Southwest Winter Haven Homes for Sale

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  /21

  $370,000

  • 5 Beds
  • 3 Baths
  • 2,523 Sq Ft

  1404 Axel Cir, Winter Haven, FL 33880

  One or more photo(s) has been virtually staged. Beautifully crafted, newly built home offering over 2,500 square feet of modern Florida living in the peaceful PINNACLE POINT neighborhood of Winter Haven, FL. This spacious 5-bedroom, 3-bathroom home features a thoughtfully designed layout that perfectly balances comfort, style, and functionality. Just off the foyer, a private guest suite with its

  

  Carlos DeJesus

  EXIT REALTY 4CORNERS

  (863) 204-5093

  1404 Axel Cir, Winter Haven, FL 33880
• 

  Explore Southwest Winter Haven

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  /10

  $199,900

  • 3 Beds
  • 1 Bath
  • 1,210 Sq Ft

  118 Orange Ave, Winter Haven, FL 33880

  BACK ON THE MARKET! INVESTORS SPECIAL! HANDYMAN SPECIAL! This cozy home is located just minutes from downtown Winter Haven. This cute home boast a 3 bedroom, 1 bath in the main house with screened in patio in the rear and two carports for parking currently rented under market rate. An additional highlight of this home is the de-attached 1br/1ba or mother-in-law suite, which includes a separate

  

  Sam Pergerson

  COLDWELL BANKER REALTY

  (863) 900-8957

  118 Orange Ave, Winter Haven, FL 33880
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  /36

  $245,000

  • 3 Beds
  • 2.5 Baths
  • 1,320 Sq Ft

  728 Waterbridge Dr, Winter Haven, FL 33880

  Perfect starter home in this quiet family friendly neighborhood of Whispering Lake. This 2 story home is Vacant and Move in ready and has all the conveniences of winter haven at your fingertips with close access to the US-17 and Polk Parkway. Home has 3 bedroom, 2 1/2 baths with a very low HOA fee & is conveniently located close to shopping, restaurants & Legoland. This property has had only 2

  Gregory Baker LIVE FLORIDA REALTY

  728 Waterbridge Dr, Winter Haven, FL 33880
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  /32

  $270,000

  • 3 Beds
  • 2 Baths
  • 1,718 Sq Ft

  269 Saint Georges Cir, Eagle Lake, FL 33839

  One or more photo(s) has been virtually staged. LOOK NO FURTHER!! Welcome to this beautifully updated 3-bedroom, 2-bathroom home located in the heart of Eagle Lake, Florida. With 1,718 square feet of well-designed living space, this home offers a perfect blend of comfort, style, and functionality. As you step inside, you’ll immediately notice the open floor plan that seamlessly connects the

  Kathi Zerilli REDFIN CORPORATION

  269 Saint Georges Cir, Eagle Lake, FL 33839
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  /61

  $399,000

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

  230 Cove at Eagle Lake Cir, Eagle Lake, FL 33839

  MOTIVATED OWNERS! Welcome to 230 Cove at Eagle Lake Circle — a beautifully maintained 4-bedroom, 3-bathroom home built in 2022 by Southern Homes, located on a spacious 0.34-acre corner lot in the desirable gated community of The Cove at Eagle Lake.HOME FEATURES: • Open Layout for Easy Living: This thoughtful, open-concept design makes entertaining a breeze and daily living feel

  April Spaulding LPT REALTY, LLC

  230 Cove at Eagle Lake Cir, Eagle Lake, FL 33839
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  /43

  $345,000

  • 3 Beds
  • 2 Baths
  • 1,790 Sq Ft

  278 Cove at Eagle Lake Cir, Eagle Lake, FL 33839

  Like-New Home on Oversized Lot in Gated Community!Welcome to this stunning, only 2-year-old home nestled in the serene and gated Cove at Eagle Lake community! Located on an OVERSIZED LOT and backing up to a PEACEFUL CREEK that winds through the rear of the neighborhood, this property offers a rare blend of privacy, nature, and modern living.Inside, you’ll find a spacious and

  Linda Santiago CHARLES RUTENBERG REALTY ORLANDO

  278 Cove at Eagle Lake Cir, Eagle Lake, FL 33839
• 

  

  /23

  $310,000

  • 3 Beds
  • 2 Baths
  • 2,004 Sq Ft

  425 Saint Georges Cir, Eagle Lake, FL 33839

  Welcome to this stunning single-family residence nestled in beautiful Eagle Lake, FL! Built in 2019 and spanning approximately 2,732sq?ft, this thoughtfully designed 3?bed / 2?bath home with bonus room radiates charm and modern comfort, The open-concept main living area seamlessly connects the kitchen, dining, and family room—ideal for entertaining and everyday living. The chef-inspired kitchen

  Somarie Rolon LA ROSA REALTY PRESTIGE

  425 Saint Georges Cir, Eagle Lake, FL 33839
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  /49

  $321,990

  • 3 Beds
  • 2 Baths
  • 1,690 Sq Ft

  1320 Coventry Ct, Winter Haven, FL 33880

  Welcome to your dream home in the prestigious golf community of Coventry Cove. This stunning single-family home boasts 3 spacious bedrooms, 2 luxurious bathrooms, and a 2-car garage for all your parking needs. The kitchen is a chef's delight with granite counters, stainless steel appliances, and ample cabinet space for all your culinary creations. The open floor plan is perfect for entertaining

  Franklyn Fennelys AGENT TRUST REALTY CORPORATION

  1320 Coventry Ct, Winter Haven, FL 33880
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  /39

  $329,000

  • 4 Beds
  • 2 Baths
  • 1,842 Sq Ft

  1719 Durden Dr, Winter Haven, FL 33880

  Imagine Owning a Home That’s Boldly Unboring – Just Like YOU. Now imagine waking up in a space that feels fresh, vibrant, and uniquely yours. Built in 2022 by Casa Fresca Homes, this Valeria model was designed to reflect modern living—bright, stylish, and full of life—just Like the memories you’ll make here. As you enter, a cozy foyer welcomes you in with an inviting walkway that guides you

  Brittany Von Hemp EXP REALTY LLC

  1719 Durden Dr, Winter Haven, FL 33880
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  /29

  $327,900

  • 4 Beds
  • 2 Baths
  • 1,707 Sq Ft

  297 Spirit Landings Cir, Winter Haven, FL 33880

  Price Reduced!!!Bring on the offers!! Seller will cover 2025 HOA dues and lawn care for you! Welcome to this stunning 4-bedroom, 2-bath home built in 2023, offering modern style and thoughtful upgrades throughout. From the moment you enter, you’ll be impressed by the open floor plan, soaring ceilings in the great room, and an airy, spacious feel. Luxury ceramic tile flooring flows throughout the

  Jopie Tjioe REMAX EXPERTS

  297 Spirit Landings Cir, Winter Haven, FL 33880
• 

  

  /23

  $310,000

  • 4 Beds
  • 2 Baths
  • 1,823 Sq Ft

  871 Orleans Dr, Eagle Lake, FL 33839

  Charming 3-Bedroom Home in Eagle Lake – Move-In Ready!Welcome to 871 Orleans Dr, nestled in the peaceful and growing community of Eagle Lake, FL. This beautifully maintained home offers 4 spacious bedrooms, 2 full bathrooms, and a modern open-concept layout perfect for both relaxing and entertaining.Step inside to find a bright and airy living space with neutral tones, large

  Anjelie Tirone KELLER WILLIAMS ELITE PARTNERS III REALTY

  871 Orleans Dr, Eagle Lake, FL 33839
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  /52

  $345,000

  • 3 Beds
  • 2 Baths
  • 1,792 Sq Ft

  620 Jaxson Blvd, Winter Haven, FL 33880

  This well-maintained residence offers a functional split floor plan, ideal for both everyday living and entertaining. The open-concept kitchen and living area provide a bright, welcoming atmosphere. Step outside to a large, fully fenced backyard—perfect for family gatherings, pets, or future outdoor projects. Located within a secure gated community, you'll enjoy peace of mind and a sense of

  Marissa Hipp COLDWELL BANKER REALTY

  620 Jaxson Blvd, Winter Haven, FL 33880
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  /39

  $357,900

  • 4 Beds
  • 3 Baths
  • 2,332 Sq Ft

  292 Spirit Landings Cir, Winter Haven, FL 33880

  This better than new construction stunning 4-bedroom, 3-bathroom home is just 1 year young and beautifully maintained—ready for you to move right in! Step into a bright and spacious open-concept layout featuring luxury vinyl flooring throughout, soaring high ceilings, and a seamless flow between the living room and kitchen. The kitchen boasts elegant cabinetry, sleek countertops, and modern

  Marisol Rivera KELLER WILLIAMS LEGACY REALTY

  292 Spirit Landings Cir, Winter Haven, FL 33880
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  /16

  $409,000

  • 5 Beds
  • 3 Baths
  • 3,022 Sq Ft

  1393 Axel Cir, Winter Haven, FL 33880

  5-Bedrooms and 3-Baths located in desirable Pinnacle Point Community of Winter Haven, FL. This property is in quiet neighborhood with a lot of upgrades.The spacious kitchen offers sleek countertops. All floors covering with tile. A large master Bedroom and huge walk-in closet. Community has a low HOA and no CDD.

  Othner Stfleurose OSF REAL ESTATE SERVICE

  1393 Axel Cir, Winter Haven, FL 33880
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  /17

  $319,900

  • 3 Beds
  • 2 Baths
  • 1,984 Sq Ft

  2436 Avenue D SW, Winter Haven, FL 33880

  Welcome to your dream home! This stunning 3-bedroom, 2-bathroom residence, constructed in 2022, invites you to experience modern living at its finest. Boasting 1900 square feet of meticulously designed space, this newer home seamlessly blends comfort, style, and functionality. As you step inside, you'll be greeted by an expansive open floor plan that effortlessly connects the living, dining, and

  Tony Acosta CENTURY 21 MYERS REALTY

  2436 Avenue D SW, Winter Haven, FL 33880
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  /32

  $305,000

  • 3 Beds
  • 2 Baths
  • 1,821 Sq Ft

  1536 Axel Cir, Winter Haven, FL 33880

  SELLER CONCESSIONS AVAILABLE. Discover the perfect blend of comfort and style in this 2022 Valeria model by Casa Fresca, located in the desirable Pinnacle Point community of Winter Haven. This thoughtfully designed 4-bedroom, 2-bathroom home features an open-concept layout, ideal for modern living. The spacious kitchen offers sleek countertops, ample cabinetry, and quality stainless steele

  Ollie Green Fleur De Lis Luxe Realty

  1536 Axel Cir, Winter Haven, FL 33880
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  /48

  $315,000

  • 3 Beds
  • 2 Baths
  • 1,858 Sq Ft

  1548 Normandy Heights Blvd, Winter Haven, FL 33880

  Welcome to your dream home at 1548 Normandy Heights Boulevard, Winter Haven, FL 33880! This stunning 3-bedroom, 2-bathroom residence is located on a desirable corner lot in a serene neighborhood. With an attached 2-car garage, this property offers both convenience and style.Step inside to discover an inviting interior featuring high ceilings and ceiling fans, creating a bright and airy

  David Small KELLER WILLIAMS REALTY SMART 1

  1548 Normandy Heights Blvd, Winter Haven, FL 33880
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  /35

  $314,900 New Construction

  • 3 Beds
  • 2 Baths
  • 1,221 Sq Ft

  6625 Thornhill Rd, Winter Haven, FL 33880

  New Construction 3 Bedrooms 2 Baths built by the best builder in the area WCM Construction! This home is built with high quality kitchen and bathroom cabinetry, Level 3 Granite counters throughout kitchen and baths, high end appliances, beautiful wood grain tile throughout the entire home - no carpet or wood. Built with perfection, yet affordably priced! Check out the complete walk-thru video or

  Barry Macchione REMAX EXPERTS

  6625 Thornhill Rd, Winter Haven, FL 33880
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  /27

  $335,000

  • 4 Beds
  • 2 Baths
  • 1,904 Sq Ft

  286 Cove at Eagle Lake Cir, Eagle Lake, FL 33839

  Short Sale. SHORT SALE...TAKE ADVANTAGE OF THIS SHORT SALE!! Welcome to the community of Cove At Eagle Lake in beautiful Eagle Lake...This 2022 newer construction home offering 4 Bedrooms/2 Bathrooms with a spacious layout that maximizes space and natural light perfect for any lifestyle. Featuring a formal living room, modern kitchen design with Island and Breakfast Bar and large family room. The

  Cheryl Brewer COLDWELL BANKER REALTY

  286 Cove at Eagle Lake Cir, Eagle Lake, FL 33839
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  /50

  $140,000

  • 2 Beds
  • 2 Baths
  • 915 Sq Ft

  21 Key Ave W, Winter Haven, FL 33880

  Brand New 2025 2 Bed / 2 Bath Home in Beautiful Winter Haven across from Lake Shipp - Located in the desirable Shipp Reck Harbor community. This 2-bedroom / 2-bathroom is comfortable and spacious with modern finishes throughout, including No carpet, easy-to-maintain flooring. Step into an inviting and open living room where entertaining creates memorable moments. A separate eating area

  Linda Wilson Sunset Home Sales

  21 Key Ave W, Winter Haven, FL 33880
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  /16

  $225,000

  • 2 Beds
  • 1 Bath
  • 1,213 Sq Ft

  23 24th St SW, Winter Haven, FL 33880

  One or more photo(s) has been virtually staged. Welcome to this cozy two-bedroom, one-bathroom home in an excellent well established neighborhood located near Lake Howard. Featuring a spacious primary bedroom with a bay window, this house has a warm, inviting feel throughout, thanks to the hardwood floors that run across the living areas. Prepare to be wowed by the state-of-the-art stainless

  David Small KELLER WILLIAMS REALTY SMART 1

  23 24th St SW, Winter Haven, FL 33880
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  /22

  $49,000

  • 2 Beds
  • 1 Bath
  • 768 Sq Ft

  11 Henry Dr SW, Winter Haven, FL 33880

  Charming Home on Lake Shipp in Garden Mobile Village, with 2-Bedroom/1 bath, in a 55+ Community Homes in this community are on lot leased land in Winter Haven, Florida. Owning the home, but not the land, you pay a monthly lot rent of $462.00 which gives you and your guest access to the amenities of the community. Water, sewer & trash are included in the lot fee. Also, each home has a boat slip

  Bette Johnson Renee's Resales

  11 Henry Dr SW, Winter Haven, FL 33880
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  /5

  $130,000

  • Land
  • 0.26 Acre
  • $500,000 per Acre

  3130 - Lot 3 Spirit Lake Rd, Winter Haven, FL 33880

  LAKEFRONT LOT! This is one of 3 lots being sold as combined or individually. Lot 1-$120,000, Lot 2-$130,000 and Lot 3-$130,000. Buy all three at combined of $380,000 or by one. All three lots have water frontage. Spirit Lake is great for fishing and skiing. This location is short drive to downtown Winter Haven and close to the Polk Parkway for easy access to Tampa or Orlando.

  Mike Noonan SUNLINK REALTY LLC

  3130 - Lot 3 Spirit Lake Rd, Winter Haven, FL 33880
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  /5

  $130,000

  • Land
  • 0.25 Acre
  • $520,000 per Acre

  3130 - Lot 2 Spirit Lake Rd, Winter Haven, FL 33880

  LAKEFRONT LOT! This is one of 3 lots being sold as combined or individually. Lot 1-$120,000, Lot 2-$130,000 and Lot 3-$130,000. Buy all three at combined of $380,000 or by one. All three lots have water frontage. Spirit Lake is great for fishing and skiing. This location is short drive to downtown Winter Haven and close to the Polk Parkway for easy access to Tampa or Orlando.

  Mike Noonan SUNLINK REALTY LLC

  3130 - Lot 2 Spirit Lake Rd, Winter Haven, FL 33880
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  /5

  $120,000

  • Land
  • 0.49 Acre
  • $244,898 per Acre

  3130 - Lot 1 Spirit Lake Rd, Winter Haven, FL 33880

  LAKEFRONT LOT! This is one of 3 lots being sold as combined or individually. Lot 1-$120,000, Lot 2-$130,000 and Lot 3-$130,000. Buy all three at combined of $380,000 or by one. All three lots have water frontage. Spirit Lake is great for fishing and skiing. This location is short drive to downtown Winter Haven and close to the Polk Parkway for easy access to Tampa or Orlando.

  Mike Noonan SUNLINK REALTY LLC

  3130 - Lot 1 Spirit Lake Rd, Winter Haven, FL 33880
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  /16

  $295,000

  • 3 Beds
  • 2 Baths
  • 1,513 Sq Ft

  1037 Normandy Heights Cir, Winter Haven, FL 33880

  Charm and curb appeal abound for this Winter Haven home! Step inside into the inviting entry and into well-appointed living room, which is positioned at the center of the home. Through the dining room you'll find the kitchen, which boasts stainless steel appliances, hard surface countertops, and ample storage. Rounding out this ranch style floorplan is the primary suite, two secondary bedrooms,

  Blake Keathley EVERYSTATE INC.

  1037 Normandy Heights Cir, Winter Haven, FL 33880
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  /35

  $270,000

  • 3 Beds
  • 2 Baths
  • 1,420 Sq Ft

  1533 Wallace Manor Ave, Winter Haven, FL 33880

  Welcome to this beautiful 3-bedroom, 2-bath home nestled on a spacious corner lot at the end of a quiet cul-de-sac! Step inside to discover stunning tile flooring throughout and soaring high ceilings that create an open and airy atmosphere. The updated kitchen features modern appliances, perfect for everyday living and entertaining. Enjoy peace of mind with a brand-new roof scheduled to be

  Darren Moreno KELLER WILLIAMS REALTY SMART

  1533 Wallace Manor Ave, Winter Haven, FL 33880
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  /26

  $250,000

  • 3 Beds
  • 2 Baths
  • 1,176 Sq Ft

  985 Whisper Lake Dr, Winter Haven, FL 33880

  Welcome to this inviting 3-bedroom, 2-bath home nestled on Whisper Lake Drive in Winter Haven. This well-kept two-story residence offers a cozy, thoughtful layout with a split floorplan designed for everyday comfort and convenience.Step inside to soaring ceilings and a classic wood-burning fireplace that anchors the spacious living area. The kitchen connects easily to the dining space,

  Ashley Parkinson KELLER WILLIAMS REALTY SMART 1

  985 Whisper Lake Dr, Winter Haven, FL 33880
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  /33

  $267,000

  • 3 Beds
  • 2 Baths
  • 1,129 Sq Ft

  912 Whisper Lake Dr, Winter Haven, FL 33880

  This charming 3 bedroom, 2 bath home is located in a low HOA neighborhood conveniently located near schools, shopping, dining, and major roadways. Built in 1991, the home features a floor plan with a spacious living area that flows into a dining space and kitchen- perfect for everyday living or casual entertaining. Step outside to a screened-in back porch where you can relax and enjoy the

  Suzanna Rudd KELLER WILLIAMS REALTY SMART 1

  912 Whisper Lake Dr, Winter Haven, FL 33880
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  /55

  $499,500

  • 3 Beds
  • 2 Baths
  • 1,719 Sq Ft

  5946 Old Bartow Eagle Lake Rd, Winter Haven, FL 33880

  **WATERFRONT RETREAT ON MILLSITE LAKE – 3+ ACRES, 499’ LAKEFRONT, 300’ ROAD FRONTAGE****NO HOA – BRING YOUR RV, BOAT, & BIG DREAMS!**Escape to peaceful, private lakefront living on beautiful Millsite Lake! Nestled on over 3 acres with 499 feet of lake frontage and 300 feet of road frontage, this one-of-a-kind property is perfect for nature lovers, hobbyists, boaters, fishing and those

  Dawn Flagg KLINE REAL ESTATE SERVICES

  5946 Old Bartow Eagle Lake Rd, Winter Haven, FL 33880
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  /29

  $265,000

  • 3 Beds
  • 2 Baths
  • 1,214 Sq Ft

  146 Brad Cir, Winter Haven, FL 33880

  Nestled in the desirable Eagle Heights community, this well-kept 3-bedroom, 2-bathroom home offers both comfort and functionality. Featuring a sought-after open floor plan, the spacious living and dining areas flow seamlessly into a roomy eat-in kitchen—perfect for everyday living and entertaining. With no HOA or CDD fees, this home is move-in ready and full of value.A raised breakfast

  Xiaobo Zhang CENTURY 21 CARIOTI

  146 Brad Cir, Winter Haven, FL 33880
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  /43

  $725,000

  • 4 Beds
  • 2.5 Baths
  • 2,643 Sq Ft

  475 Archaic Dr, Winter Haven, FL 33880

  Welcome to your perfect sanctuary in the heart of Central Florida! With a freshly repainted exterior, this one-level home offers rare and breathtaking lake views and is ideally located in a desirable cul-de-sac. With 4 spacious bedrooms, 2.5 bathrooms, and an impressive range of high-end upgrades, this residence seamlessly combines comfort, style, and convenience. Upon entering, you’ll

  David Small KELLER WILLIAMS REALTY SMART 1

  475 Archaic Dr, Winter Haven, FL 33880
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  /51

  $579,000

  • 3 Beds
  • 3 Baths
  • 2,196 Sq Ft

  18 Aqualane Dr, Winter Haven, FL 33880

  Wake up to breathtaking morning sunrises over Eagle Lake from this stunning waterfront retreat. Tucked away on a peaceful dead-end street, this beautifully positioned home offers the perfect blend of privacy and lifestyle with NO HOA! Enjoy your own backyard oasis with a private pool and expansive outdoor space on a huge lot — perfect for entertaining, relaxing, or adding future features.

  Kylie Berry BERRY REALTY & APPRAISAL SERVICES PA

  18 Aqualane Dr, Winter Haven, FL 33880
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  /29

  $99,999

  • 2 Beds
  • 2 Baths

  16 Henry Dr SW, Winter Haven, FL 33880

  Spacious Lakeside Retreat in Stunning Winter Haven - Cozy Comfort Meets Peaceful Waterfront Living! Homes in this community are on lot leased land in Winter Haven, Florida. Owning the home, but not the land, you pay a monthly lot rent of $462.00 which gives you and your guest access to the amenities of the community. Water, Sewer & trash are included in the lot fee. Also, each home has a boat

  Bette Johnson Renee's Resales

  16 Henry Dr SW, Winter Haven, FL 33880
• 

  

  /11

  $224,900

  • 3 Beds
  • 2 Baths
  • 1,167 Sq Ft

  141 Varner Dr SW, Winter Haven, FL 33880

  NO HOA!!! This cozy 3 bedroom 2 bath home is nestled on a quiet dead end street is conveniently located with quick access to all the amenities Winter Haven has to offer. The 39 foot screen porch and large shaded fenced yard provides ample space for outdoor living. Freshly painted interior, New kitchen cabinets with granite countertops, tile flooring throughout and a $9000 roof replacement

  Tracey Hayes REALTY ONE OF KISSIMMEE, INC

  141 Varner Dr SW, Winter Haven, FL 33880
• 

  

  /42

  $169,900

  • 2 Beds
  • 2 Baths
  • 1,456 Sq Ft

  451 Village Cir SW, Winter Haven, FL 33880

  Well-maintained 2 bed, 2 bath home with stylish luxury vinyl plank flooring throughout. Enjoy a spacious screened-in lanai, two large storage sheds, and a $55/mo HOA that includes access to a sparkling pool and amenities. You own the land. Trailer/RV storage available (limited, first-come). Ideal for full-time living or a seasonal retreat. Community is perfectly located in Winter Haven Florida

  Carolyn Christian DALTON WADE INC

  451 Village Cir SW, Winter Haven, FL 33880
• 

  

  /42

  $679,000

  • 3 Beds
  • 3 Baths
  • 2,018 Sq Ft

  21 Lake Ave, Winter Haven, FL 33880

  Wake up to glorious sunrises over the water with this fully renovated 3-bedroom, 3-bath home nestled on an expansive lot along the pristine shores of Eagle Lake. With modern updates throughout and plenty of outdoor space, this property offers the perfect blend of comfort, privacy, and natural beauty. The open, sun-filled floor plan is designed to maximize natural light and showcase

  Kylie Berry BERRY REALTY & APPRAISAL SERVICES PA

  21 Lake Ave, Winter Haven, FL 33880
• 

  

  /7

  $729,999

  • Land
  • 2.73 Acres
  • $267,399 per Acre

  535 Crosstower Dr, Winter Haven, FL 33880

  Please note, seller has lowered the price several times and are now firm at the listing price. This beautiful 2.73 acre property in the Winter Haven community provides you with a great location, lots of space and paved roads. This lot appears to have access to some utilities for a quick and easy build. Don't miss out on what could be your new forever home. The buyer will be responsible to confirm

  Zach Hilferding NEW ALLIANCE GROUP REALTY

  535 Crosstower Dr, Winter Haven, FL 33880
• 

  

  /25

  $20,000

  • 2 Beds
  • 2 Baths
  • 672 Sq Ft

  158 Jay Dr, Winter Haven, FL 33880

  55 plus Active Community with a calendar of events each month with planned social events and other community amenities. Heated pool, Shuffleboard, Horseshoes, access to a library, and clubhouse. Just minutes away from Downtown Winter Haven, you have easy access to a variety of shopping, restaurants, medical centers, and more! Park application is $35 per person. Subleasing allowed- NO Airbnb, RV,

  Chris Branton Four Star Homes, Inc.

  158 Jay Dr, Winter Haven, FL 33880
• 

  

  /40

  $299,900

  • 3 Beds
  • 2 Baths
  • 1,499 Sq Ft

  1129 Bowline St, Winter Haven, FL 33880

  ***$10k PRICE REDUCTION***Welcome to 1129 Bowline Street – a beautifully maintained home nestled in a quiet and desirable GATED neighborhood in Winter Haven. This inviting residence offers the perfect blend of comfort, functionality, and Florida charm. Whether you’re a first-time homebuyer, growing family, or looking to downsize, this property is sure to impress. Step inside to discover a

  Matt Mesimer KELLER WILLIAMS REALTY SMART 1

  1129 Bowline St, Winter Haven, FL 33880

Showing Results 1 - 40, Page 1 of 2

Why Live in Southwest Winter Haven

Southwest Winter Haven in Eagle Lake, Florida, combines rural charm with modern conveniences, making it an appealing area for those seeking a balance between tranquility and accessibility. The neighborhood features a mix of new planned developments and established ranch-style homes, with lakefront properties offering private docks and diverse architectural styles, including midcentury-modern and multi-level homes. Residents enjoy a variety of lakefront activities such as boating, fishing, and water skiing, particularly around the 640-acre Eagle Lake, which includes a large park with a swimming beach. Smaller lakes like Sears, Grassy, and Deer provide additional recreational options. Off the water, Lake Shipp Park and Eagle Lake Ball Park offer athletic amenities, including baseball and soccer fields. Dining options in the area feature local favorites like Blackburn’s BBQ and Harborside at Lake Shipp, while downtown Winter Haven boasts upscale restaurants such as Nutwood and Arabellas. Cultural attractions include Theatre Winter Haven and Gram Parsons Derry Down. The neighborhood is safer than the national average, providing a sense of security for residents. Commuters benefit from proximity to major thoroughfares like U.S. Route 17, Florida State Road 655, and Florida State Road 540, with public transportation provided by Citrus Connection. Lakeland is a 15-mile drive, and both Tampa and Orlando international airports are about 50 miles away. Community events like Santa’s House by the Bigda’s and the Patriotic Celebration at Eagle Lake Park foster a strong sense of local engagement.

Learn more about living in Southwest Winter Haven

Frequently Asked Questions

Is Southwest Winter Haven a good place to live?

Southwest Winter Haven is a good place to live. Southwest Winter Haven is considered very car-dependent and somewhat bikeable. Southwest Winter Haven is a suburban neighborhood. Southwest Winter Haven has 6 parks for recreational activities. It is sparse in population with 2.6 people per acre and a median age of 39. The average household income is $70,183 which is below the national average. College graduates make up 11.7% of residents. A majority of residents in Southwest Winter Haven are home owners, with 31.4% of residents renting and 68.6% of residents owning their home. A local real estate agent serving Southwest Winter Haven can help you decide if this neighborhood is the right one for you. Learn more on our Southwest Winter Haven neighborhood guide.

How much do you need to make to afford a house in Southwest Winter Haven?

The median home price in Southwest Winter Haven is $617,000. If you put a 20% down payment of $123,400 and had a 30-year fixed mortgage with an interest rate of 6.72%, your estimated principal and interest payment would be $3,190 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $137K a year to afford the median home price in Southwest Winter Haven. The average household income in Southwest Winter Haven is $70K.

What are the best public schools in Southwest Winter Haven?

The best public schools that serve Southwest Winter Haven are:

• Bartow Senior High School has an A- Niche grade, a student teacher ratio of 19:1 and an average review score of 3.6.
• Union Academy has a B+ Niche grade, a student teacher ratio of 20:1 and an average review score of 3.7.
• Frank E. Brigham Academy has a B+ Niche grade and a student teacher ratio of 18:1.

What are the best private schools in Southwest Winter Haven?

The best private schools that serve Southwest Winter Haven are:

• St Joseph Catholic School has an A+ Niche grade, a student teacher ratio of 16:1 and an average review score of 5.0.
• All Saints Academy has an A+ Niche grade, a student teacher ratio of 11:1 and an average review score of 4.1.
• Oasis Christian Academy has a C+ Niche grade, a student teacher ratio of 10:1 and an average review score of 4.1.

What are the most popular zip codes in Southwest Winter Haven, Eagle Lake, FL?

The most popular zip codes in Southwest Winter Haven, Eagle Lake, FL include 33839, 33880, 33884, 33830 and 33881.

What are the most popular neighborhoods near Southwest Winter Haven, Eagle Lake, FL?

The most popular neighborhoods near Southwest Winter Haven, Eagle Lake, FL are Downtown Winter Haven, Sun Ridge, Jan Phyl Village, Inwood and Poinsettia Park.

Home Trends in Southwest Winter Haven, FL

On average, homes in Southwest Winter Haven, Eagle Lake sell after 60 days on the market compared to the national average of 70 days. The median sale price for homes in Southwest Winter Haven, Eagle Lake over the last 12 months is $448,900, up 11% from the median home sale price over the previous 12 months.

Housing Trends

Median Sale Price

$448,900

Median Single Family Sale Price

$617,000

Median Townhouse Sale Price

$345,440

Median 2 Bedroom Sale Price

$799,900

Average Price Per Sq Ft

$380

Number of Homes for Sale

7

Last 12 months Home Sales

26

Months of Supply

3.20

Median List Price

$617,000

Median Change From 1st List Price

0%

Median Home Sale Price YoY Change

11%