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Chelsea Oglesby
Real Estate Agent
Milwaukee WI

(WI: )

13 years experience

REALTOR® 1 Active Listings Serves Milwaukee County, WI
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Contact Information

Brokerage
Exp Realty Llc - Metro Milwaukee

Office Website
Office Address
6450 W Forest Home Ave
Milwaukee, WI  53220
(Milwaukee County)
Office Phone
866-848-6990
Office Fax
Mobile
414-559-9872
Email
urba*******@*****.com
Show Email for $5
Website

About Chelsea Oglesby

Chelsea and Shelly are dedicated professionals committed to prioritizing their clients' objectives. With a combined sales experience exceeding 20 years, their success is rooted in effective communication, strategic negotiation, and innovative marketing approaches. Their expertise ensures clients receive exceptional service, with comprehensive guidance and informed advice throughout the buying and selling journey.

Together, they have facilitated over 1,000 real estate transactions, bringing a rich reservoir of knowledge and experience to every client interaction.

Chelsea, originally from Northern California, has made Wisconsin her home for nearly 11 years. Outside of her real estate career, she enjoys traveling, embarking on adventures with her Dachshund, cooking, and cherishing time with family and friends.

Shelly, a mother of three boys and a dog named Charlie, grew up in New Berlin but has strong ties to the Hales Corners area. She values an active lifestyle and enjoys adventurous outings with her children, as well as traveling to new destinations.

Milwaukee County, WI Real Estate Market Analysis (Single Family Homes)

$306,956
Avg. Listing Price
From Chelsea's portfolio
3.3 / 1.9
Avg. Beds/Baths
Typical property size
1,631 sf
Avg. Square Footage
Interior living space
1482
Active Listings
Current inventory

Milwaukee County's real estate market stands as one of Wisconsin's most dynamic and diverse property landscapes, encompassing everything from historic riverfront districts to rapidly expanding suburban communities. The county's unique position along Lake Michigan, combined with its industrial heritage and growing tech sector, has created a complex tapestry of neighborhoods that attract both first-time homebuyers and seasoned investors seeking opportunities in the Midwest's most undervalued markets.

With 2,758 actively licensed real estate agents operating throughout the county, the market maintains a robust professional network that reflects the area's sustained growth and transaction volume. Remarkably, all 2,758 agents maintain email contact information, indicating a tech-savvy professional community that embraces modern communication methods—a crucial factor for businesses looking to connect with real estate professionals in an increasingly digital marketplace.

Major Milwaukee County, Wisconsin Real Estate Markets

The Milwaukee metropolitan area dominates the county's real estate activity, with downtown Milwaukee leading luxury condominium sales and historic neighborhood revitalization projects. West Allis and Wauwatosa represent the county's strongest suburban markets, where mid-century homes and new construction developments attract families seeking proximity to urban amenities without downtown price points. Meanwhile, Greenfield and Oak Creek have emerged as surprising hotspots for commercial real estate investment, driven by their strategic locations near major transportation corridors.

The county's eastern lakefront communities, including Shorewood and Whitefish Bay, command premium prices for their scenic properties and walkable downtown districts. These areas have experienced unexpected growth in millennial homebuyers, challenging traditional assumptions about generational housing preferences. Franklin and Greendale round out the major markets with their appeal to buyers seeking larger lots and newer construction, creating distinct market segments that require specialized local knowledge.

Market Dynamics and Geographic Complexity

Milwaukee County's real estate market operates across multiple price tiers and property types, from $80,000 starter homes in central Milwaukee neighborhoods to $1.5 million lakefront estates in Fox Point. This dramatic price variation occurs within a relatively compact geographic area, creating unique challenges for agents who must understand hyperlocal market conditions, zoning regulations, and community development patterns that can vary significantly between adjacent municipalities.

The county's industrial legacy has created numerous opportunities for adaptive reuse projects and mixed-use developments, particularly in areas like the Third Ward and Walker's Point. These transformation zones require agents with specialized knowledge of commercial financing, historic tax credits, and development timelines—expertise that makes Milwaukee County's agent network particularly valuable for businesses involved in complex real estate transactions.

Why Businesses Need Milwaukee County, Wisconsin Agent Contact Data

Financial services companies, mortgage lenders, and real estate technology firms can leverage Milwaukee County's comprehensive agent contact database to penetrate a market known for its collaborative professional culture and openness to innovative solutions. The county's agents frequently handle diverse transaction types, from historic preservation projects to new suburban developments, making them ideal partners for businesses offering specialized services or seeking market feedback on new products.

Corporate relocation services and commercial real estate firms particularly benefit from direct agent contact data, as Milwaukee County's growing healthcare and manufacturing sectors drive consistent employee relocation needs. The county's agents possess invaluable knowledge about neighborhood amenities, school districts, and commute patterns that prove essential for businesses helping clients navigate this geographically complex but opportunity-rich market.

Current Property Listings

As of 2/17/2026, Chelsea Oglesby has 1 property for sale in Milwaukee and surrounding areas.

$539,900

Listed 2026-01-23

4265 N 163rd St
Brookfield, WI  53005

Beds: 3.0
Baths: 2.5
Sq Ft: 2,537
Lot: 24,829 sf
Single Family Map
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Current Property Rentals

Chelsea Oglesby currently has no rental properties available in Milwaukee and surrounding areas. Check back later.