Longwood Homes with True Waterfront Description

Longwood Homes with True Waterfront Description

Welcome to Longwood, Florida—a charming city nestled in the heart of Seminole County, where the serene beauty of nature meets suburban convenience. Known for its lush landscapes and friendly community, Longwood offers a perfect blend of tranquility and accessibility. Just a short drive from the bustling city of Orlando, residents enjoy the best of both worlds: the vibrant energy of urban life and the peaceful retreat of a suburban haven.

One of the standout features of Longwood is its stunning waterfront properties. Imagine waking up to the gentle lapping of water against your dock, with breathtaking views of shimmering lakes and serene ponds right in your backyard. Homes in Longwood with true waterfront descriptions offer not just a place to live, but a lifestyle enriched by nature. Picture yourself sipping coffee on your patio as the sun rises over the water, or hosting summer barbecues with friends and family while enjoying the picturesque surroundings.

These waterfront homes are designed to maximize the beauty of their natural settings, often featuring spacious decks, private docks, and expansive windows that invite the outdoors in. Whether you're looking for a cozy cottage or a luxurious estate, Longwood’s waterfront properties cater to a variety of tastes and preferences.

In addition to the stunning homes, Longwood boasts excellent schools, beautiful parks, and a variety of recreational activities, making it an ideal location for families, retirees, and anyone looking to enjoy a vibrant community. Discover the charm of Longwood, where your dream waterfront home awaits!

Newest Longwood Homes with True Waterfront Description

$1,495,000
4 Beds 4 Baths NS1089142 MLS
Welcome to this luxurious 4 BR/3.5 BA Lake Brantley canal home complete with pool, hot tub, expansive paver patio w/firepit, screened in 2nd patio and private boat dock on the canal leading to Lake Brantley! A peaceful and serene vibe can be found in this lush and beautiful backyard; perfect setting for relaxing or entertaining. Bring your ski boat, kayaks, and paddleboards as well as fishing poles & enjoy this incredible waterfront living! This is a private spring fed lake with no public access. Inside the home offers four spacious bedrooms, including a distinctive primary suite that has a unique flare incorporated into the octagonal style architecture with high ceilings, lots of windows, French doors leading to the 2nd story balcony, & a separate seating area currently being used as a massage room! The primary closet has a generous amount of space with ample shelving. The primary ensuite bathroom includes a separate soaking tub, an oversized decorative walk-in shower, & a private water closet with bidet. Two additional bedrooms share a Jack n Jill bathroom, one with French doors leading to 2nd story balcony. (Relax with the ambiance of a cozy fireplace in that same bedroom which also has a vaulted high ceiling & additional high windows that bring in plenty of natural light.) Both bedrooms have a large amount of closet space. The fourth bedroom has a nice view of the beautiful old oak trees along with ensuite bath that is accessible through the upstairs hallway as well. This spacious kitchen is designed for both everyday living and holiday entertaining with a double oven, gas cooktop & sizeable island. More than just a walk-in pantry, an entire 11x5 pantry/storage room is conveniently located immediately upon entering home from the garage and features shelving with additional refrigerator. Just around the corner, you’ll find a dedicated office with built-in desk and shelving, a comfortable sitting room, a dining room with French doors and wet bar, plus a spacious family room showcasing a wood fireplace & French doors overlooking the backyard and pool. The wrap around 2nd floor balcony off the back of the home details an intricate wrought iron railing and spiral staircase that can access the rooftop as well. You will also enjoy amazing 4th of July fireworks views off the roof top balcony! Additional features and updates include: Private boat dock approximately 2 years old, roof approximately 8 years old, rwo AC units with compressors were replaced in 2018 and 2023, pool pump approximately 5 years old, home is on septic and well; well features a new pressure tank and new filtration-system mechanicals, balcony was recently remodeled with Trex Decking. With its beautiful waterfront/canal setting, spacious interior, and thoughtful features throughout, this Seminole County Lake Brantley canal home offers a truly one of a kind opportunity to enjoy a relaxed Florida lifestyle with plenty of space for entertaining, recreation, and everyday living.

2261 Poinsettia Drive, Longwood

$1,600,000
5 Beds 5 Baths O6441268 MLS
LAKE BRANTLEY WATERFRONT | PRIVATE DOCK & BOAT LIFT | POOL | 4,467 SQ FT | 5 BEDROOMS | 4.5 BATHS - Welcome to exceptional Lake Brantley waterfront living in this expansive custom estate, ideally positioned on a wide canal just two homes from the open waters of Lake Brantley. With direct lake access, beautiful water views, a private dock and boat lift, saltwater pool, generous entertaining spaces and 4,467 square feet of living area, this five-bedroom, four-and-a-half-bath residence offers the space, privacy and lifestyle that define North Orlando waterfront living. Soaring ceilings, beautiful flooring and a fireplace create an inviting living room, while the formal dining room and private office provide elegant spaces for entertaining and working from home. The custom kitchen features Brazilian mahogany cabinetry, exposed brick detailing, granite countertops, Sub-Zero refrigeration, dual Miele ovens, Thermador cooktop, custom range hood and pot filler. A casual dining area overlooks the pool and canal, keeping the water views connected to the heart of the home. The flexible three-way bedroom split provides exceptional privacy. The first-floor primary suite features dual walk-in closets, plantation shutters and a versatile adjoining flex room overlooking the pool, canal and lake beyond—ideal as a gym, reading room, office or den. The luxurious primary bath offers dual vanities, soaking tub and walk-in shower, plus a dedicated tankless propane water heater. Two additional bedrooms are upstairs, providing excellent separation for family and guests. Designed for entertaining, the spacious bonus/game room with wet bar flows into a comfortable SNUG/movie area and opens toward the pool and waterfront. The covered lanai features a wet bar and retractable screens. The saltwater pool, expansive pool deck, outdoor firepit and multiple seating areas overlook the canal and lake beyond. Virtually every major living and entertaining space enjoys a water view. The waterfront is exceptional. A brand-new $89,000 dock installed by the current owners, complete with new boat lift, puts the Lake Brantley lifestyle at your doorstep. Board the boat and head directly into the open lake for skiing, fishing, paddle-boarding, cruising or sunset rides. The protected canal offers a peaceful setting with quick access to the main body of Lake Brantley, while no immediate rear neighbor provides uncommon privacy. Recent improvements include a 2021 roof; new main HVAC (2024) and secondary HVAC (2026); new living room flooring; new dock and boat lift; new saltwater pool system and pump; tankless propane water heater for the primary bath; updated faucets and toilets; plantation shutters; retractable lanai screens; upgraded irrigation and waterline; extensive garage storage; keyless entry and more. The front yard was freshly landscaped in July 2026, and the home has been professionally cleaned and pressure washed. Enjoy highly regarded local schools, including Lake Brantley High School nearby, plus easy access to I-4, restaurants, shopping, Wekiwa Springs State Park and Wekiva Island. The community also offers a boat ramp, and HOA is approximately $1,000 annually. This is more than a spacious custom home—it is a true Lake Brantley lifestyle property, combining exceptional privacy, resort-style outdoor living, a private dock and boat lift with immediate access to one of Central Florida’s most sought-after lakes. Come experience Florida waterfront living at it's finest.

333 Brantley Club Place, Longwood

$672,900
4 Beds 3 Baths V4950958 MLS
Virtually Staged. Set along the pond in Longwood’s established Bolling Farms community, this beautifully presented four-bedroom, three-bath pool home pairs generous living spaces with an exceptional indoor-outdoor setting. A sweeping paver driveway, manicured lawn and graceful covered entry create a memorable arrival, while double glass doors open to a bright, thoughtfully designed single-story floor plan with 2500 square feet of living area. Tall ceilings, architectural columns, arched openings and expansive windows give the formal living and dining rooms an inviting sense of scale. Wood-look flooring continues through the bedrooms and formal spaces, while tile complements the kitchen and main gathering areas. At the heart of the home, the spacious kitchen features white cabinetry, granite countertops, stainless-steel appliances, a center island, breakfast bar and abundant storage. A window-lined breakfast nook overlooks the pool, and the adjoining family room is anchored by a fireplace with broad sliding doors framing the lanai and pond beyond. The private primary suite offers direct access to the outdoor living area, generous closet storage and a spacious bath with granite-topped vanities, a jetted soaking tub and separate walk-in shower. Three additional bedrooms and two full guest baths provide flexibility for overnight guests, a home office or multigenerational living. One guest bath also offers direct access to the pool area. Outdoors, the screened pool and spa take center stage. An expansive covered lanai creates plenty of room for dining, lounging and entertaining, while a built-in serving area adds function for gatherings. Beyond the screen enclosure, the direct pond frontage delivers an open natural backdrop and peaceful water views. Major improvements include a new HVAC system installed in 2025, brand NEW ROOF - two significant upgrades for the home’s next owner. Additional features include a two-car garage and interior laundry room. From mornings beside the water to evenings around the pool, this home offers a Florida lifestyle designed to be enjoyed year-round. The Longwood location places shopping, dining, parks, Historic Downtown Longwood, the SunRail station, the Lake Mary business corridor and Wekiwa Springs State Park within easy reach.

1413 Canal Point Road, Longwood

$782,000
4 Beds 2 Baths O6432765 MLS
BRAVO! Welcome to Wayland Fields, a beautifully reimagined residence in Sweetwater Oaks—one of the area’s most desirable enclaves, known for custom homes, mature surroundings, and refined Florida living. Situated on an oversized 1.56-acre lot including a natural creek, this single-story split-plan residence offers 4 bedrooms, 2.1 bathrooms, a 2-car garage, and 2,300 square feet of thoughtfully redesigned living space. Elevated finishes, elegant design, and all-new tempered custom energy-efficient windows and doors create a bright, open atmosphere while framing serene views of the expansive outdoor setting. At the heart of the home, the D’Nook Bespoke kitchen serves as a true focal point. Designed for both everyday living and entertaining, it features a statement island, custom soft-close cabinetry, quartz countertops, real wood finishes, integrated pantry storage, premium appliances, a dedicated breakfast bar, and a discreet appliance garage. The custom cooking area overlooks the brand-new saltwater pool, creating a seamless connection between indoor living and outdoor entertaining. The main living area is anchored by a tailored fireplace finished in hand-troweled brick veneer, complemented by custom built-in cabinetry and architectural lighting that add warmth, texture, and dimension. The approximately 500-square-foot owner’s suite provides a private retreat, complete with direct pool access, a spacious walk-in closet, a custom dual vanity with dedicated USB and electrical connections, and a marble-detailed shower with spa-inspired finishes. Three additional bedrooms provide flexible space for guests, a home office, fitness room, or creative studio. Recent upgrades include a new roof (2026), new custom saltwater pool and deck (2026), custom upgraded tempered windows (2026) , with all new major systems completed in 2026 and more! Residents of Sweetwater Oaks enjoy private Lake Brantley access with boating, tennis, pickleball, volleyball, basketball courts, two playgrounds, an exclusive beach, and clubhouse access. Centrally located just 20 minutes from Downtown Orlando and approximately 40 minutes from Disney and the coast, Wayland Fields delivers a refined Florida lifestyle on a rare oversized homesite.

114 Wayland Circle, Longwood

$1,350,000
5 Beds 6 Baths O6423982 MLS
A FRESH RE-LAUNCH IN SWEETWATER OAKS! Welcome to an exceptional lakefront residence in the highly sought-after Sweetwater Oaks community of Longwood, where thoughtfully designed upgrades, resort-style outdoor living, and direct access to Lake Brantley create a distinctive Central Florida lifestyle. Extensively renovated with over $230,000 in luxury improvements, this impressive residence offers five bedrooms, four full bathrooms, two half bathrooms, a private screened pool and spa, an expansive outdoor kitchen, and a redesigned private dock—all thoughtfully designed for comfortable everyday living and effortless entertaining. At the heart of the home, the open-concept kitchen is surrounded by windows showcasing picturesque pool and lake views while filling the space with natural light. The kitchen features granite countertops, a stone backsplash, stainless steel appliances, a convection oven with glass cooktop, generous cabinetry, and flows seamlessly into the oversized family room highlighted by a classic brick wood-burning fireplace. The expansive primary suite serves as a private retreat with vaulted ceilings, tranquil lake views, French doors opening to the screened pool, and an impressive custom-built walk-in closet with premium organization. The beautifully renovated primary bath features granite countertops, a spacious walk-in shower with rainfall showerhead, and a stunning freestanding soaking tub that creates a true spa-inspired retreat. A private in-law suite offers exceptional flexibility for multigenerational living, extended guests, or a home office. Complete with its own entrance from the driveway, the suite now includes a beautifully finished full bathroom, providing added comfort and privacy. Designed for Florida living, the impressive 40-foot covered lanai overlooks the screened pool, spa, and peaceful lakefront setting. The fully equipped outdoor kitchen includes a built-in grill, vented hood, refrigerator, granite countertops, and serving bar, making it ideal for entertaining. The pool and spa were updated in 2019, and a dedicated pool bath offers convenient access from the outdoor living area. Beyond the lanai, enjoy a redesigned private dock, fire pit, dedicated garden, chicken coop, and enclosed storage for recreational equipment and water toys. Additional improvements include two new A/C systems, providing enhanced comfort and efficiency. Residents of Sweetwater Oaks enjoy private access to Lake Brantley, community parks, playgrounds, tennis and basketball courts, and top-rated Seminole County schools. Conveniently located near Wekiwa Springs State Park, Interstate 4, premier shopping, dining, and entertainment. Experience luxury lakefront living where thoughtful renovations, exceptional outdoor spaces, and timeless design come together in one of Longwood's most desirable communities.

306 N Sweetwater Cove Boulevard, Longwood

$1,388,000
5 Beds 6 Baths TB8522474 MLS
Welcome home to this stunning, fully renovated home sitting on 1.51 acres in the coveted Sweetwater Club neighborhood. The home has been professionally remodeled from top to bottom with marble tile flooring and walls throughout most of the first floor. Pull into the lot by way of the wrap around driveway that leads to a massive three car garage, with extra exterior parking space as well. Upon entry, you'll be greeted by a gorgeous luxury vinyl plank staircase with a luxury glass railing. To your left is the show-stopping kitchen with brushed-gold accents throughout, and new high-end appliances to match. You'll be amazed by the honeycomb-inspired mosaic backsplash and the gorgeous premium light fixtures above the island and in the attached dining room. The kitchen also features a massive walk-in pantry, a smaller bonus pantry, a convenient half bath, and a hidden protracting charging station for all of your wireless needs. From the dining room, step down into the family room with a gorgeous built in electric fireplace that also connects to the expansive living room, both with massive ceiling fans. Also conveniently located on the first floor is a bonus room with an exterior door that's perfect for an office. From there, step into the massive 3 car garage that has also been finished with marble tile flooring. Connected to the garage is the 5th bedroom with exterior access and a full ensuite bathroom, perfect to convert to an in-law suite, or even a gym or tool room. From the living room, step out to the back patio area that is made for entertaining. It has been set up with a bar, wine cooler, built in grill, and a large fan to create the perfect space that is just begging to watch your favorite sports team with friends and family. Then of course is the pool and built in hot tub, a convenient half bath, and also includes a sauna that comfortably accommodates three guests. Upstairs you'll find the four main bedrooms, with two of the guest rooms having full ensuite baths with exterior access to the upstairs patio overlooking the pond. The laundry room is conveniently located upstairs as well, so no worrying about running back and forth downstairs for your laundry duties. The primary bedroom is massive, and includes a built in vanity desk with custom shelving, additional built in shelving, a massive walk in closet, and exterior access to a covered outdoor hallway that connects to the second bedroom. The primary bathroom is truly show-stopping with a massive frameless shower, floating custom vanities, brushed gold hardware, and an architectural wood-slat feature wall creating a true resort-style ambiance. Roof, HVAC and plumbing has been updated and is less than two years old, and the home also features a tankless hot water heater. The septic tank was also cleaned/inspected in September of 2025. Every window and sliding door has been upgraded to double-pane, giving you energy efficient peace of mind that is a must-have in the Florida heat. With designer finishes throughout, luxurious living spaces, and attention to detail from top to bottom, the only thing missing is you! Schedule your private showing today before someone else calls it home.

305 Sweetwater Club Circle, Longwood

$1,695,000
4 Beds 4 Baths O6417257 MLS
Set behind a private gated entrance on over four acres along the shores of Lake Brantley, this exceptional waterfront estate offers a lifestyle that few properties in Central Florida can replicate. Here, mornings begin with coffee overlooking the water as paddleboarders glide across the lake, afternoons are spent boating, waterskiing, kayaking or fishing from your shoreline, and evenings conclude with breathtaking sunsets reflected across one of the region's most sought-after lakes. Encompassing over 3,800 square feet of living space, the residence is designed to keep the lake at the center of daily life. From the moment of entry, sweeping water views immediately capture attention, drawing the eye through the great room and beyond to the shoreline. Vaulted ceilings and expansive windows fill the home with natural light while creating a constant connection to the outdoors. The open-concept floor plan brings family and guests together with effortless flow between the living spaces, dining area and a beautifully appointed kitchen featuring Sub-Zero refrigeration, Wolf gas cooking and generous gathering space. Two primary suites, additional guest bedrooms, three-and-a-half baths and a dedicated game room provide flexibility for everyday living and extended stays with family and friends. Outdoor living is where this property shines. A sprawling brick-paver terrace surrounds the pool, creating multiple spaces for entertaining, relaxing and enjoying panoramic lake views. Beyond, an expansive wooden deck stretches toward the water and private boathouse, inviting spontaneous afternoons on the lake and sunset cruises just moments from home. Designed for serious lake enthusiasts, the boathouse features a 15,000-pound lift capable of accommodating a 24-foot boat along with three dedicated Jet Ski lifts. With over 190 feet of direct Lake Brantley frontage and a side canal, the property offers a level of privacy and waterfront access rarely found. A private beach and summer kitchen centered around a handcrafted tiled pizza oven create the perfect setting for lakeside gatherings long after the sun goes down. Adding to the appeal is a level of freedom increasingly difficult to find. Private well and septic systems, no HOA, a metal roof, double-insulated windows and doors and a whole-house standby generator provide independence, efficiency and peace of mind. Despite its secluded atmosphere, the property remains just minutes from Orlando, major airports, world-renowned attractions and Florida's beaches. Combining acreage, privacy and one of Central Florida's premier lakefront settings, this is more than a home. It is a waterfront lifestyle built around recreation, connection and unforgettable days on the water.

2201 Cove Court, Longwood

$1,250,000
O6404698 MLS
Set along the scenic Wekiva River, these two exceptional, side-by-side waterfront homesites spanning 5.13 acres (Parcel # 7-20-29-300-004A-0000) and 4.64 acres (Parcel # 27-20-29-300-0040-0000) present a rare and compelling opportunity within the prestigious Markham Woods Corridor. Offered individually or together, this unique pairing provides flexibility for a singular private estate or two distinct residences. Offering a refined balance of privacy, natural beauty and long-term value, the properties are surrounded by established multimillion-dollar estates and accessed by paved roads, creating a setting that feels exclusive and effortlessly connected. Both parcels span flood zones X and AE, with the AE portion closer to the river, allowing for thoughtful site planning that maximizes usability and the enjoyment of their serene riverfront setting. Their generous scale and proportions provide an ideal canvas for a custom estate designed to capture tranquil water views while maintaining a heightened sense of seclusion. Zoned A-1, the homesites support a variety of residential possibilities, including construction of a custom single-family residence, while preserving the open, pastoral character that defines this desired corridor. Ideally, within highly regarded school zones and just moments from major roadways, shopping, dining and everyday conveniences, the properties offer a seamless blend of peaceful retreat and modern accessibility. Opportunities of this scale and setting along the Wekiva River are increasingly rare. Whether envisioned as a private sanctuary or a legacy estate, this remarkable offering invites the creation of something exceptional in one of Seminole County’s sought-after enclaves.

Delk Road, Longwood

$2,950,000
5 Beds 6 Baths O6399898 MLS
CRUISING THE WATERWAYS of the MAJESTIC SPRING FED LAKE BRANTLEY await you. Stroll around your sculptured & manicured gardens. Elegant entry features include PORTE-COCHERE. Biltmore GAS LANTERNS, SHUTTERS, BALCONIES & TOWERING tree canopies as you approach this MEDITERRANEAN-RIVIERA style estate.  The cultivated beauty of this "one-owner home". Impressive CUSTOM-BUILT SHOWPLACE is nestled back on a LUSH, PRIVATE ENCLAVE, oversized *4-Acre lot. *Over 1+ acre for residence. WATERFRONT LIVING at its' finest. 4/5 Bedrooms, 5.5 baths, pool home, 3 car garage, porte-cochere, pool/ spa, and dock with BONUS/FLEX space in the basement, perfect for a workout room. Over $380,000+ in updates & renovations. Majestic MAHOGANY entry doors welcome you, and once inside the seamless floor plan is OPEN w/ VOLUMINOUS ceilings (10-foot ceiling throughout, Primary bedroom 12 ft, other rooms 20 ft.). EXPANSIVE living/dining/kitchen/ family rm w/ PANORAMIC, BREATHTAKING WATER, VIEWS that engulf most rooms. SUN DRENCHED lighting pours in as it illuminates the CUSTOM-BUILT with HIGH-QUALITY finishes and fixtures that enhance the architectural elegance. Tongue & Groove Cedar ceilings in fam & breakfast rm, & porch. Interior solid core 4 panel wood doors throughout. Generous use of ST. LOUIS BRICK, WOOD flooring, WROUGHT IRON accents and 2 palatial wood burning fireplaces. EXCITE the CHEF with this dream kitchen while overlooking expansive water views! Create culinary masterpieces in style. An abundance of cabinetry, storage, island, massive dinette and a snack bar. STAINLESS STEEL appliances, GRANITE prep space & HIGH-END fixtures make this functional & impressive. Wet bar w/ GRANITE snack bar/cabinets sit under the upstairs LOFT area. 3-way split bedrooms with private baths, are perfectly situated around the living / family rm and dining space. All the bedrooms are roomy with large closet space; one even has a window seat. All bathrooms are situated near bedrooms which make it perfect for privacy and versatility. Library/ office with solid CHERRY WOOD finishes line the walls & solid wood beamed ceiling can be used for the 5th bedroom or nursery. Regal Master bedroom DOWNSTAIRS, with 12' ceilings, sitting room space & ensuite bath SPA like retreat. MARBLE galore! Step into the Roman tub, or roomy walk-in shower with private atrium. Dual sink cabinets, MARBLE counters & a BIDET and don't forget the enormous walk-in closet. Spiral wood and wrought iron staircase lead to LOFT with additional flex space & bathroom. Peak into the basement for additional BONUS space, with its own bathroom. So many possibles for this area. OPULENT OUTDOOR RESORT living OASIS w/ OUTDOOR KITCHEN, and your own private SANDY BEACH to build your own sand sculptures on. This is the perfect space for entertaining and making memories. Ride the waves, ski or boating & relax & watch the incredible SUNSETS over the lake. Wood dock leads to your private lift & covered space. Brand new Kohler Generator too! Relax and enjoy the ambiance. the sights and sounds of the rippling waters lapping around you and the tranquility of this one-of-a-kind residence. Spend a LAZY afternoon fishing/skiing the 288-acre Lk. with its PRISTINE waters & SANDY BEACH bottom. RELAX with a glass of wine, as you have reserved SUNSET seating as you watch the MOONLIGHT dance the night away. Desirable location that is close to all shopping, major roadways, restaurants and top schools.

1351 N Classic Court, Longwood

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