Longwood Real Estate

Longwood Real Estate

Welcome to Longwood, Florida – a hidden gem nestled in the heart of Seminole County! This charming city, just a stone's throw away from the bustling Orlando metropolitan area, offers a perfect blend of suburban tranquility and urban convenience. With its lush landscapes, friendly neighborhoods, and a rich history dating back to the 1800s, Longwood is an ideal place for families, retirees, and everyone in between.

Longwood boasts a vibrant community spirit, reflected in its numerous parks and recreational facilities. The picturesque Reiter Park, with its walking trails, playgrounds, and sports fields, provides a perfect setting for family outings and community events. The city is also home to the historic Longwood Historic District, where you can stroll past beautifully preserved buildings that tell the story of the area’s past.

For those who appreciate the arts, Longwood offers a variety of cultural activities, including local festivals and art shows that showcase the talents of its residents. The proximity to major highways and the SunRail commuter train makes commuting to nearby cities a breeze, while the beautiful natural surroundings provide ample opportunities for outdoor adventures, from hiking to fishing.

Longwood is also known for its excellent schools and family-friendly atmosphere, making it a desirable location for those looking to settle down. With a diverse range of housing options, from cozy single-family homes to modern townhouses, Longwood has something for everyone. Come explore Longwood, where community, culture, and comfort come together to create a truly welcoming environment!

Newest Listings in Longwood

5 Beds ⋅ 4 Baths ⋅ Acreage & Unrec SubDv. ⋅ 32779 Zip Code

Virtually Staged. ONE-OF-A-KIND ESTATE ON NEARLY AN ACRE | ATTACHED IN-LAW SUITE + DETACHED 2-BEDROOM GUEST HOUSE | ZONED AGRICULTURAL | NO HOA Nestled on nearly an acre in the coveted Markham Woods corridor, this exceptional estate offers luxury, privacy, and unmatched flexibility. Featuring a FULLY RENOVATED MAIN RESIDENCE, an ATTACHED PRIVATE IN-LAW SUITE, and a DETACHED 2-BEDROOM GUEST HOME, this property is ideal for adult children living at home, extended guests, multi-purpose living, a home office, or hobby space. With NO HOA, you'll also enjoy the freedom to park your RV, boat, ATV, trailer, or other recreational vehicles right on your property. The MAIN RESIDENCE offers over 3,750 SQUARE FEET with 5 BEDROOMS AND 4 FULL BATHROOMS, highlighted by a stunning 2024 kitchen featuring custom cabinetry, quartz countertops, farmhouse sink, induction cooktop, double oven with air fryer, and an oversized island perfect for gathering. The PRIMARY SUITE offers a spa-inspired bath with a concrete soaking tub, frameless glass shower, bidet, and custom walk-in closet. Every bedroom includes custom closet systems. Major updates include TWO NEW HVAC SYSTEMS, full repipe replacing polybutylene plumbing, 80-GALLON WATER HEATER, updated electrical panel, and whole-home surge protection. An attached PRIVATE IN-LAW SUITE with its own entrance, kitchenette, full bath, and living area offers endless possibilities for guests or flexible living. Outside, enjoy your own private resort featuring a HEATED SALTWATER POOL, covered lanai with eucalyptus ceiling, stacked stone accents, slate flooring, koi pond with waterfall, pergola, fire pit, and beach-style lounge area. Over the past several years, the property has undergone an extensive landscape transformation with new sod, irrigation, refreshed landscaping, mature trees, and a new backyard fence, while many of the custom outdoor entertaining features were added within the last two years. The 2,550-SQUARE-FOOT DETACHED GUEST HOME (built in 2014) includes hardwood floors, gas fireplace, tankless water heater, Generac generator, new HVAC (2023), and an expansive second floor with two spacious bedrooms and private balcony—perfect for guests, adult children, a home gym, office, or recreation space. The location is just as impressive. You're minutes from the Seminole Wekiva Trail and beautiful Wekiwa Island, where you can spend weekends kayaking, canoeing, paddleboarding, swimming in the spring-fed Wekiva River, or simply relaxing with live music and waterfront dining. Enjoy quick access to the shops, restaurants, and entertainment of Lake Mary, nearby golf courses, top-rated Seminole County schools, Orlando Sanford International Airport, I-4, and SR 434, making it easy to enjoy both outdoor adventure and everyday convenience. This is more than a home—it's a rare opportunity to own a private estate offering luxury, flexibility, space for all your toys, and an exceptional Central Florida lifestyle. Schedule your private showing today.

113 Sandy Oaks Place, Longwood

4 Beds ⋅ 3 Baths ⋅ The Spgs Glenwood Village Sec 2 SubDv. ⋅ 32779 Zip Code

Exceptional Opportunity in The Springs: Bring Your Vision to Life! Rarely available, this spacious 4-bedroom, 2.5-bathroom townhome offers the perfect canvas to create your dream space in one of Longwood’s most coveted, spring-fed communities. Prime Potential: A fantastic opportunity to build immediate equity. Bring your vision and custom touches to this well-loved property. Featuring a spacious, functional floor plan designed for effortless entertaining. Highlights include a beautiful fireplace in the formal living room, perfect for cozy evenings. Don't miss out on this prime Longwood gem—contact us today to schedule your private tour!

114 Hidden Oak Drive, Longwood

4 Beds ⋅ 2 Baths ⋅ Wekiva Hills Sec 02 SubDv. ⋅ 32779 Zip Code

Welcome home to this beautifully maintained 4-bedroom, 2-bathroom pool home tucked away on a quiet cul-de-sac in the heart of Wekiva. Situated on an oversized, private lot, this property offers the space and privacy today's buyers are searching for—perfect for entertaining, relaxing by the pool, or simply enjoying your own backyard retreat. Located in the highly desirable Seminole County school district, this home is zoned for top-rated Lake Brantley schools, with sought-after Wekiva Elementary just moments away, making it an exceptional choice for those seeking both outstanding schools and an unbeatable location. Enjoy the best of Central Florida living with convenient access to premier shopping, dining, golf courses, and the natural beauty of nearby state parks. Whether you're spending the day exploring local trails or enjoying everything the area has to offer, you'll love the balance of convenience and outdoor lifestyle. For added peace of mind, the home's major systems have already been updated, including a 2018 roof, 2018 HVAC system, and a brand-new 2026 water heater—allowing you to move in with confidence. Rarely do homes with this combination of privacy, updates, location, and outdoor living become available. Don't miss your opportunity to own this move-in-ready Wekiva pool home. Schedule your private showing today!

260 Queensberry Court, Longwood

3 Beds ⋅ 2 Baths ⋅ Lake Wayman Heights Hwy Add SubDv. ⋅ 32750 Zip Code

Welcome home to this beautifully updated 3-bedroom, 2-bath pool home in the heart of Longwood! Step inside to find luxury vinyl plank flooring throughout the main living areas and bedrooms, creating a modern, low-maintenance living space. The kitchen, breakfast area, and bathrooms feature tile flooring, offering durability where it matters most. The true highlight of this home is the backyard oasis. Enjoy Florida living year-round in your private pool featuring a beautiful waterfall, surrounded by an expansive paver patio that's perfect for entertaining, relaxing, or hosting family and friends. Conveniently located near shopping, dining, parks, SunRail, and major roadways, this home combines comfort, style, and an outstanding location. Don't miss your opportunity to own this move-in-ready Longwood pool home! Windows 2006, FPE 2026, Roof 2023, AC 2021, Water Heater 2014 Septic drain field 2005

430 Georgia Avenue, Longwood

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

Welcome to Clubside at Sabal Point, one of Longwood's most desirable communities in the heart of the Wekiva Springs area. This spacious 2-bedroom, 2.5-bath condominium offers approximately 1,365 square feet of comfortable living space with a functional floor plan designed for both everyday living and entertaining. The home features dual primary suites, generous walk-in closets, an updated kitchen with granite countertops, a bright dining area, and a large screened patio overlooking the community tennis courts. Residents enjoy access to resort-style amenities including a community pool, clubhouse, fitness center, and tennis courts, all within the highly sought-after Seminole County school district. Conveniently located near shopping, dining, major roadways, and outdoor recreation, this property offers the perfect combination of comfort, convenience, and low-maintenance living

1203 Clubside Drive Unit 1203, Longwood

Lake Brantley Terrace SubDv. ⋅ 32779 Zip Code

Rare Opportunity in LongWood! Build your future on this exceptional parcel located at 1292 Hickory Dr. Whether you're looking to create a custom residence or add a valuable asset to your portfolio, this lot provides endless possibilities in a highly desirable Seminole County location. Conveniently located near premier amenities, major roadways, and everything Longwood has. Come explore the potential of this property today!

1292 Hickory Drive, Longwood

4 Beds ⋅ 3 Baths ⋅ Wekiva Hills Sec 08 SubDv. ⋅ 32779 Zip Code

NEW ROOF TO BE INSTALLED PRIOR TO CLOSING Welcome to this graceful, one-of-a-kind 4 Bed, 2.5 Bath with Den split-level executive home, perfectly positioned on a picturesque cul-de-sac lot spanning nearly 3/4 of an acre in a highly sought-after golf course community. Surrounded by mature trees and lush landscaping, this contemporary residence offers exceptional privacy, generous living spaces, and timeless architectural character. Fresh exterior paint and a charming wood walkway create a warm and inviting first impression. Inside, abundant natural light fills the home through expansive windows, highlighting the neutral décor and thoughtfully designed floor plan. New AC, Fresh exterior paint, The beautifully updated chef's kitchen is the heart of the home, featuring stainless steel appliances, a massive center island, breakfast bar, and seamless flow into the main living areas—perfect for everyday living and effortless entertaining. The unique split-level design offers multiple spacious gathering areas, including formal living and dining rooms, a cozy family room with a wood-burning fireplace, and attractive laminate flooring, large tile throughout the main living spaces. The versatile lower-level bonus room provides endless possibilities as a home office, media room, game room, or optional fifth bedroom. A convenient guest half bath and inside utility room, complete with washer and dryer, add to the home's functionality. Upstairs, all primary bedrooms are thoughtfully situated for added privacy. The bathrooms offer modern finishes and style, while the spacious primary suite features a private balcony overlooking the peaceful, fully fenced backyard—an ideal place to enjoy your morning coffee or unwind at the end of the day. Outdoor living is equally impressive with a covered, screened porch and an expansive backyard oasis offering ample room for recreation, gardening, a future pool, or additional outdoor amenities. The property also includes dedicated space for RV or boat parking, with plenty of room for entertaining family and friends. With a new roof being installed prior to closing, a prime location in a golf course community, and a rare combination of privacy, space, and versatility, this exceptional property offers a lifestyle that's truly hard to find. Set up your showing today!!

1215 Duncan Court, Longwood

4 Beds ⋅ 2 Baths ⋅ Wekiva Cove Ph 1 SubDv. ⋅ 32779 Zip Code

Rare opportunity to own a well maintained 4 bdr/2 ba pool home in sought after Wekiva Cove. Your family will fall in love w/ this custom built home & it's cul-de-sac location + all the neighborhood amenities & great schools nearby. Enjoy walking around trails that meander thru-out the community & lead to the lake with it's own 1 mile walking trail, clubhouse for residents use, community pool, tennis & basketball, fishing pier, playground & ball field. Located within TOP-RATED SEMINOLE COUNTY SCHOOLS and just minutes from SR 434, SR 436, I-4, shopping, dining, and entertainment, the location simply can’t be beat. This MOVE-IN READY home has been extensively updated over the past year, including fresh exterior paint, Energy Star double-pane windows, remodeled primary bath, resurfaced pool with new paver deck and equipment, new poolside BBQ pavilion, new ceilings (popcorn removed), new refrigerator and dishwasher, updated lighting, custom cabinetry in Dining room & utility room, and a new membrane roof over the screened lanai. Additional features include an irrigation well, Massey termite protection system, and durable concrete block construction. Inside, the thoughtfully designed floor plan offers formal living and dining rooms plus a spacious family room with vaulted wood-beamed ceilings, a cozy fireplace, and seamless access to the kitchen and breakfast bar. Sliding glass doors open to the expansive screened lanai and sparkling pool, creating the perfect Florida indoor-outdoor lifestyle. The custom FLOOR PLAN offers three spacious secondary bedrooms and an updated hall bath that also serves as a convenient pool bath. The generous primary suite features direct lanai access and a beautifully renovated ensuite bath with a new walk-in shower. The oversized detached garage includes a workshop area, while the fenced backyard offers PRIVATE GATED ACCESS TO THE COMMUNITY WALKING TRAIL. For added peace of mind, the relocation company has already completed the home inspection and appraisal, with reports available to the buyer. Hurry & take a look before this gem of a custom built home is gone w/ it's desirable cul-de-sac location in one of Longwood’s most sought-after communities. Welcome Home!

120 Trafalgar Place, Longwood

4 Beds ⋅ 3 Baths ⋅ Mandarin Sec 5 SubDv. ⋅ 32779 Zip Code

This is your chance to own this rare Central Florida rural country estate sprawling across 2.38 manicured acres. This exceptional split-plan home offers 3 bedrooms, 3 bathrooms, and over 3,400 square feet of meticulously designed living space combining eco-friendly luxury with modern comfort. A grand circular driveway guides you to the entrance of this fully updated smart home, which features a new roof, new energy-efficient windows, and dual A/C systems. The interior boasts an open floor plan with premium stone and wood flooring, recessed lighting, and natural light tubes. The chef's eat-in kitchen is equipped with stainless steel energy-saving appliances, ample cabinetry, a dual pantry, and a cozy breakfast nook. Solar panels provide additional reliable energy. The property also includes an electric car fast charger in the 525 sq ft garage. The expansive master suite serves as a private sanctuary, featuring a flexible bonus room perfect for a yoga studio, nursery, or home office. The spa-like master bath delivers ultimate luxury with dual sinks, a soaking tub, a makeup table, a bidet, and a custom 5-head rain shower. Step outside into your ultimate Central Florida backyard oasis, featuring a fully screened (currently being installed) massive solar-heated saltwater-chlorinated pool. The pool boasts a unique "beach" entry with an umbrella setup, making it the perfect escape for relaxation or entertainment. Don’t miss the opportunity to own this below-market-priced estate in the heart of Central Florida.

2041 Crowley Circle W, Longwood

4 Beds ⋅ 2 Baths ⋅ Sweetwater Oaks Sec 04 SubDv. ⋅ 32779 Zip Code

Set beneath mature trees in Sweetwater Oaks, this single-story Longwood residence offers spacious living areas, flexible rooms, and a private backyard designed for Florida living. A classic brick exterior, covered entry, and double front doors create an inviting arrival. Inside, tile flooring connects the main gathering spaces, including an expansive living area with a brick fireplace and abundant natural light. The kitchen features generous cabinetry, ample counter space, an island, breakfast-bar seating, recessed lighting, and French doors leading outdoors. A separate dining area and additional flex space provide options for entertaining, working from home, hobbies, or everyday relaxation. The screened porch extends the living space and overlooks a free-form pool with a new pool motor, surrounding patio, fenced yard, and established landscaping. Additional highlights include an interior laundry room, a 2017 roof, and a 2021 air-conditioning system. Enjoy a comfortable layout, indoor-outdoor flow, and a desirable location within the established Sweetwater Oaks community.

209 Royal Oaks Circle, Longwood

4 Beds ⋅ 4 Baths ⋅ Sweetwater Club Unit 7 SubDv. ⋅ 32779 Zip Code

Virtually Staged. Stunning Contemporary Estate Home in Guard Gated Sweetwater Club situated on 1.25 acres of lushly landscaped grounds! Welcome to this spectacular home featuring 4 Bedrooms, 3.5 Baths with tropical pool and spa, its a two story architectural masterpiece with 5636 square feet of living area, Circular Driveway and oversized 3 Car Garage! Nature greets from you from every room with soaring ceilings and expansive windows throughout. METICULOUSLY MAINTAINED and move in ready for new owners. RECENT IMPROVEMENTS include NEW EAGLE TILE Roof 2025, Complete Re-pipe of House 2024, Re-Sod of Front and Back Yards 2025, NEW PROVIA Double Front Doors 2022, Two NEW 5 Ton CARRIER A/C Heat PUMP Systems 2025, Two NEW 50 Gallon Water Heaters 2024, NEW Garage Door Openers (3) 2026, NEW 3M UV Tinting of All First Floor Windows 2025, and more. As you enter the welcoming Foyer you'll see the tropical views of treed back yard and fabulous Dining Room Chandelier. To your left will be the voluminous Living Room with breathtaking views from the expansive windows and soaring ceilings featuring two main seating areas. The Dining Room features a UNIQUE Maitland Smith Chandelier and exquisite burlwood maple table and chairs for 10 guests, the windows invite nature's beauty to the table. There is a Powder Room Bathroom off Entry for your guests. Onto the Gourmet Kitchen with separate Eat- In Nook Area, Double Islands for Gracious Entertaining, Many New Appliances and Solid Wood Cabinets and Granite Counters. You'll enjoy JennAir Double Ovens for holiday celebrations and a Sub-Zero Refrigerator, NEW CAFE Cooktop with downdraft Vent, NEW Kitchen Sink, NEW GROHE Faucet, NEW InSinkErator Garbage Disposal, NEW GE Trash Compactor, NEW BOSCH Dishwasher, NEW GE PROFILE Microwave Oven and there is a HUGE WALK IN PANTRY! Adjacent Family Room is ideal for entertaining or relaxing with views of the sparkling Pool and Spa. There is also an outdoor Kitchen for Pool Parties! The 4th Bedroom on the first floor has an ensuite pool bathroom and large walk in closet. This area can be used as an office or in-law suite. Upstairs is the generous Primary Suite with scenic sitting area and adjacent spacious bedroom suite. The Primary Bath is elegant and functional with double vanities, soaking tub, separate shower, water closet and extensive and organized walk in closet! Down the long hall are the other two bedrooms upstairs, each with their own access to the picturesque balcony and walk in closets! These two Bedrooms share a stylish bathroom. Laundry Room is also upstairs and includes the Washer and Dryer as are all appliances in the home. There is also an Mechanical Equipment/Storage Room off the Oversized 3 Car Garage. There are numerous extra storage cabinets in the Garage too. Sweetwater Club is Seminole's County Premier Guards Gated Community with minimum 1 acres home sites, wide tree lined streets, magnificent Estate homes at every turn, tennis/pickle ball courts and Deeded Lake Access to Lake Brantley for water sports and boating. Sweetwater Club is across from the WEKIWA STATE PARK with over 7000 acres! Excellent LAKE BRANTLEY Schools too! For your piece of mind, Seller is offering a One Year Assurant Premium Plan Home Warranty. Complete Improvements List available. Schedule your appointment today. Premises may be under audio visual surveillance.

632 E Club Circle, Longwood

3 Beds ⋅ 2 Baths ⋅ Woodlands SubDv. ⋅ 32750 Zip Code

Welcome to this well-maintained 3-bedroom, 2-bath home featuring a desirable split-bedroom floor plan and a versatile layout with both formal living and comfortable gathering spaces. The kitchen and living areas flow seamlessly toward the screened lanai, creating an ideal setting for entertaining or relaxing by the sparkling saltwater pool. The fenced yard provides added privacy and outdoor enjoyment. Notable updates and features include a 2023 roof, newer windows, and a 2021 HVAC system with new ductwork. The home is equipped with leased solar panels and two Tesla backup batteries for added energy efficiency and peace of mind. Additional highlights include natural gas heating, a whole-home water purifier and softener, custom closets, and no irrigation system. Enjoy the Florida lifestyle with a private screened outdoor retreat and inviting in-ground saltwater pool.

127 Rose Briar Drive, Longwood

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