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The Professional Behind the Results

About Diane

Diane Sterling Oviedo, FL Real Estate Agent Headshot
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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.

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

Diane is the most experienced, professional, and personable realtor I have had the pleasure of dealing with - ever. Her knowledge of the market and expertise in the realty business are without doubt the best anyone could ask for. I cannot think of any flaw to list as a negative; my experience has been nothing but positive in every way. I did my homework, researched, and chose Diane because of all her certifications, experience, and knowledge as a realtor, and was not disappointed. I am sure anyone having the opportunity to work with Diane as their agent will be most satisfied with the experience and will feel they were lucky enough to have one of the best agents out there.
Diane is the most experienced, professional, and personable realtor I have had the pleasure of dealing with - ever. Her knowledge of the market and expertise in the realty business are without doubt the best anyone could ask for. I cannot think of any flaw to list as a negative; my experience has been nothing but positive in every way. I did my homework, researched, and chose Diane because of all her certifications, experience, and knowledge as a realtor, and was not disappointed. I am sure anyone having the opportunity to work with Diane as their agent will be most satisfied with the experience and will feel they were lucky enough to have one of the best agents out there.
Buyer | Seller
Professional, knowledgeable, and very easy to work with! We were having a difficult time with two previous realtors and missed out on two homes we wanted. Diane came to us on a referral, and everything fell into place! I highly recommend Diane Sterling!
Professional, knowledgeable, and very easy to work with! We were having a difficult time with two previous realtors and missed out on two homes we wanted. Diane came to us on a referral, and everything fell into place! I highly recommend Diane Sterling!
Paul D.
Diane gave us great advice about getting our house ready to put on the market, plus she provided a stager and a professional photographer. This helped us sell our house the first weekend it was listed, and we got more than the asking price! Diane provided excellent service throughout the entire sales process. She is a true professional - knowledgeable, detailed, and a true pleasure to work with. We highly recommend Diane.
Diane gave us great advice about getting our house ready to put on the market, plus she provided a stager and a professional photographer. This helped us sell our house the first weekend it was listed, and we got more than the asking price! Diane provided excellent service throughout the entire sales process. She is a true professional - knowledgeable, detailed, and a true pleasure to work with. We highly recommend Diane.
Ellen O.
Selling a home is usually not a pleasant experience. We have sold 5 homes, and by far this was the easiest because we chose Diane Sterling, a full-time professional realtor with 28 years of experience. Our home sold on the first day listed because Diane priced it correctly. She handled the negotiations, and we were very pleased with the final selling price. She was in touch with us every step of the way and was also able to put us in touch with a handyman and an electrician who were very accommodating. This was important to us because we lived an hour and a half away. Diane even housesat when we had a scheduled delivery. Diane devotes herself to her clients 24/7. That's why she has been #1 in Central Florida for years. We are very pleased with her services, and I highly recommend Diane Sterling.
Selling a home is usually not a pleasant experience. We have sold 5 homes, and by far this was the easiest because we chose Diane Sterling, a full-time professional realtor with 28 years of experience. Our home sold on the first day listed because Diane priced it correctly. She handled the negotiations, and we were very pleased with the final selling price. She was in touch with us every step of the way and was also able to put us in touch with a handyman and an electrician who were very accommodating. This was important to us because we lived an hour and a half away. Diane even housesat when we had a scheduled delivery. Diane devotes herself to her clients 24/7. That's why she has been #1 in Central Florida for years. We are very pleased with her services, and I highly recommend Diane Sterling.
Sandee M.
Very professional, knowledgeable, thorough, efficient, and effective. Diane came through with flying colors on pricing and selling our home!
Very professional, knowledgeable, thorough, efficient, and effective. Diane came through with flying colors on pricing and selling our home!
Tom & Carmen
Diane was very attentive to my requests and always available for my questions and for potential buyers. She had great suggestions to make my home more appealing to buyers.
Diane was very attentive to my requests and always available for my questions and for potential buyers. She had great suggestions to make my home more appealing to buyers.
Angela
Our home was listed for a month with no offers. Diane recommended staging for our empty house, and within one week we had an offer almost at full price!
Our home was listed for a month with no offers. Diane recommended staging for our empty house, and within one week we had an offer almost at full price!
Reza & Shahla
We most liked Diane's patience during the negotiations with the buyers, as this was a much more emotional process for us than predicted. She did a fantastic job and provided great guidance on selling!
We most liked Diane's patience during the negotiations with the buyers, as this was a much more emotional process for us than predicted. She did a fantastic job and provided great guidance on selling!
John & Georgeanne N.
Diane Sterling is a great agent who is the best at getting the job done. I would change nothing about her service! She sold my home when I could not.
Diane Sterling is a great agent who is the best at getting the job done. I would change nothing about her service! She sold my home when I could not.
Kerei A.
Diane took a low-pressure approach to showing us homes, and when challenging situations arose, she was proactive in protecting our interests. She quickly assimilated what she heard from us into a strategy to find us the right home. As a first-time buyer, Diane was patient with our questions and need for extra hand-holding throughout. It was a wonderful experience from start to finish.
Diane took a low-pressure approach to showing us homes, and when challenging situations arose, she was proactive in protecting our interests. She quickly assimilated what she heard from us into a strategy to find us the right home. As a first-time buyer, Diane was patient with our questions and need for extra hand-holding throughout. It was a wonderful experience from start to finish.
David & Kristin

Browse My

Notable Sales

  • 4231 N Landmark Dr Sold on June 21, 2023

    $1,325,000

    4231 North Landmark Drive, Orlando, FL 32817

    • 5 Beds
    • 3 Baths
    • 3,393 Sq.Ft.
  • 17626 Sailfin Dr Sold on August 25, 2026

    $1,140,000

    17626 Sailfin Drive, Orlando, FL 32820

    • 5 Beds
    • 4 Baths
    • 3,953 Sq.Ft.
  • 2138 Talman Ct Sold on February 11, 2021

    $1,100,000

    2138 Talman Court, Winter Park, FL 32792

    • 4 Beds
    • 5 Baths
    • 4,249 Sq.Ft.
  • 1835 Seneca Blvd Sold on June 28, 2026

    $945,000

    1835 Seneca Boulevard, Winter Springs, FL 32708

    • 6 Beds
    • 5 Baths
    • 3,742 Sq.Ft.
  • 1554 EAGLE NEST CIR Sold on April 16, 2025

    $940,000

    1554 EAGLE NEST CIR, WINTER SPRINGS, FL 32708

    • 4 Beds
    • 3 Baths
    • 3,404 Sq.Ft.
  • 25620 Grandview Pointe Sold on September 7, 2026

    $940,000

    25620 Grandview Pointe, Sorrento, FL 32776

    • 4 Beds
    • 4 Baths
    • 3,163 Sq.Ft.
  • 1835 SENECA BLVD Sold on June 29, 2026

    $935,000

    1835 SENECA BLVD, WINTER SPRINGS, FL 32708

    • 6 Beds
    • 5 Baths
    • 3,742 Sq.Ft.
  • 1554 Eagle Nest Cir Sold on April 15, 2025

    $925,000

    1554 Eagle Nest Circle, Winter Springs, FL 32708

    • 4 Beds
    • 3 Baths
    • 3,404 Sq.Ft.
  • 4561 Old Carriage Trl Sold on November 9, 2014

    $875,000

    4561 Old Carriage Trail, Oviedo, FL 32765

    • 5 Beds
    • 5 Baths
    • 5,062 Sq.Ft.
  • 2660 Dovehill Way Sold on June 19, 2023

    $825,000

    2660 Dovehill Way, Oviedo, FL 32766

    • 5 Beds
    • 3 Baths
    • 3,728 Sq.Ft.
  • 478 Chelsea Ave Sold on July 20, 2025

    $820,000

    478 Chelsea Avenue, Davenport, FL 33837

    • 4 Beds
    • 4 Baths
    • 4,015 Sq.Ft.
  • 1514 S Greenleaf Ct Sold on August 29, 2024

    $810,200

    1514 South Greenleaf Court, Winter Springs, FL 32708

    • 4 Beds
    • 3 Baths
    • 2,628 Sq.Ft.
  • 696 Running Bear Ct Sold on July 29, 2024

    $789,900

    696 Running Bear Court, Winter Springs, FL 32708

    • 4 Beds
    • 2 Baths
    • 2,630 Sq.Ft.
  • 696 Running Bear Ct Sold on July 29, 2024

    $780,000

    696 Running Bear Court, Winter Springs, FL 32708

    • 4 Beds
    • 2 Baths
    • 2,630 Sq.Ft.
  • 18 Stone Gate S Sold on June 16, 2022

    $775,000

    18 Stone Gate South, Longwood, FL 32779

    • 4 Beds
    • 4 Baths
    • 2,963 Sq.Ft.
  • 887 Bentley Green Cir Sold

    $775,000

    887 Bentley Green Circle, Winter Springs, FL 32708

    • 4 Beds
    • 3 Baths
    • 2,658 Sq.Ft.
  • 933 Cormorant Ct Sold on July 6, 2025

    $775,000

    933 Cormorant Court, Rockledge, FL 32955

    • 4 Beds
    • 4 Baths
    • 2,822 Sq.Ft.
  • 716 Conesus Ln Sold

    $760,000

    716 Conesus Lane, Winter Springs, FL 32708

    • 4 Beds
    • 4 Baths
    • 2,940 Sq.Ft.
  • 716 CONESUS LN Sold on February 6, 2026

    $760,000

    716 CONESUS LN, WINTER SPRINGS, FL 32708

    • 4 Beds
    • 4 Baths
    • 2,940 Sq.Ft.
  • 1573 Eagle Nest Cir Sold on July 17, 2022

    $750,000

    1573 Eagle Nest Circle, Winter Springs, FL 32708

    • 4 Beds
    • 3 Baths
    • 3,126 Sq.Ft.
  • 402 Osprey Lakes Cir Sold on May 8, 2023

    $750,000

    402 Osprey Lakes Circle, Chuluota, FL 32766

    • 4 Beds
    • 3 Baths
    • 3,784 Sq.Ft.
  • 4986 Courtland Loop Sold on August 6, 2013

    $750,000

    4986 Courtland Loop, Winter Springs, FL 32708

    • 4 Beds
    • 5 Baths
    • 4,224 Sq.Ft.
  • 8642 Amber Oak Ct Sold on June 25, 2012

    $749,900

    8642 Amber Oak Court, Orlando, FL 32817

    • 4 Beds
    • 5 Baths
    • 3,886 Sq.Ft.
  • 1516 Nature Ct Sold on September 8, 2022

    $749,000

    1516 Nature Court, Winter Springs, FL 32708

    • 5 Beds
    • 4 Baths
    • 3,027 Sq.Ft.
  • 40 Ellington Pl Sold on December 17, 2020

    $739,900

    40 Ellington Place, Oviedo, FL 32765

    • 5 Beds
    • 4 Baths
    • 3,844 Sq.Ft.
  • 5833 Maggiore Trl Sold on February 2, 2026

    $725,000

    5833 Maggiore Trail, Zellwood, FL 32798

    • 7 Beds
    • 5 Baths
    • 5,000 Sq.Ft.
  • 690 Brown Bear Ct Sold on February 14, 2023

    $725,000

    690 Brown Bear Court, Winter Springs, FL 32708

    • 4 Beds
    • 3 Baths
    • 2,521 Sq.Ft.
  • 913 Arabian Ave Sold on May 9, 2013

    $725,000

    913 Arabian Avenue, Winter Springs, FL 32708

    • 5 Beds
    • 6 Baths
    • 4,703 Sq.Ft.
  • 14156 Alafaya Oak Bnd Sold on October 19, 2022

    $724,900

    14156 Alafaya Oak Bnd, Orlando, FL 32828

    • 4 Beds
    • 4 Baths
    • 3,367 Sq.Ft.
  • 715 Glen Eagle Dr Sold on March 8, 2022

    $700,000

    715 Glen Eagle Drive, Winter Springs, FL 32708

    • 4 Beds
    • 4 Baths
    • 2,802 Sq.Ft.
  • 704 Ironwood Ct Sold on August 5, 2007

    $699,900

    704 Ironwood Court, Winter Springs, FL 32708

    • 4 Beds
    • 3 Baths
    • 2,974 Sq.Ft.
  • 820 Dyson Dr Sold on March 6, 2011

    $699,900

    820 Dyson Drive, Winter Springs, FL 32708

    • 4 Beds
    • 5 Baths
    • 4,091 Sq.Ft.
  • 1551 Warrington St Sold on April 21, 2026

    $695,000

    1551 Warrington St, Winter Springs, FL 32708

    • 4 Beds
    • 3 Baths
    • 2,417 Sq.Ft.
  • 1551 WARRINGTON ST Sold on April 22, 2026

    $686,000

    1551 WARRINGTON ST, WINTER SPRINGS, FL 32708

    • 4 Beds
    • 3 Baths
    • 2,417 Sq.Ft.
  • 1632 Eagle Nest Cir Sold on June 13, 2007

    $675,000

    1632 Eagle Nest Circle, Winter Springs, FL 32708

    • 4 Beds
    • 3 Baths
    • 3,096 Sq.Ft.
  • 5833 MAGGIORE TRL Sold on April 23, 2026

    $669,000

    5833 MAGGIORE TRL, ZELLWOOD, FL 32798

    • 7 Beds
    • 5 Baths
    • 5,000 Sq.Ft.
  • 2880 Old Castle Dr Sold on September 24, 2015

    $665,000

    2880 Old Castle Drive, Winter Park, FL 32792

    • 5 Beds
    • 5 Baths
    • 3,956 Sq.Ft.
  • 647 N Interlachen Ave, #647 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.
  • 702 Overlook Way Sold on November 27, 2006

    $650,000

    702 Overlook Way, Winter Springs, FL 32708

    • 5 Beds
    • 4 Baths
    • 3,754 Sq.Ft.
  • 707 Conesus Ln Sold on December 16, 2021

    $650,000

    707 Conesus Lane, Winter Springs, FL 32708

    • 4 Beds
    • 3 Baths
    • 2,732 Sq.Ft.
  • 887 Bentley Green Cir Sold on May 22, 2024

    $650,000

    887 Bentley Green Circle, Winter Springs, FL 32708

    • 4 Beds
    • 3 Baths
    • 2,658 Sq.Ft.
  • 8073 Pleasant Pine Cir Sold on February 20, 2025

    $635,000

    8073 Pleasant Pine Circle, Winter Park, FL 32792

    • 4 Beds
    • 3 Baths
    • 2,319 Sq.Ft.
  • 1648 Eagle Nest Cir Sold on September 3, 2007

    $625,000

    1648 Eagle Nest Circle, Winter Springs, FL 32708

    • 4 Beds
    • 3 Baths
    • 2,819 Sq.Ft.
  • 1623 White Dove Dr Sold on February 5, 2024

    $615,000

    1623 White Dove Drive, Winter Springs, FL 32708

    • 4 Beds
    • 2 Baths
    • 2,170 Sq.Ft.
  • 757 Willoughby Ct Sold on June 29, 2023

    $615,000

    757 Willoughby Court, Winter Springs, FL 32708

    • 4 Beds
    • 2 Baths
    • 2,229 Sq.Ft.
  • 1113 NORTHERN WAY Sold on August 7, 2026

    $600,000

    1113 NORTHERN WAY, WINTER SPRINGS, FL 32708

    • 3 Beds
    • 3 Baths
    • 2,206 Sq.Ft.
  • 1602 Eagle Nest Cir Sold on November 9, 2017

    $600,000

    1602 Eagle Nest Circle, Winter Springs, FL 32708

    • 4 Beds
    • 4 Baths
    • 3,575 Sq.Ft.
  • 29 N Village Pkwy Sold on December 28, 2023

    $600,000

    29 North Village Parkway, Palm Coast, FL 32137

    • 4 Beds
    • 2 Baths
    • 2,441 Sq.Ft.
  • 1531 Eagle Nest Cir Sold on May 19, 2005

    $599,900

    1531 Eagle Nest Circle, Winter Springs, FL 32708

    • 5 Beds
    • 5 Baths
    • 3,590 Sq.Ft.
  • 592 Rochester St Sold on July 29, 2024

    $599,900

    592 Rochester Street, Oviedo, FL 32765

    • 4 Beds
    • 3 Baths
    • 2,043 Sq.Ft.
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