Team

Winslow Homes

Winslow Homes LLC

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

About
Megan and Ryan Winslow lead Winslow Homes, a wife-and-husband brokerage serving luxury buyers and sellers across Florida and Massachusetts. They work every listing and every purchase together, so you get two seasoned brokers on your side from the first call to the closing table. Megan and Ryan handle pricing strategy, high-end marketing, firm negotiation, and every detail of inspections and repairs. Their background in lending and construction helps 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. Whether you’re buying a waterfront home in New Smyrna Beach, selling in Miami or Fort Lauderdale, or relocating from New England, Megan and Ryan make your move simple and profitable.
Highlights *
49
Recent sales
$5K - $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 $584,000 Seller
133 Park Ave
Daytona Beach, FL 32118
8/28/2026 $500,000 Seller
583 Clermont Ave S
Orange Park, FL 32073
4/30/2026 $265,000 Buyer
2700 Ocean Shore Blvd #515
Ormond Beach, FL 32176
4/16/2026 $250,000 Seller
4641 Shore Acres Blvd NE
Saint Petersburg, FL 33703
4/15/2026 $425,000 Seller

Transaction History *

Seller Deals

Total Deals
38
Total Value
$11,773,900
Median Sale Price
$280,000
Price Range
$5K - $1.21M

Buyer Deals

Total Deals
11
Total Value
$5,936,000
Median Sale Price
$342,000
Price Range
$265K - $1.44M

Sales Volume Timeline

Winslow Homes’s production volume for the past 3 year period Q4 ’23 Q4 2023 (Oct 1–Dec 31, 2023): $15K Q1 ’24 Q1 2024 (Jan 1–Mar 31, 2024): $629K Q2 ’24 Q2 2024 (Apr 1–Jun 30, 2024): $2.3M 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): $314K Q3 ’25 Q3 2025 (Jul 1–Sep 30, 2025): $3.3M Q4 ’25 Q4 2025 (Oct 1–Dec 31, 2025): $1.2M Q1 ’26 Q1 2026 (Jan 1–Mar 31, 2026): $2.6M Q2 ’26 Q2 2026 (Apr 1–Jun 30, 2026): $940K Q3 ’26 Q3 2026 (Jul 1–Sep 30, 2026): $500K Q4 ’26 Q4 2026 (Oct 1–Oct 29, 2026) — Partial quarter: $584K Q4 2023 Total Sales $15K Q1 2024 Total Sales $629K Q2 2024 Total Sales $2.3M Q3 2024 Total Sales $2.3M Q4 2024 Total Sales $430K Q1 2025 Total Sales $2.6M Q2 2025 Total Sales $314K Q3 2025 Total Sales $3.3M Q4 2025 Total Sales $1.2M Q1 2026 Total Sales $2.6M Q2 2026 Total Sales $940K Q3 2026 Total Sales $500K Q4 2026 Oct 1–Oct 29, 2026 Partial quarter Total Sales $584K

Lighter, dashed segments indicate partial quarters. Totals include only dates within the displayed period.

Ratings & Reviews
5.0 (46)

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

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

Rob and Cristina Hoopes
New Smyrna Beach, FL - Feb 25, 2026

We couldn't have asked for better realtors than Ryan and Megan Winslow. From day one, their marketing was strong, strategic, and clearly tailored to get our home maximum visibility. They truly listened to our needs and suggestions and treated us like partners in the process rather than just another listing. When our appraisal came in low, they immediately went to bat for us. Their experience with lending and the appraisal process made a huge difference, they knew exactly how to respond, what documentation to provide, and how to advocate effectively. That level of expertise gave us a lot of confidence during what could have been a very stressful moment. Communication throughout the entire transaction was excellent. We always felt informed, supported, and able to reach them when we had questions. What we appreciated most, though, was their honesty. They didn't over-promise just to get the listing. They were straightforward from the start about the market, the process, and what we should realistically expect, which helped us make smart decisions every step of the way. Because of their expertise and thoughtful approach, our home sold quickly and for a price we felt great about. They struck the perfect balance between speed and value, and we couldn't be happier with the outcome. If you want realtors who are experienced, strategic, responsive, and genuinely in your corner, we highly recommend Ryan and Megan. We're incredibly grateful for their professionalism, integrity, and hard work.

Source: Zillow

Professional Info

Brokerage

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

Licensed

Licensed REALTOR®
FL BK3539180
MA 9581312

Awards

  • Best of Central MA
  • Top Producer

Specialties

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

Designations

  • CMRS
  • MRP

Hobbies

  • Community Activities
  • Family
  • Fitness & Exercise
  • Health & Wellness
  • Outdoor Activities
  • Shopping
  • Volunteering

Education

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

Top Cities *

New Smyrna Beach

  • 13 sales past 3 years
  • 63 days on market
  • $342K median price

Ormond Beach

  • 12 sales past 3 years
  • 315 days on market
  • $250K median price

Daytona Beach

  • 9 sales past 3 years
  • 91 days on market
  • $158K 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.