Winston Waterways, FL homes for sale & real estate

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3D WALKTHROUGH

830 Egret Ln, Key Largo, FL 33037
830 Egret Ln, Key Largo, FL 33037
830 Egret Ln, Key Largo, FL 33037
ABOUT THIS HOME
Winston Waterways, FL Homes for Sale
Builders Own Waterfront, 4 Bedroom, 4 Bath Pool Home on Corner Lot with Elevator, Dock, Tiki Hut and Breathtaking Views! This builder spared no expense on his family home! Nestled on a dead-end road across from Pennekamp Coral State Park this private, resort-like property boasts a double lot on a quiet corner with stunning views from every window. Custom powder-coated aluminum fencing with decorative native birds encloses the oasis with 2 walk-thru and 3 rolling vehicle gates. Strategically placed coral walls, lush herb gardens, palms hiding brilliant-colored orchids, and charming monarch butterfly bushes all serve to complement the delightful garden paradise. A crafting/potting cottage wit

$2,450,000

4 beds3.5 baths2,880 sq ft

830 Egret Ln, Key Largo, FL 33037

0.32 acre lot • Pool • Car-dependent

380 Mahogany Dr, Key Largo, FL 33037
380 Mahogany Dr, Key Largo, FL 33037
380 Mahogany Dr, Key Largo, FL 33037
ABOUT THIS HOME
Winston Waterways, FL Homes for Sale
Dream Home with 50ft water access with a floating dock and direct access on a wide canal! Welcome to your ultimate fishing retreat in the Florida Keys! This 2 bedroom 2 bath Keys style home just 1 hour from Miami with beautiful views from the open concept kitchen and living room. Have your morning coffee outside on your screened patio overlooking the canal. The bottom floor has a large enclosed area for storage or could also be great to entertain.

$1,084,000

2 beds2 baths912 sq ft

380 Mahogany Dr, Key Largo, FL 33037

5,512 sq ft lot • 3 garage spots • Car-dependent

(305) 534-9995

NEW CONSTRUCTIONVIDEO TOUR

117 La Paloma Rd, Key Largo, FL 33037
117 La Paloma Rd, Key Largo, FL 33037
117 La Paloma Rd, Key Largo, FL 33037
ABOUT THIS HOME
Winston Waterways, FL Homes for Sale
Turn-key tropical luxury in Key Largo! 4 Palmas is a custom 5BD/4.5BA waterfront oasis built in 2016 with over 5,600 sqft of indoor/outdoor living. Designed for entertaining & relaxation, it features 2 primary suites, open living spaces, 3 lounges (incl. covered outdoor), 2 bars, full outdoor kitchen, heated pool, and expansive deck. Enjoy a 50’ dock on a wide canal with direct ocean access, plus kayaking through nearby mangroves of Pennekamp. Built to CAT 5 standards with impact windows/doors, metal roof, elevator, balconies & ample storage. Available fully furnished - this home is ready to enjoy—live the Keys lifestyle in comfort, style, and ease!

$2,850,000

5 beds4.5 baths3,224 sq ft

117 La Paloma Rd, Key Largo, FL 33037

7,205 sq ft lot • Pool • Car-dependent

(305) 253-5600

157 La Paloma Rd, Key Largo, FL 33037
157 La Paloma Rd, Key Largo, FL 33037
157 La Paloma Rd, Key Largo, FL 33037
ABOUT THIS HOME
Winston Waterways, FL Homes for Sale
Welcome to your dream home in Key Largo—a fully remodeled, turnkey waterfront property offering the perfect blend of luxury, comfort, and functionality. With direct ocean access and breathtaking water views, this home is designed for both relaxation and entertainment. It features a private boat lift, a smart pool system, and an automated entry gate for privacy and convenience. The interior is beautifully finished with high-end materials and top-of-the-line appliances, and it comes fully FURNISHED so you can move in with nothing more than your clothes and toothpaste. High-end outdoor kitchen is perfect for hosting gatherings. An in-law suite on the first floor includes a full kitchen a

$1,980,000

3 beds3 baths1,375 sq ft

157 La Paloma Rd, Key Largo, FL 33037

6,920 sq ft lot • 4 garage spots • Pool

(305) 705-6097

233 La Paloma Rd, Key Largo, FL 33037
233 La Paloma Rd, Key Largo, FL 33037
233 La Paloma Rd, Key Largo, FL 33037
ABOUT THIS HOME
Winston Waterways, FL Homes for Sale
Welcome to your dream Florida Keys retreat! This fully updated ocean-side home is move-in ready, so all that’s left to do is soak up the Keys lifestyle. With all bedrooms and bathrooms on one level, plus a spacious enclosed garage for storage and extra space, convenience is key. Tucked along a serene canal, the lush mangrove forest offers natural privacy. Water lovers will appreciate the 60-ft dock with a newer boat lift, perfect for all your toys. Countless upgrades include a newer roof, AC, impact windows and doors, a modern kitchen, updated baths, stylish flooring, upgraded lighting, and a Ring alarm system. Come live the Keys life! Hazard Wind and Flood All Under 6k.

$1,375,000

3 beds2 baths1,224 sq ft

233 La Paloma Rd, Key Largo, FL 33037

6,060 sq ft lot • Car-dependent

(305) 667-4815

Property at 101 2nd Ln, Key Largo, FL 33037, 4 beds, 3 baths

$2,399,000

4 beds3 baths2,088 sq ft

101 2nd Ln, Key Largo, FL 33037

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Nearby homes that match your criteria

349 Mahogany Dr, Key Largo, FL 33037
349 Mahogany Dr, Key Largo, FL 33037
349 Mahogany Dr, Key Largo, FL 33037
ABOUT THIS HOME
Winston Waterways, FL Homes for Sale
Tropical Oasis in the heart of Key Largo, located on Mile Marker 102 (ocean side). This charming 2-bedroom, 2.5-bath CBS home sits on a buildable double lot (10,700 sq ft. rarely available). Features include updated interior with modern upgrades, tile floors throughout, impact windows, and large screened patio surrounded by lush tropical landscaping. The oversized lot has plenty of space for your boat, RV, water toys, even adding a pool or expanding the home. The property is located minutes from John Pennekamp and marinas. Enjoy boat ready access from multiple launch points to both the Ocean and the Bay, making it effortless to enjoy boating, kayaking, paddleboarding, or jet skiing. Book yo

$780,000

2 beds2.5 baths1,362 sq ft

349 Mahogany Dr, Key Largo, FL 33037

0.25 acre lot • Car-dependent

(305) 667-4815

453 Lime Dr, Key Largo, FL 33037
453 Lime Dr, Key Largo, FL 33037
453 Lime Dr, Key Largo, FL 33037
ABOUT THIS HOME
Winston Waterways, FL Homes for Sale
Fresh and clean! This ground-level 3-bedroom, 2-bathroom home with a versatile loft space was built in 2021 to the latest building codes. Featuring impact-resistant windows and doors, a durable metal roof, and located in an X flood zone, this property offers peace of mind and reduced insurance costs. An ideal low-maintenance Keys retreat—perfect for full-time living or weekend getaways.

$699,000

3 beds2 baths1,408 sq ft

453 Lime Dr, Key Largo, FL 33037

5,350 sq ft lot • Car-dependent

NEW CONSTRUCTION

872 La Paloma Rd, Key Largo, FL 33037
872 La Paloma Rd, Key Largo, FL 33037
872 La Paloma Rd, Key Largo, FL 33037
ABOUT THIS HOME
Winston Waterways, FL Homes for Sale
Discover a custom-built CBS home completed in 2017, that harmoniously blends comfort and sophistication. This residence features three spacious bedrooms and two well appointed baths making it perfect for family living. The primary suite includes a luxurious en suite with a jacuzzi, separate shower, dual sinks, and walk-in closet, while both guest rooms offer ample storage. Elegant porcelain wood-style tile and high ceilings enhance the inviting breakfast bar, quartz countertops, and stainless steel appliances. Future - ready with an elevator shaft and generous storage options, this home ensures both practicality and elegance. Located near John Pennekamp State Park, dining, shopping, and qu

$890,000

3 beds2 baths1,704 sq ft

872 La Paloma Rd, Key Largo, FL 33037

6,300 sq ft lot • Car-dependent

878 La Paloma Rd, Key Largo, FL 33037
878 La Paloma Rd, Key Largo, FL 33037
878 La Paloma Rd, Key Largo, FL 33037
ABOUT THIS HOME
Winston Waterways, FL Homes for Sale
Welcome to this beautifully maintained 3-bedroom, 2-bath home, perfectly located in the heart of Key Largo. Move-in ready and full of charm, this inviting property offers comfortable indoor-outdoor living with thoughtful touches throughout. Step inside to discover a bright and cozy interior with an open layout ideal for everyday living or weekend getaways. The home features a covered carport, a spacious storage shed, and a dedicated workshop—perfect for hobbyists or extra storage needs. The generous lot provides plenty of room to add a pool, creating your own private tropical oasis. Just a short stroll from a local park and conveniently close to shopping, dining, and all of Key Largo'

$710,000

3 beds2 baths1,100 sq ft

878 La Paloma Rd, Key Largo, FL 33037

6,300 sq ft lot • Car-dependent

973 Gibraltar Rd, Key Largo, FL 33037
973 Gibraltar Rd, Key Largo, FL 33037
973 Gibraltar Rd, Key Largo, FL 33037
ABOUT THIS HOME
Winston Waterways, FL Homes for Sale
Come to Key Largo and Live the Dream! Fabulous opportunity to own this solid CBS 3-bedroom, 2-bath home in central Key Largo, with superb water access for boating enthusiasts via John Pennekamp Coral Reef State Park—just a stone's throw away. Enjoy the peace of mind that comes with unyielding concrete construction and all impact windows and doors, offering both security and lowered insurance premiums. This elevated home features a generous carport below and a large, fully conforming storage area/workshop—perfect for all your recreational equipment, fishing gear, and bikes! Additional highlights include tile flooring throughout, a modern open-concept floor plan, and ample parking

$785,000

3 beds2 baths1,221 sq ft

973 Gibraltar Rd, Key Largo, FL 33037

6,300 sq ft lot • Car-dependent

464 Lime Dr, Key Largo, FL 33037
464 Lime Dr, Key Largo, FL 33037
464 Lime Dr, Key Largo, FL 33037
ABOUT THIS HOME
Winston Waterways, FL Homes for Sale
This one-of-a-kind, 5 bedroom, 4.5 bathroom home offers a truly rare layout and lifestyle opportunity for this area. If you have been looking for a home to check off all your boxes, but haven't been able to find ''THE ONE'' you won't want to pass this one by. Situated on a generously sized 10,700 sq ft fully fenced lot, this property delivers the ultimate in space, privacy, and versatility. Step inside and discover a floor plan designed for both entertainment and functionality. The expansive bedrooms all offer large closets and plenty of additional storage spaces. This home includes multiple living and entertaining areas across three floors. Enjoy a dedicated first-floor bar area, separate

$1,324,000

5 beds4.5 baths3,785 sq ft

464 Lime Dr, Key Largo, FL 33037

0.25 acre lot • Garage • Pool

Property at 202 Mahogany Dr, Key Largo, FL 33037, 4 beds, 3 baths

$950,000

4 beds3 baths1,461 sq ft

202 Mahogany Dr, Key Largo, FL 33037

(305) 809-8085

Property at 460 Lime Dr, Key Largo, FL 33037, 3 beds, 2 baths

$769,000

3 beds2 baths1,540 sq ft

460 Lime Dr, Key Largo, FL 33037

(305) 393-3318

Property at 880 La Paloma Rd, Key Largo, FL 33037, 2 beds, 2 baths

$750,000

2 beds2 baths1,050 sq ft

880 La Paloma Rd, Key Largo, FL 33037

Property at 239 Lignumvitae Dr, Key Largo, FL 33037, 3 beds, 2 baths

$749,000

3 beds2 baths1,060 sq ft

239 Lignumvitae Dr, Key Largo, FL 33037

Based on information submitted to the MLS GRID as of Mon Jul 07 2025. 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.

Average home prices near Winston Waterways, FL

Cities

Key Largo homes for sale
$1,099,000
North Key Largo homes for sale
$2,995,000
Tavernier homes for sale
$750,000
Islamorada homes for sale
$1,860,000

Neighborhoods

Bahia Mar Estates homes for sale
$772,000
Twin Lakes homes for sale
$2,199,500
Largo Gardens homes for sale
$742,500
Largo Sound Park homes for sale
$875,000
Cross Key Waterways Estates homes for sale
$1,437,000
Winston Park homes for sale
$750,000
Pamela Villa homes for sale
$769,000

Winston Waterways, FL real estate trends

$1.21M

Sale price

$583

Sale $/sq ft

Under list price

3.2%

Days on market

Down payment

—

Total homes sold

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