Come for the views, stay for the house. The beauty and privacy of 4+ acres overlooking panoramic views will lure you in. The house will keep you there! You'll appreciate the great room, vaulted ceilings, large kitchen inc. breakfast bar & dining area, dining rm/ flex space and first floor laundry/mud room, Relax in the spacious master suite inc. bath with 7 port performance shower & jetted tub, & walk in closet connecting to office/ second bedroom. Lower level includes family rm, home theater & more.
- WI
- New Glarus
- 53574
- W5444 Highland Dr
- MLS# 98738981347
- Date Listed11/21/2025
- Bedrooms 4
- Bathrooms 2 Full baths, 1 Half baths
- Lot Size 4.28 acres (186,437 sq. ft)
- Sewer Septic Tank
- Subdivision rural
- Property Type Single Family
- County GREEN
- Year Built 2004
- Water Well, Private
- Square Feet 3,179 sq. ft
- Price Per Sq. Ft $108.52
Interior Features
- Appliances Dishwasher, Dryer, Microwave, Range, Oven, Refrigerator, Washer, Water Softener, E N E R G Y S T A R Qualified Appliances
- Flooring Wood
- Cooling Central Air
- Heating Electric, Propane
Exterior / Lot Features
- Roof -
- Lot Size Acres 4.28
- Lot Size SQFT 186,436.80
- Lot Features -
Directions
Hwy 18/151 to south on 69, left on Highland Drive (north of New Glarus)
Financial Considerations
- Tax Amount $8,203
- Terms Cash, Conventional, FHA, VA Loan
Nearby Schools
Source: School Digger
Public • PK - 5 • Serves this home
2.53 mi
Distance
Public • 6 - 8 • Serves this home
3.57 mi
Distance
Public • 9 - 12 • Serves this home
3.57 mi
Distance
Public • PK - 5 • Serves this home
2.53 mi
Distance
Public • 6 - 8 • Serves this home
3.57 mi
Distance
Public • 9 - 12 • Serves this home
3.57 mi
Distance
Sales & Tax History
Source: Public Records
| Street Address | Beds | Baths | Sold Date | List Price | Valuation Date | Valuation Price |
|---|---|---|---|---|---|---|
| W5253 Highland Drive | Listing | 4 | 3 | Oct 05, 2025 | $749,900 | Oct 28, 2020 | $507,000 |
| W5610 Spring Valley Rd | 4 | 3 | Oct 30, 2025 | $639,000 | Nov 21, 2025 | - |
| 113 2nd St | 4 | 2 | Oct 30, 2025 | $249,900 | Nov 21, 2025 | - |
| W5370 Spring Valley Rd | 3 | 2 | Oct 30, 2025 | $674,900 | Nov 21, 2025 | - |
| N8783 County Road O | 3 | 2 | Oct 30, 2025 | $149,900 | Nov 21, 2025 | - |
| W5280 Windmill Ridge Rd | 4 | 4 | Oct 30, 2025 | $555,000 | Nov 21, 2025 | - |
| 37 2nd St | 2 | 2 | Oct 30, 2025 | $249,900 | Nov 21, 2025 | - |
| N9245 Old Madison Rd | 3 | 3 | Oct 30, 2025 | $785,000 | Nov 21, 2025 | - |
| W5602 Spring Valley Rd | 4 | 4 | Oct 30, 2025 | $979,900 | Nov 21, 2025 | - |
| 101 2nd St | 2 | 2 | Oct 30, 2025 | $264,900 | Nov 21, 2025 | - |
Population & Environment
Source: Sperling's Best Places
| Zip | City | County | National | |
|---|---|---|---|---|
| Population | 4,228 | 4,228 | 37,690 | 335,858,263 |
| Population Density | 97 | 97 | 65 | 95 |
| People per Household | 2.5 | 2.5 | 2.5 | 2.6 |
| Median Age | 44.2 | 44.2 | 43.5 | 39.1 |
| Median Income | $83,513 | $83,513 | $66,879 | $66,222 |
| Average Income | $39,484 | $39,484 | $33,833 | $35,475 |
| Cost of Living Index | 102 | 102 | 95 | 100 |
| Zip | City | County | National | |
|---|---|---|---|---|
| January Avg. High Temp | 7.4°F | 7.4°F | 6.5°F | 22.6°F |
| July Avg. High Temp | 82.7°F | 82.7°F | 82.88°F | 86.2°F |
| Annual Precipitation | 33.81" | 33.81" | 36.06" | 38" |
5/100
Car-Dependent
Walk Score ®
2/100
Bikable
Bike Score ®
Overview
Almost all errands require a car. It is possible to get on a bus. Minimal bike infrastructure.Walkability averages in the surrounding area
The average walkability score in the surrounding area is Walk Score: 3/100, Transit Score: 0/100, Bike Score: 8/100.
Property Change History
Points of Interest near W5444 Highland Dr, New Glarus, WI 53574
0.97 mi
Distance
0.97 mi
Distance
1.02 mi
Distance
1.06 mi
Distance
1.09 mi
Distance
0.64 mi
Distance
0.92 mi
Distance
1.16 mi
Distance
1.18 mi
Distance
1.16 mi
Distance
1.02 mi
Distance
1.18 mi
Distance
0.69 mi
Distance
0.93 mi
Distance
1.01 mi
Distance
1.02 mi
Distance
1.12 mi
Distance
1.15 mi
Distance
1.16 mi
Distance
1.16 mi
Distance
1.17 mi
Distance
1.17 mi
Distance
Nearby Properties
-
$325,000 Active4 bds • 2 ba • 2,800 sqft
133 S Monroe Street, Stoughton, WI 53589
Back on market. Welcome to this fabulous home in Stoughton's NW historic district, featuring original woodwork that showcases character & charm. Home boasts high ceilings & has incredible versatility. The main level offers 6 rooms, including a stunni...Listing by: Joanne DelPizzo - Stark Company, REALTORS -
$325,000 Active Under Contract4 bds • 2 ba • 2,800 sqft
133 South Monroe Street, Stoughton, WI 53589
Back on market. Welcome to this fabulous home in Stoughton's NW historic district, featuring original woodwork that showcases character & charm. Home boasts high ceilings & has incredible versatility. The main level offers 6 rooms, including a stunni...Listing by: Joanne DelPizzo - Stark Company, REALTORS -
$325,000 Active5 bds • 3 ba • 2,861 sqft
507 W Fountain Street, Dodgeville, WI 53533
This 1967 home welcomes you with a wide covered porch. The tiled entry opens to the expansive great room with authentic hardwood floors. Adorned with stacked stone, the woodburning fireplace sends a comforting air throughout the home. The great room...Listing by: Torre Pustina - The Professional Brokers -
$325,000 Active Under Contract5 bds • 3 ba • 2,861 sqft
507 West Fountain Street, Dodgeville, WI 53533
This 1967 home welcomes you with a wide covered porch. The tiled entry opens to the expansive great room with authentic hardwood floors. Adorned with stacked stone, the woodburning fireplace sends a comforting air throughout the home. The great room...Listing by: Torre Pustina - The Professional Brokers -
New$324,900 Active4 bds • 2 ba • 2,711 sqft
615 S Wisconsin Street, Mineral Point, WI 53565
Showings begin 11/22. Welcome to a home that instantly feels like the one. On a spacious lot just steps from the elementary school & a short walk to downtown, this charmer has been well cared for & updated with newer kitchen appliances. Enjoy quiet m...Listing by: Julia Oellerich - RE/MAX Preferred -
New$324,900 Active4 bds • 2 ba • 2,711 sqft
615 South Wisconsin Street, Mineral Point, WI 53565
Showings begin 11/22. Welcome to a home that instantly feels like the one. On a spacious lot just steps from the elementary school & a short walk to downtown, this charmer has been well cared for & updated with newer kitchen appliances. Enjoy quiet m...Listing by: Julia Oellerich - RE/MAX Preferred -
$305,000 Active3 bds • 2 ba • 3,300 sqft
10335 W Highway 81 Road, Beloit, WI 53511
Motivated sellers, open to negotiation! If you have been dreaming of a peaceful country vibe, this renovated 3-bedroom, 2-bath ranch might be the one. Nearly an acre of land, it offers plenty of space to stretch out, garden, or simply enjoy quiet eve...Listing by: Heather Collins-Armenta - Keller Williams Realty Signature -
$305,000 Active3 bds • 2 ba • 3,300 sqft
10335 West Highway 81 Road, Beloit, WI 53511
Motivated sellers, open to negotiation! If you have been dreaming of a peaceful country vibe, this renovated 3-bedroom, 2-bath ranch might be the one. Nearly an acre of land, it offers plenty of space to stretch out, garden, or simply enjoy quiet eve...Listing by: Heather Collins-Armenta - Keller Williams Realty Signature -
$330,000 Active Under Contract4 bds • 2 ba • 2,884 sqft
2504 Dartmouth Drive, Janesville, WI 53548
This warm and welcoming mid-century home offers the perfect blend of character, comfort and space. A generous entryway opens into a bright, expansive living room that showcases a stunning fieldstone fireplace and a beautiful bow window that bathes t...Listing by: Shelly Schroeder - Realty Executives Premier -
$330,000 Active4 bds • 2 ba • 2,884 sqft
2504 Dartmouth Drive, Janesville, WI 53548
This warm and welcoming mid-century home offers the perfect blend of character, comfort and space. A generous entryway opens into a bright, expansive living room that showcases a stunning fieldstone fireplace and a beautiful bow window that bathes t...Listing by: Shelly Schroeder - Realty Executives Premier -
$298,000 Active5 bds • 3 ba • 3,031 sqft
423 Portland Avenue, Beloit, WI 53511
Prepare to be amazed by the impressive size and quality of this remarkable property! Boasting 3 spacious above ground levels along with 2 finished rooms in the bsmt, this home offers an abundance of space to suit all your needs. You'll love the exqui...Listing by: Olivia Martinez-Pergolski - Kerwin's Real Estate Agency -
$298,000 Active5 bds • 3 ba • 3,031 sqft
423 Portland Avenue, Beloit, WI 53511
Prepare to be amazed by the impressive size and quality of this remarkable property! Boasting 3 spacious above ground levels along with 2 finished rooms in the bsmt, this home offers an abundance of space to suit all your needs. You'll love the exqui...Listing by: Olivia Martinez-Pergolski - Kerwin's Real Estate Agency -
$360,000 Active3 bds • 3 ba • 3,400 sqft
1850 Indian Springs Court, Freeport, IL 61032
Showstopper Home That Has It All! This stunning property is packed with style, function, and updates you'll love. Step inside to a chef's kitchen featuring soft close white cabinetry, quartz countertops, GE Profile appliances, and a spacious eat up i...Listing by: Rebecca Hazzard - RE/MAX of Rock Valley -
New$349,900 Active4 bds • 3 ba • 3,214 sqft
1875 Sherwood SW Drive, Beloit, WI 53511
Welcome home! With loads of character and charm, you will surely fall in love with this lovely Colonial. Located in a well-stablished neighborhood, this home features four bedrooms, a formal dining room, living room w/ fireplace, huge family room o...Listing by: Shelly Cronin - Century 21 Affiliated -
New$349,900 Active4 bds • 3 ba • 3,214 sqft
1875 Sherwood SW Drive, Beloit, WI 53511
Welcome home! With loads of character and charm, you will surely fall in love with this lovely Colonial. Located in a well-stablished neighborhood, this home features four bedrooms, a formal dining room, living room w/ fireplace, huge family room o...Listing by: Shelly Cronin - Century 21 Affiliated -
$369,999 Active4 bds • 3 ba • 2,899 sqft
730 Strawbridge Drive, Rockton, IL 61072
Updated home in the Woodlands! Fresh paint and new flooring on 1st & 2nd floors. Kitchen with new quartz countertops and pond views. Bright eat-in kitchen. Spacious primary suite with soaking tub and separate shower. Finished basement with office/rec...Listing by: Tamara Verdin - Prello Realty -
$350,000 Active3 bds • 2 ba • 2,894 sqft
3459 Bee Lane, Beloit, WI 53511
Discover comfort and character in this inviting 3bed, 2bath ranch home in Beloit's sought-after Lather's Woods. With nearly 2,900 sq ft of living space, a finished lower level, James Hardy cement board siding for durability and longevity, epoxy garag...Listing by: Lindsey Chrostowski - Rock Realty -
$350,000 Active3 bds • 2 ba • 2,894 sqft
3459 Bee Lane, Beloit, WI 53511
Discover comfort and character in this inviting 3bed, 2bath ranch home in Beloit's sought-after Lather's Woods. With nearly 2,900 sq ft of living space, a finished lower level, James Hardy cement board siding for durability and longevity, epoxy garag...Listing by: Lindsey Chrostowski - Rock Realty -
$349,900 Active Under Contract4 bds • 3 ba • 3,016 sqft
16540 Grove Creek Circle, Pecatonica, IL 61063
Spectacular 3,016 sq ft mid-century contemporary home on a stunning 1+ acre wooded lot with inground pool, hot tub, and spa-your private resort! Nestled at the end of a cul-de-sac, this 4 bedroom, 2.5 bath multi-level home backs to the 636-acre Sewar...Listing by: Virginia Meyer - Gambino Realtors Home Builders & Keller Williams Realty Signature -
$394,900 Active4 bds • 5 ba • 3,584 sqft
244 East Racine STREET, Jefferson, WI 53549
Jefferson's original Stoppenbach home!This property was formerly a bed and breakfast and could easily be an Airbnb, or a great home for a large family. Features include 11 ft ceilings, 2 stairwell, 2 fireplaces, hardwoods floors, private patio & hot...Listing by: Peggy Bare - Preferred Building Systems
Similar Priced Comparison
-
$299,000 Active3 bds • 2 ba • 1796 sqft
55 2nd Street
- Home smaller by 1,383 sqft
- Lot smaller by 174,676 sqft
- Unknown year built
Listing by: Jason McGill - KJK & Associates, LLC -
$299,000 Active3 bds • 2 ba • 1796 sqft
55 2nd Street
- Home smaller by 1,383 sqft
- Lot smaller by 174,676 sqft
- Unknown year built
Listing by: Jason McGill - KJK & Associates, LLC -
$375,000 Active Under Contract4 bds • 2 ba • 1792 sqft
212 2nd Avenue
- Home smaller by 1,387 sqft
- Lot smaller by 177,725 sqft
- Older by 104 years
Listing by: Mark Hewitt - Realty Executives Cooper Spransy -
$375,000 Active4 bds • 2 ba • 1792 sqft
212 2nd Avenue
- Home smaller by 1,387 sqft
- Lot smaller by 177,725 sqft
- Older by 104 years
Listing by: Mark Hewitt - Realty Executives Cooper Spransy -
New$349,000 Active Under Contract2 bds • 2 ba • 1197 sqft
401 3rd Avenue
- Home smaller by 1,982 sqft
- Lot smaller by 173,369 sqft
- Older by 49 years
Listing by: Carson Crist - EXP Realty, LLC -
New$349,000 Active2 bds • 2 ba • 1197 sqft
401 3rd Avenue
- Home smaller by 1,982 sqft
- Lot smaller by 173,369 sqft
- Older by 49 years
Listing by: Carson Crist - EXP Realty, LLC -
$315,000 Active4 bds • 2 ba • 2010 sqft
512 4th Avenue
- Home smaller by 1,169 sqft
- Lot smaller by 175,983 sqft
- Older by 88 years
Listing by: Lexie Harris - EXIT Professional Real Estate -
$315,000 Active4 bds • 2 ba • 2010 sqft
512 4th Avenue
- Home smaller by 1,169 sqft
- Lot smaller by 175,983 sqft
- Older by 88 years
Listing by: Lexie Harris - EXIT Professional Real Estate -
$379,900 Active4 bds • 3 ba • 2073 sqft
319 5th Avenue
- Home smaller by 1,106 sqft
- Lot smaller by 177,725 sqft
- Unknown year built
Listing by: Tara Wilde - First Weber Inc -
$379,900 Active4 bds • 3 ba • 2073 sqft
319 5th Avenue
- Home smaller by 1,106 sqft
- Lot smaller by 177,725 sqft
- Unknown year built
Listing by: Tara Wilde - First Weber Inc -
$269,900 Active Under Contract3 bds • 2 ba • 1907 sqft
219 6th Avenue
- Home smaller by 1,272 sqft
- Lot smaller by 177,725 sqft
- Older by 98 years
Listing by: Dustin Laufenberg - MHB Real Estate -
$269,900 Active3 bds • 2 ba • 1907 sqft
219 6th Avenue
- Home smaller by 1,272 sqft
- Lot smaller by 177,725 sqft
- Older by 98 years
Listing by: Dustin Laufenberg - MHB Real Estate -
$420,000 Active3 bds • 3 ba • 2152 sqft
122 Hillside Circle
- Home smaller by 1,027 sqft
- Lot smaller by 167,271 sqft
- Older by 28 years
Listing by: Kristin Shields - MHB Real Estate -
$420,000 Active3 bds • 3 ba • 2152 sqft
122 Hillside Circle
- Home smaller by 1,027 sqft
- Lot smaller by 167,271 sqft
- Older by 28 years
Listing by: Kristin Shields - MHB Real Estate -
$359,000 Active Under Contract4 bds • 3 ba • 2329 sqft
405 7th Avenue C
- Home smaller by 850 sqft
- Lot smaller by 186,437 sqft
- Older by 6 years
Listing by: Myken Paradis - EXIT Professional Real Estate -
$359,000 Active4 bds • 3 ba • 2329 sqft
405 7th Avenue C
- Home smaller by 850 sqft
- Lot smaller by 186,437 sqft
- Older by 6 years
Listing by: Myken Paradis - EXIT Professional Real Estate -
$359,000 Active4 bds • 3 ba • 2329 sqft
405 7th Avenue
- Home smaller by 850 sqft
- Lot smaller by 178,596 sqft
- Older by 6 years
Listing by: Myken Paradis - EXIT Professional Real Estate -
$359,000 Active Under Contract4 bds • 3 ba • 2329 sqft
405 7th Avenue
- Home smaller by 850 sqft
- Lot smaller by 178,596 sqft
- Older by 6 years
Listing by: Myken Paradis - EXIT Professional Real Estate -
$299,000 Active3 bds • 1 ba • 1492 sqft
1301 4th Street
- Home smaller by 1,687 sqft
- Lot smaller by 177,725 sqft
- Older by 33 years
Listing by: Lexie Harris - EXIT Professional Real Estate -
$299,000 Active Under Contract3 bds • 1 ba • 1492 sqft
1301 4th Street
- Home smaller by 1,687 sqft
- Lot smaller by 177,725 sqft
- Older by 33 years
Listing by: Lexie Harris - EXIT Professional Real Estate
Nearby Locations
Communities
- Five Points Homes For Sale
- The Legend At Bergamont Homes For Sale
- South West Side Homes For Sale
- Meadowood Homes For Sale
- Cardinal Glenn Homes For Sale
- Merri - Hill Homes For Sale
- Eagle Trace Homes For Sale
- Blackhawk Homes For Sale
- Arbor Hills Homes For Sale
- Far West Side Homes For Sale
- Midvale Heights Homes For Sale
- Swan Creek of Nine Springs Homes For Sale
- Nakoma Homes For Sale
- West Side Homes For Sale
- Westmorland Homes For Sale
- Hill Farms-University Homes For Sale
- Glen Oak Hills Homes For Sale
- Near West Side Homes For Sale
- Sunset Village Homes For Sale
- Terravessa Homes For Sale
Nearby Zips
- 53574 Homes For Sale
- 53508 Homes For Sale
- 53502 Homes For Sale
- 53593 Homes For Sale
- 53521 Homes For Sale
- 53566 Homes For Sale
- 53572 Homes For Sale
- 53719 Homes For Sale
- 53575 Homes For Sale
- 53516 Homes For Sale
- 53717 Homes For Sale
- 53711 Homes For Sale
- 53705 Homes For Sale
- 53520 Homes For Sale
- 53713 Homes For Sale
- 53528 Homes For Sale
- 53562 Homes For Sale
- 53726 Homes For Sale
- 53517 Homes For Sale
- 53536 Homes For Sale
Nearby Cities
- New Glarus, WI Homes for Sale
- Montrose, WI Homes for Sale
- Belleville, WI Homes for Sale
- Albany, WI Homes for Sale
- Verona, WI Homes for Sale
- Monroe, WI Homes for Sale
- Brooklyn, WI Homes for Sale
- Decatur, WI Homes for Sale
- Mount Horeb, WI Homes for Sale
- Oregon, WI Homes for Sale
- Fitchburg, WI Homes for Sale
- Blanchardville, WI Homes for Sale
- Rutland, WI Homes for Sale
- Brodhead, WI Homes for Sale
- Union, WI Homes for Sale
- Evansville, WI Homes for Sale
- Blue Mounds, WI Homes for Sale
- Cross Plains, WI Homes for Sale
- Middleton, WI Homes for Sale
- Brigham, WI Homes for Sale
Similar Searches
- New Glarus Land for Sale
- New Glarus New Homes for Sale
- New Glarus Single Story Homes for Sale
- New Glarus Homes with Pools for Sale
- New Glarus Cheap Homes for Sale
- New Glarus Luxury Homes for Sale
- New Glarus Condos for Sale
- New Glarus Town Homes for Sale
- New Glarus Commercial for Sale
- New Glarus Open Houses for Sale
- New Glarus Two Car Garage Homes for Sale
- New Glarus Large Lots for Sale
- National Listings
- National Home Values
- Properties in WI
- Home Values in WI
- Other properties in GREEN, WI
- Other properties in 53574, WI
- Home Values in New Glarus, WI
Frequently Asked Questions for W5444 Highland Dr
Source: Realty.com
W5444 Highland Dr, New Glarus, WI 53574 is a Single Family 3,179 sq. ft. home listed for sale. Realty.com has 25 photos available of this 4 bed, 3 bath house, listed at $345,000. View sales and tax history, use our mortgage calculator and more on Realty.com
Realty.com has 25 photos of W5444 Highland Dr.
Our records indicate that W5444 Highland Dr was built in 2004.
The full address for this home is W5444 Highland Dr, New Glarus, WI 53574.
Almost all errands require a car. It is possible to get on a bus. Minimal bike infrastructure.
The average walkability score in the surrounding area is Walk Score: 3/100, Transit Score: 0/100, Bike Score: 8/100.
There are 3 schools assigned to this home. Check out the schools near W5444 Highland Dr. New Glarus Elementary School (Grades: PK - 5), New Glarus Middle School (Grades: 6 - 8), New Glarus Middle/high School (Grades: 9 - 12)
Listing provided courtesy of:
The Kruse Company, REALTORS
Listing agent:
Kelly Maly
(#90019369255)
This content last refreshed on 2025-11-21 18:51:26. Some properties which appear for sale on this web site may subsequently have sold or may no longer be available.
Export listing data of W5444 Highland Dr, New Glarus, WI 53574 : MLS# 98738981347