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Timothy P Weisheyer

Timothy P Weisheyer
Real Estate Agent (Broker)
Saint Cloud FL

Broker (FL: 653486)

29 years experience

REALTOR® 108 Active Listings Serves Osceola County, FL
View on Realtor.com

Contact Information

Brokerage
Dream Builders Realty
Office Address
1025 Pennsylvania Ave
Saint Cloud, FL  34769
(Osceola County)
Office Phone
407-847-5428
Office Fax
Mobile
407-460-3211
Email
t**@*************.com
Show Email for $5

Service Areas

Orlando: FL Tangelo Park: FL Bay Hill: FL Sand Lake: FL Doctor Phillips: FL Southchase: FL Hunters Creek: FL Kissimmee: FL Buenaventura Lakes: FL St. Cloud: FL Kindred: FL Campbell: FL Poinciana: FL Magnolia Square: FL

About Timothy Weisheyer

Tim Weisheyer began his professional journey in education at Reedy Creek Elementary School before transitioning to a successful career in real estate, driven by his entrepreneurial spirit. By the age of 24, he had established himself as a multi-million dollar producer, recognized for his commitment to excellence in every transaction. His expertise quickly made him a preferred representative for several leading builders in the region, and he formed a land acquisition team to assist clients in navigating the complexities of Central Florida's rapid growth.

In 2000, Tim founded his residential real estate company, later rebranding it as Dream Builders Realty. He also serves as the Broker/Owner of dbrCommercial Real Estate Services, a full-service commercial real estate brokerage.

Tim's achievements in the industry are reflected in numerous accolades, including:

- Realtor® of the Year
- Small Business of the Year
- Rising Realtor® Star of the Year
- Realtor® Star of the Year
- Osceola County Realtor® Public Policy Advocacy Award
- Presidential Award Recipient
- Congressional Recognition for Small Business Excellence
- President of the Osceola County Association of Realtors®
- Osceola County’s Real Estate Office of the Year

Demonstrating his commitment to community service, Tim combined his passion for education with his business acumen by running for a position on the Osceola County School Board. In 2012, he was elected by a significant majority, securing nearly two-thirds of the vote. He was re-elected for a second term in 2016 and served as Chairman of the Board for two terms, earning a reputation for principled, rational, and responsive leadership.

Tim resides in Kissimmee, Florida, with his wife Pam and their two daughters.

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

$565,895
Avg. Listing Price
From Timothy's portfolio
4.3 / 3.3
Avg. Beds/Baths
Typical property size
2,426 sf
Avg. Square Footage
Interior living space
4005
Active Listings
Current inventory

Osceola County, Florida's real estate market represents one of Central Florida's most dynamic and rapidly evolving landscapes, driven by its strategic position between Orlando's tourism corridor and the state's agricultural heartland. With 9,899 total actively licensed agents serving the region, this market demonstrates remarkable depth and professional engagement, reflecting the area's sustained growth and investment appeal. The county's unique blend of vacation rental properties, family residential communities, and commercial developments creates a multifaceted market that attracts both local homebuyers and international investors.

What makes Osceola County particularly intriguing is its transformation from a primarily rural county to a major suburban extension of the Greater Orlando metropolitan area. The presence of 9,899 agents with email connectivity underscores the market's technological sophistication and professional accessibility, enabling seamless communication in an increasingly digital real estate environment. This robust agent network serves diverse communities from Kissimmee's tourist-focused developments to St. Cloud's family-oriented neighborhoods, each requiring specialized market knowledge and client relationship management.

Major Osceola County, Florida Real Estate Markets

Kissimmee stands as Osceola County's primary real estate hub, anchoring a market that extends from Disney World's doorstep to the shores of East Lake Tohopekaliga. The city's proximity to major theme parks drives substantial vacation rental investment, while established neighborhoods like Celebration and newer developments in Poinciana attract permanent residents seeking affordable alternatives to Orange County housing. St. Cloud emerges as another significant market center, offering waterfront properties along multiple lakes and master-planned communities that appeal to retirees and young families alike.

The county's real estate geography extends beyond these urban centers to include rural properties in areas like Kenansville and Holopaw, where agricultural land conversions and conservation easements create unique investment opportunities. Intercession City and Four Corners represent emerging markets where residential development intersects with Polk County growth patterns, while the US-192 corridor continues evolving as a mixed-use commercial and residential zone. These diverse markets require agents with deep local expertise to navigate zoning complexities, tourism regulations, and infrastructure development timelines.

Market Dynamics and Geographic Complexity

Osceola County's real estate market operates within multiple economic ecosystems simultaneously, creating unusual pricing dynamics and inventory fluctuations. Tourism-driven demand in western areas contrasts sharply with agricultural transition zones in eastern sections, while lakefront properties command premium pricing regardless of location. Seasonal buying patterns reflect both tourist industry cycles and snowbird migration trends, with inventory levels and pricing strategies shifting dramatically between peak and off-peak periods.

The market's complexity extends to regulatory considerations, as properties near conservation areas, floodplains, and tourism districts face varying restrictions and opportunities. Short-term rental regulations, homestead exemptions, and agricultural classifications create intricate scenarios requiring specialized knowledge. Climate resilience and insurance considerations increasingly influence buyer decisions, particularly for waterfront properties and areas with historical flooding concerns, making local agent expertise invaluable for accurate market positioning.

Why Businesses Need Osceola County, Florida Agent Contact Data

Service providers targeting Osceola County's real estate market benefit enormously from direct agent communication channels, as the county's geographic spread and market diversity require localized outreach strategies. Mortgage brokers, home inspectors, title companies, and insurance providers can leverage the complete email database of 9,899 agents to deliver targeted messaging about services relevant to specific submarkets, whether vacation rental financing, flood insurance, or agricultural property assessments.

The comprehensive agent contact network enables businesses to build relationships across Osceola County's varied real estate sectors efficiently, from luxury lakefront specialists to first-time homebuyer advocates. Technology companies, marketing firms, and professional service providers can utilize this database to introduce innovations, schedule training sessions, or announce regulatory updates that affect local practice, ensuring their solutions reach decision-makers across all market segments and geographic areas within this rapidly expanding county.

Current Property Listings

As of 2/17/2026, Timothy Weisheyer has 108 properties for sale in Saint Cloud and surrounding areas. These are the top 10 listings.

$6,750,000

Listed 2024-12-10

2975 Clay Whaley Rd
Saint Cloud, FL  34772

Beds:
Baths:
Sq Ft:
Lot: 862,924 sf
Land Map
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$1,500,000

Listed 2021-10-19

Pleasant Hill Rd
Kissimmee, FL  34746

Beds:
Baths:
Sq Ft:
Lot: 218,236 sf
Land Map
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$950,000

Listed 2022-05-31

1670 Orange Ln
Kissimmee, FL  34746

Beds:
Baths:
Sq Ft:
Lot: 62,726 sf
Land Map
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$1,600,000

Listed 2024-06-13

4051 Pleasant Hill Rd
Kissimmee, FL  34746

Beds:
Baths:
Sq Ft:
Lot: 209,959 sf
Land Map
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$2,500,000

Listed 2025-02-24

4445 Austin Rd
Kissimmee, FL  34746

Beds:
Baths:
Sq Ft:
Lot: 348,916 sf
Land Map
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$41,000

Listed 2023-07-14

1606 W 18th St
Lehigh Acres, FL  33972

Beds:
Baths:
Sq Ft:
Lot: 10,890 sf
Land Map
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$41,000

Listed 2022-01-20

1610 Hibiscus Ave
Lehigh Acres, FL  33972

Beds:
Baths:
Sq Ft:
Lot: 11,326 sf
Land Map
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$41,000

Listed 2021-06-11

23128 McMullen Ave
Port Charlotte, FL  33980

Beds:
Baths:
Sq Ft:
Lot: 10,019 sf
Land Map
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$41,000

Listed 2021-06-11

3636 Vessels Rd
Port Charlotte, FL  33980

Beds:
Baths:
Sq Ft:
Lot: 10,019 sf
Land Map
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$41,000

Listed 2021-10-23

3204 4th St SW
Lehigh Acres, FL  33976

Beds:
Baths:
Sq Ft:
Lot: 10,890 sf
Land Map
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Current Property Rentals

As of 1/15/2026, Timothy Weisheyer has the following rental properties available in Saint Cloud and surrounding areas. These are the top 10 listings.

$1,495

Listed 2025-09-18

1674 Orange Ln
Kissimmee, FL  34746

Beds: 2.0
Baths: 1.0
Sq Ft: 952
Lot: 62,726 sf
Single Family Map
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