Winter Haven, FL Condos for Sale under $200,000

• 

  

  

  /25

  $119,000

  • 2 Beds
  • 1 Bath
  • 826 Sq Ft

  1100 Martinique Dr Unit 203, Winter Haven, FL 33884

  Available for immediate occupancy, this lovely condo is updated and features low maintenance lifestyle with superb location. Located close to golf, fishing and water sports, close to LegoLand and shopping. The location is private and off the beaten path, ideal for a starter home or winter retreat. Upon entering the unit, you will note the fresh interior, open living area, and updated kitchen

  

  Cyleste Goodson

  FLORIDA REAL ESTATE COMPANY

  1100 Martinique Dr Unit 203, Winter Haven, FL 33884
• Explore Winter Haven

• 

  

  

  /29

  $149,900

  • 3 Beds
  • 2 Baths
  • 1,218 Sq Ft

  333 Lake Howard Dr NW Unit 211B, Winter Haven, FL 33880

  Remodeled and updated 2nd floor condo with picturesque views of the pool and lush landscaping. This 3 bedroom unit is ready for immediate occupancy. Recent updates include fresh interior paint, new flooring, new kitchen cabinets and solid surface counters.This established 55 and over community is nestled on the shores of Lake Howard on the famous Chain of Lakes and includes a community boat

  

  Steven Smith, PA

  LOCKHART & ASSOCIATES INC

  333 Lake Howard Dr NW Unit 211B, Winter Haven, FL 33880
• 

  

  

  /16

  $112,000

  $8K PRICE DROP

  • 2 Beds
  • 1.5 Baths
  • 851 Sq Ft

  831 Orchid Springs Dr Unit 831, Winter Haven, FL 33884

  Whether you are looking for your first home or first rental property, this condominium is a must see! Ideally located off of Overlook Drive in Winter Haven, minutes form Legoland, downtown Winter Haven, and the Chain of Lakes. This unit features an updated kitchen with an upgraded stainless steel gas stove, stainless steel dish washer, and a one-year-old refrigerator. Additionally, there are

  

  Steven Perkins

  CLARK REALTY LLC

  831 Orchid Springs Dr Unit 831, Winter Haven, FL 33884
• 

  

  

  /15

  $129,900

  • 2 Beds
  • 2 Baths
  • 823 Sq Ft

  606 Pavare Ct, Winter Haven, FL 33884

  2 Bedroom/2 Bathroom downstairs Condo in Orchid Springs. Laminate flooring throughout. Kitchen with gas stove, stackable washer/dryer, and pass thru window to Dining area. Primary Bedroom has a walk in closet. Close to shopping, Legoland, and minutes to HWY 27. Call today for an appointment to view.

  

  Amy Reynolds

  LOCKHART & ASSOCIATES INC

  606 Pavare Ct, Winter Haven, FL 33884
• 

  

  /2

  $164,900

  • 2 Beds
  • 2 Baths
  • 1,351 Sq Ft

  700 Mirror Terrace NW Unit 507, Winter Haven, FL 33881

  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 deluxe center unit directly off of the elevators. Lots of natural light through the expansive windows looking out to Lake Spring & Lake Mirror and directly down

  Scott Kline Kline Real Estate Services

  700 Mirror Terrace NW Unit 507, Winter Haven, FL 33881
• 

  

  /33

  $96,000

  $39K PRICE DROP

  • 3 Beds
  • 2.5 Baths
  • 1,666 Sq Ft

  400 El Camino Dr Unit 210, Winter Haven, FL 33884

  Short Sale. Welcome to this beautifully updated mostly furnished end unit condo located on the second floor offering 1,666sf of comfortable living space in the desirable 55+ community of Orchid Springs. Tucked away in a serene setting, this end unit offers exceptional privacy & a peaceful feel while enjoying the security & convenience of community living. Inside you will find updated luxury vinyl

  Patricia de Graaff RE/MAX HERITAGE PROFESSIONALS

  400 El Camino Dr Unit 210, Winter Haven, FL 33884
• 

  

  /24

  $150,000

  • 2 Beds
  • 2 Baths
  • 1,073 Sq Ft

  622 Ridge Terrace, Winter Haven, FL 33881

  Newly Remodeled Kitchen and Bathrooms! Welcome to Florida living at its best in this beautifully updated 2-bedroom, 2-bath home offering comfort, style, and an easygoing waterfront lifestyle.Step inside to a bright, open floor plan featuring modern finishes, wood-look flooring, and inviting living spaces perfect for relaxing or entertaining. The remodeled kitchen and bathrooms add a

  Diana Acosta TFP FLORIDA REALTY LLC

  622 Ridge Terrace, Winter Haven, FL 33881
• 

  

  /22

  $139,900

  $10K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 1,077 Sq Ft

  689 Lake Howard Dr NW Unit 2D, Winter Haven, FL 33880

  Price Improvement!! Welcome to this Charming 2-bedroom 2 bath move-in-ready condo in the well-established 55+ Wellington Community. This community has a beautiful lake front with a private dock and access to Lake Howard that connects to the Chain of Lakes. This spacious home provides plenty of living space, with large bedrooms, and sliding doors that lead to a screened in lanai with a side rear

  Rick Hemenway CROSBY & ASSOCIATES, INC.

  689 Lake Howard Dr NW Unit 2D, Winter Haven, FL 33880
• 

  

  /32

  $179,900

  $15K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,579 Sq Ft

  100 El Camino Dr Unit 104, Winter Haven, FL 33884

  A MUST SEE! Beautifully renovated first-floor unit located in the well-kept 55+ Granada Building in Orchid Springs! PARK right in front of the door! The designated parking spot is right in front of #104! This spacious condo spans over 1,500 square feet of living space, featuring an open floor plan with 3 bedrooms and 2 bathrooms. Updates include a new modernized kitchen and bathrooms, stunning

  Chrissi Jasso ASSOCIATE REALTY

  100 El Camino Dr Unit 104, Winter Haven, FL 33884
• 

  

  /25

  $125,000

  • 2 Beds
  • 2 Baths
  • 960 Sq Ft

  1700 6th St NW Unit B23, Winter Haven, FL 33881

  This beautifully maintained **DELUXE UNIT** is move-in ready and offers everything you’ve been searching for—located in a desirable **55+ community**, perfect for comfortable and peaceful living! What sets this unit apart is its **private in-unit laundry room**, a rare and valuable upgrade compared to other units in the community—adding both convenience and functionality. Enjoy improved energy

  Jean Julme CENTRIC REALTY SERVICES LLC

  1700 6th St NW Unit B23, Winter Haven, FL 33881
• 

  

  /16

  $99,000

  $21K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 823 Sq Ft

  628 Pavare Ct Unit 1, Winter Haven, FL 33884

  Welcome to this charming condominium located at 628 Pavare Ct in the beautiful city of Winter Haven, FL.Low HOA $284.This residence accords a cozy living space of 823 square feet, efficiently designed to provide comfort and functionality. With two spacious bedrooms, this home is appropriate for those seeking a comfortable and low-maintenance lifestyle. Renovated. Near shopping

  Steven Koleno BEYCOME OF FLORIDA LLC

  628 Pavare Ct Unit 1, Winter Haven, FL 33884
• 

  

  /64

  $145,000

  $4K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 1,072 Sq Ft

  689 Lake Howard Dr NW Unit 213, Winter Haven, FL 33880

  Virtually Staged. Completely remodeled with high-end finishes, a spotless, move-in-ready interior, and a desirable lakeside setting on the world-famous Winter Haven Chain of Lakes. Welcome to 689 Lake Howard Drive, Unit 213, where thoughtful updates, generous living spaces, and an exceptional waterfront community come together at an attractive price point. Located in The Wellington on the shores

  Michael Stone THE STONES REAL ESTATE FIRM

  689 Lake Howard Dr NW Unit 213, Winter Haven, FL 33880
• 

  

  /13

  $95,000

  • 1 Bed
  • 1 Bath
  • 1,078 Sq Ft

  1100 Martinique Dr Unit 117, Winter Haven, FL 33884

  PRICED TO SELL! Beautifully maintained 1-bedroom, 1-bath condo in the desirable Orchid Springs community. This ground-floor unit features an open living/dining area and kitchen. Community amenities include walking paths, pool, and clubhouse. Conveniently located near shopping, dining, banking, Hwy 27, the Chain of Lakes, and LEGOLAND. Don’t miss this opportunity—schedule your showing today!

  Monique Morgan LA ROSA REALTY LLC

  1100 Martinique Dr Unit 117, Winter Haven, FL 33884
• 

  

  /10

  $124,000

  $14K PRICE DROP

  • 2 Beds
  • 1.5 Baths
  • 1,050 Sq Ft

  689 Lake Howard Dr NW Unit 1E, Winter Haven, FL 33880

  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.

  Maria Rivera RIVERA & ASSOCIATES REALTY

  689 Lake Howard Dr NW Unit 1E, Winter Haven, FL 33880
• 

  

  /25

  $199,000

  $26K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 1,090 Sq Ft

  105 Laurel Cove Way Unit 105, Winter Haven, FL 33884

  Beautiful lake-view condo in Winterset! This ground-floor 2-bedroom, 2-bath residence offers amazing views of Lake Winterset, part of the renowned Winter Haven Chain of Lakes. The spacious great room features tile flooring, sliding glass doors to the screened porch, and stunning lakefront vistas. Just off the kitchen is a comfortable dining area, creating an inviting space for everyday living and

  Chip Fortenberry CROSBY & ASSOCIATES, INC.

  105 Laurel Cove Way Unit 105, Winter Haven, FL 33884
• 

  

  /16

  $65,000

  $15K PRICE DROP

  • 1 Bed
  • 1 Bath
  • 931 Sq Ft

  100 El Camino Dr Unit 111, Winter Haven, FL 33884

  Owner motivated and ready to negotiate — WOW! This BEAUTIFUL 931 SF 1BR/1BA FIRST-FLOOR condo in Orchid Springs offers stunning lagoon views! Located in the 55+ Granada Building, where at least one occupant must be 55+. IMMEDIATELY AVAILABLE and MOVE-IN READY!Step into an open, airy floor plan with tile throughout, creating a bright and spacious feel. The dining area, living room, and

  Sharon Gastelbondo LPT REALTY, LLC

  100 El Camino Dr Unit 111, Winter Haven, FL 33884
• 

  

  /35

  $169,000

  $9K PRICE DROP

  • 2 Beds
  • 2.5 Baths
  • 1,334 Sq Ft

  2500 21st St NW Unit 23, Winter Haven, FL 33881

  PRICE REDUCTION!!!!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

  Tomi Miller-Troupe COLDWELL BANKER REALTY

  2500 21st St NW Unit 23, Winter Haven, FL 33881
• 

  

  /59

  $169,000

  $21K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 1,278 Sq Ft

  645 Broadmoor Cir, Winter Haven, FL 33884

  FLORIDA LIVING AT IT'S BEST!!! Don't miss out on this end unit, spacious 2 bedroom 2 bath townhome in a gated community. This unit is conveniently located right across the street from the clubhouse, pool, tennis courts and golf course!! Great for just starting out or ready to retire. Great Florida Room for relaxing when the weather is nice. Close to shopping and LegoLand!!

  Rhonda Chastain CENTURY 21 MYERS REALTY

  645 Broadmoor Cir, Winter Haven, FL 33884
• 

  

  /36

  $94,900

  $10K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 1,372 Sq Ft

  150 El Dorado Unit 105, Winter Haven, FL 33884

  Discover this charming first-floor corner unit condo in the highly sought after Orchid Springs community in SE WInter Haven. This 2 bedroom 2 bathroom condo features a desirable split floor plan with an oversized living area perfect for entertaining or relaxing. Both bedrooms boast generous walk-in closets , and offers abundant storage throughout. Enjoy the convenience of a first floor corner

  Rosalia Abreu ALLSTATE REALTY SERVICES

  150 El Dorado Unit 105, Winter Haven, FL 33884
• 

  

  /22

  $169,500

  • 2 Beds
  • 2 Baths
  • 1,252 Sq Ft

  702 Country Ln NE Unit 702, Winter Haven, FL 33881

  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

  Glenda Pruitt FLORIDA HOME CHOICE REALTY

  702 Country Ln NE Unit 702, Winter Haven, FL 33881
• 

  

  /35

  $109,900

  • 2 Beds
  • 1.5 Baths
  • 840 Sq Ft

  1700 6th St NW Unit C1, Winter Haven, FL 33881

  Welcome to Winter Haven Harbor condos a 55+ community. This two bedroom one bath condo is an end unit and it is on the first floor, very close to your parking spot. The home has Nice laminate flooring throughout. The Dining room is next to kitchen, a little open concept area. The master bedroom has a nice size walk in closet. The home also boasts new energy efficient windows. The community

  Annie Wood HARPER REALTY FL, LLC

  1700 6th St NW Unit C1, Winter Haven, FL 33881
• 

  

  /41

  $149,900

  • 3 Beds
  • 2 Baths
  • 1,806 Sq Ft

  1100 Martinique Dr Unit 220, Winter Haven, FL 33884

  Welcome to easy Florida living in the desirable community of Orchid Springs! This beautifully updated second-floor CORNER/END-UNIT condo offers a wonderful sense of privacy along with an abundance of natural light. Featuring a spacious, open split-bedroom floor plan with 3 bedrooms, 2 bathrooms, an enclosed bonus room and a dedicated inside laundry room, this modern-looking unit provides plenty

  Patricia de Graaff RE/MAX HERITAGE PROFESSIONALS

  1100 Martinique Dr Unit 220, Winter Haven, FL 33884
• 

  

  /18

  $92,000

  • 2 Beds
  • 1.5 Baths
  • 840 Sq Ft

  1700 6th St NW Unit C21, Winter Haven, FL 33881

  Easy Florida living starts here in Winter Haven Harbour, a centrally located 55+ condominium community close to shopping, dining, medical facilities, public transportation, and downtown Winter Haven. This 2-bedroom, 1.5-bath end-unit condo offers 840 square feet of functional living space and a smart opportunity for a buyer looking to downsize, simplify, or create a comfortable seasonal Florida

  Don Jerue KELLER WILLIAMS REALTY SMART 1

  1700 6th St NW Unit C21, Winter Haven, FL 33881
• 

  

  /12

  $107,000

  • 2 Beds
  • 2 Baths
  • 1,030 Sq Ft

  333 Lake Howard Dr NW Unit 302B, Winter Haven, FL 33880

  This fully furnished 2-bedroom, 2-bathroom condominium is located on the third floor of the Imperial Harbours 55+ active community in Winter Haven, Florida. Situated directly along Lake Howard with direct entry to the Chain of Lakes, the 1,134-square-foot unit offers water views, updated laminate flooring, a walk-in primary closet, and a dedicated Florida room. Residents enjoy a low-maintenance

  Karen MYERS UNITED REALTY GROUP INC

  333 Lake Howard Dr NW Unit 302B, Winter Haven, FL 33880
• 

  

  /47

  $129,900

  $10K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 851 Sq Ft

  626 Pavare Ct, Winter Haven, FL 33884

  Virtually Staged. PRICE IMPROVEMENT! Luxury condo design without the luxury price! Welcome to 626 Pavare Ct in Winter Haven, a beautifully updated 2 bedroom, 2 bathroom condo priced below market! Seller is motivated and ready to sell, making this an incredible opportunity for first-time buyers, down-sizers, or anyone looking for low-maintenance living without sacrificing style or amenities. Step

  Tisha Talbot CENTURY 21 MYERS REALTY

  626 Pavare Ct, Winter Haven, FL 33884
• 

  

  /33

  $129,500

  • 2 Beds
  • 1 Bath
  • 826 Sq Ft

  1100 Martinique Dr Unit 106, Winter Haven, FL 33884

  Virtually Staged. Nestled within the peaceful and highly desirable Orchid Springs Village, this beautifully renovated ground-floor condominium offers the perfect blend of modern style, low-maintenance living, and an unbeatable Winter Haven location. Designed with comfort and functionality in mind, the bright open floor plan seamlessly connects the living and dining areas, creating an inviting

  David Small KELLER WILLIAMS REALTY SMART 1

  1100 Martinique Dr Unit 106, Winter Haven, FL 33884
• 

  

  /16

  $135,000

  • 2 Beds
  • 2 Baths
  • 1,073 Sq Ft

  242 Winter Ridge Blvd, Winter Haven, FL 33881

  Welcome to 242 Winter Ridge Drive in Winter Haven! This charming 2-bedroom, 2-bathroom home offers a comfortable and inviting open floor plan designed for easy everyday living and entertaining. The spacious living and dining areas flow seamlessly together, creating a bright, welcoming feel throughout the main living space. Both bedrooms offer plenty of room and privacy, with two full bathrooms

  Vikki Thielen THE MARKET REALTY COMPANY

  242 Winter Ridge Blvd, Winter Haven, FL 33881
• 

  

  /15

  $105,000

  $11K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 960 Sq Ft

  1700 6th St NW Unit B24, Winter Haven, FL 33881

  55+ COMMUNITY IN WINTER HAVEN! CORNER UNIT WITH GREAT AMENITIES!Looking for easy, low-maintenance living in a 55+ community in Winter Haven? This spacious corner-unit condo offers comfort, convenience, and plenty of amenities.Inside, you’ll find a kitchen with granite countertops and marble flooring, plus wood laminate floors throughout the living room, dining area, and hallway.

  Rosa Suarez LPT REALTY, LLC

  1700 6th St NW Unit B24, Winter Haven, FL 33881
• 

  

  /11

  $59,900

  $13K PRICE DROP

  • 1 Bed
  • 1 Bath
  • 850 Sq Ft

  400 El Camino Dr Unit 223, Winter Haven, FL 33884

  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

  Scott Cohara KELLER WILLIAMS CLASSIC

  400 El Camino Dr Unit 223, Winter Haven, FL 33884
• 

  

  /37

  $119,000

  $6K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 1,347 Sq Ft

  1776 6th St NW Unit 409, Winter Haven, FL 33881

  Virtually Staged. Virtually staged bedroom. CENTRAL FLORIDA LAKE VIEW CONDO- THIS IS THE ONLY GATED 55+ CONDOMINIUM COMPLEX IN WINTER HAVEN. (Slightly younger buyer could possibly get approved.) NEW ENERGY-EFFICIENT WINDOWS IN THIS IMMACULATE, MOVE-IN READY 2 BEDROOM 2 BATH CONDO. WATER HEATER is 2025 & CENTRAL AIR CONDITIONER is a 2020. The kitchen is larger than most condo kitchens & the unit

  Chris Goode JUDY B CLEAVES PROPERTIES INC

  1776 6th St NW Unit 409, Winter Haven, FL 33881
• 

  

  /31

  $116,000

  $4K PRICE DROP

  • 2 Beds
  • 1 Bath
  • 840 Sq Ft

  1700 6th St NW Unit C26, Winter Haven, FL 33881

  This fully remodeled condo offers comfortable and stylish living with two bedrooms and one bathroom. Enjoy brand-new vinyl flooring throughout, making maintenance a breeze. The kitchen features new appliances and solid surface countertops, while the updated bathroom adds a modern touch. Assigned covered parking is included with the unit. The active 55+ community boasts a newly remodeled, heated

  Ave Bar CENTURY 21 WATSON & MYERS REALTY

  1700 6th St NW Unit C26, Winter Haven, FL 33881
• 

  

  /31

  $94,900

  $5K PRICE DROP

  • 1 Bed
  • 1 Bath
  • 1,078 Sq Ft

  200 El Camino Dr Unit 306, Winter Haven, FL 33884

  Enjoy carefree Florida living in the desirable Seville Building at Orchid Springs! This well-maintained 1-bedroom, 1-bath third-floor corner unit offers 1,078 square feet of comfortable living space with elevator access and peaceful views of the beautifully landscaped lagoon.The spacious open floor plan features a large great room with endless furniture arrangement possibilities and an

  Suzanna Rudd KELLER WILLIAMS REALTY SMART 1

  200 El Camino Dr Unit 306, Winter Haven, FL 33884
• 

  

  /21

  $170,000

  $28K PRICE DROP

  • 2 Beds
  • 2.5 Baths
  • 1,184 Sq Ft

  2500 21st St NW Unit 15, Winter Haven, FL 33881

  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

  Adriana Sanchez AROD PARTNERS REALTY

  2500 21st St NW Unit 15, Winter Haven, FL 33881
• 

  

  /14

  $124,800

  $7K PRICE INCREASE

  • 1 Bed
  • 1 Bath
  • 475 Sq Ft

  1103 Cypress Gardens Blvd Unit 13, Winter Haven, FL 33884

  FOR SALE - 1 Bedroom/1 Bath Mediterranean Style Condominium on Lake Roy...part of Winter Haven's beautiful Chain of Lakes. Professionally decorated, this condo comes with a newly renovated bathroom in 2026, granite countertops, window treatments, and double paned windows. It features newer appliances such as refrigerator (2026), gas stove (2026), gas water heater (2023), and a stackable washer

  Linda Andre COLDWELL BANKER REALTY

  1103 Cypress Gardens Blvd Unit 13, Winter Haven, FL 33884
• 

  

  /38

  $169,900

  $10K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 1,017 Sq Ft

  704 Eagle Pond Dr Unit 7D, Winter Haven, FL 33884

  Don't miss this rare opportunity to own this lovely GROUND FLOOR Eagle Pond condominium in the highly sought-after gated community of Cypresswood Golf and Country Club that is PRICED TO SELL! Be greeted by 10-foot high ceilings, complimenting the open concept living area complete with expansive living and dining areas, including a kitchen breakfast bar. All NEW luxury vinyl flooring, NEW windows

  Kayly Malinas JOHN WOOD REALTY, INC.

  704 Eagle Pond Dr Unit 7D, Winter Haven, FL 33884
• 

  

  /55

  $125,000

  • 1 Bed
  • 1 Bath
  • 714 Sq Ft

  235 6th St NW Unit 307, Winter Haven, FL 33881

  Virtually Staged. Historic charm meets downtown convenience at The Haven. This 1-bedroom, 1-bath condo sits on the 3rd floor of one of Winter Haven's most recognizable former hotels — now reimagined as boutique historic condos just steps from downtown, Lake Howard, restaurants, coffee shops, nightlife, parks, and the popular Saturday Farmers Market.The unit blends vintage character with

  Michael Stone THE STONES REAL ESTATE FIRM

  235 6th St NW Unit 307, Winter Haven, FL 33881
• 

  

  /33

  $162,900

  $5K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 1,017 Sq Ft

  508 Eagle Pond Dr Unit 5H, Winter Haven, FL 33884

  Looking for a COUNTRY CLUB LIFESTYLE? Conveniently located in Cypresswood Golf & Country Club, on Dundee Rd near HWY 27. RECENT UPDATES INCLUDE Carpet, 2 year old AC unit, 2026 UPDATES - BRAND NEW hot water heater, countertops throughout, dishwasher, microwave, disposal, kitchen faucet. This PRISTINE 2 Bed /2 Bath condominium offers 10' Ceilings, Crown Molding, 2" Blinds and Ceiling Fans

  Laura Barnes CHAIN OF LAKES REALTY INC

  508 Eagle Pond Dr Unit 5H, Winter Haven, FL 33884
• 

  

  /56

  $92,000

  $7K PRICE DROP

  • 2 Beds
  • 1 Bath
  • 840 Sq Ft

  1700 6th St NW Unit C24, Winter Haven, FL 33881

  Peaceful oasis in a premier 55+ community! This lovely 2 bedroom, 1 bath second-floor condo in Winter Haven Harbour Apartments offers a perfect blend of comfort, functionality, and an active, low-maintenance lifestyle. Inside, you will find a spacious living room that flows effortlessly into a dedicated dining room, and a galley-style kitchen that maximizes counter space and storage, making meal

  Chrissi Jasso ASSOCIATE REALTY

  1700 6th St NW Unit C24, Winter Haven, FL 33881
• 

  

  /32

  $145,000

  • 3 Beds
  • 2 Baths
  • 1,226 Sq Ft

  333 Lake Howard Dr NW Unit 204D, Winter Haven, FL 33880

  **Welcome to Imperial Harbours, a beautifully maintained 55+ active community surrounded by gorgeous landscaping and offering access to Winter Haven’s Chain of Lakes!** This spacious **3-bedroom, 2-bath second-floor corner condo** offers over 1,226 sq. ft. of comfortable living with an open-concept living/dining area, lovely kitchen with beautiful countertops and abundant cabinetry, plus an

  Milena Phan UNITED REAL ESTATE PREFERRED

  333 Lake Howard Dr NW Unit 204D, Winter Haven, FL 33880
• 

  

  /25

  $149,900

  • 1 Bed
  • 1 Bath
  • 666 Sq Ft

  2049 San Marcos Dr SE Unit 127, Winter Haven, FL 33880

  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

  Daniel Hut HUT REALTY, LLC

  2049 San Marcos Dr SE Unit 127, Winter Haven, FL 33880

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