 Toboggan Ct, Woodland

$289,999

3 Beds ⋅ 2 Baths ⋅ 2005327 MLS ⋅ ACTIVE Status

In the scenic Driftless Region, this 3BR, 1.5BA home sits on 1.55 acres tucked between rolling hills & valleys. Features include a large addition w/ walk-out lower level, tuck-under garage, geothermal heat & updated electrical. Great setup for a school, home baking or sewing business. HUGE storage area perfect for canning & food preservation. Semi trailer stays for extra storage. Outside you'll find a 100x60 pole shed w/ gravel floor & electric, a large machine shop (half cement/half dirt). Additions added to older home around 2010 - Home & outbuildings need TLC but is a great way to build equity. Plenty of space for hobbies, equipment, or home-based work. Great Central Wisconsin Potential!

S1664 Farra Rd, Woodland

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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.