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  4. Ryan & Megan Winslow

Ryan & Megan Winslow

Winslow Homes LLC

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

About
Ryan and Megan Winslow lead Winslow Homes, a husband-and-wife brokerage serving luxury buyers and sellers across Florida and Massachusetts. They work every listing and every purchase together, so you get two seasoned agents on your side from the first call to the closing table. Ryan and Megan handle pricing strategy, high-end marketing, firm negotiation, and every detail of inspections and repairs. Their backgrounds in lending and construction help clients clear appraisal, inspection, and financing hurdles before they stall a deal. Clients count on fast answers, honest advice, and a plan built around their goals. Ryan is a retired U.S. Army veteran. Whether you are buying a waterfront home in New Smyrna Beach, selling in Miami, or relocating from Massachusetts, Ryan and Megan make your move simple and profitable.
Highlights *
45
Recent sales
$60K - $1.44M
Price range
$314K
Median price
17
Years experience

Recent Listings & Sales

Address Sold Date Sold Price Represented
1714 Creekwater Blvd
Port Orange, FL 32128
10/9/2026 $589,000 Seller
133 Park Ave
Daytona Beach, FL 32118
8/28/2026 $500,000 Seller
852 White Ct
Daytona Beach, FL 32117
8/25/2026 $232,000 Buyer
453 Central St
Pawtucket, RI 02860
8/25/2026 $620,000 Buyer
1314 Schumann Dr
Sebastian, FL 32958
7/20/2026 $440,000 Buyer

Transaction History *

Seller Deals

Total Deals
29
Total Value
$10,739,900
Median Sale Price
$314,000
Price Range
$60K - $1.21M

Buyer Deals

Total Deals
16
Total Value
$7,129,000
Median Sale Price
$317,500
Price Range
$135K - $1.44M

Sales Volume Timeline

Ryan & Megan Winslow’s production volume for the past 3 year period Q1 ’24 Q1 2024 (Jan 1–Mar 31, 2024): $459K Q2 ’24 Q2 2024 (Apr 1–Jun 30, 2024): $1.9M Q3 ’24 Q3 2024 (Jul 1–Sep 30, 2024): $2.3M Q4 ’24 Q4 2024 (Oct 1–Dec 31, 2024): $430K Q1 ’25 Q1 2025 (Jan 1–Mar 31, 2025): $2.6M Q2 ’25 Q2 2025 (Apr 1–Jun 30, 2025): $1.3M Q3 ’25 Q3 2025 (Jul 1–Sep 30, 2025): $2.6M Q4 ’25 Q4 2025 (Oct 1–Dec 31, 2025): $1.8M Q1 ’26 Q1 2026 (Jan 1–Mar 31, 2026): $1.4M Q2 ’26 Q2 2026 (Apr 1–Jun 30, 2026): $265K Q3 ’26 Q3 2026 (Jul 1–Sep 30, 2026): $2.2M Q1 2024 Total Sales $459K Q2 2024 Total Sales $1.9M Q3 2024 Total Sales $2.3M Q4 2024 Total Sales $430K Q1 2025 Total Sales $2.6M Q2 2025 Total Sales $1.3M Q3 2025 Total Sales $2.6M Q4 2025 Total Sales $1.8M Q1 2026 Total Sales $1.4M Q2 2026 Total Sales $265K Q3 2026 Total Sales $2.2M

Sales volume is shown for complete quarters only.

Ratings & Reviews
5.0 (64)

Reviewers say

Reviewers frequently praise the agents’ professionalism, market knowledge, honesty, responsiveness, and thoughtful guidance. They describe attentive support, skilled negotiation, and smooth, less stressful buying and selling experiences, often noting the team went above and beyond.

Emily
Melbourne, FL - Aug 15, 2026

The best realtors ever they got me into my dream home and I absolutely had no issues. The process was so easy, and they are just amazing. I would definitely recommend them and use them again.

Source: Google

Cara Benoit
New Smyrna Beach, FL - Jul 15, 2026

Working with Megan was an outstanding experience from start to finish. She was knowledgeable, professional, and always available to answer my questions whenever I needed to reach her. Her attention to detail, honest advice, and excellent communication made the entire refinancing process a success. She kept faith, and never gave up on me during the whole process to help keep the home for my children. She went above and beyond to ensure we got the best possible outcome. I highly recommend Megan to anyone looking for a dedicated, trustworthy, and hardworking real estate professional. Thank you for making this such a positive experience! Words cannot express how grateful I am. We are very blessed.

Source: Google

Kenneth Helcok
New Smyrna Beach, FL - May 15, 2026

Megan & Ryan Are The Real estate Dream Team!!!! They Fight for Their Clients whether Buying Or Selling!!!!!! Winslow Homes is a One stop Realtor. Buying, selling or Mortgage lender. They are very knowledgable & helpfull with all your real estate needs. Together They are the Best in The Business & Made our real estate experience A Pleasure.. Thank You

Source: Google

jdefinnis
Apr 14, 2026

Ryan and Megan provided an outstanding, full-service experience in selling my mother’s home after my father passed.

We interviewed several top agents in the New Smyrna Beach area, and Winslow Homes distinguished themselves immediately with their strategic insight and professionalism.

Living out of state, we relied heavily on Ryan and Megan to manage the process, and they exceeded expectations at every stage. They oversaw all property preparation, including flooring, repairs, painting, and cleaning, and executed a highly effective marketing strategy.

During the inspection phase, Ryan efficiently coordinated all necessary repairs within a very tight timeframe, utilizing a trusted network of professionals. He also maintained close oversight of the property, ensuring it was well cared for throughout the process.

His attention to detail, responsiveness, and commitment to delivering results made a difficult situation significantly easier for our family. We highly recommend Winslow Homes for anyone seeking a high-level, seamless real estate experience.

Zillow Verified

Jodee Definnis
New Smyrna Beach, FL - Apr 14, 2026

Ryan and Megan provided an outstanding, full-service experience in selling my mother’s home after my father passed. We interviewed several top agents in the New Smyrna Beach area, and Winslow Homes distinguished themselves immediately with their strategic insight and professionalism. Living out of state, we relied heavily on Ryan and Megan to manage the process, and they exceeded expectations at every stage. They oversaw all property preparation, including flooring, repairs, painting, and cleaning, and executed a highly effective marketing strategy. During the inspection phase, Ryan efficiently coordinated all necessary repairs within a very tight timeframe, utilizing a trusted network of professionals. He also maintained close oversight of the property, ensuring it was well cared for throughout the process. His attention to detail, responsiveness, and commitment to delivering results made a difficult situation significantly easier for our family. We highly recommend Winslow Homes for anyone seeking a high-level, seamless real estate experience.

Source: Zillow

Professional Info

Brokerage

Winslow Homes LLC
3539 Tuscany Reserve Blvd
New Smyrna Beach, FL 32168

Licensed

Licensed REALTOR®
MA 9581121
CT REB.0794559
FL BK3538100

Awards

  • top producer
  • Best of Central MA

Specialties

  • First-time buyers
  • Flipping & rehab
  • Foreclosures & Short sales
  • Investment & property management
  • Luxury properties
  • Military
  • Recreation & Vacation
  • Relocation

Designations

  • MRP

Hobbies

  • Community Activities
  • Family
  • Fitness & Exercise
  • Sports
  • Travel
  • Writing

Education

Southern New Hampshire University
Bachelor’s Degree, Business Administration
2013 - 2018

Top Cities *

Ormond Beach

  • 9 sales past 3 years
  • $280K median price

Daytona Beach

  • 9 sales past 3 years
  • $235K median price

New Smyrna Beach

  • 7 sales past 3 years
  • $342K 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.