Highland Estates Real Estate

Welcome to Highland Estates, a picturesque subdivision nestled in the heart of Garfield, Wisconsin, within Polk County. This charming community is the perfect blend of serene rural living and modern convenience, making it an ideal choice for families, retirees, and anyone seeking a peaceful retreat.

Highland Estates boasts beautifully designed homes that reflect a commitment to quality and craftsmanship. Each property is thoughtfully situated on spacious lots, allowing residents to enjoy ample outdoor space for gardening, recreational activities, or simply soaking in the stunning natural surroundings. The subdivision is characterized by its lush greenery, mature trees, and scenic views, creating a tranquil atmosphere that invites relaxation and connection with nature.

One of the standout features of Highland Estates is its community spirit. Neighbors become friends, and families can often be seen enjoying the outdoors together, whether it’s taking leisurely strolls along the tree-lined streets or gathering for seasonal events. The subdivision is conveniently located near local parks, schools, and shopping centers, ensuring residents have easy access to essential amenities while still enjoying the peace of a suburban lifestyle.

For those who appreciate outdoor adventures, Highland Estates is in close proximity to numerous recreational opportunities. From hiking and biking trails to fishing spots and lakes, residents can easily immerse themselves in the natural beauty that Wisconsin has to offer.

Discover the charm and warmth of Highland Estates—where community, comfort, and nature come together to create the perfect place to call home. Whether you're looking to settle down or invest in a property, Highland Estates is waiting to welcome you with open arms.

Newest Listings in Highland Estates

$605,355

4 Beds ⋅ 2.5 Baths ⋅ METRO-1971601 MLS

HOMESITE # 0029 The Wren is a two-story home with 4 bedrooms, 2 baths, a main-floor study/flex room, and a 2-car garage. A covered porch leads to an open-concept main level with luxury vinyl plank flooring. The kitchen features a center island, quartz countertops, and stainless appliances. Upstairs, the private owner's suite boasts a walk-in closet, joined by 3 additional bedrooms and a convenient laundry room. *Photos are not this actual home* Highland Estates offers an active lifestyle with walking trails, pickleball, and an 8.5-acre park. Near I-94, it provides easy commuting to Chicago, Milwaukee, and major employers like Amazon and Uline. Enjoy nearby Lake Michigan beaches and the RecPlex. Convenience and community await you.

5332 94th Place, Pleasant Prairie

Courtesy of Homesmart Connect LLC. Bill@billflemming.com

$651,900

3 Beds ⋅ 3 Baths ⋅ METRO-1950391 MLS

Discover the perfect blend of luxury and versatility. This expansive open floorplan flows seamlessly to an incredible covered porch, ideal for entertaining. The primary ensuite is a true retreat, featuring a double vanity, walk-in tile shower, and a spacious walk-in closet.The home includes a private in-law suite, perfect for multi-generational living or guests. A generously sized secondary bedroom sits adjacent to a full bath, while the laundry features custom cabinetry and a drop-in sink.The 9' pour full basement awaits your vision, complemented by a 2.5-car garage with extra storage. Minutes from top-tier shopping and transit. Home is not yet built, photos are of builder rendering and virtually staged.Vacant Land listing # 1928749

Lt81 50th Court, Pleasant Prairie

Courtesy of Keller Williams North Shore West.

$934,900

3 Beds ⋅ 2.5 Baths ⋅ METRO-1949706 MLS

This Craftsman-style ranch offers 2,312 sq. ft. of refined living with a 3-car garage, 9' poured full lookout basement with maintenance-free TimberTech deck, and upscale finishes throughout. The open design features a chef's kitchen with quartz counters, stainless appliances, oversized island, and walk-in prep pantry (''messy kitchen'') with cabinets, beverage fridge, and prep sink. Elegant 10' coffered and tray ceilings enhance the great room, dinette, and primary suite. The primary ensuite bath showcases Kohler fixtures and gorgeous tiled walls. A functional mudroom with built-in cabinetry adds everyday convenience. Set on a 15,000+ sq. ft. cul-de-sac lot siding to wooded green space. Some photos are virtually staged. Home to be built; see vacant land listing #1945489

Lt97 49th Court, Pleasant Prairie

Courtesy of Keller Williams North Shore West.

$209,900

METRO-1947270 MLS

Highland Estates offers the perfect blend of everyday convenience and peaceful neighborhood charm in beautiful Pleasant Prairie. Ideally located just 2 miles from the WI-IL border and approx. 3.5 miles from I-94, the community provides easy access to both Milwaukee and Chicago. Residents enjoy proximity to the RecPlex, Pleasant Prairie Premium Outlets, Lake Michigan, parks, trails, dining, and golf. Located in the Kenosha Unified School District, Highland Estates is a place where life feels relaxed, comfortable, and connected. Per the Master Declaration of Restrictions for Highland Estates, construction must begin within one year of closing.

Lt100 49th Court, Pleasant Prairie

Courtesy of Korndoerfer Homes LLC.

$209,900

METRO-1947274 MLS

Lt105 Highland Place, Pleasant Prairie

Courtesy of Korndoerfer Homes LLC.

$214,900

METRO-1945490 MLS

Welcome to Highland Estate Development, Pleasant Prairie's most exciting new residential community! Lot 85 is a generously sized parcel offering over 15,400 square feet--an ideal setting to bring your vision to life. Phase 1 is officially underway, giving you the opportunity to bring your own builder or work with one of our trusted partners. Designed with lifestyle and livability in mind, Highland Estates offers the perfect blend of community, comfort, and convenience in a prime location. Don't miss your chance to call this exceptional neighborhood home!

Lt85 49th Court, Pleasant Prairie

Courtesy of Keller Williams North Shore West.

$209,900

METRO-1945489 MLS

Welcome to Highland Estate Development, Pleasant Prairie's most exciting new residential community! Lot 97 is a generously sized homesite offering over 15,0719 square feet--an ideal setting to bring your vision to life. Phase 1 is officially underway, giving you the opportunity to bring your own builder or work with one of our trusted partners. Designed with lifestyle and livability in mind, Highland Estates offers the perfect blend of community, comfort, and convenience in a prime location. Don't miss your chance to call this exceptional neighborhood home! Single Family listing in MLS # 1949706.

Lt97 49th Court, Pleasant Prairie

Courtesy of Keller Williams North Shore West.

$249,900

METRO-1940482 MLS

Welcome to Highland Estate Development, Pleasant Prairie's most exciting new residentialcommunity! Lot 82 is a generously sized parcel offering 119,319 square feet withspacious views, ideally situated on a quiet cul-de-sac--perfect for bringing your dreamhome to life. Phase 1 is officially underway, giving you the opportunity to bring your ownbuilder or work with one of our trusted partners. Designed with lifestyle and livability inmind, Highland Estates offers the perfect blend of community, comfort, and conveniencein a prime location.

Lt82 50th Court, Pleasant Prairie

Courtesy of Keller Williams North Shore West.

$209,900

METRO-1932633 MLS

Welcome to Highland Estate Development, Pleasant Prairie's most exciting new residentialcommunity! Lot 106 is a generously sized homesite offering over 15,072 square feet andspacious views--an ideal setting to bring your vision to life. Phase 1 is officially underway,giving you the opportunity to bring your own builder or work with one of our trustedpartners. Thoughtfully designed with lifestyle and livability in mind, Highland Estates offersthe perfect blend of community, comfort, and convenience in a prime location. Don't missyour chance to call this exceptional neighborhood home!

Lt106 Highland Place, Pleasant Prairie

Courtesy of Keller Williams North Shore West.

$215,900

METRO-1932630 MLS

Welcome to Highland Estate Development, Pleasant Prairie's most exciting new residentialcommunity! Lot 104 is a generously sized homesite offering over 16,127 square feet andspacious views--an ideal setting to bring your vision to life. Phase 1 is officially underway,giving you the opportunity to bring your own builder or work with one of our trustedpartners. Thoughtfully designed with lifestyle and livability in mind, Highland Estates offersthe perfect blend of community, comfort, and convenience in a prime location. Don't missyour chance to call this exceptional neighborhood home!

Lt104 Highland Place, Pleasant Prairie

Courtesy of Keller Williams North Shore West.

$239,900

METRO-1928771 MLS

Welcome to Highland Estate Development, Pleasant Prairie's most exciting new residentialcommunity! Lot 80 is a generously sized corner homesite offering over 18,160 square feetwith spacious views--perfect for bringing your dream home to life. Phase 1 is officiallyunderway, giving you the opportunity to bring your own builder or work with one of ourtrusted partners. Designed with lifestyle and livability in mind, Highland Estates offers theperfect blend of community, comfort, and convenience in a prime location. Don't miss yourchance to call this exceptional neighborhood home!

Lt80 Highland Place, Pleasant Prairie

Courtesy of Keller Williams North Shore West.

$214,900

METRO-1928757 MLS

Welcome to Highland Estate Development, Pleasant Prairie's most exciting new residential community! Lot 108 is a generously sized corner homesite offering 16,492 square feet with spacious views--perfect for bringing your dream home to life. Phase 1 is officially underway, giving you the opportunity to bring your own builder or work with one of our trusted partners. Designed with lifestyle and livability in mind, Highland Estates offers the perfect blend of community, comfort, and convenience in a prime location. Don't miss your chance to call this exceptional neighborhood home!

Lt108 Highland Place, Pleasant Prairie

Courtesy of Keller Williams North Shore West.

Start Your Search

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.