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$79,000

* Investor Alert* Fixer upper located in the heart of Winter Haven. 1 Bed, 1 Bath with tons of potential. This could make for a great rental property or flip.

1 Beds ⋅ 1 Baths ⋅ Havencrest Add SubDv. ⋅ 33880 Zip Code

* Investor Alert* Fixer upper located in the heart of Winter Haven. 1 Bed, 1 Bath with tons of potential. This could make for a great rental property or flip.

212 Avenue F Se, Winter Haven

$119,000

Don't miss this affordable 2-bedroom, 1-bath home nestled in the Lake Mariam area of Winter Haven. Situated on a spacious 0.23-acre lot, this property offers a great opportunity for an investor, rental portfolio, or buyer ready to add their own style and updates. Conveniently located near shopping, restaurants, medical facilities, golf courses, and Winter Haven's renowned Chain of Lakes. Some photos have been virtually enhanced.

1 Beds ⋅ 1 Baths ⋅ Eloise Woods Lake Mariam Unit SubDv. ⋅ 33884 Zip Code

Don't miss this affordable 2-bedroom, 1-bath home nestled in the Lake Mariam area of Winter Haven. Situated on a spacious 0.23-acre lot, this property offers a great opportunity for an investor, rental portfolio, or buyer ready to add their own style and updates. Conveniently located near shopping, restaurants, medical facilities, golf courses, and Winter Haven's renowned Chain of Lakes. Some photos have been virtually enhanced.

107 Lake Elizabeth Drive Unit B, Winter Haven

$124,800

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 and dryer (2026). It also includes a dishwasher and a microwave. The condo is on the bottom floor and features a Bonus Room suitable for a home office. It has a low electric bill and low HOA fees. The outside has a lovely, shaded picnic area. All Residents enjoy dock privileges. This area is quiet and comfortable. Shopping, Restaurants, and Pharmacies are all less than 5 minutes away.

1 Beds ⋅ 1 Baths ⋅ Lamplighter Village SubDv. ⋅ 33884 Zip Code

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 and dryer (2026). It also includes a dishwasher and a microwave. The condo is on the bottom floor and features a Bonus Room suitable for a home office. It has a low electric bill and low HOA fees. The outside has a lovely, shaded picnic area. All Residents enjoy dock privileges. This area is quiet and comfortable. Shopping, Restaurants, and Pharmacies are all less than 5 minutes away.

1103 Cypress Gardens Boulevard Unit 13, Winter Haven

$125,000

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 modern updates: tall ceilings, oversized historic windows, and abundant natural light give the space an airy, elevated feel, with partial views of downtown from the 3rd floor. The kitchen has been fully renovated with granite countertops, brand-new stainless steel appliances, and dual pantry/utility closets — smart, functional storage that's genuinely hard to find in a condo. The primary bedroom comfortably fits a king-sized bed and includes a walk-in closet, while the bathroom has been refreshed with granite counters, a tiled tub surround, and a classic tub/shower combo. Building amenities add real everyday value: secure key-fob entry, elevator access, assigned parking, on-site laundry, additional storage rooms, and a beautifully restored historic lobby that reflects the building's original character. Residents also have access to a private courtyard pool, framed by creeping fig walls, palm trees, and lush landscaping — a peaceful spot to relax or work remotely outdoors. Low-maintenance and move-in ready, this unit suits a range of buyers: first-time homeowners, investors, seasonal residents, or anyone looking for an affordable condo with strong rental potential in a walkable downtown setting. Location is where this property really stands out. You're within walking distance of downtown dining, shopping, entertainment, and lakefront paths along Lake Howard. Winter Haven is home to 50 lakes, including the famous Chain of Lakes, putting boating, fishing, water skiing, and sunset views just minutes away. Everyday essentials are equally close — Publix, Walmart, Aldi, TJ Maxx, and local medical facilities are all nearby, and LEGOLAND Florida Resort is a short drive for weekend fun or extra rental appeal. Affordable, updated, and full of character, this condo at The Haven offers a rare combination: historic charm, modern comfort, and a genuinely walkable downtown lifestyle. Units in this building don't come up often — schedule your showing before this one's gone.

1 Beds ⋅ 1 Baths ⋅ The Haven SubDv. ⋅ 33881 Zip Code

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 modern updates: tall ceilings, oversized historic windows, and abundant natural light give the space an airy, elevated feel, with partial views of downtown from the 3rd floor. The kitchen has been fully renovated with granite countertops, brand-new stainless steel appliances, and dual pantry/utility closets — smart, functional storage that's genuinely hard to find in a condo. The primary bedroom comfortably fits a king-sized bed and includes a walk-in closet, while the bathroom has been refreshed with granite counters, a tiled tub surround, and a classic tub/shower combo. Building amenities add real everyday value: secure key-fob entry, elevator access, assigned parking, on-site laundry, additional storage rooms, and a beautifully restored historic lobby that reflects the building's original character. Residents also have access to a private courtyard pool, framed by creeping fig walls, palm trees, and lush landscaping — a peaceful spot to relax or work remotely outdoors. Low-maintenance and move-in ready, this unit suits a range of buyers: first-time homeowners, investors, seasonal residents, or anyone looking for an affordable condo with strong rental potential in a walkable downtown setting. Location is where this property really stands out. You're within walking distance of downtown dining, shopping, entertainment, and lakefront paths along Lake Howard. Winter Haven is home to 50 lakes, including the famous Chain of Lakes, putting boating, fishing, water skiing, and sunset views just minutes away. Everyday essentials are equally close — Publix, Walmart, Aldi, TJ Maxx, and local medical facilities are all nearby, and LEGOLAND Florida Resort is a short drive for weekend fun or extra rental appeal. Affordable, updated, and full of character, this condo at The Haven offers a rare combination: historic charm, modern comfort, and a genuinely walkable downtown lifestyle. Units in this building don't come up often — schedule your showing before this one's gone.

235 6th Street Nw Unit 307, Winter Haven

$94,900

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 enclosed sunroom that fills the home with natural light while providing the perfect space to relax, work from home, or enjoy your morning coffee. The generous primary bedroom easily accommodates a king-size bedroom suite and includes a walk-in closet, while multiple additional storage closets throughout the home provide exceptional storage. This corner unit is conveniently located just steps from the elevator, laundry facilities, and stairwell, making everyday living even easier. Improvements include energy-efficient sunroom windows (2016), a newer gas furnace and coil with Honeywell thermostat (2018), repiping/plumbing (2018), building roof replacement for added peace of mind. A reserved parking space is also included. The monthly HOA fee covers water, sewer, natural gas, trash, exterior maintenance, grounds maintenance, and access to the community clubhouse and sparkling pool, allowing you to spend more time enjoying Florida and less time maintaining your home. Nestled in the heart of Southeast Winter Haven, Orchid Springs is known for its mature landscaping, tranquil setting, and convenient location. You'll be just minutes from Downtown Winter Haven, the Chain of Lakes, Cypress Gardens Boulevard shopping and dining, Publix, Winter Haven Hospital, Polk State College, and LEGOLAND® Florida Resort. Easy access to US-27 and the Polk Parkway makes commuting to Lakeland, Orlando, and Tampa a breeze. Whether you're searching for a year-round residence, winter retreat, or low-maintenance home, this move-in-ready condo offers comfort, convenience, and an exceptional Central Florida lifestyle.

1 Beds ⋅ 1 Baths ⋅ Orchid Spgs Vill 200 Condo SubDv. ⋅ 33884 Zip Code

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 enclosed sunroom that fills the home with natural light while providing the perfect space to relax, work from home, or enjoy your morning coffee. The generous primary bedroom easily accommodates a king-size bedroom suite and includes a walk-in closet, while multiple additional storage closets throughout the home provide exceptional storage. This corner unit is conveniently located just steps from the elevator, laundry facilities, and stairwell, making everyday living even easier. Improvements include energy-efficient sunroom windows (2016), a newer gas furnace and coil with Honeywell thermostat (2018), repiping/plumbing (2018), building roof replacement for added peace of mind. A reserved parking space is also included. The monthly HOA fee covers water, sewer, natural gas, trash, exterior maintenance, grounds maintenance, and access to the community clubhouse and sparkling pool, allowing you to spend more time enjoying Florida and less time maintaining your home. Nestled in the heart of Southeast Winter Haven, Orchid Springs is known for its mature landscaping, tranquil setting, and convenient location. You'll be just minutes from Downtown Winter Haven, the Chain of Lakes, Cypress Gardens Boulevard shopping and dining, Publix, Winter Haven Hospital, Polk State College, and LEGOLAND® Florida Resort. Easy access to US-27 and the Polk Parkway makes commuting to Lakeland, Orlando, and Tampa a breeze. Whether you're searching for a year-round residence, winter retreat, or low-maintenance home, this move-in-ready condo offers comfort, convenience, and an exceptional Central Florida lifestyle.

200 El Camino Drive Unit 306, Winter Haven

$115,000

Price Improvement! Rare opportunity in the desirable Lamplighter Condominium community on Lake Roy, Winter Haven's famous Chain of Lakes! This well-maintained 1-bedroom, 1-bath downstairs unit offers affordable ownership with a low HOA fee. Recent updates include energy-efficient windows and a gas hot water heater, both only 2 years old. Lamplighter is a waterfront community conveniently located in the heart of Winter Haven tucked behind the Lamplighter Plaza, with easy access to shopping, dining, medical facilities, and the Chain of Lakes. Ideal for owner-occupants, seasonal residents, or investors seeking a low-maintenance property in a prime location.

1 Beds ⋅ 1 Baths ⋅ Lamplighter Village SubDv. ⋅ 33884 Zip Code

Price Improvement! Rare opportunity in the desirable Lamplighter Condominium community on Lake Roy, Winter Haven's famous Chain of Lakes! This well-maintained 1-bedroom, 1-bath downstairs unit offers affordable ownership with a low HOA fee. Recent updates include energy-efficient windows and a gas hot water heater, both only 2 years old. Lamplighter is a waterfront community conveniently located in the heart of Winter Haven tucked behind the Lamplighter Plaza, with easy access to shopping, dining, medical facilities, and the Chain of Lakes. Ideal for owner-occupants, seasonal residents, or investors seeking a low-maintenance property in a prime location.

1103 Cypress Gardens Boulevard Unit 30, Winter Haven

$82,000

Under contract-accepting backup offers. Welcome home to this charming 1 bedroom condo. Enjoy a lifestyle that blends comfort and convience, with everything you need cloSse by-shopping, parks, dining and commuting routes. Inside, you'll find a bright and functional layout with a spacious living area and cozy bedroom. Whether you're a first time homebuyer, downsizing or investor. Schedule your showing today.

1 Beds ⋅ 1 Baths ⋅ Park Lake SubDv. ⋅ 33880 Zip Code

Under contract-accepting backup offers. Welcome home to this charming 1 bedroom condo. Enjoy a lifestyle that blends comfort and convience, with everything you need cloSse by-shopping, parks, dining and commuting routes. Inside, you'll find a bright and functional layout with a spacious living area and cozy bedroom. Whether you're a first time homebuyer, downsizing or investor. Schedule your showing today.

2075 Isle Royale Court Se Unit 171, Winter Haven

$149,900

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!

1 Beds ⋅ 1 Baths ⋅ Park Lake 03 02 Amd SubDv. ⋅ 33880 Zip Code

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!

2049 San Marcos Drive Se Unit 127, Winter Haven

$65,000

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 bonus room flow seamlessly together, all overlooking the tranquil lagoon. As an end unit, the living room and bedroom enjoy extra windows with peaceful courtyard views. The bedroom features a walk-in closet plus an additional hallway closet, providing excellent storage. The bathroom includes a custom vanity and a tub/shower combo. A washer and dryer are included, offering added convenience. Additional highlights include assigned parking directly in front of the unit. Perfect for year-round living or a seasonal retreat in a serene, well-maintained community.

1 Beds ⋅ 1 Baths ⋅ Orchid Spgs Vill 100 Condo SubDv. ⋅ 33884 Zip Code

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 bonus room flow seamlessly together, all overlooking the tranquil lagoon. As an end unit, the living room and bedroom enjoy extra windows with peaceful courtyard views. The bedroom features a walk-in closet plus an additional hallway closet, providing excellent storage. The bathroom includes a custom vanity and a tub/shower combo. A washer and dryer are included, offering added convenience. Additional highlights include assigned parking directly in front of the unit. Perfect for year-round living or a seasonal retreat in a serene, well-maintained community.

100 El Camino Drive Unit 111, Winter Haven

$59,900

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.

1 Beds ⋅ 1 Baths ⋅ Orchid Spgs Vill 400 San Miguel SubDv. ⋅ 33884 Zip Code

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.

400 El Camino Drive Unit 223, Winter Haven

$95,000

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!

1 Beds ⋅ 1 Baths ⋅ Orchid Spgs Vill 300 Barcelona SubDv. ⋅ 33884 Zip Code

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!

1100 Martinique Drive Unit 117, Winter Haven