Polk, FL Homes

• 

  

  

  /54

  $325,000

  • 2 Beds
  • 2 Baths
  • 1,622 Sq Ft

  560 Saint Andrews Rd, Winter Haven, FL 33884

  Welcome to 560 St Andrews Rd in Cypresswood Golf & Country Club!This beautiful patio home is truly move-in ready, offering 2 bedrooms, 2 bathrooms, and plenty of stylish updates.From the moment you arrive, you’ll be impressed by the brick-paver driveway, lush landscaping, and inviting curb appeal. Inside, the spacious living, dining, and kitchen areas feature wood-look ceramic tile floors, adding

  Corinna Weaver CROSBY & ASSOCIATES, INC.

  560 Saint Andrews Rd, Winter Haven, FL 33884
• 

  Explore Cypresswood

• 

  

  

  /20

  $1,709 per month

  • 4 Beds
  • 2 Baths
  • 1,728 Sq Ft
  • House for Rent

  2936 Whispering Trails Dr, Winter Haven, FL 33884

  This home is professionally managed by Tricon Residential, dedicated to creating exceptional rental experiences. Featuring 4 bedrooms, 2.0 bathrooms, and approximately 1,728 square feet, this well-maintained home offers a high standard of rental living, supported by a team that puts residents first. As a Tricon resident, you'll enjoy access to Tricon Vantage — a program designed to support your

  2936 Whispering Trails Dr, Winter Haven, FL 33884
• 

  

  /2

  $127,000 Sold Aug 29, 2025

  • 1,017 Sq Ft
  • $125/SF
  • 135 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 2006

  507 Eagle Pond Dr Unit G5, Winter Haven, FL 33884

  FOR SALE - 2 Bedroom/2 Bath Condo in lovely Cypresswood Gulf and Country Club. This condo overlooks a pond and beautiful cypress trees. It is very peaceful and serene. Then, the grounds are gorgeous as they are meticulously maintained for the golf courses. Everywhere one looks is a beautiful sight. The condo itself is very comfortable with generously sized bedrooms and walk-in closets. All

  Linda Andre COLDWELL BANKER REALTY

  507 Eagle Pond Dr Unit G5, Winter Haven, FL 33884
• 

  

  

  /23

  Est $311,004 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 2,770 Sq Ft

  2972 Whispering Trails Dr, Winter Haven, FL 33884

  2972 Whispering Trails Dr, Winter Haven, FL 33884
• 

  

  

  /34

  $385,000

  • 5 Beds
  • 2.5 Baths
  • 2,254 Sq Ft

  950 Cattleman St, Winter Haven, FL 33884

  Welcome to this charming corner lot home in the heart of Winter Haven! Featuring a bright and open floor plan, this residence offers comfortable living with modern touches throughout. The spacious kitchen seamlessly connects to the dining and living areas, making it ideal for both everyday living and entertaining. Retreat to the primary suite with its own private bath, while additional bedrooms

  Gisele Abrantes Trautman SERHANT

  950 Cattleman St, Winter Haven, FL 33884
• 

  

  /35

  $2,200 per month

  • 3 Beds
  • 2 Baths
  • 1,937 Sq Ft
  • House for Rent

  677 Augusta Rd, Winter Haven, FL 33884

  Welcome to your dream rental home in the prestigious guard-gated community of Cypresswood Golf and Country Club, where luxury living meets resort-style amenities. Nestled within this exclusive enclave, this meticulously crafted 3-bedroom, 2-bathroom home offers an unparalleled lifestyle experience. Upon entering, you're greeted by an inviting ambiance accentuated by high-end finishes and tasteful

  Kayly Malinas JOHN WOOD REALTY, INC.

  677 Augusta Rd, Winter Haven, FL 33884
• 

  /2

  $975,000 Sold Aug 14, 2025

  • 4,021 Sq Ft
  • $242/SF
  • 14 Days On Market

  • 5 Beds
  • 3.5 Baths
  • Built 2018

  1836 Woodpointe Dr, Winter Haven, FL 33884

  Tucked inside one of Winter Haven’s most sought-after gated communities, this custom-built lakefront estate on the sparkling, spring-fed Lake Daisy is the ultimate expression of lakeside luxury. Spanning over half an acre, this 2018 modern masterpiece effortlessly blends clean architectural lines with the warmth of modern pastoral design—crafted for those who crave elegance, privacy, and the

  Kayly Malinas JOHN WOOD REALTY, INC.

  1836 Woodpointe Dr, Winter Haven, FL 33884
• 

  

  /80

  Est $520,682 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 2,024 Sq Ft

  1877 Woodpointe Dr, Winter Haven, FL 33884

  1877 Woodpointe Dr, Winter Haven, FL 33884
• 

  

  /36

  $379,999

  • 3 Beds
  • 2 Baths
  • 2,159 Sq Ft

  718 Canberra Rd, Winter Haven, FL 33884

  Elevated Living on the Fairway – Fully Renovated & ReadyWelcome to 718 Canberra Road—where luxury living meets peace of mind. This completely renovated 3-bedroom, 2-bathroom home spans 2,159 sq ft and overlooks the 17th fairway of the prestigious Cypresswood Golf Course, offering stunning views from your sun-drenched enclosed Florida room.No detail was overlooked in this 2021-to-2025

  Veronica Bard LA ROSA REALTY PRESTIGE

  718 Canberra Rd, Winter Haven, FL 33884
• 

  

  /15

  $2,165 per month

  • 5 Beds
  • 3 Baths
  • 2,150 Sq Ft
  • House for Rent

  2037 Whispering Trails Blvd, Winter Haven, FL 33884

  Welcome to your dream home! Step inside this pet-friendly home featuring modern finishings and a layout designed with functionality in mind. Enjoy the storage space found in the kitchen and closets as well as the spacious living areas and natural light throughout. Enjoy outdoor living in your yard, perfect for gathering, relaxing, or gardening! Take advantage of the incredible location, nestled

  2037 Whispering Trails Blvd, Winter Haven, FL 33884
• 

  /2

  $245,000 Sold Aug 11, 2025

  • 1,262 Sq Ft
  • $194/SF
  • 87 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 2017

  2792 Whispering Trails Dr, Winter Haven, FL 33884

  This 3-bedroom, 2-bathroom home is located in the gated Whispering Trails community and offers a distinctive design with unique floor tiles throughout. The open layout provides a spacious feel, while the well-sized bedrooms ensure comfort and functionality.The kitchen is equipped with modern appliances, making meal preparation easy and efficient. The home’s thoughtful design allows for

  Gladys Burgos FCG REALTY

  2792 Whispering Trails Dr, Winter Haven, FL 33884
• 

  /2

  Est $262,963 Not Listed For Sale

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

  2928 Whispering Trails Dr, Winter Haven, FL 33884

  2928 Whispering Trails Dr, Winter Haven, FL 33884
• 

  

  /14

  $334,900

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

  3132 Country Club Cir, Winter Haven, FL 33881

  This home is located in the awesome Lake Region of Winter Haven. In a very desired area of right off Dundee road onto Country Club. Central to everything! Minutes away from Legoland & 45 min to Tampa or all of the Orlando attractions and close to downtown Winter Haven area, shopping, several lakes and travel.! This meticulously 4 Bedroom,2 bath, over 1828 sf., split floor plan have ceramic tiled

  Irma Cruz FLORIDA REALTY MARKETPLACE

  3132 Country Club Cir, Winter Haven, FL 33881
• 

  

  /8

  $2,050 per month

  • 3 Beds
  • 2 Baths
  • 1,268 Sq Ft
  • House for Rent

  2893 Whispering Trails Dr, Winter Haven, FL 33884

  Modern, elegant and functional: this single residence seamlessly blends the latest in design and technology. Enjoy kitchen, bright and open living spaces, a home office ready for remote work, and privileged access to gated community amenities with a pool. In addition, it features installed solar panels, providing energy savings and a more sustainable lifestyle. Perfect for dynamic families,

  Dailey Duarte Mendez LA ROSA REALTY LLC

  2893 Whispering Trails Dr, Winter Haven, FL 33884
• 

  /2

  $290,000 Sold Aug 04, 2025

  • 2,836 Sq Ft
  • $102/SF
  • 17 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 2005

  1844 Emily Dr, Winter Haven, FL 33884

  With ALL the space you need, this 2,836 sq ft home is a blank canvas waiting for your personal vision! Bring your ideas and transform this house into your dream home – being sold AS-IS, but brimming with potential! Downstairs you’ll find a formal dining room, formal living room, and a family room just off the kitchen, providing plenty of room for family living and entertaining. A convenient half

  CarLee Marchetti STAR REALTY OF WINTER HAVEN

  1844 Emily Dr, Winter Haven, FL 33884
• 

  

  /24

  Est $248,012 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,262 Sq Ft

  2960 Whispering Trails Dr, Winter Haven, FL 33884

  2960 Whispering Trails Dr, Winter Haven, FL 33884
• 

  

  /65

  $395,000

  • 5 Beds
  • 3 Baths
  • 2,696 Sq Ft

  623 Grove St, Winter Haven, FL 33881

  Welcome to Inman Grove a prime location just minutes from Legoland, Hwy 27, top-rated schools, shopping, medical facilities, and popular dining options! This spacious 5-bedroom, 3-bathroom Hayden model offers both comfort and functionality, including a first-floor bedroom and full bath perfect for guests or multigenerational living. The home features a formal dining room, large family room, and

  Victoria Escobar KELLER WILLIAMS SUBURBAN TAMPA

  623 Grove St, Winter Haven, FL 33881
• 

  

  /19

  $1,979 per month

  • 4 Beds
  • 2 Baths
  • 2,237 Sq Ft
  • House for Rent

  3013 Whispering Trails Dr, Winter Haven, FL 33884

  Featuring a sparkling community pool!Coming soon - this home is currently being enjoyed by another resident but will be available soon. Pre-lease this home now with Tricon Pre-Lease Guarantee. This home is professionally managed by Tricon Residential, dedicated to creating exceptional rental experiences. Featuring 4 bedrooms, 2.5 bathrooms, and approximately 2,237 square feet, this

  3013 Whispering Trails Dr, Winter Haven, FL 33884
• 

  /2

  $310,000 Sold Jul 31, 2025

  • 1,872 Sq Ft
  • $166/SF
  • 90 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1984

  571 Saint Andrews Rd, Winter Haven, FL 33884

  Seller Motivated!! Welcome to 571 St Andrews Rd in Winter Haven, a beautifully updated 3-bedroom, 2-bathroom home in the highly sought-after Cypresswood Golf & Country Club, a gated community with 24/7 security. This 1,872 sq. ft. residence features an open-concept, split-bedroom floor plan designed for comfort and functionality. The stunning 2022 kitchen boasts solid wood, soft-close cabinets,

  Corinna Weaver CROSBY & ASSOCIATES, INC.

  571 Saint Andrews Rd, Winter Haven, FL 33884
• 

  

  /28

  Est $248,691 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,323 Sq Ft

  4815 Summerfield Cir, Winter Haven, FL 33881

  4815 Summerfield Cir, Winter Haven, FL 33881
• 

  

  /38

  $360,000

  • 5 Beds
  • 2.5 Baths
  • 2,215 Sq Ft

  271 Inman Blvd, Winter Haven, FL 33881

  One or more photo(s) has been virtually staged. PRICE IMPROVEMENT, BEST VALUE IN INMAN GROVES! Welcome Home to 271 Inman Blvd, a brand new home built in 2024 that still retains that fresh, new house smell. Located in the vibrant new micro-community of Inman Groves, this home offers the convenience of living in a brand new home without the hassle of waiting for construction to be completed. Step

  Randy Crews BHHS FLORIDA PROPERTIES GROUP

  271 Inman Blvd, Winter Haven, FL 33881
• 

  

  /40

  $1,950 per month

  • 3 Beds
  • 2 Baths
  • 1,503 Sq Ft
  • House for Rent

  800 Overlook Grove Dr, Winter Haven, FL 33884

  3/2 2 car garage located in quiet neighborhood on a culdesac, new tile floors, new interior paint. Ready to move in home comes with many upgrades from the original model which include upgraded exterior stone and coach lights, radiant barrier in attic, Spacious master bedroom provides a nice retreat as well as large master bath with dual vanities, whirlpool tub and walk-in shower. Neutral colors

  Oscar Fonseca JEMCO REALTY & PROPERTY MANAGEMENT

  800 Overlook Grove Dr, Winter Haven, FL 33884
• 

  /2

  $340,000 Sold Jul 28, 2025

  • 1,749 Sq Ft
  • $194/SF
  • 6 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1987

  741 Canberra Rd, Winter Haven, FL 33884

  "A Step Above the Rest" describes this spacious 3BR/2BA beauty w/ upgrades galore located in the desirable, gated, golfing community of Cypresswood! From the moment you enter, you'll be delighted with the quality of amenities & the pride of ownership that is displayed throughout this immaculate home. It has a fabulous open floor plan w/ soaring ceilings in the great rm that boasts triple

  Julie Matthews JULIE MATTHEWS GROUP LLC

  741 Canberra Rd, Winter Haven, FL 33884
• 

  

  /39

  Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,248 Sq Ft

  503 Leyland Cypress Way, Winter Haven, FL 33881

  503 Leyland Cypress Way, Winter Haven, FL 33881
• 

  

  /48

  $325,000

  • 3 Beds
  • 2 Baths
  • 1,603 Sq Ft

  380 Niblick Cir, Winter Haven, FL 33881

  New Price Alert! We've just adjusted the price on this beautiful home—making it an even better value. Plus, take advantage of an Assumable VA Loan for qualified buyers at an incredible 5.375% interest rate—offering significant savings. Welcome to The Gates of Lake Region, a beautifully manicured and highly desirable community offering tranquil living in a prime location. This thoughtfully

  Corinna Weaver CROSBY & ASSOCIATES, INC.

  380 Niblick Cir, Winter Haven, FL 33881
• 

  

  /16

  $1,780 per month

  • 3 Beds
  • 2 Baths
  • 1,458 Sq Ft
  • House for Rent

  4732 Summerfield Cir, Winter Haven, FL 33881

  Beautiful, pet-friendly home coming soon! Apply now, Move-In is available on or after the listed date. Upon approval, $500 reservation deposit to reserve (applied to security deposit and/or refundable). Application fee: $50 per adult. Security Deposit: one month’s rent. Pet fees: $250 + $35/mo per pet. Some homes may include pool ($150/mo), septic ($15/mo), and/or HOA fees; other fees may apply.

  4732 Summerfield Cir, Winter Haven, FL 33881
• 

  /2

  $243,000 Sold Jul 28, 2025

  • 1,682 Sq Ft
  • $144/SF
  • 16 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1990

  2835 Wingfoot Ct, Winter Haven, FL 33884

  Welcome to this beautiful 2 bedroom/2 bath home. Enjoy cooking in this spacious kitchen with leather granite countertops, shaker cabinets, and stainless steel appliances. In the evenings enjoy the gorgeous sunsets while relaxing in the sunroom overlooking the golf course views from the 8th hole tee off. Open floor plan with cathedral ceilings, luxury vinyl floors and 5 inch baseboards. This home

  Denise Jones CENTURY 21 MYERS REALTY

  2835 Wingfoot Ct, Winter Haven, FL 33884
• 

  

  /53

  Est $253,210 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,253 Sq Ft

  3268 Whispering Trails Ave, Winter Haven, FL 33884

  3268 Whispering Trails Ave, Winter Haven, FL 33884
• 

  

  /42

  $360,000

  • 4 Beds
  • 3 Baths
  • 2,093 Sq Ft

  808 Overlook Grove Dr, Winter Haven, FL 33884

  Sparkling 4 bedroom, 3 bath home located on a quiet cul-de-sac with no rear neighbors. This spacious split-bedroom plan offers over a quarter-acre premium lot and is in excellent move-in condition. Features include granite countertops, a large open kitchen with stainless steel appliances, breakfast bar, closet pantry, and an 18-inch solar tube for natural light. The kitchen opens to a huge family

  Becky Norman AT HOME REALTY

  808 Overlook Grove Dr, Winter Haven, FL 33884
• 

  

  /37

  $1,995 per month

  • 4 Beds
  • 2 Baths
  • 1,848 Sq Ft
  • House for Rent

  668 Grove St, Winter Haven, FL 33884

  Enjoy living in this beautiful one-story home in the Inman Groves Community. The home features 4 bedrooms, 2 baths, with an open floor plan. The floor is all tile, the kitchen has all brand new, stainless-steel appliances and 42” cabinets, and a 2-car garage. A large master suite with a shower, all carpet in bedrooms, and a laundry room with a washer/dryer. The home is approximately 1853 sq ft of

  Amanda Yuan MULTI CHOICE REALTY LLC

  668 Grove St, Winter Haven, FL 33884
• 

  /2

  $292,500 Sold Jul 25, 2025

  • 1,875 Sq Ft
  • $156/SF
  • 47 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1989

  432 Sandestin Dr, Winter Haven, FL 33884

  Price Just Reduced!!!! Welcome to 432 Sandestin Drive in Cypresswood Golf & Country Club!This beautifully updated 3-bedroom, 2-bathroom home offers 2,048 sq ft in one of Winter Haven’s most sought-after gated communities. Recent updates include a brand-new roof and an updated Electrical Panel to allow you to connect a standby generator... Your insurance agent will thank you!Step

  Steve Donahue LIVE FLORIDA REALTY

  432 Sandestin Dr, Winter Haven, FL 33884
• 

  

  /10

  Est $294,425 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 1,879 Sq Ft

  1417 Austin Terrace, Winter Haven, FL 33884

  1417 Austin Terrace, Winter Haven, FL 33884
• 

  

  /24

  $306,999

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

  3017 Country Club Cir, Winter Haven, FL 33881

  Welcome to this beautifully maintained, newer 3-bedroom, 2-bathroom home featuring a desirable open-concept layout and a split floor plan for added privacy. Enjoy a modern kitchen equipped with granite countertops, stainless steel appliances, and a spacious island perfect for entertaining. The main living areas boast tile flooring, combining style with easy maintenance.Step outside to a

  Laura Armstrong KELLER WILLIAMS REALTY SMART

  3017 Country Club Cir, Winter Haven, FL 33881
• 

  

  /20

  $2,089 per month

  • 4 Beds
  • 2 Baths
  • 2,203 Sq Ft
  • House for Rent

  2665 Whispering Trails Dr, Winter Haven, FL 33884

  Coming soon - this home is currently being enjoyed by another resident but will be available soon. This home is professionally managed by Tricon Residential, dedicated to creating exceptional rental experiences. Featuring 4 bedrooms, 2.5 bathrooms, and approximately 2,203 square feet, this well-maintained home offers a high standard of rental living, supported by a team that puts residents

  2665 Whispering Trails Dr, Winter Haven, FL 33884
• 

  /2

  $425,000 Sold Jul 25, 2025

  • 2,328 Sq Ft
  • $183/SF
  • 107 Days On Market

  • 4 Beds
  • 3 Baths
  • Built 1977

  141 Greenfield Rd, Winter Haven, FL 33884

  Highly motivated! Price reduction! Plus offering $5,000 in seller concessions! Let's make a deal! Welcome to your dream home! Nestled on a picturesque golf course, this beautiful 4-bedroom, 3-bathroom home offers the perfect combination of space, comfort, and tranquility. Step inside to discover a spacious open floor plan featuring lots of natural light and breathtaking views of the lush greens

  Aaron Clark COVENANT REALTY

  141 Greenfield Rd, Winter Haven, FL 33884
• 

  

  /10

  Est $302,078 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 1,879 Sq Ft

  1466 Austin Terrace, Winter Haven, FL 33884

  1466 Austin Terrace, Winter Haven, FL 33884
• 

  

  /46

  $319,900

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

  312 Inman Blvd, Winter Haven, FL 33881

  Welcome to the home you've been waiting for! This charming, energy-efficient gem is barely two years old and has been meticulously maintained, making it move-in ready. Inside, you’ll be greeted by beautiful tile flooring that flows seamlessly through the main living areas, with carpet in the bedrooms creating a warm, cozy atmosphere. The open-concept kitchen is truly the heart of the home, with

  Kaitlin Sidders HOGAN REALTY GROUP INC

  312 Inman Blvd, Winter Haven, FL 33881
• 

  

  /21

  $2,100 per month

  • 4 Beds
  • 2 Baths
  • 1,848 Sq Ft
  • House for Rent

  724 Grove St, Winter Haven, FL 33884

  Live in this beautiful brand-new single-family home located in the peaceful and growing community of Inman Grove in Winter Haven! 4 spacious bedrooms and 2 full bathrooms, 2-car garage. Modern open-concept kitchen and living area perfect for entertaining. Great backyard. SS appliances included (fridge, stove, microwave, dishwasher). Window blinds. Enjoy the comfort and convenience of living in a

  Jose Virguez Keller Williams Realty International Lifestyles

  724 Grove St, Winter Haven, FL 33884
• 

  /2

  $253,000 Sold Jul 24, 2025

  • 2,370 Sq Ft
  • $107/SF
  • 133 Days On Market

  • 3 Beds
  • 3 Baths
  • Built 1999

  42 Enclave Dr, Winter Haven, FL 33884

  Luxury, Leisure & Little Maintenance—Welcome to Cypresswood Living!2 primary suites! Excellent floorplan! Primary suite on bottom level and then a separate suite upstairs as a bonus! Private screened porch/patio! Low maintenance home!Nestled in the highly coveted Cypresswood Golf and Country Club community, this charming 3-bedroom, 3-bathroom home is where elegance meets ease. Step inside

  Andrea Anderson S & D REAL ESTATE SERVICE LLC

  42 Enclave Dr, Winter Haven, FL 33884
• 

  

  /10

  Est $297,777 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 1,879 Sq Ft

  1458 Austin Terrace, Winter Haven, FL 33884

  1458 Austin Terrace, Winter Haven, FL 33884

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