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Winter Haven Home Search

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Winter Haven, Florida

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Winter Haven Homes For Sale

888 Twin Oaks Lane, Winter Haven image
888 Twin Oaks Lane, Winter Haven $2,000,000

Welcome to 888 Twin Oaks Lane, where striking custom architecture, luxury features, four acres of privacy, and resort-style outdoor living come together in prestigious, g...

  • 5 Beds
  • 5 Baths
  • Twelve Oaks Estates SubDv.
  • 33880 Zip Code
13 Bogey Drive, Winter Haven image
13 Bogey Drive, Winter Haven $1,750,000

11 ACRE POOL HOME WITH GUEST HOUSE AND BARN!!! Just minutes from downtown Winter Haven, on a quiet cul-de-sac, behind a gated private tree-lined drive sits the modern fa...

  • 4 Beds
  • 4 Baths
  • Country Club Acres SubDv.
  • 33881 Zip Code
3640 Crump Road, Winter Haven image
3640 Crump Road, Winter Haven $1,399,900

Welcome to your own private lakefront retreat on 1.23 acres along Lake Hamilton with NO HOA! This stunning 4-bedroom, 3-bath home offers an exceptional combination of lux...

  • 4 Beds
  • 3 Baths
  • Magnolia Shores SubDv.
  • 33881 Zip Code
1921 Manor Circle Se, Winter Haven image
1921 Manor Circle Se, Winter Haven $1,295,000

Imagine waking each day to breath-taking lake views, swaying palms, spectacular sunsets, and the tranquil beauty of Lake Lulu. Quietly positioned on one of the most desir...

  • 3 Beds
  • 3 Baths
  • Laha-Wa Manor SubDv.
  • 33880 Zip Code
250 Brigham Road Nw, Winter Haven image
250 Brigham Road Nw, Winter Haven $1,195,000

Prepare to be captivated by this beautifully updated lakefront estate on Lake Hartridge, perfectly positioned along the highly sought-after Winter Haven Chain of Lakes. S...

  • 5 Beds
  • 6 Baths
  • Na SubDv.
  • 33881 Zip Code
1200 W Lake Otis Drive Se, Winter Haven image
1200 W Lake Otis Drive Se, Winter Haven $1,150,000

THIS PROPERTY WAS ORIGINALLY 2 HOMES THAT WERE CO-JOINED. THE CURRENT OWNER HAS RECREATED TWO FULLY SEPARATE LIVING SPACES. OWNER LIVES IN ONE SIDE AND HAS A VERY SUCCESS...

  • 6 Beds
  • 6 Baths
  • Lesnick Park SubDv.
  • 33880 Zip Code
100 Island Way, Winter Haven image
100 Island Way, Winter Haven $1,100,000

Discover timeless elegance and waterfront living at 100 Island Way, a distinctive custom estate nestled within the gated community of Orchid Springs. Situated on approxim...

  • 4 Beds
  • 6 Baths
  • Florida Hlnd Companys Sub SubDv.
  • 33884 Zip Code
4401 Chambliss Road, Winter Haven image
4401 Chambliss Road, Winter Haven $1,100,000 ▼

Welcome to your slice of heaven in Winter Haven! Situated on just over 6.5 acres you will find this charming 3/2/2 Cassidy custom pool home surrounded by green meadows a...

  • 3 Beds
  • 2 Baths
  • N/A SubDv.
  • 33884 Zip Code
4462 Emerald Palms Lane, Winter Haven image
4462 Emerald Palms Lane, Winter Haven $975,000

Luxury Living in Emerald Palms – Southeast Winter Haven Welcome to an exceptional custom-built residence in Emerald Palms, one of Southeast Winter Haven’s desirable gate...

  • 4 Beds
  • 3 Baths
  • Emerald Palms SubDv.
  • 33884 Zip Code
694 Lake Otis Drive Se, Winter Haven image
694 Lake Otis Drive Se, Winter Haven $949,000

Discover an extraordinary lakefront estate offering unmatched charm, privacy, and lifestyle on coveted Lake Otis. Set on a rare double lot, this property feels like a pri...

  • 4 Beds
  • 3 Baths
  • Otis Heights Sub SubDv.
  • 33880 Zip Code
2510 Cypress Gardens Boulevard, Winter Haven image
2510 Cypress Gardens Boulevard, Winter Haven $849,900 ▼

Set along the shoreline of Lake Florence, this distinctive 0.83-acre waterfront parcel extends 367 feet in depth and includes 87 feet of lake frontage. Lake Florence is a...

  • 5 Beds
  • 3 Baths
  • Eloise Woods West Lake Florence SubDv.
  • 33884 Zip Code
25 Lakewood Causeway, Winter Haven image
25 Lakewood Causeway, Winter Haven $849,900

Welcome to a truly special waterfront property in Winter Haven, set on 1.28 private acres with water on both sides. Located on Lake Link with Lake Otis directly across th...

  • 5 Beds
  • 4 Baths
  • N/A SubDv.
  • 33884 Zip Code
1019 W Lake Eloise Terrace, Winter Haven image
1019 W Lake Eloise Terrace, Winter Haven $799,000 ▼

Major Price Improvement .....Welcome to an exceptional and truly distinctive lakefront estate on Lake Eloise with a private pool, defined by architectural artistry, refin...

  • 2 Beds
  • 3 Baths
  • Lake Eloise Sub SubDv.
  • 33884 Zip Code
3831 Gaines Drive, Winter Haven image
3831 Gaines Drive, Winter Haven $765,000

Virtually Staged. Welcome to 3831 Gaines Dr, where beautifully updated interiors, exceptional outdoor living, and the best of the Winter Haven lifestyle come together. Si...

  • 3 Beds
  • 2 Baths
  • Gaines Cove SubDv.
  • 33884 Zip Code
328 Hamilton Shores Drive Ne, Winter Haven image
328 Hamilton Shores Drive Ne, Winter Haven $765,000

5 BEDROOM, 3.5 BATH HOME WITH 3800+ SQFT OF LIVING: Impressive 5-bedroom home offering over 3,800 square feet of beautifully designed living space, including 3.5 baths, a...

  • 5 Beds
  • 4 Baths
  • Hamilton Pointe SubDv.
  • 33881 Zip Code
9469 Waterford Oaks Drive, Winter Haven image
9469 Waterford Oaks Drive, Winter Haven $759,900 ▼

Welcome to 9469 Waterford Oaks Drive, a beautifully maintained and spacious custom built home offering an exceptional combination of comfort, privacy, upgrades, and Flori...

  • 4 Beds
  • 3 Baths
  • Waterford Oaks SubDv.
  • 33884 Zip Code
11 Lake Link Drive Se, Winter Haven image
11 Lake Link Drive Se, Winter Haven $750,000

TIMELESS LAKEFRONT LIVING IN BEAUTIFUL LAKE LINK ESTATES: Some homes have a way of making you feel welcome from the moment you step inside. With its classic traditional a...

  • 6 Beds
  • 3 Baths
  • Lake Link Estates SubDv.
  • 33884 Zip Code
4040 Palma Ceia Circle, Winter Haven image
4040 Palma Ceia Circle, Winter Haven $749,000

Meticulously maintained and beautifully remodeled, this exceptional Palma Ceia residence in Cypresswood offers pond frontage, three private en-suite bedrooms, a dedicated...

  • 3 Beds
  • 4 Baths
  • Cypresswood Palma Ceia SubDv.
  • 33884 Zip Code
1016 S Lake Mariam Drive, Winter Haven image
1016 S Lake Mariam Drive, Winter Haven $740,000 ▼

New Price Improvement! LAKEFRONT POOL HOME WITH ATTACHED IN-LAW SUITE IN CENTRAL FLORIDA! Welcome home to 1016 S Lake Mariam Dr in SE Winter Haven. This exceptional custo...

  • 5 Beds
  • 4 Baths
  • Waters Lake Mariam SubDv.
  • 33884 Zip Code
9504 Waterford Oaks Boulevard, Winter Haven image
9504 Waterford Oaks Boulevard, Winter Haven $725,000

Welcome to Waterford Oaks, where timeless architectural details and upgraded finishes set this home apart. Beautifully manicured landscaping and a paver driveway lead to ...

  • 5 Beds
  • 3 Baths
  • Waterford Oaks SubDv.
  • 33884 Zip Code
9513 Waterford Oaks Boulevard, Winter Haven image
9513 Waterford Oaks Boulevard, Winter Haven $725,000 ▼

HUGE $25,000 PRICE DROP! Welcome to an exceptional 5-bedroom, 3.5 bathroom estate in the highly desirable gated community of Waterford Oaks in Winter Haven, This home off...

  • 5 Beds
  • 4 Baths
  • Waterford Oaks SubDv.
  • 33884 Zip Code
2656 Wyndsor Oaks Way, Winter Haven image
2656 Wyndsor Oaks Way, Winter Haven $724,999 ▼

Discover refined living in Wyndsor at Lake Winterset, one of Winter Haven’s premier gated communities. Set on a half-acre lot, this beautifully maintained 5-bedroom, 5-ba...

  • 5 Beds
  • 5 Baths
  • Wyndsor At Lake Winterset SubDv.
  • 33884 Zip Code
1020 W Lake Hamilton Drive, Winter Haven image
1020 W Lake Hamilton Drive, Winter Haven $710,000

Central Florida Lakefront living in Winter Haven, Florida on an acre of land with no HOA. This home is for a buyer who loves lake views, great fishing, skiing and water ...

  • 4 Beds
  • 3 Baths
  • Pollard Shores SubDv.
  • 33881 Zip Code
281 Gerber Dairy Road, Winter Haven image
281 Gerber Dairy Road, Winter Haven $700,000

NEARLY 5 ACRES | NO HOA | PRIVACY, SPACE & ENDLESS POSSIBILITIES! Welcome to 281 Gerber Dairy Road, where peaceful country-style living meets the convenience of Central F...

  • 3 Beds
  • 4 Baths
  • Acreage SubDv.
  • 33880 Zip Code
611 Morgan Road, Winter Haven image
611 Morgan Road, Winter Haven $695,000 ▼

Beyond the gated entrance, a tree-lined drive leads to a beautifully renovated estate set on 6.21 private acres, where modern updates meet the quiet charm of country livi...

  • 3 Beds
  • 3 Baths
  • Peace River Dev SubDv.
  • 33880 Zip Code
2004 Leisure Drive, Winter Haven image
2004 Leisure Drive, Winter Haven $675,000 ▼

Experience true Florida waterfront living on beautiful Lake Hartridge, one of the larger lakes on Winter Haven's famous Chain of 24 interconnected lakes. With miles of na...

  • 4 Beds
  • 3 Baths
  • Leisure Shores SubDv.
  • 33881 Zip Code
2425 Gerber Dairy Road, Winter Haven image
2425 Gerber Dairy Road, Winter Haven $660,000 ▼

Beautiful piece of property with 5.42 Arces of land. This home is a well built block home with a new metal roof that was just installed in June of 2026, new A/C install...

  • 2 Beds
  • 2 Baths
  • 33880 Zip Code
2241 Winterset Road, Winter Haven image
2241 Winterset Road, Winter Haven $649,900

This home extrudes the luxury vibe from the moment you approach it with its distinctive roof w/ a blue metal barrel tile appearance and circular driveway. Large manicured...

  • 3 Beds
  • 4 Baths
  • Lake Winterset Acres SubDv.
  • 33884 Zip Code
815 Lake Ned Road, Winter Haven image
815 Lake Ned Road, Winter Haven $649,900 ▼

Enjoy the space and flexibility of this beautifully maintained property situated on 2.42 acres, offering a rare combination of privacy and convenience just minutes from s...

  • 4 Beds
  • 3 Baths
  • 33884 Zip Code
3050 Crump Road, Winter Haven image
3050 Crump Road, Winter Haven $649,900 ▼

**Seller is MOTIVATED**Major Price Improvement** Welcome to this exceptional lakefront property at 3050 Crump Rd in Winter Haven, offering space, versatility, and direct ...

  • 4 Beds
  • 3 Baths
  • Magnolia Shores SubDv.
  • 33881 Zip Code
530 Sanctuary Boulevard, Winter Haven image
530 Sanctuary Boulevard, Winter Haven $629,900 ▼

Welcome to this exceptional CUSTOM-BUILT 2023 luxury residence located within the gated community of Sanctuary by the Lake, where modern elegance, thoughtful design and e...

  • 4 Beds
  • 3 Baths
  • Sanctuary By The Lake Ph One SubDv.
  • 33881 Zip Code
601 Lake Pansy Drive Nw, Winter Haven image
601 Lake Pansy Drive Nw, Winter Haven $629,900 ▼

Lakefront living with a proper sunset! Down a private drive with NO HOA (because your house shouldn't come with a rule book). This renovated home offers direct frontage 8...

  • 3 Beds
  • 2 Baths
  • 33881 Zip Code
669 Sarner Pass Way, Winter Haven image
669 Sarner Pass Way, Winter Haven $625,000

Welcome to this beautiful and spacious home, perfectly situated on over half an acre of fully fenced property, offering plenty of room for outdoor activities, entertainin...

  • 5 Beds
  • 3 Baths
  • Lake Lucerne Ph 5 SubDv.
  • 33881 Zip Code
12 Cherry Blossom Lane, Winter Haven image
12 Cherry Blossom Lane, Winter Haven $603,000 ▼

Welcome to Sundance Ranch Estates! This well-maintained 3-bedroom, 2-bath home sits on 5 acres and offers the ideal balance of country living with convenient access to ne...

  • 3 Beds
  • 2 Baths
  • Sundance Ranch Estates SubDv.
  • 33884 Zip Code
815 Lake Jessie Drive, Winter Haven image
815 Lake Jessie Drive, Winter Haven $595,000

Virtually Staged. $20,000 SELLER CREDIT! Take advantage of this amazing opportunity! The sellers are offering a $20,000 CREDIT that buyers can use toward closing costs, t...

  • 4 Beds
  • 4 Baths
  • East View Pkwy SubDv.
  • 33881 Zip Code
1302 Lake Elbert Dr Se, Winter Haven image
1302 Lake Elbert Dr Se, Winter Haven $589,500

Come and See this Amazing Lake Front Home Located in the Water Skiing Capital of the World, on Lake Elbert in Winter Haven, FL. As you enter the front door of this beauti...

  • 5 Beds
  • 5 Baths
  • Elbert Hills SubDv.
  • 33880 Zip Code
915 Hillside Court S, Winter Haven image
915 Hillside Court S, Winter Haven $580,000

Looking for that extra large yard? Well you have found it! This property is just over 1/2 acre and NO HOA, Bring all your toys, add a pool or build that detached workshop...

  • 4 Beds
  • 3 Baths
  • Country Estates SubDv.
  • 33881 Zip Code
251 Lake Link, Winter Haven image
251 Lake Link, Winter Haven $579,900

Welcome to your own slice of Florida WATERFRONT LIVING! Situated on an oversized .41-acre lot in the desirable GATED COMMUNITY of Lakewood, this 3-bedroom, 2-bath POOL HO...

  • 3 Beds
  • 2 Baths
  • Lake Link Estates SubDv.
  • 33884 Zip Code
1801 Sandhill Lane, Winter Haven image
1801 Sandhill Lane, Winter Haven $574,900 ▼

If you're looking for a spacious, open-floor plan home with a lot of natural light, then look no further! This 4BR/3BA pool home located in the desirable Cypresswood Golf...

  • 4 Beds
  • 3 Baths
  • Sand Hill Lane SubDv.
  • 33884 Zip Code
1413 Hidden Creek Lane, Winter Haven image
1413 Hidden Creek Lane, Winter Haven $570,000 ▼

Welcome to 1413 Hidden Creek Lane—a beautifully maintained 4-bedroom, 2.5-bath residence with a spacious loft, perfectly situated on an expansive .75-acre homesite in one...

  • 4 Beds
  • 3 Baths
  • Grey Fox Hollow Ph Three SubDv.
  • 33880 Zip Code
5268 Pebble Beach Boulevard, Winter Haven image
5268 Pebble Beach Boulevard, Winter Haven $569,900 ▼

****.AMAZING LAKE FRONT PROPERTY****** NEW PRICE OPPORTUNITY of $10,000 FOR THE DISTINGUISHED BUYER****ONE OF A KIND HOME, WITH A ONE OF A KIND VIEW...TO COMPLIMENT THE B...

  • 3 Beds
  • 2 Baths
  • Lake Ashton West Ph 01 SubDv.
  • 33884 Zip Code
725 Heritage Drive Ne, Winter Haven image
725 Heritage Drive Ne, Winter Haven $560,000

BEAUTIFUL HAMILTON POINTE POOL HOME! Welcome to this 4-bedroom, 2.5-bath pool home sits on a half-acre lot with no rear neighbors, offering 3,114 square feet of living sp...

  • 4 Beds
  • 3 Baths
  • Hamilton Pointe SubDv.
  • 33881 Zip Code
7380 Bent Grass Drive, Winter Haven image
7380 Bent Grass Drive, Winter Haven $559,900

Welcome to PARADISE! Enjoy a HEATED, SALTWATER POOL, located on almost half an acre (0.42) in the desired gated community of Miller’s Landing! This expansive 4-bedroom, 2...

  • 4 Beds
  • 3 Baths
  • Millers Landing SubDv.
  • 33884 Zip Code
409 21st Street Sw, Winter Haven image
409 21st Street Sw, Winter Haven $550,000

Stunning 2 story 3 bath Spanish home with attention to details. This home has been renovated, roof was complete in 2019, painted inside and out in 2020, new A/C in 2023,...

  • 4 Beds
  • 1 Baths
  • West Winter Haven SubDv.
  • 33880 Zip Code
6136 Pebble Beach Boulevard, Winter Haven image
6136 Pebble Beach Boulevard, Winter Haven $549,999

Virtually Staged. *GOLF COURSE and WATER VIEWS*** Located behind the secure gates of the coveted 55 + community of Lake Ashton, the water views from the covered and scree...

  • 3 Beds
  • 3 Baths
  • Lake Ashton West Ph Ii North SubDv.
  • 33884 Zip Code
915 Hart Lake Court, Winter Haven image
915 Hart Lake Court, Winter Haven $535,000

Virtually Staged. Discover this beautifully upgraded 4-bedroom, 3-bath home at 915 Hart Lake Court in Winter Haven. Located in a private gated community across the street...

  • 4 Beds
  • 3 Baths
  • Hart Lake Hills Ph 02 SubDv.
  • 33884 Zip Code
2935 Plantation Road, Winter Haven image
2935 Plantation Road, Winter Haven $529,900 ▲

Highly motivated seller! Bring all reasonable offers. This beautiful property is priced to move and the owner is ready to make a deal. Don't miss this incredible opportun...

  • 4 Beds
  • 4 Baths
  • Cypresswood Plantation SubDv.
  • 33884 Zip Code
4 Casarena Court, Winter Haven image
4 Casarena Court, Winter Haven $524,000 ▼

This dynamically unique home in Winter Haven offers waterfront living, with direct access to the renowned Chain of Lakes. Ideally situated on Lake Cannon, the property de...

  • 3 Beds
  • 3 Baths
  • Casarena On The Lakes SubDv.
  • 33881 Zip Code
1475 S Lake Howard Drive, Winter Haven image
1475 S Lake Howard Drive, Winter Haven $520,000 ▼

Virtually Staged. Welcome to the Chain Life! Situated on a spacious 0.47-acre lot with no HOA, this beautifully updated lakefront property on Lake Howard offers a rare op...

  • 4 Beds
  • 4 Baths
  • Hanna Sub SubDv.
  • 33880 Zip Code
445 Talamone Drive, Winter Haven image
445 Talamone Drive, Winter Haven $519,990 ▼

Unfurnished and move in ready! Nestled within the exclusive gated community of Tuscany, a charming neighborhood of just 19 homes in Southeast Winter Haven, this 5 bedroom...

  • 5 Beds
  • 3 Baths
  • Tuscany At Winterset SubDv.
  • 33884 Zip Code
2022 Kapree Court, Winter Haven image
2022 Kapree Court, Winter Haven $515,000

3D Virtual Tour available. Welcome to your dream pool home! This beautifully 5-bedroom, 3-bathroom residence offers the perfect blend of comfort, style, and versatility....

  • 5 Beds
  • 3 Baths
  • Winterset North SubDv.
  • 33884 Zip Code
37 Lake Eloise Lane, Winter Haven image
37 Lake Eloise Lane, Winter Haven $515,000

Located in the desirable, tree-lined community of Harbour Estates, this custom-built 3-bedroom, 2-bath pool home offers expansive living spaces, and an exceptional outdoo...

  • 3 Beds
  • 2 Baths
  • Harbour Estates SubDv.
  • 33884 Zip Code
230 Broad Street, Winter Haven image
230 Broad Street, Winter Haven $515,000

Welcome Home to Hampton Cove! - (Seller is offering $10,000 in seller concessions to the buyer when using the preferred lender) Welcome to your dream home in Winter Have...

  • 4 Beds
  • 3 Baths
  • Hampton Cove SubDv.
  • 33881 Zip Code
318 Hamilton Shores Drive Ne, Winter Haven image
318 Hamilton Shores Drive Ne, Winter Haven $510,000 ▼

Price Reduced!!! Welcome to Winter Haven living, where comfort, thoughtful updates, and an exceptional outdoor setting come together in a home designed to be enjoyed in...

  • 4 Beds
  • 2 Baths
  • Hamilton Pointe SubDv.
  • 33881 Zip Code
302 Avenue P Nw, Winter Haven image
302 Avenue P Nw, Winter Haven $499,999 ▼

Newly Built Duplex in Winter Haven! This beautiful duplex features two spacious units, each offering 3 bedrooms and 2 bathrooms. Brand-new construction with modern finish...

  • 6 Beds
  • 4 Baths
  • Harrington A B Subdiviosion SubDv.
  • 33881 Zip Code
100 Alachua Drive, Winter Haven image
100 Alachua Drive, Winter Haven $499,900 ▼

Virtually Staged. Wonderful opportunity to live in a Florida lifestyle property with two (2) ($1800 total) income-producing studio apartments on your property that are cu...

  • 3 Beds
  • 2 Baths
  • Eloise Woods Lake Mariam Unit SubDv.
  • 33884 Zip Code
10 W Lake Hamilton Circle, Winter Haven image
10 W Lake Hamilton Circle, Winter Haven $485,000

Welcome to 10 West Lake Hamilton Circle, a beautifully maintained four-bedroom, two-bathroom waterfront home situated on a spacious half-acre property in Winter Haven. Th...

  • 4 Beds
  • 2 Baths
  • Pollard Shores SubDv.
  • 33881 Zip Code
1075 8th Street Nw, Winter Haven image
1075 8th Street Nw, Winter Haven $480,000

RENOVATED, SPACIOUS, AND JUST MINUTES FROM LAKE HOWARD! Discover this beautifully renovated 4-bedroom, 3-bathroom home in the heart of Winter Haven, offering a combinatio...

  • 4 Beds
  • 3 Baths
  • Haven Shores SubDv.
  • 33881 Zip Code
44 Brevard Drive, Winter Haven image
44 Brevard Drive, Winter Haven $480,000 ▼

* METAL ROOF & AC DONE IN 2024* Welcome home to this spacious 3-bedroom, 2-bath pool home offering 2,269 square feet of living space, with an inviting layout designed fo...

  • 3 Beds
  • 2 Baths
  • Eloise Woods Lake Mariam Unit SubDv.
  • 33884 Zip Code
1818 6th Street Se, Winter Haven image
1818 6th Street Se, Winter Haven $479,000 ▼

Fully Renovated! Discover the perfect blend of modern upgrades and timeless charm in this beautifully updated 5-bedroom, 3-bathroom home. Featuring a brand-new kitchen, u...

  • 5 Beds
  • 3 Baths
  • Southeast Terrace SubDv.
  • 33880 Zip Code
70 Greenfield Court, Winter Haven image
70 Greenfield Court, Winter Haven $475,000

CYPRESSWOOD MASTERPIECE!!! This breathtaking 4BR/2.5BA residence sits across from a tranquil pond & Cypresswood's sprawling par 5 15th hole. Enjoy the view from your la...

  • 4 Beds
  • 3 Baths
  • Cypresswood SubDv.
  • 33884 Zip Code
4123 Island Lakes Drive, Winter Haven image
4123 Island Lakes Drive, Winter Haven $470,000

CHAIN OF LAKES LAKEFRONT LIVING on Lake Rochelle! Welcome to Island Lakes, where everyday life feels like a vacation. Located on the highly desirable Winter Haven Chain o...

  • 4 Beds
  • 2 Baths
  • Island Lakes SubDv.
  • 33881 Zip Code
315 Lanceolate Drive, Winter Haven image
315 Lanceolate Drive, Winter Haven $469,000 ▼

Homes in The Village at Spirit Lake don’t come up for sale very often, and this one has a lot to offer. 315 Lanceolate Drive is a 3-bedroom, 2-bath pool home with two ...

  • 3 Beds
  • 2 Baths
  • Village/Spirit Lake Ph 01 SubDv.
  • 33880 Zip Code
2991 Plantation Road, Winter Haven image
2991 Plantation Road, Winter Haven $465,000

Move in Ready in Cypresswood Plantations!! Located in the highly sought-after gated golf community of Cypresswood in Winter Haven. This beautiful custom built home feat...

  • 4 Beds
  • 3 Baths
  • Cypresswood Plantations SubDv.
  • 33884 Zip Code
355 Ruby Lake Loop, Winter Haven image
355 Ruby Lake Loop, Winter Haven $463,700 ▼

WONDERFUL POOL HOME IN GATED COMMUNITY. Don’t forget to ask about Seller Credits for exterior paint. Located in Ruby Lake subdivision, this spacious home boasts appealing...

  • 4 Beds
  • 3 Baths
  • Ruby Lake Sub Ph Ii SubDv.
  • 33884 Zip Code
1814 Sandhill Lane, Winter Haven image
1814 Sandhill Lane, Winter Haven $462,000 ▼

Here is your opportunity to own an immaculate home in the sought after community of Cypresswood Golf and Country Club. Consistently voted the Number 1 Golf Course in the ...

  • 4 Beds
  • 3 Baths
  • Cypresswood SubDv.
  • 33884 Zip Code
4407 Mandolin Boulevard, Winter Haven image
4407 Mandolin Boulevard, Winter Haven $459,900

Welcome to 4407 Mandolin Boulevard in Winter Haven! This well-maintained 5 bedroom, 3 bath home in a gated community offers generous living spaces and a versatile layout....

  • 5 Beds
  • 3 Baths
  • Mandolin SubDv.
  • 33884 Zip Code
114 Belmont Drive, Winter Haven image
114 Belmont Drive, Winter Haven $459,000

Virtually Staged. New Roof. New pool resurface. New paint inside and out. Newer AC New Kitchen, the list continues with all the big-ticket items done. This home is ready ...

  • 4 Beds
  • 2 Baths
  • Montego Place SubDv.
  • 33884 Zip Code
405 Valley Court, Winter Haven image
405 Valley Court, Winter Haven $455,000 ▼

You must see this stunning 4 bedroom, 2 bathroom, pool home located in the gated community of Lake Miriam Hills. This east Winter Haven home boasts a split floor plan, ne...

  • 4 Beds
  • 2 Baths
  • Lake Mariam Hills SubDv.
  • 33884 Zip Code
2734 Rochelle Drive, Winter Haven image
2734 Rochelle Drive, Winter Haven $450,000

Welcome to your dream lakefront retreat on picturesque Lake Rochelle, part of Winter Haven’s famous Chain O’ Lakes! This beautiful two-story, 4-bedroom, 2.5-bath home com...

  • 4 Beds
  • 3 Baths
  • Lake Rochelle Estates SubDv.
  • 33881 Zip Code
183 Lake Thomas, Winter Haven image
183 Lake Thomas, Winter Haven $450,000 ▼

RUDUCED PRICE! MOTIVATED SELLERS Charming 4-Bedroom Lakefront Home on Lake Thomas – No HOA Discover the perfect blend of comfortable family living and relaxed lakefron...

  • 4 Beds
  • 2 Baths
  • Lake Thomas Woods Eight Add SubDv.
  • 33880 Zip Code
4064 Phoenician Way, Winter Haven image
4064 Phoenician Way, Winter Haven $449,900

GOLF COURSE LIVING AT ITS FINEST! Take a look at this absolutely stunning 3 BR + Den / 2 BA St. John floor plan home in the highly desirable Lake Ashton community, a gate...

  • 3 Beds
  • 2 Baths
  • Lake Ashton West Ph 01 SubDv.
  • 33884 Zip Code
1061 Sawgrass Drive, Winter Haven image
1061 Sawgrass Drive, Winter Haven $449,900

WELCOME to the lifestyle you've been dreaming of in the premier 55+ community of Lake Ashton! This Stunning Designer residence offers the perfect blend of elegance, comfo...

  • 3 Beds
  • 2 Baths
  • Lake Ashton West Ph 2 South SubDv.
  • 33884 Zip Code
464 Fish Hawk Drive, Winter Haven image
464 Fish Hawk Drive, Winter Haven $449,489

"Looking for a large home at a reasonable price? This spacious 6-bedroom home in Hart Lake Cove could be the one for you! Freshly painted with new carpet throughout most ...

  • 6 Beds
  • 5 Baths
  • Hart Lake Cove Ph 02 SubDv.
  • 33884 Zip Code
1620 17th Street Nw, Winter Haven image
1620 17th Street Nw, Winter Haven $449,000 ▼

New Lake Life listing, two houses one price. Must see lake property with no HOA. Airbnb allowed. Chain of lakes property on Lake Mirror with generator, gas, irrigation, a...

  • 2 Beds
  • 3 Baths
  • Hendersons Ext Kenilworth Park SubDv.
  • 33881 Zip Code
900 Lake Martha Drive Ne, Winter Haven image
900 Lake Martha Drive Ne, Winter Haven $440,000 ▼

Welcome to 900 Lake Martha Drive NE, a truly unique lakefront property offering exceptional space, flexibility, and endless possibilities! The property extends across the...

  • 4 Beds
  • 4 Baths
  • Hutchinson Add SubDv.
  • 33881 Zip Code
1531 Fuji Court, Winter Haven image
1531 Fuji Court, Winter Haven $440,000 ▼

Discover this stunning 2023-built home in the growing Lucerne Park area of Winter Haven, offering the perfect blend of space, comfort, and modern design. Situated on an o...

  • 4 Beds
  • 3 Baths
  • Lake Lucerne Ii SubDv.
  • 33881 Zip Code
240 Santa Rosa Drive, Winter Haven image
240 Santa Rosa Drive, Winter Haven $440,000 ▼

Short Sale. Back on the market! Beautiful 4 bedroom, 2 1/2-bathroom, pool home with new roof (2024), septic (2024), A/C (2025) in gated Overlook Estates. Fresh price redu...

  • 4 Beds
  • 3 Baths
  • Overlook Ests Ph 3 SubDv.
  • 33884 Zip Code
205 Thomas Court, Winter Haven image
205 Thomas Court, Winter Haven $435,000 ▼

Welcome to this spacious 3-bedroom, 2.5-bath home offering 2,352 square feet of living space on a generous .33-acre lot tucked away on a quiet cul-de-sac. Designed for bo...

  • 3 Beds
  • 3 Baths
  • Lake Thomas Woods Eighth Add SubDv.
  • 33880 Zip Code
1755 Beth Lane, Winter Haven image
1755 Beth Lane, Winter Haven $435,000 ▲

Welcome home to peaceful country living! Nestled on nearly 2 acres of beautiful pature land and no HOA. This charming 3-bedroom,2-bath farmhouse-style home offers the per...

  • 3 Beds
  • 2 Baths
  • Acreage SubDv.
  • 33880 Zip Code
9 Winterset Dr, Winter Haven image
9 Winterset Dr, Winter Haven $430,000

A Dream come true in Winter Haven! This beautiful 4-bedroom, 2-bath home checks all the boxes: NO HOA, a private pool, and a spacious backyard. Enjoy comfortable indoor l...

  • 4 Beds
  • 2 Baths
  • Lake Winterset Acres Unit #2 SubDv.
  • 33884 Zip Code
6216 Pinehurst Loop, Winter Haven image
6216 Pinehurst Loop, Winter Haven $429,000

Stunning Sebastian Floor Plan Home in an Exclusive, 55+ Florida Community, Lake Ashton. Discover this exceptional single-family home built in 2022, designed with every mo...

  • 3 Beds
  • 2 Baths
  • Lake Ashton West Ph Ii North SubDv.
  • 33884 Zip Code
219 Terranova Boulevard, Winter Haven image
219 Terranova Boulevard, Winter Haven $428,000

Don't miss your opportunity to own this 5 bedroom 3 bath pool home in the gated community of Terranova in SE Winter Haven. Minutes from Hwy 27, Hwy 60 and the Polk Parkw...

  • 5 Beds
  • 3 Baths
  • Terranova Ph 02 SubDv.
  • 33884 Zip Code
6125 Pebble Beach Boulevard, Winter Haven image
6125 Pebble Beach Boulevard, Winter Haven $425,000

Welcome to the next exciting chapter of your life in Lake Ashton, Central Florida’s premier 55+ active-adult community, where this impeccably maintained 3-bedroom, 2-bath...

  • 3 Beds
  • 2 Baths
  • Lake Ashton West Ph Ii North SubDv.
  • 33884 Zip Code
1714 Upland Lane, Winter Haven image
1714 Upland Lane, Winter Haven $424,900 ▼

Why wait to build when you can move into this nearly new 2025 Ryan Homes residence? This beautifully maintained 4-bedroom, 3-bath home offers 2,565 heated square feet wit...

  • 4 Beds
  • 3 Baths
  • Ashton Covey Ph One SubDv.
  • 33884 Zip Code
1757 Hummingbird Road, Winter Haven image
1757 Hummingbird Road, Winter Haven $423,900 ▼

Under Construction. Let me Introduce you to the Denham this 2336 Sqft. 4 Bedroom 3 Bath home is to die for. This home provides Luxury Vinyl tile in all the wet areas and ...

  • 4 Beds
  • 3 Baths
  • Harmony On Lake Eloise Phase 4 SubDv.
  • 33884 Zip Code
1108 Sawgrass Drive, Winter Haven image
1108 Sawgrass Drive, Winter Haven $422,999 ▼

This is a must see charming oasis located behind the secure gates of Lake Ashton, you don’t want to miss this opportunity of becoming an homeowner in this Exclusive 5...

  • 2 Beds
  • 2 Baths
  • Lake Ashton West Ph Ii South SubDv.
  • 33884 Zip Code
1855 Avenue P  Sw, Winter Haven image
1855 Avenue P Sw, Winter Haven $419,900

Beautiful New Construction with Detached Mother-In-Law Suite/ADU! Discover the perfect blend of modern living, privacy, and versatility in this beautiful new-constructio...

  • 3 Beds
  • 2 Baths
  • Orangewood Add SubDv.
  • 33880 Zip Code
4734 Monterey Drive, Winter Haven image
4734 Monterey Drive, Winter Haven $419,900 ▼

This 4-bedroom, 3-bathroom, two-story home is tucked away on a cul-de-sac beneath beautiful mature oaks. Situated on .44 acres with no HOA, the property provides plenty o...

  • 4 Beds
  • 3 Baths
  • 33880 Zip Code
1321 Oakmont Drive, Winter Haven image
1321 Oakmont Drive, Winter Haven $419,000 ▼

** CDD Debt Balance PAID IN FULL, saving you thousands! **A new four-season Sunroom was completed in April 2026. It is glass-enclosed with a separate HVAC mini-split and ...

  • 3 Beds
  • 2 Baths
  • Lake Ashton West Ph Ii South SubDv.
  • 33884 Zip Code
3097 Buckeye Pointe Drive, Winter Haven image
3097 Buckeye Pointe Drive, Winter Haven $419,000 ▼

A luxury-updated 5-bedroom pool home with short-term rental potential for $419,000? This is a Winter Haven opportunity worth exploring! Welcome to 3097 Buckeye Pointe Dri...

  • 5 Beds
  • 3 Baths
  • Buckeye Pointe SubDv.
  • 33881 Zip Code
6240 Pinehurst Loop, Winter Haven image
6240 Pinehurst Loop, Winter Haven $415,000

Virtually Staged. Welcome to your dream retirement home located at 6240 Pinehurst Loop Winter Haven, Fl. 33884, designed with 3 Bedrooms and 2 full bathrooms. This deligh...

  • 3 Beds
  • 2 Baths
  • Lake Ashton West Phase Ii North SubDv.
  • 33884 Zip Code
280 Santa Rosa Drive, Winter Haven image
280 Santa Rosa Drive, Winter Haven $415,000 ▼

This property went under contract fast and it's back on the market, no fault of the owner. If you missed it the first time, here's your second chance! Welcome to the beau...

  • 3 Beds
  • 2 Baths
  • Overlook Estates SubDv.
  • 33884 Zip Code
5009 Strada Drive, Winter Haven image
5009 Strada Drive, Winter Haven $415,000 ▼

Welcome to this well-maintained Winter Haven pool home, offering over 2,400 sqft of living space on a corner lot. This 4-bedroom, 2.5-bathroom home includes a 3-car garag...

  • 4 Beds
  • 3 Baths
  • Sun Rdg Village East SubDv.
  • 33880 Zip Code
4840 Old Lucerne Park Rd, Winter Haven image
4840 Old Lucerne Park Rd, Winter Haven $415,000 ▼

Relax and Enjoy Lakefront Living on Beautiful Lake Lucerne! Situated on 0.84 acres, this updated 3-bedroom, 2-bath home offers stunning views of Lake Lucerne from the se...

  • 3 Beds
  • 2 Baths
  • Lucerne Shores SubDv.
  • 33881 Zip Code
900 Lake Jessie Drive, Winter Haven image
900 Lake Jessie Drive, Winter Haven $410,000 ▼

One or more photo(s) has been virtually staged. Welcome to a place where everyday life feels like a getaway. Set along the peaceful shores of Lake Jessie, part of Winter ...

  • 3 Beds
  • 3 Baths
  • East View Pkwy SubDv.
  • 33881 Zip Code
108 Lake Region Boulevard N, Winter Haven image
108 Lake Region Boulevard N, Winter Haven $410,000 ▼

Impressive custom home in the quaint gated community of The Gates of Lake Region in Winter Haven FL. This beautifully maintained neighborhood is known for its picturesque...

  • 4 Beds
  • 3 Baths
  • Gates Of Lake Region SubDv.
  • 33881 Zip Code
119 Sunfish Drive, Winter Haven image
119 Sunfish Drive, Winter Haven $409,000 ▼

Discover your own private Florida retreat in this stunning 3-bedroom, 2.5-bathroom pool home, built in 2018 and offering over 2,600 square feet of living space on a spaci...

  • 3 Beds
  • 3 Baths
  • Lake Lucerne Ph 1 SubDv.
  • 33881 Zip Code
1638 Seth Drive, Winter Haven image
1638 Seth Drive, Winter Haven $408,888

Room to spread out in Pinnacle Point! Built in 2022, this two-story Winter Haven home offers 5 bedrooms, 3 full bathrooms, and approximately 2,892 square feet of heated l...

  • 5 Beds
  • 3 Baths
  • Pinnacle Point SubDv.
  • 33880 Zip Code
199 8th Street Se, Winter Haven image
199 8th Street Se, Winter Haven $405,000 ▼

Welcome to your new home! This spacious 5/2 has all you could need for functionality, family, and entertaining. Nestled just near Lake Elbert, less than a mile from downt...

  • 5 Beds
  • 2 Baths
  • Nydeggers West Elbert Sub SubDv.
  • 33880 Zip Code
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