Orlando Real Estate

Homes for Sale in Orlando, FL Between $450,000 to $500,000

Welcome to your dedicated resource for Homes for Sale Between $450,000 to $500,000 in Orlando, FL. This page is your live portal for listings that match the exact homes for sale you demand, filtering out irrelevant properties to save you time. As local Orlando, FL agents, Dave Jones Realty specializes in the unique market dynamics of this area, offering insights into amenities, home values, and investment potential. Start exploring the properties currently available between $450,000 to $500,000 below, or contact a local agent to discuss the details that matters most to your search.

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All Orlando, FL Homes for Sale Between $450,000 to $500,000

$459,900
2 Beds 2 Baths O6356643 MLS 101 Eola/1209 BLDG.
101 Eola #1209 – Luxury Penthouse Residence with Bonus Room/Den | Floor-to-Ceiling Glass Lines Experience the pinnacle of contemporary urban luxury in this penthouse-level residence at the iconic 101 Eola Condominiums, perfectly situated in the heart of the Eola South–Thornton Park District, one of Orlando’s most stylish and walkable neighborhoods. This spacious open-concept home offers a bonus room/den or private office, ideal for remote work, creative pursuits, or guest accommodations. The expansive private balcony captures panoramic skyline views and abundant natural light... perfect for entertaining or simply enjoying the vibrant rhythm of downtown living. Inside, the residence showcases floor-to-ceiling emerald glass architecture, 10-foot ceilings, and high-end finishes throughout, including stainless steel appliances, granite countertops, ceramic tile, and wood flooring. The penthouse design delivers an impressive combination of natural light, volume, and sophisticated comfort. Recent Building Renovations: The building has undergone extensive capital improvements, including fresh exterior paint, full window sealing, and upgrades to the clubhouse, pool, and hot tub, enhancing both its visual appeal and long-term investment value. Building Highlights & Amenities: • 24-hour concierge and controlled access • Resort-style 5th-floor pool deck with hot tub • Contemporary fitness center • Entertainment lounge and media room • Two assigned garage parking spaces • Ground-floor restaurants, cafés, and boutique retail • Walkable access to Publix Urban Market, Lake Eola Park, and Thornton Park’s shops and eateries Lifestyle & Location: 101 Eola rises 12 stories of signature emerald glass design, surrounded by oak-lined streets, historic bungalows, and Thornton Park’s lively cafés and markets. The building’s combination of refined architecture, boutique amenities, and premier downtown convenience make it one of Orlando’s most desirable residential addresses. Legal & Financial Disclosures: Monthly Homeowners’ Association (HOA) dues include repayment of a ten-year HOA loan, currently estimated at $361.94 per month. The HOA’s reserve fund and Special Infrastructure Reserve Schedule (SIRS) are fully funded in accordance with the adopted reserve plan. Disclaimer: Monthly HOA dues reflect inclusion of the loan repayment of approximately $361.94. All financials, reserves, assessments, and HOA disclosures are subject to independent buyer verification. Features: 10’ Ceilings | Bonus Room / Den / Office | Concierge | Controlled Access | Entertainment Lounge | Floor-to-Ceiling Glass | Granite Counters | Guest Parking | Gym | Hot Tub | Laundry | Private Balcony | Pool | Stainless Steel Appliances | Two Garage Parking Spaces | Storage | Street Parking | Cable | WiFi | Window Coverings | Wood Floors Offered Exclusively at 101 Eola – The Pinnacle of Contemporary Downtown Living. Legal & Financial Disclosures: The monthly Homeowners’ Association (HOA) dues include repayment of a ten-year HOA loan, currently estimated at $361.94 per month. The HOA’s reserve fund and Special Infrastructure Reserve Schedule (SIRS) are fully funded in accordance with the adopted reserve plan. Disclaimer: The monthly HOA dues reflect inclusion of the loan repayment of approximately $361.94. All financials, reserves, assessments, and HOA disclosures are subject to independent verification by the buyer.

101 S Eola Drive Unit 1209, Orlando

$459,500
4 Beds 3 Baths S5156410 MLS
Virtually Staged. Welcome to 11296 Cypress Leaf Drive, a 4-bedroom, 2.5-bath, two-story pool home with 2,105 heated square feet in the Sturbridge community of East Orlando, FL 32825. This spacious single-family home combines a private screened in-ground pool, approximately 0.23-acre lot, outdoor living space, and attached 2-car garage with an impressive list of recent major improvements. The home has just received a FULL REPIPE with new plumbing throughout the entire property, adding another significant upgrade for the next owner. Other recent improvements include a NEW A/C installed in July 2026, ROOF replaced in 2023, gutters installed in 2023, NEW WINDOWS throughout the home, and a NEW SLIDING GLASS DOOR installed in October 2025. With plumbing, A/C, roof, windows, and sliding door already updated, buyers can benefit from several substantial improvements that have already been completed. Inside, the two-story floor plan provides multiple living and gathering areas with flexibility for everyday living, entertaining, working from home, hosting guests, hobbies, or additional storage. The kitchen features white cabinetry and ample counter space, while ceramic tile and laminate flooring extend throughout key areas. Four bedrooms, two full bathrooms, and one half bath provide plenty of options throughout the 2,105-square-foot layout. Florida living continues outdoors with a PRIVATE SCREENED POOL and dedicated outdoor living area. The screened pool enclosure offers space for poolside seating, outdoor dining, entertaining, or relaxing while enjoying Central Florida's year-round outdoor lifestyle. Mature landscaping adds greenery and shade to the approximately 0.23-acre property. The attached 2-car garage provides convenient parking and additional storage. Located in Sturbridge in East Orlando's 32825 ZIP code, this pool home offers convenient access to SR-408 and SR-417, providing connections to Downtown Orlando and destinations throughout Central Florida. The property is also convenient to University Boulevard, Waterford Lakes, UCF, Valencia College, and East Colonial Drive, with shopping, restaurants, grocery stores, healthcare, retail, recreation, and everyday services available throughout East Orlando. Lawton Chiles Elementary is approximately 0.9 miles away, and Legacy Middle School is approximately 1.1 miles away. If your home search includes a 4-bedroom home for sale in Orlando FL 32825, East Orlando pool home, private screened pool, 2-car garage, two-story floor plan, or a home with significant recent upgrades, 11296 Cypress Leaf Drive brings these sought-after features together. FULL REPIPE, NEW A/C, 2023 ROOF, NEW WINDOWS, PRIVATE SCREENED POOL, 4 BEDROOMS, 2.5 BATHS, 2-CAR GARAGE, and approximately 0.23 ACRES—all in one East Orlando home. Schedule your private showing and discover the space, improvements, location, and Florida lifestyle this Sturbridge property has to offer. ***EASY SHOWING***

11296 Cypress Leaf Drive, Orlando

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