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Gregory L Chadwell

Gregory L Chadwell
Real Estate Agent
Milwaukee WI

(WI: )

15 years experience

REALTOR® 3 Active Listings Serves Milwaukee County, WI
View on Realtor.com

Contact Information

Brokerage
Re Max Lakeside

Office Website
Office Address
1200 E Capitol Dr Ste 200
Milwaukee, WI  53211
(Milwaukee County)
Office Phone
888-961-8888
Office Fax
414-961-0880
Mobile
414-961-8888
Email
gcha*****@****************.com
Show Email for $5

Service Areas

Brookfield: WI Cudahy: WI Muskego: WI New Berlin: WI Oak Creek: WI South Milwaukee: WI Milwaukee: WI Shorewood: WI Whitefish Bay: WI Glendale: WI River Hills: WI Bayside: WI Fox Point: WI Greenfield: WI Franklin: WI

About Gregory Chadwell

20 years of Real Estate Investing Experience
Lending Manager at TCF bank for 5 years
Mortgage Broker at Hartland Mortgage Centers 5 years
Member of Apartment Association of South East Wisconsin
Landlord for over 20 years
Awards:
2 time "Realtor of the Week" Milwaukee Journal/Sentinel
RE/MAX Executive club 3 yrs in a row
Consistency in the top 10 agents of Shorewest Downtown
Closed 3 5 Million and Sold 27 homes in 2017

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

$306,956
Avg. Listing Price
From Gregory'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 2/7/2026, Gregory Chadwell has 3 properties for sale in Milwaukee and surrounding areas.

$185,000

Listed 2025-12-27

801 W Puetz Rd
Milwaukee, WI  53154

Beds: 2.0
Baths: 2.0
Sq Ft: 1,090
Condos Map
View Full Details

$185,000

Listed 2025-12-29

7716 Big Pine Ln
Burlington, WI  53105

Beds: 3.0
Baths: 1.0
Sq Ft: 818
Lot: 11,326 sf
Single Family Map
View Full Details

$169,000

Listed 2025-11-25

420 Racine St Apt 109
Waterford, WI  53185

Beds: 3.0
Baths: 1.5
Sq Ft: 1,486
Condos Map
View Full Details

Current Property Rentals

Gregory Chadwell currently has no rental properties available in Milwaukee and surrounding areas. Check back later.