Displaying: For Sale
Location: Winter Haven
Property Type(s): Condos
Price: $100,000 to $199,000
Do Not Show Listings
Winter Haven - 45 properties found
2037 SAN MARCOS DR SE #217, WINTER HAVEN, FL 33880
$109,000468 Days on yellowkey MLS ID: O6289336
1 Days Off yellowkey (back on 6/12/2026)
REDUCED by $6,000 (5.2%) on 06/08/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 826 Built: 1984 Tax: $1,612 (2024)Community: Park LakeCondo
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$1,612
Elementary School: None
High School: None
Tax Year: 2024
Middle School: None
Remarks: Under contract-accepting backup offers. UPDATED condo. NEW Bathroom Vanity & fresh Paint throughout. Price Improvement & Great opportunity to add your personal style to this 2 bedroom 2 full bath condo in Park Lake. Located on the 2nd floor close to the elevator with tremendous rental returns. Luxury Vinyl flooring in main living area & primary bedroom. Gas range & Water Heater. Ceiling fans throughout...Roof 2021...Washer/Dryer included with private laundry closet. NEW Dishwasher & Gas Stove just installed. NEW 5T 14 Seer AC just installed. Wet Bar...Terrific view from the back of the newly renovated baseball complex. Walking distance to restaurants & NEWLY RENOVATED BASEBALL COMPLEX. View of Lake Lulu with lake access for fishing off the dock. Primary bedroom offers a walk-in closet & natural light. This building offers an elevator & stairs as well as 1 dedicated parking space. Priced to sell & Perfect for Snowbird or Investor!
Listing is courtesy of: FOLIO REALTY LLC (407-917-0241)
Listing Agent: Dora Siler (407-493-4959)
2049 SAN MARCOS DR SE #127, WINTER HAVEN, FL 33880
$149,90019 Days on yellowkey MLS ID: P4938940
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 666 Built: 1989Monthly Fee: $237 Tax: $893 (2025)Community: Park Lake 03 02 AmdSpa: NoCondo
Taxes:$893
Elementary School: Frank E. Brigham Academy
High School: Winter Haven Senior
Tax Year: 2025
Middle School: Denison Middle
Remarks: MUST SEE! Discover this beautifully remodeled first-floor condo with NO STAIRS to climb, offering the convenience and comfort of true single-level living. Perfect for year-round residents, seasonal owners, or anyone seeking easy accessibility, this move-in-ready home combines modern updates with an exceptional lifestyle in one of Winter Haven's most desirable lakefront communities. Located just steps from the community clubhouse, pool, fitness room, mailboxes, and parking, you'll enjoy maintenance-free living with outstanding amenities right outside your door. Park Lake residents also enjoy access to a private dock, gazebo, and beautiful waterfront views of Lake Lulu, part of the world-famous Winter Haven Chain of Lakes, providing opportunities for boating, fishing, and enjoying Florida's natural beauty. The nearby Chain of Lakes Complex and baseball fields add to the recreational appeal. Inside, soaring vaulted ceilings in the living room, dining area, and primary bedroom create a bright and spacious atmosphere. The screened lanai offers dual entry points and the perfect place to enjoy your morning coffee or evening breeze. Major renovations completed in December 2022 include stylish kitchen cabinetry, granite countertops, under-counter refrigerator, induction cooktop, and ceramic tile flooring throughout. Additional upgrades include impact-resistant windows, a new A/C system with UV light, Nest security system, and a new washer and dryer. The location is hard to beat, with restaurants, shopping, banking, medical facilities, downtown Winter Haven, and LEGOLAND Florida all just minutes away, making this home ideal for both full-time living and seasonal enjoyment. Whether you're looking for a primary residence, winter retreat, or investment opportunity, this beautifully updated condo offers affordability, convenience, lakefront amenities, and a truly carefree Florida lifestyle. Seller financing and Private Financing Available! Do not wait, it will not last long!
Listing is courtesy of: HUT REALTY, LLC (407-559-2929)
Listing Agent: Daniel Hut (863-400-6090)
1776 6TH ST NW #303, WINTER HAVEN, FL 33881
$115,000797 Days on yellowkey MLS ID: P4929979
1 Days Off yellowkey (back on 6/9/2026)
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1347 Built: 1974 Tax: $550 (2023)Community: Lakeridge CondoCondo
Taxes:$550
Tax Year: 2023
Remarks: Under contract-accepting backup offers. 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)
404 COUNTRY LN NE #404, WINTER HAVEN, FL 33881
$110,00083 Days on yellowkey MLS ID: L4960788
REDUCED by $10,000 (8.3%) on 06/04/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1252 Built: 1985Monthly Fee: $325 Tax: $1,415 (2025)Community: Country Lake CondoSpa: NoCondo
Taxes:$1,415
Elementary School: Elbert Elem
Remarks: Short Sale. Welcome to your new home in this peaceful and well-maintained community! This spacious 2-bedroom, 2-bathroom condo offers comfortable, low-maintenance living with all the amenities you need to relax and enjoy life. Step inside to find a bright and open floor plan with generous living space, a well-equipped kitchen, and private bedrooms on opposite sides for added privacy. The primary suite includes a full en-suite bathroom and ample closet space, while the second bedroom is perfect for guests, a home office, or family. Enjoy your morning coffee on the screened in back patio or take a short stroll to the community clubhouse, where you’ll find a sparkling swimming pool, social spaces, and exclusive access to a private fishing area—perfect for outdoor enthusiasts. Nestled in a quiet neighborhood with beautifully landscaped grounds, this condo is ideal for those seeking comfort, convenience, and a touch of nature. Whether you're downsizing, investing, or buying your first home, this property offers a unique blend of tranquility and community living. Don’t miss this opportunity—schedule your private showing today!
Listing is courtesy of: KELLER WILLIAMS REALTY SMART (863-577-1234)
Listing Agent: Casandra Vann (863-546-5446)
700 MIRROR TER NW #507, WINTER HAVEN, FL 33881
$164,90026 Days on yellowkey MLS ID: B4902266
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1351 Built: 1970Monthly Fee: $750 Tax: $1,254 (2025)Community: Spring Lake TowersCondo
Taxes:$1,254
Remarks: Winter Haven's premier condominium located directly overlooking the picturesque Lake Spring that is part of the famous 17-lake Winter Haven Chain of Lakes. Be the first to enjoy this beautiful extensively remodeled and upgraded 5th floor corner unit directly off of the elevators. Lots of natural light through the expansive windows looking out to Lake Spring and the pool area. Lots of storage closets and an extra storage locker. Its turn-key & ready to move into. Exquisitely maintained building and has passed the newly required Florida State Milestone Inspection & Reserves Study. Many amenities including a covered assigned parking space, guest parking, boat slips & fishing pier, paver brick pool area, large work-out room, library and community room w/ kitchen. Outdoor grills for your use, shuffle board & patio furniture on the huge pool deck overlooking Lake Spring. Publix shopping center by walking across the side street is a great convenience. Close to downtown No pets or smoking. Owner will consider different leasing and/or purchase & financing options. Short term seasonal or long term lease. Tenants and/or buyers have to be approved and interviewed by the HOA as this is a 98% owner occupied building. Nicest condominium building in Polk County with full-time maintenance and management on-site daily.
Listing is courtesy of: KLINE REAL ESTATE SERVICES (863-287-0204)
Listing Agent: Scott Kline (863-287-0204)
1710 GARDEN LAKE DR #1710, WINTER HAVEN, FL 33884
$169,900602 Days on yellowkey MLS ID: L4948430
0 Days Off yellowkey (back on 5/30/2026)
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)
333 LAKE HOWARD DR NW #113D, WINTER HAVEN, FL 33880
$112,00088 Days on yellowkey MLS ID: P4938082
0 Days Off yellowkey (back on 5/27/2026)
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1030 Built: 1974 Tax: $1,073 (2025)Community: Imperial Harboursphases 01 & 02Spa: NoCondo
Taxes:$1,073
Remarks: Under contract-accepting backup offers. Hidden gem with upgrades you won’t expect! First-floor condo for easy access and numerous updates throughout. The kitchen features a new backsplash, new sink and faucet, freshly painted cabinets, and newer appliances, including the refrigerator and dishwasher. A new water heater adds additional peace of mind. Both bathrooms have been updated with new vanities, faucets, and tile backsplashes. Custom wood shelving has been installed throughout the home—no wire shelving—along with custom closet organizers in both bedrooms. The spacious primary bedroom features beautiful plantation shutters. Stylish barn doors enclose the laundry area with a washer and dryer, and the hall closet. Covered parking included. Situated on scenic Lake Howard, part of the famous Winter Haven Chain of Lakes, this community offers boat dock access. Residents also enjoy a sparkling pool, gazebo with grilling area, shuffleboard courts, and a quiet, secure atmosphere. Even better, the HOA covers cable, internet, water, sewer, trash, exterior maintenance, and lawn care—you only pay for electricity. Truly affordable, maintenance-free Florida living.
Listing is courtesy of: VILLAGE REALTY OF WINTER HAVEN (863-299-6767)
Listing Agent: Nancy Cini (727-612-0375)
208 LAKE HOWARD DR NW #104, WINTER HAVEN, FL 33880
$174,900128 Days on yellowkey MLS ID: P4937862
REDUCED by $4,100 (2.3%) on 05/26/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1152 Built: 1976 Tax: $2,059 (2024)Community: Lake Howard TerraceCondo
Taxes:$2,059
Remarks: This is a beautiful condo located in the heart of Downtown Winter Haven, FL. The sunsets over Lake Howard are unbelievably gorgeous and can be enjoyed sitting on either patio overlooking the waterfront. This is an end unit that comes with 2 covered parking spaces located directly underneath the space. A must see.
Listing is courtesy of: COLLANY PROPERTIES (863-295-9886)
Listing Agent: Christopher Collany (863-412-2170)
333 LAKE HOWARD DR NW #313A, WINTER HAVEN, FL 33880
$109,000111 Days on yellowkey MLS ID: L4959894
4 Days Off yellowkey (back on 5/26/2026)
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1030 Built: 1974Monthly Fee: $441 Tax: $1,902 (2025)Community: Imperial HarboursCondo
Taxes:$1,902
Remarks: Under contract-accepting backup offers. Welcome to 333 Lake Howard Dr NW, Unit 313A — a beautifully updated 2-bedroom, 2-bath condo located on the top (3rd) floor of a well-maintained 55+ community. The building offers elevator access and is wheelchair accessible, providing both comfort and convenience. This move-in ready unit features large windows in the living room overlooking the community pool, filling the space with natural light and offering peaceful views. Recent updates include all new kitchen cabinets and countertops, a new lanai cabinet, upgraded bathrooms, a new walk-in shower, new carpet throughout, fresh interior paint, new light fixtures, and new vent covers. The roof has also been replaced, adding additional value and peace of mind. Residents enjoy a variety of amenities including a community pool, fitness center, and direct lake access to Lake Howard. The private dock and boat parking make it easy to enjoy fishing, relaxing by the water, or docking your boat — all included in the HOA dues. Additional features include assigned covered carport parking and a 4x4x4 extra storage space located on the 2nd floor. Enjoy low-maintenance living with resort-style amenities in a prime location.
Listing is courtesy of: KELLER WILLIAMS REALTY SMART 1 (863-508-3000)
Listing Agent: Brian Cox (863-559-3627)
2040 SAN MARCOS DR SE #202, WINTER HAVEN, FL 33880
$109,90068 Days on yellowkey MLS ID: P4938474
0 Days Off yellowkey (back on 5/23/2026)
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 666 Built: 1985Monthly Fee: $237 Tax: $1,488 (2025)Community: Park Lake 03 02 AmdCondo
Taxes:$1,488
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)
8304 WATERVIEW WAY #8304, WINTER HAVEN, FL 33884
$154,900116 Days on yellowkey MLS ID: K4903307
REDUCED by $5,000 (3.1%) on 05/22/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 930 Built: 1988 Tax: $1,308 (2025)Community: WatersetCondo
Taxes:$1,308
Remarks: A Cozy Condo nestled in the back corner of the popular community of Winterset. Forgot your key, no problem, you have a coded keyless entry. Your tour begins entering through your covered screened front porch into a Ground level 2 bed/2bath home with an open floor plan. Beautiful Laminate wood flooring accentuates the space. The conveniently centered kitchen boasts a neutral decor with tile backsplash and a newer Stainless side by side fridge. A Nice size Patio is accessed from Livingroom for Barbecuing or just relaxing, enjoying the Florida weather. The split bedroom design offers added privacy to The Master Bedrm with en suite, spacious Walkin closet, Stackable washer/dryer and private screened in patio area which continues to enhance this space. The master bath has separate tub/shower access. The Nest thermostat allows you to monitor and change settings via a phone app. When you Plan your day trips.... You're Only minutes from Lego Land and convenient to Disney & other Florida amusement parks, Beaches, Shopping, Restaurants & More. Or, stay at home, relax and enjoy amenities of the community with Heated Pool, Spa, Tennis, Shuffleboard, Fishing Pier and Clubhouse! Walk the family pet across the street in the expansive green space. All Furniture negotiable!
Listing is courtesy of: DALTON WADE INC (888-668-8283)
Listing Agent: Catrina Marshall (813-377-7380)
283 WINTER RIDGE BLVD #283, WINTER HAVEN, FL 33881
$147,50062 Days on yellowkey MLS ID: L4961145
0 Days Off yellowkey (back on 5/19/2026)
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1073 Built: 1994 Tax: $426 (2025)Community: Winter Ridge CondoCondo
Taxes:$426
Remarks: Under contract-accepting backup offers. 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)
702 COUNTRY LN NE #702, WINTER HAVEN, FL 33881
$169,50040 Days on yellowkey MLS ID: P4938732
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1252 Built: 1986Monthly Fee: $355 Tax: $2,169 (2025)Community: Country Lake CondosCondo
Taxes:$2,169
Remarks: LAKEFRONT LIVING AT IT'S BEST! REFRESHED FIRST FLOOR 2BR-2BA CONDO WITH COVERED PARKING AND BEAUTIFUL VIEWS OF LAKE BUCKEYE. THE FEATURES INCLUDE FRESH INTERIOR PAINT, LUXURY VINYL PLANK FLOORING THROUGHOUT WITH CERAMIC TILE IN THE BATHROOMS, KITCHEN AND FLORIDA ROOM, STAINLESS REFRIGERATOR AND MICROWAVE IN THIS CONVENIENT KITCHEN WITH PANTRY AND PASS THRU EATING COUNTER. THIS OPEN GREAT ROOM DESIGN HAS LIVING AND DINING COMBO. RELAX IN YOUR FLORIDA ROOM OVERLOOKING THE LAKE AND ENJOYING THE SUNRISE WITH YOUR MORNING COFFEE. COMMUNITY OFFERS POOL AND TENNIS COURTS. CONVENIENT LOCATION , WALK TO POLK STATE COLLEGE OR ENJOY THE WALKING TRAIL AROUND LAKE ELBERT ONLY MINUTES AWAY WITH NEARBY DOWNTOWN SHOPPING AND RESTAURANTS.
Listing is courtesy of: FLORIDA HOME CHOICE REALTY (863-412-2727)
Listing Agent: Glenda Pruitt (863-412-2727)
200 EL CAMINO DR #101, WINTER HAVEN, FL 33884
$134,900216 Days on yellowkey MLS ID: P4937058
0 Days Off yellowkey (back on 5/13/2026)
REDUCED by $5,100 (3.6%) on 05/07/2026
Bed: 3 Bath: 2.5 Liv Area Sq Ft: 1617 Built: 1971Monthly Fee: $596 Tax: $763 (2024)Community: Seville BuildingCondo
Taxes:$763
Remarks: Under contract-accepting backup offers. One or more photo(s) has been virtually staged. THREE BEDROOM--TWO AND A HALF BATH CORNER UNIT--DOWNSTAIRS--COVERED PARKING IN FRONT OF UNIT. Welcome to the "SEVILLE" located in beautiful Orchid Springs. This building has a brand new roof (2025) and all new exterior painting is coming soon. 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)
1700 6TH ST NW #B24, WINTER HAVEN, FL 33881
$105,000166 Days on yellowkey MLS ID: O6371915
REDUCED by $11,000 (9.5%) on 04/08/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 960 Built: 1964Monthly Fee: $437 Tax: $1,425 (2025)Community: Winter Haven Harbour Apts CondoCondo
Taxes:$1,425
Remarks: 55+ PLUS COMMUNITY! Corner unit! Features granite countertops, marble kitchen flooring, and wood laminate floors throughout the living room, dining area, and hallway. Interior utility area includes washer and dryer for extra convenience. The primary bedroom opens to a screened-in balcony. This amenity-rich community offers a large heated pool, pickleball and shuffleboard courts, a grilling area, and a clubhouse with a fitness center, perfect for staying active or socializing with neighbors. Additional conveniences include a common laundry room, a secure storage area, reserved covered parking, and elevator access. Ideally located in central Winter Haven, this condo is just minutes from downtown, shopping, dining, hospitals, and medical facilities, with easy access to I-4, placing you perfectly between Orlando and Tampa. Enjoy a vibrant lifestyle in a prime location.
Listing is courtesy of: LPT REALTY, LLC (877-366-2213)
Listing Agent: Rosa Suarez (954-682-2633)
1550 11TH ST NE #D7, WINTER HAVEN, FL 33881
$130,000142 Days on yellowkey MLS ID: P4937703
REDUCED by $5,000 (3.7%) on 05/07/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1148 Built: 1976Monthly Fee: $361 Tax: $2,265 (2025)Community: Lake Buckeye CondomiCondo
Taxes:$2,265
Remarks: Welcome home to this inviting upstairs condo located in the peaceful Lake Buckeye Condo community, where tranquil lake views and relaxed living come together. Step inside to find laminate and ceramic tile flooring throughout, offering both durability and easy maintenance. The open living and dining area is light and welcoming, seamlessly extending to a private 3x7 balcony, the perfect place to enjoy your morning coffee or unwind at the end of the day. Just beyond, the well-appointed kitchen comes complete with all appliances, granite countertops, and an adjacent utility room with washer/dryer hookups and extra cabinet storage. The split-bedroom floor plan provides excellent privacy. The primary suite features a walk-in closet and a private en-suite bathroom with a walk-in tile shower, while the second bedroom is conveniently located near the hall bath, ideal for guests or a home office. Residents enjoy access to community amenities, including a sparkling pool overlooking beautiful Lake Buckeye and community docks, perfect for lakeside relaxation and peaceful views. This condo offers a wonderful blend of comfort, convenience, and serene surroundings—an opportunity you won’t want to miss!
Listing is courtesy of: STAR REALTY OF WINTER HAVEN (863-299-7827)
Listing Agent: Carlee Marchetti (863-258-3338)
689 LAKE HOWARD DR NW #1E, WINTER HAVEN, FL 33880
$124,000453 Days on yellowkey MLS ID: TB8360466
Bed: 2 Bath: 1.5 Liv Area Sq Ft: 1050 Built: 1969Monthly Fee: $401 Tax: $1,872 (2024)Community: Wellington Pt 01 Bldgs 01 02 & Wellington Pt 02 BCondo
Taxes:$1,872
Remarks: Beautiful property located in a remarkable location! Do not miss out on the opportunity of making this property yours. Discover the perfect blend of comfort and convenience in this beautiful Winter Haven property. Nestled in a peaceful neighborhood, this property offers spacious living areas and a welcoming atmosphere. Enjoy bright living, a well-appointed kitchen, and generously sized bedrooms. Don't miss out- schedule a showing today!
Listing is courtesy of: RIVERA & ASSOCIATES REALTY (813-443-5031)
Listing Agent: Maria Rivera (813-842-7399)
413 WINTER RIDGE BLVD #413, WINTER HAVEN, FL 33881
$144,500250 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
Elementary School: Lake Alfred Elem
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
$166,000113 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 is courtesy of: COLDWELL BANKER REALTY (863-294-7541)
Listing Agent: Marquita Smith (863-289-3343)
2500 21ST ST NW #23, WINTER HAVEN, FL 33881
$178,000111 Days on yellowkey MLS ID: L4959772
Bed: 2 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1334 Built: 1976 Tax: $636 (2025)Community: Casa Del Sol Condo Village Ph 02Condo
Taxes:$636
Elementary School: Fred G. Garnier Elem
Middle School: Westwood Middle
Remarks: Welcome to Casa Del Sol, a desirable lakefront community on Lake Hartridge with access to the Winter Haven Chain of Lakes. This spacious 2bd/2.5 bath condo offers 1,334 sq. ft. of comfortable living with a smart two-story layout—main living areas downstairs and both bedrooms upstairs. The home incorporates rustic farmhouse design elements throughout, including decorative farmhouse wall paneling that adds warmth, texture, and character to the living spaces. Natural wood furnishings and neutral tones complement the farmhouse aesthetic, blending comfort with timeless style. This bedroom features a relaxed coastal design with soothing blue tones and nautical accents that create a bright, airy retreat. A bold navy accent wall highlights the space, complemented by decorative fishing net wall art and seaside décor. Large windows dressed in sheer navy curtains allow natural light to fill the room, enhancing the breezy coastal vibe. A second bedroom showcases a soft coastal palette with tranquil turquoise walls and light, breezy window treatments. The rustic whitewashed headboard adds a beach-cottage feel while coordinating with the natural textures and pastel bedding. The room’s calming color scheme and light-filled atmosphere create a peaceful, seaside-inspired retreat perfect for guests or family. The bathroom is enhanced with a sliding barn door, a popular farmhouse feature that combines charm with functionality. The door’s rustic wood finish and exposed hardware create a stylish focal point while maximizing space and adding a touch of modern farmhouse appeal. Enjoy low-maintenance living with HOA fees covering city water, sewer/garbage, exterior building maintenance, grounds care, and pool service. Community amenities include a clubhouse, two pools, tennis courts, shuffleboard, and a community dock with direct Lake Hartridge access. A rare bonus in condo living—an attached 2-car garage. Centrally located near major roadways for easy commuting to Lakeland, Auburndale, and the I-4 corridor, yet tucked into a peaceful residential setting close to downtown events, waterfront paths, and local dining. Ideal as a primary residence, seasonal home, or investment property. Opportunities like this don’t last—schedule your private showing today.
Listing Agent: Tomi Miller-Troupe (863-287-0231)
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