Winter Haven Condos For Sale - 62 condos

Remarks: Buyer defaulted, check out this great value. The property you are inquiring about is located in Winter Haven, FL, in the Orchid Springs area of East Polk County. This is a 2nd-floor unit in Orchid Springs that is ready to move into NOW! The home has fresh paint throughout and brand new carpet. This is a one-bedroom, open floor plan with most of all utilities bundled in the HOA fees - to include - community pool, gas, exterior maintenance, maintenance grounds, water, sewer, trash. It has an approximate of 1,078 square feet of living, a dedicated parking space, and a common laundry area. Great with overlooking the preserve of nature's own form and the extremely quiet area of the Orchid Springs compound. The unit cannot be rented for one 1 year. Text, call, or email for viewing. *Agents, please read MLS remarks.*

Listing is courtesy of: BROKERS REALTY OF CENTRAL FLOR (863-294-6773)

Listing Agent: Renee Butler (863-294-6773)

Remarks: A delightful ground-floor 1-bedroom, 1-bath condo that embodies comfortable, low-maintenance Florida living. Step inside to a well-sized living room that invites relaxed gatherings and everyday comfort. The kitchen features a gas stove, ideal for home-cooked meals, and both the A/C and water heater are newer, giving you added peace of mind. This home’s HOA covers exterior maintenance, so you can enjoy more time living and less time on chores. As a resident, you’ll also love the community pool, perfect for refreshing dips on warm Florida afternoons. And to make this condo truly move-in ready, the seller is offering a flooring credit — a great opportunity to personalize the space to your taste. Location highlights: Winter Haven is known for its welcoming community and vibrant lifestyle. Enjoy scenic outdoor living with access to the Chain of Lakes lifestyle, where boating, paddleboarding, fishing, and unforgettable sunsets are part of everyday life. The nearby Chain of Lakes Trail offers miles of paved paths perfect for walking, biking, or jogging. Legoland is just up the road!

Listing is courtesy of: BHHS FLORIDA PROPERTIES GROUP (863-701-2350)

Listing Agent: Andrew Fearn (863-812-1755)

Remarks: The property you are inquiring about is located in Winter Haven, FL, in the Orchid Springs area of Polk County. This is a second-floor unit with 2 bedrooms, 2 bathrooms, and is ready to move into. This is a 55+ community and has a nice square footage for this lifestyle. Many amenities are included in the HOA fee structure - lawn, water, sewer, natural gas, grounds, clubroom. The dishwasher is in as-is condition. This is a secluded area with no noise behind you (maybe a squirrel), but more peace and tranquility. Text, call, email, and see it today! Agents, please see MLS (Realtor) remarks.

Listing is courtesy of: BROKERS REALTY OF CENTRAL FLOR (863-294-6773)

Listing Agent: Renee Butler (863-294-6773)

Remarks: Under contract-accepting backup offers. 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 downstairs 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 stainless steel 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. Additionally, most furniture is negotiable, providing a seamless transition into your new home. Experience the perfect blend of leisure and lifestyle at Winterset!

Listing is courtesy of: KELLER WILLIAMS REALTY SMART 1 (863-508-3000)

Listing Agent: David Small (407-601-8351)

Remarks: Completely remodeled and move-in ready, this stunning 2-bedroom, 2.5-bathroom condo in Casa Del Sol Village offers modern updates and a comfortable layout in the heart of Winter Haven. Every corner has been renovated, featuring new flooring, paint, lighting, kitchen appliances, doors, and beautifully updated bathrooms. The spacious living room and downstairs guest half-bath make entertaining a breeze, while both upstairs bedrooms boast private en-suite bathrooms for added convenience. Enjoy a low-maintenance lifestyle with an attached one-car garage, access to the community pool, and a location close to shops and restaurants—all amidst the beautiful landscapes and lakes that surround this lovely community.

Listing is courtesy of: WF REALTY CORP. (407-994-2900)

Listing Agent: Adriana Sanchez (321-947-4014)

Remarks: Welcome Home to Orchid Springs Village! Step into comfort with this inviting 1-bedroom, 1.5-bath condo located on the second floor of the peaceful Orchid Springs 55+ community. Surrounded by mature landscaping, this residence offers a quiet and comfortable setting, ideal for those looking to enjoy a relaxed Florida lifestyle. You’ll appreciate being conveniently close to shopping, dining, medical facilities, Winter Haven Hospital, US Hwy 27, and I-4. The monthly HOA fee covers water, sewer, trash, natural gas, lawn maintenance, grounds upkeep, and use of the community room, allowing for easy, maintenance-free living. An assigned parking space is included, and one pet is welcome with HOA approval (size and breed restrictions apply). Buyer approval is also required by the HOA. Whether you’re searching for a year-round home or a seasonal retreat, this well-maintained condo at Orchid Springs Village offers comfort, convenience, and a welcoming community atmosphere.

Listing is courtesy of: KELLER WILLIAMS CLASSIC (407-292-5400)

Listing Agent: Scott Cohara (407-398-9554)

Remarks: Welcome home to this beautifully renovated 2 bedroom, 2 bathroom residence that truly stands out from the rest. From the moment you step inside, you’ll notice the bright, open living space featuring stylish wood-look flooring, modern lighting, and a layout designed for both comfort and entertaining. The spacious primary suite features sliding glass doors that lead to a screened, covered lanai—now thoughtfully split to create a versatile bonus room, perfect for a home office, hobby space, or relaxing retreat. Step outside to the tiled patio, ideal for morning coffee, evening gatherings, or weekend BBQs. Enjoy low-maintenance living in a community that offers assigned covered parking, a community pool, and direct lake access to Lake Smart with a boat ramp—perfect for fishing, boating, and enjoying the Florida lifestyle. Conveniently located near shopping, dining, and medical facilities, this home offers both comfort and convenience. This move-in-ready unit is a rare find. Schedule your private showing today before it’s gone.

Listing is courtesy of: LA ROSA REALTY PRESTIGE (863-940-4850)

Listing Agent: Diana Acosta (914-562-3386)

Remarks: Welcome to this 2-bedroom, 1.5-bath condo in the desirable 55+ community of Winter Haven Harbour Apartments! This beautifully updated unit is modern, stylish, and completely move-in ready. Inside, the condo has been freshly painted and features luxury vinyl plank flooring in living areas and tile in kitchen and baths. Both bathrooms have been fully redone with modern finishes. The main bath features granite countertops and a stand-up shower with a built-in seat for added comfort and accessibility. The updated kitchen offers ample cabinetry, storage, and beautiful Granite counter tops. Important updates include a 2021 water heater and all new storm windows installed last year. An additional bonus is the private storage closet located next to the elevator; approximately 4x6 feet with floor-to-ceiling space. This active 55+ community offers a welcoming community center complete with a fitness center, library, and pool table. Outside near the heated pool, you’ll find a beautiful friendship garden with seating and a fire pit — the perfect spot to relax or gather with neighbors. Residents also enjoy pickleball courts, shuffleboard, and a grilling area ideal for social events and sunny Florida afternoons. Conveniently located near shopping, dining, medical facilities, and positioned between Tampa and Orlando. If you’re looking for updated, modern living in a vibrant and friendly 55+ community, this top-floor gem checks all the boxes. Schedule your private showing today!

Listing is courtesy of: KELLER WILLIAMS REALTY SMART 1 (863-508-3000)

Listing Agent: David Small (407-601-8351)

Remarks: CORNER UNIT--DOWNSTAIRS--COVERED PARKING IN FRONT OF UNIT. Welcome to the "SEVILLE" located in beautiful Orchid Springs. This is a large (1,617 sq ft) triple-split bedroom plan condo. This is a three bedroom, two and one half bath corner-unit residence located on the ground floor. The home offers loads of upgrades--remodeled kitchen and baths, new roof, all new plumbing, newer appliances including washer and dryer. Appliances installed in 2021. All double pane windows with privacy tint and the a/c and heater were installed in 2022. The living area is quite spacious and looks out to the rear yard that is beautifully landscaped like a tropical oasis. The remodeled galley kitchen has a breakfast bar great for morning coffee and a nice pantry. The large primary bedroom has an ensuite bath with bidet, large shower and a walk-in closet. The second bedroom and second bath are secluded by a new barn door that makes it a second primary bedroom. This second remodeled bath has a bidet and a tub and shower. The third bedroom has a half bath and linen closet close to it....giving all parties access to their own bath. There is also an inside laundry area with a full size washer and dryer that is included in the sale. The community clubhouse and pool are close by for your enjoyment. There is also an open porch area at the rear of the condo for relaxing and enjoying our beautiful weather. Monthly maintenance fee includes the use of the clubhouse and pool, exterior building maintenance, lawn care, water, sewer, gas and trash. Come and enjoy this "maintenance free" lifestyle.

Listing is courtesy of: QUINN & COMPANY REALTORS, LLC (863-412-2287)

Listing Agent: Brenda J Quinn (863-412-2287)

Remarks: Welcome to 525 Winter Terrace in Winter Haven, an inviting, move-in-ready 2-bedroom, 2-bath, single-level townhouse in a maintenance-free family community with outstanding amenities. Step inside to find ceramic tile throughout the main living areas, spacious bedrooms, and a bright Florida room perfect for relaxing or entertaining. The heart of the home is the completely updated kitchen featuring nice appliances, wood cabinetry, and granite countertops, complemented by neutral interior paint and updated tile. Enjoy even more comfortable living space in the enclosed back room, offering additional air-conditioned square footage. The primary suite has sliding glass doors that lead to your own, private, enclosed porch. Community perks include a clubhouse, solar-heated pool, shuffleboard, and a private boat dock on beautiful Lake Smart. Schedule your showing today because this one won’t last long!

Listing is courtesy of: THE SIMON SIMAAN GROUP (407-558-1396)

Listing Agent: Oralis Perez (407-325-1045)

Remarks: This charming 2-bedroom, 2-bath condo offers the perfect blend of comfort and convenience with a layout designed for effortless living. Enjoy a spacious living area, light-filled interiors, and a private outdoor space perfect for morning coffee or evening wind-downs. Located just minutes from Winter Haven’s famous Chain of Lakes, local dining, shopping, and everyday essentials, this is the ideal spot for year-round living, a seasonal retreat, or a smart investment. Low maintenance. Prime location. Relaxed lifestyle. *This home can be purchased with NO INCOME VERIFICATION*

Listing is courtesy of: ENGEL & VOELKERS LAKELAND (863-412-6633)

Listing Agent: Donna Fiore (904-228-0198)

Remarks: Cozy 2 bedroom 2 bath home with great view of Lake Howard off the master bedroom and patio. Turn around and look out of the front door with a beautiful view of the pool and patio areas. Rood is new this year with all damage from last year's storm repaired. This home is in move-in condition.

Listing is courtesy of: CHOICE PROPERTIES OF CENT FL (863-299-6710)

Listing Agent: Jane Tyl (863-224-1779)

Remarks: Enjoy lakeside living with city convenience in this 2-bedroom, 2-bath Winter Haven Chain of Lakes condo. Featuring luxury vinyl flooring, stainless steel appliances, granite counters, and a breakfast bar, this home blends style with comfort. Relax on the private dock, fish, or swim in the community pool. Just minutes from top shopping, dining, and entertainment—perfect as a weekend getaway, seasonal retreat, or year-round home. Low-maintenance and ready for your personal touch.

Listing is courtesy of: KELLER WILLIAMS REALTY SMART (863-577-1234)

Listing Agent: Logan Bennett (863-274-1200)

Remarks: Cute as a Button! Charming 1-Bedroom, 1-Bath Condo in the desirable Park Lake community. This bright and inviting home features easy-care laminate flooring throughout, a cozy wood-burning fireplace, and a functional dinette area with a breakfast bar that flows into the dining space. Enjoy lots of Hot Water with the Natural Gas Tankless Hot Water Heater. The convenient stackable washer and dryer are included, making move-in a breeze. Step outside to enjoy your private screened-in porch — perfect for relaxing with your morning coffee or unwinding in the evening. Ideally suited for first-time homebuyers, investors, or anyone seeking low-maintenance living in a prime location, this condo is situated right in the heart of Winter Haven. The Park Lake community offers an abundance of amenities, including a sparkling community pool, direct lake access, clubhouse, fishing pier, exercise room, and more. Located on the shores of beautiful Lake Lulu, Park Lake is conveniently positioned next to the new AdventHealth Field House. You’re also just minutes from LEGOLAND, with quick access to the Disney and Universal entertainment areas. Excellent medical facilities and shopping are nearby as well. All measurements are approximate. Buyers and Buyers’ Agents to verify all listing information. Call today to schedule your private showing!

Listing is courtesy of: LAMOND REALTY INC. (863-875-8910)

Listing Agent: Robert Lamond (863-604-5400)

Remarks: PRICE REDUCED on this wonderful opportunity! Welcome to Winter Ridge Condominiums — Lakeside Living on the Winter Haven Chain of Lakes. Discover the charm of Winter Ridge, a desirable waterfront condominium community offering direct access to Lake Smart, part of the renowned Winter Haven Chain of Lakes. This inviting 2-bedroom, 2-bath home features an open floor plan with ceramic tile throughout, a galley-style kitchen equipped with a refrigerator, range, microwave, and dishwasher, plus a walk-in pantry/utility room with in-unit laundry hookups. Relax and unwind on the oversized screened lanai while taking in peaceful views of Lake Conine, perfect for morning coffee or evening unwinding. The home also includes two assigned parking spaces directly in front of the unit, with additional guest parking conveniently located near the clubhouse. Community amenities include a heated swimming pool, clubhouse, shuffleboard courts, and a fishing and boat dock—perfect for enjoying the waterfront lifestyle. The HOA takes care of exterior maintenance, roof upkeep, lawn care, common area landscaping, road maintenance, and pool and dock care, offering truly low-maintenance living. Outdoor enthusiasts will appreciate the public boat ramp across the street providing access to Lake Conine, and the nearby Lake Conine Nature Park (just 0.5 miles away), featuring walking trails, picnic areas, and scenic lake views. Centrally located near shopping, dining, and medical facilities, this property is also just minutes from Legoland and Highway 27, with easy access to Tampa and Orlando. Enjoy comfort, convenience, and lakeside living in one of Winter Haven’s most sought-after condo communities—Winter Ridge.

Listing is courtesy of: CENTURY 21 MYERS REALTY LAKE WALES (863-676-4448)

Listing Agent: Michelle Heath (863-528-3123)

Remarks: Motivated seller— presenting a great opportunity for new buyers! Enjoy true waterfront living with direct Chain of Lakes frontage on Lake Hartridge in this beautifully updated 3-bedroom, 2.5-bath townhome-style condo. Located in the highly desirable Casa Del Sol community in Winter Haven, this spacious two-story residence offers breathtaking panoramic lake views and direct water access. The interior features wood laminate and tile flooring, a formal dining room, and an updated kitchen complete with stainless steel appliances and solid surface countertops. The expansive living room overlooks the water, creating a perfect setting for both relaxing and entertaining. Unwind in the Florida room or take in stunning sunrise and sunset views from your screened lakefront lanai. Upstairs, the generous primary suite offers a walk-in closet, an ensuite bath with granite countertops, and a private enclosed balcony showcasing incredible lake views. Two additional bedrooms, a full bath, and an upstairs laundry area complete the second floor. An attached two-car garage adds everyday convenience. Residents of Casa Del Sol enjoy access to exceptional amenities, including a lakefront recreation area, pool, clubhouse, tennis courts, and a private dock. The HOA covers water, lawn care, and full use of community amenities, providing a truly maintenance-free lifestyle. Experience the best of waterfront living with endless opportunities for boating, fishing, and enjoying the beautiful Winter Haven Chain of Lakes.

Listing is courtesy of: COLDWELL BANKER REALTY (863-294-7541)

Listing Agent: Irene Bryan (863-289-6789)

Remarks: Under contract-accepting backup offers. This move-in-ready home features fresh interior paint, updated countertops, brand-new cabinets, and renovated bathrooms, offering a clean, modern feel throughout. The open-concept floor plan creates a bright and inviting living space, perfect for entertaining or relaxing. Upstairs, a versatile loft provides the ideal spot for a home office, guest area, or flex space to fit your lifestyle. Enjoy low-maintenance living with fantastic community amenities, including a sparkling pool and lake access — perfect for soaking up the Florida sunshine. Ideal for first-time homebuyers, investors or anyone looking for comfort, convenience, and location all in one, this condo offers the perfect blend of style and lifestyle in the heart of Winter Haven. Some photos have been virtually staged to illustrate the property’s potential. Furnishings, décor, and enhancements shown in staged images are for marketing purposes only.

Listing is courtesy of: COLDWELL BANKER REALTY (863-294-7541)

Listing Agent: Marquita Smith (863-289-3343)

Remarks: One or more photo(s) has been virtually staged. Short Sale. Back on the market with renewed opportunity! Enjoy peaceful lakefront living in this beautiful updated 2 bedroom, 2 bath condo located in the gated Winterset community. Featuring an open floor plan granite countertops, stainless steel appliances, upgraded cabinetry, and a cozy breakfast nook, this home offers both comfort and style. The enclosed balcony showcases stunning views of Garden Lake, perfect for quiet mornings or relaxing evenings. Recent updates include plumbing, electrical, lighting, bathroom vanities, and updated flooring throughout, making this home truly move-in ready. Winterset offers resort - style amenities including pool, spa, clubhouse, tennis and pickleball courts, and a private lakefront pier. Conveniently located just minutes from LEGOLAND and under an hour to Orlando attractions. Short sale- priced in alignment with lender expectations. A great opportunity for buyers looking for value, a primary residence, or an investment property.

Listing is courtesy of: LA ROSA REALTY PRESTIGE (863-940-4850)

Listing Agent: Valerie Howze (863-604-9080)

Remarks: CORNER UNIT WITH VAULTED CEILINGS AND PRIVATE BALCONY- Welcome to your new retreat in the highly sought-after chain of lakes community of Park Lake — where comfort, style, and location come together beautifully. Step inside this charming one-bedroom, one-bath home and you’ll immediately notice the open feel created by vaulted ceilings and luxury vinyl flooring throughout the main living areas. The kitchen is a true highlight, featuring quartz countertops, sleek cabinets, stylish backsplash a modern tile floor, and all-new stainless steel appliances — including a five-burner stove, low-profile microwave, and refrigerator with exterior ice-maker. Thoughtful upgrades like new sinks, faucets, a garbage disposal, and modern lighting add both function and sophistication. The bathroom feels spa-like with a sleek tile shower, coordinating tile floor, quartz countertop, new sink, fixtures, and an elegant multi-illuminating with anti fog mirror that provides perfect lighting for any time of day. Two sliding glass doors — one from the living room and another from the bedroom — open to your private screened balcony, filling the home with natural light and offering peaceful outdoor views. The spacious bedroom includes a large closet, providing plenty of storage. This home also features a 2026 hot water heater, 2021 roof, and 2017 AC- offering peace of mind for years to come. Updated blinds, modern ceiling fans, and an inside utility with a washer/dryer combo add even more comfort and convenience. Just five minutes from vibrant downtown Winter Haven and next door to the state-of-the-art Advent Health Field House — complete with basketball courts and an Olympic-size swimming pool — this home’s location can’t be beat. Park Lake sits on the shores of beautiful Lake Lulu, where residents can fish from the pier or enjoy skiing right on the water. Perfectly centered near shopping, dining, and grocery stores, this prime location truly offers it all — comfort, convenience, and the best of the Florida lifestyle. Listing agent is owner. Seller Financing Available.

Listing is courtesy of: LIONHEART BROKERS (321-214-4640)

Listing Agent: Claudia Centesimo (407-383-8882)

Remarks: This two bedroom one and a half bath condo offers comfortable living. The kitchen features stainless steel appliances and an eat-in space. Bedrooms are upstairs with a full bath for privacy. A fenced patio provides outdoor relaxation and the community pool is just steps away. Convenient location near shopping dining and Legoland.

Listing is courtesy of: ORLANDO HOMES & INVESTMENTS (407-467-6515)

Listing Agent: Noel Moenssens (407-467-6515)