1660 Woodland AvenueWinter Park, FL 32789Sale Price: $3,050,000

  • Sale Price: $3,050,000
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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.
  • $3,050,000Sale Price
  • 5Bedrooms
  • 5Full Bath
  • 1Half Baths
  • 4,844Square Feet

Listing Tools

Meticulously maintained by original owner, custom built on a lovely, quiet tree-lined brick street on an oversized 100x157 lot. Mature detailed landscaping greets you as you enter the brick circular driveway to this well-appointed traditional timeless designed home. Freshly painted exterior/interior gives the home a light and bright feel throughout. Classic beauty is what you'll see upon entering into the shiplap foyer, wide plank oak flooring, level 5 drywall, custom built-ins and the brick encased TV/Fireplace wall in the Great Room. Newly installed retractable patio doors bring the outside in and a private view of the new autograph shrubs. Kitchen had a mini face lift, new marble backsplash, Benjamin Moore Grey Owl painted cabinets, under counter icemaker, dishwasher, touch-less faucet, filtered water dispenser, garbage disposal, metal grids and hardware make it look like a brand-new kitchen. Oversized 9x6 quartzite center island is perfect for entertaining large gatherings with the help of the Dry Bar/Wet Bar along with the Dining Room enable the ability to have parties with ease. Powder room is easily accessible to Kitchen and Patio area. Expansive covered Patio allows for an enjoyable time utilizing the summer kitchen, TV, stereo speaker system, large pool with fountains/sun shelf. Plenty of room for chaise lounges on the uncovered brick pavers too! Large Master Suite is on first floor, zoned AC and has access to patio. Master Bathroom features double vanities, relaxing Jacuzzi Hydrotherapy tub, marble throughout, private toilet room, gym and walk-in closet. Bedroom 1 on first floor is currently being used as an Office, now has new paneling, brick wall, shiplap ceiling, ensuite with shower and can also be accessed through 1-car garage. On the other side of home is the Mudroom with built-ins and perfect for dropping all your stuff while coming in from 2-car garage. On the second floor are 3 more bedrooms, 3 walk-in closets, 3 bathrooms which 2 are ensuites and 1 is in the hallway. Fabulous Bonus room for all ages to enjoy and leads into the Billiard room with wet bar, and closet. Winter Park is known for fine dining, Park Ave. shopping, farmers market, Art Fest every March and activities in the park. Walking distance is 2-3 mins to Lakemont Elementary and WP YMCA. AdventHealth ER Hospital and Crosby Center for Health & Wellbeing are a 3-minute drive, only 1 stop light away. Phelps Park, Interlachen Country Club, Sprouts, and SO much more are literally 2-3 minutes away, no stop lights! Wonderful SCHOOLS and LOCATION are why so many want to live the WP LIFESTYLE. House is connected by metered natural Teco gas line (owners paid to have line brought to home) 3 HVAC's, new split unit, epoxy garage floors, 2 tankless gas water heaters, smart irrigation system utilizing well water, whole house water filtration system with UV water purification & water softener, monitored alarm system, ethernet wired to all rooms, 3 storage closets, large stand-up attic storage with pull down stairs and so many more upgrades/details to list but much better to see it all with your own eyes.

Property Details of 1660 Woodland Avenue

Property Details

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Mortgage Calculator


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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 Roxanne Gagliano of CHARLES RUTENBERG REALTY ORLANDO (407-622-2122)

Listing Sold by COMPASS FLORIDA, LLC

Listings courtesy of StellarMLS as distributed by MLS GRID. Based on information submitted to the MLS GRID as of June 16, 2026 3:04 AM 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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