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$1,400,000
5 Beds ⋅ 4 Baths ⋅ Meadowlands 5 Acre Dev SubDv. ⋅ 32750 Zip Code
Priced below appraisal. Welcome to 1805 Meadowbend Dr, a small gated enclave of 6 estate homes. This impressive property offers a unique blend of country living within city limits. Spanning over 4,000 sq ft on a sprawling 5-acre lot, this residence is priced at $1,400,000. The home showcases a downstairs master bedroom complete with a sitting area. The master suite features double California closets and an ensuite bath equipped with a soaking tub, separate shower and vanity with double sinks. Additionally, it provides direct access to the pool area for added convenience.  There are 4 additonal bedrooms and 3 additional baths with one recently updated to be ADA compliant. The common areas are designed for comfort and entertaining. A combined living-dining room boasts a gas fireplace and large sliders providing picturesque views of the pool. The light-filled chef's kitchen is fitted with double ovens and extensive counters, opening up to the breakfast nook and family room. More than just functional spaces, these rooms exude charm through details such as built-in bookshelves, big screen TV and surround sound system in the family room. A large bonus room offers further flexibility while leading out to the pool and outdoor covered patio featuring a built-in grill. Outdoor amenities include a screened pool, spa and porch overlooking the lovely yard and stables. Equine enthusiasts will appreciate the five-stall stable with tack room, corral, and pasture. Additional structures include multiple sheds and outbuildings spread across the property.  The garage features a sleek look with cabinets for storage and parking that can accommodate four cars. Sports lovers can enjoy their own lighted tennis court that also includes a basketball hoop. The entire compound benefits from dusk-to-dawn lighting along with an extensive sprinkler system for easy maintenance. Efficiency has been prioritized in this home’s design with minimal running costs ensured by an installed $30k 11.7 KW peak solar system controlled by an app. Other recent updates include new doors & windows (2020) and metal roof installation (2020). Water heater exchange system. Water supply comes from a well equipped with water softener, chlorinator and carbon filter ensuring quality supply throughout the house. Safety is prioritized with a monitored security system and a gated community setting. Longwood, FL offers a plethora of amenities. Enjoy easy access to quality schools, shopping centers, health facilities, recreational parks, and dining options. Its location also provides convenient commute times to nearby cities. Every aspect of this home has been thoughtfully designed and meticulously maintained to create a truly unique living experience. You are invited to step into this world of comfort and luxury at 1805 Meadowbend Dr. Termite Bond in effect. Items that do not convey: Big Cranes and Bear in Garden and Tesla Charger in Garage.

1805 Meadowbend Drive, Longwood
$990,000
4 Beds ⋅ 5 Baths ⋅ Wildmere Amd SubDv. ⋅ 32750 Zip Code
Warning: Reading this, you will realize this isn’t just a home — it’s a private compound designed for family, freedom, and endless possibilities. You already know why people are drawn to Longwood: tree-lined streets, serene lakes, and a sense of space that’s increasingly rare in Central Florida. What you may not expect is to find a property that combines multi-generational living, luxury amenities, and genuine investment potential (more on this to follow) — all on a lakefront setting with more than 1.5 acres. From the moment you arrive, it’s clear this estate was designed to be different. The property spans four contiguous lots, anchored by a stately main residence of over 3,800 square feet, complemented by a 760-square-foot guest house, and a two-story detached building with more than 1,700 square feet of finished area. Together, they form a rare combination of space, flexibility, and opportunity — ideal for extended family, guests, or potential income. The main house immediately impresses with its warm travertine floors, expansive living spaces, and thoughtful architectural touches. The sunken family room is both elegant and inviting, perfectly framed by natural light and views of the resort-style pool. The chef’s kitchen was designed for those who love to cook and entertain, featuring custom cabinetry, a large island, and high-end appliances that balance function and form. The first floor also includes an office/den with a built-in Murphy bed, full bath, and open dining area that offers comfort and versatility for everyday living or visiting guests. Upstairs, you’ll find three spacious bedrooms, including a primary suite that defines luxury. The master features an oversized walk-in closet with custom built-ins, a spa-like bathroom, and a private balcony overlooking the lake with beautiful sunsets. A loft and bonus room add flexible space for work, play, or a quiet retreat. Step outside, and the true magic of this property comes alive. The 80,000-gallon resort-style pool creates a resort atmosphere in your own backyard that is perfect for hosting gatherings or simply relaxing in total privacy. Beyond the pool, you’ll find a chicken coop, mature landscaping, and room to expand for future family members. All of this framed by peaceful lake frontage at the front of the estate. The guest house serves as a fully independent residence, complete with a kitchen, dining area, family room, full bath, and bedroom, which is ideal for multi-generational living or long-term guests. Finally, the detached two-story building adds incredible potential. The first floor includes an oversized garage, workshop, fitness area, and separate built-out office; while the second floor houses a luxury theater room spanning over 1,100 square feet. With additional finishing, this structure could easily be converted into two apartments or other income-producing opportunities. What truly sets this property apart is not just its scale, but its versatility. Whether you envision a family compound, private retreat, or investment opportunity, every structure and every acre here offers possibilities rarely found in today’s market. With lake views in front, total privacy in back, and every amenity in between; this Longwood estate represents the best of Florida living — a home designed for connection, comfort, and opportunity, ready for its next chapter.

1033 Oxford Street, Longwood
$690,000
4 Beds ⋅ 3 Baths ⋅ Sanlando Spgs SubDv. ⋅ 32750 Zip Code
Beautifully updated home has a Large open floorplan that abounds with great natural lighting. Some of the many improvements are New Maple engineered wood floors, ceramic tile, carpet, forty-two-inch White Kitchen cabinets, Stunning Quartz Countertops, appliances, Plantation shutters, interior paint, exterior paint, patio screening, wood fencing, landscaping, irrigation, water heater and much more. This home boasts huge room sizes with amazing built-ins and storage. All bedrooms are oversized and accompany for sitting area and come equipped with big walk-in closets. The magic continues outside with a tandem four car garage, attached storage shed, and attractive screened porch and brick patio. Located in the former Rolling Hills Golf Course community that is now a 100-acre Seminole County Park, enjoy the many outdoor activities and lush landscaping with pond and majestic Oak trees. Quick access to SR434, SR436, I-4, shopping, restaurants, and hospital make this a must-see home for everyone!

339 Bernard Avenue, Longwood
$525,000
3 Beds ⋅ 3 Baths ⋅ Timberlands Unit 2 SubDv. ⋅ 32750 Zip Code
One or more photo(s) has been virtually staged. Back on market! Immaculate and well maintained 3 bedroom 2 bath home with bonus 2 car garage very conveniently located near I4 and 434 is ready to be made yours. This lovely home boasts a beautifully landscaped yard with flowering plants and a rich green lawn. If you like entertaining this is the home for you. The large living room features a wood burning fire place and three sets of french doors that spill out onto a deep screened lanai. The gourmet kitchen is loaded with upgrades including level 2 granite, tons of lighting, glass cooktop, built in oven and microwave, 42" cabinets with crown molding, and a large dinette. There is also a cozy den with plenty of natural lighting located right off the kitchen perfect for relaxing, reading, or watching television. ATTENTION auto enthusiasts, this home has an additional two car garage with a heightened ceiling for a car lift, separate large work area, additional storage closets, AND a half bath. This garage feature has french doors opening onto an expansive screened lanai perfect for an in-law suite conversion. Location! Location! Location! Located within 1/4 of a mile from I4 for easy commuting to downtown Orlando, Sanford and Orlando International airports, East and West Coast Beaches, Orlando Health and Advent Health Hospitals, Disney, Seaworld, Universal Studios and many more of Florida's Amusement Parks, A rated schools, Altamonte and Millenia Malls, and great places to dine. Call today to see this beautiful home before it is gone.

234 Saint James Place, Longwood
$1,086,500
5 Beds ⋅ 5 Baths ⋅ Sanlando Country Club Estates SubDv. ⋅ 32750 Zip Code
Here comes the sun, looking over your new PRIVATE OASIS in the city of LONGWOOD. This beautiful, custom-designed SPLIT PLAN retreat with GUEST HOUSE has it all! Take your first steps through the manicured path to a grand entrance, captivated by HIGH CELINGS and a welcoming ambiance. In the MAIN HOUSE, you’ll find 3854 sqft of expansive living space with 4 generously sized bedrooms and 3 ½ baths. Entertaining friends and family is a breeze, with an enormous family room open to the kitchen, cooking them a delicious meal in the custom kitchen and taking a seat in either the charming breakfast nook or the formal dining room, then relaxing in the living room, or hanging out in the family room by the fireplace, this home is designed for the perfect party. The fun doesn’t stop there, with the party moving to a 957 sqft FULLY ENCLOSED PATIO - the ideal setting for get-togethers, overlooking a resort-like oasis, complete with a saltwater pool and waterfall, a vast pool deck, and a meticulously landscaped private lot. Whether you're enjoying a refreshing swim or basking in the sun on the pool deck, this outdoor space is DESIGNED FOR RELAXATION AND ENJOYMENT. Once the party is over, unwind in the VAST PRIMARY SUITE, enjoying plenty of space including a SITTING AREA, 2 expansive WALK-IN CLOSETS, and luxurious bathroom. Two additional guest rooms on the other side of the house are equally impressive, sharing a jack and jill bathroom. The 4th bedroom is the ideal OFFICE, nursery, or guest room. There are enough rooms for the entire family PLUS a 1405 sqft, fully equipped FLEX BUILDING w/kitchenette - 2 separate rooms and 1 bath on a private driveway. This incredible GUEST HOUSE has endless possibilities and is currently set up as a craft house. Even more, it is a hurricane-SAFE HAVEN with fitted windows and a GENERAC HOME GENERATOR. No matter what your dream is, it can happen here….custom features; wood flooring, 4 CAR GARAGE, tankless hot water heater, 2 separate LONG DRIVEWAYS with plenty of ADDITIONAL PARKING, WELL and SEPTIC (NO WATER BILL!) and NO HOA so you can have the BOAT or RV you’ve always dreamed of! *****Situated in the heart of Central Florida, Longwood epitomizes the perfect balance, offering residents a retreat into calm residential streets while remaining effortlessly connected to the dynamic energy of Central Florida's urban offerings making it one of the most sought-after places to live in Central Florida. Close to the Altamonte Mall, Winter Park, Lake Mary, bustling Farmer’s markets, movie theaters, sought after restaurants, downtown Orlando, the attractions, and the sun-kissed shores of the nearby beaches. This one-of-a-kind residence in Longwood transcends expectations, offering a lifestyle of refinement, sophistication, and absolute comfort. Top-rated SEMINOLE COUNTY school district and so close to the best restaurants and shops while still being its own private hideaway! Welcome to your new home in paradise!*****

477 Country Club Drive, Longwood
$750,000
5 Beds ⋅ 4 Baths ⋅ Sanlando Spgs SubDv. ⋅ 32750 Zip Code
Come see this beautiful Custom Built 5 Bedroom 4 Bath Home in Longwood. This home consists of many builder upgrades such as luxury porcelain tile throughout the entire home, solid wood 8ft doors, white shaker cabinets & white quartz countertops in the kitchen and bathrooms, exotic wall tiles in all 4 bathrooms, 12 ft. ceilings in the entertaining areas, with 10 ft. ceilings in the bedrooms, a 4 Car garage, a very spacious Lanai that overlooks the fully fenced in backyard, and much more. The well though out layout has two Master Suites with one being handicap accessible. The corner lot property which has NO HOA is also very conveniently located being just a few miles from I-4, and other major roads like S.R. 436, S.R 434, and 1792 making your commute anywhere in the Orlando area that much easier. Call today for your private showing and make this your dream home.

1000 Alberta Street, Longwood