JAMI WINCHESTER

Responds Quickly

Springfield IL

The Real Estate Group, Inc.

1,430 Closed Sales

$269.9M Total Value

$69.9K - $965K Price Range

$188.7K Average Price

Prior 5 years

About JAMI

Springfield has been Jami Winchester's hometown her entire life and she knows the market well. She started her real estate career in 1998 after working for a local financial institution. Throughout her career, she received numerous awards that included the #1 top producing single agent for homes sold, top 10 agents in the Illinois and Missouri region, and also received the prestigious Hall of Fame Award.

She continued her education by obtaining her broker's license, became a Certified Residential Specialist, and have graduated from the Realtor Institute (a designation that ranks her in the top 4% of real estate agents nationwide).

Jami was also recently recognized as the "The Best Realtor" by Illinois Times for 2013, 2014, 2017 and again in 2023! As the business grew, she formed the Winchester Sales Team. This consists of an administrative assistant and eight full time agents.

We would love to put our experience to work for you.

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

Years of Experience: 28

Transaction History

1 Year
2 Year
5 Year

Seller Deals
Total Deals	176
Total Value	$36,699,162
Average Sale Price	$208,518
Price Range	$15K - $650K

Buyer Deals
Total Deals	224
Total Value	$44,022,523
Average Sale Price	$196,529
Price Range	$6K - $965K

1 Year View by Quarter

Seller Deals
Total Deals	312
Total Value	$65,538,617
Average Sale Price	$210,060
Price Range	$15K - $750K

Buyer Deals
Total Deals	383
Total Value	$70,975,303
Average Sale Price	$185,314
Price Range	$6K - $965K

2 Year View by Quarter

Seller Deals
Total Deals	701
Total Value	$134,610,020
Average Sale Price	$192,026
Price Range	$11K - $750K

Buyer Deals
Total Deals	729
Total Value	$135,284,669
Average Sale Price	$185,576
Price Range	$6K - $965K

5 Year View

Neighborhoods JAMI is Experienced In

JAMI's Recent Active Listings

$129,900
- 3 Beds
- 1.5 Baths
- 1,538 Sq Ft
2501 S 7th St

Springfield, IL
A classic home on a picturesque corner lot, this property offers timeless charm and a wonderfully functional floor plan. Featuring 3 bedrooms and 1.5 baths, the home welcomes you with beautiful woodwork throughout that preserves its original character. You’ll love the spacious kitchen with abundant cabinetry, the large formal dining room, and the cozy brick fireplace that anchors the living room.

JAMI WINCHESTER The Real Estate Group, Inc.

$349,900
- 4 Beds
- 2 Baths
- 2,055 Sq Ft
505 Wingate Dr

Sherman, IL
Welcome to 505 Wingate, a truly turnkey home located in the highly sought-after Sherman/Williamsville School District and the picturesque Flaggland subdivision. NEW professional photos have been added, along with previously staged photos for buyer inspiration. This beautifully updated 4-bedroom, 2-bath home has been thoughtfully renovated throughout the past five years, offering modern finishes

JAMI WINCHESTER The Real Estate Group, Inc.

$425,000
- 4 Beds
- 4 Baths
- 4,231 Sq Ft
50 W Hazel Dell

Unit 1

Springfield, IL
Wonderful Cape Cod style home loaded with exceptional features and space throughout! The large gourmet kitchen is a dream with Bosch stainless double ovens, cooktop, dishwasher, trash compactor and an adjacent sitting room that opens beautifully to the kitchen area. Two primary bedroom suites offer flexible living options, including an impressive second floor suite with an updated bath featuring

JAMI WINCHESTER The Real Estate Group, Inc.

$250,000
- 4 Beds
- 6,000 Sq Ft
524 E Ridgely Ave

Unit G, H, I, J, K & L

Springfield, IL
Great opportunity to own a 6 units just a couple blocks away from Lincoln Park. One building is a 4-plex and the other is a duplex. All fully occupied with a total gross monthly income of $3,850. New roof layover just installed in August 2024. New siding on the 4-plex. Tenant pays for all utilities. Owner pays for garbage expense.

JAMI WINCHESTER The Real Estate Group, Inc.

$575,000
- 4 Beds
- 3.5 Baths
- 3,941 Sq Ft
15500 W Loami Rd

New Berlin, IL
This incredible property offers 5 acres of privacy, mature trees, & versatile living spaces, plus two outbuildings, above-ground pool, full RV hookups, & dual furnace/AC/hot water heaters. Be welcomed by large arched double wood doors reclaimed from original owners family 1850's mansion. The main floor is open & spacious, featuring 3 bedrooms, 2.5 baths, kitchen, large living & dining area,

JAMI WINCHESTER The Real Estate Group, Inc.

$46,000
- 2 Beds
- 1 Bath
- 864 Sq Ft
1713 E Glenn Ave

Springfield, IL
Attention investors.... This 2 bed, 1 bath property is already tenant-occupied, providing immediate income from day one. Whether you're expanding your portfolio or getting started, this is a turnkey opportunity with built-in returns.

JAMI WINCHESTER The Real Estate Group, Inc.

$33,000
- 1 Bed
- 1 Bath
- 658 Sq Ft
1412 N 15th St

Springfield, IL
*Investor Special* Currently tenant occupied. Just a short walk to Lanphier High School.

JAMI WINCHESTER The Real Estate Group, Inc.

$19,999
- Land
- 0 Sq Ft Lot
- -- per Acre
2102 E Black Ave

Springfield, IL
Great building lot on almost an acre of land offering several possibilities for development, including a single-family home or multi-family residence. Surrounded by gorgeous, mature trees, the property provides a serene, park-like setting while still being just minutes from shopping, schools, and everyday amenities. The seller has removed several trees to create space for building, making it

JAMI WINCHESTER The Real Estate Group, Inc.

$39,900
- Land
- 0 Sq Ft Lot
- -- per Acre
83 Firefly Ct

Chatham, IL
Ready to build your dream home? This lot is waiting for you in The Highlands. Great location and Chatham schools too!

JAMI WINCHESTER The Real Estate Group, Inc.

Recently Sold

$100,000

Sold Jun 1, 2026
- 2 Beds
- 1 Bath
- 896 Sq Ft
612 S English Ave

Springfield, IL
- $112/SF
- 2 Days On Market
- Current Est. Value $100K
JAMI WINCHESTER The Real Estate Group, Inc.

$459,900

Sold May 29, 2026
- 4 Beds
- 2.5 Baths
- 2,812 Sq Ft
1600 E Spruce St

Chatham, IL
- $164/SF
- 0 Days On Market
- Current Est. Value $460K
JAMI WINCHESTER The Real Estate Group, Inc.

$165,000

Sold May 29, 2026
- 3 Beds
- 1 Bath
- 1,416 Sq Ft
1705 Fairfield Dr

Springfield, IL
- 3% Above List
- $117/SF
- 2 Days On Market
- Current Est. Value $158K
JAMI WINCHESTER The Real Estate Group, Inc.

$428,000

Sold May 28, 2026
- 4 Beds
- 4 Baths
- 2,816 Sq Ft
4356 Creek Dr

Springfield, IL
- 1% Above List
- $152/SF
- 1 Day On Market
- Current Est. Value $422K
JAMI WINCHESTER The Real Estate Group, Inc.

$78,400

Sold May 27, 2026
- 2 Beds
- 2 Baths
- 977 Sq Ft
1901 Jeanette Ln

Unit 6

Springfield, IL
- 2% Above List
- $80/SF
- 4 Days On Market
JAMI WINCHESTER The Real Estate Group, Inc.

$270,000

Sold May 26, 2026
- 3 Beds
- 2 Baths
- 2,416 Sq Ft
5301 Deerwood Lake

Springfield, IL
- 4% Above List
- $112/SF
- 4 Days On Market
- Current Est. Value $260K
JAMI WINCHESTER The Real Estate Group, Inc.

$210,000

Sold May 22, 2026
- 4 Beds
- 2.5 Baths
- 1,733 Sq Ft
1101 W Maple Ave S

Springfield, IL
- 5% Above List
- $121/SF
- 0 Days On Market
- Current Est. Value $161K
JAMI WINCHESTER The Real Estate Group, Inc.

$318,000

Sold May 22, 2026
- 4 Beds
- 2.5 Baths
- 2,240 Sq Ft
125 Cypress Point Dr

Springfield, IL
- 4% Above List
- $142/SF
- 2 Days On Market
- Current Est. Value $297K
JAMI WINCHESTER The Real Estate Group, Inc.

$190,000

Sold May 15, 2026
- 3 Beds
- 2 Baths
- 1,152 Sq Ft
809 Diane Ct

Springfield, IL
- 6% Above List
- $165/SF
- 2 Days On Market
- Current Est. Value $179K
JAMI WINCHESTER The Real Estate Group, Inc.

Awards and Designations

#1 top producing single agent for homes sold, 10 agents in the Illinois and Missouri region, and Hall of Fame Award. The Best Realtor" by Illinois Times for 2013, 2014 and again in 2017.
GRI - Graduate REALTOR Institute

Other Experience

First Time Home Buyers, Investments, New Construction

Agent License: Illinois 475109074

JAMI WINCHESTER

(217) 290-0807

Responds Quickly

(217) 290-0807

Homes for Sale by City

JAMI WINCHESTER

About JAMI

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 JAMI is Experienced In

JAMI's Listings and Deals

JAMI's Recent Active Listings

Recently Sold

Awards and Designations

Other Experience