1565 Orange AvenueWinter Park, FL 32789Sale Price: $750,000

  • Sale Price: $750,000
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$/month over payments
Federal 30-year interest rate: 6.52% last updated on Jun 11, 2026
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.
  • $750,000Sale Price
  • 5Bedrooms
  • 5Full Bath
  • 3,435Square Feet

Listing Tools

One or more photo(s) has been virtually staged. If you are looking for a family sanctuary that offers everyone privacy and security, while also offering plenty of outdoor space to gather, this is the opportunity for you! This historic property offers a Spanish style main house with additional living space (casitas), all fully fenced with a courtyard and salt water lap pool on a triple lot in Winter Park. The pavered front porch welcomes you home, and the minute you step through the front door, you will realize that you have walked into something truly unique and special. This light and bright historic 2 bedroom, 2 bathroom main house has been lovingly renovated, with beautifully refinished hardwood floors, freshly painted interior and exterior walls and trim, new HVAC, new Renewal by Andersen windows, arched doorways and decorative wall sconces. The formal living room and dining room feature a wall of windows, and gas fireplaces in each room. The spacious kitchen is waiting for your personal touches, and features views of the pool, new appliances, a breakfast bar, plenty of cabinet and storage space and looks out over the great room leading out to the back porch. There is a bedroom downstairs along with a brand new, beautifully upgraded full bathroom. Take the staircase to the second floor to the large owner's suite, featuring another gas fireplace, a fully upgraded ensuite bath, walk-in closet, a turret, which creates the perfect office / sitting space, and roof top access for tree lined, neighborhood views. This home also offers a rarity in Florida, a basement, providing for additional storage. Outside you will find a fully fenced yard that includes a saltwater pool with a new custom deck and landscaping, and a private courtyard. You are situated on a triple lot (140 x 150) creating ½ acres of living space, with a large circular drive, for easy entry onto Orange Ave, and have plenty of room for parking. The courtyard can also be converted back into a 2 car carport, or you could potentially build a carport or garage on another part of the property, if needed. There is plenty of room to expand. This home is located in the Winter park “silent zone” so although you are close to the train, you will never hear any horns. You are a short walk or bike ride to plenty of shops and restaurants, and centrally located, with a short drive to all major roadways.

Property Details of 1565 Orange Avenue

Property Details

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Mortgage Calculator


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$
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Est. Mortgage:
$/month over payments
Federal 30-year interest rate: 6.52% last updated on Jun 11, 2026. * The above figures are estimates provided by Union Street Media using the FRED® API, and are not endorsed or certified by the Federal Reserve Bank of St. Louis. Check with your lender for actual interest rates.
Listed by Beth Hobart of MAINFRAME REAL ESTATE

Listing Sold by KELLER WILLIAMS WINTER PARK

Listings courtesy of StellarMLS as distributed by MLS GRID. Based on information submitted to the MLS GRID as of June 13, 2026 6:32 PM UTC. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information. IDX information is provided exclusively for consumers’ personal noncommercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. The data is deemed reliable but is not guaranteed by MLS GRID. The use of the MLS GRID Data may be subject to an end user license agreement.

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