Location: Winter Haven
Do Not Show Listings
1710 GARDEN LAKE DR #1710, WINTER HAVEN, FL 33884
$169,900539 Days on yellowkey MLS ID: L4948430
INCREASED by $11,900 (7.5%) on 04/22/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1103 Built: 1986Monthly Fee: $414 Tax: $1,858 (2023)Community: Winterset 02 A Condo Ph 01Spa: YesCondo
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$1,858
Elementary School: None
High School: None
Tax Year: 2023
Middle School: None
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)
2085 ISLE ROYALE CT SE #284, WINTER HAVEN, FL 33880
$124,99973 Days on yellowkey MLS ID: O6380383
REDUCED by $1 (0.0%) on 04/22/2026
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 648 Built: 2004Monthly Fee: $270 Tax: $213 (2025)Community: Park LakeCondo
Taxes:$213
Elementary School: John Snively Elem
High School: Winter Haven Senior
Tax Year: 2025
Middle School: Denison Middle
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)
7904 WATERVIEW WAY #7904, WINTER HAVEN, FL 33884
$159,999127 Days on yellowkey MLS ID: L4957843
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 930 Built: 1989Monthly Fee: $355 Tax: $1,640 (2024)Community: Garden Villas Ph 5Condo
Taxes:$1,640
Tax Year: 2024
Remarks: 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)
333 LAKE HOWARD DR NW #314D, WINTER HAVEN, FL 33880
$99,995428 Days on yellowkey MLS ID: TB8351530
1 Days Off yellowkey (back on 1/30/2026)
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1226 Built: 1974 Tax: $2,287 (2024)Community: Imperial Harboursphases 01 & 02Condo
Taxes:$2,287
Remarks: Under contract-accepting backup offers. Picture yourself in this top-floor, 3-bedroom, 2-bathroom condo with a Sun/Florida room, nestled in the desirable Imperial Harbor community of Winter Haven. With easy access via an elevator, this is the peaceful 55+ retreat you’ve been searching for!Imagine waking up and enjoying a morning stroll to the private community dock on Lake Howard, where you can cast a fishing line or set off on a boat ride—and yes, boat docking is INCLUDED in your HOA dues! Spend your afternoons soaking in the heated pool, staying active in the fitness center, or playing a friendly round of shuffleboard or billiards. This is truly resort-style living at its finest. Centrally located only about 45 minutes to Tampa or Orlando.Step inside to discover a bright, open layout with a spacious kitchen, perfect for entertaining. The primary suite boasts a walk-in closet, while the additional bedrooms provide plenty of space for guests, hobbies, or a home office. Plus, the in-unit laundry closet comes equipped with a washer and dryer for ultimate convenience.Best of all, your water, basic cable, and internet are included, making for effortless, low-maintenance living. This is the dream lifestyle you deserve—schedule your private tour today and make it yours!
Listing is courtesy of: IMPACT REALTY TAMPA BAY (813-321-1200)
Listing Agent: Justin Cans (347-238-0790)
5850 CYPRESS GARDENS BLVD #405, WINTER HAVEN, FL 33884
$138,900138 Days on yellowkey MLS ID: G5104966
Bed: 2 Bath: 1.5 Liv Area Sq Ft: 1332 Built: 1975Monthly Fee: $436 Tax: $1,943 (2024)Community: Royal Crescent CondoCondo
Taxes:$1,943
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)
323 ORANGE BLOSSOM DR #323, WINTER HAVEN, FL 33880
$209,9001 Day on yellowkey MLS ID: P4938498
Bed: 2 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1280 Built: 2001Monthly Fee: $408 Tax: $530 (2025)Community: Waters Edge Unit 1 ReplatCondo
Taxes:$530
Remarks: WATERFRONT! ON THE CANAL TO THE CHAIN OF LAKES!! This townhouse is low-maintenance and offers a tranquil setting right in the middle of town, great location!. Primary bedroom with ensuite and screened-in balcony, one car garage and open concrete patio. The screened patio is perfect for enjoying views of boaters and paddle boarders passing between the lakes. Focusing on recreation, this home is in the perfect spot for a multitude of outdoor activities. Community features include a sparkling pool . Fish from your backyard at the bank of Lake Lulu! This residence is convenient to Great restaurants, medical, shopping, entertainment, and LEGOLAND! Check us out today to see what Florida waterfront living is all about!
Listing is courtesy of: CROSBY & ASSOCIATES, INC. (863-293-5600)
Listing Agent: Rick Hemenway (863-289-5657)
700 MIRROR TER NW #303, WINTER HAVEN, FL 33881
$99,900351 Days on yellowkey MLS ID: P4934745
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1029 Built: 1970Monthly Fee: $650 Tax: $180 (2024)Community: Spring Lake TowersCondo
Taxes:$180
Remarks: Welcome to SPRING LAKE TOWERS, a premier 55+ community in Winter Haven, Florida offering a relaxed lakefront lifestyle with this well-maintained 2-bedroom, 2-bath condo featuring an open floor plan with stunning lake views, a 12' x 22' great room connected to the kitchen via convenient pass-through, spacious 12' x 18' Primary suite with private bathroom and walk-in closet, 10' x 13' second bedroom adjacent to guest bathroom with tub/shower, and a versatile 7' x 23' Florida room perfect for home office, hobbies, or relaxation. The all-inclusive condo fee covers cable TV, internet, water, sewer, trash removal, building maintenance (exterior, roof, insurance), reserve funds, common area upkeep, on-site management, and access to all community amenities including swimming pool, exercise room, recreation room with kitchen, library, game area, shuffleboard, laundry facilities, and active social calendar with enhanced security features. Situated on the "Chain of Lakes" for fishing, boating, and water activities with boat slips available for a reasonable fee (verify with management), this property boasts a rare assigned covered parking space in close proximity to the unit and is adjacent to Northgate shopping plaza featuring Publix, restaurants, and services, minutes from medical facilities, Winter Haven Hospital, places of worship, and downtown. No pets or smoking permitted. This perfect full-time residence or seasonal retreat (measurements approximate, information believed accurate but not guaranteed).
Listing is courtesy of: LPT REALTY, LLC (877-366-2213)
Listing Agent: Kevin Tison (863-206-5755)
333 LAKE HOWARD DR NW #204C, WINTER HAVEN, FL 33880
$65,000636 Days on yellowkey MLS ID: U8249519
0 Days Off yellowkey (back on 4/21/2026)
REDUCED by $5,000 (7.1%) on 04/16/2026
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1330 Built: 1973Monthly Fee: $485 Tax: $2,099 (2023)Community: Imperial Harboursphases 01 & 02Condo
Taxes:$2,099
Remarks: Short Sale. Step into one of the largest units at the vibrant 55+ community of Imperial Harbor in Winter Haven! This spacious 3-bedroom, 2-bath condo also features a bonus room. With three comfortable bedrooms, there’s ample space for guests, a home office, or crafting area. Enjoy an active lifestyle with shuffleboard courts, a well-equipped gym, and a billiard room. The heated pool ensures year-round relaxation, and a private community dock on Lake Howard is ideal for boating and fishing enthusiasts. Association dues cover water, basic cable, and internet, and also include access to dock your own boat. Located in the heart of Winter Haven, Imperial Harbor offers a serene and friendly community atmosphere, close to shopping, dining, recreational activities, and medical facilities. Act quickly because a property like this will not last long.
Listing is courtesy of: REALTY COOPERATIVE (800-704-6411)
Listing Agent: Tony Giglio (513-505-5222)
2037 SAN MARCOS DR SE #335, WINTER HAVEN, FL 33880
$115,000253 Days on yellowkey MLS ID: L4955120
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 826 Built: 1984 Tax: $2,649 (2024)Community: Park Lake #2Condo
Taxes:$2,649
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)
525 WINTER TERR RD #525, WINTER HAVEN, FL 33881
$149,0008 Days on yellowkey MLS ID: O6398628
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1073 Built: 1999 Tax: $2,135 (2025)Community: Winter Ridge CondoCondo
Taxes:$2,135
Elementary School: Lake Alfred Elem
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)
845 ORCHID SPRINGS DR, WINTER HAVEN, FL 33884
$139,500132 Days on yellowkey MLS ID: S5140064
Bed: 2 Bath: 1.5 Liv Area Sq Ft: 888 Built: 1984 Tax: $409 (2024)Community: Dogwood-Holly Condo AmdCondo
Taxes:$409
Elementary School: Elbert Elem
Remarks: One or more photo(s) has been virtually staged. Discover this exceptional investment opportunity in the thriving city of Winter Haven! This spacious and well-maintained 2-bedroom, 1.5-bath apartment offers the perfect blend of comfort, location, and long-term rental potential. Ideal for investors seeking stable returns, this unit comes equipped with all appliances, including an in-unit washer and dryer, providing added convenience and desirability for future tenants. Perfectly situated, the property is only 5 minutes (approx. 3 miles) from the world-renowned Legoland Theme Park, making it highly attractive for families and professionals relocating to the area. You’ll also be just minutes from Port 27, Winter Haven’s newest lifestyle and entertainment destination located on Lake Hamilton, featuring waterfront dining, recreation, and a growing selection of family-friendly activities. Inside, the unit offers a functional layout with comfortable living spaces, natural light, and low-maintenance living—an excellent advantage for landlords. Whether the intended use is long-term leasing or adding a turnkey property to an investment portfolio, this apartment checks all the boxes. Winter Haven continues to experience strong residential growth, fueled by its central location, access to major highways, beautiful chain of lakes, and expanding entertainment and commercial developments. This upward trend makes the area highly appealing for long-term renters and a promising market for investors. Don’t miss the chance to secure a property in one of Central Florida’s most dynamic and fast-growing communities. This is a solid investment you’ll want to add to your portfolio!
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Yuliescar Mendoza (321-402-6564)
1100 MARTINIQUE DR #208, WINTER HAVEN, FL 33884
$94,750593 Days on yellowkey MLS ID: P4931920
REDUCED by $249 (0.3%) on 04/19/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1024 Built: 1974Monthly Fee: $313 Tax: $1,085 (2025)Community: Orchid Spgs Vill 300 BarcelonaSpa: NoCondo
Taxes:$1,085
Remarks: This spacious 2-bedroom condo features 2 full baths and sits nestled in the back upper corner of the Barcelona building of Orchid Springs! It is NOT a 55+ community, so families and young folks are welcome! This gorgeous condo could be your very own Florida home or investment property. Enjoy stunning views from three sides, with plenty of natural light and air flow only available on end units. Recent upgrades including non-popcorn ceilings, an acoustic ceiling in the kitchen, neutral vinyl plank flooring throughout, and neutral monochromatic ZERO VOC paint. No mismatched floorings or walls, no plastic kitchen ceilings, no carpeting, no outdated popcorn ceilings, and no bedrooms carved out of living room space commonly found in condos. There is an updated full-sized kitchen, not just a galley, that boasts 17 cabinets, 10 drawers & a pantry. It has a spacious great room/dining area, and large primary bedroom easily can handle a king size bed with a full en suite bath & a spacious walk-in closet with hardwood shelves and rods, ready for customization for your personal wardrobe needs! The second bedroom is ample and ready to use for your family member, roommate, or a home office . The stairway is just outside the door, with assigned parking below. And importantly, there is almost zero foot traffic from delivery people or other residents passing in front of this unit since it is the only one on the back side of the stairs in its own little corner! This additional privacy is rare and priceless! You will enjoy walking the ample, lush grounds of Orchid Springs while not having to do outdoor chores in the Florida heat. One small monthly HOA/Management fee (unchanged from 2025) of $312.69 is one of the lowest in this area, and makes this an affordable housing opportunity. The fee covers the building exterior, grounds maintenance, parking lot, laundry & mailroom, common gas water heaters, tree care, water, sewer, trash disposal, gas for heating/cooking if desired, exterior pest control, capital accounts, etc. Of special note is that the electricity SMART meter bank is located in a different building on the first floor, not in this unit, so there is lesser than normal radiation found on a tri-field meter. Also, 5 HOA commercial hot water heaters are in a lower floor common room to serve all of Barcelona, so one less appliance for the homeowner to buy and maintain! Same with the common area HOA laundry facility- no personal washers or dryers to buy or maintain. This unit is around the corner from Legoland, conveniently situated between Orlando & Tampa. Southeast Winter Haven is surrounded by its famous Chain-O-Lakes known for boating, fishing and waterski shows available for you to enjoy! IMPORTANT NOTE: the Barcelona Building and this condominium unit are NOT subject to the statutory engineering inspections and repairs that many high rise condos 3+ stories tall are, thus eliminating the potential associated astronomical, unanticipated assessments that may occur as a result.
Listing is courtesy of: COLDWELL BANKER REALTY (863-294-7541)
Listing Agent: Karel Cain (863-287-0196)
400 EL CAMINO DR #223, WINTER HAVEN, FL 33884
$59,900169 Days on yellowkey MLS ID: O6354793
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 850 Built: 1974 Tax: $945 (2023)Community: Orchid Spgs Vill 400 San MiguelCondo
Taxes:$945
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)
333 LAKE HOWARD DR NW #211A, WINTER HAVEN, FL 33880
$89,995103 Days on yellowkey MLS ID: TB8461846
0 Days Off yellowkey (back on 4/15/2026)
REDUCED by $10,000 (10.0%) on 04/08/2026
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1218 Built: 1974Monthly Fee: $529 Tax: $1,931 (2025)Community: Imperial Harboursphases 01 & 02Condo
Taxes:$1,931
Remarks: Under contract-accepting backup offers. Welcome to this beautifully maintained 3-bedroom, 2-bath condominium. It's located in the highly sought-after 55+ Imperial Harbor community of Winter Haven. Convenient elevator access makes daily living effortless in this serene lakefront retreat. Start your mornings with a walk to the private community dock on Lake Howard, where fishing and boating await. Enjoy an array of resort-style amenities, including a heated pool, fitness center, shuffleboard, and billiards, all designed to support an active and relaxed lifestyle. Ideally situated just 45 minutes from both Tampa and Orlando, this central location offers the perfect balance of tranquility and accessibility. Inside, the open and airy floor plan feels inviting and relaxing. Refinished cabinets, fresh paint throughout and new double pane insulated windows make this home move-in ready! The primary suite is bright and spacious and two additional bedrooms provide flexibility for guests, hobbies, or a home office. HOA fees also include water, basic cable, and internet—making this an exceptional opportunity for low-maintenance, carefree living. Schedule a private tour today !
Listing is courtesy of: KELLER WILLIAMS TAMPA CENTRAL (813-865-0700)
Listing Agent: William Kilpatrick (863-669-8090)
200 EL CAMINO DR #101, WINTER HAVEN, FL 33884
$145,000153 Days on yellowkey MLS ID: P4937058
REDUCED by $4,900 (3.3%) on 04/18/2026
Bed: 3 Bath: 2.5 Liv Area Sq Ft: 1617 Built: 1971Monthly Fee: $596 Tax: $763 (2024)Community: Seville BuildingCondo
Taxes:$763
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)
333 LAKE HOWARD DR NW #212A, WINTER HAVEN, FL 33880
$82,0008 Days on yellowkey MLS ID: S5147514
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1030 Built: 1974Monthly Fee: $441 Tax: $952 (2025)Community: Imperial Harboursphases 01 & 02Condo
Taxes:$952
Remarks: Enjoy Florida living in the 55+ community of Imperial Harbours, ideally located on Lake Howard, part of the Winter Haven Chain of Lakes. Take advantage of lake access with the community a fishing pier and boat ramp. See beautiful sunrise views over the water,just steps from your door. Relax by the community pool, stay active with community pool and workout facility. Located in Building Two, this well-maintained 2 bedroom, 2 bathroom condo offers 1,030 square feet of comfortable living space with a peaceful pool and cabana view. The interior has been recently painted and features no carpet throughout, with laminate flooring in the living areas and bedrooms; tile in the foyer, kitchen, and bathrooms, providing a clean, low-maintenance and move-in ready environment.The bright and functional layout includes a spacious living and dining area, a well-equipped kitchen with ample cabinet and counter space and spacious bedrooms. The en-suite bathroom features a walk-in shower and walk-in closet.Enjoy your morning coffee or evening unwind with views of the community pool and cabana, visible from both the main bedroom and the Florida room, your own quiet retreat in the heart of it all,just off the living area.For added convenience, the unit includes its own washer, while the community laundry room is located a few steps away on the second floor. Additional features within the building include storage space on the first floor and a boardroom/meeting room on the third floor, offering practical amenities right where you need them. Residents also benefit from an elevator for easy access to second floor and assigned covered parking, adding everyday convenience and protection from the Florida sun.? No exterior or lawn care maintenance required, everything is handled for you! The monthly HOA covers cable, internet, water, sewer, trash, exterior maintenance, and grounds care, making this a true lock and leave opportunity, great for part-time and full-time living. Furnished optional.?? Priced at just $82,000, this is one of the best values on Lake Howard! Don’t miss your chance to own affordable Florida lake living! Schedule your private showing today before it’s gone!
Listing is courtesy of: RE/MAX HERITAGE PROFESSIONALS (863-256-2188)
Listing Agent: Ryan Odenweller, Llc (863-271-7882)
1700 6TH ST NW #C31, WINTER HAVEN, FL 33881
$109,89068 Days on yellowkey MLS ID: L4959370
REDUCED by $100 (0.1%) on 04/15/2026
Bed: 2 Bath: 1.5 Liv Area Sq Ft: 840 Built: 1964Monthly Fee: $350 Tax: $1,336 (2025)Community: Winter Haven Harbour Apts CondoCondo
Taxes:$1,336
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 and storage, Granite counter tops, plus the added bonus of a washer and dryer all-in-one unit — a huge perk for condo living. 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!
2500 21ST ST NW #88, WINTER HAVEN, FL 33881
$198,00067 Days on yellowkey MLS ID: P4937851
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1585 Built: 1976Monthly Fee: $467 Tax: $2,419 (2024)Community: Casa Del Sol Condo Village Ph 01Condo
Taxes:$2,419
Elementary School: Fred G. Garnier Elem
Middle School: Westwood Middle
Remarks: Back on Market due to loan denial, Chain of Lakes Frontage on Lake Hartridge Enjoy true waterfront living in this beautifully updated 3-bedroom, 2.5-bath townhome-style condo located directly on Lake Hartridge, part of the renowned Winter Haven Chain of Lakes. Situated in the desirable Casa Del Sol community, this spacious two-story home offers direct lake access and stunning panoramic views. The interior features wood laminate and tile flooring, a formal dining room, updated kitchen with stainless steel appliances and solid surface countertops, and a large living room overlooking the water. Relax in the Florida room or enjoy sunrise and sunset views from your screened lakefront lanai. Upstairs, the generous primary suite includes a walk-in closet, ensuite bath with granite counters, and a private enclosed balcony with breathtaking lake views. Two additional bedrooms, full bath, and upstairs laundry complete the layout. An attached 2-car garage adds convenience. Community amenities include a lakefront recreation area, pool, clubhouse, tennis courts, and private dock. HOA covers water, lawn care, and full access to amenities.Experience maintenance-free living with true Chain of Lakes frontage and endless boating, fishing, and waterfront enjoyment.
Listing Agent: Irene Bryan (863-289-6789)
381 WINTER RIDGE BLVD, WINTER HAVEN, FL 33881
$145,500105 Days on yellowkey MLS ID: S5140657
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1073 Built: 1996Monthly Fee: $253 Tax: $2,125 (2025)Community: Winter Ridge CondoCondo
Taxes:$2,125
Middle School: Lake Alfred-Addair Middle
Remarks: One or more photo(s) has been virtually staged. Waterfront view from your porch. Affordability, low-maintenance comfort, & strong rental income potential. Waterfront view from your porch. Discover serene living at this charming 2-bedroom, 2-bathroom condo offering stunning sunset water views from its screened lanai. The home has a functional layout, it includes a combination of living & dining area, a large master suite with a walk-in closet, & a sliding glass door towards your comfortable back porch overlooking the canal water view; the kitchen has sufficient space; & there is a large storage room. Enjoy your Florida lifestyle, this welcoming community with built-in amenities, has direct lakefront access via a community dock for boating, fishing, and water sports on the connected Chain of Lakes. For only $253 a month, HOA covers your home's exterior maintenance. Location is accessible to nearby shopping, hospitals, medical offices, schools, and about an hour drive Tampa or Orlando. To schedule a showing, provide your realtor your pre-approval letter or proof of cash funds. At this price range, this move-in ready condo is your best choice.
Listing is courtesy of: MAZELG REALTY (863-399-0226)
Listing Agent: Lienyvette Grimaldo (863-399-0226)
207 WINTER RIDGE BLVD #4, WINTER HAVEN, FL 33881
$148,900168 Days on yellowkey MLS ID: P4936941
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1073 Built: 1992Monthly Fee: $250 Tax: $2,035 (2024)Community: Winter Rdg CondoSpa: NoCondo
Taxes:$2,035
Remarks: Welcome to 207 Winter Ridge Blvd – A Serene Lakeside Retreat! This charming end-unit condo is a peaceful lakeview haven. Features; 2 spacious bedrooms, 2 bathrooms, and an open-concept living and dining area that flows effortlessly into an enclosed Florida room—ideal for soaking in breathtaking sunsets over Lake Conine. The kitchen features a built-in desk and a convenient closet pantry, while the master suite boasts a generous walk-in closet. Additional highlights include: Two dedicated parking spaces (one covered), brick paved front patio for outdoor enjoyment, high-end windows and doors, Hurricane shutters for peace of mind, new roof installed in 2024. Located within city limits, this quiet and well-maintained community offers resort-style amenities including a clubhouse, sparkling pool, shuffleboard courts, and access to a community dock and boat slip on Lake Smart. Whether you're fishing off the pier or strolling to nearby shops and restaurants in downtown Winter Haven, you'll love the blend of convenience & charm.
Listing is courtesy of: NEXTHOME NORRIS & COMPANY REALTY (863-875-5583)
Listing Agent: Michael Norris (863-287-3105)
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