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$869,000
5 Beds ⋅ 3 Baths ⋅ Gores Sub SubDv. ⋅ 32806 Zip Code
RARE LAKEFRONT OPPORTUNITY ON PRIVATE LAKE JENNIE JEWEL! Discover a truly exceptional property nestled along a picturesque, tree-lined section of sought-after Gatlin Avenue, where the nostalgic charm of Old Florida meets the conveniences of modern Orlando living. This unique waterfront estate offers a combination of lakefront living, multiple residences, expansive garage, separate workshop, and potential income-producing opportunities, all just minutes from Downtown Orlando. A private gated entrance welcomes you to a 3-bedroom, 2-bath main residence, a charming 2-bedroom, 1-bath guest cottage, an oversized 5-car garage, separate climate-controlled workshop, private beach area, boat dock, and a covered electric boat lift. The main home features an inviting open floor plan that combines modern functionality with the character of the original home. French doors fill the living spaces with natural light and capture beautiful lake views, while original wood flooring and crown molding add warmth and timeless charm in select areas. Ceramic tile provides durability and easy maintenance throughout other living spaces. The spacious great room is ideal for entertaining and features multiple doors opening directly to the patio, creating a seamless transition between indoor and outdoor living. Both bathrooms have been remodeled. One of the most impressive features is the spectacular panoramic lake views, visible from the primary bedroom, family room, covered decks, outdoor living areas, and a private waterfront beach area. An extra-large covered deck overlooking the lake provides the perfect setting for entertaining, relaxing, or simply enjoying Florida's beautiful sunsets. The 2-bedroom, 1-bath guest cottage offers lake views and exceptional flexibility for guests, extended family, multigenerational living, or potential rental income. The main house and guest cottage are separately metered for electricity, making this property particularly attractive for those seeking additional income potential. Short-term rental/Airbnb use may be permitted, subject to applicable regulations, zoning requirements, and approvals. Water enthusiasts will appreciate direct access to private, spring-fed Lake Jennie Jewel, a beautiful approximately 70-acre lake perfect for boating, skiing, wakeboarding, fishing, kayaking, and other water activities. The private dock and electric boat lift with cover make enjoying the lake convenient and effortless. The property also boasts an oversized 5-car garage and separate climate-controlled workshop, providing abundant space for vehicles, boats, recreational equipment, hobbies, storage, or a home-based business. The expansive driveway accommodates RV parking and includes an RV electrical hookup. Additional features include a metal roof, electrical and plumbing updates completed approximately in 2004, tankless water heaters serving each residence, and an irrigation system supplied by its own dedicated pump. Beyond the property's amenities, the location is equally compelling. The location offers a distinctive Old Florida living while placing you close to restaurants, shopping, retail, parks, and everyday conveniences. Nearby Holden Park offers quick access to outdoor recreation and hiking trails, while Downtown Orlando's business district, Orlando International Airport, Disney, and Central Florida's premier attractions are all conveniently accessible. Zoned for Pershing School and Boone High School.

503 Gatlin Avenue, Orlando
$824,000
5 Beds ⋅ 3 Baths ⋅ Lake Margaret Manor Sec 02 SubDv. ⋅ 32806 Zip Code
RARE LAKEFRONT OPPORTUNITY IN THE HEART OF ORLANDO! Bring your vision and unlock the incredible potential of this spacious 5-bedroom, 3-bath brick home situated on approximately 0.78 acres with private frontage and beautiful views of Lake Margaret. Offering more than 4,200 square feet of living space, this fixer-upper presents an exciting opportunity for buyers, renovators, or investors looking to transform a substantial lakefront property in a highly desirable, established Orlando location. Inside, one of the home's most striking features is the impressive brick fireplace, creating a dramatic centerpiece in the family room while expansive views draw your attention toward your own private lake setting. The generous floor plan, five bedrooms, three full baths, and large homesite provide endless possibilities to renovate, redesign, and create a truly spectacular residence. MASSIVE 20X15 UPSTAIRS PRIMARY BEDROOM WITH ENSUITE that homeowners DREAM of... LOCATION, LAND & POTENTIAL! Enjoy the convenience of being just minutes from Downtown Orlando, Orlando International Airport, major hospitals, shopping, dining, entertainment, and some of Central Florida's most traveled corridors. The property is also conveniently located near Pershing K-8 and Boone High School. This home is ready for someone with imagination and vision. Whether you're searching for a renovation project, investment opportunity, or the chance to create your own lakefront dream home, properties offering this combination of size, location, acreage, water views, and potential are hard to find. Bring your contractor, bring your designer, and most importantly—bring your vision. Lake Margaret is waiting! NEW SEPTIC AND UPSTAIRS AC

3513 Marwood Drive, Orlando
$549,000
3 Beds ⋅ 2 Baths ⋅ Lake Lagrange Terrace SubDv. ⋅ 32806 Zip Code
MAJOR PRICE IMPROVEMENT — NOW $549,000! Lakefront living on a skiable lake in one of Orlando’s most convenient locations. This 3-bedroom, 2-bath home offers 1,906 SF and sits on almost half an acre with direct frontage on Little Lake Bass. With beautiful water views, a private dock and a spacious lot, this property offers an incredible opportunity for the next owner to make it their own. Inside, the open floor plan features an updated kitchen with stainless steel appliances, granite countertops, custom built-in cabinetry in the eat-in dining area and a separate laundry area with additional storage. The kitchen flows into the living room with a wood-burning fireplace and brick feature wall. A spacious dining room overlooking the lake offers large windows, abundant natural light and beautiful water views. The primary suite also overlooks the lake and features a walk-in closet with built-in shelving and a private bath with double sinks and a tiled shower. Two additional bedrooms share an updated guest bath with a tiled tub/shower combination and granite-topped vanity. Outside, enjoy a large backyard, deck, fire pit and private dock with plenty of room to take advantage of the Florida lakefront lifestyle. Boating, skiing, paddleboarding, kayaking, fishing and sunset views are right outside your back door. Newer roof, HVAC, water heater and dock add to the home’s appeal. All of this just minutes from Downtown Orlando, SoDo and Conway. Now offered at $549,000 — an exceptional opportunity to own a lakefront home on a large lot in the heart of Orlando. Schedule your private showing today!

3107 Lake Margaret Drive, Orlando
$7,900,000
5 Beds ⋅ 7 Baths ⋅ Tuxedo Estates SubDv. ⋅ 32806 Zip Code
Welcome to the jewel of the Lake Conway Chain of Lakes- a truly extraordinary lakefront estate nestled on over 2.5 acres along the highly coveted North Shore of Lake Conway. Boasting an impressive 258 feet of shoreline, this iconic property offers a rare opportunity to enjoy one of Orlando’s most premier waterfront lifestyles just minutes from downtown Orlando, yet worlds away in privacy and tranquility. The home was built in 1961 by T.G. Lee for his wife Elizabeth. This remarkable estate has remained within the T.G. Lee family ever since and is rich in both history and timeless elegance. Tucked away at the end of a quiet dead-end street surrounded by manicured lawns and stunning homes, the property offers exceptional privacy, charm, and presence. As the electric gates open, you are welcomed by a sprawling front lawn, circular driveway, and stately brick Colonial architecture complete with classic columns and an inviting front porch. Inside, the home is filled with natural light and showcases volume ceilings, extensive woodwork, original hardwood floors, crown molding, chair rail detailing, and breathtaking lake views from nearly every room. The spacious living room features a cozy fireplace and flows seamlessly into the formal dining area and stunning sunroom with French doors opening to the picturesque backyard and sparkling waters of Lake Conway. A richly appointed wood-paneled office with exterior access and a beautiful wood-paneled library featuring floor-to-ceiling built-ins with a rolling ladder create warm and sophisticated gathering spaces. The chef’s kitchen is thoughtfully designed with a dining nook overlooking the lake and includes premium features such as double freezers, an ice maker, wine refrigerator, and dry bar. Whether entertaining guests or enjoying quiet mornings at home, the home’s layout perfectly blends elegance with comfort. Step outside to your own private lakeside retreat featuring a swimming pool, expansive patio, private dock with boat lift and two jet ski lifts, and endless panoramic water views. Enjoy boating, fishing, paddleboarding, and weekends spent on Orlando’s most desirable chain of lakes. The yard is even large enough to allow for a helicopter to land. Upstairs, the spacious primary suite offers breathtaking lake views from the private balcony, an oversized bathroom, and a huge walk-in closet. Two additional upstairs bedrooms each feature their own en suite bathrooms. In addition to the four main bedrooms and four full bathrooms, the home includes a maid’s quarters, complete with its own laundry, bathroom, and optional private exterior entrance. Plus there is a full attic for more storage. Additional highlights include:• Elevator access to all three floors• Spacious basement- perfect for a game room and home gym• Large laundry room with cabinetry and sink• Three-car garage, including one bay with dual-sided doors ideal for boat storage or breezeway access• Block construction• Irrigation reclaimed from the lake• Security system• Two half bathrooms This exceptional property offers a rare blend of history, luxury, acreage, and premier lakefront living in one of Orlando’s most treasured neighborhoods. Conveniently located just minutes from downtown Orlando and and the vibrant shops and restaurants of the SODO district. Plus it offers easy access to the airport and attractions. This is truly a once-in-a-lifetime opportunity to own one of the finest estates on the Lake Conway Chain of Lakes.

1530 Waterwitch Drive, Orlando
$874,900
3 Beds ⋅ 2 Baths ⋅ Skycrest SubDv. ⋅ 32806 Zip Code
One or more photo(s) has been virtually staged. Nestled along the tranquil shores of Lake Pineloch in one of Orlando’s most beloved established neighborhoods, this exceptional waterfront Tuscan style residence offers a rare opportunity to experience timeless charm, privacy, and the very best of Central Florida living. Welcome to 3108 Troy Drive, located in the highly sought-after Skycrest community within Orlando’s coveted 32806 zip code. Skycrest is treasured for its quiet, tree-lined streets, beautifully maintained mid-century homes, and strong sense of community. Many homes here are lovingly held for generations, making opportunities to purchase within the neighborhood exceptionally rare. Residents enjoy exclusive access to private lakefront amenities including a community boat ramp, dock, picnic grounds, and playground, all set against the scenic backdrop of Lake Pineloch. Positioned on nearly half an acre, this stunning three-bedroom, two-bathroom home blends classic architectural character with modern comfort. A beautiful tile roof and manicured landscaping create unforgettable curb appeal, while the spacious interior is filled with warmth, natural light, and captivating lake views throughout. Step through the welcoming foyer where a striking decorative stone wall sets the tone for the home’s inviting design. The cozy living room offers the perfect place to relax, while the thoughtfully designed kitchen serves as the heart of the home with custom cabinetry, generous workspace, and a stylish bar area ideal for entertaining family and friends. The kitchen opens seamlessly into an expansive family room where oversized windows frame breathtaking water views and create a bright, airy atmosphere. The private primary suite serves as a peaceful retreat, complete with serene backyard and lake views, a spacious walk-in closet, and the perfect setting to enjoy quiet mornings overlooking the water. Every bedroom features walk-in closets, providing abundant storage, while one guest bedroom offers its own private exterior access for added flexibility and convenience. Outside, the property transforms into a true waterfront oasis. The sprawling backyard leads to a substantial dock and a charming tile-roofed pavilion designed for unforgettable evenings by the lake. Spend your days boating, kayaking, paddleboarding, or fishing directly from your backyard, then unwind with spectacular sunset views reflecting across the water each evening. Beyond the property itself, the location is simply unmatched. Skycrest offers the rare balance of peaceful residential living while remaining just minutes from Downtown Orlando, Orlando Health, Wadeview Park, Delaney Park, Lake Eola, and the vibrant dining and shopping districts along South Orange Avenue. The home is also zoned for highly regarded Pershing K-8 School and Boone High School — home of the Braves. With convenient access to major roadways, Orlando International Airport, and world-renowned destinations including Walt Disney World, Universal Orlando Resort, and SeaWorld Orlando, this extraordinary property offers an unmatched lifestyle where tranquility, recreation, and city convenience come together beautifully. Experience elegant lakefront living in one of Orlando’s most treasured neighborhoods — a rare and timeless place to call home.

3108 Troy Drive, Orlando
$869,000
4 Beds ⋅ 2 Baths ⋅ Richmond Terrace First Add SubDv. ⋅ 32806 Zip Code
Crystal Lake begins where the lawn ends. One look at the water and the rest of your search starts to feel unnecessary. It goes gold at sunset. The paddleboat is right there beside the floating dock. Somewhere behind you, Orlando is still going about its business, close enough that dinner downtown is a short drive, far enough that you'd never know it. The original house was built in 1936 and has never stopped having that early 20th-century character. That matters. You feel it in the proportions of the rooms, in the way a wood-burning fireplace still anchors the living room the way it was always meant to, in the built-in shelving that was made for this wall and no other. Nine decades of Orlando have passed through here. This home has memories. What it does not have is a to-do list. The renovations were deep and careful, preserving the soul while replacing everything behind it. Newer roof, new HVAC, new water heater, engineered wood and whitewashed wood-look tile floors, new pool motor and irrigation pump, EV charging. The kitchen was rebuilt around a ten-foot island, with solid wood soft-close cabinetry with dovetailed drawers, double built-in ovens, an induction cooktop, and a 166-bottle wine refrigerator that has hosted more than a few long evenings. The owner's suite overlooks the lake all day and hands you the sunset at night. Its bath was done properly: travertine marble underfoot, stone counters, dual sinks, a walk-in tiled shower, and a heated towel rack. Across the house, the secondary bedrooms are genuinely oversized, and their bath kept the clawfoot tub, because some things are better left alone. A fourth room overlooking the front yard has been an office, a nursery, and a guest room, depending on the decade. Out back, the half-acre opens up with timeless appeal. Tall rear windows pull you toward the water from the moment you walk in, and the outdoor living space delivers on the promise: a resurfaced saltwater pool, an expansive Trex deck built for a crowd, lawn enough for a real party, and then the shoreline. The floating dock is where the day ends. A sunset cruise on the paddleboat is optional. The circular drive handles guests without blocking anyone in, and the four-car double-stacked garage, a rare thing this close to downtown, comes with a generator and refrigerator. Boat, project car, bikes, kayaks, holiday everything. There is room for it all. Available lakefront homes near SODO and the Hourglass District can be counted on one hand, and almost none of them come with this much land, this much garage, or this much character. If newer, cookie cutter homes have left you cold, ask for a late afternoon showing and give yourself time to stay through sunset. Nothing about this house photographs as well as it lives. Visit and imagine adding your memories to the storied charm of this one-of-a-kind home.

2100 Mae Street, Orlando
$379,900
2 Beds ⋅ 2 Baths ⋅ Vieux Carre A Condo SubDv. ⋅ 32806 Zip Code
PRICE SLASHED FOR IMMEDIATE SALE Downtown spacious, first floor, gated community. Private corner unit. Terrific features: split bedroom plan, living room, dining room. Updated kitchen with eat in dinette, 300 sq ft wrap around screened in patio overlooking the pool with extended side, and open patio. Three French doors. Additional screen porch with pool view from Primary Bedroom. Interior flooring is LVT laminate. Gated entrance, one car carport and one assigned parking spots, community pool and dock. Bonus 8x8 storage room for your snow mobile or bicycles. Located within the highly sought-after, A-rated Blankner K-8 and Boone High School districts. Fabulous downtown Orlando location provides easy access to Orlando Health, SODO, the Dr. Phillips Performing Arts Center, Lake Davis, Thornton Park, and the vibrant shops and dining of the Hourglass District. Close to playground, baseball fields, and tennis courts at Delaney Park.

1144 Delaney Avenue Unit 1144, Orlando