Winter Haven Real Estate for Sale by Neighborhood

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ASHTON COVEY real estate for sale BRENTON MANOR real estate for sale
BROOKHAVEN VILLAGE FIRST ADD real estate for sale BUCKEYE HEIGHTS real estate for sale
CAREFREE COVE real estate for sale CASA DEL SOL CONDO VILLAGE PH 02 real estate for sale
CASARENA ON LAKES real estate for sale CYPRESSWOOD real estate for sale
CYPRESSWOOD PATIO HOMES real estate for sale CYPRESSWOOD PLANTATIONS real estate for sale
EAGLE CREST real estate for sale ELBERT ACRES real estate for sale
ELOISE WOODS LAKE MARIAM UNIT real estate for sale ESTATES/LK FLORENCE real estate for sale
FLA HIGHLANDS CO SUB real estate for sale FOX RIDGE PH 01 real estate for sale
GARDEN GROVE OAKS real estate for sale HARBOR AT LAKE HENRY real estate for sale
HARMONY ON LAKE ELOISE real estate for sale HARMONY ON LAKE ELOISE PHASE 4 real estate for sale
HARMONY/LK ELOISE PH 1 real estate for sale HERON CAY real estate for sale
IDA LAKE SUB real estate for sale IMPERIAL HARBOURSPHASES 01 & 02 real estate for sale
INMAN GROVES real estate for sale INMAN GRVS PH 2 real estate for sale
INWOOD real estate for sale ISLAND LAKES real estate for sale
JACE LNDG real estate for sale JAN PHYL VILLAGE real estate for sale
KRENSON BAY real estate for sale LAKE ASHTON WEST PH 01 real estate for sale
LAKE ASHTON WEST PH II NORTH real estate for sale LAKE ASHTON WEST PH II SOUTH real estate for sale
LAKE ELBERT HEIGHTS UNIT 02 02 REP real estate for sale LAKE IDYLL ESTATES real estate for sale
LAKE LUCERNE II real estate for sale LAKE N GOLF ESTATES real estate for sale
LAKE N GOLF ESTATES ADD real estate for sale LAKE SHIPP HEIGHTS real estate for sale
LAKE SMART POINTE real estate for sale LAKESIDE RANCH FOR MOBILE HOMES real estate for sale
LESLIE J A SUB real estate for sale LUCERNE PARK RESERVE real estate for sale
MANDOLIN real estate for sale MANDOLIN 02 real estate for sale
NOT IN SUBDIVISION real estate for sale OAKWOOD ESTATES real estate for sale
ORANGE MANOR WEST COOP INC real estate for sale ORCHID SPGS VILL 400 SAN MIGUEL real estate for sale
PEACE CRK RESERVE real estate for sale PEACH CROSSINGS real estate for sale
REVISED MAP OF FERNWOOD ADD real estate for sale RUBY LAKE PH 04 real estate for sale
SEASONS AT ANNABELLE ESTATES real estate for sale SERENITY AT PEACE CREEK TH real estate for sale
SQUIRES GROVE real estate for sale SQUIRES GROVE PH 2 real estate for sale
TANAMORA real estate for sale TRADITIONS PH 01 real estate for sale
TRADITIONS PH 02 real estate for sale VILLA MAR real estate for sale
VILLA MAR 40'S real estate for sale VILLA MAR PHASE 3 real estate for sale
VILLAGE PARK real estate for sale VILLAMAR real estate for sale
VILLAMAR PH 2 real estate for sale VILLAMAR PH 3 real estate for sale
VILLAMAR PH 5 real estate for sale VILLAMAR PHASE 6 AND PHASE 6D real estate for sale
WAHNETA FARMS real estate for sale WILLOWBROOK NORTH real estate for sale
WILLOWBROOK SOUTH real estate for sale WINTER HAVEN HARBOUR APTS CONDO real estate for sale
WINTER RIDGE CONDO real estate for sale

Newest Real Estate in Winter Haven by Neighborhood

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  • 524 HAINES TRL, WINTER HAVEN, FL - MLS# L4961454

    LAKES/LUCERNE PARK PH 4 - L4961454 - 524 HAINES TRL, WINTER HAVEN, FL 33881
    Just Added on 04/30/2026 3:19PM

    $329,000 | Single Family Home | 3 beds | 2.0 baths | 2 gar

    Beautifully maintained, highly upgraded home in a quiet, conveniently located community. From the moment you arrive, you’ll notice the strong curb appeal with manicured landscaping and a spacious screened front entry welcoming you inside. Step through the front door to find high ceilings and a wide hallway that opens into a bright, inviting great room. The open-concept kitchen flows seamlessly into the living and dining areas, featuring a large island perfect for entertaining, an upgraded deep sink, modern lighting, and plenty of cabinet and counter space. The private primary suite is thoughtfully separated from the other bedrooms, offering a peaceful retreat with a walk-in shower and dual vanities in the en-suite bathroom. Three additional bedrooms are located on the opposite side of the home, sharing a full hall bath, with a centrally located indoor laundry room for added convenience. Enjoy outdoor living on the backyard lanai—perfect for relaxing or hosting weekend barbecues. MUST SEE!

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    Listing is courtesy of: KELLER WILLIAMS REALTY SMART 1

  • 5393 SAN PIETRO DR, WINTER HAVEN, FL - MLS# TB8503618

    VILLA MAR - TB8503618 - 5393 SAN PIETRO DR, WINTER HAVEN, FL 33884
    Just Added on 04/30/2026 1:29PM

    $409,245 | Single Family Home | 5 beds | 3.0 baths | 2 gar

    Under Construction. Valencia BELOW MARKET INTEREST RATES with use of Seller's Preferred Lender. Prepare to be impressed by the Valencia, a two-story home featuring 5 bedrooms, 3 bathrooms, and a 2-car garage. This floorplan is designed for modern living and effortless entertainment. Step through the elegant foyer into a vibrant main living area, complete with a private guest suite for ultimate comfort. The kitchen shines with sleek quartz countertops, stainless steel appliances, and luxurious vinyl plank flooring overlooking the dining area which flows beautifully to the covered lanai through sliding glass doors. Upstairs, you’ll find the secluded owner’s suite complete with a walk-in shower, dual vanity and spacious walk-in closet. Conveniently located by the additional bedrooms is the cleverly designed oversized laundry room. Another modern feature of the Valencia is the smart thermostat with voice control, making energy efficient living a breeze. Outside, enjoy the chic elevation and professionally curated landscaping that adds the perfect finishing touch to this exceptional home. Close to it all, Villa Mar places you near the natural beauty of the Winter Haven Chain of Lakes, the charm of downtown Winter Haven, and family fun at LEGOLAND® Florida Resort. Back at home, residents enjoy community amenities including a pool, dog park, playground, and walking trails.  Images shown are for illustrative purposes only and may differ from actual home. Completion date subject to change. Contact or make an appointment for more details on interest rates.

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    Listing is courtesy of: CASA FRESCA REALTY

  • 1210 ZAMBRANA CT, WINTER HAVEN, FL - MLS# O6401308

    VILLAMAR PH 2 - O6401308 - 1210 ZAMBRANA CT, WINTER HAVEN, FL 33884
    Just Added on 04/30/2026 11:39AM

    $375,000 | Single Family Home | 4 beds | 2.0 baths | 2 gar

    Welcome to your next home in the heart of Winter Haven! Located on a peaceful cul-de-sac, this charming property at 1210 Zambrana Ct offers the perfect blend of comfort, space, and convenience. Featuring a bright and open layout, this home is designed for both relaxing and entertaining. Enjoy spacious living areas filled with natural light, a functional kitchen with plenty of storage, and well-sized bedrooms that provide comfort for the whole family. The outdoor space offers the perfect setting to unwind or host gatherings, while the location places you just minutes from shopping, dining, and everyday essentials. Whether you're looking for your primary residence or a great investment opportunity, this home checks all the boxes.

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    Listing is courtesy of: PAK HOME REALTY

  • 612 MORGAN RD, WINTER HAVEN, FL - MLS# TB8502352

    PEACE RIVER DEVELOPMENT - TB8502352 - 612 MORGAN RD, WINTER HAVEN, FL 33880
    Just Added on 04/30/2026 10:16AM

    $524,900 | Manufactured Home | 2 beds | 2.0 baths

    Turnkey opportunity to own a fully equipped citrus nursery on 5 acres! This versatile property is currently functioning as a citrus nursery, with the infrastructure already in place to support expansion into a variety of other agricultural uses. Featuring four greenhouses (one greenhouse has 3 domes) totaling in approximately 16,000 square feet, each equipped with electricity and water. This property has two 4-inch wells with 5-inch submersible pumps, fertilizer injectors, a commercial-grade chemical/fertilizer sprayer, overhead irrigation, greeenhouse benches, 150,000 citrus grow pots, and much much more. Everything you need to hit the ground running. There is additional space for in-ground planting, that has an existing irrigation system with timer already installed. On-site structures include a 12x12 air-conditioned office shed, a 8x8 dedicated chemical storage shed, and a 16x20 workshop with an attached lean-to for additional workspace and storage. Also included is a 2006 single-wide mobile home offering 2 bedrooms and 2 bathrooms, with a split floor plan. The home features a rear covered porch, a private storage shed, and a full-home water purification system that also services the workshop and ice machine. Perfect for on-site living or staff housing. This property is fully set up and ready for continued operation. All measurements to be verified by buyer.

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    Listing is courtesy of: AGENT GROUP REALTY

  • 6103 GREY HERON DR, WINTER HAVEN, FL - MLS# O6403532

    LAKESIDE LANDINGS PH 01 - O6403532 - 6103 GREY HERON DR, WINTER HAVEN, FL 33881
    Just Added on 04/30/2026 8:59AM

    $305,000 | Single Family Home | 4 beds | 2.0 baths | 2 gar

    Welcome to this beautifully maintained 4-bedroom, 2-bathroom home located at 6103 Grey Heron Dr in the desirable Winter Haven community, offering 1,828 square feet of living space with a spacious and comfortable layout, bright open interiors filled with natural light, a 2-car garage with an extended driveway, a well-kept lawn, and excellent curb appeal, perfectly suited for both homeowners and investors, ideally situated just minutes from shopping, dining, and schools with easy access to major roads and nearby attractions, all within a quiet and welcoming neighborhood, with more pictures to follow.

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    Listing is courtesy of: BROKER HUB REALTY GROUP LLC

  • 107 SUGAR CREEK RD, WINTER HAVEN, FL - MLS# P4938569

    NOT IN SUBDIVISION - P4938569 - 107 SUGAR CREEK RD, WINTER HAVEN, FL 33880
    Just Added on 04/30/2026 8:31AM

    $349,900 | Single Family Home | 3 beds | 2.0 baths | 1 gar

    BEAUTIFUL 3-BEDROOM POOL HOME ~ This inviting residence offers the perfect blend of comfort and functionality, featuring a spacious living room ideal for relaxing or entertaining, expansive kitchen, along with a desirable layout for added privacy. The home includes 3 bedrooms and 2 bathrooms, with a unique primary suite setup that features a private sink area separate from the bathroom for added convenience. Step outside to enjoy a screened-in lanai with a 10,000-gallon in-ground pool, perfect for soaking up the Florida lifestyle year-round. The patio provides additional outdoor space for dining or lounging, while the fully fenced backyard showcases mature landscaping for both beauty and privacy, along with a handy storage shed. This well-maintained property is move-in ready and offers everything you need to enjoy indoor-outdoor living at its finest—schedule your showing today!

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    Listing is courtesy of: COLDWELL BANKER REALTY

  • 239 SUNFISH DR, WINTER HAVEN, FL - MLS# O6403244

    LAKE LUCURNE - O6403244 - 239 SUNFISH DR, WINTER HAVEN, FL 33881
    Just Added on 04/30/2026 8:26AM

    $325,000 | Single Family Home | 4 beds | 2.0 baths | 2 gar

    Welcome to 239 Sunfish Dr, a 4-bedroom, 2-bath home in one of Winter Haven’s growing communities, offering modern comfort, thoughtful upgrades, and outdoor spaces designed to be enjoyed year-round. Built in 2021 and offering nearly 2,000 square feet of living space, this home is move-in ready and packed with value for homeowners and investors alike. Inside, you’ll find a spacious open-concept layout with a split-bedroom floor plan that offers both functionality and privacy. The kitchen opens seamlessly to the main living and dining areas, creating the perfect flow for everyday living and entertaining. With four full bedrooms, there is plenty of space for a growing household, guests, or a home office setup. What truly sets this home apart is the outdoor living experience. Enjoy a fully screened-in back porch, perfect for relaxing in the evenings without worrying about bugs, plus an extended outdoor living area ideal for grilling, gathering, or simply unwinding. A custom paver walkway leads to a charming gazebo, creating the perfect shaded retreat to enjoy the outdoors while staying out of the Florida sun. Whether you're hosting friends or enjoying a quiet morning coffee, this backyard was designed to be used and enjoyed. Additional upgrades include a full gutter system for added function and protection, helping direct water away from the home and adding peace of mind during Florida’s rainy season. Located in a growing area of Winter Haven with convenient access to shopping, dining, schools, and major roadways, 239 Sunfish Dr offers the perfect blend of newer construction, smart upgrades, and comfortable Florida living. Whether you're looking for your next home or a strong long-term investment, this one is easy to love.

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    Listing is courtesy of: REAL BROKER, LLC

  • 706 BYNI RDG, WINTER HAVEN, FL - MLS# L4961431

    WOLF RUN - L4961431 - 706 BYNI RDG, WINTER HAVEN, FL 33880
    Just Added on 04/29/2026 11:22PM

    $99,000 | Mobile Home | 3 beds | 2.0 baths

    3 bedroom, 2 bath mobile home with great potential. Needs some TLC, making it a perfect opportunity for investors or buyers looking to customize and add value.

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    Listing is courtesy of: KELLER WILLIAMS REALTY SMART

  • 316 LAKE SMART CIR, WINTER HAVEN, FL - MLS# L4961472

    LAKE SMART POINTE - L4961472 - 316 LAKE SMART CIR, WINTER HAVEN, FL 33881
    Just Added on 04/29/2026 9:46PM
    FORECLOSURE

    $289,900 | Single Family Home | 3 beds | 2.0 baths | 2 gar

    This property is eligible under the 30 Day Freddie Mac First Look Initiative through 05/28/2026. OWNER OCCUPIED BUYERS and NSP offers will only be considered the first 30 days from initial MLS input date. Investors are encouraged to make an offer and will be considered after the First Look Initiative period has expired. Buyer pays Doc Stamps on deed.

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    Listing is courtesy of: REMAX EXPERTS

  • 554 EAGLE LANDING BLVD, WINTER HAVEN, FL - MLS# O6402516

    EAGLE LNDG PH I - O6402516 - 554 EAGLE LANDING BLVD, WINTER HAVEN, FL 33880
    Just Added on 04/29/2026 6:50PM

    $312,000 | Single Family Home | 4 beds | 2.0 baths | 2 gar

    Welcome to modern comfort in the heart of Winter Haven! This meticulously maintained 4-bedroom, 2-bathroom home offers 1,628 sq. ft. of move-in-ready living space. The residence features a bright, open-concept floor plan with a seamless flow between the kitchen and living areas, complemented by durable tile and carpet flooring. Enjoy outside living in your private fenced in backyard or sit on the enclosed patio and enjoy the outdoors.

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    Listing is courtesy of: SPANN & ASSOCIATES REAL ESTATE

  • 811 22ND ST NW, WINTER HAVEN, FL - MLS# S5148769

    HUTTON REP - S5148769 - 811 22ND ST NW, WINTER HAVEN, FL 33881
    Just Added on 04/29/2026 6:32PM

    $269,990 | Single Family Home | 3 beds | 3.0 baths | 2 car

    Welcome to this charming 3-bedroom, 3-full-bath home nestled in the heart of Winter Haven! One of the bedrooms features a private entrance, making it perfect as an IN-LAW SUITE, home office/studio, or an income-producing rental opportunity. The spacious Florida room with screen enclosure is ideal for relaxing and entertaining, while the front screened porch adds extra curb appeal and a cozy outdoor living space. The generous backyard offers endless possibilities — plenty of room to add a pool, create your dream outdoor oasis, or simply enjoy the open space. A storage shed in the back provides additional convenience. No HOA, No CDD, low taxes, public water and sewer. Located just minutes from Downtown Winter Haven, shopping, restaurants, and the beautiful Winter Haven Chain of Lakes. This home has so much to offer, don't miss this opportunity!Equal opportunity housing.

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    Listing is courtesy of: FLORIDA REALTY INVESTMENTS

  • 693 SQUIRES GROVE DR, WINTER HAVEN, FL - MLS# TB8502032

    SQUIRES GROVE PH 2 - TB8502032 - 693 SQUIRES GROVE DR, WINTER HAVEN, FL 33880
    1 Day on yellowkey

    $285,000 | Single Family Home | 3 beds | 2.0 baths | 2 gar

    Welcome to this beautifully maintained newer home in the desirable Squires Grove community of Winter Haven! Built in 2022, this spacious 3-bedroom, 2-bath residence offers an open-concept layout with a bright living and dining area—perfect for entertaining. The modern kitchen features ample cabinetry, sleek appliances, and a large island overlooking the main living space. A split-bedroom floor plan provides privacy, with a generous primary suite including a walk-in closet and en-suite bath. Enjoy outdoor living in the private backyard with room to relax or host gatherings. Additional highlights include a 2-car garage, indoor laundry, and energy-efficient construction. Conveniently located near shopping, dining, schools, and major roadways, this home offers comfort, style, and convenience in one of Winter Haven’s growing communities.

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    Listing is courtesy of: MARK SPAIN REAL ESTATE

  • 780 OVERLOOK GROVE DR, WINTER HAVEN, FL - MLS# L4960255

    OVERLOOK RDG - L4960255 - 780 OVERLOOK GROVE DR, WINTER HAVEN, FL 33884
    1 Day on yellowkey

    $302,500 | Single Family Home | 4 beds | 2.0 baths | 2 gar

    Need 4 bedrooms, but don't need to break the budget? This is what you've been searching for here in the heart of Winter Haven! Situated perfectly W of Hwy 27 and out of the hustle and bustle of the city, this 4/2/2 home is ready for you! Close to houses of worship, schools, shopping, golf, and SO much more! Upon arrival, you note the quaint neighborhood, which quickly says "community." The home is situated on a corner lot, as well as on a cul de sac. Upon entry, the new homeowners will be delighted to see easy to maintain flooring throughout the home. No detail was missed in this home's update! New flooring, paint, ceiling fans, kitchen & baths, so she's MOVE-IN READY! The kitchen boasts new countertops, stainless appliances, a cook's workstation, generous sized pantry, and lots of storage. The open floor plan with combined living and dining space is ideal for gatherings and entertaining. The owners suite is spacious, and has a walk in closet and updated bathroom. Three MORE bedrooms, each situated around the living space. This floor plan is superb for daily function of a busy household. Fenced with a durable vinyl fence, the outdoor space is secure for pets. The shed is sturdy for your lawn & garden tools, as well as storage. Leased solar panels increase energy efficiency, with lease to be assumed by the buyer. Water Heater 2021. Roof 2022. Seller is offering a one year American Home Shield warranty!

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    Listing is courtesy of: FLORIDA REAL ESTATE COMPANY

  • 116 MANDOLIN DR, WINTER HAVEN, FL - MLS# O6403313

    MANDOLIN - O6403313 - 116 MANDOLIN DR, WINTER HAVEN, FL 33884
    1 Day on yellowkey

    $370,000 | Single Family Home | 4 beds | 2.0 baths | 2 gar

    Welcome to 116 Mandolin Dr in the desirable GATED COMMUNITY of WINTER HAVEN, FL! This spacious 4-bedroom, 2-bathroom home offers 2,248 square feet of COMFORTABLE LIVING on a generous 0.26-acre lot WITH A LOW HOA AND NO CDD! Step inside to soaring VAULTED CEILINGS in the living and dining areas—these ELEVATED CEILINGS create an open, airy feel that makes the home even larger than its footprint. The entire home features durable VINYL FLOORING, and all bedrooms are generously sized, offering FLEXIBILITY FOR FAMILIES, guests, or a home office. NATURAL LIGHT pours in throughout the home, creating a bright and welcoming atmosphere that’s perfect for new homeowners. Major updates include a NEW A/C SYSTEM (2025) and GUTTERS INSTALLED (2024), while the WATER HEATER was replaced in 2017. The roof and plumbing are original, but the seller is willing to NEGOTIATE A BRAND NEW ROOF — making this property an UN-BEATABLE VALUE for the price. Situated in a quiet gated community, this property offers both privacy and security. The location is a standout—just a short walk from a newly constructed Publix set to open in the coming months, as well as nearby Dollar General and 7-Eleven for everyday convenience. You’re also just minutes away by car from Eagle Ridge Mall, LEGOLAND Florida Resort, and all the shopping, dining, and entertainment that downtown Winter Haven has! —making this home not only comfortable, but perfectly located.

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    Listing is courtesy of: LPT REALTY, LLC

  • 120 MIRROR LN NW, WINTER HAVEN, FL - MLS# L4961404

    THE SHORES - L4961404 - 120 MIRROR LN NW, WINTER HAVEN, FL 33881
    1 Day on yellowkey

    $995,000 | Single Family Home | 4 beds | 3.5 baths | 3 gar

    Experience refined lakefront living on the iconic Winter Haven Chain of Lakes, perfectly situated on the coveted shores of Lake Mirror—one of the most picturesque and desirable lakes in the chain. Known for its tranquility, stunning estate homes, and seamless access to the full chain, Lake Mirror offers a rare combination of privacy, beauty, and true waterfront lifestyle. This impeccably maintained 4-bedroom, 3.5-bath residence is a showcase of timeless architecture and elevated design, where every space has been thoughtfully curated to maximize comfort, light, and connection to the outdoors. From the moment you enter, you’re met with expansive living areas, soaring ceilings, and walls of French doors that line the back of the home, flooding the interior with natural light and creating a seamless transition to the outdoor living spaces. These multiple sets of French doors not only enhance the home’s elegance, but also provide direct access from several rooms to the patio, pool, and lakefront setting, blurring the line between indoor and outdoor living in the most effortless way. The outdoor experience is nothing short of exceptional. A resort-style screened pool and spa overlook the water, framed by peaceful lake views and designed for both quiet relaxation and unforgettable entertaining. Whether hosting guests, enjoying a sunset swim, or simply unwinding after a long day, this space delivers a level of serenity that is hard to replicate. Step beyond to your private dock and embrace everything the Chain of Lakes lifestyle has—boating to dinner, skiing across open water, fishing at sunrise, and cruising through one of Central Florida’s most connected and sought-after lake systems. Additional highlights include a brand-new seamless metal roof in 2025, an expansive 3-car garage, and meticulous pride of ownership throughout, ensuring both beauty and peace of mind. This is a rare opportunity to own a home where luxury, lifestyle, and location come together effortlessly—a true lakefront retreat in the heart of Winter Haven.

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    Listing is courtesy of: THE MARKET REALTY COMPANY

  • 1985 SARAH ST, WINTER HAVEN, FL - MLS# P4938491

    PEACE CREEK RESERVE - P4938491 - 1985 SARAH ST, WINTER HAVEN, FL 33884
    1 Day on yellowkey

    $296,000 | Single Family Home | 4 beds | 2.5 baths | 2 gar

    Stop scrolling—this is the one. Welcome to 1985 Sarah Street, a 2025-built home in Winter Haven that perfectly blends modern design, functional space, and move-in-ready convenience. Situated on a premium corner lot with a fully fenced backyard, this 4-bedroom, 2.5-bathroom home offers 1,874 square feet of thoughtfully designed living space—ideal for both everyday living and entertaining. Step inside and immediately feel the difference. The entire first floor is designed for connection, featuring a bright, open-concept layout where the kitchen, dining, and living areas flow seamlessly together. The kitchen is bright and spacious—complete with upgraded stone countertops, modern finishes, and a clean, fresh look that feels straight out of a model home. Tile flooring throughout the main level adds both style and durability. Upstairs, the home continues to impress. A cozy loft space creates the perfect flex area—ideal for a second living room, home office, media space or home gym. The spacious bedrooms deliver comfort for everyone, while the owner’s suite provides a true retreat with a walk-in closet and an upgraded modern shower door in the primary bathroom. Step outside and you’ll find one of this home’s standout features—a large, fully fenced backyard, offering privacy, space to play, entertain, or simply unwind. The corner lot positioning adds extra breathing room and curb appeal that’s hard to find. Located in the desirable Peace Creek Reserve community, you’ll enjoy the benefits of newer construction living in a growing area known for its natural beauty and proximity to Winter Haven’s famous Chain of Lakes, shopping, and dining. Why wait for new construction when you can have better than new—right now? This home is upgraded and move-in-ready immediately.

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    Listing is courtesy of: KELLER WILLIAMS REALTY SMART

  • 1930 AUSTIN TER, WINTER HAVEN, FL - MLS# S5148834

    WOODPOINTE PH 1 - S5148834 - 1930 AUSTIN TER, WINTER HAVEN, FL 33884
    1 Day on yellowkey

    $499,900 | Single Family Home | 4 beds | 3.0 baths | 2 gar

    Welcome to 1930 Austin Terrace, located in the highly desirable gated community of Woodpointe in SE Winter Haven. Perfectly situated near Hwy 27 and just minutes from LEGOLAND Florida Resort, this home offers both convenience and a peaceful cul-de-sac setting on a spacious fully fenced 0.32-acre lot.This beautifully designed 4-bedroom, 3-bathroom POOL home welcomes you with an elegant entry foyer, soaring specialty ceilings, and wood flooring throughout, complemented by ceramic tile in the foyer, kitchen, breakfast nook, and bathrooms. The thoughtfully designed layout includes a formal dining room and an open, inviting living space ideal for both everyday living and entertaining. The kitchen features granite countertops, a new refrigerator (04/2026), a breakfast bar, and a walk-in pantry, with a cozy breakfast nook overlooking the saltwater pool for relaxed mornings. Step outside to enjoy true Florida living with a screen-enclosed pool, covered lanai, and a beautifully paved pool patio, perfect for hosting or unwinding in your private, fully fenced backyard. The pool system has been well maintained with a new pool pump (09/2025) and recently updated salt cell and WiFi-enabled motherboard (03/2026), offering modern convenience and efficiency. The spacious primary suite serves as a private retreat, complete with an additional office space, fireplace, walk-in closet, and an ensuite bathroom featuring a split sink vanity, garden tub, and separate shower. Additional highlights include a newer AC system (approximately 4 years old), a brick-paved driveway and walkways, and a charming covered front porch accented by columns, adding to the home’s curb appeal. A brand new roof will be put on before closing! This exceptional property offers the perfect combination of space, style, and location in one of SE Winter Haven’s most sought-after gated communities.

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    Listing is courtesy of: RE/MAX HERITAGE PROFESSIONALS

  • 69 ENCLAVE DR, WINTER HAVEN, FL - MLS# S5148089

    CYPRESSWOOD ENCLAVE PH 02 - S5148089 - 69 ENCLAVE DR, WINTER HAVEN, FL 33884
    2 Days on yellowkey

    $300,000 | Villa | 3 beds | 2.0 baths | 2 gar

    Welcome to 69 Enclave Drive, a beautifully updated home nestled inside the sought-after Cypresswood Golf & Country Club, a gated golf community known for its lush landscaping, resort-style amenities, and peaceful, secure atmosphere right in the heart of Polk County. From the moment you arrive, the manicured curb appeal sets the tone: mature palms, trimmed hedges, and a well-maintained façade with a two-car garage greet you at the entry. Step inside and you'll immediately notice the quality of every update, high-end laminate flooring flows throughout the home, complementing the fresh, modern palette and abundant natural light. The fully updated kitchen is a true showstopper, featuring custom raised-panel cabinetry, stunning granite countertops, a designer arabesque tile backsplash, and a full suite of stainless steel appliances, all included. A skylight above adds a bright, airy feel that makes cooking here a genuine pleasure. The spacious open-concept living and dining areas are designed for how Florida families actually live, wide open, light-filled, and flowing seamlessly toward the backyard through large sliding glass doors. The living room offers an ideal layout for entertaining, with a vaulted ceiling effect and views out to the lush, private backyard. Plantation shutters add a polished, upscale touch throughout. Bathrooms have been tastefully renovated with matching granite vanities, updated fixtures with brushed nickel hardware, and designer tile surrounds, all carrying that same cohesive, elevated look. The screened lanai is your private Florida retreat, perfect for morning coffee or evening sunsets, while the backyard offers mature trees, green space, and real privacy. An aerial view reveals just how spacious and private this lot truly is within the community. Practical updates make this home truly move-in ready: newer thermal windows for energy efficiency, a newer gas water heater, an updated laundry room with custom cabinetry, and a stunning epoxy-coated garage floor that gives the two-car garage a clean, finished look with room to spare. Living in Cypresswood means access to golf, a clubhouse, community pool, and the peace of mind that comes with a gated, well-managed neighborhood, all just minutes from shopping, dining, medical facilities, and major corridors serving the greater Central Florida area. Homes in Cypresswood at this level of finish don't last. Schedule your private showing today.

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    Listing is courtesy of: RE/MAX HERITAGE PROFESSIONALS

  • 2656 WYNDSOR OAKS WAY, WINTER HAVEN, FL - MLS# TB8501985

    WYNDSOR AT LAKE WINTERSET - TB8501985 - 2656 WYNDSOR OAKS WAY, WINTER HAVEN, FL 33884
    2 Days on yellowkey

    $750,000 | Single Family Home | 5 beds | 5.0 baths | 3 gar

    Discover refined living in Wyndsor at Lake Winterset, one of Winter Haven’s premier gated communities. Set on a half-acre lot, this beautifully maintained 5-bedroom, 5-bathroom residence blends timeless craftsmanship with thoughtful updates and an impressive amount of living space. Step inside to soaring ceilings, architectural arches, decorative pillars, crown molding, and tray ceilings that create an immediate sense of grandeur. The formal living and dining rooms flow effortlessly into the main living areas, where 16x16 tile and luxury plank vinyl flooring with water-proof add both style and durability. The spacious kitchen is designed for everyday living and entertaining, featuring a large island, stainless steel appliances, and built-in oven and microwave. It opens to a warm and inviting great room complete with a gas fireplace and custom built-ins. A dedicated office and two additional living areas provide flexibility for work, relaxation, or extended generations. The primary suite is a private retreat with a double-door entry foyer, two walk-in closets, and room for a sitting or desk area. The spa-like en-suite bath includes a dual-head shower, Jacuzzi tub, granite counters, double sinks, and a separate vanity. Four additional bedrooms — each with its own private bath — are thoughtfully positioned on the opposite side of the home for maximum privacy. The upstairs suite offers versatility as a second primary, media room, or game room. Enjoy Florida living on the expansive 1,000 sq ft screened lanai, fully under roof and pre-plumbed and wired for an outdoor kitchen. Excellent for quiet evenings or large gatherings. Additional highlights include a 3-car garage with storage room and a tankless hot water system. Major updates include a new roof (2022) and two HVAC units (2017). Located minutes from Legoland and within easy reach of both coasts, major attractions, shopping, and dining, this home delivers luxury, space, and convenience in one of the area’s most desirable neighborhoods.

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    Listing is courtesy of: HOMECOIN.COM

  • 3147 WHISPERING TRAILS ST, WINTER HAVEN, FL - MLS# O6402822

    WHISPERING TRAILS PH 01 - O6402822 - 3147 WHISPERING TRAILS ST, WINTER HAVEN, FL 33884
    3 Days on yellowkey

    $215,000 | Single Family Home | 3 beds | 2.0 baths | 2 gar

    Investor Special – Endless Potential! Unlock the possibilities with this 3-bedroom, 2-bath home offering 1,303 sq ft in a gated Winter Haven community. Perfect for investors or buyers ready to add their personal touch, this property is a true TLC opportunity with great bones and plenty of upside. The home features a unique layout with a private side-entry front door connected by a walkway, adding character and curb appeal. Enjoy the added benefit of a long-term neighboring resident, bringing a sense of stability and community. Conveniently located just minutes from shopping, dining, Walmart, and Legoland, this property combines location and potential. Residents also have access to a community pool for relaxation and leisure. Priced to sell—bring your vision and make it your next great investment!

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    Listing is courtesy of: NEWBERRY REALTY & DEV GRP INC.

  • 1787 LAKEHILL DR, WINTER HAVEN, FL - MLS# P4938572

    WOODPOINTE PHASE THREE - P4938572 - 1787 LAKEHILL DR, WINTER HAVEN, FL 33884
    3 Days on yellowkey

    $759,900 | Single Family Home | 4 beds | 3.5 baths | 2 gar

    Be the first to own this stunning 2024-built semi-custom home located in the gated, lakefront community of Woodpointe in Winter Haven’s desirable 33884 zip code. Thoughtfully designed with both comfort and functionality in mind, this spacious residence features 4 bedrooms, 3.5 bathrooms, and an incredibly smart split-bedroom floorplan that offers privacy and flexibility for modern living. The seamless flow and attention to detail throughout brings you first to the expansive living area that encompasses the living, kitchen, and dining rooms complimented with a walk-in pantry and bonus room that's perfect for an office, playroom, gym, or anything your hobbies and interests desire. The primary suite is a true retreat, complete with a luxurious en-suite bath and a huge walk-in closet that conveniently connects directly to the oversized laundry room—making everyday living effortless and latenight chores not disturbing family and guests. On the opposite side of the home, the additional bedrooms are well-appointed and thoughtfully positioned to maximize space and privacy, including another bedroom with ensuite bath, plus two additional bedrooms and another full bathroom. A convenient half bath is located near the garage entry, where you'll also find a practical "mud" area perfect for keeping things organized after a long day. Situated on just over one-third of an acre, the property offers ample outdoor space with room to create your ideal backyard oasis. As part of the exclusive Woodpointe community, residents enjoy the peace of a gated neighborhood along with access to beautiful lakefront surroundings. This home blends modern convenience, smart design, and a prime location—making it an exceptional opportunity in one of Winter Haven’s most sought-after areas. The Woodpointe community is minutes from Highway 27 and the I-4 corridor, Winter Haven's very own Legoland Florida Resort, the Polk Parkway, and in the center of a thriving community with many convenient grocery, restaurant, shopping, and commuting options for travel in less than an hour from Disney World and other Orlando attractions, the Orlando and Tampa International Airports, and the gulf-side beaches of Tampa/St. Pete. See this home in person to really appreciate ALL that it has to offer!

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    Listing is courtesy of: JOHN WOOD REALTY, INC.

  • 138 WHITTIER LN, WINTER HAVEN, FL - MLS# P4938568

    FLA HIGHLANDS CO SUB - P4938568 - 138 WHITTIER LN, WINTER HAVEN, FL 33884
    3 Days on yellowkey

    $350,000 | Single Family Home | 4 beds | 3.0 baths | 2 gar

    Welcome home to 138 Whittier Lane — a beautifully completely remodeled residence offering space, style, and flexibility in the heart of Winter Haven with no rear neighbors! This move-in ready home features 2 private primary suites, with 2 additional bedrooms for a total of 4 bedrooms, 3 bathrooms, making it perfect for multi-generational living, guests, or added privacy. Step inside to discover an extended living area designed for comfort and entertaining, highlighted by a charming wood-burning fireplace that creates the perfect gathering space. The updated interior blends modern finishes with warm character throughout. Enjoy Florida living year-round from the screened-in porch, ideal for relaxing mornings or evening get-togethers. Additional conveniences include an inside laundry room and a spacious 2-car garage for storage and parking. NO HOA! Property can be rented immediately without restrictions. Located in desirable Winter Haven, known for its chain of lakes, local charm, and central location between Tampa and Orlando, this stunning remodeled home offers the perfect blend of comfort and convenience. This one is a must-see! Schedule your private showing today.

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    Listing is courtesy of: DALTON WADE INC

  • 218 DENNIS AVE, WINTER HAVEN, FL - MLS# L4961409

    JAN PHYL VILLAGE UNIT 03 A - L4961409 - 218 DENNIS AVE, WINTER HAVEN, FL 33880
    3 Days on yellowkey

    $246,900 | Single Family Home | 3 beds | 1.0 baths

    Move-in ready, this charming 3-bedroom, 1-bath block home sits on a spacious lot with no rear neighbors, offering added privacy and peaceful surroundings. Inside, you’ll find updated flooring in the bedrooms and bathroom, creating a fresh and inviting feel. The home also features two versatile bonus rooms—perfect for a home office, in-law space, or even a possible 4th bedroom to suit your needs. Enjoy Florida living at its best with a screened lanai off the back, ideal for relaxing in the sunshine or entertaining guests year-round. With its flexible layout and generous outdoor space, this property offers both comfort and opportunity. Whether you're a first-time buyer or looking to expand, this home is ready for you to move right in and make it your own!

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    Listing is courtesy of: LIVE FLORIDA REALTY

  • 3407 FOX RIDGE ST, WINTER HAVEN, FL - MLS# L4961410

    FOX RIDGE - L4961410 - 3407 FOX RIDGE ST, WINTER HAVEN, FL 33884
    3 Days on yellowkey

    $269,900 | Single Family Home | 3 beds | 2.0 baths | 2 gar

    SPLISH SPLASH--THE SOUND OF SUMMER--WELCOME TO 3407 FOX RIDGE ST WINTER HAVEN FL--THREE BEDROOM TWO BATH POOL HOME IS WAITING FOR NEW OWNER-- MANY UPGRADES IN 2025-CALL AGENT FOR LIST-- THIS HOME IS MOVE IN READY SO DONT HESITATE TAKE THE PLONGE AND MAKE APPOINTMENT TO SEE TODAY---CONVENIENT TO SHOPPING AND LEGO LAND

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    Listing is courtesy of: COLDWELL BANKER REALTY

  • 884 CAMBRIDGE DR, WINTER HAVEN, FL - MLS# TB8502061

    LUCERNE PARK RESERVE - TB8502061 - 884 CAMBRIDGE DR, WINTER HAVEN, FL 33881
    3 Days on yellowkey
    SHORT SALE

    $275,000 | Single Family Home | 4 beds | 2.5 baths | 2 gar

    Short Sale. SHORT SALE OPPORTUNITY PRICED TO SELL! This is a great opportunity to walk into equity in a newer home. Needs some minor TLC. Lucerne Park Reserve is located in historic Winter Haven only one mile from US-27 providing easy access to major employment centers. The home is located closely to town centers with plenty of restaurant and retail options. Meritage Home is Known for their energy efficient features. Low HOA of $200/year includes community pool and park

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    Listing is courtesy of: FOUNDATION REALTY GROUP

  • 2213 ROSE BLVD, WINTER HAVEN, FL - MLS# L4961368

    BUCKEYE RDG - L4961368 - 2213 ROSE BLVD, WINTER HAVEN, FL 33881
    3 Days on yellowkey

    $299,900 | Single Family Home | 4 beds | 2.0 baths | 2 gar

    Welcome to 2213 Rose Blvd in Winter Haven—a beautifully maintained and like-new 4 bedroom, 2 bath home offering over 1850 square feet of comfortable living within the Buckeye Ridge community. Perfectly positioned on a corner lot, this home showcases outstanding curb appeal and evident pride of ownership, enhanced by a freshly painted exterior accents, well cared for landscaping, decorative gable vents and carriage-style garage hardware for a custom look. A thoughtfully designed split-bedroom layout with open-concept living at its core, offering a seamless flow for everyday living and entertaining while maintaining privacy with a well-separated primary suite and generously sized secondary bedrooms. Tile flooring leads from the foyer into the great room and kitchen area, where brand-new wood laminate flooring and roomy dimensions provide an ideal level of easy living. The kitchen features an abundance of cabinetry and counter space, breakfast bar/center island, a walk-in pantry and included appliances. Dining space sits just off the kitchen with tranquil backyard views. The triple split-bedroom layout provides privacy and flexibility, highlighted by a generously sized primary suite with brand-new carpeting, a walk-in closet, and an en-suite bath complete with dual vanities, walk-in shower, large linen closet and private water closet. All guest bedrooms also have brand new carpeting and are spacious with easy access to the full guest bath. Step outside to your private outdoor oasis—featuring a screened patio that opens to a fully fenced backyard with vinyl fencing and irrigation system with timer to keep the yard green and lush—perfect for relaxing or hosting gatherings year-round. Additional notable features include an inside laundry room, double-pane windows, two-car garage, warranties on the new flooring, both gas and battery generator connections and a transfer switch for added peace of mind. Location is everything, and this home delivers—just minutes from vibrant downtown Winter Haven, Polk State College, medical facilities, shopping, restaurants as well as multiple golf courses and lakes to fully enjoy the Central Florida lifestyle. Centrally located between Orlando and Tampa, Winter Haven offers the perfect balance of small-town charm with convenient access to major roadways, shopping, dining, and world-class attractions. Homes in this condition with an ideal combination of upgrades and location are hard to find—schedule your private showing today!

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    Listing is courtesy of: THE STONES REAL ESTATE FIRM

  • 1213 8TH ST NW, WINTER HAVEN, FL - MLS# L4961397

    NORTH GATE VILLAGE - L4961397 - 1213 8TH ST NW, WINTER HAVEN, FL 33881
    5 Days on yellowkey

    $199,900 | Villa | 2 beds | 2.0 baths | 1 car

    Beautiful, well-cared-for 2BR/2BA villa in a maintenance-free 55+ community — ready for a new owner. Single-level, move-in ready home with a bright, open floorplan, remodeled kitchen and stainless steel appliances. Durable LVP flooring (2021) throughout the main living areas and new carpet in the bedrooms. Laundry includes washer/dryer 2021; refrigerator 2025. Security system installed. Major recent system and structural upgrades for worry-free ownership: HVAC 2023; 40-gal water heater 2023; PEX water lines 2024; new carport roof 2024; new power panel & upgraded wiring 2021; attic insulation & interior paint 2021. Ease of living: Enjoy true low-maintenance, single-level living with HOA exterior care, easy parking under the new carport roof, and modern systems that minimize upkeep and unexpected expenses. The thoughtful updates and security system provide peace of mind and allow you to spend more time enjoying community amenities, nearby lakes, dining, and shopping rather than home maintenance. Location and lifestyle: Conveniently close to Publix, dining, and scenic lakes — ideal for active adults seeking convenience and leisure.

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    Listing is courtesy of: KELLER WILLIAMS REALTY SMART

  • 256 MEREDITH BLVD, WINTER HAVEN, FL - MLS# G5111558

    WILLOWBROOK - G5111558 - 256 MEREDITH BLVD, WINTER HAVEN, FL 33881
    5 Days on yellowkey

    $374,990 | Single Family Home | 5 beds | 3.0 baths | 2 gar

    One or more photo(s) has been virtually staged. Welcome to this stunning Winston floorplan, located in the highly sought-after community of Willowbrook near a beautiful golf course in Winter Haven, FL. This spacious 5-bedroom, 3-bath home offers 2,531 square feet of living space, and providing excellent curb appeal in it's elevation. Inside, you'll find gorgeous White cabinets complemented by sleek quartz counter tops in the kitchen, creating a modern, bright atmosphere. Tile flooring runs throughout the wet and common areas, offering durability and easy maintenance. The open layout is perfect for family gatherings and entertaining guests. This home is ideally situated just minutes from the scenic Port 27 and downtown Winter Haven, making it convenient for shopping, dining, and entertainment. Additionally, it's only a short drive to Highway 27 and about 20 minutes to I-4, providing easy access to nearby cities and attractions. Don’t miss the chance to own this beautiful home in a prime location—schedule your tour today!

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    Listing is courtesy of: OLYMPUS EXECUTIVE REALTY INC

  • 248 MEREDITH BLVD, WINTER HAVEN, FL - MLS# G5111557

    WILLOWBROOK NORTH - G5111557 - 248 MEREDITH BLVD, WINTER HAVEN, FL 33881
    5 Days on yellowkey

    $284,990 | Single Family Home | 4 beds | 2.0 baths | 2 gar

    Welcome to this stunning Bradley floorplan, located in the highly sought-after community of Willowbrook near a beautiful golf course in Winter Haven, FL. This spacious 4-bedroom, 2-bath home offers 1,625 square feet of living space, and provides excellent curb appeal in it's elevation. Inside, you'll find gorgeous White cabinets complemented by sleek quartz countertops in the kitchen, creating a modern, bright atmosphere. Tile flooring runs throughout the wet and common areas, offering durability and easy maintenance. The open layout is perfect for family gatherings and entertaining guests. This home is ideally situated just minutes from the scenic Port 27 and downtown Winter Haven, making it convenient for shopping, dining, and entertainment. Additionally, it's only a short drive to Highway 27 and about 20 minutes to I-4, providing easy access to nearby cities and attractions. Don’t miss the chance to own this beautiful home in a prime location—schedule your tour today!

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    Listing is courtesy of: OLYMPUS EXECUTIVE REALTY INC

  • 244 MEREDITH BLVD, WINTER HAVEN, FL - MLS# G5111556

    WILLOWBROOK NORTH - G5111556 - 244 MEREDITH BLVD, WINTER HAVEN, FL 33881
    5 Days on yellowkey

    $299,990 | Single Family Home | 4 beds | 2.0 baths | 2 gar

    MULBERRY model is located in the highly sought-after community of Willowbrook near a beautiful golf course in Winter Haven, FL. This spacious 4-bedroom, 2 and a half-bath home offers 1,938 square feet of living space, and provides excellent curb appeal in it's elevation. Inside, you'll find gorgeous gray cabinets complemented by sleek quartz countertops in the kitchen, creating a modern, bright atmosphere. The open layout is perfect for family gatherings and entertaining guests. The sample photos included are of the model home and are meant to showcase the craftsmanship and design quality.

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    Listing is courtesy of: OLYMPUS EXECUTIVE REALTY INC

  • 2008 RIVER HAWK LOOP, WINTER HAVEN, FL - MLS# S5148468

    RESIDENCES AT WINTER HAVEN - S5148468 - 2008 RIVER HAWK LOOP, WINTER HAVEN, FL 33880
    5 Days on yellowkey

    $385,000 | Single Family Home | 3 beds | 2.0 baths | 2 gar

    Excellent investment opportunity with leaseback in place. This featured Everglades model home by Laref Homes is being offered with a 2-year leaseback through April 30, 2028, at $2,570/month, providing immediate rental income. There is an effortless style to this stunning 2,032 sq. ft. home, featuring three bedrooms plus a versatile den and an open-concept layout. Premium vinyl flooring flows seamlessly throughout, leading to a beautifully designed kitchen with a striking waterfall island. The spacious living area connects naturally to a covered lanai, creating a bright and modern living environment. Loaded with upgrades, this model home offers a unique combination of design and functionality. Furniture not included.

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    Listing is courtesy of: KELLER WILLIAMS REALTY AT THE LAKES





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