Known as the upscale Orlando suburb, Longwood is a family-friendly community and a wonderful place to bring up kids. A mere drive away from the beach and from Orlando’s best theme parks and entertainment venues, Longwood attracts many to the Florida real estate market.

Longwood may be the perfect place to live and raise a family! Look below to see all the listings available from the Longwood area, you can also contact us and we'll guide you through the process!

$595,000
4 Beds 2 Baths Sweetwater Oaks Sec 18 SubDv. 32779 Zip Code
Welcome to Riverbend Boulevard, where spacious living, thoughtful updates, and the sought-after Sweetwater Oaks lifestyle come together. Residents enjoy private access to skiable Lake Brantley, including the community’s private beach and boat ramp—perfect for boating, paddleboarding, fishing, or simply enjoying life by the water. Inside, this four-bedroom, two-bath home offers a versatile split-bedroom floor plan with generously sized living spaces and vaulted ceilings. Updated luxury vinyl plank flooring flows throughout all four bedrooms and the formal living and dining rooms, creating a fresh, cohesive feel. The expansive living room provides the flexibility to serve as an office, playroom, or additional gathering space, while the dining room offers plenty of room for entertaining. At the heart of the home, the inviting family room features soaring vaulted ceilings and a striking stone fireplace that brings warmth and character to the space. The kitchen offers abundant cabinetry, casual dining space, and all-new stainless steel appliances. The spacious primary suite easily accommodates a king-size bed, while three additional bedrooms are conveniently located near the beautifully remodeled guest bathroom. A generous sunroom extends the home’s living space and opens to the private backyard, where an oversized pool creates the perfect setting for swimming, entertaining, and enjoying Florida’s year-round sunshine. The pool was resurfaced in 2022. Major improvements provide added confidence and convenience, including a 2022 roof, 2024 air-conditioning system, updated electrical panels, Pella replacement windows throughout, and a new garage door and opener. Sweetwater Oaks is known for its tree-lined streets, established natural beauty, sought-after schools, and exceptional private amenities. In addition to Lake Brantley access, residents enjoy tennis and pickleball courts, basketball courts, playgrounds, covered pavilions, volleyball, a fishing dock, soccer and baseball fields, community center, and private access to the Wekiva River for canoeing, kayaking, and paddleboarding. With its flexible floor plan, oversized pool, extensive improvements, and exceptional community lifestyle, Riverbend Boulevard is ready to welcome its next owners home.

734 Riverbend Boulevard, Longwood

$798,911
4 Beds 2 Baths Sweetwater Oaks Sec 05 SubDv. 32779 Zip Code
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

$769,900
5 Beds 3 Baths Sweetwater Oaks SubDv. 32779 Zip Code
Welcome to this luxurious Sweetwater Oaks 5 bedroom, 3 bath pool home with BRAND NEW ROOF, in the desirable Wekiva area of Longwood. This spacious home offers a wonderful blend of comfort and functionality. The family room features a cozy fireplace and overlooks the pool. A formal living room and dining room provide elegance for entertaining while the kitchen and breakfast area provide casual dining options for everyday living. The kitchen is well-appointed with double KitchenAid ovens, stainless steel appliances and exotic granite countertops. A relaxing morning room flows off the kitchen/breakfast area with French doors opening to the pool. With five generously sized bedrooms and three full bathrooms, two of which are Master Suites, there is plenty of room for family, guests and a home office. The primary Master Suite presents a beautiful view of the pool and features a jetted spa tub for a private retreat-like atmosphere. Plush carpet adds comfort to all the bedrooms. Step outside to enjoy your private pool with diving board and create the ideal Florida lifestyle. This lovely well maintained custom built home by Gallimore Builders of Winter Park has lots of extras like light controls at the bed for convenience. Live where daily life feels like a vacation. Enjoy instant access to the emerald pools of Wekiva Springs State Park for swimming and snorkeling. Just minutes away from the river beach,volleyball, live music and food at Wekiva Island. Easy access to 1-4 and 429 to take you to all the theme parks, shopping and restaurants. Welcome home! Claim your paradise, it is the upscale, nature steeped lifestyle you've been dreaming of!

107 Elderberry Lane, Longwood

$798,000
4 Beds 2 Baths Sweetwater Oaks Sec 18 SubDv. 32779 Zip Code
A RARE WATERFRONT GEM IN SWEETWATER! Completely renovated and beautifully appointed, this exceptional canal-front residence offers a rare combination of luxury, privacy, recreation and an enviable waterfront lifestyle. Nestled in one of Longwood’s most highly sought-after neighborhoods and zoned for A-rated schools, this remarkable corner-lot home is truly one of those special properties that rarely comes to market. From the moment you enter, the home’s architectural character is unmistakable. Soaring cathedral/vaulted ceilings, beautiful wood beams, a brick fireplace and skylights throughout create an inviting sense of volume and fill the living spaces with natural light. Expansive sliding glass doors from both the living room and primary suite open to the pool and tranquil canal beyond, creating effortless indoor-outdoor living and beautiful water views. The completely renovated interior showcases a sophisticated blend of quality finishes and timeless design. The gourmet kitchen features quartz countertops, upgraded cabinetry with detailed molding and glass-front accents, complemented by beautiful wood-look tile flooring and crown molding throughout the home. The luxurious primary suite features a beautifully renovated bathroom with granite double vanities, a tasteful glass-enclosed shower with a rain showerhead, and a separate jacuzzi-style garden tub, creating a relaxing private retreat. The lifestyle extends well beyond the property. Residents enjoy private, neighborhood access to Riverbend Park, the Wekiva River, offering opportunities for kayaking, fishing and other outdoor recreation, along with access to Sweetwater Beach and Lake Brantley for boating, fishing, swimming and water activities. Completely renovated. Canal front. Private pool. Exceptional architectural character. Luxury finishes. A-rated schools. Unparalleled recreational access. This is far more than a home—it is a rare opportunity to experience an exceptional waterfront lifestyle in one of Longwood’s most desirable communities. Schedule a private showing!

807 Riverbend Boulevard, Longwood

$675,000
4 Beds 2 Baths Sweetwater Oaks SubDv. 32779 Zip Code
Welcome to 215 Palmetto Concourse in the beautiful and amenity full Sweetwater Oaks community!! The home is in a fantastic location, just a few doors away from the lake park and the incredible Sweetwater Beach, how fun and relaxing??? This great 2868 square foot 4 bedroom, 2 bathroom split bedroom home has a great floor plan and has been redone very nicely, this home is ready to move in!! The long lasting roof was replaced in 2021, the two full size heating and air conditioning systems were installed in 2023!! The beautiful flooring is timeless and durable, new 5 inch baseboards, updated bathrooms, the popcorn ceilings have been removed, new interior paint, new pool pump and filter and more! The floorplan is split bedroom, the nice and bright bonus room is full air conditioned and ready for fun and excitement, the utility room is enormous and will serve you well as a pantry/craft space/butler's pantry/storage room! The home is also in close proximity to the local and highly rated and regarded Sabal Point Elementary School!! Come home and enjoy all the unique and wonderful Sweetwater Oaks amenities!! These amenities include access to Sweetwater Beach at Lake Brantley which offers a beautiful park and beach as well as a covered pavilion for gatherings, boating, water skiing, fishing, sailing, kayaking and fun! Eight tennis courts, 8 pickle ball courts, sand volleyball at Sweetwater Beach (right down the street), many parks, multiple playgrounds, a beautiful community center and many community events for everyone!! Access to the Wekiva River is right down the street at Riverbend Park, enjoy soccer, baseball, kayaking, canoeing, fishing, the picnic and party pavilion, or nature walks and much more! The schools are the best in the area; Sabal Point Elementary School, Rock Lake Middle School and nationally ranked and highly regarded Lake Brantley High School!! The location, quality and condition are right, call today to see this great home!!

215 Palmetto Concourse, Longwood

$500,000
4 Beds 2 Baths Sweetwater Oaks Sec 06 SubDv. 32779 Zip Code
Virtually Staged. Buyer's financing fell through...their loss is your opportunity to live in this sought after community and make this house your home! Welcome Home to Sweetwater Oaks – Where Family Memories Are Made. Nestled in the heart of Longwood's beloved Sweetwater Oaks community, this 4-bedroom, 2-bathroom home gives your family 2,033 square feet of comfortable living space. With no rear neighbors and a peaceful conservation area just beyond the fence line, you'll enjoy privacy and quiet mornings. The screened-in pool means safe, bug-free fun all year long — perfect for weekend swim days, birthday parties, or just cooling off after school. And with a functional 4-bedroom floor plan, there's room for everyone to spread out. What truly makes this neighborhood special is the lifestyle it offers growing families: A private boat ramp on Lake Brantley – perfect for family boat days, fishing trips, or teaching the kids to water ski Canoe and kayak access to the Wekiva River – explore one of Florida's most beautiful natural waterways together as a family Community parks – close by for playdates, picnics, and evening walks Tennis courts – get the whole family active without leaving the neighborhood Sweetwater Oaks isn't just a place to live — it's a community where kids grow up making memories on the water, in the parks, and in each other's backyards. It's the kind of neighborhood families put down roots in for good. Come see for yourself why so many Sweetwater Oaks families never leave. Schedule your private showing today.

211 Hickory Drive, Longwood

$699,000
4 Beds 4 Baths Sweetwater Oaks Sec 04 SubDv. 32779 Zip Code
Virtually Staged. PRICE REDUCTION! This 4 bedroom, 3.5 bathroom pool home is the kind of home that makes outdoor lovers feel like they finally found their place. Set on over half an acre with peaceful pond frontage and wide-open water views, this property delivers the serenity of lake living with the convenience of Seminole County’s most coveted amenities. Whether your ideal afternoon is launching a boat, paddling the Wekiva River, or unwinding while deer stroll through the yard, this address puts nature at your doorstep. The home has been thoughtfully updated to support a low-maintenance lifestyle. Fresh 2025 interior and exterior paint, a newer roof 2022, upgraded windows and doors installed in 2024, and a paver driveway and pool deck added in 2020 create a clean, modern feel. Inside, newer appliances and a 2019 AC system support comfort year-round. Two master suites provide flexibility, including the option for a mother-in-law suite or multi-generational living. A massive picture window frames the water perfectly, giving the living spaces a tranquil, postcard-worthy backdrop. Your oversized pool comes heated, with a pool heater installed 2024. The neighborhood is a rare gem for active residents. Enjoy three community parks, private Wekiva River access, members-only Lake Brantley beach and boat ramp, and more than ten tennis and pickleball courts. With Wekiva Springs State Park just moments away, adventure comes standard. For buyers who crave space, privacy, and a lifestyle built around the outdoors, this home is the invitation you have been waiting for.

204 Blue Lake Drive, Longwood

$930,000
5 Beds 3 Baths Sweetwater Oaks Sec 07 SubDv. 32779 Zip Code
Short Sale. Motivated Seller! Welcome to this beautiful WATERFRONT 5 Bed/ 3Bath Home with NEW ROOF (2025) and at 1.26 Acre Lot on Sweatwater Creek. With close to 6500 square footage, this house provide spacious and comfortable living space. House also features separate dining room, extra office/flex room, and upstair loft. Car garage can fit in around 6 cars and Circular paver driveway provide plenty of space for parking and easy access to the main road. This house features a lot of luxury custom designs, especially in kitchen and ding areas. The state-of-the-art kitchen has been completely remodeled with all new custom cabinets and fully equipped with all Viking, high-end stainless-steel appliances, including a professional 6 burner gas cook top with double ovens, a professional series hood, an additional wall oven, 2 dishwashers, a wine refrigerator, microwave and two sub-zero refrigerators. Dining room that overlook the screen swimming pool and backyard is stunning with all custom cabinets and solid stone counter table. Dive in the extra long swimming pool and relax and cool with friend and family in summer heat or spend quality time at the spacious outdoor living area with peaceful water views of the natural creek and landscaping. This breathtaking home is nested in sought-after Sweetwater Community that has access to a community dock, playground, tennis courts and beautiful Lake Brantley. Make this beautiful home yours. Schedule a private showing today and make this beautiful home your new residence... Matterport 3D tour are available on Zillow and MLS for virtual tour and provide room measurements.

201 S Sweetwater Cove Boulevard, Longwood

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