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 that perfectly blends small-town warmth with modern conveniences. Known for its stunning lakes and vibrant community, Winter Haven is a haven for outdoor enthusiasts and families alike. With over 50 lakes, including the famous Chain of Lakes, residents enjoy a plethora of water activities such as boating, fishing, and kayaking, all while surrounded by picturesque scenery.

Winter Haven boasts a rich history and a lively downtown area filled with unique shops, delightful eateries, and cultural attractions. The city is also home to LEGOLAND Florida Resort, making it an exciting destination for families and tourists. With a mild climate year-round, Winter Haven is perfect for those who appreciate outdoor living and a laid-back lifestyle.

For those considering a move to this delightful city, the condos for sale in Winter Haven offer an ideal opportunity to embrace the local lifestyle. These properties range from modern waterfront units with stunning lake views to charming, low-maintenance homes nestled in friendly communities. Many condos come equipped with amenities such as pools, fitness centers, and beautifully landscaped grounds, making them perfect for both relaxation and socializing.

Whether you’re a first-time homebuyer, a retiree looking for a peaceful retreat, or an investor seeking a lucrative opportunity, Winter Haven’s condos cater to a variety of needs and preferences. Discover your perfect slice of paradise in Winter Haven, where community spirit meets the beauty of Florida living. Your dream condo awaits!

Newest Winter Haven Condos for Sale

150 El Dorado Unit 305, Winter Haven
$129,900
2 Beds ⋅ 2 Baths ⋅ The Hawaiian A Condominium Cond Bk 4 Pgs 29/32 Lyi SubDv. ⋅ 33884 Zip Code
Discover the perfect blend of comfort, convenience, and relaxed Florida living in this inviting 55+ community! Tucked away in a secluded setting, this beautifully updated third-floor corner condo offers privacy, welcoming spaces, and charming courtyard views. Ideally located near the elevators, this spacious 2-bedroom, 2-bathroom residence features an open-concept dining and living area, oversized bedrooms with walk-in closets, and a Florida room seamlessly opened to the family room—creating the perfect space to relax or entertain while enjoying the tranquil views below. The primary bedroom offers the convenience of an ensuite bathroom, while the second bathroom features a tub/shower combination. The updated interior boasts stainless steel appliances, including a gas range, and recessed lighting, adding a fresh, modern touch. Enjoy the convenience of assigned parking, including one covered space. Community laundry facilities are located on the second floor, with the option to install a washer and dryer in the primary bedroom closet, subject to HOA approval. Even better, the condo fees include water, sewer, trash, gas, internet, and cable, making budgeting that much easier! Offered furnished, this condo is move-in ready and makes an ideal vacation getaway or second home! Simply bring your suitcase and start enjoying the Florida lifestyle. Come discover the comfort, value, and convenience that make this condo a wonderful place to call home!

150 El Dorado Unit 305, Winter Haven
807 Eagle Pond Drive Unit 807, Winter Haven
$159,000
2 Beds ⋅ 2 Baths ⋅ Eagle Pond Condo SubDv. ⋅ 33884 Zip Code
Enjoy peaceful pond views from this beautifully situated second story condo in Winter Haven! This inviting unit features wood-look tile flooring, granite kitchen countertops, indoor laundry, and a 2017 HVAC system. Step outside and take in relaxing water views, or enjoy the community amenities that include: A swimming pool, 24-hour guarded security, fitness center, and tennis courts. Centrally located in the heart of Florida, between Tampa and Orlando, this condo offers convenient access to shopping, dining, entertainment, and major attractions. Whether you're looking for a full-time residence, seasonal getaway, or investment opportunity, this condo offers comfortable living and convenient community amenities in a desirable Winter Haven location!

807 Eagle Pond Drive Unit 807, Winter Haven
1550 11th Street Ne Unit C5, Winter Haven
$115,000
2 Beds ⋅ 2 Baths ⋅ Lake Buckeye Condo SubDv. ⋅ 33881 Zip Code
This updated unit has 1,148 sq ft of living space, with new flooring, new countertops and plenty of natural light throughout. The kitchen has a large pantry, and the washer and dryer are in the unit. Step out onto the balcony for direct views over Lake Buckeye. Both bedrooms are a good size with large closets, and the primary bedroom has its own private bathroom. Residents can use the community pool. The unit is currently leased at $1,150 a month, and the lease continues after closing, so the buyer takes over an existing tenancy and income from day one. Showings are by appointment only, with notice to the tenant. Information is deemed reliable but not guaranteed. Buyer to verify square footage, lease terms, HOA fees and rules, and all other details.

1550 11th Street Ne Unit C5, Winter Haven
2037 San Marcos Drive Se Unit 325, Winter Haven
$180,000
2 Beds ⋅ 2 Baths ⋅ Park Lake 02 SubDv. ⋅ 33880 Zip Code
Enjoy city convenience Living in this 2-bedroom, 2-bath in Winter Garden Chain of Lakes Condo. Relax on private dock, fish or swim in the community pool. This home blends style with comport. Low maintenance and ready for your personal touch. Easy access from top shopping , dining, and entertainment-- perfect as a week-end getaway, or year round home. Come check and see for the opportunity to own or investment possibilities. Must be sold. Seller may hold first mortgage with a good down payment.

2037 San Marcos Drive Se Unit 325, Winter Haven
1606 Eagle Pond Drive, Winter Haven
$155,000
2 Beds ⋅ 2 Baths ⋅ Eagle Pond Condo SubDv. ⋅ 33884 Zip Code
Step into an inviting opportunity and a genuine deal at this price in the desirable Cypresswood Golf & Country Club. Whether you’re seeking a comfortable full-time residence, a relaxing winter retreat, or a place to embrace an active Florida lifestyle, this second-floor 2-bedroom/2-bathroom condo delivers warmth, convenience, and a true sense of community.Enjoy the privacy of an upper-level location with a practical, easy-flow layout designed for comfortable living, plus a convenient storage room for extra belongings. Maintenance-free ownership means the HOA handles exterior and ground maintenance, community pool access, 24-hour security, common-area upkeep, trash service, exterior pest control, and private road maintenance—so you can simply enjoy your home.The convenient location, a short drive to Legoland Florida Resorts, and offers easy access to Hwy 27, making shopping, dining, medical facilities, and everyday errands quick and simple while still keeping you nestled in a peaceful community setting. Residents are welcomed into a lifestyle filled with amenities: a championship 18-hole golf course, on-site restaurant & clubhouse for dining & events, sparkling community swimming pool, tennis courts & pickleball courts, and fitness center. Perfectly positioned for those who value both relaxed living and an active community atmosphere, this condo offers exceptional value and an immediate sense of belonging in one of Winter Haven’s most appealing settings. Schedule your private showing today and experience the lifestyle for yourself. All buyers must provided a pre-approval letter or proof of funds. Buyers are responsible for verifying the accuracy of all information.

1606 Eagle Pond Drive, Winter Haven
2212 Starboard Unit 2212, Winter Haven
$229,900
2 Beds ⋅ 2 Baths ⋅ Hartridge Landing SubDv. ⋅ 33881 Zip Code
Enjoy Florida Living in this updated 2BR/2BA home located in the lakefront 55+ community on Lake Hartridge. Only 42 units in Hartridge Harbors condo situated on the beautiful Winter Haven Chain-of-Lakes. Well maintained complex with affordable HOA fees. This home features a 2 car garage, inside laundry, new appliances, Large master suite, and large guest room. Screened and private patio at the rear of the house affords space for outdoor kitchen, spa, or garden area. Location is ideal-close to shopping, restaurants, medical, etc. Community amenities include a clubhouse and pool while offering low maintenance living. Call today for your private showing.

2212 Starboard Unit 2212, Winter Haven
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
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
235 6th Street Nw Unit 507, Winter Haven
$140,000
1 Beds ⋅ 1 Baths ⋅ The Haven SubDv. ⋅ 33881 Zip Code
A piece of Winter Haven history with a view to match! Originally built in 1924 as one of Florida's premier hotels, The Haven has been a downtown landmark for over a century. During its prime, the hotel welcomed notable guests, including legendary author Ernest Hemingway and members of the Kennedy family. Today, this historic building offers something you won't find in your typical condo community: a century of character, an unbeatable location, and panoramic views of Downtown Winter Haven and Lake Howard. Inside, this updated condo features an open floor plan with tall ceilings, luxury vinyl flooring throughout, and a spacious walk-in closet. But one of the biggest selling points is just outside your door. Step onto your private balcony overlooking Lake Howard and downtown, where you can enjoy the views without ever leaving home. And when you're ready to get out, you're just minutes from downtown restaurants, local coffee shops, shopping, parks, the Saturday Farmers Market, and Winter Haven's Chain of Lakes. Whether you're grabbing coffee, heading out for dinner, or spending an afternoon exploring downtown, there's plenty to enjoy close to home. The Haven also features secured code entry, a community pool, and a library, with water and trash included in the HOA dues. Historic charm, modern updates, low-maintenance living, and a location that puts you right in the middle of what makes Winter Haven special. This isn't just another condo. It's an opportunity to own a piece of the city's history.

235 6th Street Nw Unit 507, Winter Haven
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