Highwood Estates has quiet streets and midcentury homes
Known for its balance of suburban comfort and city convenience, Highwood Estates is a quiet neighborhood on Milwaukee's southwest side. Homebuyers are frequently drawn to the area for its easy access to some of the area’s largest parks and well-maintained midcentury homes. With low-traffic streets, nearby dining options and quick connections to major highways, Highwood Estates offers a practical and relaxed atmosphere.
84th Street runs along the west edge of Highwood Estates.
Marshall's is one of the area's nearby retailers.
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What kinds of homes and prices buyers can expect here
Though apartments make up a sizeable chunk of the neighborhood, Highwood Estates is no stranger to single-family homes. Cape Cod and ranch-style builds with a median construction year in the 1950s are the most common. As a result, many homes require updates. "Highwood Estates is a good spot for first-time homebuyers," says Wajiha Ahmad, a Realtor with Premier Point Realty LLC. "The houses aren't too big or too small – they're a perfect size for a growing family." Single-family sales range from the low $200,000s to the mid-$300,000s, with a median in the low $300,000s. This typically puts Highwood Estates on the same level as neighbors like Honey Acres, Wedgewood and Rolling Green, but a little more expensive than Morgan Heights and Brosen Manor. Condos are also available, and typically sell somewhere in the $100,000s.
Ranch-style homes are typical in the Highwood Estates neighborhood.
Most homes date back to the 1950s.
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School choice and standout public school options
Milwaukee Public Schools allows students to apply to any school with available space rather than assigning them based on location. Elementary options include Milwaukee Spanish Immersion School, where core subjects are taught in Spanish. At the high school level, Reagan High School is an all-International Baccalaureate school with an A-plus rating from Niche. Hamilton High School offers career pathways through Project Lead The Way and features a student-run credit union.
Many kids will attend Honey Creek Elementary School.
Wedgewood Park International School is in the Root Creek neighborhood.
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Short drives connect shoppers to plazas and local dining
You can run basic errands along nearby commercial corridors like North 76th Street or at shopping centers like Timmerman Plaza. For a wider mix of retail like grocery chains, discount stores and national brands, locals often make short drives toward Capitol Drive or Mayfair Road.
A short drive puts you within reach of a mix of casual diners, global spots and neighborhood staples in Greenfield and West Allis. A few nearby restaurants that draw regular crowds include:
Archie's Flat Top, an old-fashioned diner specializing in smashburgers and malts
Double B's MKE-Style BBQ, which serves in-house smoked meats in a rustic setting
KPOT Korean BBQ & Hot Pot, known for an interactive experience where guests cook meats and seafood at the table
Sze Chuan Restaurant, offering Szechuan cooking with vegan and vegetarian options
El Beso Restaurante & Cantina, which serves festive Mexican plates and margaritas
The Antique Indian Restaurant serves Indian classics.
Tanino's is just outside the Highwood Estates neighborhood.
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Parks offer trails, golf and seasonal water fun
McCarty Park in neighboring West Allis features a half-mile path that loops around a lagoon and several athletic courts. Greenfield Park spans nearly 300 acres and features an 18-hole golf course and extensive woodlands. The paved Oak Leaf Trail runs through the park, and Cool Waters Family Water Park opens during warmer months.
McCarty Park has a lagoon popular with anglers.
River Bend Park is a hub for kids and families.
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I-41 and I-94 connect Highwood Estates to Milwaukee
South 76th Street and West Oklahoma Avenue are the area’s major thoroughfares. For regional travel, Interstates 41 and 94 provide a direct route to downtown Milwaukee, which is around 10 miles away. The Milwaukee County Transit System offers bus service in the area.
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Highwood Estates Demographics and Home Trends
On average, homes in Highwood Estates, Milwaukee sell after 10 days on the market compared to the national average of 55 days. The median sale price for homes in Highwood Estates, Milwaukee over the last 12 months is $293,750, down 4% from the median home sale price over the previous 12 months.
More space than you might expect, in a location that keeps everyday conveniences close. This 4-bedroom home features central air, a finished basement for added living or recreation space, and a large garage with plenty of room for vehicles, storage, or a workshop. Located in Milwaukee's Highwood Estates area, you're just minutes from McCarty Park and the shopping, dining, and conveniences along
Enjoy peaceful living in this Senior Subsidized Apartment Community. Conveniently located near shopping, restaurants and bus lines. We are now accepting applications for persons 62 years or over or Sight, Hearing, Mobility-Impaired.
Move in September 1!Nicely sized 2 bedroom lower in Southwestern Milwaukee. Large kitchen eat-in includes refrigerator, stove, and microwave. Washer/dryer hookups and storage lockers are in the basement. 1 car parking included. Utilities are not included. Photos may not be of available apartment.
Welcome home to 8223 W Oklahoma Ave #1 in Milwaukee! This inviting 2-bedroom, 1-bathroom apartment offers a comfortable layout with several convenient features, including A/C, new LVP flooring, underground parking, and shared laundry. The kitchen comes equipped with a refrigerator, stove, and dishwasher, making everyday meal prep and cleanup easy. Residents also have access to a shared
Welcome home to 8223 W Oklahoma Ave #7 in Milwaukee! This 2-bedroom, 1-bathroom apartment features new LVP flooring, A/C, underground parking, and shared laundry, offering a great combination of comfort and everyday convenience. The kitchen includes a refrigerator, stove, and dishwasher, giving you all the essential appliances you need. Shared washer and dryer access is also available right
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