Remarks: Under contract-accepting backup offers. A rare Maitland find that combines a spacious 4-bedroom layout. Enjoy the freedom of a non-flood zone and no HOA fees or restrictions. The "Big Three" are already done: Roof (2022), HVAC (2023), and Water Heater (2024). Bonus: Original windows successfully passed all 4-point and wind mitigation inspections. Inside, a wide-open interior is flooded with natural light, featuring newly installed recessed lighting and a newer refrigerator (1 year old). Relax on the large screened-in porch overlooking a private, fully fenced backyard. Steps from Aldi and minutes from Trader Joe's and Whole Foods in Winter Park. Ideally situated near both the Winter Park Library and the Seminole Casselberry Library. Major updates, prime location, and zero HOA. Buy with total confidence: A pre-listing home inspection was completed last week, and the reports (4 Point and WM) are available at no cost! Schedule your private tour today! Note: Some interior photos feature previous owner-occupant staging to highlight design potential. Property is tenant-occupied until June 30th.

Listing is courtesy of: LAWHUN ENTERPRISES IV, LLC DBA: FLORIDA REALTY INVESTMENTS IV (407-207-2220)

Listing Agent: Doori Sung (407-630-1638)

Remarks: One or more photo(s) has been virtually staged. Welcome to this beautifully maintained 4-bedroom, 3-bathroom pool home offering the perfect blend of space, style, and location! From the moment you walk in, you’ll love the open layout and rich hardwood floors that create a warm and inviting atmosphere throughout. Designed for both everyday living and entertaining, this home features a dedicated office plus separate living, dining, and family rooms—giving everyone their own space while still feeling connected. The updated fireplace serves as a stunning focal point in the main living area, enhanced by natural light pouring in through the skylights. Recent upgrades provide added peace of mind and value, including a paver driveway and new gutters installed in 2019, full home re-pipe in 2021, air ducts sealed and new insulation added in 2021, a new pool pump and new AC compressor (one unit) in 2022, and new bedroom flooring in 2023.The kitchen is a true standout with 42” cabinetry, granite countertops, and newer stainless steel appliances, all overlooking the main living areas for seamless entertaining. A built-in wet bar adds the perfect touch for hosting gatherings and holiday celebrations. Retreat to the spacious primary suite and enjoy large closets throughout the home, providing ample storage for every lifestyle. Step outside to your private backyard oasis featuring a sparkling pool and expansive deck—ideal for relaxing weekends, outdoor dining, and Florida sunshine year-round. Located with easy access to Uptown Altamonte, I-4, 436, and Maitland Boulevard, this home places you just minutes from Lake Lily, Winter Park Village, Downtown Winter Park, and Cranes Roost—offering endless options for dining, shopping, parks, and entertainment. This home truly checks every box—space, updates, location, and a pool to top it all off! ????

Listing is courtesy of: RE/MAX TOWN & COUNTRY REALTY (407-695-2066)

Listing Agent: Dominick Florio (321-377-4045)

Remarks: Under contract-accepting backup offers. Welcome to an exceptional residence in the Maitland Isle subdivision, where timeless elegance meets modern comfort. This beautifully updated four-bedroom, two-bath home spans 2,413 square feet and offers exclusive private lake access to Lake Maitland on the prestigious Winter Park Chain of Lakes. Designed for refined living and effortless entertaining, the home features a thoughtfully curated interior with upgraded finishes, including laminate flooring, enhanced baseboards, wet bar in family room and a seamless, light-filled layout. The kitchen, enhanced with quality wood cabinetry, flows seamlessly into the main living areas, while generously sized split bedroom plan provides flexibility for family, guests or a home office. A comprehensive list of upgrades reflects pride of ownership such as a newer roof (2020), resurfaced pool (2020), advanced air-conditioning system with Enviracare Elite air purification (2019), updated electrical panels (2012), replumbing (2006) and a water heater (2022). More recent enhancements include full interior and exterior painting (2025), a newly installed wooden fence and a serviced sprinkler system with a new impeller (2026). Outdoors, enjoy a private retreat with a sparkling pool and covered deck with an outdoor entertainment area, ideal for year-round Florida living. Residents of Maitland Isle benefit from exclusive access to Lake Maitland, offering a rare opportunity for boating and waterfront recreation within one of Central Florida’s desirable communities. Ideally in a top-rated school district and just a short distance to the charm of downtown Maitland, this home delivers a lifestyle of convenience, prestige and tranquility. A rare offering where location, quality and lifestyle converge.

Listing is courtesy of: PREMIER SOTHEBY'S INTL. REALTY (407-644-3295)

Listing Agent: Maryanne Branner (321-377-3909)

Remarks: Under contract-accepting backup offers. WELCOME TO THIS FULLY RENOVATED LUXURY RESIDENCE IN THE HIGHLY DESIRABLE OAKLEIGH SUBDIVISION IN MAITLAND, offering OVER 4,149 SQ FT OF BEAUTIFULLY UPDATED LIVING SPACE on a 0.36-ACRE LOT WITH A PRIVATE POOL, designed for both elegance and everyday comfort. Originally built in 1972 and COMPLETELY MODERNIZED, this SINGLE-STORY ESTATE FEATURES 4 BEDROOMS AND 5 FULL BATHROOMS, including TWO EXPANSIVE PRIMARY SUITES—perfect for MULTIGENERATIONAL LIVING, MOTHER-IN-LAW OR LUXURY GUEST ACCOMMODATIONS. A welcoming FIREPLACE ANCHORS THE MAIN LIVING AREA, creating warmth and architectural charm. The home has been THOUGHTFULLY UPGRADED THROUGHOUT with a BRAND-NEW ROOF, NEW WINDOWS, NEW GARAGE DOOR, AND FRESH INTERIOR AND EXTERIOR PAINT. WIDE-PLANK LUXURY VINYL FLOORING flows seamlessly throughout the living spaces, leading to a FULLY REDESIGNED CHEF’S KITCHEN featuring CUSTOM CABINETRY, QUARTZ COUNTERTOPS, DESIGNER BACKSPLASH, AND UNDER-CABINET LIGHTING. EVERY BATHROOM HAS BEEN COMPLETELY TRANSFORMED with NEW TILE, MODERN VANITIES, LED MIRRORS, AND SMART HEATED AUTO-LID TOILETS. The MAIN PRIMARY SUITE OFFERS A SPA-LIKE RETREAT with a SOAKING TUB AND DUAL SHOWERS. Step outside to enjoy the RESURFACED PRIVATE POOL, along with ENCLOSED AND OPEN PORCH AREAS PERFECT FOR ENTERTAINING OR RELAXING YEAR-ROUND. Additional features include CENTRAL AIR, FORCED-AIR ELECTRIC HEATING, DURABLE CONCRETE BLOCK CONSTRUCTION, AND A SPACIOUS SINGLE-LEVEL FLOOR PLAN designed for comfort and long-term durability. PROPERTY FEATURES: LIVING AREA: 4,149 SQ FT TOTAL BUILDING: 4,413 SQ FT BEDROOMS / BATHROOMS: 4 BED / 5 FULL BATH LOT SIZE: 15,852 SQ FT (0.364 ACRES) POOL: YES STORIES: SINGLE-STORY A RARE FULLY TURNKEY LUXURY OPPORTUNITY IN ONE OF MAITLAND’S MOST SOUGHT-AFTER NEIGHBORHOODS.

Listing is courtesy of: LA ROSA REALTY CW PROPERTIES L (407-910-2168)

Listing Agent: Ricardo Adames (407-279-0018)