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, renowned for its picturesque lakes and vibrant community spirit. With its warm climate and stunning natural beauty, Winter Haven is a haven for outdoor enthusiasts and those seeking a relaxed lifestyle. The city is famed for its chain of lakes, offering endless opportunities for fishing, boating, and lakeside picnics. Add to that the welcoming neighborhoods, rich history, and a variety of shopping and dining options, and you have the perfect backdrop for your next home.

If you’re considering a move to Winter Haven, you’ll be thrilled to explore the array of condos for sale in this delightful city. These condominiums offer a blend of modern living and the serene lifestyle that Winter Haven is known for. With options ranging from cozy one-bedroom units to spacious multi-bedroom layouts, there’s a perfect fit for everyone—from young professionals to retirees seeking a peaceful retreat. Many of these condos feature stunning lake views, access to community amenities such as pools and fitness centers, and are conveniently located near local attractions, parks, and restaurants.

Living in a Winter Haven condo means embracing a lifestyle of convenience and leisure. Imagine waking up to the gentle sounds of nature, enjoying a morning coffee on your balcony, and spending weekends exploring the beautiful surroundings. With the real estate market buzzing, now is the perfect time to find your dream condo in this idyllic city. Discover the charm of Winter Haven and make it your new home today!

Newest Winter Haven Condos for Sale

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
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
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