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Southwest Winter Haven Homes for Sale

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  • /16

    $258,000

    • 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
  • /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 LPT REALTY, LLC

    425 Saint Georges Cir, Eagle Lake, FL 33839
  • /29

    $273,000

    • 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 bar

    Bo Zhang CENTURY 21 CARIOTI

    146 Brad Cir, Winter Haven, FL 33880
  • /42

    $674,500

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

    475 Archaic Dr, Winter Haven, FL 33880

    One or more photo(s) has been virtually staged. 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,

    David Small KELLER WILLIAMS REALTY SMART 1

    475 Archaic Dr, Winter Haven, FL 33880
  • /29

    $95,000

    • 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

    $599,000

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

    21 Lake Ave, Winter Haven, FL 33880

    MAJOR PRICE IMPROVEMENT AND HOME WARRANTY INCLUDED!! 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

    Kylie Berry BERRY REALTY & APPRAISAL SERVICES PA

    21 Lake Ave, Winter Haven, FL 33880
  • /13

    $289,900

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

    546 Lorient Dr, Eagle Lake, FL 33839

    Short Sale. Come see this beautiful 4 bedroom 2 bathroom home located in the sought after community of Normandy Heights! Why wait nearly a year on a new construction home when you can move into this 2019 model ASAP and get tons of upgrades as well! This home is nearly 1800 living sq. ft., has an open floor plan great for entertaining, and offers the following upgrades: vinyl plank flooring

    Zaida Cordero EXP REALTY LLC

    546 Lorient Dr, Eagle Lake, FL 33839
  • /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,

    Joanne Gauthier Four Star Homes, Inc.

    158 Jay Dr, Winter Haven, FL 33880
  • /40

    $285,000

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

    1129 Bowline St, Winter Haven, FL 33880

    ***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 spacious,

    Matt Mesimer KELLER WILLIAMS REALTY SMART 1

    1129 Bowline St, Winter Haven, FL 33880
  • /61

    $749,000

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

    124 Pangola Dr, Winter Haven, FL 33880

    MOTIVATED SELLER!! Beautifully Remodeled Lakefront Home with Bonus Spaces –Located on Grassy Lake, Winter Haven, FLWelcome to this stunning 3-bedroom, 2-bathroom lakefront home in the heart of Winter Haven, fully remodeled in 2024 and move-in ready. Every inch of this property has been thoughtfully updated with modern finishes, offering the perfect blend of comfort, style, and

    Trevor Robino KELLER WILLIAMS RLTY NEW TAMPA

    124 Pangola Dr, Winter Haven, FL 33880
  • /39

    $325,000

    • 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
  • /21

    $365,000

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

    1404 Axel Cir, Winter Haven, FL 33880

    One or more photo(s) has been virtually staged. Welcome to this beautifully crafted, newly built home offering over 2,500 square feet of modern living space in the peaceful PINNACLE POINT neighborhood of Winter Haven. 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

    Agent Photo

    Carlos DeJesus

    EXIT REALTY 4CORNERS

    (863) 204-5093

    1404 Axel Cir, Winter Haven, FL 33880
  • /29

    $30,000

    • 2 Beds
    • 2 Baths
    • 1,378 Sq Ft

    57 Hatteras Ave, Winter Haven, FL 33880

    Well maintained, Spacious Home with 2-Bedroom, 2-Baths, within walking distance to Lake Shipp in Sunny Winter Haven, Florida. Homes in this community are on lot leased land. Owning the home, but not the land, you pay a monthly lot rent of $474 which gives you and your guest access to the amenities of the community, basic cable & trash pick-up. Community Perks: This home is located in Shipp

    Bette Johnson Renee's Resales

    57 Hatteras Ave, Winter Haven, FL 33880
  • /29

    $314,900

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

    297 Spirit Landings Cir, Winter Haven, FL 33880

    MOTIVATED SELLER!!! Price Reduced further! 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

    Jopie Tjioe REMAX EXPERTS

    297 Spirit Landings Cir, Winter Haven, FL 33880
  • /23

    $300,000

    • 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
  • /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 ADVANTAGE III

    292 Spirit Landings Cir, Winter Haven, FL 33880
  • /4

    $299,000

    • Land
    • 10.24 Acres
    • $29,199 per Acre

    4161 Old Bartow Eagle Lake Rd, Bartow, FL 33830

    WATERFRONT PROPERTY * NO HOA * RESIDENTIAL/AGRICULTURE * FRONT LAKE * OWNER FINANCE * IN THE CITY * BUILDABLE * CLEAR LOT * GREAT OPPORTUNITY * GREAT PRICEBIG frontage with Street face easy access to 17 Hwy. This huge property has a lot of opportunities for sports, fishing, boating, and hiking in your own property. BUILDABLE property PLUS you can have business at the same time as Livestock,

    Gino Dapello CAPITAL HOMES INC

    4161 Old Bartow Eagle Lake Rd, Bartow, FL 33830
  • /9

    $499,000

    • Land
    • 28.56 Acres
    • $17,472 per Acre

    0 Lake Millsite Rd E, Wahneta, FL 33880

    WATERFRONT PROPERTY * NO HOA * RESIDENTIAL/AGRICULTURE * FRONT LAKE * OWNER FINANCE * IN THE CITY * BUILDABLE * CLEAR LOT * GREAT OPPORTUNITYLand has a combined parcel for a total of 28.56 ACRES BIG frontage with Millsite Lake. The entrance is for the 17 Hwy. This huge property has a lot of opportunities for sports, fishing, boating, and hiking in your own property. BUILDABLE property PLUS

    Gino Dapello CAPITAL HOMES INC

    0 Lake Millsite Rd E, Wahneta, FL 33880
  • /35

    $309,999 New Construction

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

    6625 Thornhill Rd, Winter Haven, FL 33880

    ***BELOW MARKET VALUE*** 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

    Barry Macchione REMAX EXPERTS

    6625 Thornhill Rd, Winter Haven, FL 33880
  • /26

    $282,500 New Construction

    • 3 Beds
    • 2.5 Baths
    • 1,486 Sq Ft

    4189 Radford Rd, Bartow, FL 33830

    NO HOA! USDA eligible. The 2-story home offers 3 bedrooms, 2.5 bathrooms and an open, spacious great room plan. Kitchen is open with living and dining areas. Beautiful White shaker cabinets in kitchen and bathrooms. Stainless steel appliances. All bedrooms and laundry upstairs. Sliding glass doors leading to the open lanai. Indoor laundry room with washer/dryer hook-ups. Architectural shingles on

    Melissa Bajsa CMTG REAL ESTATE GROUP

    4189 Radford Rd, Bartow, FL 33830
  • /22

    $45,000

    • 2 Beds
    • 2 Baths
    • 672 Sq Ft

    46 Odessa Dr SW, Winter Haven, FL 33880

    Fixer Upper with Split Floor Plan in a 55+ Community - Winter Haven, Florida Homes in Garden Mobile Village, a 55+ community are on lot leased land 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

    46 Odessa Dr SW, Winter Haven, FL 33880
  • /8

    $325,000

    • Land
    • 0.12 Acre
    • $2,708,333 per Acre

    205 Snively Ave, Eloise, FL 33880

    Great land opportunity in Winter Haven. These are 2 adjacent lots located near HWY 17 totaling .24 acres. Close to shopping, dining and Downtown Winter Haven. Currently zoned residential (future land use BPC-2). Parcel ID's 26-29-05-670500-002800 & 26-29-05-670500-002700. Call today for more information.

    Anthony Medina KELLER WILLIAMS REALTY SMART 1

    205 Snively Ave, Eloise, FL 33880
  • /45

    $134,900

    • 2 Beds
    • 2 Baths
    • 1,128 Sq Ft

    470 Village Cir SW, Winter Haven, FL 33880

    Move-In Ready! This charming home is nestled in a vibrant 55+ community, offering an array of amenities including a community pool, tennis courts, and much more. Featuring a desirable split floorplan, the home also boasts a bright bonus room that fills the space with natural light. The open layout is perfect for entertaining, and the inviting sunroom provides a serene space to relax. In addition

    Craig Burke CRAIG BURKE REAL ESTATE GROUP, LLC

    470 Village Cir SW, Winter Haven, FL 33880
  • /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
  • /100

    $1,490,000

    • 8 Beds
    • 7 Baths
    • 7,810 Sq Ft

    3001 Crystal Beach Rd, Winter Haven, FL 33880

    Welcome to your dream home at 3001 Crystal Beach Road in Winter Haven, FL—a masterpiece of luxury and sophistication. This breathtaking 8-bedroom, 7-bathroom estate redefines opulence, offering unparalleled features and amenities designed for both grand entertaining and everyday indulgence. As you step into this expansive residence, you'll be captivated by the soaring high ceilings, elegant

    David Small KELLER WILLIAMS REALTY SMART 1

    3001 Crystal Beach Rd, Winter Haven, FL 33880
  • /15

    $260,000

    • 3 Beds
    • 2 Baths
    • 1,329 Sq Ft

    123 Osprey Heights Dr, Winter Haven, FL 33880

    Beautiful 3BR/2BA home in a gated community of Osprey Heights. All floors are covered with wood laminate. The Solar system is paid off and included in the price of the home with no extra payment.

    Othner Stfleurose OSF REAL ESTATE SERVICE

    123 Osprey Heights Dr, Winter Haven, FL 33880
  • /38

    $325,000

    • 4 Beds
    • 2 Baths
    • 2,052 Sq Ft

    126 Bermuda Ct, Winter Haven, FL 33880

    The property you are inquiring about is located in Winter Haven, FL in the Emerald Acres/Grassy/Lake Estates area of Polk County. This beautiful lakefront, 4+ bedrooms, 2-bath home is situated on over 2 acres on Grassy Lake! Just needs a little TLC and a new owner to enjoy a relaxed lifestyle with a beautiful view! Call, text, and see! *Agents, please read MLS Remarks.*

    Renee Butler BROKERS REALTY OF CENTRAL FLOR

    126 Bermuda Ct, Winter Haven, FL 33880
  • /2

    $348,990 New Construction

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

    2530 Sage Valley Way, Winter Haven, FL 33884

    Under Construction. Find everything you need in Harmony on Lake Eloise! Located just minutes from world class theme parks and attractions, Harmony on Lake Eloise is the perfect community to call home with its beautiful Florida lifestyle and amenities. This community boasts stunning home sites. You'll enjoy the sparkling local lakes practically in your backyard and the best local restaurants and

    Paul King DR HORTON REALTY OF CENTRAL FLORIDA LLC

    2530 Sage Valley Way, Winter Haven, FL 33884
  • /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

    Agent Photo

    Sam Pergerson

    COLDWELL BANKER REALTY

    (863) 900-8957

    118 Orange Ave, Winter Haven, FL 33880

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