Gregory Chadwell

Milwaukee WI

RE/MAX Lakeside-North

74 Closed Sales

$17.5M Total Value

$120K - $527.1K Price Range

$236.1K Average Price

Prior 5 years

About Gregory

My focus on the best interests of my buyers and sellers. With over 25 years combined experience in being a Real Estate broker as well as all aspects of Mortgage lending. I know the importance of providing high-energy service, frequent communication and effective negotiations. Much of their business comes from satisfied clients who have passed their names along to friends and family - as well as from repeat business. When you work with me you can expect honesty, reliability and proficiency. Bottom line, if you want a stress free experience to handle listing or showing you properties id like a chance to earn your business... I serve the Greater Milwaukee Area.

Home Types: Condo, House, MultiFamily, Lot/Land, Commercial

Years of Experience: 14

Transaction History

1 Year
2 Year
5 Year

Seller Deals

Total Deals

Total Value

$2,075,000

Average Sale Price

$296,429

Price Range

$174K - $495K

Buyer Deals

Total Deals

Total Value

$1,301,900

Average Sale Price

$216,983

Price Range

$36K - $315K

1 Year View by Quarter

Seller Deals

Total Deals

Total Value

$4,653,000

Average Sale Price

$244,895

Price Range

$80K - $495K

Buyer Deals

Total Deals

Total Value

$2,305,000

Average Sale Price

$288,125

Price Range

$36K - $527K

2 Year View by Quarter

Seller Deals

Total Deals

Total Value

$11,074,600

Average Sale Price

$217,149

Price Range

$40K - $495K

Buyer Deals

Total Deals

Total Value

$6,399,177

Average Sale Price

$278,225

Price Range

$36K - $527K

5 Year View

Neighborhoods Gregory is Experienced In

Gregory's Active Listings

$165,000
- 4 Beds
- 2 Baths
- 1,744 Sq Ft
3725 W Capitol Dr

Milwaukee, WI
Bright and sunny brick duplex loaded with opportunity! This well-maintained property features many updated windows throughout and separate utilities for added convenience. This duplex is on a nice block with plenty of historic homes in the surrounding area. The first-floor and the upstairs offer similar layouts with plenty of closets generous bedrooms and nice sized living room. Enjoy a nice

Gregory Chadwell RE/MAX Lakeside-North

$239,900
- 2 Beds
- 1.5 Baths
- 1,328 Sq Ft
2200 E Excalibur Ct

Oak Creek, WI
This condo features a spacious living room filled with natural light from a large window overlooking serene green space. The kitchen offers abundant cabinetry, appliances, and a comfortable dinette area. A versatile den/flex room features patio doors leading to your private BBQ patio. A convenient half bath completes the main level. Upstairs, you'll find two generous bedrooms and a beautifully

Gregory Chadwell RE/MAX Lakeside-North

$249,900
- 6 Beds
- 2 Baths
- 1,904 Sq Ft
3612 S 23rd St

Milwaukee, WI
Great opportunity on the south side of Milwaukee! This well-maintained duplex features a spacious 3-bedroom upper unit and a comfortable 2-bedroom lower unit, offering flexibility for owner-occupants or strong rental potential for investors. Each unit provides functional layouts with ample living space and natural light. Enjoy a nice front yard and a private backyard--perfect for relaxing or

Gregory Chadwell RE/MAX Lakeside-North

$25,000
- Land
- 0.42 Acre
- $59,524 per Acre
3456 N Buffum St

Milwaukee, WI
Prime development opportunity in the vibrant area just west of Riverwest in Milwaukee! This land parcel sits directly adjacent to the popular Beerline Trail, offering excellent visibility and accessibility. Zoned for flexible use, this site is ideal for light manufacturing, warehouse space, or multifamily development. Surrounded by a mix of residential growth, local businesses, and easy access to

Gregory Chadwell RE/MAX Lakeside-North

Recently Sold

$175,000 Sold Feb 6, 2026
- 3 Beds
- 1 Bath
- 818 Sq Ft
7716 Big Pine Ln

Burlington, WI
- 12% Below List
- $214/SF
- 19 Days On Market
- Current Est. Value $180K
Gregory Chadwell RE/MAX Lakeside-North

$180,000 Sold Feb 6, 2026
- 2 Beds
- 2 Baths
- 1,090 Sq Ft
801 W Puetz Rd

Oak Creek, WI
- 8% Below List
- $165/SF
- 27 Days On Market
- Current Est. Value $182K
Gregory Chadwell RE/MAX Lakeside-North

$174,000 Sold Jan 30, 2026
- 3 Beds
- 1.5 Baths
- 1,486 Sq Ft
420 Racine St

Unit 109

Waterford, WI
- 3% Above List
- $117/SF
- 58 Days On Market
- Current Est. Value $184K
Gregory Chadwell RE/MAX Lakeside-North

$432,000 Sold Dec 1, 2025
- 3 Beds
- 1.5 Baths
- 1,684 Sq Ft
8302 Avon Ct

Milwaukee, WI
- 5% Below List
- $257/SF
- 37 Days On Market
- Current Est. Value $433K
Gregory Chadwell RE/MAX Lakeside-North

$495,000 Sold Oct 27, 2025
- 3 Beds
- 1.5 Baths
- 1,681 Sq Ft
26044 W Loomis Rd

Waterford, WI
- 10% Below List
- $294/SF
- 55 Days On Market
- Current Est. Value $482K
Gregory Chadwell RE/MAX Lakeside-North

$310,000 Sold Jun 16, 2025
- 4 Beds
- 3 Baths
- 2,312 Sq Ft
3542 S 35th St

Milwaukee, WI
- 2% Below List
- $134/SF
- 23 Days On Market
- Current Est. Value $326K
Gregory Chadwell RE/MAX Lakeside-North

$309,000 Sold Apr 4, 2025
- 2 Beds
- 2 Baths
- 1,445 Sq Ft
2912 N University Dr

Unit 204

Waukesha, WI
- 3% Below List
- $214/SF
- 4 Days On Market
Gregory Chadwell RE/MAX Lakeside-North

$237,000 Sold Mar 31, 2025
- 3 Beds
- 1.5 Baths
- 2,224 Sq Ft
2000 E Rawson Ave

Oak Creek, WI
- 18% Above List
- $107/SF
- 2 Days On Market
- Current Est. Value $342K
Gregory Chadwell RE/MAX Lakeside-North

$100,000 Sold Dec 13, 2024
- 2 Beds
- 1 Bath
- 784 Sq Ft
7015 N 44th St

Milwaukee, WI
- $128/SF
- 38 Days On Market
- Current Est. Value $112K
Gregory Chadwell RE/MAX Lakeside-North

Awards and Designations

100% Club since 2018
2016-2017 Executive Club
2020 Executive Club
Five Star BPO Certified

Other Experience

Foreclosures, Luxury Homes, New Construction, Property Management

Agent License: Wisconsin 56906

Gregory Chadwell

(414) 420-9582

Homes for Sale by City

Gregory Chadwell

About Gregory

Transaction History

Seller Deals

Buyer Deals

Production Over Time

1 Year View by Quarter

Seller Deals

Buyer Deals

Production Over Time

2 Year View by Quarter

Seller Deals

Buyer Deals

Production Over Time

5 Year View

Neighborhoods Gregory is Experienced In

Gregory's Listings and Deals

Gregory's Active Listings

Recently Sold

Awards and Designations

Other Experience