Longwood Real Estate

Longwood Real Estate

Welcome to Longwood, Florida—a hidden gem in Seminole County that combines the charm of small-town living with the conveniences of modern life. Nestled just north of Orlando, Longwood offers residents a serene environment surrounded by lush landscapes and tranquil lakes, making it an ideal place for families, professionals, and retirees alike.

Longwood is rich in history, with its roots dating back to the 1800s. Today, it boasts a vibrant community that celebrates its heritage through various local events and festivals. The picturesque downtown area is lined with quaint shops, delightful cafes, and a variety of dining options, ensuring that there’s always something to explore. The Longwood Historic District features beautiful architecture and is a testament to the city’s storied past.

For outdoor enthusiasts, Longwood is a paradise. With numerous parks, including the expansive Candyland Park and the scenic Lake Mary Jane, residents can enjoy picnics, hiking, and recreational activities year-round. The city is also conveniently located near the stunning Wekiva River, perfect for kayaking and nature walks.

Families will find that Longwood is served by excellent schools and a strong sense of community, making it an ideal place to raise children. The city also offers easy access to major highways, allowing for quick commutes to nearby Orlando and its world-famous attractions.

Whether you’re looking to buy your first home, relocate, or invest in a property, Longwood has something for everyone. Discover the charm and warmth of this beautiful city—your new home awaits!

Newest Listings in Longwood

3 Beds ⋅ 3 Baths ⋅ The Landings SubDv. ⋅ 32750 Zip Code

Welcome to lakefront living in The Landings, a gated community in the heart of historic Longwood! This desirable Edgewater model offers 3 bedrooms, 2.5 baths, and a thoughtfully designed split floor plan. The home features an updated kitchen and comfortable living spaces complemented by beautiful lake views. Step outside to the updated rear deck featuring low-maintenance Trex decking, an ideal spot for relaxing, entertaining, or simply enjoying the peaceful waterfront setting. Recent improvements include two new patio doors in 2025, a refrigerator in 2026, a garbage disposal in 2023, exterior paint in 2026, and a new roof in 2024. The Landings offers wonderful community amenities including a swimming pool, tennis and pickleball courts, plus jogging and biking trails—all with low HOA fees. Enjoy the privacy of a gated community while being conveniently located close to shopping, dining, parks, and major roadways. A wonderful opportunity to enjoy lakefront living and an active lifestyle in historic Longwood!

624 Fallsmead Circle, Longwood

3 Beds ⋅ 3 Baths ⋅ Meusers Sub SubDv. ⋅ 32750 Zip Code

CASH COW | This versatile property offers a unique opportunity to receive 3 rental incomes | either a high-cash-flow investment or conversion into a spacious 4-bedroom, 3-bathroom single-family home. Featuring an open floor plan, independent entrances for maximum privacy, modern tile flooring, and bright living spaces, it is perfect for an investor seeking high returns or a homeowner looking to offset their mortgage with rental income. Some of the pictures have been virtually enhanced.

520 E Magnolia Avenue, Longwood

3 Beds ⋅ 2 Baths ⋅ Lake Vista At Shadowbay SubDv. ⋅ 32779 Zip Code

Welcome Home to this beautifully maintained three bedroom, two bathroom home with a spacious two car garage, nestled in the sought-after Lake Vista at Shadowbay, a desirable lakefront community offering an exceptional Central Florida lifestyle. From the moment you step inside, you'll appreciate the home's open, airy design, abundant natural light, and soaring vaulted ceilings. Rich wood flooring and tile flow throughout, complemented by unique architectural details and thoughtfully designed built-in niches that add warmth, character, and charm. The home offers a wonderful blend of formal and casual living spaces, including an elegant dining room, inviting living room, and additional flexible areas that seamlessly connect throughout the home. Whether you're hosting friends, enjoying family time, or simply relaxing at the end of the day, this thoughtfully designed floor plan offers both comfort and versatility. But the true showstopper may be waiting just outside. Step into the oversized, tranquil screened-in lanai, where vaulted ceilings create an expansive outdoor retreat. Two wood ceiling fans, each featuring three lighting options and remote controls, allow you to create just the right atmosphere for any occasion. With plenty of space for outdoor dining, entertaining, or simply unwinding, this peaceful setting overlooks a beautiful wooded conservation area and serene pond, creating a private backdrop you'll enjoy year-round. And then there's the lifestyle. Located in the lakefront community of Shadowbay, residents enjoy private access to the highly desirable Ski Lake Brantley, along with community amenities including a tennis court, boat ramp, and more. Whether you're looking to spend the day on the water, enjoy outdoor recreation, entertain friends, or simply take in the peaceful surroundings, this community offers something truly special. Conveniently located near top-rated Seminole County schools, shopping, dining, major roadways, and everything Longwood and Central Florida have to offer, this home perfectly combines comfort, convenience, and an exceptional location. Best of all, there is NO HOA and NO restrictions, providing a level of freedom and flexibility that's becoming increasingly difficult to find. This is more than a house—it's an opportunity to enjoy a peaceful home, beautiful outdoor living, and the sought-after Florida lake lifestyle all in one remarkable setting. Don't miss your opportunity to make this wonderful home your own. Schedule your private showing today and come experience the lifestyle of Lake Vista at Shadowbay for yourself!

322 N Shadowbay Boulevard, Longwood

4 Beds ⋅ 2 Baths ⋅ Sweetwater Oaks Sec 11 SubDv. ⋅ 32779 Zip Code

Welcome to Sweetwater Oaks—one of Central Florida’s most sought-after communities, where beautiful natural surroundings, outstanding amenities and highly desirable schools come together. Situated on a gorgeous .49-acre conservation-front lot with mature live oaks and a private nature preserve behind the home, this 4-bedroom, 2-bath pool home offers an exceptional opportunity to create something truly special. Inside, the spacious family room immediately draws you in with its soaring ceiling, beautiful wood beams and striking rock fireplace with hearth—a true focal point and wonderful gathering space. The home offers 2,084 square feet under air, a two-car garage and a functional floor plan with plenty of room to make it your own. For buyers looking beyond cosmetic updates, the big-ticket items have already been addressed. The roof was replaced in 2019, along with the A/C and water heater. Plumbing was updated in the early 2000s, the electrical panel and all outlets were replaced in 2023, and the main water supply was replaced in 2024. These improvements provide an excellent foundation for someone ready to add their own personal style and cosmetic touches. Step outside and the setting is what truly sets this property apart. Enjoy the screened-in pool and expansive backyard while taking in the peaceful views of the nature preserve behind you. The mature live oaks in the front yard add to the character and timeless appeal that makes Sweetwater Oaks so special. And then there’s the lifestyle. Sweetwater Oaks residents enjoy deeded access to beautiful Lake Brantley and the Wekiva River, along with tennis and pickleball courts, clubhouse, parks, playgrounds and other community amenities. Add in the highly sought-after schools—Sabal Point Elementary, Rock Lake Middle and Lake Brantley High—and it’s easy to see why this neighborhood remains so desirable. The interior is ready for cosmetic updating, making this an exciting opportunity for a buyer looking for an entry point into Sweetwater Oaks, an investor seeking a strong location, or anyone ready to transform a home and make it their own. Homes with this combination of acreage, conservation, pool, location and amenities are not easy to find. Come see the possibilities!

204 Riverbend Boulevard, Longwood

Meredith Manor Nob Hill Sec Rep Of Blk C SubDv. ⋅ 32779 Zip Code

FOR SALE / FOR LEASE Major Road Access and Frontage Almost 100 feet of frontage along SR-434 with over 40,000 Annual Average Daily Traffic count through the area. Free-Standing Office Building Well maintained office building with existing medical buildout including waiting and reception, private exam rooms, open training room and 2 restrooms. Convenient Access to I-4 Minutes to highway access and SR436 make commuting a breeze to and from the office.

2711 W State Road 434, Longwood

4 Beds ⋅ 4 Baths ⋅ Knollwood 2nd Add SubDv. ⋅ 32750 Zip Code

This magnificent home rests on 3/4 of an acre in the much desired community of Knollwood in Longwood. Close to shopping, dining, I-4 access and yet maintains a quiet and peaceful atmosphere. Large and spacious is definitely the key to this house. It boasts 4 bedrooms, 2 full baths and 2 half baths. The kitchen is a cooks delight. Cabinets and storage for everything! The gas fireplace adds true warmth to the family room, a place for family & friends to gather. Step out into your large patio, perfect for entertaining and then out to your oversized pool. A dream home to make memories that will last forever.

1550 Warwick Place, Longwood

2 Beds ⋅ 3 Baths ⋅ Clubside At Sabal Point A Condo SubDv. ⋅ 32779 Zip Code

Beautifully updated first-floor 2-bedroom, 2.5-bath condo in the desirable Clubside at Sabal Point community, ideally located in the Wekiva Springs area of Longwood! This spacious split-bedroom floor plan features TWO oversized primary suites, each offering a private bath, large walk-in closet, additional vanity, and linen closet—perfect for comfortable living, roommates, guests, or a home office arrangement. The open-concept living and dining area provides an abundance of living space and flows seamlessly to a large screened-in patio, creating the perfect spot to relax or entertain. The spacious kitchen offers plenty of cabinet and counter space, an eat-in area, pantry, additional storage shelving, and convenient storage near the entry. Recent updates include beautiful hardwood-style flooring in both bedrooms, new bathroom vanities, and tile flooring in the bathrooms. The main living areas feature easy-care tile flooring, and there is no carpet in the home. A convenient half bath is located near the entry for guests, while the oversized utility room provides additional storage and laundry space. Clubside at Sabal Point offers an excellent array of amenities, including a community pool, clubhouse, fitness center, tennis courts, and car wash area. Enjoy an unbeatable Longwood location just off Wekiva Springs Road and close to Wekiva Springs, Publix, shopping, restaurants, entertainment, and major roadways including I-4. Located in the sought-after Sabal Point area, this condo combines spacious living, desirable updates, and a fantastic location. A great opportunity for a homeowner or investor looking for a spacious, move-in-ready condo in one of Longwood's most convenient areas. Schedule your showing today!

8105 Olympia Ct, Longwood

4 Beds ⋅ 4 Baths ⋅ Longwood Club SubDv. ⋅ 32750 Zip Code

Tucked inside the gated Longwood Club community, this single-story 4-bedroom, 3.5-bath pool home delivers the kind of Florida living that makes staying home feel like the better plan. Step inside to soaring ceilings, an open, easy-flowing layout and generous living spaces designed to move effortlessly from quiet mornings to a house full of people. At the center of it all, the kitchen opens to the main living areas with stone countertops, abundant cabinetry and plenty of room to gather, snack, pour a drink and linger. Multiple living and dining spaces give you flexibility to create the home around the way you live, movie nights, dinner parties, a work-from-home setup or all of the above. A split-bedroom floor plan adds privacy, while high ceilings, crown molding and oversized windows keep the home feeling bright and airy. Sliding doors pull the indoors out to a large screened lanai and sparkling in-ground pool, creating a private gathering spot made for sunny afternoons, evening swims and weekends that require absolutely nowhere else to be. The fenced backyard adds another layer of privacy, while the screen enclosure means you can enjoy the outdoor space practically year-round. Set on a cul-de-sac street inside an intimate gated community with a park and playground, this home gives you a little separation from the outside world without sacrificing convenience.

966 Longwood Club Place, Longwood

3 Beds ⋅ 3 Baths ⋅ Knollwood 2nd Add SubDv. ⋅ 32750 Zip Code

Welcome to 1678 Kingston Road, Longwood, a spacious 3-bedroom, 2.5-bath pool home situated on an impressive 1-acre homesite, offering room to spread out both inside and out. From the moment you arrive, the home makes a statement with its expansive single-story design, stone-accented exterior, double entry doors, mature landscaping, and inviting front approach. Inside, warm wood flooring, crown molding, architectural archways, and abundant natural light create a welcoming atmosphere. The versatile floor plan offers multiple living and entertaining spaces, including a spacious family room with direct access to the pool area, a separate dining space highlighted by a wood accent wall and distinctive lighting, and an additional living area featuring vaulted ceilings, exposed wood beams, rich wood-paneled walls, and a dramatic floor-to-ceiling stone fireplace. The kitchen serves as the heart of the home with extensive cabinetry, generous counter space, under-cabinet lighting, a large butcher-block-style breakfast bar, pendant lighting, and views toward the outdoor living area. Multiple sets of French doors provide an easy connection between the interior and the covered lanai. The bedrooms offer comfortable proportions and flexibility for family, guests, or home-office space. The bathrooms include updated touches, with one showcasing a modern wood vanity, vessel sink, quartz-style countertop, matte-fixtures, contemporary mirror, and striking blue tile accent wall. Step outside and enjoy the Florida lifestyle with an expansive covered lanai and screened swimming pool, providing plenty of space for entertaining, relaxing, outdoor dining, or watching the game. Beyond the pool enclosure, the 1-acre property delivers a rare amount of outdoor space and privacy. With its combination of character, multiple living spaces, fireplace, wood flooring, screened pool, oversized outdoor living area, and exceptional homesite, 1678 Kingston Road offers the space and flexibility to create something truly special in Longwood.

1678 Kingston Road, Longwood

5 Beds ⋅ 5 Baths ⋅ Lake Brantley Club Ph 1 SubDv. ⋅ 32779 Zip Code

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

Wildmere SubDv. ⋅ 32750 Zip Code

Turnkey, established salon business in the prime location. Sale includes all salon equipment and furnishings, providing a seamless transition for new ownership. The salon currently generates immediate rental income from 8 established booth renters and features 14 styling stations, offering additional growth potential. Fully equipped, staffed, and operational with no costly build-out or startup expenses. An excellent opportunity for salon owners, beauty professionals, or investors seeking an established business with built-in income and room to expand.

Longwood

3 Beds ⋅ 2 Baths ⋅ Wekiva Hunt Club 1 Fox Hunt Sec 1 SubDv. ⋅ 32779 Zip Code

Welcome to 105 E Wyndham Ct, Longwood, FL 32779, a 3-bedroom, 2-bath pool home in Wekiva offering comfortable living, flexible space, and outstanding access to some of the community’s best amenities. A standout feature is the Premium PAC-CLAD Standing Seam Aluminum Metal Roof, replaced in 2021 and built for durability and Florida weather. This premium roofing system features reinforced perimeter and corner fastening with double-lock pressure clips for added strength in critical roof areas. Aluminum also offers excellent corrosion resistance, low maintenance, and long-term durability. Inside, the versatile floor plan offers multiple living and gathering spaces filled with natural light. The kitchen features abundant wood cabinetry, generous counter space, stainless steel appliances, tile backsplash, and easy access to the surrounding dining and living areas. Additional flex space creates options for a home office, den, hobby room, or secondary sitting area. Step outside and enjoy the Florida lifestyle with an expansive outdoor entertaining area overlooking the screen-enclosed swimming pool. Multiple covered spaces provide room for dining, relaxing, and entertaining, while the patio is also set up with a large projection screen and projector—perfect for movie nights, sports, and outdoor gatherings. Beyond the pool enclosure, the fully fenced backyard offers additional green space and a dedicated firepit area. The location is just as appealing. Enjoy direct access to approximately 26 miles of walking trails throughout Wekiva, including trails surrounding the Wekiva Golf Course. The community also offers two parks and a community center, plus outstanding proximity to Wekiva Golf Club, Wekiva Island, and Wekiwa Springs State Park. Publix, local parks, dining, shopping, and major roadways are also conveniently nearby. With its 2021 PAC-CLAD aluminum standing seam roof, private screened pool, outdoor theater setup, spacious covered patio, fenced backyard, flexible interior layout, and incredible Wekiva location, this home brings together the features Florida buyers are looking for.

105 E Wyndham Court, Longwood

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