Displaying: For Rent
Location: Winter Park
Property Type(s): Single Family
Living Area Square Feet: 2500 to 2999
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Winter Park - 2 properties found
1760 ALABAMA DR, WINTER PARK, FL 32789
$9,50020 Days on yellowkey MLS ID: O6413560
REDUCED by $1,400 (12.8%) on 06/16/2026
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2841 Built: 1971Community: J Kronenberger SubSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:
Elementary School: Lakemont Elem
High School: Winter Park High
Tax Year:
Middle School: Maitland Middle
Remarks: Behind a gated courtyard entrance in the Vias of Winter Park, just around the corner from Kraft Azalea Garden on the shores of Lake Maitland, this move-in ready residence offers privacy, thoughtful design and exceptional indoor-outdoor living. Surrounded by mature landscaping and accessed from both front and rear driveways, the property provides a rare sense of seclusion while remaining minutes from Park Avenue, Winter Park Racquet Club, dining, shopping and top-rated schools. Designed to maximize natural light, the home features vaulted ceilings, skylights, walls of windows and seamless connections to multiple outdoor living areas. The main level includes formal living and dining rooms, a spacious family room, dedicated home office and powder bath. Custom built-ins, extensive storage and carefully planned living spaces support both everyday living and entertaining. The chef's kitchen is appointed with custom wood cabinetry, stone countertops, premium appliances, a large center island with seating and generous preparation space. Open sightlines and direct access to outdoor gathering areas create a natural flow throughout the home. Upstairs, three bedrooms and two full baths include a spacious primary suite featuring vaulted ceilings, hardwood flooring, private balcony access and a renovated bath with marble finishes and a walk-in shower. Additional storage throughout the second level enhances functionality and organization. Outdoor living is a defining feature of the property. Multiple gathering spaces include a welcoming front courtyard, fire pit area and a fully equipped outdoor kitchen and dining space featuring a Wolf grill, brick pizza oven and market lighting. Mature hedges and professionally designed landscaping create privacy throughout the grounds. Additional highlights include hardwood flooring, an oversized garage with substantial storage capacity, dedicated utility room with laundry and utility sink, rear motor court access and multiple outdoor entertaining areas designed for year-round enjoyment. Available for a one-year lease. Unfurnished. Pets considered on a case-by-case basis subject to landlord approval.
Listing is courtesy of: PREMIER SOTHEBY'S INTL. REALTY (407-644-3295)
Listing Agent: Drew Henner (407-406-0662)
2075 JEWELL AVE, WINTER PARK, FL 32789
$6,700115 Days on yellowkey MLS ID: O6386721
REDUCED by $95 (1.4%) on 06/14/2026
Bed: 5 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 2918 Built: 2024Community: PinesSpa: YesSingle Family
Elementary School: None
High School: None
Middle School: None
Remarks: FULLY FURNISHED 5br/4b +bonus loft GEM! Welcome to 2075 Jewel Avenue, an exceptional residence nestled in the heart of Winter Park, 32789—one of Central Florida’s most sought-after communities. Ideally situated just minutes from the vibrant shops and dining along Park Avenue and the scenic beauty of Rollins College, this home offers the perfect blend of charm, convenience, and lifestyle. Set on a picturesque street, the property boasts inviting curb appeal with mature landscaping and a welcoming entrance. Inside, thoughtfully designed living spaces feature abundant natural light, an open and functional layout, and seamless flow ideal for both everyday living and entertaining. The private backyard provides a serene retreat with ample space for relaxing or hosting gatherings. Step outside to your fully fenced backyard, complete with a private hot tub and spacious patio, ideal for relaxing evenings or casual get togethers. With no pool to maintain, you'll enjoy low maintenance outdoor living in a peaceful setting.1 time cleaning per month and wifi included. Located near top-rated schools, parks, and cultural attractions, 2075 Jewel Avenue presents a rare opportunity to enjoy refined living in one of Florida’s most prestigious neighborhoods. Mid term lease available.
Listing is courtesy of: URBANISTA BROKERS (407-619-7272)
Listing Agent: Paul Jimenez (407-276-3516)
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