Refine Search
Map
Sort by
$1,575,000
4 Beds ⋅ 4 Baths ⋅ Lake Jessamine Shores/North Florida Shores SubDv. ⋅ 32839 Zip Code
Positioned on the coveted shores of Lake Jessamine—widely regarded as one of Orlando’s premier private lakes for its exceptional water quality and elite-level boating, skiing, and wakeboarding—this expansive lakefront estate delivers a rare combination of scale, privacy, and true lifestyle appeal. Set on approximately 3 acres of high and dry land, the property features a semi-circular driveway, 4-car garage, and a thoughtfully designed floor plan oriented to capture sweeping lake views from the kitchen, living room, primary suite, and an additional bedroom. The dining room and living room are seamlessly connected and flow directly into the kitchen, creating an open, functional layout ideal for both everyday living and entertaining. The kitchen is outfitted with custom cabinetry, granite countertops, stainless steel appliances, a premium Thermador range, and pot filler, anchoring the home’s main living space. A dedicated game room with a butler’s pantry adds another layer of flexibility and entertainment potential. The oversized primary suite offers a private retreat with panoramic water views, a large walk-in closet, dual granite vanities, soaking tub, and glass-enclosed walk-in shower. Outdoor living is elevated with a resort-style pool featuring LED lighting, an expansive entertainment area complete with refrigerator, firepit, and a projector with large screen, plus overhead misters for year-round comfort. A private dock provides direct access to the lake, allowing full enjoyment of its clean, recreational waters. Conveniently located just minutes from Downtown Orlando, major roadways, shopping, dining, and Orlando International Airport, this property offers a compelling blend of luxury, accessibility, and true Central Florida lakefront living.

5475 Lake Jessamine Drive, Orlando
$700,000
4 Beds ⋅ 3 Baths ⋅ Legacy A-H SubDv. ⋅ 32839 Zip Code
Beautifully maintained single story 4 bed, 3 bath, 2730sf pool home with gigantic 3 stall garage in gated Legacy! This 3-way open split plan features large entry splitting formal dining & living room/office, 9 & 10’ volume ceilings throughout with centralized kitchen/family room combo featuring tile in wet areas, stainless appliances including wine fridge at wet bar, center island, breakfast bar, granite, 42” cabinets, walk in pantry and dinette space connecting covered patio overlooking your very own completely private tropical oasis! Enjoy the carefully curated mature landscaping surrounding the gas heated pool and spa ready for entertaining day or night. Rear facing primary suite includes 2 walk-in closets, garden tub with separate oversized shower and direct pool access. 2 beds share hall bath and remaining bedroom utilizes pool access bath.  AC & hot water heater updated in 2025.  Legacy is a gated neighborhood with park and dock on Lake Jessamine just south of downtown Orlando.  Conveniently located with easy access to restaurants, shopping, highways and just minutes from Orlando International airport.

4904 Legacy Oaks Drive, Orlando
$1,500,000
6 Beds ⋅ 7 Baths ⋅ Woods Jessamine SubDv. ⋅ 32839 Zip Code
FIRST TIME BEING SOLD! Welcome to this stunning estate set on nearly an acre of beautiful green space. The main home, with 4 bedrooms, 4 ensuite bathrooms, and 1 half baths, this home has space for everyone. If that is not enough, there is also a 2-bedroom, 1.5 bath guesthouse you can utilize above the detached 3 car garage! The car lover in you will appreciate the air conditioned 6-car garages, extra carport, and extended driveways that are perfect to access all your vehicles! Inside, you’ll find soaring ceilings and an open layout with gorgeous oak wood floors throughout. The living room features a striking floor-to-ceiling fireplace made from Chicago brick. A hidden staircase nearby leads down to a 1,000-bottle wine cellar with a specialized dehumidifying HVAC system to keep your collection in perfect shape. The chef’s kitchen is a dream with granite countertops, a Sub-Zero fridge, and all high-end appliances. There's a guest bedroom with ensuite bath on the main level. Three other bedrooms are upstairs, along with a huge loft space that can be used as an office, media room, workout or extra living area. The primary suite is your own private retreat, with a balcony overlooking the pool/courtyard, two walk-in closets, and a spa-like bathroom. Outside you will enjoy a heated pool and spa, a big patio for entertaining or relaxing, and a beautiful garden path that leads to a covered outdoor pavilion with a built-in bbq/pizza oven and also a separate seating area with a fireplace. This one of a kind home was built solid and the attention to detail shows wherever you look. Nestled in a quiet community this is the perfect place to move or raise your family!

5411 Lazy Oaks Lane, Orlando
$1,100,000
4 Beds ⋅ 4 Baths ⋅ Haven Oaks SubDv. ⋅ 32839 Zip Code
A Toll Brothers Model Home is Finally Available! This professionally designed and impeccably decorated model home is now on the market—furniture included! Showcasing countless high-end designer finishes, custom touches, and luxury upgrades throughout, this home is truly move-in ready. From the thoughtfully curated interiors to the seamless indoor-outdoor living spaces, every detail has been crafted to impress. Don’t miss your opportunity to own a one-of-a-kind showpiece built by one of the nation’s premier luxury homebuilders. Nestled in a gated community, this stunning new construction home offers the perfect blend of modern design and convenience. Located just 10 minutes from downtown Orlando, 20 minutes from the airport, and a short stroll to the serene Cypress Grove Park, residents enjoy both tranquility and accessibility. With major highways just minutes away, this home provides a prime location for work, play, and everything in between.

52 Overleaf Lane, Orlando
$575,000
3 Beds ⋅ 3 Baths ⋅ Legacy A-H SubDv. ⋅ 32839 Zip Code
Stunning 3 bedroom PLUS Office, 3 bath Home in Gated Legacy Community! Located in the highly desirable gated community of Legacy in Edgewood, this pristine home sits on an oversized lot with professional landscaping and an extended brick driveway leading to a 3-car garage. A whole-house generator ensures peace of mind. Inside, enjoy an abundance of natural light, high tray ceilings, and laminate & porcelain tile throughout—NO carpet! The open-concept layout features a formal living room, dining room, and a huge family room. The chef’s dream kitchen boasts stainless steel appliances, quartzite countertops, solid wood espresso cabinets, and an island. The massive primary suite includes his & hers closets and an en-suite bath with double sinks, a garden tub, and a large frameless glass-enclosed shower. The split-bedroom plan offers spacious guest rooms for privacy. Step outside to a fully fenced backyard with a screened-in porch and paver patio, perfect for relaxing or entertaining. Conveniently located near schools, shopping, restaurants, and major highways. This is one of Orlando's most pristine neighborhoods, don’t miss this incredible home—schedule your private tour today! This home may be under audio and visual surveillance.

4901 Lake Milly Drive, Orlando
$620,000
4 Beds ⋅ 2 Baths ⋅ Jessamine Glen SubDv. ⋅ 32839 Zip Code
IN THE CITY....BUT OUT OF THIS WORLD!!! Step inside to discover this spacious and beautiful 4-bedroom, 2-bath home that is ready to welcome you with its warmth and charm. Nestled in a prime location close to Orlando's best shopping, dining, and world-famous attractions, this home offers the perfect balance of comfort and convenience. A double front door entry makes for an impressive welcome. The stylish kitchen features stunning quartz countertops, perfect for cooking and entertaining. Enjoy crown molding throughout, oak floors, and the classic charm of Bahama shutters. Skylights brighten up the living spaces and the walk-in closet in the primary bedroom, adding natural light and a touch of elegance. Gather around the wood-burning fireplace or enjoy your favorite books with built-in bookshelves in the living area. Both bathrooms feature double sinks for added convenience. The primary bathroom includes both a tub and a shower, while the guest bathroom offers easy access to the porch/sunroom. The backyard is a private oasis, perfect for barbecues, gardening, or just soaking up the Florida sunshine and there’s a handy shed for extra storage! Plus, there's ample parking with an attached garage. Enjoy being just a short drive from some of Orlando's best shopping spots, including The Mall at Millenia and Orlando International Premium Outlets. Delight your taste buds with a variety of local and international restaurants nearby. Experience the magic of Disney World, Universal Studios, and SeaWorld, all within easy reach! Orlando International Airport is conveniently close, making travel a breeze. Explore vibrant local nightlife, theaters, and cultural attractions in downtown Orlando, only a short drive away. With its prime location and cozy, welcoming vibe, this property is more than just a house—it's a place to call home. Come and see for yourself why this is the perfect home for your next chapter!

Orlando
$949,000
4 Beds ⋅ 4 Baths ⋅ Legacy A-H SubDv. ⋅ 32839 Zip Code
This is a rare opportunity to own an esteemed LAKEFRONT estate located on private, Spring-Fed Lake Milly within the established Legacy GATED community on a 109’ wide lot. Less than 4 miles from the hospital, Downtown Orlando, The Mall of Millenia, and 10 miles to The Orlando International Airport. Walk up to the fully paved walkway through the Custom Mahogany front Door into the modernly renovated home with high-end finishes and be captivated by the stunning lakefront views. The private office with solid French clear glass doors greets you on the right, and the large formal living area on the left. Continue walking through the spacious open formal dining room and large great room connected by the eat-in kitchen area. Enjoy cooking in this Beautiful Gourmet Kitchen with high-end stainless-steel appliances, granite countertops, composite granite sink with an intelligent touch faucet, level-5 cabinetry with dovetail drawers, ample cabinet and storage space, and bar top seating. Relish the lakefront scenery while eating at the informal dining area or in the extended great room, where triple sliders offer extensive lake views. The great room has impressive coffered ceilings, a custom gas fireplace, and ample room for entertaining. Located to the right of the living room is the generous master suite with a customized walk-in closet, premium wood flooring, custom-built marble-topped dressers (dressers convey), pendant lighting, fantastic water views, and a separate entrance to the lanai. The luxurious spa-like master bathroom offers a separate tub, a large shower with triple shower heads, and dual vanities. Also located on the first floor are two additional bedrooms, one with an en-suite bathroom and the other adjacent to a full guest bathroom with access to the lanai. The second floor offers a large loft area, a generously sized custom media room with a projection screen, a fourth bedroom with lake views, a full bathroom, and additional storage space. The back side of the home and the loft area are equipped with electrical and plumbing to add a summer kitchen and a wet bar in the loft. Additional features include 3-car side garages with extra parking, a complete state-of-the-art security system, wifi connected garage doors, irrigation connected to weather.com, gutters, Holiday electrical outlets along the soffits, mature landscaping, nest thermostats, new air handlers, a new roof in 2020, exterior paint in 2024, and more, including a Community dock and park. Enjoy lakefront living and relaxing in this serene Orlando home close to major highways and Central Florida's sports, entertainment, and travel destinations. Matterport Tour: https://www.tourdrop.com/dtour/380948/360-Floorplan-MLS

4906 Lake Milly Drive, Orlando
$180,000
2 Beds ⋅ 2 Baths ⋅ Alhambra Club Condo SubDv. ⋅ 32839 Zip Code
MUST SEE! Beautiful condo located in a gated community with designer upgrades and water views. This 2 bedroom 2 bath condo features an open floor plan with bamboo flooring throughout, custom waterfall fountain with fireplace, designer kitchen with waterfall quartzite countertops, high end appliances, lacquered custom cabinets with soft close doors and drawers. Additional features include custom bathrooms, California closet in master bedroom, and flush mount LED lights throughout. HOA includes cable, internet, water and sewer. Property is just minutes away from the Milennia Mall, Cypress Grove Park, Universal Studios, SeaWorld and Disney. Come see this amazing condo! Won’t last long!

2225 Holden Avenue Unit 207, Orlando
$185,000
3 Beds ⋅ 2 Baths ⋅ Orlando Academy Cay Club I SubDv. ⋅ 32839 Zip Code
Minutes to Millenia Mall, gorgeous and space 1206 sqft, 3bed2bath, second floor, pond view, no carpet, laminate and vinyl floor well maintenance … Great opportunity for investment or residence…. Great location, Convenience to everything.

3737 Castle Pines Lane Unit 4423, Orlando