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$1,390,000
4 Beds ⋅ 3 Baths ⋅ Jessamine Beach Rep SubDv. ⋅ 32839 Zip Code
COME LIVE THE LAKE LIFE — Completely Remodeled Lakefront Retreat on Lake Jessamine Welcome to 430 Bywater Dr, a fully remodeled lakefront estate on the shores of Lake Jessamine in the heart of Orlando, where every finish has been reimagined for today's buyer. Set on a beautifully landscaped lot with a private boathouse and dock, this home delivers front-row seats to some of the most spectacular sunsets in Central Florida to the west — and it's ready for its next owner to move in and start living the lake life immediately. Spanning over 4,058 square feet under roof, the home offers four bedrooms and three full baths, plus a flexible bonus room and gathering room, and a separate playroom or home theater room — ideal for movie nights, a home gym, or a private retreat. Inside, the transformation is complete: wide-plank flooring, designer lighting, and warm white oak cabinetry set the tone throughout. The chef's kitchen anchors the main living space with an oversized quartz island, custom cabinetry, a pot filler, and a suite of high-end stainless appliances, opening directly to the dining and living areas beneath a striking wood-beamed ceiling and a sleek linear fireplace — perfect for entertaining. The primary suite is a true escape, wrapped in a rich wood-plank ceiling and anchored by a spa-inspired bath with a freestanding soaking tub, oversized rain shower, and brushed-brass fixtures. Step outside to the screened and covered lanai, where a sparkling pool and spa overlook the lake, framed by mature oaks and swaying palms. Down at the water's edge, the covered boathouse and dock are ready for the boat and the jet skis — with evenings made for watching the sun drop over Lake Jessamine. All of this in a no-HOA setting minutes from Belle Isle, the Conway chain of lakes, sought-after Cornerstone Charter School, ORMC, and the excitement of Orlando's theme parks, including the brand-new Epic Universe. Fully remodeled lakefront homes like this don't last — schedule your private showing today. Lake Jessamine a 294-acre lake with a ski course and wakeboarding, located just 15 minutes from downtown Orlando and the Orlando International Airport. RV parking as well. (Note: the nearby public boat ramp closes/locks at dusk daily.)

430 Bywater Drive, Orlando
$539,000
3 Beds ⋅ 3 Baths ⋅ Acreage SubDv. ⋅ 32839 Zip Code
Virtually Staged. BEAUTIFUL PROPERTY! SKI LAKE FRONTAGE! This 3 BDrm 2 1/2 bath midcentury jewel sits on a massive, rare .97 acre directwater front lot on high-demand Lake Jessamine. Currently, as of this posting date, there are NO ski lake frontage homes at this price within 10 miles with these advatages at this price. This spring fed lake has 12 miles of shoreline and 300 acres of beautiful water for fun activities. This property features one of only 3 known private concrete boat ramps on the entire lake Desined for ultimate boating and water sportsmanship, the oversized garage has a custom pull-through/drive-through bay to the lake. A boat owner can park their trailer inside, load or prepare their watercraft, while completely protected, than drive straight through directly to the ramp to launch! Avoid squeezing & backing between houses & through property lines, Never go to public ramp. While the property retains its solid vintage estate presents, in 2006 a complete Orange county permitted renovation was preforrmed to include: NEW roof including All (100%) plywood, fascia , trusses, and shingles, and all insulation, 100% of wiring, recepticles lighting fixtures, 200 amp panel, new central AC also replaced all duct work and vents Kitchen was replaced * Contractor HUD Includes presently newer stainless steal refridgerator & stainless steel dishwasher Counters are formica - all clean & mechanically sound Plumbing was updated note: moisture erosion affecting the ext. tiles on the porch are being attended to cosmetically (where visable) as exposure to the elements have cracks that make conditions not apparent from the surface The property was previously annexed into Orange County public sewer system. Bathroom # 2 was completely modernized with large walk in shower (all tile) Master bath double sink vanity replaced All plumbing hardware was replaced. Toilets were replaced and a 2 new water effcienti toilets are included with purchase. A convenient 1/2 bath is located near the kitchen entry from the garage (completely replaced with the remodel) Orange County Master Permit #P07001239 FINAL INSPECTOR-APPROVED TRADE RECORDS ON (FAST TRACK PORTAL) PARCEL ID 23-23-29-0000-00-1 The Roof was replaced again in 2017 under a fully closed permit, also passed a 4 point inspection at the time. This home is a highly functional footprint as it can be expanded to the exisisting exterior porch kneewall & exisisting slab from the previous screened porch area toward the lake with proper permitting. Last and most impressive: ultimate security from a 9" concrete unmatched privacy shore to road wall on the south side of the estate. This fortress type structure is one of a kind in the entire area. The cost of this structure today would be enconomically untenable. Some photos have been virtually rendered.

5701 Padgett Circle, Orlando
$324,999
2 Beds ⋅ 1 Baths ⋅ Florida Shores SubDv. ⋅ 32839 Zip Code
Virtually Staged. Tenant occupied until 30SEP2026 - do not disturb. Located on the pristine Lake Tyner, 1025 Lake Jessamine Dr presents a rare opportunity to own a waterfront single-family home. This solid block two-bedroom home with enclosed garage, is located on an expansive lot exceeding half an acre. It boasts a welcoming exterior, characterized by its charming façade and well-maintained, mature landscaping. The generous waterfront lot provides ample outdoor space for a variety of activities. The interior details of the house are designed to cater to a modern lifestyle, with spacious rooms that allow for versatile living arrangements. The property's location provides easy access to the numerous attractions and amenities of Orlando. Whether you're entertaining guests or enjoying a quiet evening at home, this property is sure to meet your needs. With its appealing features and prime location, this house on Lake Jessamine Dr is a noteworthy addition to the Orlando real estate market.

1025 Lake Jessamine Drive, Orlando
$112,000
1 Beds ⋅ 1 Baths ⋅ Belmont/Pk Central Condo SubDv. ⋅ 32839 Zip Code
Virtually Staged. Move-in ready and ideally located, this beautifully updated first-floor condominium offers the perfect blend of comfort, convenience, and lifestyle in the heart of Orlando. Featuring 1 bedroom and 1 bathroom, this inviting residence boasts serene pond views and an unbeatable location just steps from the community clubhouse, fitness center, and pool. Inside, you'll find updated flooring, stylish fixtures, and a fresh, welcoming atmosphere throughout. The functional floor plan provides an open living and dining area filled with natural light, while the spacious bedroom offers a comfortable retreat with ample closet space. Located within the gated Belmont at Park Central community, residents enjoy an impressive array of amenities, including five swimming pools, a state-of-the-art fitness center, yoga studio, tennis courts, basketball and racquetball courts, a private restaurant, movie theater, walking paths, and beautifully maintained grounds. Ideally situated near the Mall at Millenia, downtown Orlando, major highways, shopping, dining, and entertainment, this property offers exceptional convenience for both homeowners and investors alike. Whether you are seeking a primary residence or an investment opportunity, this turnkey condo delivers outstanding value and an exceptional lifestyle in one of Orlando's most amenity-rich communities.

2210 Yankee Place Unit 316, Orlando
$624,900
5 Beds ⋅ 3 Baths ⋅ Acreage SubDv. ⋅ 32839 Zip Code
A private dock with a covered boat slip and lift sits past the lawn, ready for the boat, the wakeboard, and every summer that follows. The lot runs wide and flat to the shoreline, with room to run, play, and spread out. Mature oaks and Spanish moss frame the view. Downtown Orlando sits on the horizon. Step inside and the lake follows you. Tile and wood run throughout the home. A brick wood-burning fireplace anchors the living room, flanked by built-in shelving. Light pours through wide windows all day long. The kitchen stays ready for the after-lake crowd, with stainless appliances and counter space to work. Sliding glass doors open off just off the dining room and lead out to the patio, with the water just beyond. Five bedrooms mean everyone gets room to spread out. But the real story is out back, where the lawn rolls down to your own stretch of shoreline. Out front, the circular drive parks the boats, the trailers, and the guests with room to spare. The dock stays ready. The water stays close. Live where the weekend starts at your own shoreline. Minutes to I-4, SR 528, and SR 417, with the Florida Mall, downtown Orlando, and MCO Airport all within easy reach.

5725 Padgett Circle, Orlando
$650,000
3 Beds ⋅ 2 Baths ⋅ 32839 Zip Code
3.9 Acres land on Lake Catherine! Zoning R-2, great for multiple family for townhosues development or fixer upper. Close to I-4 and Millenia.

3800 S Tampa Avenue, Orlando
$3,250,000
5 Beds ⋅ 4 Baths ⋅ Lake Jessamine SubDv. ⋅ 32839 Zip Code
Welcome to your new dream home! Experience the rare blend of luxury, privacy, and lakefront living with this extraordinary pool home on Lake Jessamine, situated on 2.67 acres with NO HOA. Tucked away on a cul-de-sac behind a gated entry, this remarkable property offers the feeling of a private retreat while still placing you in the heart of Orlando. A long driveway and manicured landscaping create a stunning first impression as you arrive. A spacious two-car garage awaits at the end of the driveway, as well as an in-law suite complete with a kitchenette, to provide the perfect setup for guests or older relatives. Beyond the entry, the home immediately welcomes you with soaring ceilings, dramatic windows flooding the space with natural light, and elegant finishes throughout. A striking accent wall in the foyer sets the tone, while a peaceful koi pond and sanctuary area create the perfect setting for quiet mornings and tranquil reflection. The cozy living room centers around a beautiful fireplace, creating a warm atmosphere for evenings spent with loved ones. Remodeled in 2019 and with new plumbing in 2026, the kitchen is truly the heart of the home and a dream for any culinary enthusiast. Thoughtfully designed with a wraparound breakfast bar, oversized island, crown-molded cabinetry, subway tile backsplash, and top-of-the-line appliances, every detail was curated for both beauty and functionality. A gas range with custom hood and pot filler, spacious walk-in pantry, and abundant storage make entertaining and every day living feel equally effortless. Just behind the kitchen, a wine storage wall adds a elevated design feature perfect for showcasing your collection.The primary suite, located on the first floor, provides private access to the outdoor living area and a spacious walk-in closet with custom storage(2026) and plantation shutters that create the perfect setting to get ready for the day in. The en suite bathroom features a gorgeous freestanding tub, oversized walk-in shower with rain shower head, and a dual sink vanity. Upstairs, a breathtaking floating staircase with floor-to-ceiling windows leads to additional bedrooms and a home office space, ideal for remote work or creative pursuits. Additional bedrooms provide plenty of storage, natural light, and space so everyone in the family can feel at home. Step outside and discover your own private lakeside paradise! The resort-style pool and spa overlook Lake Jessamine, creating an unforgettable backdrop that you'll never grow tired of. A covered patio provides the perfect setting for al fresco dining, while the fenced backyard offers room for four-legged friends and play. Head out onto the lake from your private dock and covered boat lift for endless days on the water. Recent upgrades provide peace of mind, including a new roof in 2019, new exterior & interior paint in 2026, updated electrical and plumbing systems in 2026, and a recently upgraded seawall. Just minutes from I-4, you’ll have quick access to downtown, Orlando International Airport, theme parks, and world-class shopping and dining destinations including Mall at Millenia, Florida Mall, and Costco. This property is more than a home, it’s a private lakefront estate offering luxury, convenience, and the ultimate Florida lifestyle all in one extraordinary setting. Don't miss out on this amazing, well cared for home in an ideal location, schedule your private showing TODAY!!!

5583 Jessamine Lane, Orlando
$1,395,000
3 Beds ⋅ 4 Baths ⋅ Jessamine Beach Rep SubDv. ⋅ 32839 Zip Code
Virtually Staged. Welcome to this beautifully maintained lakefront estate located on the pristine shores of Lake Jessamine, offering a rare opportunity to own in one of the area’s most coveted lake communities. Nestled on a sprawling lot with 120 feet of lake frontage, this home effortlessly blends luxury, comfort, and serene natural beauty. As you enter through a beautifully landscaped courtyard with a horseshoe driveway, you’re immediately greeted by the charm and grandeur of this exceptional property. The interior boasts 3 spacious bedrooms plus a flexible 4th bedroom, currently transformed into a custom California Closets-designed primary walk-in closet. The heart of the home is a modern chef’s kitchen complete with premium appliances, double ovens, expansive counter space, and a massive butler’s pantry/bonus kitchen, perfect for entertaining. Adjacent, the living area is both inviting and impressive, featuring two gas fireplaces, French doors, and large windows that frame breathtaking lake views with downtown Orlando as your scenic backdrop. Step outside to a custom-designed patio with an elegant fireplace, and a fully equipped outdoor kitchen, perfect for hosting gatherings overlooking the tranquil waters. The estate also features an oversized heated pool and spa with a covered 16 x 60 deck area, plus a private boat dock with electric lift, creating endless opportunities for lakefront leisure and entertainment. Additional highlights include; Roof replaced in 2022, upgraded pool & spa equipment 2024, Custom wet bar with built-in wine storage, integrated speaker system and hidden security system, Travertine tile throughout bathrooms, dining room, and a spa-inspired primary bath with custom finishes, Ample storage space with custom built-in shelving throughout, AC unit replaced 2023, floating jet ski dock recently installed, and custom garage cabinetry. This estate offers privacy and elegance while being just minutes from Orlando’s premier shopping, dining, entertainment, and city center. Experience the perfect balance of luxury living with the tranquility of a lakeside retreat.

5400 Kenmore Lane, Orlando
$639,000
3 Beds ⋅ 2 Baths ⋅ Jessamine Terrace Sub SubDv. ⋅ 32839 Zip Code
**SKI, BOAT, FISH & RELAX—YOUR LAKE JESSAMINE LIFESTYLE STARTS HERE!** Why buy a lakefront home that needs months of renovations when you can move right in and start enjoying the water from day one? This beautifully remodeled 3-bedroom, 2-bath lakefront home pairs stylish, move-in-ready interiors with something increasingly hard to find: your own **private boathouse, boat lift and dock directly on Lake Jessamine. Designed around the water, the bright open floor plan showcases beautiful lake views from nearly every room, with expansive sliders connecting the living spaces to a wraparound porch and backyard. Whether you're enjoying morning coffee overlooking the lake, entertaining friends for the afternoon, or heading out on the boat, this home was made for the Florida lake lifestyle. Inside, modern updates mean the work has already been done for you. Luxury vinyl flooring, contemporary finishes and automated shades complement the open living areas, while the beautifully remodeled kitchen serves as the heart of the home. It features porcelain tile flooring, quartz countertops, high-end appliances, an oversized island with bar seating, plus an additional quartz-topped serving and dry bar area with extra cabinetry—ideal for entertaining. Outside is where this property truly sets itself apart. The fenced backyard leads to your **private waterfront setup featuring a boathouse, boat lift, dock and screened-in lakeside lounge area**—ready to enjoy without taking on the time, expense and hassle of creating it yourself. Spend your weekends boating, waterskiing, fishing, entertaining by the water or simply relaxing and taking in the view from your own backyard. And you don't have to sacrifice convenience to live on the lake. You're just minutes from Downtown Orlando, Orlando International Airport, shopping, dining, major highways and Central Florida's world-famous attractions. Updated, move-in ready and already equipped for life on the water—this is your opportunity to own the complete Lake Jessamine lifestyle in the heart of Orlando.

5716 Moonlight Circle, Orlando
$585,000
3 Beds ⋅ 2 Baths ⋅ Lake Mary Shores SubDv. ⋅ 32839 Zip Code
PRIVATE SKI LAKE LIVING FOR $585K! A rare opportunity to own direct lakefront property on the private, spring fed waters of Lake Mary Jess, complete with your own private dock, slalom course access, oversized lot, and panoramic water views. Tucked away on a quiet dead end street with exceptional privacy, 5769 Rockwood Ave. offers the kind of Florida lifestyle that's increasingly difficult to find at this price point. This move in ready 3 bedroom, 2 bath home with an additional flex room combines updated interiors with true waterfront living just minutes from Downtown Orlando and MCO. From the moment you step inside, the lake takes center stage. Oversized sliding glass doors fill the home with natural light and frame beautiful water views from the main living areas and primary suite. Wake up overlooking the lake, enjoy your morning coffee by the water, and spend your afternoons boating, waterskiing, fishing, paddle boarding, or relaxing from your own private dock. The renovated kitchen features stone countertops, wood cabinetry, stainless steel appliances, and an open layout ideal for everyday living and entertaining. Outside is where this property truly sets itself apart. The oversized waterfront lot offers mature canopy trees, 10 foot viburnum hedges for added privacy, a summer kitchen, and plenty of space to entertain or create your own private backyard retreat. Additional side yard space provides flexibility for boat storage, extra parking, or a workshop. Recent improvements include a remodeled kitchen and dining area, updated bathrooms, fresh interior paint, exterior waterproofing, new landscaping with irrigation, and more, allowing you to move in and start enjoying the lake from day one. No crowded public lake. No long drive to the boat ramp. Just step into your backyard and enjoy direct access to one of Orlando's private ski lakes. Conveniently located near Downtown Orlando, MCO, major highways, shopping, dining, and entertainment, this is an opportunity to enjoy lakefront living without sacrificing everyday convenience. At $585,000, opportunities like this are hard to replicate. If you've been waiting for a private lakefront home with a dock, privacy, an oversized lot, and room to make it your own, this is one you'll want to experience in person. Schedule your private showing and come see what life on Lake Mary Jess is all about.

5769 Rockwood Avenue, Orlando
$103,900
2 Beds ⋅ 3 Baths ⋅ Village Condo SubDv. ⋅ 32839 Zip Code
FULLY Renovated 2/2.5 townhome in the Village. Unit features designer light fixtures throughout, wood look ceramic tile flooring throughout entire first floor and walnut cabinets with granite countertops in kitchen and all 3 bathrooms. Unit also features a fenced in patio, laundry hookups and ceiling fans in the bedrooms and living rooms. The Village features a boat ramp and pool.

3922 Crayrich Circle Unit C-4, Orlando
$310,000
3 Beds ⋅ 2 Baths ⋅ Aventura Estates SubDv. ⋅ 32839 Zip Code
This beautifully updated Orlando home offers modern comfort, thoughtful upgrades, and a peaceful water view that sets it apart. Recently refreshed throughout, the property features a new roof, new AC system, and fully renovated kitchen and bathrooms, giving buyers the benefit of a move-in-ready home with major improvements already completed. The interior feels bright and inviting, with an open layout that flows easily from the living spaces to the updated kitchen. The renovated bathrooms add a spa like touch, while the updated kitchen provides both style and functionality. Step outside to a serene pond-front backyard, perfect for relaxing, entertaining, or enjoying quiet mornings with a water view. The natural setting adds privacy and charm, making the outdoor space one of the homes standout features. This is the opportunity you have been waiting for! Don't wait, schedule your showing now!

5003 Aventura Boulevard, Orlando
$699,900
4 Beds ⋅ 3 Baths ⋅ N/A SubDv. ⋅ 32839 Zip Code
Enjoy lakefront living on beautiful Lake Jessamine in this well-maintained 4-bedroom home offering 3,076 sqft. Nestled on a spacious lot with mature trees and a circular driveway, this property provides both privacy and curb appeal. Inside, you’ll find a bright and inviting layout featuring a large living area with warm wood flooring and a cozy fireplace—perfect for relaxing or entertaining. The kitchen offers generous cabinet space, solid surface countertops, and a functional layout ideal for everyday living. With four spacious bedrooms and ample square footage, there’s plenty of room for family, guests, or a home office. Step outside and take in peaceful views of Lake Jessamine, ideal for morning coffee, evening sunsets, and embracing the true waterfront lifestyle. Whether you're looking for a full-time residence or a weekend retreat, this lakefront gem offers the perfect blend of space, comfort, and location. Don’t miss this opportunity to own your slice of paradise!!!

5720 Padgett Circle, Orlando
$1,250,000
5 Beds ⋅ 4 Baths ⋅ Holden Cove SubDv. ⋅ 32839 Zip Code
Virtually Staged. Welcome Home! Some photos may be virtually staged. Wow, wow, wow! This WONDERFUL 5 Bedroom REMODELED Lakefront Home (and a 3 car garage) in a gated community, on Lake Holden, is ready for YOU! As you drive up to the home, the first thing you notice is the BEAUTIFUL PAVERS and the TILE ROOF that adds character to the home as well as multiple extra years of protectionfor this MODERN MEDITERRANEAN BEAUTY! As you step past the porch and into the home, you see what is currently a home office ( can be used as a downstairs bedroom). Take a few more steps and you immediately see the expansive new flooring that is set throughout the whole downstairs. As you enter the kitchen, you notice how much care and passion are shown in this GORGEOUS remodeled kitchen. The kitchen features STUNNING 42inch kitchen cabinets, STAINLESS STEEL APPLIANCES, QUARTZ COUNTERTOPS,a CENTER ISLAND, and LIGHTING upgrades! Imagine those days cooking surrounded by family and friends gathering around the ISLAND and the FAMILY ROOM sharing GOOD TIMES! This home is PERFECT for entertaining ! The pantry allows a place to store all you need, and with the upgrades in the rollout drawers, you can stash away all the clutter from small appliances. The dining area is where you can sit and chat ang look out the picture frame window and see BEAUTIFUL LAKE HOLDEN!! ( or look the other way and enjoy the TV:) The primary bedroom is conveniently located a few steps away . The Primary features and added space to work, play, sit, or even exercise! This buildout features MORE STORAGE! This SPACIOUS Primary has an AWESOME remodeled bathroom to go along with it. The shower has TWO separate shower heads, so 2 can shower at the same time, as well as a steam element to have a steam room. As you make your way upstairs, there is still SO MUCH HOUSE to see! The BONUS ROOM upstairs is where you can entertain as well. Set up a pool table, play ping pong, or just relax and watch a movie on the big screen. This FLEX space allows for all options from studying to partying. The remaining bedrooms are all up here, including the ensuite. When you want to PARTY, you can go out to the PATIO and look at the LAKE and relax after a long day out and about. Now, for all those who want to understand what LAKE LIFE is all about, make your way to the deck out back! This is where WEEKEND after WEEKEND memories will be made! IMAGINE all the times you and family and friends you, family and friends will cool off during those wonderful hot summers in FLORIDA! IMAGINE all those wonderful pics you can post to social media with the GOOD TIMES on the LAKE! This home is conveniently located close to EVERYTHING! Airports, ATTRACTIONS, SODO, are all a hop, skip and jump away! Cornerstone Charter Academy can be the school of choice for those who choose to. WELCOME HOME!

4509 Patricia Ann Court, Orlando
$1,599,500
5 Beds ⋅ 5 Baths ⋅ Jessamine Beach Rep SubDv. ⋅ 32839 Zip Code
Welcome to an exceptional lakefront escape on Lake Jessamine, where modern luxury meets serene waterfront living. This beautifully renovated home showcases timeless design, high-end finishes, and over 140 feet of pristine shoreline complete with your own private boat dock, ideal for boating, fishing, or enjoying spectacular sunrise views each morning. Step inside to a bright, open-concept layout that seamlessly blends the living, dining, and kitchen areas, perfect for everyday comfort or entertaining guests. The brand new designer kitchen features sleek cabinetry, quartz-style countertops, modern appliances, and generous storage. Each bathroom has been thoughtfully redesigned with spa-inspired touches, including marble counters and elegant custom tile work. A spacious flex room adds valuable versatility, ideal for a home gym, office, media room, or game room. Outdoors, enjoy a large backyard, a relaxing covered lanai, and a durable metal roof that provides long-term peace of mind. Located in a quiet, convenient neighborhood with NO HOA, this home gives you the freedom to live, rent, or invest as you choose, while still being minutes from top schools, shopping, dining, and major highways. Words can only describe so much seeing this home in person is the only way to truly appreciate the beauty, craftsmanship, and breathtaking lakefront setting. This remarkable waterfront residence offers unmatched comfort, elegance, and lifestyle value. Schedule your private showing today!

5526 Parkdale Drive, Orlando