Meet Diane Sterling, P.A. | Your Oviedo Real Estate Agent

Diane Sterling

With over two decades of successful real estate transactions and 15 years as a Five-Star Agent, Diane is renowned for her exceptional market insights and follow-up, her superb negotiation skills and her top-notch results! Her full-service, hands-on approach sets her apart. She understands that every property and every client’s situation is unique, which is why she takes a fresh approach with each client to listen, engage and then customize her services to meet each specific need. So, whether you’re selling a home or buying one, or both, Diane will tailor her services to your needs and use her decades of expertise to guide you to a successful experience from beginning to end.

Diane has built a loyal following by putting her clients’ best interests first, ahead of just ‘making a sale’ and by always being responsive. Because of her hard work, problem solving skills and expertise, Diane consistently ranks in the Top 1% of area Realtors. Diane holds a Master’s degree from UCF and a Bachelor's degree from Univ. of MD, as well as numerous real estate designations and certifications. She specializes in Seminole, Orange, Lake, Brevard and Volusia Counties, East Coast Beaches and covers other areas at the request of her clients.

LICENSES

Real Estate Sales Associate since 1987
Real Estate Broker Associate since 2006

AWARDS, RECOGNITION & EDUCATION

Ranked as Top Individual Sales Associate at her Brokerages – 16 of the past 23 Years.
Consistently RANKED by ORRA in the TOP 1% of Central Florida Realtors for listings and sales.
RECOGNIZED NATIONALLY by The Realty Alliance for Top Real Estate Sales Performance.
One of Orlando Magazine’s ‘Hot 100’ Central Florida Realtors SIXTEEN times since 2008, including 2026.
Orlando Magazine’s ‘FIVE STAR BEST-IN-CLIENT-SATISFACTION’ AWARD recipient for her superb customer satisfaction ratings for FIFTEEN times since 2008, including 2026.
One of only 10 Realtors in Central Florida to receive the REALTOR.COM’s Award of Excellence for online marketing of her listings (2010).
Master’s Degree from the University of Central Florida; Bachelor’s Degree from the University of Maryland

CERTIFICATIONS & DESIGNATIONS

ABR – Accredited Buyer’s Representative (for expertise working with Buyers)

AHS – Accredited Home Staging Specialist (to help you maximize your Home’s appearance)

ALHS – Accredited Luxury Home Specialist (for marketing exposure on the Luxury Home Website & networking opportunities with other Luxury Home Specialists to procure high-end Buyers)

CIPS – Certified International Property Specialist (only 5% of Realtors ever achieve)

CLHMS – Luxury Home Marketing Specialist (a national designation)

CRS – Certified Residential Specialist (only 3% of Realtors ever achieve)

MRP – Military Relocation Professional (expertise to assist military personal in selling/buying)

REO – Foreclosure/REO Specialist

SFR – Short Sales and Foreclosure Resource Specialist

SRES – Seniors Real Estate Specialist

SRS – Sellers Residential Specialist

TRC – Transnational Referral Certification (for international referrals)

ORRA – Gold Key Certification- (Award from local real estate board for excellent service)

Contact Details

Email address [email protected]

Primary phone (407) 761-0512

Address 59 Alafaya Woods Blvd Oviedo FL, 32765

License #505468

See Why My Clients Love Me

Testimonials

My fiance and I had the pleasure of both selling and purchasing a home with Diane Sterling. For the sale, she was wonderful about coming into our home and making recommendations to us about what we should do to make the house more desirable to buyers. She was also timely in her responses to any of our questions and our house was ready and sold in record time. She also sold the house for a great deal more than a competing realtor had advised us on what to expect. Diane then began the process of helping us find a home to purchase ourselves. She was extremely patient and flexible with our schedules. On more than one occasion we would message her about a home we found on line that we wanted to see and she would have us meet her to view the house on the same day. Diane was able to answer all of our questions and guide us through the hurdles of purchasing a new home, and there can be many hurdles. My fiance and I always felt like we were in knowlegable hands with Diane, she provided a much needed sense of security in purchasing a new home. We would wholeheartedly recommend her to anyone looking to sell or purchase a new home.

MacKenzie F.

I hadn't sold a house in 25 years, but Diane made it easy. I am extremely happy that we signed with Diane. My home was sold on the first day thanks to Diane's great skills. She knows how to emphasize the features and the neighborhood as well having wonderful pictures and a virtual tour. She priced it correctly and handled the negotiations far better than I could have. She guided me and kept in touch to let me know what was happening as far as what the next step would be and recommended the people to use. GREAT REALTOR!

Jamonte

Diane is very professional and knowledgeable of her job, her expertise was crucial in having our offer accepted and buying our home and make the whole process going smoothly. I highly recommend Diane for your real state needs, you will not be disappointed.

Buyer

Diane is very efficient and knowledgeable, not only helped us get the perfect house, also she has become our friends, love her positive attitude, her work ethic, her kind and lovely personalities. We highly recommend her to anyone who wants to purchase the dream home.

Buyer

She is extremely knowledgeable and professional. Open houses were held every weekend until sold. Diane doesn't just list your house & forget about you. She provides services like staging, mailers, multiple open houses & showings. We have already recommended her services because she is the BEST!

Seller

Diane is very diligent, and knows the best people in the market. She suggested a mortgage company, Insurance agent, etc.. and I'm very please I followed her advise. She was on top of the process and I was able to close earlier that projected. When I hired the house inspectors, they were going back and forward with the appointment, then Diane made a call, and fixed the issue. I will recommend her any time. Thanks Diane for the good work.

Eduardo F.

Diane took extensive notes about our property that we wanted to sell. She listened to our goals about selling our property, then she provided us with a packet of information, showing us comparables in our area, including what properties had sold, their amenities and long they were on the market. Then, using the information and pictures of our property, she submitted our listing with several sources, so that our property would have exposure to the people who were looking to buy. Every week she made sure that our property was available for viewing and provided us with up to date status of where we were with selling our property. When offers were made, she made good recommendations about which ones were realistic and which ones were not. In the end, she found us a buyer, who was just as excited to buy our property as we were to sell. We couldn't be happier. I would definitely recommend her to our friends who would be looking to buy or sell.

Seller

Diane evaluated our house, gave us comparables and suggestions to get the house ready to sell. The whole process was very professional and the house was sold quickly, even with us being out of town. Thank you for your expertise Diane!

Seller

Diane was always ready to answer our many questions and steer us through the whole sale process. She knows real estate and what she said would happen did happen. Our house sold in less than a week and we felt like she WORKED for us and got us a good sale. She worked to meet our goals not just to sell our home. If you want a true professional to sell your home Diana Sterling is our recommendation.

Roger A.

I have to complement Diane Sterling this is the second house she had sold for us in the last 3 1/2 years we used to live in Winter Park and then we had to move because my wife transferred into the lake Nona area then my wife transferred again to Ocalla so we put the house on the market in Lake Nona and I think in less than two weeks we had a feasible offer and a contract. I would recommend Diane 100 stars instead of just the five, she is an amazing realtor.

Seller

View All

Browse My

Notable Sales

Sold on June 21, 2023
$1,325,000

4231 North Landmark Drive, Orlando, FL 32817
- 5 Beds
- 3 Baths
- 3,393 Sq.Ft.
Sold on August 25, 2026
$1,140,000

17626 Sailfin Drive, Orlando, FL 32820
- 5 Beds
- 4 Baths
- 3,953 Sq.Ft.
Sold on February 11, 2021
$1,100,000

2138 Talman Court, Winter Park, FL 32792
- 4 Beds
- 5 Baths
- 4,249 Sq.Ft.
Sold on June 28, 2026
$945,000

1835 Seneca Boulevard, Winter Springs, FL 32708
- 6 Beds
- 5 Baths
- 3,742 Sq.Ft.
Sold on April 16, 2025
$940,000

1554 EAGLE NEST CIR, WINTER SPRINGS, FL 32708
- 4 Beds
- 3 Baths
- 3,404 Sq.Ft.
Sold on September 7, 2026
$940,000

25620 Grandview Pointe, Sorrento, FL 32776
- 4 Beds
- 4 Baths
- 3,163 Sq.Ft.
Sold on June 29, 2026
$935,000

1835 SENECA BLVD, WINTER SPRINGS, FL 32708
- 6 Beds
- 5 Baths
- 3,742 Sq.Ft.
Sold on September 29, 2026
$925,000

13536 SUNSET LAKES CIR, WINTER GARDEN, FL 34787
- 5 Beds
- 4 Baths
- 3,389 Sq.Ft.
Sold on April 15, 2025
$925,000

1554 Eagle Nest Circle, Winter Springs, FL 32708
- 4 Beds
- 3 Baths
- 3,404 Sq.Ft.
Sold on November 9, 2014
$875,000

4561 Old Carriage Trail, Oviedo, FL 32765
- 5 Beds
- 5 Baths
- 5,062 Sq.Ft.
Sold on June 19, 2023
$825,000

2660 Dovehill Way, Oviedo, FL 32766
- 5 Beds
- 3 Baths
- 3,728 Sq.Ft.
Sold on July 20, 2025
$820,000

478 Chelsea Avenue, Davenport, FL 33837
- 4 Beds
- 4 Baths
- 4,015 Sq.Ft.
Sold on August 29, 2024
$810,200

1514 South Greenleaf Court, Winter Springs, FL 32708
- 4 Beds
- 3 Baths
- 2,628 Sq.Ft.
Sold on July 29, 2024
$789,900

696 Running Bear Court, Winter Springs, FL 32708
- 4 Beds
- 2 Baths
- 2,630 Sq.Ft.
Sold on July 29, 2024
$780,000

696 Running Bear Court, Winter Springs, FL 32708
- 4 Beds
- 2 Baths
- 2,630 Sq.Ft.
Sold on June 16, 2022
$775,000

18 Stone Gate South, Longwood, FL 32779
- 4 Beds
- 4 Baths
- 2,963 Sq.Ft.
Sold
$775,000

887 Bentley Green Circle, Winter Springs, FL 32708
- 4 Beds
- 3 Baths
- 2,658 Sq.Ft.
Sold on July 6, 2025
$775,000

933 Cormorant Court, Rockledge, FL 32955
- 4 Beds
- 4 Baths
- 2,822 Sq.Ft.
Sold
$760,000

716 Conesus Lane, Winter Springs, FL 32708
- 4 Beds
- 4 Baths
- 2,940 Sq.Ft.
Sold on February 6, 2026
$760,000

716 CONESUS LN, WINTER SPRINGS, FL 32708
- 4 Beds
- 4 Baths
- 2,940 Sq.Ft.
Sold on July 17, 2022
$750,000

1573 Eagle Nest Circle, Winter Springs, FL 32708
- 4 Beds
- 3 Baths
- 3,126 Sq.Ft.
Sold on May 8, 2023
$750,000

402 Osprey Lakes Circle, Chuluota, FL 32766
- 4 Beds
- 3 Baths
- 3,784 Sq.Ft.
Sold on August 6, 2013
$750,000

4986 Courtland Loop, Winter Springs, FL 32708
- 4 Beds
- 5 Baths
- 4,224 Sq.Ft.
Sold on June 25, 2012
$749,900

8642 Amber Oak Court, Orlando, FL 32817
- 4 Beds
- 5 Baths
- 3,886 Sq.Ft.
Sold on September 8, 2022
$749,000

1516 Nature Court, Winter Springs, FL 32708
- 5 Beds
- 4 Baths
- 3,027 Sq.Ft.
Sold on December 17, 2020
$739,900

40 Ellington Place, Oviedo, FL 32765
- 5 Beds
- 4 Baths
- 3,844 Sq.Ft.
Sold on February 2, 2026
$725,000

5833 Maggiore Trail, Zellwood, FL 32798
- 7 Beds
- 5 Baths
- 5,000 Sq.Ft.
Sold on February 14, 2023
$725,000

690 Brown Bear Court, Winter Springs, FL 32708
- 4 Beds
- 3 Baths
- 2,521 Sq.Ft.
Sold on May 9, 2013
$725,000

913 Arabian Avenue, Winter Springs, FL 32708
- 5 Beds
- 6 Baths
- 4,703 Sq.Ft.
Sold on October 19, 2022
$724,900

14156 Alafaya Oak Bnd, Orlando, FL 32828
- 4 Beds
- 4 Baths
- 3,367 Sq.Ft.
Sold on March 8, 2022
$700,000

715 Glen Eagle Drive, Winter Springs, FL 32708
- 4 Beds
- 4 Baths
- 2,802 Sq.Ft.
Sold on August 5, 2007
$699,900

704 Ironwood Court, Winter Springs, FL 32708
- 4 Beds
- 3 Baths
- 2,974 Sq.Ft.
Sold on March 6, 2011
$699,900

820 Dyson Drive, Winter Springs, FL 32708
- 4 Beds
- 5 Baths
- 4,091 Sq.Ft.
Sold on April 21, 2026
$695,000

1551 Warrington St, Winter Springs, FL 32708
- 4 Beds
- 3 Baths
- 2,417 Sq.Ft.
Sold on April 22, 2026
$686,000

1551 WARRINGTON ST, WINTER SPRINGS, FL 32708
- 4 Beds
- 3 Baths
- 2,417 Sq.Ft.
Sold on June 13, 2007
$675,000

1632 Eagle Nest Circle, Winter Springs, FL 32708
- 4 Beds
- 3 Baths
- 3,096 Sq.Ft.
Sold on April 23, 2026
$669,000

5833 MAGGIORE TRL, ZELLWOOD, FL 32798
- 7 Beds
- 5 Baths
- 5,000 Sq.Ft.
Sold on September 24, 2015
$665,000

2880 Old Castle Drive, Winter Park, FL 32792
- 5 Beds
- 5 Baths
- 3,956 Sq.Ft.
Leased on April 29, 2021
$650,000

647 North Interlachen Avenue, Unit 647, Winter Park, FL 32789
- 2 Beds
- 2 Baths
- 1,896 Sq.Ft.
Sold on November 27, 2006
$650,000

702 Overlook Way, Winter Springs, FL 32708
- 5 Beds
- 4 Baths
- 3,754 Sq.Ft.
Sold on December 16, 2021
$650,000

707 Conesus Lane, Winter Springs, FL 32708
- 4 Beds
- 3 Baths
- 2,732 Sq.Ft.
Sold on May 22, 2024
$650,000

887 Bentley Green Circle, Winter Springs, FL 32708
- 4 Beds
- 3 Baths
- 2,658 Sq.Ft.
Sold on February 20, 2025
$635,000

8073 Pleasant Pine Circle, Winter Park, FL 32792
- 4 Beds
- 3 Baths
- 2,319 Sq.Ft.
Sold on September 3, 2007
$625,000

1648 Eagle Nest Circle, Winter Springs, FL 32708
- 4 Beds
- 3 Baths
- 2,819 Sq.Ft.
Sold on February 5, 2024
$615,000

1623 White Dove Drive, Winter Springs, FL 32708
- 4 Beds
- 2 Baths
- 2,170 Sq.Ft.
Sold on June 29, 2023
$615,000

757 Willoughby Court, Winter Springs, FL 32708
- 4 Beds
- 2 Baths
- 2,229 Sq.Ft.
Sold on August 7, 2026
$600,000

1113 NORTHERN WAY, WINTER SPRINGS, FL 32708
- 3 Beds
- 3 Baths
- 2,206 Sq.Ft.
Sold on November 9, 2017
$600,000

1602 Eagle Nest Circle, Winter Springs, FL 32708
- 4 Beds
- 4 Baths
- 3,575 Sq.Ft.
Sold on December 28, 2023
$600,000

29 North Village Parkway, Palm Coast, FL 32137
- 4 Beds
- 2 Baths
- 2,441 Sq.Ft.
Sold on May 19, 2005
$599,900

1531 Eagle Nest Circle, Winter Springs, FL 32708
- 5 Beds
- 5 Baths
- 3,590 Sq.Ft.