Temple Terrace Annex Real Estate

Temple Terrace Annex Real Estate

Welcome to Temple Terrace Annex, an enchanting subdivision nestled in the heart of Winter Park, Florida, within the scenic Seminole County. This charming community offers a perfect blend of suburban tranquility and urban convenience, making it an ideal choice for families, professionals, and retirees alike.

Temple Terrace Annex is characterized by its picturesque tree-lined streets and well-maintained homes, many of which boast beautiful architectural styles that reflect the area’s rich history. Residents here enjoy a close-knit community atmosphere, where friendly neighbors gather for weekend barbecues and children play safely in the lush green parks nearby.

One of the standout features of Temple Terrace Annex is its prime location. Just minutes away from the vibrant downtown Winter Park, residents have easy access to an array of boutique shops, gourmet dining options, and cultural attractions, including the renowned Charles Hosmer Morse Museum of American Art. For those who appreciate the outdoors, nearby parks and lakes offer opportunities for hiking, biking, and water activities, ensuring that nature lovers feel right at home.

Educational opportunities abound, with several highly-rated schools in the vicinity, making Temple Terrace Annex a desirable location for families. Additionally, the proximity to major highways and public transportation makes commuting to nearby cities a breeze.

Whether you’re looking to settle down in a welcoming community or seeking a vibrant area with plenty of amenities, Temple Terrace Annex is a hidden gem waiting to be discovered. Come explore the possibilities and find your dream home in this delightful Winter Park neighborhood!

Newest Listings in Temple Terrace Annex

1935 Azalea Avenue, Winter Park
$410,000
3 Beds ⋅ 2 Baths ⋅ O6453931 MLS
URBAN CONVENIENCE MEETS QUIET "OLD FLORIDA" CHARM! Rarely does a truly move-in-ready home hit the market in the heart of Seminole County Winter Park—especially one with no HOA, a massive private backyard, and an exceptional price point. Tucked away on a quiet, low-traffic dead-end street, this solid concrete-block ranch is the ultimate starter home or a turnkey addition to any high-performing investment portfolio. The exterior welcomes you with an extra-wide paver driveway, mature professional landscaping, and a charming paver front walkway and patio, while the fully fenced backyard offers an oversized outdoor living space complete with a patio for entertaining and a convenient storage shed. Step inside to discover a bright open-concept living, dining, and kitchen area enhanced by continuous luxury vinyl flooring flowing throughout. The chef’s kitchen is beautifully appointed with sleek granite countertops, solid wood cabinetry, stainless steel appliances, an eat-in island, and a practical closet-style pantry. Designed with a desirable split bedroom layout, the private primary suite boasts three closets and an ensuite bath with an updated vanity and custom tile shower, while two additional guest bedrooms and a fully updated guest bath sit on the opposite side of the home for optimal privacy. Additional conveniences include a spacious indoor laundry room and a front-lawn irrigation system, backed by peace-of-mind upgrades including a 2014 roof and a 2018 HVAC. Zoned for highly rated Seminole County schools and situated just moments from N Park Ave—while remaining centrally located 15 minutes from Downtown Orlando and 30 minutes from MCO Airport—opportunities at this price point and in this location do not last long. Schedule your private showing today!

1935 Azalea Avenue, Winter Park

1940 Magnolia Avenue, Winter Park
$1,190,000
4 Beds ⋅ 4 Baths ⋅ O6421587 MLS
New roof fall 2026! Exceptional custom-built estate offering unparalleled security, efficiency and peace of mind on two expansive lots in the heart of Winter Park. This split-plan three-bedroom and 2.5-bath home has over 4,880 total square feet in the main home and 1,944 total square feet in the detached in-law/office unit under roof. Constructed with solid poured concrete block and 1-inch insulation, this remarkable residence was designed to withstand the test of time while delivering modern luxury and comfort. A rare feature, the home includes two reinforced safe rooms built with rebar-reinforced solid poured concrete walls and 12-inch concrete ceilings, along with a built-in, concrete-bolted safe. Additional security enhancements include a full alarm system and security spotlights. Designed for everyday living and entertaining, the property is equipped with a full-house 22-kilowatt generator, a buried 500-gallon propane tank, propane gas range and outdoor grill, two tankless water heaters, whole-house water softening and filtration systems, EV charging capability and energy-efficient construction resulting in remarkably low utility costs. The well-appointed kitchen features a solid wood cabinetry, quartz countertops, a kitchen, butler pantry, coffee bar and laundry room, Verona gas range, Frigidaire Professional French-door refrigerator, KitchenAid dishwasher, convenient under-counter outlets and the kitchen island has lighted shelves. Additional highlights include plantation shutters throughout, wine cellar, climate-controlled storage attic, granite in baths, custom garage cabinetry, epoxy-finished garage floors, hurricane-impact windows in the office/apartment, Pet Turf in the entire backyard with no maintenance necessary and a striking 35-foot flagpole. Combining superior craftsmanship, advanced infrastructure and thoughtful upgrades rarely found in today's market, this extraordinary property presents a unique opportunity to own a one-of-a-kind residence. Total heated square footage includes heated/cooled space to use as garage, workshop, and/or utility room in the detached structure.

1940 Magnolia Avenue, Winter Park

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