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Updated September 16, 2026 10:54AM EST

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Days on MarketDOM

40Days | -13%
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Active InventoryAI

4,345 Homes | -24%
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Median Sales PriceMSP

$650,000 | 3%
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New ListingsNL

1,360 Homes | -7%
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Closed SalesCS

1,112 Homes | -2%
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Dollar VolumeDV

$1.4B | 27%
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Months of InventoryMOI

3.5 Months | -33%
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Pending SalesCS

1,206 Homes | 2%
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Osceola Highlands

A subdivision of Shenandoah Miami.

Total Homes : 46

Percentage Available: 2.2 %

Gated : No

Club Membership : No

No-Fee Community : No

Osceola Highlands, Miami, FL Homes for Sale

LOCATION PRICE BEDS BATHS $/SQFT
1631 SW 21st St | Osceola Highlands $1,375,000 0 0 $584 -
LOCATION PRICE BEDS BATHS $/SQFT
1631 SW 21st St | Osceola Highlands $1,375,000 0 0 $584 -

1631 SW 21st St | Osceola Highlands

$1,375,000

2,355sqft, $584/sqft

1631 SW 21st St | Osceola Highlands

$1,375,000

2,355sqft, $584/sqft

1401 SW 21st St | Osceola Highlands

$1,265,000

5 beds, 3 baths, 2,479sqft, $535/sqft

2102 SW 14th Ave | Osceola Highlands

$350,000

2 beds, 1 baths, 783sqft, $384/sqft

1401 SW 21st St | Osceola Highlands

$7,690/mo

5 beds, 3 baths, 2,479sqft, $4/sqft

1650 SW 21st St #. | Osceola Highlands

$4,850/mo

4 beds, 2 baths, 1,718sqft, $3/sqft

1650 SW 21st St #- | Osceola Highlands

$4,750/mo

4 beds, 2 baths, 1,718sqft, $3/sqft

1650 SW 21st St #. | Osceola Highlands

$4,650/mo

4 beds, 2 baths, 1,718sqft, $3/sqft

1436 SW 21st St #1 | Osceola Highlands

$3,300/mo

3 beds, 3 baths, 2,644sqft, $2/sqft

1436 SW 21st St #1 | Osceola Highlands

$3,350/mo

3 beds, 3 baths, 2,644sqft, $2/sqft

1424 SW 21st St #rear | Osceola Highlands

$1,100/mo

1 beds, 1 baths,

Osceola Highlands Map

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Discover the Lifestyle of Osceola Highlands Homes

Osceola Highlands offers a welcoming Miami lifestyle where convenience meets community charm. Located within the historic Shenandoah neighborhood, this small, established subdivision features 46 single-family homes surrounded by local parks, great schools, and vibrant city life. Residents enjoy being minutes from Coral Gables, Downtown Miami, and Brickell, while still having a quiet, residential setting. 

Homes in Osceola Highlands come in a wide range of styles and sizes, perfect for those who want character and variety. With no HOA fees, homeowners enjoy flexibility and freedom — a rare find in Miami’s urban neighborhoods. 

About Osceola Highlands

Osceola Highlands is a non-gated subdivision in the Shenandoah area of Miami, featuring 46 single-family homes. The homes range from cozy 700-square-foot residences to spacious 2,500-square-foot layouts, offering between 1 and 4 bedrooms and 1 to 3 bathrooms. This variety makes it ideal for everyone from first-time buyers to those looking to upgrade their space without leaving the city. 

The community’s prime location places residents close to everything — shops, restaurants, parks, and top-rated schools. Daily errands, recreation, and entertainment are all within a few minutes’ drive, making Osceola Highlands a truly convenient place to call home. 

History of Osceola Highlands

The Shenandoah neighborhood, where Osceola Highlands is located, has long been known for its tree-lined streets, Mediterranean-style homes, and proximity to Miami’s urban centers. Many of the homes in Osceola Highlands reflect the architectural charm of the early to mid-20th century, offering a mix of updated interiors and preserved character. The area’s strong sense of community and cultural diversity have helped make it one of Miami’s enduring residential gems. 

Amenities

While Osceola Highlands does not have on-site community amenities or a homeowners association, residents enjoy easy access to local parks, recreation, and essential services nearby: 

  • Phillips Park – Open green space, playground, and community programs 
  • Coral Gate Park – Sports fields, tennis courts, and family picnic areas 
  • Brickell City Centre – High-end retail, dining, and entertainment 
  • 8th Street Shopping Center – Convenient shops and everyday essentials 
  • Coral Gables Hospital – Full-service medical facility 
  • Coral Way Animal Clinic – Local veterinary care 

Schools: 

  • Silver Bluff Elementary School 
  • Shenandoah Middle Magnet School 
  • Green Springs High School 

Osceola Highlands FAQs

What types of homes are available in Osceola Highlands?

Osceola Highlands features 46 single-family homes ranging from approximately 700 to 2,500 square feet, with 1–4 bedrooms and 1–3 bathrooms. Many homes feature updated kitchens, private yards, and classic Miami architectural styles. 

Is there an HOA in Osceola Highlands?

No, Osceola Highlands does not have an HOA. Homeowners enjoy flexibility in home improvements and property use while maintaining the area’s charming residential feel. 

What schools serve Osceola Highlands?

Families in Osceola Highlands are zoned for Silver Bluff Elementary School, Shenandoah Middle Magnet School, and Green Springs High School — all located just a short drive away. 

What amenities are near Osceola Highlands?

Nearby parks include Phillips Park and Coral Gate Park. Shopping and entertainment are available at Brickell City Centre and 8th Street Shopping Center. Coral Gables Hospital and Coral Way Animal Clinic provide nearby health and pet care. 

Where is Osceola Highlands located?

Osceola Highlands is part of the Shenandoah neighborhood in Miami, just minutes from Coral Gables, Brickell, and Downtown Miami. Its location offers easy access to main roads, shops, and cultural attractions. 

Key Details

Amenities 

  • Close to Phillips Park & Coral Gate Park 
  • Near shopping, dining, and hospitals 
  • Convenient access to major Miami districts 

Community Fees 

  • No HOA fees 

Membership Information 

  • No membership requirements 

Nearby Communities 

  • Silver Bluff Estates – A neighboring historic community with tree-lined streets and family-friendly atmosphere. 
  • The Roads – Urban neighborhood near Brickell known for its architecture and proximity to Downtown Miami. 
  • Coral Gate – A residential area with parks, schools, and shops just west of Shenandoah. 

Work with Echo Fine Properties

Ready to explore Osceola Highlands at Shenandoah, Miami, Florida Homes for Sale? Our local experts at Echo Fine Properties can help you find your ideal Miami home. 

Osceola Highlands Market Status

Osceola Highlands, FL Market Report & Stats

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