Southeast Winterhaven Homes for Sale

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  $332,000

  • 3 Beds
  • 2 Baths
  • 1,535 Sq Ft

  356 Sterling Dr, Winter Haven, FL 33884

  Clean, clean, clean. Welcome to 356 Sterling Drive — a meticulously maintained 3-bedroom, 2-bath pool home that truly shows like a model. Pride of ownership is evident from the moment you arrive, where outstanding curb appeal showcases fresh exterior paint, hurricane-rated double-pane windows and sliding doors, lush landscaping, and a welcoming front lawn.This move-in ready residence offers

  Michael Stone THE STONES REAL ESTATE FIRM

  356 Sterling Dr, Winter Haven, FL 33884
• 

  Price To Be Determined New Construction

  • 3 Beds
  • 2 Baths
  • 1,415 Sq Ft

  Plan 1415 at VillaMar - Villamar, Winter Haven, FL 33884

  Adams Homes Builder

  836 Vienna Dr Unit 36466636, Winter Haven, FL 33884
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  /28

  $159,999

  • 2 Beds
  • 2 Baths
  • 930 Sq Ft

  7904 Waterview Way Unit 7904, Winter Haven, FL 33884

  Welcome to resort-style living in the highly sought-after gated waterfront community of Winterset, where convenience meets comfort in this charming 2-bedroom, 2-bathroom downstairs condo. Step inside to discover a spacious living and dining room combo that creates an inviting atmosphere for relaxation and entertaining. The well appointed kitchen features stainless steel appliances and a

  David Small KELLER WILLIAMS REALTY SMART 1

  7904 Waterview Way Unit 7904, Winter Haven, FL 33884
• 

  Price To Be Determined New Construction

  • 4 Beds
  • 2 Baths
  • 1,820 Sq Ft

  Plan 1820 at VillaMar - Villamar, Winter Haven, FL 33884

  Adams Homes Builder

  836 Vienna Dr Unit 36445791, Winter Haven, FL 33884
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  /3

  $341,714 New Construction

  • 4 Beds
  • 2 Baths
  • 2,168 Sq Ft

  212 Rivermill Way, Lake Wales, FL 33853

  This exquisite, single-story home showcases durable 30-year roofing shingles. Inside, discover an open floor plan with tile flooring and a spacious great room that boasts vaulted ceilings. Enjoy the convenience of a dedicated laundry room. The kitchen is equipped with 36-in. upper cabinets, granite countertops, an island, a Moen stainless steel faucet, a Kohler stainless steel sink and Whirlpool

  KB Home Builder

  212 Rivermill Way, Lake Wales, FL 33853
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  $369,900

  • 2 Beds
  • 2 Baths
  • 2,354 Sq Ft

  5352 Nicklaus Dr, Winter Haven, FL 33884

  STUNNING ENTERTAINER’S RETREAT IN PREMIER LAKE ASHTON! Experience the pinnacle of Florida resort living in this meticulously maintained residence, where soaring high ceilings create an expansive, airy atmosphere from the moment you step inside. Designed for those who love to host, the heart of this home is a professionally expanded and fully enclosed Florida Room, seamlessly integrated into the

  David Fleming BHHS FLORIDA PROPERTIES GROUP

  5352 Nicklaus Dr, Winter Haven, FL 33884
• 

  $326,848 New Construction

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

  638 Meadows Edge Place, Lake Wales, FL 33853

  This charming, single-story home showcases an open floor plan with tile flooring and a spacious great room that boasts volume ceilings. Enjoy the convenience of a dedicated laundry room. The kitchen is equipped with an island, Silestone countertops in Blanco Maple, a Moen black matte faucet, a Kohler stainless steel sink, Whirlpool stainless steel appliances and 36-in. upper cabinets with matte

  KB Home Builder

  638 Meadows Edge Place, Lake Wales, FL 33853
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  /13

  $275,490 New Construction

  • 3 Beds
  • 2 Baths
  • 1,429 Sq Ft

  Belmont Plan at Peace Creek Reserve - Manor Key Collection, Winter Haven, FL 33884

  This new home is laid out on a single level for low maintenance living. Two secondary bedrooms share a bathroom in the hall at the front of the home, while the owner’s suite is tucked into the back corner with an attached bathroom and walk-in closet. Down the foyer is the open-concept living area, which includes a fully equipped kitchen, an intimate dining room and family room with patio access.

  Lennar Builder

  1108 Tyler Loop Unit 36037860, Winter Haven, FL 33884
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  $335,000

  • 3 Beds
  • 2 Baths
  • 2,011 Sq Ft

  5264 Green Dr, Winter Haven, FL 33884

  5264 Green Drive Winter Haven, Florida is a 3 Bedroom/2 Bath Provence floor plan located in Lake Ashton, a gated and guarded 55+ community with resort style amenities and activities. This spacious and split floor plan home offers a Formal Dining Area, Living Room, Primary Suite, Guest Bedroom and Bedroom 3 is a Flex Room that could be an Office or additional Entertainment area. There is a closet

  Lori Raath LAKE ASHTON REALTY INC.

  5264 Green Dr, Winter Haven, FL 33884
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  /28

  $333,900 New Construction

  • 3 Beds
  • 2.5 Baths
  • 2,029 Sq Ft

  Shelby II Plan at VillaMar, Winter Haven, FL 33884

  Welcome home to the Shelby II by Highland Homes! This sunny, spacious, open-layout home features large bedrooms, a beautifully designed kitchen, and desirable outdoor living space! The Shelby II features: A sunny kitchen with a large counter-height island, walk-in pantry, and adjacent dining cafe. 4 bedrooms standard, with options for 3 bedrooms plus an open or French-door enclosed den. A

  Highland Homes Builder

  521 Vittorio Dr Unit 39843382, Winter Haven, FL 33884
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  /38

  $358,500

  • 4 Beds
  • 3 Baths
  • 2,257 Sq Ft

  896 Vienna Dr, Winter Haven, FL 33884

  PRICE ADJUSTMENT LOWERED BY $11,500...YOU DON'T WANT TO MISS THIS OPPORTUNIY!!!LOOK AT THIS AMAZING MOVE IN READY HOME. Owner is ready to sell! This beautiful high-end Adams built home is located in SE Winter Haven. It is a stunning one story 4/3 move in ready home that was built in April 2022, less than a year old! When you enter the home, you will feel the magnitude of the open floor plan with

  Sherry Sapp COLDWELL BANKER REALTY

  896 Vienna Dr, Winter Haven, FL 33884
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  /18

  $290,490 New Construction

  • 4 Beds
  • 2.5 Baths
  • 1,880 Sq Ft

  Columbus Plan at Peace Creek Reserve - Manor Key Collection, Winter Haven, FL 33884

  This expansive two-story home boasts a well-designed layout, featuring a first floor dedicated to shared living and entertaining. The open concept design seamlessly connects the kitchen, dining room and family room, with a patio extending the interior space outdoors. Upstairs, a spacious loft separates the three secondary bedrooms from the serene owner's suite. Completing the home is a convenient

  Lennar Builder

  1108 Tyler Loop Unit 36037861, Winter Haven, FL 33884
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  /45

  $294,500

  • 2 Beds
  • 2 Baths
  • 1,530 Sq Ft

  4063 Birkdale Dr, Lake Wales, FL 33859

  Welcome to this beautiful home in the sought-after 55+ community of Lake Ashton Golf in Lake Wales! NEW ROOF INSTALLED AUGUST 2025. This vibrant community offers a wealth of amenities, including two 18-hole golf courses, tennis courts, a sparkling pool, shuffleboard courts, and much more. The impressive clubhouse features a ballroom, theater, restaurants, fitness center, media room, bowling

  Anthony Medina KELLER WILLIAMS REALTY SMART 1

  4063 Birkdale Dr, Lake Wales, FL 33859
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  $280,000

  • 2 Beds
  • 2 Baths
  • 1,688 Sq Ft

  4115 Aberdeen Ln, Lake Wales, FL 33859

  Discover Florida living at its finest in Lake Ashton, a Florida gated 55+ community. Offering Exceptional Value, 4115 Aberdeen Lane Lake Wales, Fl. 33859 is a 2 Bedroom/2 Bath home with an Office. This Move-In Ready Hemingway floor plan with manicured lawn offers 1,688 Sq.Ft. of spacious living area. The Office offers flexibility; it could could function as a Guest Room, TV Room or Craft Room.

  Lori Raath LAKE ASHTON REALTY INC.

  4115 Aberdeen Ln, Lake Wales, FL 33859
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  /5

  $1,350,000

  • Land
  • 8.01 Acres
  • $168,539 per Acre

  1030 Chalet Suzanne Rd, Lake Wales, FL 33859

  COMMERCIAL SITE READY FOR DEVELOPMENT...Existing building could have potential for remodel or demolished for new development. Located in growing area of Lake Wales with multi use allowed. Just off of Highway 27 and on North side of Chalet Suzanne Road from Eagle Ridge Mall. Don't miss this opportunity to secure this prime real estate. Call today for viewing appointment.

  Vicky Holloway LEGACY REAL ESTATE CENTER INC

  1030 Chalet Suzanne Rd, Lake Wales, FL 33859
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  $299,990 New Construction

  • 4 Beds
  • 3 Baths
  • 1,988 Sq Ft

  Hibiscus Plan at VillaMar - Signature Series, Winter Haven, FL 33884

  Open floor plan creates a unified living space with a large great room that overlooks the kitchen and dining area. The primary suite is tucked in the rear of the home offering plenty of privacy and features a spacious walk-in closet and shower.

  Meritage Homes Builder

  3745 Giorgio Dr Unit 37076787, Winter Haven, FL 33884
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  /30

  $242,990 New Construction

  • 3 Beds
  • 2.5 Baths
  • 1,464 Sq Ft

  4607 Linda Dr, Lake Wales, FL 33859

  The property is located at 4607 Linda Drive LAKE WALES FL 33859 priced at 232990, the square foot and stories are 1464, 2.The number of bath is 2, halfbath is 1 there are 3 bedrooms and 1 garages. For more details please, call or email.

  D.R. Horton Builder

  4607 Linda Dr, Lake Wales, FL 33859
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  $292,490 New Construction

  • 3 Beds
  • 2 Baths
  • 1,672 Sq Ft

  ARIA Plan at VillaMar, Winter Haven, FL 33884

  The Aria is one of our one-story floorplans featured in Villamar in Winter Haven, Florida. With multiple exteriors to choose from, the Aria is a popular home. Inside this 3-bedroom, 2-bathroom home, you’ll find 1,672 square feet of comfortable living. This all-concrete block constructed, one-story layout optimizes living space with an open concept kitchen overlooking the living area, dining room,

  D.R. Horton Builder

  3744 Giorgio Dr Unit 36202850, Winter Haven, FL 33884
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  /10

  $28,000

  • 2 Beds
  • 1 Bath
  • 411 Sq Ft

  5137 N Scene Hwy Unit C9, Lake Wales, FL 33898

  Welcome to this charming 2 bedroom, 1 bathroom manufactured home located in a family friendly community in Lake Wales with low lot rent. This home is move in ready and perfect for a first time buyer, small family, or anyone looking for an affordable and comfortable place to call home. The home features new flooring throughout, a fully renovated bathroom, and a brand new kitchen that comes

  Maria Orozco Four Star Homes, Inc.

  5137 N Scene Hwy Unit C9, Lake Wales, FL 33898
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  /27

  $267,618 New Construction

  • 3 Beds
  • 2 Baths
  • 1,407 Sq Ft

  4093 Penelope Ave, Lake Wales, FL 33859

  Want a move-in-ready home with quartz countertops, high ceilings, a covered lanai, and smart home technology — plus community amenities the whole family will love? Step into the Auburndale floor plan at Annabelle Estates by Dream Finders Homes, Builder of the Year. Imagine cooking in your modern kitchen with 42-inch cabinets, relaxing in your spacious living room with soaring ceilings, or

  Dream Finders Homes Builder

  4093 Penelope Ave, Lake Wales, FL 33859
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  /65

  $445,000

  • 3 Beds
  • 2 Baths
  • 2,354 Sq Ft

  4048 Phoenician Way, Winter Haven, FL 33884

  Lake Ashton is a 55+ golf community with all the amenities you could ask for including movie theatre, bowling alley, pickle ball, tennis, bocce, fitness centers, two clubhouses and so much more! This highly upgraded 3-bedroom, St John floor plan home is breathtaking! Once inside the elegant beveled double French glass door entry you will be amazed at the impeccably executed home finish. Such as,

  Armando Perez HEROES REAL ESTATE GROUP LLC

  4048 Phoenician Way, Winter Haven, FL 33884
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  /70

  $359,000

  • 3 Beds
  • 2 Baths
  • 2,295 Sq Ft

  4080 Sable Loop Dr, Lake Wales, FL 33859

  CDD DEBT PAID IN FULL! 4080 Sable Loop Drive Lake Wales, Florida 33859 is a modified BISCAYNE home located in the Palms of Lake Ashton. It's positioned on an oversized corner lot and features 3 spacious bedrooms (Bed 3 is currently used as an Office), 2 luxurious bathrooms and a 3rd Car Garage Entry with a widened driveway, all thoughtfully designed to cater to your lifestyle needs. Step inside

  Lori Raath LAKE ASHTON REALTY INC.

  4080 Sable Loop Dr, Lake Wales, FL 33859
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  /46

  $297,000

  • 4 Beds
  • 2 Baths
  • 1,851 Sq Ft

  1596 Leamington Ln, Winter Haven, FL 33884

  Short Sale. Motivated Sellers- Listing reflects appraisal price for Short Sale - Price is negotiable, requires bank approval - Located in the growing Villa Mar community, this Cali floor plan offers 1,828 square feet of modern comfort in a location that blends resort-style amenities with everyday convenience. Residents enjoy a sparkling pool with a second on the way, a playground, and a planned

  Christian Clay DALTON WADE INC

  1596 Leamington Ln, Winter Haven, FL 33884
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  /16

  $275,900 New Construction

  • 3 Beds
  • 2 Baths
  • 1,358 Sq Ft

  Aurora Plan at VillaMar, Winter Haven, FL 33884

  Introducing the Aurora by Highland Homes, featuring desirable details from the Craftsman-style exterior through the inviting interior! The Aurora features: A bright, open living area including a gathering room and kitchen with a pantry and eating space at the breakfast bar, under an airy volume ceiling. An owner's suite with volume ceilings, two wardrobe closets, a linen closet, and a private

  Highland Homes Builder

  521 Vittorio Dr Unit 37315717, Winter Haven, FL 33884
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  $265,983 New Construction

  • 3 Beds
  • 2.5 Baths
  • 1,685 Sq Ft

  379 Sequoia Dr, Lake Wales, FL 33853

  Don t miss out on this wonderful opportunity. This lovely, two-story home boasts an open floor plan with tile flooring and an expansive great room. The modern kitchen features granite countertops, a breakfast bar, pantry, Moen faucet, Whirlpool stainless steel appliances and 36-in. upper cabinets with hardware. Upstairs, enjoy the convenience of a dedicated laundry room space. The two secondary

  KB Home Builder

  379 Sequoia Dr, Lake Wales, FL 33853
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  /19

  $339,999 New Construction

  • 4 Beds
  • 3 Baths
  • 2,077 Sq Ft

  5163 Kinsley Dr, Winter Haven, FL 33859

  This thoughtfully designed Slate home opens with two bedrooms flanking a full hall bath. Beyond the entry, you'll find an open layout with a dining nook, a great room with access to an inviting covered patio, and a kitchen with a center island, walk-in pantry and abundant cabinetry. The owner's suite is nearby, offering a generous walk-in closet and a private bath with optional dual sinks, a

  Richmond American Homes Builder

  5163 Kinsley Dr, Winter Haven, FL 33859
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  /30

  $283,990 New Construction

  • 4 Beds
  • 2 Baths
  • 1,665 Sq Ft

  4032 Giorgio Dr, Winter Haven, FL 33884

  Under Construction. This BEATIFUL HARPER Model home is located in the quaint town of Winter Haven. Ski capital & home of LEGOLAND. The NEWLY UPDATED HARPER has 4 bedrooms, 2baths & a 2-car garage - 1665 Sq Ft. This new model has an open floor plan with a spacious GREAT room off the kitchen to entertain & enjoy the company of your guests. You will love the split floor plan with beautiful &

  Paul King DR HORTON REALTY OF CENTRAL FLORIDA LLC

  4032 Giorgio Dr, Winter Haven, FL 33884
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  /99

  $700,000

  • 7 Beds
  • 4 Baths
  • 2,170 Sq Ft

  863 C F Kinney Rd, Lake Wales, FL 33859

  RARE FIND – TWO SINGLE-FAMILY HOMES ON OVER AN ACRE! This unique property in Lake Wales offers the perfect setup for a large multi-generational family, in-law suite, or an excellent income-producing rental opportunity. The fully fenced lot is dotted with fruit trees and provides privacy and space to enjoy. (Home in front (4/2) is now going completely repainted and carpets cleaned)The main

  Victoria Escobar KELLER WILLIAMS SUBURBAN TAMPA

  863 C F Kinney Rd, Lake Wales, FL 33859
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  /35

  $359,000

  • 3 Beds
  • 2 Baths
  • 1,833 Sq Ft

  5337 Hogan Ln, Winter Haven, FL 33884

  Welcome to the luxurious 55+ golf course community of Lake Ashton! The home is the Biscayne floor plan, consisting of 3 bedrooms and 2 baths and a 2 car garage. The home and garage are accessible with electronic entry for ease. This home has been a winter retreat and only lived in a few months per year. Beautifully installed ceramic tile throughout and carpet in the bedrooms with 9' ceilings

  Nicholas Costello KEYS TO THE BAY REAL ESTATE

  5337 Hogan Ln, Winter Haven, FL 33884
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  /8

  $242,896 New Construction

  • 3 Beds
  • 2.5 Baths
  • 1,463 Sq Ft

  399 Sequoia Dr, Lake Wales, FL 33853

  This lovely, two-story home showcases an open floor plan with stylish tile flooring and a spacious great room. The kitchen is equipped with 36-in. upper cabinets, granite countertops, a breakfast bar, pantry, a sleek Moen® faucet and Whirlpool® stainless steel appliances. Upstairs, enjoy the convenience of a dedicated laundry room. The primary suite features a walk-in closet and connecting bath

  Tara Garkowski KELLER WILLIAMS ADVANTAGE REALTY

  399 Sequoia Dr, Lake Wales, FL 33853
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  /98

  $499,000

  • 3 Beds
  • 2 Baths
  • 2,255 Sq Ft

  4152 Dunmore Dr, Lake Wales, FL 33859

  LAKE WALES – GATED LAKE ASHTON GOLF CLUB 55+ RESORT WITH A FAIRWAY VIEW – HUGE CLASS A RV, BOAT, OR CLASSIC CAR STACKING GARAGE - Enjoy resort-style living in the highly sought-after, active adult community of Lake Ashton Golf Club. This impeccably maintained RV home is perfectly situated along the 18th fairway, offering picturesque golf course views and stunning sunsets. Conveniently located

  Amie Samuel-Hall CHARLES RUTENBERG REALTY INC

  4152 Dunmore Dr, Lake Wales, FL 33859
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  /9

  $242,990 New Construction

  • 3 Beds
  • 2 Baths
  • 1,500 Sq Ft

  Plan 1500 at Reserve at Forest Lake I - I, Lake Wales, FL 33859

  * Open kitchen overlooking great room * Walk-in closet at primary bedroom * Spacious secondary bedrooms * Primary bedroom at rear of home for added privacy * Stainless steel appliance package * Expansive great room * Open floor plan * ENERGY STAR certified home * 1-car garage * Spacious great room * Split-bedroom layout * Dedicated laundry room * Swimming pool * Cabana * Tot lot * Walking paths *

  KB Home Builder

  119 Cypress Knees Dr Unit 38703886, Lake Wales, FL 33859
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  /16

  $351,990 New Construction

  • 4 Beds
  • 2.5 Baths
  • 2,340 Sq Ft

  Marigold Plan at VillaMar - Signature Series, Winter Haven, FL 33884

  Entertain with ease in your spacious, new kitchen with adjoining dining and great room. Escape to the private primary suite to relax and unwind after a long day. Upstairs loft can be used to best fit your family's needs.

  Meritage Homes Builder

  3745 Giorgio Dr Unit 37076788, Winter Haven, FL 33884
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  /60

  $299,900

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

  3357 Grenville Dr, Winter Haven, FL 33884

  Welcome to resort-style living in the pristine and highly sought-after 55+ gated community of Traditions in Winter Haven, Florida. This beautifully maintained 3-bedroom, 2-bath residence offers the perfect blend of comfort, security, and the Florida lifestyle. From the moment you arrive, the oversized paver driveway and inviting curb appeal set the tone for what awaits inside. The thoughtfully

  Jessica Hancock-Batson THE STONES REAL ESTATE FIRM

  3357 Grenville Dr, Winter Haven, FL 33884
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  /22

  $364,999 New Construction

  • 5 Beds
  • 3 Baths
  • 2,800 Sq Ft

  5335 Mickey Ave, Lake Wales, FL 33859

  Discover this thoughtfully designed Moonstone home. Included features: an inviting covered entry; a quiet study; a spacious great room; a well-appointed kitchen offering 42 cabinets, quartz countertops, a walk-in pantry, a center island and an adjacent dining area; a convenient laundry; a lavish primary suite showcasing a generous walk-in closet and a deluxe bath with double sinks; an airy loft;

  Richmond American Homes Builder

  5335 Mickey Ave, Lake Wales, FL 33859
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  $245,990 New Construction

  • 4 Beds
  • 2 Baths
  • 1,560 Sq Ft

  1135 Amber Waves Ct, Lake Wales, FL 33859

  Under Construction. The Cameron is a thoughtfully designed one-story floorplan available in the beautiful Leoma's Landing community in Lake Wales, Florida. Homebuyers can choose from three modern exterior designs; each paired with a convenient one-car garage. This new construction home features 4 bedrooms, 2 bathrooms, and 1,560 square feet of open, comfortable living space. The open-concept

  Paul King DR HORTON REALTY OF CENTRAL FLORIDA LLC

  1135 Amber Waves Ct, Lake Wales, FL 33859
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  /15

  $346,500

  • 4 Beds
  • 2 Baths
  • 1,827 Sq Ft

  1138 Yumuri St, Winter Haven, FL 33884

  Beautiful property located in the Villamar PH 2 community. This home has so much to offer a 3 bedroom - 2 bath with an additional room to be use as a Den/office or simply a guest room. Enjoy cooking a meal while being able to conversate with your family and friends in this open floor plan, since you enter this cozy home, you fill the charm and brightness of this property. The backyard is perfect

  Mayra Santos SOUTHERN DUNES REALTY

  1138 Yumuri St, Winter Haven, FL 33884
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  /78

  $375,000

  • 4 Beds
  • 2 Baths
  • 1,749 Sq Ft

  4970 Mandolin Ct, Winter Haven, FL 33884

  Welcome to lakeside living in the Mandolin community! Inviting single story home with 4-bedrooms, 2-baths and scenic backyard water views. With 1,750 sq ft of well-planned living space, this home blends functionality and relaxation, starting with a bright entry and soaring cathedral ceilings that create an immediate sense of openness. The heart of the home is the spacious central kitchen,

  Daniel McIntee LPT REALTY, LLC

  4970 Mandolin Ct, Winter Haven, FL 33884
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  /41

  $225,000

  • 2 Beds
  • 2 Baths
  • 1,142 Sq Ft

  4177 Cannes Ave, Lake Wales, FL 33859

  This lovely 2-bedroom, 2-bath home is located in the desirable 55+ gated community of Chalet Estates on Lake Suzanne. Upon arrival, you’re welcomed by a charming covered entry featuring a glass storm door. Inside, the open-concept floor plan is ideal for entertaining, with a spacious living room enhanced by vaulted ceilings, plush wall-to-wall carpeting, and direct access to the bright and

  Eileen Belanger CENTURY 21 MYERS REALTY LAKE WALES

  4177 Cannes Ave, Lake Wales, FL 33859
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  /54

  $345,000

  • 2 Beds
  • 2 Baths
  • 1,677 Sq Ft

  5197 Pebble Beach Blvd, Winter Haven, FL 33884

  PRICE REDUCED $10,000.00.. MOTIVATED SELLER!!!Don't miss out on this opportunity to reside in a home located on the WEST golf course in Lake Ashton. This home is being sold FURNISHED; GOLF CART INCLUDED and WASHER/DRYER INCLUDED! This Callaway Floor plan with NEW A/C (December 2025) is a "Green" home with 2 Bedrooms, 2 Baths, Plus Office with over 1,660 sq. ft. of living space. Located on the

  Lori Raath LAKE ASHTON REALTY INC.

  5197 Pebble Beach Blvd, Winter Haven, FL 33884

Showing Results 81 - 120, Page 3 of 11