Winter Park 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 Winter Park Homes by School

  • 7864 PLEASANT PINE Circle, WINTER PARK, FL - MLS# T2571274

    Lake Howell High - T2571274 - 7864 PLEASANT PINE Circle, WINTER PARK, FL 32792
    1 Day on yellowkey

    $308,303 | Single Family Home | 4 beds | 2.0 baths | 2 gar

    Brand new home in desireable Winter Park. A rated Seminole county schools. Kitchen features upgraded 42" cabinets, Silestone counterops and a large island. GE stainless steel appliances including refrigerator. A large 10x40 covered lanai entends the entire back of the home for additional living/play space. Hurry...this one won't last long.

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    Listing is courtesy of: RYLAND HOMES OF FLORIDA REALTY

  • 680 ARJAY WAY, WINTER PARK, FL - MLS# O5161155

    Winter Park High - O5161155 - 680 ARJAY WAY, WINTER PARK, FL 32789
    2 Days on yellowkey

    $639,000 | Single Family Home | 4 beds | 3.0 baths | 2 gar

    Welcome home to this fabulous four bedroom one story pool home in the highly desirable neighborhood of Timberland Shores. This home has been completely update and features hardwood floors throughout most of the home, and split floor plan and wide open living spaces. The spacious master suite features wonderful walk-in closets and a spa-like master bath. The kitchen overlooks family room and French doors lead out to the awesome pool and pavered patio. Secondary bedrooms are also well sized. Two-car garage and inside laundry room. This home has it all!

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    Listing is courtesy of: KELLY PRICE & COMPANY LLC

  • 7608 BENT BOW TRL, WINTER PARK, FL - MLS# O5161122

    Winter Park High - O5161122 - 7608 BENT BOW TRL, WINTER PARK, FL 32792
    2 Days on yellowkey

    $245,000 | Single Family Home | 4 beds | 2.5 baths | 2 gar

    Unbelievable value in Winter Park! This 4-bedroom, 2 1/2 bath POOL HOME built by Laurel Homes has 2219 SF and is located on a beautiful corner lot in a quiet subdivision with deeded lake access. This split plan home with its spacious rooms and lots of natural lighting has been meticulously maintained by the current owners. Formal living and dining rooms, family room separate and eat in kitchen with banquette seating. Enjoy lots of summer fun on your oversized lanai leading to a sparkling 44" x 18" pool. Fenced back yard, side entry garage on a cul-de-sac, and an irrigation system on a shallow well. Walking distance to new Orlando Magic Rec. Center, short walk or bike to Cady Way Trail, and conveniently located near major highways, UCF, Full Sail, Rollins College with easy access to downtown Orlando. "A" rated schools!

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    Listing is courtesy of: FANNIE HILLMAN & ASSOCIATES

  • 311 E MORSE Boulevard 6-1, WINTER PARK, FL - MLS# O5161083

    Winter Park High - O5161083 - 311 E MORSE Boulevard 6-1, WINTER PARK, FL 32789
    2 Days on yellowkey

    $389,000 | Condo | 2 beds | 2.0 baths | 1 gar

    Downtown condo recently updated with the best features.....granite countertops, wood floors throughout except marble in the baths, extra large bedrooms, plantation shutters, washer & dryer, good storage, deeded parking space in the underground garage, 1st floor, lakefront complex (Lake Osceola).......all within two blocks of Park Avenue!!

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    Listing is courtesy of: FANNIE HILLMAN & ASSOCIATES

  • 311 E MORSE Boulevard 6-10, WINTER PARK, FL - MLS# O5160986

    Winter Park High - O5160986 - 311 E MORSE Boulevard 6-10, WINTER PARK, FL 32789
    3 Days on yellowkey

    $275,000 | Condo | 2 beds | 2.0 baths | 1 gar

    Winter Park condo in Whispering Waters on Lake Osceola in downtown Winter Park. Two Bedroom and two baths, built in bookcases and a Screened Porch. View of the pool and a tinsy bit of Lake Osceola. Underground parking, 3rd floor, open kitchen and situated by the boat tour and within two blocks of Park Avenue! Approx. sq footage

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    Listing is courtesy of: FANNIE HILLMAN & ASSOCIATES

  • 200 CAROLINA Avenue 404, WINTER PARK, FL - MLS# O5160916

    Winter Park High - O5160916 - 200 CAROLINA Avenue 404, WINTER PARK, FL 32789
    3 Days on yellowkey

    $330,000 | Condo | 2 beds | 2.0 baths

    Fourth floor two bedroom, two bath penthouse updated and move-in ready overlooking Central Park and Park Avenue in downtown Winter Park. Large expansive rooms and vaulted ceilings add to the spaciousness of the condo. Owner has combined two rooms to create a stunning master suite. Additional guest bedroom as well. Decorator styled with a large welcoming great room and fireplace. Spacious laundry room with storage in the condo itself. Community tennis courts and pool. Assigned garage parking. Gated and secure community just steps from Park Avenue.

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    Listing is courtesy of: KELLY PRICE & COMPANY LLC

  • 1809 HARLAND PARK Drive, WINTER PARK, FL - MLS# O5160845

    Winter Park High - O5160845 - 1809 HARLAND PARK Drive, WINTER PARK, FL 32789
    3 Days on yellowkey

    $988,900 | Single Family Home | 4 beds | 3.5 baths | 2 gar

    One of the last opportunities to own a new Taylor Morrison home in prestigious community of Windsong! This 4 bedroom, 3.5 bath, study, bonus room home will be available for move in by the end of December! Interior features include a fabulous gourmet kitchen with Wolf/SubZero appliances, granite counter tops, wood floors, and solid core interior doors.Owners retreat is located on the first floor and features 2 walk in closets and a stunning master bath. Three bedrooms and a bonus room are located on the second floor. Large formal dining room and large open great room great for entertaining guests and family.Stunning curb appeal that features Tile roof, brick pavers, and lush professional landscaping. Located just minutes from downtown Winter Park, Baldwin Park, and Orlando! Builder warranty. Disclaimer: some or all photos are stock photos / rendering of the home.

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    Listing is courtesy of: TAYLOR MORRISON REALTY OF FL I

  • 1530 MAYFIELD Avenue, WINTER PARK, FL - MLS# O5160834

    Winter Park High - O5160834 - 1530 MAYFIELD Avenue, WINTER PARK, FL 32789
    3 Days on yellowkey

    $405,000 | Single Family Home | 3 beds | 2.0 baths | 1 car

    Garden like setting in Olde Winter Park area. Value is in the land. Property sold as is. Convenient to Park Ave., Baldwin Park and Downtown Orlando. Bring your builder and customize your dream home.

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    Listing is courtesy of: COLDWELL BANKER RESIDENTIAL RE

  • 541 HERMITAGE Court, WINTER PARK, FL - MLS# O5160767

    Winter Park High - O5160767 - 541 HERMITAGE Court, WINTER PARK, FL 32792
    4 Days on yellowkey

    $175,000 | Single Family Home | 3 beds | 2.0 baths | 2 gar

    This nice home sits on a large lot at the end of a quiet cul-de-sac and is zoned for all A schools - Lakemont Elementary, Maitland Middle School, and Winter Park High. It has a newer roof, new paint, new bathrooms and flooring. Call today for a showing.

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    Listing is courtesy of: FLORIDA HOME REALTY & INVEST

  • 1038 BRADFORD Drive, WINTER PARK, FL - MLS# O5160754

    Lake Howell High - O5160754 - 1038 BRADFORD Drive, WINTER PARK, FL 32792
    4 Days on yellowkey

    $185,000 | Single Family Home | 4 beds | 2.0 baths | 2 gar

    LOCATION, LOCATION. LOCATION. MUST SEE!!!!! LOCATED IN HIGHLY DESIRABLE WINTER PARK. WELL MAINTAINED, BEAUTIFULLY LANDSCAPED FOUR BEDROOM TWO BATH HOME. WONDERFUL NEIGHBORHOOD VERY FAMILY ORIENTED. SPLIT FLOOR PLAN. ROOF REPLACED IN 2005. LARGE FENCED IN BACK YARD. LARGE SHED IN BACKYARD WITH ELECTRICITY. HOME HAS WONDERFUL CURB APPEAL. EXCELLENT SCHOOL DISTRICT. BRING ALL OFFERS!!!!!!

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    Listing is courtesy of: AMERITEAM REALTY, INC.

  • 7641 GEORGEANN Street, WINTER PARK, FL - MLS# O5160677

    Winter Park High - O5160677 - 7641 GEORGEANN Street, WINTER PARK, FL 32792
    5 Days on yellowkey

    $1,350 | Single Family Home | 3 beds | 2.0 baths

    Open floor plan, spacious and bright. Fenced in back yard. All appliances included. Screened in lanai in back of house, great for entertaining. Close to UCF and shopping

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    Listing is courtesy of: RE/MAX TOWN CENTRE

  • 400 W SWOOPE Avenue 6, WINTER PARK, FL - MLS# O5160571

    Winter Park High - O5160571 - 400 W SWOOPE Avenue 6, WINTER PARK, FL 32789
    6 Days on yellowkey

    $499,000 | Townhouse | 4 beds | 3.5 baths | 2 car

    An exceptional opportunity to purchase a preconstruction 3 story townhome with 4 bedrooms, 3.5 bathrooms in the heart of Winter Park. Located within walking distance to downtown Park Avenue for easy access to boutique shopping, dining and the famous Winter Park Farmers Market. Designed by the globally recognized Mark Nasrallah, these modern style units offer a clean design with two car enclosed covered parking. All units have 18 SEAR A/C units, porcelain tile flooring, carpeted bedrooms, solid surface counters, and a storage unit. Building to be completed in 2013.

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    Listing is courtesy of: STOCKWORTH REALTY GROUP

  • 511 PARK NORTH Court, WINTER PARK, FL - MLS# O5160546

    Winter Park High - O5160546 - 511 PARK NORTH Court, WINTER PARK, FL 32789
    6 Days on yellowkey

    $695,000 | Single Family Home | 3 beds | 2.5 baths | 2 gar

    Lovely Contemporary Pool Home on exquisite Park North Court. Very Private and quiet property that has been tastefully renovated and maintained. This incredible home is located on the most sought after cul-de-sac in Winter Park with wide sidewalks and little to no traffic! Perfect for walking or biking to trendy Park Avenue Restaurants, Boutiques, Winter Park Farmers Market, Country Club, Community Center, Shady Historic District, lakes, museums and playgrounds. This Sunny and Bright Open Floor Plan home is tucked away off Park Ave but has convenient access to downtown Orlando and other metro areas.

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    Listing is courtesy of: SAND DOLLAR REALTY GROUP

  • 400 W SWOOPE Avenue 2, WINTER PARK, FL - MLS# O5160554

    Winter Park High - O5160554 - 400 W SWOOPE Avenue 2, WINTER PARK, FL 32789
    6 Days on yellowkey

    $519,000 | Townhouse | 4 beds | 3.5 baths | 2 car

    An exceptional opportunity to purchase a preconstruction 3 story townhome with 4 bedrooms, 3.5 bathrooms in the heart of Winter Park. Located within walking distance to downtown Park Avenue for easy access to boutique shopping, dining and the famous Winter Park Farmers Market. Designed by the globally recognized Mark Nasrallah, these modern style units offer a clean design with two car enclosed covered parking. All units have 18 SEAR A/C units, porcelain tile flooring, carpeted bedrooms, solid surface counters, and a storage unit. Building to be completed in 2013.

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    Listing is courtesy of: STOCKWORTH REALTY GROUP

  • 400 W SWOOPE Avenue 3, WINTER PARK, FL - MLS# O5160560

    Winter Park High - O5160560 - 400 W SWOOPE Avenue 3, WINTER PARK, FL 32789
    6 Days on yellowkey

    $499,000 | Townhouse | 4 beds | 3.5 baths | 2 car

    An exceptional opportunity to purchase a preconstruction 3 story townhome with 4 bedrooms, 3.5 bathrooms in the heart of Winter Park. Located within walking distance to downtown Park Avenue for easy access to boutique shopping, dining and the famous Winter Park Farmers Market. Designed by the globally recognized Mark Nasrallah, these modern style units offer a clean design with two car enclosed covered parking. All units have 18 SEAR A/C units, porcelain tile flooring, carpeted bedrooms, solid surface counters, and a storage unit. Building to be completed in 2013.

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    Listing is courtesy of: STOCKWORTH REALTY GROUP

  • 400 W SWOOPE Avenue 5, WINTER PARK, FL - MLS# O5160569

    Winter Park High - O5160569 - 400 W SWOOPE Avenue 5, WINTER PARK, FL 32789
    6 Days on yellowkey

    $499,000 | Townhouse | 4 beds | 3.5 baths | 2 car

    An exceptional opportunity to purchase a preconstruction 3 story townhome with 4 bedrooms, 3.5 bathrooms in the heart of Winter Park. Located within walking distance to downtown Park Avenue for easy access to boutique shopping, dining and the famous Winter Park Farmers Market. Designed by the globally recognized Mark Nasrallah, these modern style units offer a clean design with two car enclosed covered parking. All units have 18 SEAR A/C units, porcelain tile flooring, carpeted bedrooms, solid surface counters, and a storage unit. Building to be completed in 2013.

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    Listing is courtesy of: STOCKWORTH REALTY GROUP

  • 400 W SWOOPE Avenue 4, WINTER PARK, FL - MLS# O5160563

    Winter Park High - O5160563 - 400 W SWOOPE Avenue 4, WINTER PARK, FL 32789
    6 Days on yellowkey

    $499,000 | Townhouse | 4 beds | 3.5 baths | 2 car

    An exceptional opportunity to purchase a preconstruction 3 story townhome with 4 bedrooms, 3.5 bathrooms in the heart of Winter Park. Located within walking distance to downtown Park Avenue for easy access to boutique shopping, dining and the famous Winter Park Farmers Market. Designed by the globally recognized Mark Nasrallah, these modern style units offer a clean design with two car enclosed covered parking. All units have 18 SEAR A/C units, porcelain tile flooring, carpeted bedrooms, solid surface counters, and a storage unit. Building to be completed in 2013.

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    Listing is courtesy of: STOCKWORTH REALTY GROUP

  • 212 CORTLAND Avenue, WINTER PARK, FL - MLS# O5160614

    Winter Park High - O5160614 - 212 CORTLAND Avenue, WINTER PARK, FL 32789
    7 Days on yellowkey

    $5,500 | Single Family Home | 4 beds | 4.5 baths

    Pre Lease Available: Must see this 2 story Tuscan style home with 2 car detached garage set among the tall oaks and quaint brick lined streets of Olde Winter Park. Custom built 4 bedroom, 4 1/2 bath, has a much desired downstairs master retreat, wood flooring, and travertine are just a few of the quality elements throughout this spacious home. Guests will feel welcome in the grand foyer, with soaring ceilings and full service bar that make entertaining a breeze. The chef of the house will appreciate the European kitchen with custom wood cabinetry, granite countertops, Thermador stainless steel appliances, including gas range, double ovens, and built in refrigerator. Other amenities include a dining room with Butlers Pantry, wine cellar, home office and a 700 sq ft balcony. The family room with fireplace and entertainment center leads to the magnificent courtyard pool area with an outdoor kitchen, gazebo, and alfresco grill making it the ultimate outdoor living space. Located within minutes of Rollins College, Whole Foods, Park Avenue shops and restaurants. Lease available starting September 2013.

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    Listing is courtesy of: COLDWELL BANKER RESIDENTIAL RE

  • 871 W LYMAN Avenue, WINTER PARK, FL - MLS# O5160249

    Winter Park High - O5160249 - 871 W LYMAN Avenue, WINTER PARK, FL 32789
    8 Days on yellowkey
    FORECLOSURE

    $67,900 Reduced | Single Family Home | 3 beds | 2.0 baths

    CLOSED TO WINTER PARK VILLAGE AND PARK AVENUE! 3 BEDROOM, 2 BATH HOME IN THE HEART OF WINTER PARK!!! This home features a split bedrooms plan and offers great opportunities. Plenty of closet space for storage. Convenient to 436, 17-92, I-4, neighborhood park and soccer field nearby. Walk to Winter Park Village with shopping, dining and entertainment. This is a Fannie Mae Homepath Property.

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    Listing is courtesy of: RE/MAX 200 REALTY

  • 151 N ORLANDO Avenue 221, WINTER PARK, FL - MLS# O5160067

    Edgewater High - O5160067 - 151 N ORLANDO Avenue 221, WINTER PARK, FL 32789
    8 Days on yellowkey
    FORECLOSURE

    $63,900 | Condo | 2 beds | 1.0 baths

    BRING YOUR CANOE AND KAYAK!!! 2 BEDROOM, 1 BATHROOM CONDO - COMMUNITY IS ON LAKE KILLARNEY AND THERE'S A COMMUNITY POOL!!! This open floor plan condo has ceramic tile, vinyl, ceiling fans and blinds throughout. The kitchen has nice cabinets and refrigerator and oven stay! Living room has sliding glass doors that open to a screened-in patio with storage closet. Both bedrooms have plenty of closet space for storage. The bathroom has a nice bathtub with shower. This condo community is on Lake Killarney and offers a tranquil setting behind the community pool. Bring a kayak, relax and enjoy being near Winter Park Village, shopping, dining, entertainment and just minutes from I-4! This is a Homepath Property, Purchase for as little as 3% down, Approved for Homepath Renovation Mortgage Financing!

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    Listing is courtesy of: RE/MAX 200 REALTY

  • 200 E READING WAY, WINTER PARK, FL - MLS# O5159902

    Winter Park High - O5159902 - 200 E READING WAY, WINTER PARK, FL 32789
    9 Days on yellowkey

    $1,975 | Single Family Home | 3 beds | 2.0 baths

    Charming and updated three bedroom bungalow in convenient and central Winter Park location. Near Park Avenue, Winter Park Hospital and Baldwin Park, this three bedroom home features hardwood floors, large family room with fireplace and fenced yard.

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    Listing is courtesy of: KELLY PRICE & COMPANY LLC

  • 687 DARCEY Drive, WINTER PARK, FL - MLS# O5159776

    Winter Park High - O5159776 - 687 DARCEY Drive, WINTER PARK, FL 32792
    9 Days on yellowkey

    $450,000 | Single Family Home | 5 beds | 2.0 baths | 2 gar

    Stunning, totally renovated five bedroom, two full bath, pool home on a nice quiet street in a well established Winter Park neighborhood. This fantastic house offers a wonderful split floor plan, large foyer, living room, dining area, hardwood flooring and plantation shutters throughout. The immaculate all-white kitchen features stainless steel appliances with a built-in oven, counter top range with range hood, pantry, built-in desk, and breakfast bar opening up to the dining area. Light and bright master suite with dual sinks, stand alone tile shower and private entrance to the secluded pool area. Enjoy outdoor entertaining on the brick paved patio or with family and friends in the sparking pool. Perfect location ~ minutes away to shopping and restaurants on Park Avenue, the Farmers Market and Rollins College. Zoned for top Winter Park schools ~ Brand new Brookshire Elementary, Glenridge Middle School and walking distance to Winter Park High School.

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    Listing is courtesy of: KELLY PRICE & COMPANY LLC

  • 1937 KIMBRACE Place, WINTER PARK, FL - MLS# O5159807

    Winter Park High - O5159807 - 1937 KIMBRACE Place, WINTER PARK, FL 32792
    9 Days on yellowkey

    $350,000 | Single Family Home | 3 beds | 2.5 baths | 1 gar

    Very Charming home updated and spacious..........extra large master bedroom with walk in closet and renovated bath........jacuzzi & shower. Kitchen with granite countertops & stainless appliances. Large family room with access to the screened pool with child protective fence. Powder room off the Family Room. Split bedroom plan. One car garage and two car carport. Beautiful landscaping (back to be re sodded within 10 days).

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    Listing is courtesy of: FANNIE HILLMAN & ASSOCIATES

  • 203 N RANGER Boulevard, WINTER PARK, FL - MLS# O5159637

    Winter Park High - O5159637 - 203 N RANGER Boulevard, WINTER PARK, FL 32792
    10 Days on yellowkey

    $214,900 | Single Family Home | 4 beds | 2.0 baths | 1 car

    Under Contract Taking Backups -ACTIVE WITH CONTRACT. TRADITIONAL SELLER, TRADITIONAL RANCH, GREAT NEIGHBORHOOD!! LOCATED IN WINTER PARK PINES THIS 4BR - 2BATH RESIDENCE IS READY FOR IMMEDIATE OCCUPANCY. AMENITIES INCLUDE: NEW ROOF (INSTALLED MAY 2013), FAMILY ROOM WITH BUILT IN CABINETRY & CEILING FANS, KITCHEN FEATURING WOOD CABINETS, NEW STAINLESS STEEL REFRIGERATOR & DISHWASHER, & A LARGE INSIDE UTILITY. THE HOME IS SITUATED ON A LARGE CORNER LOT, WITH FRESH LANDSCAPING AND A SPACIOUS FENCED IN BACK YARD. WINTER PARK PINES OFFERS SOCCER & FOOTBALL FIELDS, PLAYGROUND, TENNIS COURTS, AND GOLF RIGHT DOWN THE STREET. CENTRALLY LOCATED, THE PINES IS JUST MINUTES AWAY FROM UCF, FULL SAIL, AND VALENCIA COLLEGE, AND JUST 15 MINUTES FROM DOWNTOWN ORLANDO AND OIA. A- RATED SCHOOLS COMPLETE THE PACKAGE FOR THE NEW HOMEOWNER .

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    Listing is courtesy of: COLDWELL BANKER RESIDENTIAL RE

  • 1813 ALICE Avenue, WINTER PARK, FL - MLS# O5159614

    Winter Park High - O5159614 - 1813 ALICE Avenue, WINTER PARK, FL 32792
    10 Days on yellowkey

    $189,000 | Single Family Home | 3 beds | 2.0 baths

    Great location and schools . House needs some TLC and updating but priced to sell. 3 bedroom 2 bath home with nearly 1800 sf. Ceramic tile throughout.

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    Listing is courtesy of: COLDWELL BANKER RESIDENTIAL RE

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