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Jeffrey D Cummings

Jeffrey D Cummings
Real Estate Agent (Broker Sales)
Sarasota FL

Broker Sales (FL: 3551006)

19 years experience

REALTOR® 17 Active Listings Serves Sarasota County, FL
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Contact Information

Brokerage
Re/Max Complete

Office Website
Office Address
2000 Webber St
Sarasota, FL  34239
(Sarasota County)
Office Phone
317-282-0643
Office Fax
Mobile
317-370-4664
Email
jcum*****@************.com
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Service Areas

Alexandria: IN Pipe Creek: IN Orestes: IN Anderson: IN Cicero: IN Arcadia: IN Atlanta: IN Carmel: IN Westfield: IN Fishers: IN Fortville: IN Ingalls: IN Frankton: IN Lapel: IN Ulen: IN Lebanon: IN Zionsville: IN Whitestown: IN McCordsville: IN Markleville: IN Noblesville: IN Pendleton: IN Sheridan: IN Thorntown: IN Tipton: IN Hobbs: IN Indianapolis: IN Amo: IN Avon: IN Danville: IN Plainfield: IN Cumberland: IN Spring Lake: IN Greenfield: IN Greenwood: IN Bargersville: IN New Palestine: IN Willow Branch: IN Wilkinson: IN Meridian Hills: IN Lawrence: IN Yorktown: IN Hills And Dales: IN Muncie: IN Oakville: IN Williams Creek: IN

About Jeffrey Cummings

**Jeff Cummings: Your Trusted Real Estate Partner**

Jeff Cummings embodies professionalism, dedication, and innovative service in the realm of real estate. A devoted husband and father of two, he cherishes quality time with his family, often enjoying boating and water skiing on Geist Reservoir, as well as engaging in golf and fitness activities. An enthusiastic supporter of the Indianapolis Colts, Jeff and his wife, Angel, have held season tickets since 2005.

Jeff earned his Bachelor of Science in Business Administration with a focus on Management from the University of West Florida in 2003. After relocating to the Indianapolis area to embark on a career in business management, he began flipping homes alongside his father, David Cummings, in 2005. This venture sparked his interest in real estate, leading him to obtain his real estate license and manage his own investments.

In 2007, Jeff officially entered the real estate market, quickly discovering his passion for the industry. His sales performance grew consistently, prompting him to establish his own brokerage, Diamond Group Realty, in 2010. Under his leadership, the office experienced year-on-year revenue growth until 2015, and he became an approved HUD Listing Broker. Additionally, he expanded the brokerage to include a property management division.

Over the past decade, Jeff has enhanced his expertise across various facets of real estate, representing sellers, buyers, investors, banks, and rental properties. In early 2016, he was awarded a RE/MAX franchise in East Fishers, marking a significant milestone in his career. Today, he leads the fastest-growing RE/MAX franchise in Indiana and has received numerous accolades, including the RE/MAX National Chairman's Award in 2018, recognition as a top 10 team in the state, and the Broker of the Year award in 2017. He was also a finalist for the esteemed MIBOR Realtor of the Year award, selected from over 11,000 realtors statewide.

Jeff's office, RE/MAX Complete, reflects his commitment to providing comprehensive services, ensuring clients have all their real estate needs met under one roof. The brokerage offers a range of services, including sales, leasing, management, and consulting, as well as assistance for those seeking vacation homes in Florida. Jeff Cummings is dedicated to making the home buying and selling process seamless and rewarding for every client.

Sarasota County, FL Real Estate Market Analysis (Single Family Homes)

$954,825
Avg. Listing Price
From Jeffrey's portfolio
3.1 / 2.6
Avg. Beds/Baths
Typical property size
2,141 sf
Avg. Square Footage
Interior living space
5986
Active Listings
Current inventory

Sarasota County's real estate market stands as one of Florida's most sophisticated and competitive landscapes, with an impressive network of 13,714 actively licensed agents serving this coveted Gulf Coast region. This substantial agent presence reflects the area's magnetic appeal to both seasonal residents and permanent transplants seeking the perfect blend of cultural sophistication and coastal living.

The market's complexity stems from its diverse property types, ranging from luxury waterfront estates in exclusive enclaves to family-friendly neighborhoods inland. With all 13,714 agents maintaining current email addresses, the communication infrastructure supporting this market demonstrates the high level of professionalism and connectivity that defines Sarasota County's real estate ecosystem.

Major Sarasota County, Florida Real Estate Markets

Sarasota city anchors the county's luxury market, with downtown condominiums and bayfront properties commanding premium prices, while nearby Siesta Key continues to attract international buyers drawn to its world-renowned beaches. Venice offers a unique blend of historic charm and modern development, particularly appealing to retirees, while North Port has emerged as a surprising hotspot for younger families seeking affordability without sacrificing amenities.

The barrier islands, including Longboat Key and Casey Key, represent some of Florida's most exclusive real estate, creating specialized market segments that require deep local expertise. Osprey and Nokomis round out the county's diverse offerings, providing everything from golf course communities to waterfront living at various price points, each demanding agents with specific neighborhood knowledge and client relationships.

Market Dynamics and Geographic Complexity

Sarasota County's real estate market operates on multiple tiers simultaneously, with luxury properties often selling through private networks while entry-level homes face intense competition from cash buyers and investors. The seasonal nature of the market creates unique timing challenges, with peak activity running from January through April when northern buyers actively search, followed by a strategic summer period when locals and year-round residents dominate transactions.

Geographic micro-markets within the county can vary dramatically in pricing, inventory levels, and buyer demographics, sometimes within just a few miles of each other. This complexity requires agents to maintain hyperlocal expertise while understanding broader county trends, creating opportunities for businesses that can effectively segment and target specific agent specialties and territorial focuses.

Why Businesses Need Sarasota County, Florida Agent Contact Data

Mortgage lenders, title companies, and home service providers require direct access to Sarasota County's extensive agent network to capitalize on the area's robust transaction volume and high property values. With such a large concentration of active agents, businesses can develop targeted campaigns for specific market segments, whether focusing on luxury specialists, first-time buyer experts, or investment property professionals.

The complete email accessibility of all 13,714 agents creates unprecedented opportunities for B2B marketing, continuing education providers, and real estate technology companies to reach this influential market efficiently. Given Sarasota County's reputation as a trendsetting market that often influences broader Florida real estate patterns, establishing strong relationships with local agents can provide valuable market intelligence and expansion opportunities throughout the region.

Current Property Listings

As of 2/13/2026, Jeffrey Cummings has 17 properties for sale in Sarasota and surrounding areas. These are the top 10 listings.

$159,900

Listed 2026-01-23

1010 W 23rd St
Muncie, IN  47302

Beds: 3.0
Baths: 1.0
Sq Ft: 1,420
Lot: 40,946 sf
Single Family Map
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$549,900

Listed 2026-01-06

1254 Maple Ave
Noblesville, IN  46060

Beds: 4.0
Baths: 2.5
Sq Ft: 2,797
Lot: 8,712 sf
Single Family Map
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$559,900

Listed 2025-07-09

12853 Cyntheanne Rd
Fishers, IN  46037

Beds: 2.0
Baths: 2.0
Sq Ft: 1,456
Lot: 108,464 sf
Farm Map
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$984,900

Listed 2025-08-18

11991 Shady Knoll Dr
Fishers, IN  46037

Beds: 6.0
Baths: 5.0
Sq Ft: 5,296
Lot: 16,988 sf
Single Family Map
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$485,900

Listed 2025-09-24

15104 Downham Dr
Fishers, IN  46037

Beds: 5.0
Baths: 3.0
Sq Ft: 2,719
Lot: 9,583 sf
Single Family Map
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$499,900

Listed 2025-11-21

10661 Burning Ridge Ln
Fishers, IN  46037

Beds: 3.0
Baths: 2.5
Sq Ft: 2,315
Lot: 13,939 sf
Single Family Map
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$459,900

Listed 2026-01-16

12442 Goodloe Dr
Fishers, IN  46037

Beds: 4.0
Baths: 2.5
Sq Ft: 3,155
Lot: 9,148 sf
Single Family Map
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$649,900

Listed 2026-01-23

13480 Mosel Ct
Fishers, IN  46037

Beds: 3.0
Baths: 3.5
Sq Ft: 3,260
Lot: 10,890 sf
Single Family Map
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$577,000

Listed 2026-01-15

16502 Dominion Dr
Fishers, IN  46040

Beds: 5.0
Baths: 3.5
Sq Ft: 4,210
Lot: 9,148 sf
Single Family Map
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$174,900

Listed 2025-12-08

523 N 16th St
Elwood, IN  46036

Beds: 3.0
Baths: 2.0
Sq Ft: 1,336
Lot: 8,712 sf
Single Family Map
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Current Property Rentals

As of 2/5/2026, Jeffrey Cummings has the following rental properties available in Sarasota and surrounding areas. These are the top 10 listings.

$2,430

Listed

5732 N Rockingham Ln
McCordsville, IN  46055

Beds: 4.0
Baths: 2.5
Sq Ft: 3,160
Single Family Map
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