Winter Haven, FL Homes

• 

  

  

  /95

  $375,000

  • 3 Beds
  • 2 Baths
  • 2,043 Sq Ft

  4568 Back 9 Dr, Winter Haven, FL 33884

  You don’t want to miss out on this one-owner, three-bedroom, two-bath SEBASTIAN floor plan home that is filled with special features. The fully paid-off roof solar panel system designed to reduce the electric bill is topping the list. Upon arrival, the quality plantings, including palms, make great curb appeal. The landscaping is “watered” by an automatic irrigation system fed from a separate

  

  Michael Krigelski

  A+ REALTY LLC

  (863) 328-5528

  4568 Back 9 Dr, Winter Haven, FL 33884
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  /14

  $2,450 per month

  • 5 Beds
  • 3 Baths
  • 2,523 Sq Ft
  • House for Rent

  1404 Axel Cir, Winter Haven, FL 33880

  Spacious & Stylish 5-Bedroom Home for Rent in Winter Haven!Step into over 2,400 sq. ft. of beautifully designed living space in this 5-bedroom, 3-bathroom rental gem located in Winter Haven, FL. With an open-concept layout, this home offers both comfort and flexibility—perfect for families or anyone who loves to entertain. Downstairs features a convenient first-floor bedroom and full bath,

  

  Carlos DeJesus

  EXIT REALTY 4CORNERS

  (863) 343-1856

  1404 Axel Cir, Winter Haven, FL 33880
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  /2

  $275,000 Sold May 02, 2025

  • 1,422 Sq Ft
  • $193/SF
  • 37 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 2021

  650 Peyton Brooke Way, Winter Haven, FL 33881

  Beautiful 3-bedroom, 2-bathroom smart home with a split-floorplan located in Winter Haven's Lucerne Park awaits! This modern property offers convenience and comfort, with advanced smart home features. Move in ready condition, beautifully decorated, immaculately cared for with only one owner, his home is a new buyer's dream...simply bring our furniture and start making memories immediately. All

  Emily Nickley MARKET CONNECT REALTY LLC

  650 Peyton Brooke Way, Winter Haven, FL 33881
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  /27

  Est $233,699 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,385 Sq Ft

  2804 Attwater Loop, Winter Haven, FL 33884

  2804 Attwater Loop, Winter Haven, FL 33884
• 

  

  

  /28

  $87,000

  • 2 Beds
  • 2 Baths
  • 1,400 Sq Ft

  508 Century Dr, Winter Haven, FL 33881

  Rare gem, gorgeous 2 bedroom 2 bath, 1989 Homes of Merit, on beautiful golf course with a pond view. Renovated home with over 1400 sf, laminate flooring (2022) throughout, both bathrooms (2020), updated kitchen including granite counter tops (2018), screened patio (2021), windows surround the enclosed Fl room with mini split system to enjoy the golf course view and some of Florida's wildlife

  

  Cindy Minnick

  Sun Resales, Inc.

  (863) 473-7114

  508 Century Dr, Winter Haven, FL 33881
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  /32

  $1,550 per month

  • 2 Beds
  • 2 Baths
  • 1,073 Sq Ft
  • Condo for Rent

  513 Winter Terrace Unit 513, Winter Haven, FL 33881

  This fully remodeled unit boasts brand new vinyl plank flooring throughout, elegant granite countertops in both the kitchen and bathrooms, as well as updated mirrors and fixtures. The freshly painted interior complements the open great room, which seamlessly blends the living and dining areas. The galley kitchen is equipped with all appliances, including a washer and dryer, ample counter space,

  

  CarLee Marchetti

  STAR REALTY OF WINTER HAVEN

  (863) 722-1224

  513 Winter Terrace Unit 513, Winter Haven, FL 33881
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  /2

  $285,000 Sold May 02, 2025

  • 1,936 Sq Ft
  • $147/SF
  • 44 Days On Market

  • 4 Beds
  • 3 Baths
  • Built 2005

  3807 Mckinley Dr, Winter Haven, FL 33880

  Step into this beautifully renovated 2-story home where modern updates meet comfort and convenience! The kitchen is enhanced with brand new appliances, stylish cabinetry, sleek granite countertops and includes a spacious eat-in area. The kitchen also offers dual closet pantries and a convenient pass-through window opening to the great room, perfect for keeping an eye on activities while

  CarLee Marchetti STAR REALTY OF WINTER HAVEN

  3807 Mckinley Dr, Winter Haven, FL 33880
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  /17

  Est $174,192 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 816 Sq Ft

  262 Ware Ave NE, Winter Haven, FL 33881

  262 Ware Ave NE, Winter Haven, FL 33881
• 

  

  /21

  $130,000

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

  1776 6th St NW Unit 303, Winter Haven, FL 33881

  Improved Price!! All new window in the building...Price improvement...Seller ready to sell! Beautifully maintained 55+ condominium located in Lake Ridge Winter Haven. This is a gated community offering a tranquil living space. Conveniently located near hospitals, restaurants, shopping, entertainment and so much more. This home offers everything you need to live a true Floridian lifestyle.

  

  Brenda Brooks

  CENTURY 21 MYERS REALTY

  (863) 887-8367

  1776 6th St NW Unit 303, Winter Haven, FL 33881
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  /42

  $2,900 per month

  • 5 Beds
  • 3.5 Baths
  • 2,344 Sq Ft
  • House for Rent

  2281 Whitley Ln, Winter Haven, FL 33881

  This meticulously crafted, brand-new home is now available for rent. Step through the inviting double doors and be greeted by soaring ceilings, an abundance of natural light, and contemporary features that define luxurious living.At the heart of the home is a stunning kitchen, complete with brand-new appliances, sleek shaker cabinets, and elegant quartz countertops. The oversized island

  

  Sofia Naseem

  CHARLES RUTENBERG REALTY ORLANDO

  (863) 265-1123

  2281 Whitley Ln, Winter Haven, FL 33881
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  /2

  $265,000 Sold May 02, 2025

  • 1,233 Sq Ft
  • $215/SF
  • 127 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 2003

  267 Kings Pond Ave, Winter Haven, FL 33880

  NEW PRICE!! Welcome Home to the Florida Lifestyle with this priced right 3BR/2BA home located in a great Winter Haven neighborhood. For those looking for an affordable home, this is the one! This southwest Winter Haven home is close to the Polk Parkway making it easy to access Lakeland, Tampa and Orlando. This home's floorplan features a great room and a split bedroom plan. Home was freshly

  Steve Harvey REMAX EXPERTS

  267 Kings Pond Ave, Winter Haven, FL 33880
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  /32

  Est $288,060 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,993 Sq Ft

  1920 Bretton Ridge Dr, Winter Haven, FL 33884

  1920 Bretton Ridge Dr, Winter Haven, FL 33884
• 

  

  /31

  $87,900

  • 2 Beds
  • 2 Baths
  • 1,920 Sq Ft

  488 Putter Cir, Winter Haven, FL 33881

  Seller is serious about selling this lovely 1986 Palm Harbor home is approximately 1900 sf with a circular driveway in the perfect location across from the restaurant, clubhouse and pool. This completely furnished 2 bedroom 2 bath home has vinyl laminate floors in main living area and guest bathroom, carpet in both bedrooms and vinyl in the master bath. This has an open concept from kitchen,

  

  Cindy Minnick

  Sun Resales, Inc.

  (863) 302-2354

  488 Putter Cir, Winter Haven, FL 33881
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  /39

  $2,900 per month

  • 5 Beds
  • 3.5 Baths
  • 2,344 Sq Ft
  • House for Rent

  1334 Salisbury Dr, Winter Haven, FL 33881

  Welcome to 1334 Salisbury Dr.This meticulously crafted, brand-new home is now available for rent. Step through the inviting double doors and be greeted by soaring ceilings, an abundance of natural light, and contemporary features that define luxurious living.At the heart of the home is a stunning kitchen, complete with brand-new appliances, sleek shaker cabinets, and elegant quartz

  

  Sofia Naseem

  CHARLES RUTENBERG REALTY ORLANDO

  (863) 302-7596

  1334 Salisbury Dr, Winter Haven, FL 33881
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  /2

  $220,000 Sold May 02, 2025

  • 1,312 Sq Ft
  • $168/SF
  • 245 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 1995

  2310 Isle Royale Ct SE, Winter Haven, FL 33880

  Welcome to this meticulously updated townhome that blends modern comforts with prime convenience. This exquisite 3-bedroom, 2.5-bathroom home is designed to offer a relaxed, stylish lifestyle with thoughtful enhancements throughout. Through the charming screened portico entry, find gleaming hard floors that flow seamlessly through the open-concept living spaces—no carpet in sight. The heart of

  Kayly Malinas JOHN WOOD REALTY, INC.

  2310 Isle Royale Ct SE, Winter Haven, FL 33880
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  /26

  Est $333,271 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 2,224 Sq Ft

  5045 Brenton Manor Ave, Winter Haven, FL 33881

  5045 Brenton Manor Ave, Winter Haven, FL 33881
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  /100

  $299,500 Pending

  • 2 Beds
  • 2 Baths
  • 1,349 Sq Ft

  4505 Back Nine Dr, Winter Haven, FL 33884

  Under contract-accepting backup offers. THE CDD BOND IS FULLY PAID, a huge savings of nearly $9K! This exquisitely maintained 2 bedroom 2 bath CARIBBEAN floor plan home has been "snowbird" owned by the same individual since construction. In addition, this home is located on a premium oversized pie shaped lot that backs up to a pond! The curb appeal is enhanced by the quality landscaping that

  

  Michael Krigelski

  A+ REALTY LLC

  (863) 343-1842

  4505 Back Nine Dr, Winter Haven, FL 33884
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  /39

  $2,800 per month

  • 4 Beds
  • 3 Baths
  • 2,223 Sq Ft
  • House for Rent

  1206 Michelangelo Ln, Winter Haven, FL 33884

  Discover your dream home at 1206 Michelangelo Lane, situated in the exclusive Estates of Lake Florence community. This recently built Arbor model has been meticulously maintained and showcases a blend of luxury and comfort. Inside, you'll find elegant Stone Gray cabinets, stunning quartz countertops, a designer kitchen backsplash, and luxury vinyl plank flooring throughout the main living areas.

  

  Lucas DeSouza

  DELUCA REAL ESTATE SERVICES CORP

  (863) 208-9019

  1206 Michelangelo Ln, Winter Haven, FL 33884
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  /2

  $260,000 Sold May 01, 2025

  • 1,511 Sq Ft
  • $172/SF
  • 3 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1977

  1023 Mockingbird Cir, Winter Haven, FL 33884

  This charming 3-bedroom, 2-bathroom home offers both comfort and style with a nearly new roof (just 1.5 years old) and updated floors that are only 5 years old. The spacious interior is bright and inviting, perfect for family living. Outside, you'll find a beautiful shaded backyard, ideal for relaxing or entertaining, with a slight view of a peaceful pond, adding to the serene atmosphere. Whether

  Bridget Franklin MARK SPAIN REAL ESTATE

  1023 Mockingbird Cir, Winter Haven, FL 33884
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  /45

  Est $351,979 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,873 Sq Ft

  3655 Plymouth Dr, Winter Haven, FL 33884

  3655 Plymouth Dr, Winter Haven, FL 33884
• 

  

  /30

  $229,900 Pending

  • 2 Beds
  • 1 Bath
  • 592 Sq Ft

  3128 Spirit Lake Rd, Winter Haven, FL 33880

  Price Drop!! Private Lake with a gorgeous view where Skiing is Allowed!! This One bedroom One bathroom home is perfect for enjoying Lake Life. This .44 acre property has room for your boat and RV. This property is less than a mile to the Publix at the corner of Spirit Lake Rd and Winter Lake Rd which also gives you easy access to the Polk Parkway, Lakeland, Tampa and Orlando vi I4. This

  

  Kim Davis

  CROSBY & ASSOCIATES, INC.

  (863) 509-1159

  3128 Spirit Lake Rd, Winter Haven, FL 33880
• 

  

  /13

  $2,200 per month

  • 3 Beds
  • 2 Baths
  • 1,298 Sq Ft
  • House for Rent

  605 Vittorio Dr, Winter Haven, FL 33884

  HOME IS READY TO RENT - RENTAL AMOUNT INCLUDES ELECTRICITY, COMMUNITY POOL AND PLAY GROUND!

  

  Carlos Santana

  REALTY SERVICES OF AMERICA LLC

  (863) 262-7818

  605 Vittorio Dr, Winter Haven, FL 33884
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  /2

  $230,000 Sold May 01, 2025

  • 1,077 Sq Ft
  • $214/SF
  • 15 Days On Market

  • 3 Beds
  • 1.5 Baths
  • Built 1996

  404 Red Hawk Loop, Winter Haven, FL 33880

  Come see this delightful 3-bedroom, 1.5-bathroom block home, located in a well-established Winter Haven neighborhood with NO HOA. The updated eat-in kitchen features shaker-style cabinets, granite countertops, and stainless-steel appliances. The air conditioner was replaced in January 2022, and the roof was updated in April 2016. A convenient separate laundry room is just off the kitchen. The

  Ian Rylott DALTON WADE INC

  404 Red Hawk Loop, Winter Haven, FL 33880
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  /12

  Est $311,641 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 1,748 Sq Ft

  2189 Rose Blvd, Winter Haven, FL 33881

  2189 Rose Blvd, Winter Haven, FL 33881
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  /62

  $430,000

  • 3 Beds
  • 2.5 Baths
  • 2,566 Sq Ft

  1280 Denali Dr, Winter Haven, FL 33881

  This gorgeous 3/2.5, two story home in the Lake Lucerne II community, backs up to conservation land. Centrally located, it offers easy access to Orlando and Tampa, is close to shopping, and only .8 miles from the golf course. Have your morning coffee on the back porch looking out at the water of the land behind you. With this home being built in January of 2024 you get all the confidence of a new

  

  Terri Dunn

  LIVE FLORIDA REALTY

  (863) 622-7734

  1280 Denali Dr, Winter Haven, FL 33881
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  /30

  $1,530 - $2,200 per month

  The Waverly at Winter Haven

  1-3 Beds

  1015 Lake Forest Blvd, Winter Haven, FL 33884

  Experience stylish, comfortable living at The Waverly at Winter Haven. Located in the sought-after Cypress Gardens area, our pet-friendly community offers a peaceful lifestyle with convenient access to everything Central Florida has to offer.At The Waverly at Winter Haven, you'll enjoy a host of resort-inspired amenities designed to enhance your lifestyle, from a sparkling pool and

  1015 Lake Forest Blvd, Winter Haven, FL 33884
• 

  /2

  $410,000 Sold May 01, 2025

  • 2,074 Sq Ft
  • $198/SF
  • 10 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 2016

  5556 Hogan Ln, Winter Haven, FL 33884

  Featuring a remarkable 28’x28’x13’ epoxy-floored garage that provides ample space for a boat, camper van or small Class C motorhome, this beautifully finished 3-bed, 2-bath (2,074 sq ft) open-concept floor plan home is pristine and move-in ready! It is being sold furnished and the CDD DEBT IS FULLY PAID. The property is professionally landscaped with stately palms and lush plantings. The home

  Brad Kirwan GLOBAL LIFESTYLE LLC

  5556 Hogan Ln, Winter Haven, FL 33884
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  /34

  Est $346,019 Not Listed For Sale

  • 3 Beds
  • 3 Baths
  • 2,040 Sq Ft

  1728 Pebble Beach St, Winter Haven, FL 33881

  1728 Pebble Beach St, Winter Haven, FL 33881
• 

  

  /57

  $219,500

  • 2 Beds
  • 2 Baths
  • 1,575 Sq Ft

  1531 Oakview Cir SE, Winter Haven, FL 33880

  Welcome to the well-maintained 55+ owner occupant community of Oakview located in beautiful Winter Haven, Florida. This is a two bedroom two bath tastefully furnished home. The split bedroom plan gives lots of privacy to guests or residents. The living/dining room combination is spacious and located right off the kitchen for ease of entertaining family and friends. There is a den at the rear

  

  Brenda J. Quinn

  QUINN & COMPANY REALTORS, LLC

  (863) 270-7869

  1531 Oakview Cir SE, Winter Haven, FL 33880
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  /17

  $1,350 per month

  • 2 Beds
  • 1 Bath
  • 775 Sq Ft
  • Townhouse for Rent

  5667 Struthers Ct, Winter Haven, FL 33884

  Clean and cozy 2-bedroom, 1-bathroom duplex in southeast Winter Haven. Featuring wood laminate flooring in living areas and bedrooms, with ceramic tile flooring in the kitchen and bathroom. Kitchen equipped with range/oven, refrigerator, and washer/dryer hookups in utility closet. Both bedrooms of ample size with ceiling fans. Recently remodeled bathroom with tile tub/shower. Conveniently located

  John Marchetti STAR REALTY OF WINTER HAVEN

  5667 Struthers Ct, Winter Haven, FL 33884
• 

  /2

  $315,990 Sold May 01, 2025

  • 2,174 Sq Ft
  • $145/SF
  • 28 Days On Market

  • 4 Beds
  • 3 Baths
  • Built 2025

  2327 Scarlet Ave, Winter Haven, FL 33884

  One or more photo(s) has been virtually staged. Under Construction. This single-story home shares an open layout between the kitchen, dining area and family room for easy entertaining, along with access to an outdoor space for year-round outdoor lounging. A luxe owner's suite is in the rear of the home and comes complete with an en-suite bathroom and walk-in closet. There are three secondary

  Ben Goldstein LENNAR REALTY

  2327 Scarlet Ave, Winter Haven, FL 33884
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  /24

  Est $344,076 Not Listed For Sale

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

  2899 Eagle Nest View Dr, Winter Haven, FL 33881

  2899 Eagle Nest View Dr, Winter Haven, FL 33881
• 

  

  /39

  $468,000

  • 4 Beds
  • 3 Baths
  • 2,433 Sq Ft

  212 Terranova Blvd, Winter Haven, FL 33884

  Elegant 4-Bedroom Pool Home with Solar Heated Pool and Lush Views in a Gated Community.Welcome to this beautifully maintained 4-bedroom, 3-bathroom former model home, used exclusively as a second residence and cared for with exceptional love and attention.From the stately curb appeal and manicured landscaping to the private screened-in pool with peaceful conservation views, this home offers the

  

  Valerie Casals

  INVESTOR'S REAL ESTATE LLC

  (863) 264-5853

  212 Terranova Blvd, Winter Haven, FL 33884
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  /29

  $1,725 - $1,794 per month

  RainDance

  1 Bed

  200 Avenue C SW, Winter Haven, FL 33880

  Welcome to Raindance Apartments, located in the beautiful Winter Haven, FL. Our community offers a range of exceptional amenities designed to enhance your lifestyle. Take a dip in our heated pool, perfect for year-round enjoyment and relaxation. Stay active and maintain your fitness goals in our state-of-the-art gym, equipped with modern exercise equipment. We understand that your furry friends

  200 Avenue C SW, Winter Haven, FL 33880
• 

  /2

  $499,900 Sold May 01, 2025

  • 2,335 Sq Ft
  • $214/SF
  • 19 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1991

  3001 Plantation Rd, Winter Haven, FL 33884

  Discover the perfect blend of comfort and luxury in this beautifully maintained 3 bedroom 2 bathroom pool home nestled within the sought after Cypresswood Golf and Country Club community with a 24-hour guarded entrance gate, 18-hole championship golf course, Jr. Olympic sized swimming pool, tennis/pickle-ball, and clubhouse with a Pro-shop and restaurant. Designed for both relaxation and

  Kimberly Dinkel LPT REALTY, LLC

  3001 Plantation Rd, Winter Haven, FL 33884
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  /52

  Est $327,553 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 2,526 Sq Ft

  208 Fall Glo Rd, Winter Haven, FL 33880

  208 Fall Glo Rd, Winter Haven, FL 33880
• 

  

  /62

  $375,000

  • 4 Beds
  • 2 Baths
  • 1,416 Sq Ft

  577 6th St SE, Winter Haven, FL 33880

  TWO Income-Producing Properties, One Amazing Opportunity! This unique corner-lot package includes two CB 2-bedroom, 1-bath homes being sold together – ideal for investors, multi-generational living, or those looking to live in one and rent the other! Situated on a spacious 140x105 lot, Unit 577, boasts a brand-new roof, new HVAC system, and an all-new screened-in L-shaped lanai, that expands your

  

  CarLee Marchetti

  STAR REALTY OF WINTER HAVEN

  (863) 264-4920

  577 6th St SE, Winter Haven, FL 33880
• 

  

  /38

  $2,250 per month

  • 4 Beds
  • 2 Baths
  • 1,867 Sq Ft
  • House for Rent

  3180 Royal Tern Dr, Winter Haven, FL 33881

  Gorgeous, spectacularly maintained 4 bedroom, 2 bath home in a quiet and established neighborhood in the heart of Winter Haven. Exterior grounds maintenance included, so tenants can live relax and enjoy the community pool, parks, and everything this small town has to offer. One story, spacious, tile throughout entire home, covered porch, and big fenced yard are all included in this home. Call

  Jennifer Arguello MERCEDES INVESTMENTS LLC

  3180 Royal Tern Dr, Winter Haven, FL 33881
• 

  /2

  $340,000 Sold May 01, 2025

  • 1,719 Sq Ft
  • $198/SF
  • 55 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 2021

  1017 Sawgrass Dr, Winter Haven, FL 33884

  Welcome to this stunning 4-year-old Calloway model home in the sought-after Lake Ashton 55+ community! This 2-bedroom, 2-bathroom home with an 11' x 10' den offers a spacious open-concept layout with split bedrooms. Designed for both style and efficiency, this Certified Green Home features a paved driveway and entryway, along with a gorgeous screened-in entry that includes a beautiful transom

  Kathy Alexander CENTURY 21 WATSON & MYERS REALTY

  1017 Sawgrass Dr, Winter Haven, FL 33884
• 

  

  /18

  Est $337,048 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 2,505 Sq Ft

  4253 Roberta Dr, Winter Haven, FL 33881

  4253 Roberta Dr, Winter Haven, FL 33881

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