| Community | Median Price |
|---|---|
Bucher HeightsBucher Heights is a single-family home community in Maitland, Florida, built between 1960 and 1961. It currently has no homes for sale. The homes range in size from 1,480 ft2 to 1,925 ft2. The average annual property tax for Bucher Heights is $4,751.86. It is located in Orange County. |
390,000 |
Delroy ParkDelroy Park is a single-family home community in Maitland, Florida, built between 1959 and 2002. It currently has 1 single family home for sale with a list price of $1,550,000. The homes range in size from 1,958 ft2 to 3,987 ft2. The average annual property tax for Delroy Park is $8,877.82. It is located in Orange County. |
1,820,000 |
Druid IsleDruid Isle is a charming, exclusive lakefront neighborhood nestled in the heart of Maitland, Florida, along the serene shores of Lake Charity. This small, well-established community consists of just around 28 homes, all waterfront properties lining Druid Isle Road, offering residents picturesque views, tranquil waterfront living, and a strong sense of privacy and community. Featuring mostly midsize single-family homes—many with pools, modern remodels, and mature oak-shaded lots—the area blends natural beauty with convenient access to Maitland's amenities, top-rated schools, and proximity to Orlando. Known for its desirability, Druid Isle attracts those seeking a peaceful, upscale retreat in a highly sought-after Central Florida locale, where lakefront charm meets suburban elegance. Druid Isle is a single-family home community in Maitland, Florida, built between 1964 and 1972. It currently has 1 single family home for sale with a list price of $850,000. The homes range in size from 1,699 ft2 to 3,000 ft2. The average annual property tax for Druid Isle is $5,873.72. It is located in Orange County. |
630,000 |
Greenwood AcresGreenwood Acres is a subdivision in Maitland, Florida. It currently has no homes for sale. It is located in Orange County. |
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Greenwood GardensGreenwood Gardens is a single-family home community in Maitland, Florida, built between 1950 and 2018. It currently has no homes for sale. The homes range in size from 938 ft2 to 2,999 ft2. The average annual property tax for Greenwood Gardens is $3,918.92. It is located in Orange County. |
467,500 |
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 Faith Villas CondominiumsLake Faith Villas Condominiums is a condo community in Maitland, Florida, built in 1974. It currently has 2 condos for sale with an average list price of $304,900. The homes range in size from 1,403 ft2 to 2,300 ft2. The HOA fees range from $356 to $602 per month. The average annual property tax for Lake Faith Villas Condominiums is $1,836.30. It is located in Orange County. |
299,999 |
Lake Maitland ManorLake Maitland Manor is an upscale residential neighborhood in Maitland, Florida, renowned for its prestigious lakefront properties and luxurious estates along the shores of Lake Maitland. This exclusive enclave features expansive, high-value homes—often with generous acreage, custom architecture, and direct water access—that appeal to affluent buyers seeking privacy and elegance in a serene Central Florida setting. Properties here frequently boast impressive amenities like spacious interiors, multiple bedrooms and baths, and stunning views, with some grand waterfront mansions occasionally listed in the multi-million-dollar range, reflecting the area's status as one of Maitland's most desirable and high-end communities. Nestled in a city celebrated for its lakes, historic charm, and proximity to Orlando, Lake Maitland Manor offers a blend of tranquil lakeside living and convenient access to urban conveniences. Lake Maitland Manor is a single-family home community in Maitland, Florida, built between 1950 and 2001. It currently has 1 single family home for sale with a list price of $12,500,000. The homes range in size from 3,035 ft2 to 11,668 ft2. The average annual property tax for Lake Maitland Manor is $35,660.40. It is located in Orange County. |
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Lake Sybelia ShoresLake Sybelia Shores is a single-family home community in Maitland, Florida, built in 1964. It currently has no homes for sale. The homes have an average size of 2,033 ft2. The average annual property tax for Lake Sybelia Shores is $6,515.29. It is located in Orange County. |
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Maddon CoveMaddon Cove is a single-family home community in Maitland, Florida, built between 2002 and 2003. It currently has no homes for sale. The homes range in size from 3,885 ft2 to 4,343 ft2. The HOA fees range from $92 to $108 per month. The average annual property tax for Maddon Cove is $12,681. It is located in Orange County. |
1,575,000 |
Maitland ClubMaitland Club is a single-family home community in Maitland, Florida, built between 1940 and 1997. It currently has 1 single family home for sale with a list price of $1,075,000. The homes range in size from 1,520 ft2 to 4,667 ft2. The HOA fees range from $205 to $395 per month. The average annual property tax for Maitland Club is $7,787.62. It is located in Orange County. |
1,050,000 |
Maitland ForestMaitland Forest is a single-family home community in Maitland, Florida, built between 1999 and 2024. It currently has no homes for sale. The homes range in size from 3,782 ft2 to 5,806 ft2. The HOA fees range from $17 to $17 per month. The average annual property tax for Maitland Forest is $12,767.37. It is located in Orange County. |
1,412,500 |
Maitland GroveMaitland Grove is a single-family home community in Maitland, Florida, built between 1973 and 1986. It currently has 3 single family homes for sale with an average list price of $854,333.33. The homes range in size from 2,286 ft2 to 3,212 ft2. The HOA fees range from $19 to $35 per month. The average annual property tax for Maitland Grove is $5,752.16. It is located in Orange County. |
765,000 |
Maitland HarbourMaitland Harbour is an exclusive and peaceful lakefront condominium community nestled along the shores of Lake Maitland in the charming city of Maitland, Florida. Situated next to the historic Fort Maitland Park at approximately 1000 South Orlando Avenue, this serene waterfront enclave offers residents stunning views of the expansive lake, which forms part of the renowned Winter Park Chain of Lakes. Characterized by its Mid-Century Modern architectural style that beautifully blends nature with community living, Maitland Harbour provides a tranquil escape while remaining conveniently close to the Maitland Cultural Corridor, featuring cultural attractions, the Dr. Phillips Center for the Performing Arts, museums, upscale shopping in nearby Winter Park, and a variety of restaurants. With amenities such as a swimming pool, covered parking, and an elevator in its multi-unit buildings, the community emphasizes relaxed lakeside living in one of Central Florida's most desirable and centrally located areas. Maitland Harbour is a condo building in Maitland, Florida, built in 1964. It currently has 1 condo for sale with a list price of $335,000. The homes have an average size of 952 ft2. The HOA fees range from $500 to $595 per month. The average annual property tax for Maitland Harbour is $2,915.80. It is located in Orange County. |
382,500 |
Maitland IsleMaitland Isle is a charming, upscale residential neighborhood nestled in the heart of Maitland, Florida, a picturesque suburban city in Orange County just north of Orlando. This sought-after enclave features elegant homes, many with premium waterfront access near the scenic lakes that define the area, offering residents serene views, boating opportunities, and beautiful sunset vistas. Known for its suburban tranquility and proximity to Maitland's vibrant arts scene, historic sites, and growing downtown, Maitland Isle appeals to those seeking a peaceful yet convenient lifestyle in Central Florida's lake-dotted landscape, with easy access to nearby Winter Park and the Greater Orlando region. Maitland Isle is a single-family home community in Maitland, Florida, built between 1969 and 2000. It currently has 1 single family home for sale with a list price of $769,000. The homes range in size from 2,364 ft2 to 4,017 ft2. The HOA fees range from $8 to $37 per month. The average annual property tax for Maitland Isle is $8,863.93. It is located in Orange County. |
899,000 |
Maitland VillageMaitland Village is a desirable gated townhome community nestled in the heart of Maitland, Florida, offering residents a low-maintenance, carefree lifestyle in a prime Central Florida location. This 88-unit neighborhood features spacious luxury townhomes, many with thoughtful floor plans including downstairs master bedrooms, tile roofs, brick driveways, and two-car garages. Residents enjoy exclusive amenities such as a clubhouse and swimming pool, all set amid well-maintained landscaping and lush greenery that contribute to its peaceful, family-friendly atmosphere. Conveniently situated about half a mile to one mile from I-4, Maitland Village provides easy access to nearby hotspots including Winter Park, Downtown Orlando, and Uptown Altamonte Springs, blending suburban tranquility with urban convenience in one of Maitland's most sought-after enclaves. Maitland Village is a townhouse community in Maitland, Florida, built between 2007 and 2015. It currently has 1 townhouse for sale with a list price of $430,000. The homes range in size from 1,924 ft2 to 2,740 ft2. The HOA fees range from $225 to $340 per month. The average annual property tax for Maitland Village is $4,240.39. It is located in Orange County. |
469,950 |
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 $825,000. 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 $4,875.45. It is located in Orange County. |
662,500 |
Minnehaha ShoresMinnehaha Shores is a serene, exclusive lakeside neighborhood nestled in the charming city of Maitland, Florida, along the southern shores of beautiful Lake Minnehaha. This small, tightly knit community features just around 42 homes, many of which are spacious and large, often with lake views or direct waterfront access that includes a community boat ramp for residents to enjoy boating and water activities. Tree-lined streets, well-landscaped properties, and a peaceful, family-friendly atmosphere define the area, creating an idyllic suburban retreat while remaining conveniently close to Maitland's parks, top-rated schools, recreational facilities, and the greater Orlando metro area. Minnehaha Shores is a single-family home community in Maitland, Florida, built between 1957 and 2006. It currently has 2 single family homes for sale with an average list price of $744,500. The homes range in size from 1,621 ft2 to 4,868 ft2. The HOA fees range from $8 to $13 per month. The average annual property tax for Minnehaha Shores is $6,442.94. It is located in Orange County. |
775,000 |
MontacinoMontacino is a townhouse and single-family home community in Maitland, Florida, built between 2005 and 2007. It currently has 3 townhouses for sale with an average list price of $489,633.33. The homes range in size from 1,460 ft2 to 3,391 ft2. The HOA fees range from $167 to $520 per month. The average annual property tax for Montacino is $4,665.54. It is located in Orange County. |
487,500 |
Moorings on Lake MaitlandMoorings on Lake Maitland is a condo community in Maitland, Florida, built between 1984 and 1985. It currently has 8 condos for sale with an average list price of $556,499.38. The homes range in size from 1,203 ft2 to 1,734 ft2. The HOA fees range from $325 to $882 per month. The average annual property tax for Moorings on Lake Maitland is $3,618.34. It is located in Orange County. |
515,000 |
OakleighOakleigh is a single-family home community in Maitland, Florida, built between 1968 and 1994. It currently has 1 single family home for sale with a list price of $1,240,000. The homes range in size from 3,037 ft2 to 6,926 ft2. The average annual property tax for Oakleigh is $7,345.52. It is located in Orange County. |
770,000 |
PoorsPoors is a single-family home community in Maitland, Florida, built between 1947 and 2021. It currently has no homes for sale. The homes range in size from 1,127 ft2 to 5,972 ft2. The average annual property tax for Poors is $10,618.40. It is located in Orange County. |
422,000 |
Sheridan PlaceSheridan Place is a single-family home community in Maitland, Florida, built between 1967 and 2019. It currently has no homes for sale. The homes range in size from 2,351 ft2 to 5,810 ft2. The average annual property tax for Sheridan Place is $17,242.07. It is located in Orange County. |
1,495,000 |
StonehillStonehill is an exclusive community nestled in the heart of Maitland, Florida, offering a serene and upscale residential enclave between the scenic shores of Lake Faith and Lake Seminary. This small, highly sought-after neighborhood features custom-built single-family homes, with spacious lots, elegant designs ranging from English Country styles to modern luxury finishes, and generous square footage—including private pools, lush landscaping, and high-end amenities. Known for its privacy, tranquility, and family-friendly atmosphere amid Central Florida's natural beauty, Stonehill provides convenient proximity to Maitland Community Park, Lake Sybelia, and the city's charming downtown area, making it a premier choice for those seeking refined suburban living in a quiet, low-turnover setting where homes rarely come on the market. Stonehill is a single-family home community in Maitland, Florida, built between 1992 and 2004. It currently has no homes for sale. The homes range in size from 3,728 ft2 to 8,190 ft2. The HOA fees range from $96 to $150 per month. The average annual property tax for Stonehill is $13,719.59. It is located in Orange County. |
1,400,000 |
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 townhouse for sale with a list price of $339,000 and 2 condos for sale with an average list price of $287,000. The homes range in size from 1,164 ft2 to 1,970 ft2. The HOA fees range from $330 to $668 per month. The average annual property tax for Sun Bay Club is $2,473.71. It is located in Orange County. |
309,000 |
Sybelia PlaceSybelia Place is a single-family home community in Maitland, Florida, built in 1981. It currently has 1 single family home for sale with a list price of $774,900. The homes have an average size of 2,441 ft2. The average annual property tax for Sybelia Place is $8,949.74. It is located in Orange County. |
400,000 |
Terra PlaceTerra Place is a single-family home community in Maitland, Florida, built between 1984 and 2025. It currently has no homes for sale. The homes range in size from 2,645 ft2 to 4,390 ft2. The HOA fees range from $13 to $13 per month. The average annual property tax for Terra Place is $6,174.27. It is located in Orange County. |
2,250,000 |
The Villas at Lake DestinyThe Villas at Lake Destiny is a townhouse community in Maitland, Florida, built between 1997 and 1999. It currently has no homes for sale. The homes range in size from 1,599 ft2 to 1,651 ft2. The HOA fees range from $191 to $355 per month. The average annual property tax for The Villas at Lake Destiny is $1,380.23. It is located in Orange County. |
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VersaillesVersailles is a charming, well-established residential neighborhood in Maitland, Florida, known for its serene atmosphere and attractive single-family homes. This small community features just around 57 homes, many of which are spacious and well-maintained, with about ten offering prime lakefront positions on Lake Minnehaha—part of the scenic Winter Park Chain of Lakes—where residents enjoy stunning sunrises, boating, fishing, and direct water access from their backyards. Though not gated, Versailles feels secluded and private, tucked away from the main roads with its entrance off Versailles Drive on the east side of North Orlando Avenue. Residents appreciate the friendly community vibe, proximity to top-rated schools, and convenient location in one of Central Florida's most desirable areas, making it a hidden gem for those seeking peaceful suburban living with waterfront appeal. Versailles is a single-family home community in Maitland, Florida, built between 1979 and 1991. It currently has no homes for sale. The homes range in size from 2,218 ft2 to 5,245 ft2. The HOA fees range from $21 to $250 per month. The average annual property tax for Versailles is $8,615.47. It is located in Orange County. |
1,000,000 |
Visconti EastVisconti East is a condo and townhouse community in Maitland, Florida, built in 2000. It currently has 3 condos for sale with an average list price of $250,000. The homes range in size from 672 ft2 to 1,707 ft2. The HOA fees range from $250 to $552 per month. The average annual property tax for Visconti East is $2,371.85. It is located in Orange County. |
219,000 |
Visconti WestVisconti West is a condo community in Maitland, Florida, built in 2000. It currently has 11 condos for sale with an average list price of $188,572.73. The homes range in size from 672 ft2 to 1,372 ft2. The HOA fees range from $262 to $468 per month. The average annual property tax for Visconti West is $1,903.17. It is located in Orange County. |
216,450 |
West CoveThis 9-story mid-rise building contains 68 units and offers residents a highly desirable location in one of Central Florida's oldest and most established municipalities. Known for its competitive pricing on midsize condos, West Cove provides spectacular views—especially of nearby Lake Maitland from higher floors—and privileges for lake access in some cases. Its prime spot allows easy walking to popular local attractions like Lake Lily Park, the Enzian Theater, the community center, library, dining options, and the weekly farmers market, while just minutes away from vibrant areas such as Park Avenue in Winter Park, Whole Foods, and Winter Park Village, blending peaceful residential living with convenient urban access. West Cove is a condo building in Maitland, Florida, built in 1973. It currently has 2 condos for sale with an average list price of $722,000. The homes range in size from 1,118 ft2 to 2,366 ft2. The HOA fees range from $255 to $1,258 per month. The average annual property tax for West Cove is $4,027.30. It is located in Orange County. |
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WinfieldWinfield is a single-family home community in Maitland, Florida, built between 1996 and 1999. It currently has 4 single family homes for sale with an average list price of $466,224.75. The homes range in size from 1,307 ft2 to 2,398 ft2. The HOA fees range from $8 to $33 per month. The average annual property tax for Winfield is $3,502.71. It is located in Orange County. |
458,000 |
WoodstreamWoodstream is a single-family home community in Maitland, Florida, built between 1983 and 1984. It currently has no homes for sale. The homes range in size from 2,776 ft2 to 4,317 ft2. The average annual property tax for Woodstream is $9,258.06. It is located in Orange County. |
971,000 |
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