Waterfront homes for sale & real estate in 33859, FL

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ABOUT THIS HOME
Waterfront Home for sale in 33859, FL:
Stunning Crooked Lake lakefront home! This beautifully updated 3-bedroom, 3-bathroom home offers over 2,500 sq ft of living area and is perfectly designed for entertaining, relaxing, and enjoying panoramic water views. At the heart of the home is a gorgeous updated kitchen featuring solid wood cabinets, stainless steel appliances, granite countertops, and a spacious layout ideal for gatherings. The kitchen is surrounded by inviting living spaces—a living room, dining room, family room with fireplace, and a large Florida room that opens directly onto the pool and patio. The split bedroom plan includes two en-suite bedrooms, providing privacy and comfort for family or guests. Step outsi

$650,000

3 beds3 baths2,547 sq ft

344 Sunshine Dr, Lake Wales, FL 33859

Updated kitchen • New roof • Lakefront home

ABOUT THIS HOME
Waterfront Home for sale in 33859, FL:
Come check out this condo in the lovely Lake Ashton Golf Course Community. This three-bedroom two-bathroom condo boasts an elevator that takes you from the garage to the kitchen. There is an elevator in the garage that takes you right up to the kitchen. The condo has brand new carpet throughout. The walk-in-closets provide ample room for all your storage needs. The balcony has a lovely view looking out over the water. The grounds at Lake Ashton are immaculately maintained. This gated community has many amenities to enjoy such as, golf, tennis courts, library, fitness center, pool, shuffleboard courts, Ball room and more.

$225,000

3 beds2 baths1,362 sq ft

2204 Ashton Palms Dr #2204, Lake Wales, FL 33859

Gated community • Fitness center • Walk-in-closets

ABOUT THIS HOME
Waterfront Home for sale in 33859, FL:
BEAUTIFUL, WELL MAINTAINED HOME with POND VIEW. Located behind the secure gates of Lake Ashton, a Florida retirement community, this Callaway Floor Plan offers Upgrades, Upgrades, Upgrades! Built in 2020 this 2 Bed/2 Bath home with separate Den/Office offers 1,688 sq. ft. living area with an EXTENDED GARAGE. This bright & airy home has excellent curb appeal with a widened paver driveway; Poured curbing and rock outlines the home and beautifully landscaped areas. The gutter system on the home is a bonus. A widened walk way leads to the Front Door with Beveled glass, sidelight and glass above. A retractable screen on the front door provides an opportunity for air to flow freely throug

$375,000

2 beds2 baths1,688 sq ft

1069 Sawgrass Dr, Winter Haven, FL 33884

Split plan home • Retractable screen • Walk in shower

ABOUT THIS HOME
Waterfront Home for sale in 33859, FL:
Welcome to your personal haven and next chapter in beautiful Lake Ashton—Central Florida’s premier 55+ active-adult community and home of the LA Travelers, the largest Family Motor Coach Association chapter in the southeastern United States. Designed as both a serene retreat and an ideal travel base, this immaculate home radiates timeless elegance, thoughtful design, and Florida charm. At the rear of the property, a peaceful pond bordered by a massive berm ensures unmatched privacy, while Litchfield Loop remains a quiet street with minimal traffic. The garage floor features a custom epoxy finish, and the two-car side includes a retractable screen door. The RV side—measurin

$599,900

2 beds2 baths1,792 sq ft

3834 Litchfield Loop, Lake Wales, FL 33859

Custom epoxy finish • Workroom • Custom tile flooring

3D WALKTHROUGH

ABOUT THIS HOME
Waterfront Home for sale in 33859, FL:
Price adjustment on this Crooked Lake Canal Front Home – Direct Access to One of Florida’s Most Pristine Lakes! Enjoy the beauty of a weekend retreat, a winter escape, or a year-round residence with this charming 4-bedroom, 2-bath canal front home offering direct access to stunning Crooked Lake. Your family will spend countless hours swimming, fishing, water skiing, or simply soaking in the tranquil serenity of this highly sought-after 5,500-acre spring-fed lake. Inside, you’ll find a spacious living and dining room combo, a large family room with fireplace, and a 13' x 22' bonus room / 4th bedroom which could also work as a private office. The 2-car side-entry garage add

$325,000

4 beds2 baths2,430 sq ft

433 Canal Dr, Lake Wales, FL 33859

Recent updates • Canal front home • Bonus room

Property at 4327 Gullane Dr, Lake Wales, FL 33859, 2 beds, 2 baths

$299,900

2 beds2 baths1,860 sq ft

4327 Gullane Dr, Lake Wales, FL 33859

Property at 524 Lake Suzanne Dr, Lake Wales, FL 33859, 3 beds, 3 baths

$359,900

3 beds3 baths1,718 sq ft

524 Lake Suzanne Dr, Lake Wales, FL 33859

Property at 326 Canal Dr, Lake Wales, FL 33859, 3 beds, 2 baths

$356,500

3 beds2 baths1,646 sq ft

326 Canal Dr, Lake Wales, FL 33859

Property at 1336 Oakmont Dr, Winter Haven, FL 33884, 3 beds, 2 baths

$695,000

3 beds2 baths2,773 sq ft

1336 Oakmont Dr, Winter Haven, FL 33884

Property at 502 Canal Dr, Lake Wales, FL 33859, 3 beds, 3 baths

$359,000

3 beds3 baths1,975 sq ft

502 Canal Dr, Lake Wales, FL 33859

Property at 4168 Aberdeen Ln, Lake Wales, FL 33859, 3 beds, 2 baths

$349,900

3 beds2 baths1,756 sq ft

4168 Aberdeen Ln, Lake Wales, FL 33859

Property at 342 Caloosa Ct, Lake Wales, FL 33859, 3 beds, 1.5 baths

$155,000

3 beds1.5 baths1,320 sq ft

342 Caloosa Ct, Lake Wales, FL 33859

Property at 220 Lakeshore Dr N, Lake Wales, FL 33859, 2 beds, 1 bath

$299,000

2 beds1 bath1,355 sq ft

220 Lakeshore Dr N, Lake Wales, FL 33859

Property at 464 Lake Suzanne Dr, Lake Wales, FL 33859, 3 beds, 2 baths

$350,000

3 beds2 baths1,429 sq ft

464 Lake Suzanne Dr, Lake Wales, FL 33859

Property at 0 Canal Dr, Lake Wales, FL 33859

$50,000

— beds— baths— sq ft

0 Canal Dr, Lake Wales, FL 33859

Property at 0 S Lakeshore Ln, Lake Wales, FL 33859

$175,000

— beds— baths— sq ft

0 S Lakeshore Ln, Lake Wales, FL 33859

Property at 960 Albritton Way, Lake Wales, FL 33859

$800,000

— beds— baths— sq ft

960 Albritton Way, Lake Wales, FL 33859

Property at Canal Ct, Lake Wales, FL 33859

$70,000

— beds— baths— sq ft

Canal Ct, Lake Wales, FL 33859

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ABOUT THIS HOME
Waterfront Home for sale in 33859, FL:
LOCATION, LOCATION!! Gorgeous 3 bed, 2 bath POOL home with idyllic views across pretty pond with water frontage and private wooded island!! Located in the sought after gated, Overlook Estates on a spacious corner lot with mature landscaping. The open-concept living area creates an inviting atmosphere, ideal for both relaxed family gatherings and formal entertaining. Enter into the foyer which is flanked by dining room, living room and an additional study/den. Continue through into the spacious kitchen and family room with sliding doors leading to the covered lanai and screened pool area. Relax with your favorite beverage and enjoy the tranquil views of the pond and wooded island with an a

$425,000

3 beds2 baths2,378 sq ft

716 Santa Maria Dr, Winter Haven, FL 33884

Water frontage • Spacious corner lot • Mature landscaping

ABOUT THIS HOME
Waterfront Home for sale in 33859, FL:
You'll definitely want to check out this beautiful, like-new property! The zero entry resort style community pool and playground overlooks one of the many beautiful lakes in Winter Haven. Villamar is a wonderful community close to a top rated Elementary School. Enjoy the privacy of this lot, as it does not have rear neighbors, but instead overlooks a quaint pond and conservatory area! Make sure to schedule your showing today!

$280,000

3 beds2 baths1,516 sq ft

3349 Costello Cir, Winter Haven, FL 33884

4,391 sq ft lot • 2 garage spots • Built 2023

ABOUT THIS HOME
Waterfront Home for sale in 33859, FL:
Minutes from Legoland Florida!! Furnished home!! Featuring a BRAND-NEW Roof, lovely Sunroom, Convenient Carport for parking and 1/10 ownership of the community lake front access to Lake Dexter. This is an excellent Starter home, investment opportunity or personal retreat!

$189,000

2 beds2 baths979 sq ft

3356 Dexter SE, Winter Haven, FL 33884

Carport • Sunroom • Lake front access

NEW CONSTRUCTION

ABOUT THIS HOME
Waterfront Home for sale in 33859, FL:
Pre-Construction. To be built. Welcome to Ashton Covey in Winter Haven! Discover the ultimate Florida lifestyle in this stunning community. Perfectly situated just off US Highway 27, your new home offers seamless access to work, outdoor recreation, shopping, dining, and more. Imagine being less than 15 minutes from Downtown Winter Haven, where charming local shops and restaurants await your exploration. Plus, you're just 5 miles from public lake access at Lake Daisy, ideal for a day of boating, paddle boarding, and enjoying the water. The Sandalwood single-family home sets the standard for main level luxury. A convenient family entry welcomes you inside to unmatched space and style. A full

$576,990

4 beds3 baths2,551 sq ft

1552 Covey Rise Ter, Winter Haven, FL 33884

Public lake access • Gourmet kitchen • Private access

NEW CONSTRUCTION

ABOUT THIS HOME
Waterfront Home for sale in 33859, FL:
Pre-Construction. To be built. Welcome to Ashton Covey in Winter Haven! Discover the ultimate Florida lifestyle in this stunning community. Perfectly situated just off US Highway 27, your new home offers seamless access to work, outdoor recreation, shopping, dining, and more. Imagine being less than 15 minutes from Downtown Winter Haven, where charming local shops and restaurants await your exploration. Plus, you're just 5 miles from public lake access at Lake Daisy, ideal for a day of boating, paddle boarding, and enjoying the water. The Panama single-family home is what you always pictured for yourself. Step in from the 2-car garage or front porch and pass the first of 3 spacious bedrooms

$535,990

3 beds2 baths2,021 sq ft

1548 Covey Rise Ter, Cypress Gardens, FL 33884

Owner’s suite • Walk-in closet • Public lake access

NEW CONSTRUCTION

ABOUT THIS HOME
Waterfront Home for sale in 33859, FL:
Pre-Construction. To be built. Welcome to Ashton Covey in Winter Haven! Discover the ultimate Florida lifestyle in this stunning community. Perfectly situated just off US Highway 27, your new home offers seamless access to work, outdoor recreation, shopping, dining, and more. Imagine being less than 15 minutes from Downtown Winter Haven, where charming local shops and restaurants await your exploration. Plus, you're just 5 miles from public lake access at Lake Daisy, ideal for a day of boating, paddle boarding, and enjoying the water. The Panama single-family home is what you always pictured for yourself. Step in from the 2-car garage or front porch and pass the first of 3 spacious bedrooms

$335,990

3 beds2 baths2,021 sq ft

1913 Quail Fields Cir, Winter Haven, FL 33884

Walk-in closet • Public lake access • Gourmet kitchen

Property at 157 Lake Roy Dr, Winter Haven, FL 33884, 5 beds, 4 baths

$919,000

5 beds4 baths3,839 sq ft

157 Lake Roy Dr, Winter Haven, FL 33884

Property at 4970 Mandolin Ct, Winter Haven, FL 33884, 4 beds, 2 baths

$389,000

4 beds2 baths1,749 sq ft

4970 Mandolin Ct, Winter Haven, FL 33884

(877) 366-2213

Property at 1938 Highland Park Dr S, Lake Wales, FL 33898, 4 beds, 2.5 baths

$849,900

4 beds2.5 baths2,590 sq ft

1938 Highland Park Dr S, Lake Wales, FL 33898

Property at 1989 Carnostie Rd, Winter Haven, FL 33884, 4 beds, 2 baths

$369,000

4 beds2 baths1,892 sq ft

1989 Carnostie Rd, Winter Haven, FL 33884

Property at 2343 Salzburg Loop, Winter Haven, FL 33884, 3 beds, 2 baths

$327,500

3 beds2 baths1,948 sq ft

2343 Salzburg Loop, Winter Haven, FL 33884

Property at 950 N Lake Otis Dr SE, Winter Haven, FL 33880, 4 beds, 4.5 baths

$2,250,000

4 beds4.5 baths5,178 sq ft

950 N Lake Otis Dr SE, Winter Haven, FL 33880

Property at 1131 Sunset Dr, Lake Wales, FL 33853, 2 beds, 2 baths

$264,900

2 beds2 baths1,608 sq ft

1131 Sunset Dr, Lake Wales, FL 33853

Property at 714 Magnolia Pl #714, Winter Haven, FL 33884, 2 beds, 2 baths

$235,000

2 beds2 baths1,078 sq ft

714 Magnolia Pl #714, Winter Haven, FL 33884

Property at 2756 San Marco Way, Winter Haven, FL 33884, 4 beds, 2 baths

$365,000

4 beds2 baths1,823 sq ft

2756 San Marco Way, Winter Haven, FL 33884

Property at 238 Ruby Lake Ln, Winter Haven, FL 33884, 4 beds, 3 baths

$795,000

4 beds3 baths2,525 sq ft

238 Ruby Lake Ln, Winter Haven, FL 33884

Property at 3655 Ridge Lake Dr, Lake Wales, FL 33898

$199,000

— beds— baths— sq ft

3655 Ridge Lake Dr, Lake Wales, FL 33898

Property at 600 Grove Ave, Lake Wales, FL 33853

$349,000

— beds— baths— sq ft

600 Grove Ave, Lake Wales, FL 33853

Property at 7376 Bent Grass Dr, Winter Haven, FL 33884

$250,000

— beds— baths— sq ft

7376 Bent Grass Dr, Winter Haven, FL 33884

Property at 7374 Bent Grass Dr, Winter Haven, FL 33884

$250,000

— beds— baths— sq ft

7374 Bent Grass Dr, Winter Haven, FL 33884

Based on information submitted to the MLS GRID as of Sat Dec 13 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.

Waterfront Homes for Sale in 33859

There are currently 18 waterfront homes for sale in 33859 at a median listing price of $300K. Some of these homes are "Hot Homes," meaning they're likely to sell quickly. Most homes for sale in 33859 stay on the market for 121 days. This map is refreshed with the newest listings in 33859 every 15 minutes.

In the past month, 9 homes have been sold in 33859. In addition to houses in 33859, there were also 4 condos, 14 townhouses, and 1 multi-family unit for sale in 33859 last month. Find your dream home in 33859 using the tools above. Use filters to narrow your search by price, square feet, beds, and baths to find homes that fit your criteria. Our top-rated real estate agents in 33859 are local experts and are ready to answer your questions about properties, neighborhoods, schools, and the newest listings for sale in 33859. If you're looking to sell your home in the 33859 area, our listing agents can help you get the best price. Redfin is redefining real estate and the home buying process in 33859 with industry-leading technology, full-service agents, and lower fees that provide a better value for Redfin buyers and sellers.

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