Subdivisions & Condo Buildings that attend Maitland Middle School, Maitland, FL
| Community | Median Price |
|---|---|
Alabama CondominiumsNestled along the serene shores of Lake Maitland, Florida, Alabama Condominiums offers a timeless lakeside retreat that captures the essence of historic elegance and modern comfort. This intimate community, comprising just 22 distinctive residences, invites residents to embrace a lifestyle of refined leisure with its array of thoughtfully curated amenities, including a sparkling lakeside pool perfect for unwinding under the sun, a state-of-the-art fitness center for maintaining wellness routines, and a renovated clubhouse ideal for hosting intimate gatherings or quiet evenings with neighbors. Secure key-required lobby access ensures peace of mind, while the meticulously landscaped grounds provide tranquil pathways for leisurely strolls amid lush greenery. Boating enthusiasts will delight in the rentable boat docks and private slips, granting effortless access to the shimmering waters of the lake for leisurely cruises or sunset views. Beyond the grounds, the location places upscale boutiques, fine dining, and cultural vibrancy of Park Avenue just steps away, blending secluded sophistication with the lively pulse of Winter Park. Alabama Condominiums is a condo community in Winter Park, Florida, built between 1921 and 1981. It currently has 1 condo for sale with a list price of $2,490,000. The homes range in size from 993 ft2 to 2,709 ft2. The HOA fees range from $975 to $1,950 per month. The average annual property tax for Alabama Condominiums is $7,949.74. It is located in Orange County. |
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Aloma EstatesAloma Estates is a single-family home community in Orlando, Florida, built between 1984 and 1985. It currently has no homes for sale. The homes range in size from 1,742 ft2 to 2,706 ft2. The HOA fees range from $7 to $7 per month. The average annual property tax for Aloma Estates is $2,861.30. It is located in Orange County. |
517,000 |
Arrowhead CoveArrowhead Cove is a single-family home community in Winter Park, Florida, built between 1971 and 1974. It currently has no homes for sale. The homes range in size from 1,768 ft2 to 2,616 ft2. The HOA fees range from $8 to $8 per month. The average annual property tax for Arrowhead Cove is $3,721.94. It is located in Orange County. |
487,499 |
Bengert BendBengert Bend is a single-family home community in Winter Park, Florida, built between 2005 and 2016. It currently has no homes for sale. The homes range in size from 4,136 ft2 to 4,652 ft2. The average annual property tax for Bengert Bend is $22,222.50. It is located in Orange County. |
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Campo BelloCampo Bello is a serene residential subdivision celebrated for its picturesque, tree-lined brick streets and proximity to vibrant local hotspots. Residents relish a low-maintenance lifestyle with easy access to nearby dining options, grocery stores, and Winter Park Hospital, all just a short stroll or drive away. It's prime location affords effortless enjoyment of surrounding amenities like the nearby YMCA for fitness and recreational pursuits, as well as the scenic allure of nearby lakes and parks that invite outdoor relaxation and community events. This idyllic enclave perfectly blends historic charm with modern convenience, making it a coveted gem in Central Florida's cultural landscape. Campo Bello is a single-family home community in Winter Park, Florida, built between 1950 and 2017. It currently has 1 lot for sale with a list price of $3,960,000. The homes range in size from 1,436 ft2 to 4,242 ft2. The average annual property tax for Campo Bello is $10,401.57. It is located in Orange County. |
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CamwoodCamwood is a single-family home community in Winter Park, Florida, built between 1950 and 2025. It currently has 2 single family homes for sale with an average list price of $4,100,000. The homes range in size from 3,772 ft2 to 6,981 ft2. The average annual property tax for Camwood is $20,124.34. It is located in Orange County. |
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Carver TownCarver Town is a single-family home community in Winter Park, Florida, built between 1948 and 2019. It currently has 2 single family homes for sale with an average list price of $512,500. The homes range in size from 754 ft2 to 2,232 ft2. The average annual property tax for Carver Town is $3,314.18. It is located in Orange County. |
637,500 |
Cinnamon ShoresCinnamon Shores is a single-family home community in Winter Park, Florida, built between 1981 and 1990. It currently has no homes for sale. The homes range in size from 2,424 ft2 to 3,472 ft2. The average annual property tax for Cinnamon Shores is $7,227. It is located in Orange County. |
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Cloister GroveCloister Grove is a single-family home community in Winter Park, Florida, built between 1919 and 2026. It currently has 1 single family home for sale with a list price of $4,750,000. The homes range in size from 2,505 ft2 to 10,734 ft2. The average annual property tax for Cloister Grove is $23,958.44. It is located in Orange County. |
1,875,000 |
Comstock ParkComstock Park exudes timeless charm with its tree-lined streets and easy access to the city's vibrant cultural scene. Residents enjoy a wealth of amenities right at their doorstep, including proximity to the lush Martin Luther King Jr. Park for leisurely strolls and outdoor recreation, as well as the nearby Winter Park Community Center for fitness classes and events. The neighborhood's prime location offers convenient walks to Park Avenue's upscale boutiques, acclaimed restaurants, and art galleries, while the adjacent Winter Park Village provides modern shopping hubs like Publix and Whole Foods. Additional perks include seamless connectivity to SunRail for effortless commuting, Rollins College's scenic campus, and a short drive to major highways, downtown Orlando attractions, and pristine beaches, blending serene suburban living with urban sophistication. Comstock Park is a single-family home community in Winter Park, Florida, built between 1946 and 2025. It currently has 2 single family homes for sale with an average list price of $3,324,999.50. The homes range in size from 1,446 ft2 to 6,406 ft2. The average annual property tax for Comstock Park is $11,301.70. It is located in Orange County. |
2,150,000 |
Conwill EstatesConwill Estates is a single-family home community in Winter Park, Florida, built between 1954 and 2025. It currently has 3 single family homes for sale with an average list price of $2,090,000. The homes range in size from 1,387 ft2 to 4,425 ft2. The average annual property tax for Conwill Estates is $7,324.36. It is located in Orange County. |
1,040,000 |
Cove ColonyCove Colony is a single-family home community in Maitland, Florida, built between 1977 and 1985. It currently has no homes for sale. The homes range in size from 1,868 ft2 to 3,246 ft2. The average annual property tax for Cove Colony is $4,976.65. It is located in Orange County. |
955,000 |
Dixie TerraceDixie Terrace is a single-family home community in Winter Park, Florida, built between 1927 and 2024. It currently has 4 single family homes for sale with an average list price of $1,492,498. The homes range in size from 830 ft2 to 4,211 ft2. The average annual property tax for Dixie Terrace is $6,536.44. It is located in Orange County. |
1,450,000 |
Dommerich CoveDommerich Cove is a serene residential enclave offering residents a tranquil lakeside lifestyle amid lush conservation areas and mature tree-lined streets. This family-friendly community stands out for its exceptional educational amenities, with homes within easy walking distance of the highly regarded Dommerich Elementary School, providing a safe and convenient environment for young families. Proximity to Maitland Middle and Winter Park High schools further enhances its appeal for those prioritizing top-tier public education. Outdoor enthusiasts appreciate the nearby park facilities, which include tennis and basketball courts, picnic pavilions equipped with grills, and dedicated playsets for children, fostering a vibrant sense of community and recreation. The neighborhood's location grants effortless access to Winter Park's cultural gems, such as the renowned public library, upscale dining options, and the Orlando Museum of Art, blending suburban peace with urban sophistication. Dommerich Cove is a single-family home community in Winter Park, Florida, built between 1964 and 1965. It currently has no homes for sale. The homes range in size from 2,458 ft2 to 3,377 ft2. The average annual property tax for Dommerich Cove is $4,611.05. It is located in Orange County. |
1,050,000 |
Dommerich ForestDommerich Forest is a single-family home community in Winter Park, Florida, built in 1973. It currently has no homes for sale. The homes range in size from 1,680 ft2 to 2,239 ft2. The average annual property tax for Dommerich Forest is $4,053.89. It is located in Orange County. |
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Dommerich HillsDommerich Hills is a single-family home community in Winter Park, Florida, built between 1965 and 1969. It currently has no homes for sale. The homes range in size from 1,894 ft2 to 4,364 ft2. The average annual property tax for Dommerich Hills is $5,230.72. It is located in Orange County. |
534,590 |
Dubsdread HeightsDubsdread Heights is a single-family home community in Winter Park, Florida, built between 1925 and 2020. It currently has 4 single family homes for sale with an average list price of $642,475. The homes range in size from 704 ft2 to 6,700 ft2. The average annual property tax for Dubsdread Heights is $4,395.24. It is located in Orange County. |
825,000 |
EastbrookEastbrook is a single-family home community in Winter Park, Florida, built between 1958 and 2023. It currently has 16 single family homes for sale with an average list price of $416,268.13. The homes range in size from 989 ft2 to 4,266 ft2. The HOA fees range from $2 to $364 per month. The average annual property tax for Eastbrook is $2,365.76. It is located in Seminole County. |
365,500 |
EastgateEastgate is a single-family home community in Winter Park, Florida, built between 1955 and 2025. It currently has 3 single family homes for sale with an average list price of $783,000. The homes range in size from 1,322 ft2 to 2,718 ft2. The average annual property tax for Eastgate is $3,386.60. It is located in Orange County. |
418,750 |
Ethel ParkEthel Park is a single-family home community in Winter Park, Florida, built between 1949 and 2006. It currently has no homes for sale. The homes range in size from 1,270 ft2 to 4,587 ft2. The average annual property tax for Ethel Park is $8,564.44. It is located in Orange County. |
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Fairway Glen at Meadow WoodsCommunity amenities elevate everyday life, including a refreshing clubhouse for social gatherings, a sparkling community pool perfect for Florida's sunny days, tennis courts for active pursuits, a playground for children, inviting grill areas for barbecues, a convenient car wash station, and shared mailboxes to streamline daily routines. Zoned for A-rated schools and just minutes from Orlando International Airport, Lake Nona Medical City, Disney attractions, The Loop shopping center, and major highways like the 417 and Florida Turnpike, Fairway Glen seamlessly blends suburban tranquility with easy access to Orlando's endless entertainment and professional opportunities. Fairway Glen at Meadow Woods is a condo community in the Meadow Woods neighborhood of Orlando, Florida, built between 1996 and 2000. It currently has 3 condos for sale with an average list price of $224,666.67. The homes range in size from 1,013 ft2 to 1,164 ft2. The HOA fees range from $220 to $450 per month. The average annual property tax for Fairway Glen at Meadow Woods is $1,850.92. It is located in Orange County. |
223,000 |
Flora ParkFlora Park is a single-family home community in Winter Park, Florida, built between 1957 and 2017. It currently has 1 single family home for sale with a list price of $1,995,000. The homes range in size from 1,906 ft2 to 3,897 ft2. The average annual property tax for Flora Park is $9,115.65. It is located in Orange County. |
2,120,000 |
FontainebleauThe Fontainebleau neighborhood exudes timeless elegance amid a lush canopy of mature trees and tropical landscapes, offering residents a serene retreat just moments from the vibrant energy of Park Avenue's charming brick-lined streets, alfresco cafes, boutiques, museums, and scenic Central Park. This exclusive enclave provides easy access to the picturesque Winter Park Chain of Lakes for boating enthusiasts, top-rated schools including Winter Park High with its acclaimed International Baccalaureate program, and convenient proximity to downtown Orlando's business hubs, medical facilities, and major highways for effortless commuting. Fontainebleau is a single-family home community in Winter Park, Florida, built between 1956 and 2024. It currently has 1 single family home for sale with a list price of $1,775,000. The homes range in size from 1,442 ft2 to 5,263 ft2. The average annual property tax for Fontainebleau is $12,563.08. It is located in Orange County. |
1,777,500 |
Gallery at Winter ParkThe Gallery at Winter Park condominium community offers residents a tranquil retreat just minutes from the vibrant energy of downtown Orlando. This inviting enclave embodies effortless sophistication, where mature oaks and lush greenery frame elegant residences designed for modern comfort. Residents revel in a host of thoughtful amenities that elevate everyday living, including a sparkling community pool perfect for leisurely laps or sunny afternoons, lighted tennis courts for spirited matches under the stars, a cozy clubhouse ideal for gatherings and relaxation, and convenient storage facilities along with an indoor bike room to keep active pursuits organized. With its central location near renowned cultural spots, scenic trails like the Cady Way, and top-rated wellness centers, the Gallery at Winter Park seamlessly blends quiet luxury with the charm of lakeside living, inviting you to unwind in style. Gallery at Winter Park is a condo community in Winter Park, Florida, built between 1984 and 1985. It currently has 1 condo for sale with a list price of $298,000. The homes range in size from 893 ft2 to 1,026 ft2. The HOA fees range from $437 to $647 per month. The average annual property tax for Gallery at Winter Park is $1,716.89. It is located in Orange County. |
295,000 |
Galloway PlaceGalloway Place is a single-family home community in Winter Park, Florida, built between 1928 and 2023. It currently has 1 single family home for sale with a list price of $665,000. The homes range in size from 1,804 ft2 to 3,738 ft2. The average annual property tax for Galloway Place is $13,723.38. It is located in Orange County. |
3,237,500 |
Georgetown EstatesGeorgetown Estates embodies the essence of suburban serenity with its well-maintained homes, lush greenery, and tree-lined streets that foster a strong sense of community. This peaceful, family-friendly enclave offers residents a quiet retreat ideal for both young families and retirees, enhanced by its proximity to top-rated schools and essential local conveniences like parks, shopping districts, and dining options. The neighborhood's welcoming vibe is evident in its high friendliness rating, where neighbors often connect over shared walks or casual gatherings, while easy access to major highways ensures effortless commutes to downtown Orlando and nearby theme parks, blending everyday tranquility with the excitement of Central Florida living. Georgetown Estates is a single-family home community in Winter Park, Florida, built between 1965 and 1995. It currently has 1 single family home for sale with a list price of $390,000. The homes range in size from 1,200 ft2 to 2,301 ft2. The average annual property tax for Georgetown Estates is $2,654.77. It is located in Orange County. |
390,000 |
GlenmoorGlenmoor is a single-family home community in Winter Park, Florida, built between 1983 and 2021. It currently has 1 single family home for sale with a list price of $389,900. The homes range in size from 1,217 ft2 to 2,288 ft2. The average annual property tax for Glenmoor is $2,976.69. It is located in Orange County. |
415,000 |
Glenwood ParkGlenwood Park is a single-family home community in Orlando, Florida, built between 1978 and 1979. It currently has no homes for sale. The homes range in size from 1,400 ft2 to 2,450 ft2. The average annual property tax for Glenwood Park is $2,365.40. It is located in Orange County. |
370,766 |
Golfview TerraceGolfview Terrace is a single-family home community in Winter Park, Florida, built between 1918 and 2023. It currently has no homes for sale. The homes range in size from 4,617 ft2 to 5,406 ft2. The average annual property tax for Golfview Terrace is $18,191.20. It is located in Orange County. |
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Green OaksGreen Oaks is a single-family home community in Winter Park, Florida, built between 1957 and 2024. It currently has 2 single family homes for sale with an average list price of $4,537,499.50. The homes range in size from 2,281 ft2 to 8,583 ft2. The HOA fees range from $2 to $2 per month. The average annual property tax for Green Oaks is $15,047.93. It is located in Orange County. |
2,539,500 |
Hamilton PlaceHamilton Place is a single-family home community in Winter Park, Florida, built between 2007 and 2015. It currently has 1 single family home for sale with a list price of $1,295,000. The homes range in size from 2,810 ft2 to 3,363 ft2. The HOA fees range from $122 to $142 per month. The average annual property tax for Hamilton Place is $7,562.96. It is located in Orange County. |
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Hamlet at MaitlandHamlet at Maitland is a single-family home community in Maitland, Florida, built between 1993 and 1996. It currently has 2 single family homes for sale with an average list price of $329,000. The homes range in size from 1,076 ft2 to 1,150 ft2. The HOA fees range from $19 to $52 per month. The average annual property tax for Hamlet at Maitland is $2,104.20. It is located in Orange County. |
308,900 |
Howell ForestsHowell Forests is a single-family home community in Winter Park, Florida, built between 1968 and 1969. It currently has 1 single family home for sale with a list price of $749,000. The homes range in size from 1,604 ft2 to 3,538 ft2. The average annual property tax for Howell Forests is $4,438.69. It is located in Orange County. |
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J KronenbergerJ Kronenberger is a single-family home community in Winter Park, Florida, built between 1925 and 2021. It currently has 2 single family homes for sale with an average list price of $3,847,000. The homes range in size from 2,550 ft2 to 10,997 ft2. The average annual property tax for J Kronenberger is $18,874.74. It is located in Orange County. |
2,075,000 |
JenkinsJenkins is a single-family home community in Winter Park, Florida, built between 1951 and 2020. It currently has no homes for sale. The homes range in size from 1,989 ft2 to 4,579 ft2. The average annual property tax for Jenkins is $9,602.99. It is located in Orange County. |
2,250,000 |
Lake Colony EstatesLake Colony Estates is a single-family home community in Maitland, Florida, built between 1996 and 1999. It currently has no homes for sale. The homes range in size from 3,500 ft2 to 5,254 ft2. The HOA fees range from $299 to $342 per month. The average annual property tax for Lake Colony Estates is $11,142.31. It is located in Orange County. |
1,271,500 |
Lake Knowles TerraceLake Knowles Terrace is a single-family home community in Winter Park, Florida, built between 1925 and 2025. It currently has 4 single family homes for sale with an average list price of $2,277,000. The homes range in size from 864 ft2 to 4,582 ft2. The average annual property tax for Lake Knowles Terrace is $8,944.79. It is located in Orange County. |
1,250,000 |
Lake Waunatta CoveLake Waunatta Cove is a single-family home community in Winter Park, Florida, built between 1963 and 1987. It currently has 2 single family homes for sale with an average list price of $541,000. The homes range in size from 1,520 ft2 to 2,615 ft2. The HOA fees range from $15 to $15 per month. The average annual property tax for Lake Waunatta Cove is $4,603.04. It is located in Orange County. |
500,000 |
Lake Waunatta VillageLake Waunatta Village is a single-family home community in Winter Park, Florida, built between 1976 and 1978. It currently has 1 single family home for sale with a list price of $975,000. The homes range in size from 1,793 ft2 to 3,858 ft2. The HOA fees range from $7 to $7 per month. The average annual property tax for Lake Waunatta Village is $3,148.57. It is located in Orange County. |
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Lake Waunatta WoodsLake Waunatta Woods is a serene lakeside neighborhood centered around Lake Waunatta, a pristine spring-fed body of water that anchors the community’s tranquil charm and natural beauty. Residents cherish the area’s family-friendly vibe, where dog-friendly paths wind through quiet streets ideal for leisurely walks and casual strolls, fostering a strong sense of community among neighbors who bond over shared interests in gardening, hiking, and outdoor pursuits. Key amenities include private boat docks with electric lifts for effortless kayaking or leisurely boating excursions across Lake Waunatta’s calm surface, expansive entertaining decks perfect for barbecues and gatherings, and stunning waterfront views that enhance every home’s appeal. Just minutes from Winter Park’s bustling downtown, the neighborhood offers convenient access to charming boutiques, exquisite dining options, and year-round cultural events, blending lakeside relaxation with an active, connected lifestyle. Lake Waunatta Woods is a single-family home community in Winter Park, Florida, built between 1974 and 1984. It currently has 1 single family home for sale with a list price of $689,000. The homes range in size from 1,892 ft2 to 5,329 ft2. The HOA fees range from $21 to $28 per month. The average annual property tax for Lake Waunatta Woods is $4,549.89. It is located in Orange County. |
600,000 |
Lakemont HeightsLakemont Heights is a single-family home community in Winter Park, Florida, built between 1953 and 2024. It currently has 1 single family home for sale with a list price of $425,000. The homes range in size from 1,050 ft2 to 2,843 ft2. The HOA fees range from $4 to $4 per month. The average annual property tax for Lakemont Heights is $3,574.59. It is located in Orange County. |
485,000 |
Lugano TerraceLugano Terrace is a single-family home community in Winter Park, Florida, built between 1960 and 2003. It currently has 3 single family homes for sale with an average list price of $2,248,333.33. The homes range in size from 1,894 ft2 to 6,854 ft2. The average annual property tax for Lugano Terrace is $10,495.11. It is located in Orange County. |
1,105,000 |
Maitland GroveMaitland Grove is a single-family home community in Maitland, Florida, built between 1973 and 1986. It currently has 1 single family home for sale with a list price of $869,000. The homes range in size from 2,286 ft2 to 3,581 ft2. The HOA fees range from $19 to $31 per month. The average annual property tax for Maitland Grove is $4,607.17. It is located in Orange County. |
810,000 |
Maitland ShoresNestled along the serene shores of Lake Maitland, Maitland Shores is a picturesque lakeside neighborhood renowned for its tranquil blend of natural beauty and upscale suburban living. Residents relish exclusive lakefront access to the Winter Park Chain of Lakes, perfect for boating, kayaking, fishing, and leisurely waterfront strolls amid lush, mature trees and scenic views. The community fosters a strong sense of camaraderie while offering convenient proximity to vibrant amenities, including the esteemed Winter Park Racquet Club for tennis enthusiasts, the charming boutiques and gourmet dining along Park Avenue, cultural gems like the Orlando Museum of Art and the Winter Park Public Library, and nearby parks such as Mead Gardens with its subtropical trails and the blooming Kraft Azalea Gardens. Easy connections to major highways, hospitals, and Rollins College further enhance the lifestyle, making Maitland Shores an idyllic haven for those seeking both relaxation and refined recreation in Central Florida's most enchanting enclave. Maitland Shores is a single-family home community in Winter Park, Florida, built between 1925 and 2018. It currently has 5 single family homes for sale with an average list price of $2,536,790. The homes range in size from 1,368 ft2 to 8,082 ft2. The HOA fees range from $6 to $120 per month. The average annual property tax for Maitland Shores is $15,976.68. It is located in Orange County. |
1,400,000 |
Maitland WoodsMaitland Woods is a single-family home community in Maitland, Florida, built between 1966 and 1968. It currently has 1 single family home for sale with a list price of $725,000. The homes range in size from 1,941 ft2 to 3,827 ft2. The HOA fees range from $21 to $21 per month. The average annual property tax for Maitland Woods is $4,892.24. It is located in Orange County. |
675,000 |
MontacinoMontacino is a townhouse and single-family home community in Maitland, Florida, built between 2005 and 2007. It currently has 1 single family home for sale with a list price of $925,000. The homes range in size from 1,460 ft2 to 3,391 ft2. The HOA fees range from $167 to $460 per month. The average annual property tax for Montacino is $4,393.79. It is located in Orange County. |
438,750 |
MorselandMorseland is a single-family home community in Winter Park, Florida, built between 1953 and 2015. It currently has 3 single family homes for sale with an average list price of $820,000. The homes range in size from 1,115 ft2 to 2,964 ft2. The HOA fees range from $8 to $25 per month. The average annual property tax for Morseland is $7,483.91. It is located in Orange County. |
1,740,000 |
Morseland GardensMorseland Gardens is a single-family home community in Winter Park, Florida, built between 1953 and 2004. It currently has no homes for sale. The homes range in size from 2,691 ft2 to 4,733 ft2. The average annual property tax for Morseland Gardens is $19,322.46. It is located in Orange County. |
3,212,500 |
Orange RidgeOrange Ridge is a single-family home community in Orlando, Florida, built between 1983 and 1987. It currently has no homes for sale. The homes range in size from 1,515 ft2 to 2,492 ft2. The average annual property tax for Orange Ridge is $2,295.63. It is located in Orange County. |
504,500 |
Osceola CourtOsceola Court is a single-family home community in Winter Park, Florida, built between 1912 and 1948. It currently has no homes for sale. The homes range in size from 1,562 ft2 to 3,019 ft2. The average annual property tax for Osceola Court is $7,718.51. It is located in Orange County. |
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Osceola HeightsOsceola Heights is a single-family home community in Winter Park, Florida, built between 1930 and 2003. It currently has 1 single family home for sale with a list price of $455,000. The homes range in size from 640 ft2 to 3,658 ft2. The average annual property tax for Osceola Heights is $6,097.98. It is located in Orange County. |
805,000 |
Osceola ShoresOsceola Shores is a single-family home community in Winter Park, Florida, built between 1876 and 2022. It currently has 2 single family homes for sale with an average list price of $2,650,000. The homes range in size from 2,051 ft2 to 5,847 ft2. The average annual property tax for Osceola Shores is $15,285.10. It is located in Orange County. |
3,550,000 |
Osceola SummitResidents enjoy proximity to the upscale Park Avenue District, just a short drive or walk away, where world-renowned boutique shopping, award-winning restaurants, and cultural attractions like museums and art galleries await. The neighborhood’s location near the Winter Park Chain of Lakes provides opportunities for outdoor activities such as boating, kayaking, and scenic tours, with some properties offering lakefront access and private boat slips. Additionally, Osceola Summit is close to top-rated schools, parks like Mead Botanical Garden, and recreational facilities, making it a perfect choice for families and professionals seeking a vibrant yet peaceful lifestyle. Osceola Summit is a single-family home community in Winter Park, Florida, built between 1938 and 2008. It currently has 2 single family homes for sale with an average list price of $1,674,000. The homes range in size from 1,382 ft2 to 6,008 ft2. The average annual property tax for Osceola Summit is $16,708.93. It is located in Orange County. |
1,750,000 |
Oxford CoveOxford Cove is a single-family home community in Winter Park, Florida, built in 2000. It currently has no homes for sale. The homes have an average size of 2,679 ft2. The HOA fees range from $29 to $29 per month. The average annual property tax for Oxford Cove is $6,613. It is located in Orange County. |
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Palmer ParkPalmer Park is a single-family home community in Winter Park, Florida, built between 1955 and 2020. It currently has no homes for sale. The homes range in size from 2,230 ft2 to 4,767 ft2. The average annual property tax for Palmer Park is $14,790.60. It is located in Orange County. |
2,724,000 |
Park AirePark Aire stands as a charming Art Deco condominium complex, evoking the timeless elegance of mid-century design with its pink-hued stucco facade and courtyard layout. Residents enjoy a host of thoughtful amenities that enhance the lock-and-leave lifestyle, including a private pool area with a sunbathing deck and serene Zen garden, reserved underground parking for effortless access, an on-site laundry facility, and a community room ideal for gatherings. Additional conveniences abound, such as a rentable guest suite for visitors, a lovely third-floor sun deck and patio for relaxation, and cable television throughout. Surrounded by lush greenery and offering stunning views of nearby landmarks like Casa Feliz, St. Margaret Mary Church, and the Winter Park Country Club, Park Aire provides an effortless gateway to the area's vibrant scene, from strolling to boutique shops and fine dining to attending art festivals, Morse Museum exhibits, and scenic boat tours on the Chain of Lakes. Park Aire is a condo building in Winter Park, Florida, built between 1955 and 1956. It currently has 1 condo for sale with a list price of $598,400. The homes range in size from 539 ft2 to 986 ft2. The HOA fees range from $223 to $655 per month. The average annual property tax for Park Aire is $3,714.57. It is located in Orange County. |
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Park GrovePark Grove is a single-family home community in Winter Park, Florida, built between 1960 and 2026. It currently has 1 single family home for sale with a list price of $4,750,000. The homes range in size from 2,063 ft2 to 5,375 ft2. The HOA fees range from $13 to $21 per month. The average annual property tax for Park Grove is $7,870.37. It is located in Orange County. |
1,856,000 |
Park Lake Grove CondominiumsPark Lake Grove Condominiums is a condo and townhouse community in Maitland, Florida, built between 1980 and 1982. It currently has 2 condos for sale with an average list price of $267,000. The homes range in size from 1,328 ft2 to 1,360 ft2. The HOA fees range from $220 to $543 per month. The average annual property tax for Park Lake Grove Condominiums is $1,763.26. It is located in Orange County. |
239,000 |
Park ManorPark Manor is a single-family home community in Winter Park, Florida, built between 1959 and 2025. It currently has 1 single family home for sale with a list price of $1,450,000. The homes range in size from 1,392 ft2 to 3,161 ft2. The average annual property tax for Park Manor is $2,113.59. It is located in Orange County. |
500,000 |
Park NorthPark North is a single-family home community in Winter Park, Florida, built between 1968 and 1972. It currently has no homes for sale. The homes range in size from 2,702 ft2 to 3,096 ft2. The average annual property tax for Park North is $11,243.33. It is located in Orange County. |
1,115,000 |
Park WestPark West Condominiums offers a serene and upscale residential enclave surrounded by lush, beautifully landscaped grounds and enveloped by a fully fenced, gated perimeter for enhanced security and tranquility. Residents delight in an array of premium community amenities designed for relaxation and recreation, including an oversized swimming pool perfect for leisurely laps or sun-soaked afternoons, a newly renovated clubhouse equipped with a full kitchen and billiard room ideal for social gatherings and entertaining, lighted tennis courts for spirited matches under the stars, and a convenient on-site car wash station to keep vehicles pristine. With assigned under-building parking, ample guest spaces, and effortless elevator access, everyday living here seamlessly blends convenience with the charm of Winter Park's vibrant cultural scene and scenic lakefront allure. Park West is a condo community in Winter Park, Florida, built between 1981 and 2006. It currently has 1 condo for sale with a list price of $569,000. The homes range in size from 1,151 ft2 to 2,347 ft2. The HOA fees range from $349 to $1,126 per month. The average annual property tax for Park West is $4,575.59. It is located in Orange County. |
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Pennsylvania PlacePennsylvania Place's prime location enhances its appeal, providing easy access to Winter Park's vibrant downtown scene, including upscale shops, diverse dining options, cultural arts venues, and scenic lakeside paths, all while fostering a strong sense of community in this charming enclave of Central Florida. Pennsylvania Place is a single-family home community in Winter Park, Florida, built between 2000 and 2007. It currently has 1 single family home for sale with a list price of $2,695,000. The homes range in size from 2,607 ft2 to 4,888 ft2. The HOA fees range from $159 to $222 per month. The average annual property tax for Pennsylvania Place is $12,974.92. It is located in Orange County. |
2,144,000 |
Sicilian ShoresNestled along the serene western shores of Lake Maitland, Sicilian Shores captivates with its exclusive enclave of waterfront estates, where brick-lined streets evoke the charm of European villas amid lush canopies of ancient oaks, evergreens, and vibrant tropical blooms. Residents revel in direct lakefront access, ideal for boating and watersports on the pristine Winter Park Chain of Lakes, just moments from their doorsteps. Proximity to the esteemed Winter Park Racquet Club enhances leisure pursuits, offering tennis courts, a sparkling pool for lounging, and opportunities to forge lasting memories in this vibrant social hub. Sicilian Shores is a single-family home community in Winter Park, Florida, built between 1954 and 2022. It currently has 1 single family home for sale with a list price of $4,500,000. The homes range in size from 3,242 ft2 to 7,644 ft2. The average annual property tax for Sicilian Shores is $22,945.50. It is located in Orange County. |
2,900,000 |
Suburban HomesSuburban Homes is a single-family home community in Winter Park, Florida, built between 1949 and 2019. It currently has 1 single family home for sale with a list price of $404,990. The homes range in size from 804 ft2 to 2,379 ft2. The average annual property tax for Suburban Homes is $2,289.09. It is located in Seminole County. |
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Sylvan ParkSylvan Park is a single-family home community in Winter Park, Florida, built between 1915 and 2021. It currently has no homes for sale. The homes range in size from 1,647 ft2 to 4,627 ft2. The average annual property tax for Sylvan Park is $9,567.12. It is located in Orange County. |
1,582,500 |
Temple ColonyTemple Colony is a single-family home community in Winter Park, Florida, built between 1987 and 1988. It currently has no homes for sale. The homes range in size from 2,070 ft2 to 2,436 ft2. The average annual property tax for Temple Colony is $3,557.67. It is located in Orange County. |
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Temple EstatesTemple Estates offers an enchanting enclave of luxury residences surrounded by the timeless charm of brick streets, majestic live oak trees, and serene lakeside serenity. Residents enjoy a lifestyle defined by refined elegance, with private half-acre lots featuring lush tropical landscaping, expansive saltwater pools, and park-like backyards ideal for outdoor entertaining. Proximity to the vibrant Park Avenue district provides easy access to boutique shopping, artisanal bakeries, and upscale dining, while top-rated schools and nearby Lake Knowles enhance the community's appeal for those seeking both tranquility and convenience in this quintessential Florida haven. Temple Estates is a single-family home community in Winter Park, Florida, built between 1952 and 2020. It currently has no homes for sale. The homes range in size from 2,283 ft2 to 4,777 ft2. The average annual property tax for Temple Estates is $10,998.89. It is located in Orange County. |
1,447,500 |
Temple HeightsTemple Heights is a single-family home community in Winter Park, Florida, built between 1950 and 2019. It currently has 1 single family home for sale with a list price of $2,490,000. The homes range in size from 2,133 ft2 to 4,013 ft2. The average annual property tax for Temple Heights is $13,943.81. It is located in Orange County. |
1,825,000 |
Temple TerraceTemple Terrace is a single-family home community in Winter Park, Florida, built between 1953 and 2026. It currently has 4 single family homes for sale with an average list price of $698,725. The homes range in size from 897 ft2 to 2,910 ft2. The average annual property tax for Temple Terrace is $3,101.91. It is located in Orange County. |
552,500 |
The Douglas Grand at Winter ParkThe Douglas Grand at Winter Park, located in the heart of downtown Winter Park, Florida, offers an upscale living experience with a blend of luxury and convenience. This elegant 4-story condominium, modeled after classic East Coast brownstones, features 42 spacious 3-bedroom, 3-bath residences, including single-story flats and two-story townhomest. The property provides secure, gated parking with two reserved spaces per unit, often on the same floor for easy access. Its prime location, just across from Central Park and a short walk to Park Avenue’s shopping and dining, enhances the vibrant, urban lifestyle. The Douglas Grand at Winter Park is a condo community in Winter Park, Florida, built between 2008 and 2009. It currently has 2 condos for sale with an average list price of $1,352,000. The homes range in size from 2,599 ft2 to 3,778 ft2. The HOA fees range from $143 to $1,300 per month. The average annual property tax for The Douglas Grand at Winter Park is $12,845.95. |
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TuscaniaTuscania is a single-family home community in Winter Park, Florida, built between 1957 and 2022. It currently has no homes for sale. The homes range in size from 1,845 ft2 to 6,338 ft2. The average annual property tax for Tuscania is $16,022.86. It is located in Orange County. |
3,375,000 |
Tuscany PlaceTuscany Place is a single-family home community in Winter Park, Florida, built between 1978 and 1979. It currently has no homes for sale. The homes range in size from 2,458 ft2 to 3,949 ft2. The HOA fees range from $48 to $104 per month. The average annual property tax for Tuscany Place is $8,379.20. It is located in Orange County. |
1,616,250 |
Tuscany TerraceTuscany Terrace is a single-family home community in Winter Park, Florida, built between 1957 and 2024. It currently has no homes for sale. The homes range in size from 2,285 ft2 to 5,479 ft2. The average annual property tax for Tuscany Terrace is $14,942.07. It is located in Orange County. |
2,750,000 |
Valencia TerraceValencia Terrace is a single-family home community in Winter Park, Florida, built between 1926 and 2021. It currently has 1 single family home for sale with a list price of $4,545,000. The homes range in size from 2,196 ft2 to 4,293 ft2. The average annual property tax for Valencia Terrace is $18,407.14. It is located in Orange County. |
2,600,000 |
Villa SienaVilla Siena stands as an elegant Tuscan-inspired condominium community, offering residents a sophisticated blend of urban convenience and refined leisure just steps from the vibrant Park Avenue shops, dining, and cultural landmarks like the Alfond Inn. Embracing a maintenance-free lifestyle, it captivates with its array of upscale amenities designed for relaxation and connection, including secure underground parking, a state-of-the-art fitness center, and versatile conference and social rooms ideal for gatherings. The elegant clubhouse features a billiard room and bar, while exterior covered verandas and an intimate rooftop terrace provide serene outdoor escapes with panoramic views of Lake Osceola, fostering a sense of community amid lush, tree-lined surroundings. Villa Siena is a condo building in Winter Park, Florida, built between 2006 and 2008. It currently has no homes for sale. The homes range in size from 1,514 ft2 to 3,603 ft2. The HOA fees range from $606 to $1,646 per month. The average annual property tax for Villa Siena is $15,750.84. It is located in Orange County. |
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Villa View ParkVilla View Park is a single-family home community in Winter Park, Florida, built between 1925 and 2015. It currently has 1 single family home for sale with a list price of $505,000. The homes range in size from 1,263 ft2 to 3,661 ft2. The average annual property tax for Villa View Park is $12,002.52. It is located in Orange County. |
1,285,000 |
WaterbridgeWaterbridge is a single-family home and townhouse community in Winter Park, Florida, built between 1979 and 1985. It currently has no homes for sale. The homes range in size from 1,312 ft2 to 4,961 ft2. The HOA fees range from $40 to $46 per month. The average annual property tax for Waterbridge is $7,103.44. It is located in Orange County. |
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Watermill WestWatermill West is a single-family home community in Orlando, Florida, built between 1984 and 1985. It currently has 2 single family homes for sale with an average list price of $444,950. The homes range in size from 1,579 ft2 to 2,053 ft2. The HOA fees range from $5 to $6 per month. The average annual property tax for Watermill West is $2,880.48. It is located in Orange County. |
399,900 |
Waunatta ShoresWaunatta Shores is a single-family home community in Orlando, Florida, built between 1984 and 2015. It currently has no homes for sale. The homes range in size from 2,324 ft2 to 3,958 ft2. The HOA fees range from $7 to $7 per month. The average annual property tax for Waunatta Shores is $9,624.27. It is located in Orange County. |
680,000 |
WindgroveWindgrove is a single-family home community in Maitland, Florida, built between 1970 and 2024. It currently has no homes for sale. The homes range in size from 1,759 ft2 to 3,147 ft2. The average annual property tax for Windgrove is $2,079.78. It is located in Orange County. |
950,000 |
Winflor CourtWinflor Court is a single-family home community in Winter Park, Florida, built between 1954 and 2022. It currently has no homes for sale. The homes range in size from 2,188 ft2 to 4,487 ft2. The average annual property tax for Winflor Court is $9,314.29. It is located in Orange County. |
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Winter Park EstatesWinter Park Estates is a single-family home community in Winter Park, Florida, built between 1957 and 2007. It currently has 7 single family homes for sale with an average list price of $452,814.29. The homes range in size from 1,050 ft2 to 3,156 ft2. The HOA fees range from $2 to $32 per month. The average annual property tax for Winter Park Estates is $3,026.97. It is located in Orange County. |
397,000 |
Winter Park ForestWinter Park Forest is a single-family home community in Winter Park, Florida, built between 1968 and 1969. It currently has no homes for sale. The homes range in size from 1,738 ft2 to 2,187 ft2. The average annual property tax for Winter Park Forest is $1,686.13. It is located in Orange County. |
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Winter Park HeightsWinter Park Heights is a single-family home community in Winter Park, Florida, built between 1965 and 2025. It currently has 2 single family homes for sale with an average list price of $2,147,500. The homes range in size from 1,288 ft2 to 4,041 ft2. The average annual property tax for Winter Park Heights is $10,088.23. It is located in Orange County. |
2,495,000 |
Winter Park ManorWinter Park Manor is a single-family home community in Winter Park, Florida, built between 1959 and 1960. It currently has no homes for sale. The homes range in size from 980 ft2 to 1,769 ft2. The average annual property tax for Winter Park Manor is $2,669.42. It is located in Orange County. |
410,000 |
Winter Park PinesWinter Park Pines is a single-family home community in Winter Park, Florida, built between 1962 and 2023. It currently has 14 single family homes for sale with an average list price of $517,900 and 1 townhouse for sale with a list price of $320,000. The homes range in size from 1,196 ft2 to 3,155 ft2. The HOA fees range from $4 to $82 per month. The average annual property tax for Winter Park Pines is $3,811.56. It is located in Orange County. |
550,000 |
Winter Park VillageWinter Park Village is a single-family home community in Winter Park, Florida, built between 1956 and 2025. It currently has 2 single family homes for sale with an average list price of $1,722,500. The homes range in size from 690 ft2 to 4,638 ft2. The average annual property tax for Winter Park Village is $4,954.82. It is located in Orange County. |
1,635,000 |
Woodmere TerraceWoodmere Terrace is a single-family home community in Winter Park, Florida, built between 1948 and 2010. It currently has no homes for sale. The homes range in size from 2,800 ft2 to 4,839 ft2. The average annual property tax for Woodmere Terrace is $14,585.31. It is located in Orange County. |
1,825,000 |
Woodside VillageWoodside Village is a single-family home community in Orlando, Florida, built between 1973 and 1992. It currently has no homes for sale. The homes range in size from 1,617 ft2 to 4,471 ft2. The HOA fees range from $48 to $64 per month. The average annual property tax for Woodside Village is $3,543.47. It is located in Orange County. |
460,000 |
Wrenwood CondominiumsWrenwood Condominiums offers a serene retreat with an array of resident-focused amenities designed for relaxed living. At the heart of the community is a sparkling community pool, perfect for leisurely swims or soaking up the Florida sun, complemented by a cozy clubhouse for social gatherings and events. Residents enjoy hassle-free living with comprehensive services including full lawn care, exterior maintenance, and essential utilities like water, sewer, and garbage collection covered by the association. Wrenwood Condominiums is a condo and townhouse community in Winter Park, Florida, built in 1973. It currently has 1 townhouse for sale with a list price of $205,000 and 2 condos for sale with an average list price of $184,950. The homes range in size from 747 ft2 to 1,345 ft2. The HOA fees range from $192 to $441 per month. The average annual property tax for Wrenwood Condominiums is $1,415.61. It is located in Orange County. |
200,000 |
Wrenwood HeightsWrenwood Heights is a single-family home community in Winter Park, Florida, built between 1972 and 1977. It currently has 2 single family homes for sale with an average list price of $399,950. The homes range in size from 1,104 ft2 to 2,282 ft2. The average annual property tax for Wrenwood Heights is $2,394.89. It is located in Orange County. |
400,000 |
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