Longwood Real Estate

Longwood Real Estate

Welcome to Longwood, Florida – a hidden gem nestled in the heart of Seminole County! This charming city, known for its lush landscapes and friendly atmosphere, offers a perfect blend of suburban tranquility and urban convenience. With its rich history dating back to the late 1800s, Longwood has evolved into a vibrant community that appeals to families, professionals, and retirees alike.

Longwood boasts a variety of parks and recreational facilities, making it an ideal locale for outdoor enthusiasts. The beautiful Wekiwa Springs State Park is just a stone's throw away, offering stunning natural springs, hiking trails, and opportunities for kayaking and canoeing. The city also features a number of well-maintained parks, perfect for picnics, sports, and family gatherings.

Culture thrives in Longwood, with a variety of local events and festivals that bring the community together. The historic downtown area is home to charming shops, delightful eateries, and a welcoming atmosphere that encourages leisurely strolls. The Longwood Historic District showcases beautiful architecture and offers a glimpse into the city’s past.

Convenience is key in Longwood, with easy access to major highways and proximity to larger metropolitan areas like Orlando. Residents enjoy a peaceful suburban lifestyle while still being just a short drive away from world-class entertainment, shopping, and dining.

In Longwood, you’ll find not just a place to live, but a place to thrive. Whether you’re drawn to its natural beauty, community spirit, or convenient location, Longwood is ready to welcome you home!

Newest Listings in Longwood

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

Welcome to Clubside at Sabal Pointe! This inviting ground-floor condo offers a spacious and functional 2 bedrooms, 2/1 bathrooms floor plan in the desirable Wekiva Springs area of Longwood. The thoughtfully designed layout provides comfortable living spaces and the added convenience of having both bedrooms generously sized, offering excellent flexibility for homeowners, guests, or a home office. Step inside to a welcoming foyer that leads into the main living areas, creating an easy flow throughout the home. The open and comfortable layout provides plenty of room for both everyday living and entertaining. The kitchen offers convenient functionality and connects naturally with the surrounding living spaces, making it easy to stay connected while preparing meals or enjoying time with family and friends. The property also features a spacious screened-in patio, offering a private outdoor area where you can unwind, enjoy your morning coffee, or relax at the end of the day. The two-bedroom layout provides versatility and privacy, making this condo an appealing option for a variety of lifestyles. The ground-floor location adds everyday convenience and easy access without the need for stairs. With its combination of comfortable interior spaces, a private screened patio, and a desirable location, this property offers an excellent opportunity to enjoy the Central Florida lifestyle. Located in the Wekiva Springs area of Longwood, Clubside at Sabal Pointe offers convenient access to the surrounding area while providing a comfortable residential setting. Whether you're looking for a place to call home, a second residence, or an investment opportunity, this condo is worth a closer look. Don't miss the opportunity to see what this property has to offer. Schedule your private showing today and experience the space, layout, and convenience of this Clubside at Sabal Pointe condo for yourself!

5104 Clubside Drive Unit 5104, Longwood

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

This 2-bedroom, 2-bathroom condominium in the gated Residences at Sabal Point offers a thoughtfully designed split-bedroom layout, generous living areas, and plenty of natural light throughout. The main living area is open and bright, with multiple windows bringing in natural light and plenty of flexibility for arranging both living and dining spaces. A glass door provides access to the covered outdoor balcony overlooking the community’s mature trees and landscaping. The kitchen opens to the living area through a breakfast bar and features granite countertops, ample cabinetry, stainless steel appliances, a double-basin sink, and plenty of workspace. A dedicated laundry room is conveniently located just off the kitchen, adding valuable storage and everyday functionality. The split-bedroom floor plan provides added privacy, with the primary suite positioned separately from the second bedroom. The primary bedroom includes a walk-in closet and private bathroom with a long granite-topped dual-sink vanity and tub/shower combination. The second bedroom is located near the additional full bathroom, creating a comfortable setup for guests or additional household members. Additional features include multiple interior storage closets, ceiling fans, and a single-level interior layout. The covered balcony provides an additional outdoor space to relax while enjoying the surrounding mature trees and landscaping. Residents of this gated community have access to a variety of amenities, including a waterfront community pool, clubhouse, fitness center, tennis courts, playground, and outdoor gathering areas. With a split-bedroom design, private outdoor space, and an amenity-filled community setting, this Longwood condo offers a comfortable combination of privacy, functionality, and convenience.

404 Summit Ridge Place Unit 212, Longwood

3 Beds ⋅ 2 Baths ⋅ Wekiva Hills Sec 01 SubDv. ⋅ 32779 Zip Code

Welcome to this move-in ready 3 bedroom, 2 bathroom home in Longwood, offering a great combination of comfort, character, outdoor living, and a convenient Central Florida location. Inside, the spacious family room immediately stands out with cathedral ceilings and a wood-burning fireplace, creating a warm and inviting space for everyday living and entertaining. One of the best features of the home is the screened back porch, complete with a ceiling fan and patio furniture that stays with the home. It’s the perfect extension of the living space for morning coffee, relaxing in the evenings, or entertaining while overlooking the nicely fenced backyard. The home also comes with some great extras, including a 90-inch TV in the TV room, a 52-inch TV on the back porch, and the TV in the office. The neighborhood offers even more to enjoy with a low HOA fee and a community park, playground, and small fishing lake within walking distance. And when location matters, this one delivers. You’ll be conveniently located near I-4 with easy access to Orlando, shopping, dining, and everything Central Florida has to offer. With its cathedral ceilings, fireplace, screened outdoor living space, fenced backyard, included furniture and TVs, and desirable Longwood location, this home has plenty to offer and is ready for its next owner. Schedule your private showing and come see it for yourself!

207 Harrogate Place, Longwood

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

Virtually Staged. 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! OBTW: no Flood Insurance; we have the Certificate.

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

5 Beds ⋅ 6 Baths ⋅ Sweetwater Club Unit 2 SubDv. ⋅ 32779 Zip Code

Welcome to this impressive estate in the exclusive, guard-gated Sweetwater Club community. Situated on approximately 1.4 acres, this 7,231-square-foot residence offers grand-scale living, beautifully updated interiors, generous outdoor spaces, and remarkable privacy. A dramatic two-story foyer sets the tone with soaring ceilings, floating dual staircases, abundant natural light, and elegant architectural details. Throughout the home, you’ll find substantial crown molding, custom baseboards, solid wood doors, beautifully renovated baths, custom cabinetry, designer lighting, and thoughtfully selected finishes. The chef-inspired gourmet kitchen is truly the heart of the home, featuring rich custom cabinetry, expansive granite countertops, premium stainless-steel appliances, a custom wood vent enclosure, exposed ceiling beams, and an impressive oversized center island complemented by a second island with generous bar seating. The open layout flows effortlessly into adjoining living and dining areas, creating a wonderful setting for both everyday living and larger gatherings. The spacious primary suite is a private retreat featuring its own sitting room, fireplace, and outdoor balcony—a peaceful space to relax and unwind. Adding tremendous versatility is a large game room that can also serve as an in-law or guest suite, complete with a bedroom and full bathroom, providing an ideal arrangement for extended family or overnight guests. One of the home’s most distinctive features is the private whiskey cellar, offering a unique space for displaying a collection and gathering with family and friends. Outdoors, mature landscaping and expansive grounds create a private, resort-like atmosphere. Enjoy the pool, spacious patio areas, fire-pit gathering space, and lush backyard, with plenty of room to take advantage of Florida’s indoor-outdoor lifestyle. A rare four-car garage provides ample room for vehicles, storage, or a car collection. Beyond the property, Sweetwater Club offers pickleball courts and a beautiful park-like setting with inviting areas for community gatherings, adding to the neighborhood’s distinctive lifestyle and sense of community. With its impressive scale, flexible living spaces, distinctive amenities, privacy, and highly desirable Sweetwater Club location, this beautifully appointed estate presents a rare opportunity to enjoy luxury living with space to gather, relax, and entertain.

1303 Sweetwater Club Boulevard, 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

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