Community | Median Price |
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Conwill EstatesConwill Estates is a single-family home community in Winter Park, Florida, built between 1954 and 2025. It currently has 4 single family homes for sale with an average list price of $2,043,500. 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. |
1,298,500 |
Cove ColonyCove Colony is a single-family home community in Maitland, Florida, built between 1977 and 1985. It currently has 1 single family home for sale with a list price of $949,900. 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. |
975,000 |
Golfview TerraceGolfview Terrace is a single-family home community in Winter Park, Florida, built between 1918 and 2013. It currently has no homes for sale. The homes range in size from 4,617 ft2 to 6,730 ft2. The average annual property tax for Golfview Terrace is $22,073.75. It is located in Orange County. |
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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 3 single family homes for sale with an average list price of $295,666.67. 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 $2,175.08. It is located in Orange County. |
309,900 |
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 5 single family homes for sale with an average list price of $2,100,780. The homes range in size from 864 ft2 to 4,582 ft2. The average annual property tax for Lake Knowles Terrace is $8,996.19. It is located in Orange County. |
1,550,000 |
Lugano TerraceLugano Terrace is a single-family home community in Winter Park, Florida, built between 1960 and 2003. It currently has 4 single family homes for sale with an average list price of $2,418,750. The homes range in size from 1,894 ft2 to 7,000 ft2. The average annual property tax for Lugano Terrace is $12,761.95. It is located in Orange County. |
1,900,000 |
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 $785,000. 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 $4,666.06. It is located in Orange County. |
855,000 |
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 $799,000. 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 $4,333.99. It is located in Orange County. |
448,375 |
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 $17,695.32. It is located in Orange County. |
3,212,500 |
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 $1,700,000. 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. |
2,495,000 |
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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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 $274,000. 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 |
Sun Bay ClubSun Bay Club is a gated condominium and townhome community offering a tranquil escape from the bustle of Central Florida life. This exclusive enclave of around 68 units blends peaceful, tropical surroundings with lush landscaping, mature oak trees, and picturesque fountains, creating an idyllic lakeside retreat just minutes from downtown Orlando, Winter Park, and major highways. Residents revel in an array of resort-style amenities designed for relaxation and recreation, including a spacious lakeside pool and heated spa with stunning water views, a tennis court for friendly matches, a private boat ramp perfect for waterskiing and boating enthusiasts, a dog park for furry companions, a community meeting room for social gatherings, and a cozy lakeside seating area encircling a fire pit for evening unwinding. With recent upgrades like new tile roofs and enhanced infrastructure, Sun Bay Club combines modern convenience with timeless serenity, making it a coveted haven for professionals, families, and retirees alike. Sun Bay Club is a condo and townhouse community in Maitland, Florida, built between 1982 and 1999. It currently has 1 single family home for sale with a list price of $700,000 and 4 condos for sale with an average list price of $299,600. The homes range in size from 1,164 ft2 to 1,970 ft2. The HOA fees range from $325 to $668 per month. The average annual property tax for Sun Bay Club is $2,260.58. It is located in Orange County. |
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Temple TerraceTemple Terrace is a single-family home community in Winter Park, Florida, built between 1953 and 2026. It currently has 2 single family homes for sale with an average list price of $1,050,000. The homes range in size from 1,000 ft2 to 2,910 ft2. The average annual property tax for Temple Terrace is $3,979.86. It is located in Orange County. |
700,000 |
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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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. |
2,232,500 |
Tuscany TerraceTuscany Terrace is a single-family home community in Winter Park, Florida, built between 1957 and 2024. It currently has 1 single family home for sale with a list price of $2,070,000. The homes range in size from 2,285 ft2 to 5,479 ft2. The average annual property tax for Tuscany Terrace is $15,083.71. It is located in Orange County. |
2,750,000 |
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 $550 per month. The average annual property tax for Waterbridge is $7,103.44. It is located in Orange County. |
765,000 |
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 |
Woodside VillageWoodside Village is a single-family home community in Orlando, Florida, built between 1973 and 1992. It currently has 3 single family homes for sale with an average list price of $476,600. 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. |
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