This Week’s New Listing

3 New Homes for Sale in Winter Park & Port Orange FL | Stacy Ann Stephens, KW

3 New Homes Just Listed in Winter Park & Port Orange — March 2026 | Stacy Ann Stephens, KW
Keller Williams Realty New Listings · March 2026

3 New Homes Just Listed
in Winter Park & Port Orange

Curated by Stacy Ann Stephens · Associate Broker

The Central Florida real estate market is moving fast, and this week three exceptional properties just hit the market across Winter Park and Port Orange, Florida. Whether you’re a first-time buyer, a growing family, or a discerning buyer searching for a luxury estate, there’s something here for every lifestyle and budget. Here’s your inside look at the latest listings from Stacy Ann Stephens, Associate Broker at Keller Williams Realty Winter Park.

1289 Harmon Avenue exterior, Winter Park FL
New Listing
$500,000
Est. ~$2,670/mo*

1289 Harmon Avenue

Winter Park, FL 32789

Beds2
Baths2
Sq Ft1,683
TypeTownhome
Price$500,000

Nestled in one of Winter Park’s most sought-after neighborhoods, 1289 Harmon Avenue delivers contemporary living with soaring ceilings, an open floor plan, and thoughtfully designed spaces throughout. The bold cobalt accent wall and floor-to-ceiling windows create a dramatic yet welcoming living area filled with natural light — and the private outdoor patio connects seamlessly to lush greenery beyond.

Priced at $500,000, this turnkey townhome is an ideal opportunity for buyers who want to be steps from Park Avenue’s renowned dining, boutique shopping, and the cultural heart of Winter Park without sacrificing style or space.

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1483 Surrey Park Drive, Port Orange FL
New Listing
$440,000
Est. ~$2,349/mo*

1483 Surrey Park Drive

Port Orange, FL 32128

Beds4
Baths2.5
Sq Ft2,072
TypeSingle Family
Price$440,000

Spacious, well-maintained, and move-in ready — 1483 Surrey Park Drive in Port Orange checks every box for families seeking room to grow. This classic two-story stucco home offers a generous four-bedroom layout, an oversized 3-car garage, manicured landscaping, and a bright, open interior that balances everyday living with weekend entertaining.

Port Orange consistently ranks as one of Volusia County’s most livable communities, with top-rated schools, easy I-95 access, and proximity to Daytona Beach. At $440,000 for over 2,000 square feet, this listing represents outstanding value in today’s market.

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2501 Winter Park Road luxury home, Winter Park FL
New Listing
$1,795,000
Est. ~$9,583/mo*

2501 Winter Park Road

Winter Park, FL 32789

Beds5
Baths3.5
Sq Ft3,304
TypeLuxury Estate
Price$1,795,000

Striking from the moment you arrive, 2501 Winter Park Road is a contemporary architectural statement wrapped in lush Florida landscaping. The steeply pitched roofline, dark-wood portico entry, and perfectly framed bamboo grove give this home an understated luxury that sets it apart from anything else on the market in Winter Park right now.

Inside, the 3,304-square-foot layout flows effortlessly across five generous bedrooms and 3.5 bathrooms with designer finishes throughout. Winter Park Road is one of the city’s most prestigious addresses — walkable, storied, and surrounded by the charm that makes Winter Park one of Florida’s most desirable zip codes.

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Why Winter Park, FL Remains One of Central Florida’s Top Real Estate Markets

Situated just northeast of Orlando, Winter Park, Florida consistently draws buyers for its rare combination of walkable charm, top-tier schools, and proximity to everything Central Florida has to offer. From the iconic Park Avenue corridor to the Morse Museum, Rollins College, and the scenic chain of lakes, Winter Park delivers a lifestyle that commands a premium — and holds its value.

Key reasons buyers choose Winter Park in 2026:

  • A-rated schools in the Orange County district
  • Park Avenue walkability — dining, boutique retail, weekly farmers market
  • Strong appreciation — Winter Park home values have steadily outperformed the broader Orlando MSA
  • Character neighborhoods with mature trees, historic architecture, and distinctive homes
  • Minutes from I-4 and Orlando with a true small-town feel
Stacy Ann Stephens
Associate Broker · Keller Williams Realty Winter Park
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*Payment Disclosure: Estimated monthly payments are for illustrative purposes only. Calculations assume a 30-year fixed-rate conventional mortgage at 6.875% APR with a 20% down payment. Payments do not include property taxes, homeowner’s insurance, HOA fees (if applicable), or private mortgage insurance (PMI). Actual rates and payments will vary based on creditworthiness, loan type, lender, and market conditions at time of application. Consult a licensed mortgage professional for personalized financing guidance. Listing Accuracy: All information deemed reliable but not guaranteed. Prices subject to change without notice. © 2026 Keller Williams Realty Winter Park. Stacy Ann Stephens, Licensed Real Estate Associate Broker, State of Florida. Equal Housing Opportunity.

Keller Williams Realty · Winter Park · 147 W Lyman Ave · Winter Park FL 32789 · ⊕ Equal Housing Opportunity