Longwood Schools and Nearby Homes for Sale and Rent

Please click on one of the below schools to see properties that are marked as being nearby those schools in the MLS.

Elementary Schools


Middle Schools

High Schools





Newest Longwood Homes by School

  • 2130 34TH ST NW, WINTER HAVEN, FL - MLS# A4691160

    Auburndale High School - A4691160 - 2130 34TH ST NW, WINTER HAVEN, FL 33881
    Just Added on 04/23/2026 2:17PM

    $165,000 | Single Family Home | 3 beds | 1.0 baths | 1 car

    This property is zoned for a duplex and features a large backyard, offering excellent potential for investors. The home is being sold as-is and will be delivered with all items currently inside. Located in a great family-friendly neighborhood, with a new Publix plaza opening nearby adding even more value and convenience to the area.

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    Listing is courtesy of: FLATFEE.COM

  • 202 SAINT LUCIE RD, WINTER HAVEN, FL - MLS# L4961340

    Winter Haven Senior - L4961340 - 202 SAINT LUCIE RD, WINTER HAVEN, FL 33884
    Just Added on 04/23/2026 9:51AM

    $328,999 | Single Family Home | 3 beds | 2.0 baths | 2 gar

    **Location, Location, Location! Seller offering $10,000 toward buyer closing costs, prepaid items, or interest rate buy-down with acceptable offer!** Beautifully maintained 3-bedroom, 2-bath home situated on an expansive oversized corner lot in desirable Southeast Winter Haven with **no city taxes — county taxes only**. Major updates have already been completed, including a **2024 A/C**, **2019 roof**, **new drain field**, and recent **septic inspection/pump-out** for added peace of mind. Inside, you'll find luxury laminate flooring throughout the main living areas with ceramic tile in wet areas, creating a clean and modern feel. Enjoy outdoor living in the private rear courtyard shaded by mature landscaping and beautiful trees, plus a stunning oak tree that enhances the curb appeal of this spacious corner homesite. A rare bonus is the **704 sq. ft. detached garage/workshop**, offering endless possibilities for storage, hobbies, vehicles, or workspace. Conveniently located near shopping, dining, schools, **only 2.1 miles from LEGOLAND Florida Resort**, close to Chain of Lakes access, near Freedom Boat Club, and just minutes from the new Chain of Lakes Baseball Complex. Don’t miss this opportunity!

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    Listing is courtesy of: CENTURY 21 WATSON & MYERS REALTY

  • 306 PALMETTO AVE NW, WINTER HAVEN, FL - MLS# O6401595

    Lake Region High - O6401595 - 306 PALMETTO AVE NW, WINTER HAVEN, FL 33881
    Just Added on 04/23/2026 9:11AM

    $179,000 | Single Family Home | 3 beds | 1.0 baths | 1 car

    Located in the desirable Harrington subdivision of Winter Haven, this beautifully single-family home offers the perfect blend of comfort, style, and value. Featuring 3 spacious bedrooms and 1 bathroom, the home showcases a bright open-concept layout ideal for modern living. The kitchen boasts granite countertops, stainless steel appliances, and ample cabinet space. Enjoy durable vinyl plank flooring throughout, generously sized bedrooms, and an abundance of natural light. Step outside to a large backyard, perfect for entertaining or relaxing. Conveniently situated near schools, parks, hospitals, dining, and entertainment. Priced to sell, schedule your showing today!

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    Listing is courtesy of: PREMIUM PROPERTIES R.E. SERVICE

  • 737 SANTA MARIA DR, WINTER HAVEN, FL - MLS# P4938535

    Winter Haven Senior - P4938535 - 737 SANTA MARIA DR, WINTER HAVEN, FL 33884
    Just Added on 04/22/2026 9:01PM

    $478,000 | Single Family Home | 4 beds | 2.5 baths | 2 gar

    Already appraised for the listing price, this home is a great opportunity for massive savings every month on utility bills. Current owners typical electric bill in heat of summer is approx. $16 Solar panels WILL be PAID IN FULL by Sellers at closing. 4 BR/2.5 BA w/NEW ROOF 2025, NEW AC 2024. Durable porcelain wood plank-look floors throughout. Stone, wood burning fireplace in great room. Very private, screened 32 x 16 HEATED pool with large covered seating area, cabana bath, outdoor shower and and roomy storage. Well established, small gated community convenient to shopping, downtown WH, chain-of-lakes recreation. Easy going HOA. Pet friendly! Safe concrete block/stucco construction and NO CDD. Don't miss this opportunity to protect yourself from future electric rate hikes. It's move in ready!

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    Listing is courtesy of: PROPERTY MANAGEMENT OF POLK

  • 1739 UPLAND LN, WINTER HAVEN, FL - MLS# W7885115

    Lake Region High - W7885115 - 1739 UPLAND LN, WINTER HAVEN, FL 33884
    1 Day on yellowkey

    $326,990 | Single Family Home | 3 beds | 2.0 baths | 2 gar

    Welcome to Ashton Covey in Winter Haven! Discover the ultimate Florida lifestyle in this stunning community. Perfectly situated just off US Highway 27, your new home offers seamless access to work, outdoor recreation, shopping, dining, and more. Imagine being less than 15 minutes from Downtown Winter Haven, where charming local shops and restaurants await your exploration. Plus, you're just 5 miles from public lake access at Lake Daisy, ideal for a day of boating, paddle boarding, and enjoying the water. The Baymont 2-car garage single-family home has it all, all on one level. A welcoming foyer invites you inside and leads you past 2 spacious bedrooms to a unique flex space, which can be used as a study or an additional bedroom. From there, a large great room is where you’ll make memories with family and friends, and it flows directly into the gourmet kitchen. Set up games or enjoy homemade meals around the large center island. At the end of the day, escape to your main-level owner’s suite with its tray ceiling, walk-in closet and double-vanity bath. This is the next level of great living. All Ryan Homes now include WIFI-enabled garage opener and Ecobee thermostat. **Closing cost assistance is available with use of Builder’s affiliated lender**. DISCLAIMER: Prices, financing, promotion, and offers subject to change without notice. Offer valid on new sales only. See Community Sales and Marketing Representative for details. Promotions cannot be combined with any other offer. All uploaded photos are stock photos of this floor plan. Actual home may differ from photos.

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    Listing is courtesy of: MALTBIE REALTY GROUP

  • 1726 UPLAND LN, WINTER HAVEN, FL - MLS# W7885114

    Lake Region High - W7885114 - 1726 UPLAND LN, WINTER HAVEN, FL 33884
    1 Day on yellowkey

    $386,990 | Single Family Home | 4 beds | 2.5 baths | 3 gar

    Pre-Construction. To be built. Welcome to Ashton Covey in Winter Haven! Discover the ultimate Florida lifestyle in this stunning community. Perfectly situated just off US Highway 27, your new home offers seamless access to work, outdoor recreation, shopping, dining, and more. Imagine being less than 15 minutes from Downtown Winter Haven, where charming local shops and restaurants await your exploration. Plus, you're just 5 miles from public lake access at Lake Daisy, ideal for a day of boating, paddle boarding, and enjoying the water. The Lynn Haven single-family home lives up to expectations. Relax on the long front porch. Inside, flex space makes an ideal den, or add doors for a quiet study. The foyer leads to the open family room and gourmet kitchen with island, where favorite meals and memories will be made. Enjoy outdoor living on the extended lanai, and store seasonal items in the 3-car garage. There’s even more to love upstairs with a loft, 3 bedrooms and a full bath. In your deluxe owner’s suite, enjoy beautiful tray ceilings, double vanities and a walk-in closet. You can have it all in The Lynn Haven. All Ryan Homes now include WIFI-enabled garage opener and Ecobee thermostat. **Closing cost assistance is available with use of Builder’s affiliated lender**. DISCLAIMER: Prices, financing, promotion, and offers subject to change without notice. Offer valid on new sales only. See Community Sales and Marketing Representative for details. Promotions cannot be combined with any other offer. All uploaded photos are stock photos of this floor plan. Actual home may differ from photos.

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    Listing is courtesy of: MALTBIE REALTY GROUP

  • 265 MEADOWBROOK BLVD, WINTER HAVEN, FL - MLS# S5147785

    Haines City Senior High - S5147785 - 265 MEADOWBROOK BLVD, WINTER HAVEN, FL 33881
    1 Day on yellowkey

    $239,990 | Single Family Home | 3 beds | 2.0 baths | 2 gar

    One or more photo(s) has been virtually staged. Welcome to 265 Meadowbrook Blvd, Winter Haven, FL 33881—this well-maintained 3-bedroom, 2-bathroom residence features a comfortable and functional layout designed for everyday living and entertaining. The home features an open-concept floor plan with generous living and dining areas filled with natural light, creating an inviting atmosphere throughout. The kitchen provides ample cabinetry and counter space, along with modern appliances, making it both practical and efficient. The primary bedroom includes a private en-suite bathroom and a walk-in closet, while the additional bedrooms provide versatility for guests, a home office, or other needs. Step outside to a spacious backyard with plenty of room for outdoor activities, gardening, or relaxation. Conveniently located with easy access to major roadways, this property is just minutes from shopping and dining options at Posner Park and Eagle Ridge Mall, as well as outdoor recreation at Lake Shipp Park. Enjoy proximity to popular attractions like LEGOLAND Florida Resort and convenient travel via Orlando International Airport. This property presents a great opportunity to own a move-in ready home in a centrally located area close to everyday conveniences, entertainment, and recreation.

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    Listing is courtesy of: LPT REALTY, LLC

  • 3732 GIORGIO DR, WINTER HAVEN, FL - MLS# S5147116

    Lake Region High - S5147116 - 3732 GIORGIO DR, WINTER HAVEN, FL 33884
    1 Day on yellowkey
    SHORT SALE

    $270,500 | Single Family Home | 4 beds | 2.0 baths | 2 gar

    Short Sale. Welcome to this beautiful Winter Haven home! Villamar This property offers a spacious layout, abundant natural light, and comfortable living areas ideal for everyday living and entertaining. The backyard provides great outdoor potential. Conveniently located near shopping, dining, schools, and major highways. Short Sale opportunity — perfect for buyers looking for value and investment potential.

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    Listing is courtesy of: MY REALTY GROUP, LLC.

  • 6212 BOTTICELLA BLVD, WINTER HAVEN, FL - MLS# O6401328

    Lake Region High - O6401328 - 6212 BOTTICELLA BLVD, WINTER HAVEN, FL 33884
    1 Day on yellowkey

    $299,490 | Single Family Home | 5 beds | 2.5 baths | 2 gar

    One or more photo(s) has been virtually staged. Under Construction. The first floor of the stunning Edison two-story home is host to an open-concept layout that combines the kitchen with the living and dining areas, and an outdoor patio is easily reached off the main living space. Upstairs, five bedrooms surround a versatile loft, including the luxe owner’s suite, complete with a generous walk-in closet and en-suite bathroom. Villa Mar is a masterplan community of new single-family homes. Near Historic downtown Winter Haven. There are lots of shops, restaurants, bike paths, and easy access to nearby highways. Close to Legoland and Bok Tower Gardens. The much anticipated “Villar Mar” community is what you have been looking for. A safe small town feel with convenience.

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    Listing is courtesy of: LENNAR REALTY

  • 729 CRESTWOOD DR, WINTER HAVEN, FL - MLS# R4911103

    Winter Haven Senior - R4911103 - 729 CRESTWOOD DR, WINTER HAVEN, FL 33881
    1 Day on yellowkey

    $1,550 | Single Family Home | 3 beds | 1.0 baths

    This 3-bedroom, 1-bathroom home at 729 Crestwood Dr in Winter Haven offers a comfortable and practical living space in a quiet, cozy community. Featuring hardwood floors throughout, the home provides a clean, classic feel that’s easy to maintain. A dedicated laundry room includes washer and dryer hookups for added convenience. Step outside to a spacious backyard complete with a storage shed—perfect for keeping tools, equipment, or seasonal items organized. Conveniently located near local amenities, this home offers both comfort and accessibility. Section 8 vouchers are welcome.

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    Listing is courtesy of: CORA PROPERTIES LLC

  • 3420 AVENUE R NW, WINTER HAVEN, FL - MLS# S5148239

    Auburndale High School - S5148239 - 3420 AVENUE R NW, WINTER HAVEN, FL 33881
    1 Day on yellowkey

    $215,000 | Single Family Home | 2 beds | 1.0 baths

    Fully remodeled 2-bedroom, 1-bath home in the heart of Winter Haven. This move-in-ready property features a new roof, updated electrical and plumbing, and modern finishes throughout. Situated on a spacious lot with no HOA, it offers both comfort and flexibility. Conveniently located near major roads, shopping, dining, schools, and just minutes from downtown Winter Haven and LEGOLAND Florida Resort, making it an excellent option for homeowners or investors.

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    Listing is courtesy of: LPT REALTY, LLC

  • 304 AVENUE P NW, WINTER HAVEN, FL - MLS# P4938515

    Winter Haven Senior - P4938515 - 304 AVENUE P NW, WINTER HAVEN, FL 33881
    2 Days on yellowkey

    $2,200 | Half Duplex | 3 beds | 2.0 baths

    This fully furnished 3-bedroom, 2-bath duplex unit on Avenue P in Winter Haven delivers easy, stylish living in a fantastic location. The bright, open layout creates a welcoming feel from the moment you step inside, with a comfortable living area, a well-equipped kitchen, and spacious bedrooms designed for everyday convenience. Both bathrooms are modern and practical, and the fully furnished setup makes moving in effortless. Situated close to shopping, dining, parks, and major roadways, this home offers a vibrant blend of comfort and accessibility right in the heart of Winter Haven.

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    Listing is courtesy of: PROPERTY MANAGEMENT OF POLK

  • 731 30TH ST NW, WINTER HAVEN, FL - MLS# S5148315

    Winter Haven Senior - S5148315 - 731 30TH ST NW, WINTER HAVEN, FL 33881
    2 Days on yellowkey

    $230,000 | Single Family Home | 3 beds | 2.0 baths

    Welcome to a home where comfort, convenience, and peace of mind come together in one of Winter Haven’s most desirable and evolving areas. Nestled just minutes from the shores of Lake Howard and the charm of Downtown Winter Haven, this property offers the lifestyle so many are seeking—close to it all, yet tucked away in a quiet, established neighborhood.From the moment you arrive, you’ll appreciate the care and updates that make this home truly move-in ready. Major systems have already been taken care of for you, including a brand-new hot water heater installed in 2026, roof and HVAC systems both replaced in 2018, giving confidence for years to come. Inside all-new windows bring in natural light while improving energy efficiency. The home continues to shine with newer cabinets and updated appliances. The interior tells a story of thoughtful updates and everyday functionality—spaces that feel welcoming whether you’re hosting friends, enjoying a quiet evening, or simply living life comfortably. Every improvement has been made with both style and practicality in mind, allowing you to settle in without the stress of immediate projects.Step outside and you’re just moments away from everything that makes Winter Haven special. Spend your weekends enjoying the Chain of Lakes lifestyle at Lake Howard, take in the growing dining and entertainment scene downtown, or simply enjoy the continued growth and investment happening throughout the area—making this not just a great home, but a smart move for the future.If you’ve been looking for a home that blends updated features, prime location, and long-term value, this one checks all the boxes.

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    Listing is courtesy of: RE/MAX HERITAGE PROFESSIONALS

  • 3056 CAPTAIN JAX WAY, WINTER HAVEN, FL - MLS# O6401065

    Bartow High - O6401065 - 3056 CAPTAIN JAX WAY, WINTER HAVEN, FL 33884
    2 Days on yellowkey

    $232,490 | Townhouse | 3 beds | 2.5 baths | 1 gar

    One or more photo(s) has been virtually staged. Under Construction. Open flow sets the tone for this elegant new Crestone II two-story townhome. There are a total of three bedrooms. The first level features a spacious and flexible open-concept layout shared between the kitchen, dining room and family room, maximizing the interior living space. Two secondary bedrooms and a lavish owner’s suite featuring a full bathroom comprise the second floor. Serenity at Peace Creek Reserve is a masterplan community of new townhomes with a beautiful natural creek. Winter Haven is the chain of lakes city, with over 26 linked together by a canal. There are lots of shops, restaurants, and bike paths. Peace Creek Reserve is what you have been looking for. A safe small town feel with convenience, the perfect place to raise a family.

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    Listing is courtesy of: LENNAR REALTY

  • 3052 CAPTAIN JAX WAY, WINTER HAVEN, FL - MLS# O6401061

    Bartow High - O6401061 - 3052 CAPTAIN JAX WAY, WINTER HAVEN, FL 33884
    2 Days on yellowkey

    $232,490 | Townhouse | 3 beds | 2.5 baths | 1 gar

    One or more photo(s) has been virtually staged. Under Construction. Open flow sets the tone for this elegant new Crestone II two-story townhome. There are a total of three bedrooms. The first level features a spacious and flexible open-concept layout shared between the kitchen, dining room and family room, maximizing the interior living space. Two secondary bedrooms and a lavish owner’s suite featuring a full bathroom comprise the second floor. Serenity at Peace Creek Reserve is a masterplan community of new townhomes with a beautiful natural creek. Winter Haven is the chain of lakes city, with over 26 linked together by a canal. There are lots of shops, restaurants, and bike paths. Peace Creek Reserve is what you have been looking for. A safe small town feel with convenience, the perfect place to raise a family.

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    Listing is courtesy of: LENNAR REALTY

  • 3048 CAPTAIN JAX WAY, WINTER HAVEN, FL - MLS# O6401056

    Bartow High - O6401056 - 3048 CAPTAIN JAX WAY, WINTER HAVEN, FL 33884
    2 Days on yellowkey

    $232,490 | Townhouse | 3 beds | 2.5 baths | 1 gar

    One or more photo(s) has been virtually staged. Under Construction. Open flow sets the tone for this elegant new Crestone II two-story townhome. There are a total of three bedrooms. The first level features a spacious and flexible open-concept layout shared between the kitchen, dining room and family room, maximizing the interior living space. Two secondary bedrooms and a lavish owner’s suite featuring a full bathroom comprise the second floor. Serenity at Peace Creek Reserve is a masterplan community of new townhomes with a beautiful natural creek. Winter Haven is the chain of lakes city, with over 26 linked together by a canal. There are lots of shops, restaurants, and bike paths. Peace Creek Reserve is what you have been looking for. A safe small town feel with convenience, the perfect place to raise a family.

    Contact Yellowkey Agent

    Listing is courtesy of: LENNAR REALTY

  • 3044 CAPTAIN JAX WAY, WINTER HAVEN, FL - MLS# O6401015

    Bartow High - O6401015 - 3044 CAPTAIN JAX WAY, WINTER HAVEN, FL 33884
    2 Days on yellowkey

    $232,490 | Townhouse | 3 beds | 2.5 baths | 1 gar

    One or more photo(s) has been virtually staged. Under Construction. Open flow sets the tone for this elegant new Crestone II two-story townhome. There are a total of three bedrooms. The first level features a spacious and flexible open-concept layout shared between the kitchen, dining room and family room, maximizing the interior living space. Two secondary bedrooms and a lavish owner’s suite featuring a full bathroom comprise the second floor. Serenity at Peace Creek Reserve is a masterplan community of new townhomes with a beautiful natural creek. Winter Haven is the chain of lakes city, with over 26 linked together by a canal. There are lots of shops, restaurants, and bike paths. Peace Creek Reserve is what you have been looking for. A safe small town feel with convenience, the perfect place to raise a family.

    Contact Yellowkey Agent

    Listing is courtesy of: LENNAR REALTY

  • 3060 CAPTAIN JAX WAY, WINTER HAVEN, FL - MLS# O6400964

    Bartow High - O6400964 - 3060 CAPTAIN JAX WAY, WINTER HAVEN, FL 33884
    2 Days on yellowkey

    $252,490 | Townhouse | 3 beds | 2.5 baths | 1 gar

    One or more photo(s) has been virtually staged. Under Construction. This upscale new Summit two-story townhome provides ample space to live and grow with a total of three bedrooms. The first level features a spacious and flexible open-concept layout shared between the kitchen and family room, maximizing the interior living space. Two secondary bedrooms and a lavish owner’s suite featuring a full bathroom comprise the second floor. Serenity at Peace Creek Reserve is a masterplan community of new townhomes with a beautiful natural creek. Winter Haven is the chain of lakes city, with over 26 linked together by a canal. There are lots of shops, restaurants, and bike paths. Peace Creek Reserve is what you have been looking for. A safe small town feel with convenience, the perfect place to raise a family.

    Contact Yellowkey Agent

    Listing is courtesy of: LENNAR REALTY

  • 3040 CAPTAIN JAX WAY, WINTER HAVEN, FL - MLS# O6400954

    Bartow High - O6400954 - 3040 CAPTAIN JAX WAY, WINTER HAVEN, FL 33884
    2 Days on yellowkey

    $252,490 | Townhouse | 3 beds | 2.5 baths | 1 gar

    One or more photo(s) has been virtually staged. Under Construction. This upscale new Summit two-story townhome provides ample space to live and grow with a total of three bedrooms. The first level features a spacious and flexible open-concept layout shared between the kitchen and family room, maximizing the interior living space. Two secondary bedrooms and a lavish owner’s suite featuring a full bathroom comprise the second floor. Serenity at Peace Creek Reserve is a masterplan community of new townhomes with a beautiful natural creek. Winter Haven is the chain of lakes city, with over 26 linked together by a canal. There are lots of shops, restaurants, and bike paths. Peace Creek Reserve is what you have been looking for. A safe small town feel with convenience, the perfect place to raise a family.

    Contact Yellowkey Agent

    Listing is courtesy of: LENNAR REALTY