Winter Haven Condos for Sale

Winter Haven Condos for Sale

Welcome to Winter Haven, Florida, a charming city nestled in the heart of Polk County, known for its picturesque lakes, vibrant community, and a plethora of recreational activities. With its warm climate, beautiful landscapes, and friendly atmosphere, Winter Haven is the perfect place to call home. The city boasts a rich history, evident in its historic downtown area, where you’ll find delightful shops, local eateries, and a welcoming vibe that makes every visit feel special.

Winter Haven is also famous for its chain of lakes, offering residents an abundance of outdoor activities such as fishing, boating, and kayaking. For those who enjoy a more leisurely pace, the city is home to several parks and nature trails, perfect for picnics, jogging, or simply soaking in the Florida sunshine. Additionally, the renowned LEGOLAND Florida Resort is just a stone's throw away, making it an ideal spot for family fun.

If you’re considering a move to this enchanting city, you’ll be pleased to discover the variety of condos for sale in Winter Haven. These modern residences offer a blend of comfort and convenience, often featuring stunning lake views, spacious floor plans, and access to community amenities such as pools, fitness centers, and clubhouses. Whether you’re a first-time buyer, a retiree looking to downsize, or seeking a vacation home, Winter Haven’s condos provide a low-maintenance lifestyle without sacrificing quality or style.

Explore the possibilities of condo living in Winter Haven, where every day feels like a vacation in paradise!

Newest Winter Haven Condos for Sale

100 El Camino Drive Unit 208, Winter Haven
$139,900
1 Beds ⋅ 1 Baths ⋅ Orchid Springs Village SubDv. ⋅ 33884 Zip Code
OWNER MOTIVATED Beautiful Condo, Tastefully remodeled, completely updated in 2023. All new appliances, granite counter tops, remote controlled fans, Kitchen and bathroom new cabinets. Come enjoy Florida Living or just retire in style or enjoy it as your Winter Getaway. A small Bonus space may be used as a second sleeping quarters for additional guests. Conveniently located near shopping centers, restaurants, hospitals, churches and more. HOA fees cover your cable, internet, water, sewer, trash pick up and natural gas. Exclusive Carport. Seller will assist you with closing costs or interest rate buy down if needed.

100 El Camino Drive Unit 208, Winter Haven
1776 6th Street Nw Unit 702, Winter Haven
$95,000
2 Beds ⋅ 2 Baths ⋅ Lakeridge Condo SubDv. ⋅ 33881 Zip Code
Views for days and ready for new owners. Come make this your Florida dream. 2 bedrooms and 2 full baths with a beautiful balcony! This 55+ gated community features a sparkling pool, tennis courts, clubhouse space, structured activites and dedicated covered parking. Conveniently located to shopping and dining. A quick trip to and from the theme parks. Lots of storage and cabinets in the kitchen. Spacious living area. If you're ready to live part or full time in the Sunshine State, you've got to check this one out!

1776 6th Street Nw Unit 702, Winter Haven
2050 San Marcos Drive Se Unit 211, Winter Haven
$155,000
2 Beds ⋅ 2 Baths ⋅ Park Lake 03 02 Amd SubDv. ⋅ 33880 Zip Code
This 2-bedroom, 2-bath condo located in the heart of Winter Haven is ready for you to make it your home. This unit features carpet and ceramic tile throughout the unit, large family room with fireplace overlooking the pool and baseball fields, and galley kitchen with a pass thru to the dining area. Community features include pool and clubhouse that overlook the newly renovated baseball complex and a community deed on the Lake Lulu of the Chain of Lakes. Located close to many restaurants, shopping, walking trails, this one truly is all about location! Call, text, or email to see it today!

2050 San Marcos Drive Se Unit 211, Winter Haven
100 El Camino Drive Unit 103, Winter Haven
$59,000
1 Beds ⋅ 1 Baths ⋅ Orchid Spgs Vill 100 Condo SubDv. ⋅ 33884 Zip Code
Clean and move in Ready condo on ground floor. This is part of an estate and ready for immediate sale. No probate will be required. The bedroom features and walk in closet. Great location that is great for year round living or a seasonal escape in a very well maintained community.

100 El Camino Drive Unit 103, Winter Haven
1550 11th Street Ne Unit B3, Winter Haven
$142,500
2 Beds ⋅ 2 Baths ⋅ Lake Buckeye Condo SubDv. ⋅ 33881 Zip Code
The property you are inquiring about is located in Winter Haven, FL, in the Lake Buckeye area of Polk County. This is an incredible value on this ground-level condo at Lake Buckeye. Near PSC, this is a fabulous investment for private or income use. The home features 2 bedrooms, 2 bathrooms, 1,148 sq.ft. living utilized efficiently and within walking distance to the lake. Personable HOA fees to include community pool/ maintenance, maintenance exterior/grounds, clubhouse, fishing, etc. This is a fantastic location for convenience. Call, text, email - ready to move into!

1550 11th Street Ne Unit B3, Winter Haven
306 Eagle Pond Drive Unit 306, Winter Haven
$211,000
2 Beds ⋅ 2 Baths ⋅ Eagle Pond Condo SubDv. ⋅ 33884 Zip Code
MOTIVATED SELLER! Enjoy the best of Florida living in this beautifully updated condo located in the desirable, gated community of Cypresswood Golf & Country Club in Winter Haven! Featuring stylish upgrades, peaceful pond views, and an array of resort-style amenities, this inviting home offers the perfect blend of comfort, convenience, and an active lifestyle. Step inside to discover tile flooring throughout, elegant marble kitchen countertops, an extended breakfast island perfect for casual dining and entertaining, and matching marble countertops in both bathrooms. Additional upgrades include ceiling fans, a newer water heater, and the convenience of an interior laundry area with washer & dryer included. The floor plan features two spacious bedrooms, each with its own walk-in closet. The primary suite offers a private en-suite bathroom, while additional linen storage and a separate exterior storage closet with shelving provide plenty of room to stay organized. The Cypresswood community features an 18-hole championship golf course designed by Ron Garl, junior Olympic sized community pool, lighted tennis/pickleball courts, clubhouse with a restaurant, event space and more. Minutes from Hwy 27 and the I-4 corridor. Centrally located between Orlando and Tampa. Schedule your private showing today!

306 Eagle Pond Drive Unit 306, Winter Haven
200 El Camino Drive Unit 102, Winter Haven
$95,000
2 Beds ⋅ 2 Baths ⋅ Orchid Spgs Vill 200 Condo SubDv. ⋅ 33884 Zip Code
MOTIVATED SELLER! Welcome to this spacious 2-bedroom, 2-bath condo in desirable Orchid Springs. This well-designed home features a split floor plan, walk-in closets in both bedrooms, and a private en-suite bath in the primary bedroom. Relax in the Florida room while enjoying peaceful views of lush greenery, the lagoon, and a gently flowing fountain. The community offers a pool, clubhouse, and assigned parking conveniently located near the unit. The building has been re-plumbed, and the roof was recently replaced. Ideally located near LEGOLAND, shopping, dining, medical, and everything Central Florida has to explore. Whether you’re looking for a full-time residence or a relaxing Florida retreat, this condo is ready for its next owner. Schedule your private showing today!

200 El Camino Drive Unit 102, Winter Haven
1905 Garden Lake Drive, Winter Haven
$175,000
2 Beds ⋅ 2 Baths ⋅ Winterset 02 A Condo Ph 01 SubDv. ⋅ 33884 Zip Code
The property you are inquiring about is located in Winter Haven, FL, in the Winterset area the 27 Corridor of Polk County. This is a lovely 2-bedroom, 2-bath waterfront view with loads of natural light and a balance of 1,103 sq.ft. of living upstairs and downstairs plus a balcony. This has custom features washer/dryer and other appliances. Spacious rooms, gathering area that has flexibility. This community is amenity-rich with gated entry, pool, tennis court, clubhouse, and access to Chain of Lakes. The area is in a boom of jobs and easy access to Hwy 60, 27, I-4. See it today. Call, text, email.

1905 Garden Lake Drive, Winter Haven
5850 Cypress Gardens Boulevard Unit 303, Winter Haven
$179,000
3 Beds ⋅ 3 Baths ⋅ Royal Crescent Condo SubDv. ⋅ 33884 Zip Code
3 BEDROOM 2.5 BATH CONDO ON CYPRESS GARDENS BLVD: Affordable, spacious and move-in ready, this 3-bedroom, 2.5-bath condo offers more than 1,500 square feet of living space in Royal Crescent, directly across from LEGOLAND in the heart of SE Winter Haven. The residence features an updated kitchen and bathrooms, double-pane windows and sliding doors, a private outdoor patio and two assigned parking spaces. Royal Crescent offers an established residential setting just off Cypress Gardens Boulevard, with classic traditional architecture, columned entries, a large central green shaded by mature trees and a newly remodeled community swimming pool—all at a price point that makes comfortable, convenient living surprisingly affordable. Inside, the two-story floor plan provides generous living spaces downstairs with the bedrooms privately situated upstairs. The main level includes formal living and dining areas, a separate family room, half bath and multiple storage closets, with warm wood flooring extending throughout much of the home. The kitchen features updated white cabinetry, abundant counter and storage space and a full complement of like-new appliances. An interior laundry closet with Maytag washer and dryer adds everyday convenience. Upstairs, the spacious primary suite includes two closets and a private en-suite bath. Two additional bedrooms are comfortably sized with generous closets, ceiling fans and convenient access to the full guest bath. Wood flooring continues into the bedrooms, and the upper level enjoys elevated views across the community and surrounding area. One of the home's most enjoyable features is the private rear patio. Fully enclosed for privacy and large enough for an outdoor dining table and additional seating, it provides genuine outdoor living space for morning coffee, grilling or relaxing in the Florida sunshine. Royal Crescent's location places an impressive amount of everyday life within a very small radius. Legoland Florida Resort is directly across Cypress Gardens Boulevard, with Publix, Starbucks, restaurants, shopping, fitness and entertainment nearby. Downtown Winter Haven is just a short drive away, while Highway 27 provides convenient access toward the greater Orlando and Tampa areas. Beyond its convenience, Winter Haven is a city defined by its lakes. The area's Chain of Lakes provides miles of interconnected waterways for boating, fishing, watersports and waterfront dining, while downtown offers locally owned restaurants, coffee shops, breweries, boutiques, parks and community events. It is a distinctly Central Florida lifestyle with many of the conveniences of a larger city without losing Winter Haven's established, small-city character.

5850 Cypress Gardens Boulevard Unit 303, Winter Haven
100 El Camino Drive Unit 301, Winter Haven
$149,900
3 Beds ⋅ 3 Baths ⋅ Orchid Spgs Vill 100 Condo SubDv. ⋅ 33884 Zip Code
Welcome to 100 El Camino Drive, Unit 301, a spacious corner-unit condominium located in the established Orchid Springs community of Winter Haven. As one of the larger residences in the building, this home offers an appealing combination of generous living space, privacy, convenience, and low-maintenance Florida living. The thoughtfully designed floor plan provides each bedroom with its own private full bathroom, making the home especially well suited for guests, multi-generational living, or owners who simply appreciate added privacy. As a corner unit, the residence benefits from an enhanced sense of separation and space, while additional storage provides room for seasonal items and everyday necessities. Major improvements include a 2023 Heating system and the home has been replumbed throughout, offering valuable updates for the next owner. Additional conveniences private storage, elevator access, and a designated parking space. Orchid Springs offers a peaceful residential setting highlighted by beautifully maintained grounds and scenic water features, along with access to a private community pool and clubhouse. The monthly association fee provides exceptional convenience by including water, gas, cable, internet, and trash service, helping simplify monthly expenses. Community amenities also include pool and clubhouse access, with association services supporting an easy, low-maintenance lifestyle. The location places you in the heart of everything Winter Haven has to offer. Enjoy convenient access to shopping, dining, medical services, downtown Winter Haven, LEGOLAND® Florida Resort, and the famous Winter Haven Chain of Lakes. Known as the “Chain of Lakes City,” Winter Haven offers abundant opportunities for boating, fishing, kayaking, waterfront dining, and other outdoor recreation while remaining conveniently positioned within Central Florida. Spacious, updated, and packed with included amenities, Unit 301 offers an excellent opportunity to enjoy comfortable condominium living in one of Winter Haven’s most distinctive established communities.

100 El Camino Drive Unit 301, Winter Haven
7808 Waterview Way, Winter Haven
$115,000
2 Beds ⋅ 2 Baths ⋅ Garden Villas Condo Ph 01 SubDv. ⋅ 33884 Zip Code
Investor Special!! Welcome to resort-style living in the highly sought-after gated waterfront community of Winterset, where convenience meets comfort in this charming 2-bedroom, 2-bathroom 2-story condo. Step inside to discover a spacious living and dining room combo that creates an inviting atmosphere for relaxation and entertaining. The well appointed kitchen features appliances and a convenient breakfast bar, perfect for causal dining or morning coffee. The master bedroom suite features a generous walk-in closet, providing ample storage space. For your convenience, a stackable washer and dryer are included. This professionally managed community boasts a plethora of amenities, including a clubhouse, fishing pier, heated pool, hot tub, and tennis courts—all overlooking the serene Lake Winterset, part of the renowned "Chain of Lakes." Enjoy peace of mind with state-of-the-art security in this well-maintained environment. You’re just minutes away from Lego Land and conveniently located near Disney and other Florida amusement parks, shopping, dining, and more. Alternatively, relish the numerous community offerings, including a fitness center, shuffleboard, and expansive green spaces perfect for walking your family pet. Experience the perfect blend of leisure and lifestyle at Winterset!

7808 Waterview Way, Winter Haven
1205 Eagle Pond Drive Unit 1205, Winter Haven
$162,000
2 Beds ⋅ 2 Baths ⋅ Eagle Pond Condo SubDv. ⋅ 33884 Zip Code
Enjoy the Florida lifestyle in Cypresswood Golf & Country Club! This inviting 2-bedroom, 2-bathroom second-floor condo offers comfortable living in a desirable Winter Haven community. PRICED TO SELL. The home features LVP flooring, a newer water heater, and convenient exterior storage for golf equipment, seasonal items, and more. Cypresswood Golf & Country Club offers an array of amenities, including a 24-hour manned guard gate, an 18-hole championship golf course, tennis, pickleball and basketball courts, community pool, restaurant, clubhouse and more. Whether you're looking for a full-time residence, winter retreat, or a place to enjoy an active Florida lifestyle, this condo offers comfort and convenience in a welcoming community. Conveniently located near US-27, you'll have easy access to restaurants, shopping, entertainment, and everyday conveniences, while still enjoying the relaxed atmosphere of a golf and country club community. Low monthly HOA fee. Schedule your visit TODAY.

1205 Eagle Pond Drive Unit 1205, Winter Haven
Start Your Search

How much is your home worth?

Get instant property value now!