Winter Haven, FL Homes

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  /4

  $355,000

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

  676 Reggie Rd, Winter Haven, FL 33884

  Motivated Sellers! Prime location in Peace Creek Reserve, just minutes from LEGOLAND® and right up the road from the Chain of Lakes Elementary School!This 2024 newly built single-family home features 4 bedrooms, 3 bathrooms, and a 2-car garage, plus a bonus mother-in-law suite with its own private entrance, bedroom, bathroom, and living space — perfect for in-laws, guests, or rental

  Stephanie Morales Adriazola DALTON WADE INC

  676 Reggie Rd, Winter Haven, FL 33884
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  /45

  $3,250 per month

  • 4 Beds
  • 2.5 Baths
  • 2,193 Sq Ft
  • House for Rent

  567 Eagle Landing Blvd, Winter Haven, FL 33880

  Welcome to this beautifully furnished and updated 4-bedroom, 2.5 bath, two-story home featuring modern upgrades such as luxury vinyl floors throughout, bonus room and an all-around spacious layout. Step inside to find an open floor plan on the first floor, perfect for entertaining and everyday living. The remodeled bathrooms add a fresh, stylish touch, while the kitchen is a chef's dream with

  Karsten Hawkins LA ROSA REALTY PRESTIGE

  567 Eagle Landing Blvd, Winter Haven, FL 33880
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  /2

  $281,000 Sold Aug 22, 2025

  • 1,228 Sq Ft
  • $229/SF
  • 16 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1990

  3408 Cove Ct W, Winter Haven, FL 33880

  BEAUTIFULLY MAINTAINED 3 bedroom, 2 bath POOL home situated on a peaceful cul-de-sac in Queen's Cove! Low annual HOA fee! Step inside to a COZY entrance leading to the SPACIOUS living/dining room with a VAULTED ceiling boasting a wood-burning FIREPLACE! On the right, slightly tucked away, the galley-style kitchen offers GORGEOUS countertops, lovely cabinets, a closet pantry, and a convenient

  Chrissi Jasso ASSOCIATE REALTY

  3408 Cove Ct W, Winter Haven, FL 33880
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  /52

  Not Listed For Sale

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

  6332 Grove Pointe Dr SE, Winter Haven, FL 33884

  6332 Grove Pointe Dr SE, Winter Haven, FL 33884
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  /21

  $330,000

  • 3 Beds
  • 2 Baths
  • 1,859 Sq Ft

  1031 Normandy Heights Cir, Winter Haven, FL 33880

  Charm and curb appeal abound for this Winter Haven home! Step inside into the inviting foyer and into the well-appointed living room, positioned at the center of the home. The kitchen boasts stainless steel appliances, hard surface countertops, and ample storage. This split, ranch-style floorplan offers the primary suite on one side of the home and two secondary bedrooms on the other along with a

  Blake Keathley EVERYSTATE INC.

  1031 Normandy Heights Cir, Winter Haven, FL 33880
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  /17

  $1,949 per month

  • 3 Beds
  • 2 Baths
  • 1,678 Sq Ft
  • House for Rent

  365 Kensington View Dr, Winter Haven, FL 33880

  Sign your lease by Sept. 15! 1 Month Free of Future Rent. Hurry - this special won?t last long! Discover spacious homes for rent at Kensington View in Winter Haven, FL. Pet-friendly living with access to Lakeland and Tampa Bay. Professionally managed by ARK Homes.

  365 Kensington View Dr, Winter Haven, FL 33880
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  /2

  $330,000 Sold Aug 22, 2025

  • 1,701 Sq Ft
  • $194/SF
  • 78 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1974

  220 Escambia Dr, Winter Haven, FL 33884

  EEnjoy $5,000 Toward Your Closing Costs—Courtesy of the Sellers!Plus—All Solar Will Be Paid Off at Closing!This beautifully renovated 3-bedroom, 2-bathroom home is located in a quiet, friendly neighborhood with no HOA. The spacious primary suite features a luxurious jacuzzi tub and an attached bonus room—perfect for a nursery, office, or cozy retreat.The modern kitchen

  Kenzie Breetz MARK SPAIN REAL ESTATE

  220 Escambia Dr, Winter Haven, FL 33884
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  /2

  Est $165,005 Not Listed For Sale

  • 2 Beds
  • 2.5 Baths
  • 1,184 Sq Ft

  2500 21st St NW Unit 77, Winter Haven, FL 33881

  2500 21st St NW Unit 77, Winter Haven, FL 33881
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  /17

  $335,000

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

  3357 Timberline Rd W, Winter Haven, FL 33880

  Welcome to a charming residence that has a very livable floor plan with open concept and split bedrooms. The interior architectural interest and visual appeal complement this 4 BD/2 BA home that has a neutral palette and vaulted ceilings that enhance the sense of openness. Nestled in a quiet, well-established neighborhood, the home is finished with vinyl floors, ceiling fans and granite counter

  Steven Koleno BEYCOME OF FLORIDA LLC

  3357 Timberline Rd W, Winter Haven, FL 33880
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  /16

  $2,150 per month

  • 3 Beds
  • 2 Baths
  • 1,504 Sq Ft
  • House for Rent

  3483 Costello Cir, Winter Haven, FL 33884

  This single-story home is located in Villamar in Winter Haven, Florida.Inside this 3-bedroom, 2-bathroom home, you'll find 1,500 square feet of comfortable living space. The living room is an open concept, where the kitchen, family room, and dining room seamlessly blend into a space perfect for daily living and entertaining. Relax on the covered deck overlooking your backyard. The kitchen

  Nardy Torres LA ROSA REALTY LLC

  3483 Costello Cir, Winter Haven, FL 33884
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  /2

  $120,000 Sold Aug 22, 2025

  • 1,152 Sq Ft
  • $104/SF
  • 162 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1985

  6059 Southern Oaks Dr SE, Winter Haven, FL 33884

  Back on the market at no fault of the Seller! FULLY FURNISHED WITH GOLF CART INCLUDED! This is a GREAT deal! Welcome to this charming home in a vibrant 55+ community. Garden Grove Oaks, where you own the land! This home offers everything you need for a comfortable and active lifestyle. This 2-bedroom, 2-bathroom split floor plan is perfect for those who value space and privacy. The primary

  Michelle Armbruster LOCKHART & ASSOCIATES INC

  6059 Southern Oaks Dr SE, Winter Haven, FL 33884
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  /27

  Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,485 Sq Ft

  6339 Grove Pointe Dr SE, Winter Haven, FL 33884

  6339 Grove Pointe Dr SE, Winter Haven, FL 33884
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  /20

  $350,000

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

  2638 San Marco Way, Winter Haven, FL 33884

  Welcome to this stunning 4-bedroom, 2-bathroom home featuring an open-concept layout perfect for modern living.Enjoy a spacious living room with a ceiling fan and decorative lighting, seamlessly flowing into the open kitchen equipped with shaker-style stone cabinets, Silestone countertops, stainless steel appliances, a large island, walk-in pantry, and an inviting dining area.The home

  Shirley Beckford LOKATION

  2638 San Marco Way, Winter Haven, FL 33884
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  /16

  $2,660 per month

  • 4 Beds
  • 2 Baths
  • 2,884 Sq Ft
  • House for Rent

  5751 Marsh Landing Dr, Winter Haven, FL 33881

  Please note, our homes are available on a first-come, first-serve basis and are not reserved until the holding fee agreement is signed and the holding fee is paid by the primary applicant.This home features Progress Smart Home - Progress Residential's smart home app, which allows you to control the home securely from any of your devices. Learn more at Coming soon! This home is

  5751 Marsh Landing Dr, Winter Haven, FL 33881
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  /2

  $130,000 Sold Aug 22, 2025

  • 1,152 Sq Ft
  • $113/SF
  • 231 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1994

  6762 Brentwood Dr NE, Winter Haven, FL 33881

  Back on the market due to buyer's financing falling through - don't miss your second chance at this incredible home! Welcome to 6762 Brentwood Dr. NE in the desirable 55+ community of Lake n Golf Estates! This charming 2-bedroom, 2-bathroom double-wide manufactured home offers a spacious and open floorplan, providing plenty of room for comfortable living and easy entertaining. The home features

  Patricia de Graaff RE/MAX HERITAGE PROFESSIONALS

  6762 Brentwood Dr NE, Winter Haven, FL 33881
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  /65

  Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,060 Sq Ft

  6116 Grand Oaks Dr SE, Winter Haven, FL 33884

  6116 Grand Oaks Dr SE, Winter Haven, FL 33884
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  /27

  $349,000

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

  417 Alachua Dr, Winter Haven, FL 33884

  Step inside this completely remodeled Southeast Winter Haven beauty and you’ll think it’s brand new. Every surface has been touched, every detail upgraded with quality workmanship and top-notch finishes. With a tasteful color palette and an open, sun-filled floorplan, this is a MOVE-IN READY home - All it is missing is you! Brand new soft-close cabinets with quartz countertops, stainless steel

  Kylie Berry BERRY REALTY & APPRAISAL SERVICES PA

  417 Alachua Dr, Winter Haven, FL 33884
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  /16

  $2,600 per month

  • 5 Beds
  • 2.5 Baths
  • 2,254 Sq Ft
  • House for Rent

  930 Cattleman St, Winter Haven, FL 33884

  Welcome to 930 Cattleman St, located in the charming community of Inman Groves in Winter Haven, FL. This spacious Boston model by Lennar offers an ideal blend of comfort, functionality, and modern living. Boasting 5 generously sized bedrooms and 2.5 baths, this two-story home is perfect for families seeking space to grow or investors looking for strong rental potential. The thoughtfully designed

  Carlos Lopez Cadena EXP REALTY LLC

  930 Cattleman St, Winter Haven, FL 33884
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  /2

  $249,900 Sold Aug 21, 2025

  • 1,604 Sq Ft
  • $156/SF
  • 61 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 2025

  321 Wharf Way, Winter Haven, FL 33881

  Under Construction. 2-story new construction townhome with 1,604 square feet, 3 bedrooms, and a covered lanai, located in the brand-new Harbor of Lake Henry community. Downstairs, enjoy an open layout and a gourmet kitchen with, shaker-style wood cabinets, Samsung stainless steel appliances, including a pantry. The spacious gathering room opens to your covered lanai. The entire lower level and

  George Lindsey, III CAMBRIDGE REALTY OF CENTRAL FL

  321 Wharf Way, Winter Haven, FL 33881
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  /48

  Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,446 Sq Ft

  4537 Redwood St, Winter Haven, FL 33880

  4537 Redwood St, Winter Haven, FL 33880
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  /43

  $335,000

  • 4 Beds
  • 3 Baths
  • 2,070 Sq Ft

  3033 Buckeye Pointe Dr, Winter Haven, FL 33881

  Move In Ready 4BR/3BA + Flex Space Featuring a Large 41'x17' Screened Patio. This Lovely Home Offers an Open Floor Plan, Vaulted Ceilings, Large Family Room, Corian Countertops in the Kitchen, Updated Lighting, Large Walk In Closet in Master Suite, LVP & Tile Flooring, Double Pane Windows, Privacy Fence and more! One off the Best Features are the Newly Installed Solar Panels. Cool Your Home as

  Shawn McDonald SHAWN R MCDONALD REALTYGRP INC

  3033 Buckeye Pointe Dr, Winter Haven, FL 33881
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  /19

  $1,849 per month

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

  4005 Cypress Landing S, Winter Haven, FL 33884

  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 3 bedrooms, 2 bathrooms, and approximately 1,937 square feet, this well-maintained home offers a high standard of

  4005 Cypress Landing S, Winter Haven, FL 33884
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  /2

  $262,000 Sold Aug 21, 2025

  • 1,483 Sq Ft
  • $177/SF
  • 105 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 2025

  3876 Giorgio Dr, Winter Haven, FL 33884

  Brand new, energy-efficient home available NOW! Open floor plan with a lot of flexibility. Retreat to your primary suite that is conveniently situated in the back of the home for plenty of privacy and offers a huge walk-in closet and bathroom with dual sink vanity and standalone shower. Visit Villamar and explore new single-family homes for sale in Winter Haven, FL. Residents will have access to

  Tatiana Souza MERITAGE HOMES OF FL REALTY

  3876 Giorgio Dr, Winter Haven, FL 33884
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  /42

  Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 1,950 Sq Ft

  120 Pangola Dr, Winter Haven, FL 33880

  120 Pangola Dr, Winter Haven, FL 33880
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  /34

  $320,000

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

  983 Gotthard Pass Dr, Winter Haven, FL 33881

  Welcome to the highly sought after neighborhood of Lake Lucerne. This near new home is big and beautiful looking for a new family. Home is a nice 3 way set up with your master suite one side, 2 bedrooms on the other, and your fourth bedroom down another hall. You will really enjoy the open floor plan with an awesome large kitchen for all the cooks and holiday fun stuff. Everyone will enjoy the

  Barbara Beyer CHAMBERLAIN REALTY LLC

  983 Gotthard Pass Dr, Winter Haven, FL 33881
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  /16

  $1,750 per month

  • 3 Beds
  • 2 Baths
  • 1,650 Sq Ft
  • House for Rent

  4140 Sophia Blvd, Winter Haven, FL 33881

  SPECIAL!! $300 OFF THE 1ST MO RENT - TERMS APPLY ALL CARPET HAS BEEN REMOVED AND REPLACED WITH BRAND NEW VINYL PLANK FLOORING.Discover the allure of this delightful 3-bedroom, 2-bathroom home nestled in the serene neighborhood of Winter Haven. As you step inside, you're greeted by a seamless blend of comfort and style, evidenced by the well-appointed family and dining room combo

  Nancy Guadagnino SPECIALIZED PROPERTY MANAGEMENT

  4140 Sophia Blvd, Winter Haven, FL 33881
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  /2

  $310,000 Sold Aug 21, 2025

  • 1,984 Sq Ft
  • $156/SF
  • 157 Days On Market

  • 5 Beds
  • 4 Baths
  • Built 1989

  25 Aviation Dr, Winter Haven, FL 33881

  MOTIVATED SELLERS | Calling all AVIATION enthusiasts and PILOTS — this rare 5-bedroom, 4-bathroom home with direct Winter Haven Regional Airport access with an attached hangar is your ultimate runway to a lifestyle that soars! Located in the sought-after community of EAGLES LANDING in Winter Haven, this property provides direct access to the Airport, complete with a hangar lease currently at

  April Spaulding LPT REALTY, LLC

  25 Aviation Dr, Winter Haven, FL 33881
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  /17

  Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,144 Sq Ft

  6453 Hollyberry Ln NE, Winter Haven, FL 33881

  6453 Hollyberry Ln NE, Winter Haven, FL 33881
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  /28

  $314,500

  • 3 Beds
  • 2 Baths
  • 1,857 Sq Ft

  1716 Pebble Beach St, Winter Haven, FL 33881

  This former model home offers just over 1,800 square feet of comfortable, thoughtfully updated living space. Nestled on an oversized conservation lot with meticulously maintained landscaping, the home welcomes you through elegant double front doors into an open, light-filled living area. Located in the highly sought-after Country Club Trails community of Winter Haven.The remodeled kitchen

  Karen Woods RE/MAX REALTY UNLIMITED

  1716 Pebble Beach St, Winter Haven, FL 33881
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  /19

  $2,210 per month

  • 4 Beds
  • 2.5 Baths
  • 2,121 Sq Ft
  • House for Rent

  2140 Rose Blvd, Winter Haven, FL 33881

  Lease this home and get more from Invitation Homes professional property management. This home comes fully loaded with quality amenities, must-have services, high-end tech and ProCare® professional maintenance. Your estimated total monthly payment is $2354.90. That covers your base rent, $2210.00 + our required services designed to make your life easier: Air Filter Delivery Fee ($9.95), Internet

  2140 Rose Blvd, Winter Haven, FL 33881
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  /2

  $370,000 Sold Aug 21, 2025

  • 2,172 Sq Ft
  • $170/SF
  • 331 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1999

  102 Jardin Ln, Winter Haven, FL 33884

  Beautiful 3/2 pool home in maintenance free gated community. Realtor related to seller.

  Nicholas Rhinehart LAND SOURCE REALTY, LLC

  102 Jardin Ln, Winter Haven, FL 33884
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  /8

  Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,056 Sq Ft

  311 Donald Ln, Winter Haven, FL 33880

  311 Donald Ln, Winter Haven, FL 33880
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  /59

  $319,900

  • 3 Beds
  • 2 Baths
  • 1,585 Sq Ft

  1152 Bowline St, Winter Haven, FL 33880

  Welcome Home! This 3BR/2BA home located on a corner lot in the gated community of The Shores at Lake Sears has lots of space for everyone to enjoy! Open concept living includes a spacious family room with a high ceiling and sliding glass doors leading out to the screened in patio. Paver area just outside the patio door leads to a huge fenced in back yard perfect for spending time outdoors with

  Jackie Hoverkamp XCELLENCE REALTY, INC

  1152 Bowline St, Winter Haven, FL 33880
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  /10

  $2,000 per month

  • 4 Beds
  • 3 Baths
  • 2,174 Sq Ft
  • House for Rent

  2239 Chris Dr, Winter Haven, FL 33884

  Great Deal! RENTAL PRICE JUST REDUCED – Catch this Deal while you can! Pet Friendly!! Get one month FREE with a 12-month lease. This stunning Brand-New Home has never been lived in and comes with the bonus of no rear neighbors.

  Debbie Bergeron PREMIUM PROPERTIES R.E SERVICE

  2239 Chris Dr, Winter Haven, FL 33884
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  /16

  $319,990 Sold Aug 20, 2025

  • 1,536 Sq Ft
  • $208/SF

  • 3 Beds
  • 2 Baths
  • Built 2025

  3446 Evening Star Dr, Winter Haven, FL 33881

  From the covered porch, you step into the foyer, where you're greeted by a coat closet and welcomed into the open dining area, kitchen, and family room. Just off the kitchen is the laundry room, which also provides access to the two-car garage. The family room leads to a back patio for outdoor living, as well as the private primary bedroom featuring a walk-in closet and a spacious primary bath.

  Starlight Homes

  3446 Evening Star Dr, Winter Haven, FL 33881
• 

  /2

  Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,056 Sq Ft

  6773 Brentwood Dr NE, Winter Haven, FL 33881

  6773 Brentwood Dr NE, Winter Haven, FL 33881
• 

  

  /47

  $339,000

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

  4569 Mandolin Blvd, Winter Haven, FL 33884

  Priced to Sell! Welcome to 4569 Mandolin Blvd, a move-in ready four-bedroom, two-bath home on a spacious .32-acre corner lot in the gated Mandolin community. This home combines comfort, style, and convenience.A brand-NEW ROOF is scheduled to be installed, giving you peace of mind for years to come. Inside, the open layout features vaulted ceilings and luxury vinyl plank floors. The

  Mabel Vassallo CENTURY 21 MYERS REALTY

  4569 Mandolin Blvd, Winter Haven, FL 33884
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  /20

  $2,039 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. 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 2,203 square feet, this well-maintained home offers a high standard of

  2665 Whispering Trails Dr, Winter Haven, FL 33884
• 

  

  /25

  $299,990 Sold Aug 20, 2025

  • 1,426 Sq Ft
  • $210/SF

  • 3 Beds
  • 2 Baths
  • Built 2025

  3454 Evening Star Dr, Winter Haven, FL 33881

  From the front porch, you enter into the foyer and are immediately welcomed into the open family room, dining area, and kitchen. Just off the kitchen is the primary bedroom, which includes a primary bath, walk-in closet, and convenient access to the laundry room. The family room opens to a back patio, perfect for outdoor relaxation. On the opposite side of the kitchen, you’ll find two additional

  Starlight Homes

  3454 Evening Star Dr, Winter Haven, FL 33881
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  /16

  Est $130,331 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 845 Sq Ft

  2600 Lucerne Park Rd Unit 505, Winter Haven, FL 33881

  2600 Lucerne Park Rd Unit 505, Winter Haven, FL 33881

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