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$365,000
3 Beds ⋅ 2 Baths ⋅ 262026 MLS
Wake up to the St. Johns River every morning from your own private balcony. This airy 3-bedroom, 2-bath waterfront condo sits within the gates of one of Orange Park's most storied addresses — Club Continental, a landmark estate originally built in 1923 as the winter retreat of Caleb Johnson, heir to the Palmolive Soap Company. Today, this romantic and intimate enclave on the banks of the St. Johns River is a world unto itself — and as a resident of River Oak, you have exclusive access to it. Inside, the unit has been thoughtfully maintained and freshly painted, with hardwood floors, an updated kitchen, and an open floor plan with built-ins and a fireplace that makes every evening feel like a retreat. The generous primary suite features a jetted tub and its own private entrance to the balcony — where the river view is yours alone.

2099 E Winterbourne Unit 306, Orange Park

Listing courtesy of Exp Realty.

$365,000
3 Beds ⋅ 2 Baths ⋅ 2141646 MLS
Wake up to the St. Johns River from your private balcony. This airy 3-bedroom, 2-bath waterfront condo in River Oak at Club Continental blends history, charm, and ease. Set within a gated 1923 landmark estate, this intimate riverfront enclave offers a truly unique lifestyle. Inside, you'll find fresh paint, hardwood floors, an updated kitchen, and an open layout with built-ins and a cozy fireplace. The spacious primary suite features a jetted tub and private balcony access--perfect for quiet mornings overlooking the water. Beyond the home, enjoy exclusive access to Club Continental's resort-style amenities, including pools and tennis courts, all beautifully maintained. The HOA covers major updates like the roof, exterior, and grounds, giving you true lock-and-leave convenience. Waterfront living, simplified--without sacrificing character or charm.

2099 E Winterbourne Unit 306, Orange Park

Listing courtesy of EXP REALTY LLC.

$355,000
2 Beds ⋅ 2 Baths ⋅ 2134985 MLS
Wake up every morning to breathtaking, million-dollar views of the beautiful St. Johns River from this inviting 2-bedroom, 2-bath condo. The bright and comfortable primary bedroom features stunning water views, creating the perfect peaceful start to your day. The open living and dining room combination offers expansive river views, making it an ideal space for relaxing or entertaining while enjoying the scenery. The kitchen comes fully equipped with all appliances, including a washer and dryer for your convenience. Whether you're enjoying your morning coffee while watching the river or unwinding in the evening with the sparkling waterfront as your backdrop, this condo offers a truly special place to call home.

2099 Winterbourne E Unit 302, Orange Park

Listing courtesy of WATSON REALTY CORP.

Selling Office: .

$400,000
3 Beds ⋅ 2 Baths ⋅ 2026153 MLS
Imagine walking out on your lanai with your morning coffee to see the most stunning sunrise along the St. Johns River. This 3 bedroom, 2 bathroom condo has been beautifully updated throughout & the open floor plan allows for expansive views of the water. From beautiful trees and lush greenery to a community pool & fire pit, this condo has it all. Come & see what the waterfront lifestyle of Club Continental is all about! Updated kitchen and baths; newer flooring. New lighting. Move-in ready! Seller will give a seller credit equal to 6 months HOA fees, or $3450, with acceptable offer, at closing

2099 Winterbourne Unit 105, Orange Park

Listing courtesy of CHRISTIE'S INTERNATIONAL REAL ESTATE FIRST COAST.

Selling Office: .

© 2026 Northeast Florida Multiple Listing Service, Inc. All rights reserved. This data is up-to-date as of . For the most current information, contact Florida Coastal Team - LPT Realty.