Reuben Simmonds

Blair Realty Group

Looking to sell your property, buy a new home, or just need some expert real estate advice?

About
Reuben Simmonds | Blair Realty Group

With over 26 years of real estate experience and more than 520 closed career transactions, Reuben Simmonds is a seasoned Central Florida real estate professional and U.S. military veteran with Blair Realty Group. Reuben delivers tailored, high-performance real estate services to home buyers and sellers across West Orange and South Lake Counties.

Specializing in high-velocity communities including Winter Garden (34787), Horizon West, Ocoee, Clermont, and Windermere, Reuben combines deep local market expertise with an in-depth understanding of military relocations, VA loan processes, and move-up buyer strategies. Whether assisting military families utilizing their VA home benefits or helping local homeowners maximize their listing equity, Reuben leverages a quarter-century of proven negotiation power to ensure seamless communication, fast execution, and outstanding results from offer to closing.
Highlights *
7
Recent sales
$185K-$1.72M
Price range
$275K
Median price
26
Years experience

Recent Listings & Sales

Address Sold Date Sold Price Represented
520 Georgetown Dr
Casselberry, FL 32707
8/12/2026 $184,800 Seller
4664 Pleasant Valley Ct
Orlando, FL 32811
4/1/2026 $275,000 Buyer
6816 SW 4th Pl
Gainesville, FL 32607
7/1/2025 $1,720,000 Buyer
1130 E Bay St
Winter Garden, FL 34787
5/28/2025 $210,000 Seller
6088 Terrell Rd
Mount Dora, FL 32757
11/6/2024 Not available Buyer

Transaction History *

Seller Deals

Total Deals
4
Total Value
$1,227,800
Median Sale Price
$274,750
Price Range
$185K - $494K

Buyer Deals

Total Deals
3
Total Value
$1,995,000
Median Sale Price
$997,500
Price Range
$275K - $1.72M

Sales Volume Timeline

Reuben Simmonds’s production volume for the past 3 year period Q4 ’23 Q4 2023: $494K Q1 ’24 Q1 2024: $0 Q2 ’24 Q2 2024: $0 Q3 ’24 Q3 2024: $340K Q4 ’24 Q4 2024: $0 Q1 ’25 Q1 2025: $0 Q2 ’25 Q2 2025: $210K Q3 ’25 Q3 2025: $1.7M Q4 ’25 Q4 2025: $0 Q1 ’26 Q1 2026: $0 Q2 ’26 Q2 2026: $275K Q3 ’26 Q3 2026: $185K Q4 ’26 Q4 2026: $0 Q4 2023 Total Sales $494K Q1 2024 Total Sales $0 Q2 2024 Total Sales $0 Q3 2024 Total Sales $340K Q4 2024 Total Sales $0 Q1 2025 Total Sales $0 Q2 2025 Total Sales $210K Q3 2025 Total Sales $1.7M Q4 2025 Total Sales $0 Q1 2026 Total Sales $0 Q2 2026 Total Sales $275K Q3 2026 Total Sales $185K Q4 2026 (Oct 1-Oct 7) Total Sales $0

Ratings & Reviews
5.0 (3)

Wanda L
Apopka, FL - May 8, 2026

I needed to sell my current home and buy new construction simultaneously. That's complicated. That's risky. Reuben managed both. He stayed on top of the build with weekly updates. He helped me switch lenders when needed. He sold my previous home for MORE than asking price. Everything went smoothly.

Source: Agent

Ava J
Orlando, FL - May 8, 2026

I was making $7.50 an hour. Homeownership felt impossible. I didn't understand credit. I didn't know where to start. Reuben didn't just sell me a home—he educated me on credit, connected me with the right lender, and guided me through every step. I bought my home. 24 years later, I'm still living in it. That's not just a transaction—that's a life changed.

Source: Agent

Doris B
Apopka, FL - May 8, 2026

I've been working with Reuben for 25 years—from my first home purchase to four successful transactions. What makes him different? He doesn't just sell homes; he teaches you how to build wealth through real estate. My starter home became a stepping stone. Each sale was profitable. Each purchase was strategic. Now my mother, brother, and sons all use his services. When Reuben says "your realtor for life," he means it.

Source: Agent

Professional Info

Brokerage

Blair Realty Group
5401 South Kirkman Road
Orlando, FL 32819

Licensed

Licensed REALTOR®
FL SL680620

Awards

  • Top Producer 2021 & 2025

Specialties

  • Age-restricted communities
  • First-time buyers
  • Foreclosures & Short sales
  • Luxury properties
  • Military
  • Recreation & Vacation
  • Relocation

Hobbies

  • Family
  • Fitness & Exercise
  • Sports

Top Cities *

Winter Garden

  • 2 sales past 3 years
  • 78 days on market
  • $210K median price

Casselberry

  • 1 sales past 3 years
  • 237 days on market
  • $185K median price

Gainesville

  • 1 sales past 3 years
  • $1.72M median price

* Sales data is calculated based on transaction information available to Agent Pronto at the time of publishing and may not accurately reflect all transactions for a given agent.