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$679,900
5 Beds ⋅ 3 Baths ⋅ S5135823 MLS
One or more photo(s) has been virtually staged. One or more pictures have been virtually staged. Welcome to this beautifully updated home in highly desirable Sweetwater Oaks! Offering nearly 3,000 sq ft with 5 bedrooms and 3 full baths, this property blends space, comfort, and style. The modern kitchen features granite countertops, stainless steel appliances, and opens to bright living areas with new flooring and windows. The primary suite feels like a private retreat with a spa-like bath. Enjoy a covered patio overlooking the large 14,000+ sq ft lot, perfect for relaxing or entertaining. Recent updates include renovated kitchen and bathrooms, new flooring, and fresh finishes throughout—move-in ready with no major projects needed. Located just minutes from Wekiwa Springs State Park, top-rated Seminole County schools, shopping, and dining. Sweetwater Oaks offers exclusive amenities including parks, tennis courts, and community activities. A rare opportunity to own a spacious, updated home in one of Longwood’s most sought-after neighborhoods!

414 Timbercove Circle, Longwood
$930,000
5 Beds ⋅ 3 Baths ⋅ O6349070 MLS
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
$299,000
3 Beds ⋅ 3 Baths ⋅ O6348264 MLS ⋅ 1524 BLDG.
SELLER CONTRIBUTING $2,000 IN BUYERS CLOSING COSTS AND PRE PAIDS- WITH AN ACCEPTABLE CONTRACT. Welcome to this charming 3-bedroom, 2.5-bath townhome nestled in the highly sought-after, gated community of Hanover Pointe. Situated on a quiet street, this home offers comfort, style, and convenience in one perfect package. Inside, you’ll find an inviting open-concept floor plan with tile and wood flooring throughout the main level. The kitchen overlooks the family room and features stone countertops, rich wood cabinetry, stainless steel appliances, and a sliding glass door leading out to the covered back patio — perfect for relaxing or entertaining with no rear neighbors for extra privacy. Upstairs, all three bedrooms are thoughtfully designed, including a spacious primary suite with a walk-in closet. Natural light fills the home, creating a warm and welcoming atmosphere. Additional features include a one-car garage and plenty of storage. Residents of Hanover Pointe enjoy access to a sparkling community pool, while the community’s prime location offers easy access to local restaurants, shops, and major roadways including US Hwy 17-92 and I-4. This is the ideal home for anyone seeking a peaceful lifestyle with modern comforts and an unbeatable location!

1524 Downy Birch Lane, Longwood
$3,799,000
7 Beds ⋅ 9 Baths ⋅ O6339805 MLS
Behind the guarded gates of the prestigious Sweetwater Club, on over three acres of manicured grounds, lies an extraordinary fully remodeled 14,000+ square foot estate that redefines grandeur and sophistication. A sweeping double-entry driveway framed by mature, curated landscaping guides you to the stately façade, where timeless architecture meets meticulous design, including a new roof (2022) and freshly refined exterior finishes. At the heart of the home, the grand family room captivates with its soaring ceilings, bespoke millwork, and custom illuminated built-ins with LED underlighting. Expansive windows invite natural light while framing serene views of the pool courtyard, ensuring every moment feels cinematic. The chef’s kitchen is a true culinary masterpiece. Exquisite quartz countertops and professional-grade stainless appliances stand ready for both intimate family dinners and grand-scale entertaining. A generous island doubles as a culinary stage and social hub, while the adjoining formal dining room, finished with refined detailing and natural light, offers the perfect backdrop for soirées and celebratory dinners. The primary is truly a room of palatial scale; the suite is wrapped in floor-to-ceiling glass overlooking the shimmering courtyard pool. The spa-inspired bath rivals the finest resorts, featuring an expansive walk-in shower with multiple rain showerheads, a freestanding soaking tub, and a spacious dressing walk-in closet. Each secondary bedroom has been designed with equal attention to luxury, spacious in proportion, each with its own walk-in closet. This estate was created for living large and entertaining even larger. The bar and lounge area, complete with its own island, is perfect for entertaining. Outdoor living unfolds as a true resort with a screened courtyard pool, expansive travertine decking for grand entertaining, and a fully appointed summer kitchen pavilion complete with a pizza oven, built-in seating, and shaded dining space that create an atmosphere of Mediterranean resort living. Steps away, your newly resurfaced private tennis courts extend the estate’s leisure amenities, providing the perfect stage for recreation. For the automobile enthusiast, the five-car garage and sprawling motor court make a dramatic statement seamlessly integrated into the estate’s unrivaled design. Fully gated and meticulously upgraded, this estate is not just a home but an irreplaceable lifestyle, offering unparalleled privacy, scale, and elegance in one of Central Florida’s most distinguished communities. Beyond the estate, life in Sweetwater Club offers unparalleled exclusivity, you have access to tennis/pickleball courts, a basketball court, and your in a secure, guard-gated setting. Opportunities like this rarely come along, don’t miss the chance to make this estate yours.

808 Sweetwater Club Boulevard, Longwood
$475,000
6 Beds ⋅ 4 Baths ⋅ O6338561 MLS
Unique Large Duplex, 1 unit faces Highland St and 1 unit faces Pasadena Ave,Large Corner Lot, Brand New Roof just installed,Electrical Updated,Fenced Yard, Great Value

895 Pasadena Avenue, Longwood
$169,999
2 Beds ⋅ 1 Baths ⋅ O6330225 MLS ⋅ 105 BLDG.
Under contract-accepting backup offers. THE SPRINGS LIFESTYLE AT AN UNBEATABLE VALUE Imagine waking up in the heart of one of Longwood’s most coveted gated enclaves. This ground-floor, end-unit retreat in Fairway Villas offers more than just a home; it offers a total lifestyle transformation. Whether you are seeking a peaceful "lock-and-leave" residence or upgrade, this condo delivers a rare combination of character, comfort, and privacy. CHARECTER & COMFORT The open-concept layout is anchored by soaring wood-beamed ceilings, creating an atmosphere that is both rustic and modern. Features sliding glass doors that lead to your massive private deck, perfect for morning coffee or hosting friends under a canopy of mature trees. Enjoy ultimate peace of mind with a brand new A/C system installed in 2026. Convenience of a primary suite located entirely on the main floor. As an end unit, you benefit from additional natural light and enhanced privacy that other units simply don't offer. WORLD-CLASS AMENITIES You aren't just buying a condo; you’re gaining 24-hour gated security and access to The Springs' legendary amenities: a private clubhouse, fitness center, tennis courts, community stables, and a natural spring for swimming. ACT FAST Properties at this price point within The Springs are a rare find. Maintenance fees are all-inclusive, covering water, exterior upkeep, 24/7 security, and all recreational facilities. Schedule your private showing today. Welcome home!

105 Fairway Drive, Longwood
$459,000
3 Beds ⋅ 2 Baths ⋅ O6325785 MLS
Under contract-accepting backup offers. Virtually Staged. PRICE IMPROVEMENT– HISTORIC LONGWOOD OPPORTUNITY! This charming indoor pool home presents a rare opportunity in the heart of Historic Longwood. Situated on a corner lot directly across from a peaceful protected green space with scenic trails, this property offers a unique blend of location, character, and potential in one of Seminole County’s most desirable and evolving areas. A distinctive courtyard-style layout welcomes you through the front entry into a private indoor pool area before entering the main living space—creating a true indoor-outdoor Florida lifestyle experience perfect for entertaining and year-round enjoyment. Inside, you’ll find vaulted wood ceilings, wood flooring, abundant natural light, and a functional layout featuring a formal dining area, cozy living room, and an open kitchen with granite countertops, skylight, and breakfast nook. A versatile enclosed flex space off the kitchen offers additional options for a home office, guest area, or bonus room to suit your lifestyle. The spacious primary suite features a private skylight and refreshed en suite bath with updated mirrors and lighting. Recently appraised and professionally measured at approximately 2,311 sq ft of living area, this home offers exceptional space and flexibility. With a roof replaced in 2024, screened two-car garage, interior laundry, and NO HOA, this property delivers strong value and endless potential. Conveniently located just minutes from I-4, Uptown Altamonte, Cranes Roost, Reiter Park, top-rated Seminole County schools, shopping, dining, and major hospitals. Seller is motivated — schedule your private showing today!

334 Maple Drive, Longwood
$2,200,000
G5099293 MLS
4.3 acres total (3 parcels), additional parcels are 00-21-29-5ck-30d-0010 and 0-21-29-5ck-030d-000a. Small rental home on property - rent is $1200/month, no lease, has been there over 6 years. House is 1120 sq. ft. Warehouse is 2800 sq. ft. with three large roll-up doors, 60x40. Possible 4 homes/acre - currently split zoning - R1A single family and A1 - agriculture. Seller will hold a small first mortgage of $300,000, 6.5 int, 3 year balloon. Seller is motivated!

1501 Pearl Street, Longwood
$555,000
6 Beds ⋅ 4 Baths ⋅ O6303923 MLS
Under contract-accepting backup offers. Amazing pool home in Longwood is the perfect multi-generational home. This home has 2 master suites, one downstairs and one upstairs with the downstairs master suite perfect for a mother in law living space. Also unique is 3 living spaces, one of which is upstairs so the kids can play upstairs and not disturb whoever is downstairs. The home has been remodeled with upgraded luxury vinyl flooring and granite countertops. You will enjoy the covered pool and lanai, with a backyard large enough with for your pets and no rear neighbor. Have peace of mind with the Roof and AC replaced in 2019 and 2020. You will be able to save money each month with solar panels that keep the electricity bill affordable, and a low HOA each month. *All information is intended to be accurate but is not guaranteed.

502 Freeman Street, Longwood
$2,394,000
R4909196 MLS
Property Overview – 4.73 Acres in Prime Longwood Location This is a unique opportunity to own 4.73 acres across two parcels in a desirable Longwood neighborhood adjacent to SandalWood Park, which features a basketball court and other recreational amenities. One of the parcels includes a recently renovated 2-bedroom, 1-bathroom home, estimated to rent for $1,500/month—an excellent source of income while you plan future development. Currently, both parcels are zoned LDR, and conceptual engineering plans indicate the potential for approximately 19 residential lots (see attached images). Located near beautiful Lake Searcy, this property is just minutes from: Downtown Historic Longwood, SunRail station, Supermarkets and shopping plazas, Retail stores, hospitals, and more.. Top-rated Seminole County schools. This is a rare development opportunity in a growing and well-connected area. Parcel 700 Tax ID:31-20-30-300-021A-0000 Tax Bill 2024 $1775.40 parcel 690 Tax ID:31-20-30-300-0210-0000 Tax Bill 2024 $1,923.87 All our informations are deemed to be accurate, but we don't guarantee , Buyer should verify.

700 West Church Avenue, Longwood
$775,000
4 Beds ⋅ 4 Baths ⋅ O6299404 MLS
Welcome to this great Sweetwater Oaks home!! This expansive 4 bedroom, 3 and a 1/2 bathroom home has so much to enjoy!! The home is located on a quiet street and surrounded by beautiful tropical landscaping on the private .55 acre low maintenance lot! The interior of this home features split plan bedrooms, 3 full bathrooms, a pool bathroom, a private bathroom shared between two bedrooms(Jack and Jill) a convenient and classy half bathroom, soaring ceilings, an amazing wood burning fireplace in the main room, the spacious home office is private and quiet with French Doors, the room sizes are huge and storage space is abundant! The upstairs loft currently is a great hideaway but could be a game room/office/study/5th bedroom/hobby room/etc!! The kitchen is ready to go with a very nice banquette and built in appliances! The back porch is one of the largest in the community and perfect for relaxing by the giant solar heated lagoon pool or hosting the largest gathering! The side entry garage is oversized and measures 576 square feet, room for cars and toys!! The home was just replumbed, the AC units are newer, the roof was replaced in 2020, the solar pool heating system replaced in 2021. The home is carpet free, low maintenance ceramic tile and laminate flooring makes life easier!! Come home and enjoy all the unique and wonderful Sweetwater Oaks amenities all with low annual HOA dues!! 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, 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!!

204 Green Lake Circle, Longwood
$10,000,000
O6294158 MLS
Offered exclusively as a combined 9.53-acre lakefront opportunity, this property consists of two contiguous residential parcels along Central Florida’s highly sought-after Markham Woods corridor. The parcels are being offered together only and feature approximately 846 feet of frontage on Rice Lake, creating a remarkable setting for a private lakefront estate or legacy family compound. The scale of the property, substantial lake frontage and established Markham Woods location provide an increasingly difficult-to-replicate combination of acreage, privacy and convenience. Currently zoned RC-1, the property offers a peaceful natural setting while remaining convenient to Lake Mary, Longwood, major transportation corridors, shopping, dining and surrounding amenities. For buyers interested in uses beyond a single private estate, additional residential possibilities may exist subject to zoning, subdivision requirements, site conditions and all applicable governmental approvals. Buyers are encouraged to conduct independent due diligence regarding their intended use. The offering includes two contiguous parcels totaling approximately 9.53 acres and will be sold together only. Serious inquiries are welcomed. Contact the listing agent for additional property information or to arrange a private tour.

Markham Woods Road, Longwood
$229,900
2 Beds ⋅ 2 Baths ⋅ V4941609 MLS ⋅ Wekiva Condos BLDG.
True Florida Paradise ! Possible owner financing is just an added bonus True gated and guarded Community. Enjoy your ground level 2 bedroom, 2 bath home with many community features. new CARPETS, STOVE, flooring and lighting. Home has nice fireplace in Living room that overlooks the private courtyard. Master has New carpet new lighting and over look private courtyard! Community features of the beautiful Wekiva to include large community building, playgrounds, walking paths, tennis courts and horse barn, The Springs' is a guarded gated community that offers guarded security but also a ton of amenities for the residents to enjoy. From the beach and clubhouse to tennis courts, basketball courts, and even a horse barn, there's something for everyone. Also, the proximity to over 100 acres of preserved land and access to natural wonders like the Palm and Sanlando Springs and the Little Wekiva River makes it an ideal location for nature lovers seeking tranquility and outdoor adventures. And with its convenient access to I-4, commuting to downtown Orlando, international airports, beaches, and amusement parks is a breeze. Right off S.R. 434 and I-4 in Longwood you’re close to diverse restaurants, groceries, Sunrail, and more. The Springs features a natural wonderland as the entire area is dedicated as a wildlife sanctuary.

123 Tomoka Trail Unit 123, Longwood
$100,000
1 Beds ⋅ 1 Baths ⋅ O6271210 MLS ⋅ A BLDG.
Virtually Staged. Discover the perfect downstairs one bedroom, one bath condo conveniently located in Longwood, Florida. Just a short stroll from your favorite dining spots like Starbucks, Bonefish Grill, Pickles Authentic, Chianti's Pizza and near Longwood Farmers Market and quick access to Altamonte Mall, Uptown Altamonte, hospital, beaches, attractions and I-4. This charming condo with new AC 5/25 & a new electric panel 10/25, new water heater 11/25 & offers a spacious living room, dining area, kitchen with refrigerator, dishwasher, range, a back splash & pantry. The large master bedroom has a large walk-in closet. The building sits on the east side of the complex, has a newer roof and there’s lots of parking for guest. Association dues pay for water, sewer, garbage, security, along with exterior maintenance of the building and grounds all for only $370 per month. The condominium has night-time security on premises, you can have peace of mind while enjoying the amenities, including two sparkling pools, tennis and basketball courts, a fitness room, a clubhouse, on-site laundry, and a car wash station with vacuum. Springwood Village offers sturdy all block and stucco construction. Property may be under video/audio surveillance.

127 Springwood Circle Unit A, Longwood
$1,600,000
O6158813 MLS
Under contract-accepting backup offers. Nestled among multi-million-dollar estates, this exceptional 5-acre lot on Markham Woods Rd presents a rare opportunity. The county is open to dividing the lot into 4 homesites for constructing large, custom homes. Currently zoned A-1 and located in Seminole County, ranked as the number one county in Central Florida and eighth in the entire state, the property offers: A short 15-minute drive to downtown Orlando A 35-minute commute to Universal Studios and other major tourist attractions A quick 20-minute trip to the newly expanded Sanford Airport Pristine beaches of New Smyrna and Daytona Beach approximately 30 minutes away The lot is located near the national headquarters for AAA, Mitsubishi Power Systems, Axium Healthcare, Deloitte, Convergys, NCR, Symantec, Verizon, and Fiserv. The seller is open to considering lot subdivision or contributing to a privacy wall with an acceptable offer. Explore the possibilities of this versatile property, whether for luxury homes or potential commercial uses.

Markham Woods Road, Longwood
$319,990
O6147021 MLS
Situated in a peaceful and established resort-style Bella Vista community, this vacant residential lot offers tranquility and convenience—a huge custom home buildable lot surrounded by great schools. Just minutes away from major highways, this location provides easy access to all your daily needs. Buy it now and keep watching as the value grows, or build your custom home on this north-facing Northeast corner lot in a luxury-style community in Longwood. Very few custom lots are left in this community. The Buyers must verify all details of the subject property, and it is recommended to procure their own survey.

1198 Bella Vista Cir, Longwood