Displaying: For Sale
Location: Winter Haven
Property Type(s): Condos
Beds: 2 to 2
Do Not Show Listings
Winter Haven - 47 properties found
1776 6TH ST NW #303, WINTER HAVEN, FL 33881
$115,000746 Days on yellowkey MLS ID: P4929979
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1347 Built: 1974 Tax: $550 (2023)Community: Lakeridge CondoCondo
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$550
Elementary School: None
High School: None
Tax Year: 2023
Middle School: None
Remarks: Improved Price!! All new window in the building...Price improvement...Seller ready to sell! Beautifully maintained 55+ condominium located in Lake Ridge Winter Haven. This is a gated community offering a tranquil living space. Conveniently located near hospitals, restaurants, shopping, entertainment and so much more. This home offers everything you need to live a true Floridian lifestyle. Amenities include heated pool ALL year around, tennis court, shuffleboard, pickle ball, car washing area, outdoor grills, community room, and covered guest parking for your family to enjoy when they visit. The community offers community events so boredom is not an option. So much opportunity to socialize and create amazing memories. This specific unit offers a relaxing airy and bright Florida room to sit back and enjoy your coffee. Association will be putting in new windows and fresh exterior paint this summer. The assessment is PAID in FULL so you can affordable live in style. Monthly association covers water, sewer, trash, fiber optics cable, internet, prime HD package, condo reserves, and maintenance. This is truly a hidden gem waiting for its new owner! Whether you are looking for a winter retreat or a forever home, this condominium offers you your own piece of paradise. Check it out before its gone! Schedule your showing TODAY!
Listing is courtesy of: CENTURY 21 MYERS REALTY (863-875-5656)
Listing Agent: Brenda Brooks (863-370-9667)
333 LAKE HOWARD DR NW #203C, WINTER HAVEN, FL 33880
$118,0003 Days on yellowkey MLS ID: L4961519
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1030 Built: 1973 Tax: $361 (2025)Community: Imperial Harboursphases 01 & 02Condo
Taxes:$361
Tax Year: 2025
Remarks: Enjoy a relaxed, maintenance-free lifestyle in this well-loved 55+ condo overlooking the beautifully maintained grounds of Imperial Harbours and the shores of Lake Howard. From both the bedroom and enclosed Florida room, take in peaceful views of the community pool and landscaped courtyard—an ideal backdrop for quiet mornings or unwinding at the end of the day. Located in Building Two, this second-floor unit offers convenient access via elevator or stairs and provides a comfortable, easygoing layout designed for everyday living. The bright and open great room flows seamlessly into the dining area, creating a welcoming space for both relaxing and entertaining. The primary suite is spacious and features a walk-in closet along with a private en suite bath complete with a step-in shower. The guest bedroom offers flexibility for visitors or additional use, while the kitchen provides ample cabinetry, stainless steel appliances, stone countertops with workspace for everyday needs. Interior features include tile flooring throughout and the convenience of an in-unit stackable washer and dryer. Residents enjoy a variety of amenities, including a lakeside fishing pier, community pool, fitness area, meeting room, assigned covered parking, and extra storage. The condo fee simplifies daily living by covering cable, internet, water, sewer, trash, exterior maintenance, and grounds care. Ideally situated just minutes from shopping, dining, and the charm of downtown Winter Haven, this property offers an easy, enjoyable Florida lifestyle with lake access right at your doorstep.
Listing is courtesy of: COLDWELL BANKER REALTY (863-687-2233)
Listing Agent: Deborah Grogan (863-812-5944)
1710 GARDEN LAKE DR #1710, WINTER HAVEN, FL 33884
$169,900551 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
Taxes:$1,858
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)
626 PAVARE CT #626, WINTER HAVEN, FL 33884
$140,90028 Days on yellowkey MLS ID: P4938351
REDUCED by $5,000 (3.4%) on 05/01/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 823 Built: 1982Monthly Fee: $284 Tax: $1,668 (2025)Community: BanyanSpa: NoCondo
Taxes:$1,668
Remarks: One or more photo(s) has been virtually staged. Price Reduced THOUSANDS below appraised value!!!! Pictures of plants are staged. Welcome to 626 Pavare Ct, a charming completely remodeled 2-bedroom, 2-bath end unit condo located in the desirable Orchid Springs community. Step inside this 823 sqft second-level residence, where an open floor plan welcomes you with luxury vinyl flooring and soothing neutral paint tones. The living room effortlessly flows into the dining area and kitchen, creating an ideal setting for daily living. The kitchen is well-equipped with a like new range, brand new refrigerator, and like new stackable washer/dryer, elegant tile backsplash, deep sink with island all and bar stools. The primary suite offers a walk-in closet and an ensuite bath with a brand new walk-in shower, while the secondary full guest bath features a brand new tub/shower combo both with sliding glass doors. Condo is elegantly equipped beautiful gold finished faucets, large head showers, and heated/lighted mirrors in both bathrooms. Step out onto the private balcony and enjoy relaxing views of the landscaped grounds. Residents have access to a sparkling community pool, perfect for hot summer days. An assigned parking spot is conveniently located near the condo, and a guest parking spot is also included. Orchid Springs offers a convenient location with easy access to nearby shopping, dining, entertainment, medical facilities, and major transportation routes to Tampa and Orlando. The monthly condo fees of $284 covers ground, exterior building maintenance, and community amenities. The community welcomes a pet and residents over the age of 14, with annual rentals allowed. Whether you're looking for a starter home, a retirement retreat, a secondary residence, or an investment property, this condo has it all. Don't miss out on this opportunity! There is a clubhouse that is available for rent for special events! Call today to schedule a private tour and make this condo your new home.
Listing is courtesy of: TRUE FLORIDA REALTY LLC (863-337-9667)
Listing Agent: Misty Mcteer (863-557-0641)
333 LAKE HOWARD DR NW #212A, WINTER HAVEN, FL 33880
$82,00020 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: Wake up and start your day with a view and enjoy LAKE LIVING for an affordable price. From your bedroom or FLORIDA ROOM, you’ll look out over the COMMUNITY POOL and beautifully landscaped courtyard, a peaceful way to ease into the morning. Take a short stroll to the COMMUNITY FISHING PIER on Lake Howard and enjoy its scenic views. Located in Building Two, this well-maintained condominium offers a quiet, easygoing lifestyle. Situated on the second floor, this condo offers low-maintenance living, with both ELEVATOR and stair access. Inside, the Great Room is open, bright, and comfortable, perfect for relaxing evenings or time with friends. The dining area flows naturally from the Great Room, making everyday living simple. The MAIN BEDROOM easily fits a king-sized bed, 2 night stands and room for additional furniture. The en-suite bathroom features a step-in shower and walk-in closet. The guest bedroom accommodates a queen size bed and two end tables, ideal for visitors. The kitchen offers ample cabinet space and a convenient pass-through window, keeping everything connected. Sliding glass doors lead to the Florida Room, adding extra living space along with a bonus storage closet. Recent updates include fresh interior paint. LAMINATE AND TILE flooring throughout the condo. You’ll also appreciate the in-unit WASHER, with an additional community laundry room just steps away. The building includes first-floor storage, a third-floor meeting room and assigned covered parking. Enjoy the community pool, fitness area, and the ease of maintenance-free living, with the HOA covering cable, internet, water, sewer, trash, exterior upkeep, and grounds care. FURNISHED OPTIONS are available, making this a true move-in ready or seasonal “lock and leave” opportunity. All of this: lake access, convenience, and a relaxed lifestyle can be yours in this 55+ community. Many restaurants and downtown shopping is just minutes away from Imperial Harbours Community.
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
$99,90080 Days on yellowkey MLS ID: L4959370
REDUCED by $9,890 (9.0%) on 04/30/2026
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: HUGE PRICE DROP! 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)
1100 MARTINIQUE DR #208, WINTER HAVEN, FL 33884
$94,750605 Days on yellowkey MLS ID: P4931920
1 Days Off yellowkey (back on 4/30/2026)
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: Under contract-accepting backup offers. 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)
1700 6TH ST NW #A37, WINTER HAVEN, FL 33881
$99,90061 Days on yellowkey MLS ID: L4959920
Bed: 2 Bath: 1.5 Liv Area Sq Ft: 840 Built: 1964Monthly Fee: $350 Tax: $1,550 (2025)Community: Winter Haven Harbour Apts CondoCondo
Taxes:$1,550
Remarks: Discover your serene retreat at Winter Haven Harbour Condos—a charming 55+ community featuring this delightful third-floor, two-bedroom, one-and-a-half-bath residence. Recently refreshed 3 years ago with a brand-new roof, fresh paint, and plush new carpeting in both bedrooms and the living space, this home is move-in ready. The kitchen is bright and functional, with plenty of cabinetry that extends into the dining area and ceramic tile flows seamlessly through the kitchen and baths. Enjoy a screened front porch, perfect for morning coffee. The community offers a large heated pool, a clubhouse, shuffleboard, and a grilling area—ideal for gatherings. Conveniently located near shopping, medical centers, and with easy access to both Tampa and Orlando, this is a rare opportunity. Schedule your private tour today!
Listing is courtesy of: HARPER REALTY FL, LLC (863-687-8020)
Listing Agent: Annie Wood (321-229-1913)
400 EL CAMINO DR #202, WINTER HAVEN, FL 33884
$75,000116 Days on yellowkey MLS ID: P4937331
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1366 Built: 1974Monthly Fee: $449 Tax: $1,509 (2025)Community: Orchid Spgs Vill 400 San MiguelCondo
Taxes:$1,509
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)
7904 WATERVIEW WAY #7904, WINTER HAVEN, FL 33884
$159,999139 Days on yellowkey MLS ID: L4957843
1 Days Off yellowkey (back on 4/28/2026)
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: 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!
2500 21ST ST NW #15, WINTER HAVEN, FL 33881
$190,00031 Days on yellowkey MLS ID: S5147117
REDUCED by $4,000 (2.1%) on 04/27/2026
Bed: 2 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1184 Built: 1976 Tax: $2,616 (2025)Community: Casa Del Sol Condo Village Ph 02Condo
Taxes:$2,616
Elementary School: Fred G. Garnier Elem
High School: Winter Haven Senior
Middle School: Westwood Middle
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)
622 RIDGE TER, WINTER HAVEN, FL 33881
$155,000111 Days on yellowkey MLS ID: L4958521
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1073 Built: 1997Monthly Fee: $250 Tax: $1,644 (2025)Community: Winter Ridge CondoCondo
Taxes:$1,644
Elementary School: Lake Alfred Elem
Middle School: Denison Middle
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 Agent: Diana Acosta (914-562-3386)
525 WINTER TERR RD #525, WINTER HAVEN, FL 33881
$149,00020 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
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)
283 WINTER RIDGE BLVD #283, WINTER HAVEN, FL 33881
$147,50011 Days on yellowkey MLS ID: L4961145
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1073 Built: 1994 Tax: $426 (2025)Community: Winter Ridge CondoCondo
Taxes:$426
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)
333 LAKE HOWARD DR NW #302D, WINTER HAVEN, FL 33880
$89,90037 Days on yellowkey MLS ID: P4938238
REDUCED by $5,100 (5.4%) on 04/24/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1030 Built: 1973 Tax: $331 (2025)Community: Imperial Harboursphases 01 & 02Condo
Taxes:$331
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)
2037 SAN MARCOS DR SE #335, WINTER HAVEN, FL 33880
$115,000265 Days on yellowkey MLS ID: L4955120
0 Days Off yellowkey (back on 4/24/2026)
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)
413 WINTER RIDGE BLVD #413, WINTER HAVEN, FL 33881
$144,500199 Days on yellowkey MLS ID: P4936697
REDUCED by $5,000 (3.3%) on 04/01/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1073 Built: 1995 Tax: $1,959 (2024)Community: Winter Ridge CondoCondo
Taxes:$1,959
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)
2040 SAN MARCOS DR SE #206, WINTER HAVEN, FL 33880
$166,00062 Days on yellowkey MLS ID: L4959883
2 Days Off yellowkey (back on 4/23/2026)
REDUCED by $5,000 (2.9%) on 04/08/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1276 Built: 1985 Tax: $478 (2025)Community: Park Lake 03 02 AmdCondo
Taxes:$478
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 Agent: Marquita Smith (863-289-3343)
5850 CYPRESS GARDENS BLVD #405, WINTER HAVEN, FL 33884
$138,900150 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
$209,90013 Days 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)
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