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$559,789
3 Beds 3 Baths Meredith Manor Nob Hill Sec SubDv. 32779 Zip Code
Welcome to this stunning colonial-style house in Longwood, FL, offering convenient access and limited views of beautiful Lake Brantley. This recently fully renovated 3-bedroom with office den loft study area with closet, 3-bathroom home boasts a multitude of upgrades, ensuring a comfortable and energy-efficient living experience. As you step inside, you'll immediately notice the meticulous attention to detail throughout. The house features a brand-new roof, air conditioning system, and windows, providing peace of mind and enhancing the overall aesthetic appeal. With its energy-efficient design, you can enjoy lower utility bills while minimizing your carbon footprint. The circular driveway offers unparalleled convenience, particularly for those weekends spent enjoying your boat on the lake. Imagine effortlessly parking and launching your boat, setting the stage for endless fun and relaxation. This home truly embraces the quintessential Florida lifestyle. Situated on an oversized lot, this property offers abundant space for outdoor activities and future expansion possibilities. Two of the upstairs bedrooms boasts its own private balcony. Whether it's sipping your morning coffee or unwinding after a long day, these balconies provide the perfect sanctuary to immerse yourself in the beauty of nature. Additionally, the area offers a myriad of recreational amenities, including parks, golf courses, shopping centers, and dining establishments. Longwood provides the perfect balance of suburban tranquility and easy access to the vibrant city life of nearby Orlando. Don't miss this incredible opportunity to own a fully renovated colonial-style home. Schedule a showing today and make this dream home your own. 1 year Home Warranty Included.

219 Nob Hill Circle, Longwood

$515,000
3 Beds 2 Baths Sanlando Spgs SubDv. 32750 Zip Code
Under contract-accepting backup offers. Beautifully Updated Pool Home with Modern Style & an Open, Airy Floor Plan Must see! This beautifully updated 3-bedroom, 2-bath home has been transformed from its original 1970s style into a bright, inviting home with modern flair and an effortless indoor-outdoor lifestyle. From the moment you step inside, you’ll appreciate the open and spacious floor plan, abundant natural light, and fresh modern finishes throughout. The living room, dining area, and kitchen flow seamlessly together, creating an ideal space for entertaining, relaxing, and everyday living. The recently updated kitchen features beautiful marble countertops and opens naturally to the main living areas, making it the heart of the home and an inviting gathering space for family and friends. The spacious primary suite offers a comfortable private retreat, with a newly remodeled bathroom and walk in closet. The additional bedrooms and bath have been updated as well, providing plenty of flexibility for family, guests, a home office, or hobbies. The cozy Family room is anchored by a beautiful wood-burning fireplace surrounded by custom built-ins, creating a warm and welcoming focal point. Step outside and discover a very private backyard and swimming pool, offering a peaceful retreat where you can relax, entertain, enjoy a morning coffee, or cool off on a warm Florida afternoon. Recent major improvements provide added peace of mind, including a new roof installed in 2024 and a new A/C system installed in 2023. Conveniently located with easy access to I-4, shopping, restaurants, parks, 2 hospitals, walking and biking trails, this home offers a wonderful combination of modern style, comfort, privacy, and convenience. This isn’t an outdated 1970s home—it has been thoughtfully refreshed throughout and transformed into a bright, airy, welcoming home with modern flair. Come see the transformation for yourself!

1321 Carlton Street, Longwood

$595,000
4 Beds 2 Baths Sweetwater Oaks Sec 18 SubDv. 32779 Zip Code
Welcome to Riverbend Boulevard, where spacious living, thoughtful updates, and the sought-after Sweetwater Oaks lifestyle come together. Residents enjoy private access to skiable Lake Brantley, including the community’s private beach and boat ramp—perfect for boating, paddleboarding, fishing, or simply enjoying life by the water. Inside, this four-bedroom, two-bath home offers a versatile split-bedroom floor plan with generously sized living spaces and vaulted ceilings. Updated luxury vinyl plank flooring flows throughout all four bedrooms and the formal living and dining rooms, creating a fresh, cohesive feel. The expansive living room provides the flexibility to serve as an office, playroom, or additional gathering space, while the dining room offers plenty of room for entertaining. At the heart of the home, the inviting family room features soaring vaulted ceilings and a striking stone fireplace that brings warmth and character to the space. The kitchen offers abundant cabinetry, casual dining space, and all-new stainless steel appliances. The spacious primary suite easily accommodates a king-size bed, while three additional bedrooms are conveniently located near the beautifully remodeled guest bathroom. A generous sunroom extends the home’s living space and opens to the private backyard, where an oversized pool creates the perfect setting for swimming, entertaining, and enjoying Florida’s year-round sunshine. The pool was resurfaced in 2022. Major improvements provide added confidence and convenience, including a 2022 roof, 2024 air-conditioning system, updated electrical panels, Pella replacement windows throughout, and a new garage door and opener. Sweetwater Oaks is known for its tree-lined streets, established natural beauty, sought-after schools, and exceptional private amenities. In addition to Lake Brantley access, residents enjoy tennis and pickleball courts, basketball courts, playgrounds, covered pavilions, volleyball, a fishing dock, soccer and baseball fields, community center, and private access to the Wekiva River for canoeing, kayaking, and paddleboarding. With its flexible floor plan, oversized pool, extensive improvements, and exceptional community lifestyle, Riverbend Boulevard is ready to welcome its next owners home.

734 Riverbend Boulevard, Longwood

$522,000
4 Beds 2 Baths Wekiva Hills Sec 08 SubDv. 32779 Zip Code
Virtually Staged. Welcome to 169 Duncan Trail, tucked on a tranquil 1/3-acre lot — one of the largest in the community.This amazing Wekiva-area pool home backs right up to Duncan Trail Park, a great place for an evening stroll, run, or bike ride — with basketball and handball courts just steps from your rear yard.As you enter the spacious tiled foyer, a formal living room/dining room sits to the right. In the rear of the home, a large family room with sliders leads to a huge screened pool area stretching the entire width of the home, plus a separate deck area for entertaining and a raised, covered lanai.This split-bedroom home has been extensively updated: (2024)water heater, fully paid-off (2016) solar system, updated windows/doors(2016), and (2005 ) reroof. Inside, enjoy soft-close cabinetry, a reverse osmosis water filtration system in the kitchen, a walk-in pantry, custom barn doors, and hard-surface flooring throughout with no carpet — LVP and laminate, plus brand-new luxury vinyl in the master bedroom (2026). Fresh interior paint (2026).All popcorn ceilings have been removed and redone. Both bathrooms are updated and feature Bath Fitter enclosures (updated 2016 & 2019). All appliances stay (2022). Pool re-surfaced and tiled (2018),new pool pump (2025). Located in the heart of Wekiva, enjoy miles of walking/biking trails, parks, playgrounds, sports courts, and a vibrant community near shopping, dining, Wekiva Springs State Park, and major roadways. Don't miss this move-in ready gem!Schedule your private showing today.

169 Duncan Trail, Longwood

$549,990
4 Beds 3 Baths Moorings The SubDv. 32750 Zip Code
NEW ROOF TO BE INSTALLED BEFORE CLOSING! Paid off solar panels may also be available for purchase at an additional premium. Welcome to this beautifully established Longwood home, nestled in the desirable Moorings community just east of I-4. With mature trees, lush landscaping, no HOA, and distinctive architectural details throughout, this home offers a unique combination of character, comfort, and convenience. As you enter through the solid walnut front door featuring beautiful varicolored fused glass, you'll immediately appreciate the home's thoughtful design and timeless finishes. Jerusalem slate flooring, a charming Franklin stove, and floor-to-ceiling windows create a warm and inviting atmosphere while providing stunning views of the sparkling pool and private backyard oasis. The open concept kitchen is designed for both everyday living and entertaining, featuring quartz countertops and stainless steel appliances. The split bedroom floor plan provides privacy and flexibility, including two spacious owner's suites. The primary owner's suite features a walk-in closet and beautifully updated bathroom with a travertine shower and striking Onyx accent walls. The secondary owner's suite includes its own updated full bathroom with convenient access for guests. Numerous recent updates provide added peace of mind, including a new roof scheduled for installation in September 2026, new AC systems installed in 2022 and 2024, updated pool pump and filter, new cork-backed LVP flooring in the bedrooms, and five new windows. The property also features fresh sod surrounding the pool area. Step outside to your private backyard retreat, complete with a stunning Cobalt blue-tiled pool, updated pool equipment, fully fenced yard, and an expansive paver patio, perfect for relaxing, entertaining, or enjoying Florida's year round outdoor lifestyle. Located in the heart of Longwood, the Moorings community offers easy access to I-4 and State Road 434 and is conveniently located near shopping, dining, SunRail, walking distance to Rock Lake Middle, and more. With its spacious layout, thoughtful updates, private pool, and desirable location, this home is a rare opportunity to enjoy the best of Longwood living | Ready, refreshed, and waiting for you! All repairs are complete, so there’s nothing left to do but move in and enjoy. Come back and tour this beautiful property before someone else calls it home this one is not expected to stay on the market long! Bring your highest and best offer.

120 Slade Drive, Longwood

$539,900
4 Beds 3 Baths Wekiva Club Estates Sec 06 SubDv. 32779 Zip Code
LOCATION, LOCATION!!!  Welcome to this Beautiful, Meticulously Maintained Split 4-Bedroom, 2-and-a-half-Bathroom, with an upstairs Bonus Loft and walk-out deck, in desirable Wekiva Club Estates!  Situated on one of the largest premium lots in the community, sitting adjacent to the 15th Green on The Wekiva Golf Course.  The mature landscaping and newer paint on the home with side entry garages and parking pad give this home an exceptional WOW appeal! This spacious residence offers the perfect blend of comfort, privacy, and functionality.  Enter the foyer, then turn right into the large Great Room, which features a two-story wooden vaulted ceiling and a stately stone, wood-burning fireplace. Enjoy a warm fire on those cooler evenings.  This room is full of natural light with picture windows and Transom windows at the ceiling.  A spiral staircase leads you to the Bonus Open Loft, which has glass sliders opening onto the upstairs deck with views of the Golf Course.  There are two sets of glass door sliders that open from the Great Room and the Kitchenette into the oversized, covered, screened-in patio.  This room feature doubles your living and entertaining space.  You will love living in this room, watching sunrises, drinking your morning coffee, and in the cooler evening months, savor your private backyard and golf course views.  This property lives like you have no neighbors.  A bay window enhances the Dining Room.  The Kitchen is open with an eat-in dining area, has lots of cabinet and storage space, a big pantry, and a built-in desk.  There are newer (2022) premium stainless steel GE Appliances for the cook of the family.   An oversized pass-through window with sliders opens onto the bar on the patio.  This beautiful window brings the lush outside indoors!  The sought-after split bedroom floorplan is appealing for families and guests.  The Primary Bedroom is oversized with glass door sliders leading to a private patio.  The En-Suite Bathroom has so much natural light with Transom windows over the double sink cabinets and make-up area.  There is an extra-large walk-in closet, and the bathroom boasts a  private Garden Shower.   On the opposite side of the home, there are three generous-sized bedrooms with double closets.  These rooms share the Hall Bathroom with a tub/shower combination.  There is a Powder Half Bathroom in the middle of the home.  The 2-car garage is oversized (552 sq feet) with plenty of space for a workbench.  It also has pull-down stairs leading to attic storage.  This property's 4 Point features have all been updated.  New Hot Water Heater 2026, Newer (2) HVAC, Newer Mechanical EL, Newer re-roof.  Also, New Garage Door Opener 2026, Premium Stainless Steal Appliances 2022, Newer exterior paint.  Wekiva residents can enjoy 145 acres of common areas, seven parks, scenic walking and biking trails, tennis and pickleball courts, baseball fields, and a nearby library.  Choose to golf on the Wekiva Golf Course and swim or canoe at Wekiva Springs State Park!  This property is conveniently located near shopping, dining, hospitals, major highways, and zoned for top-rated Seminole County Schools.  This well-maintained home awaits your viewing.  Let's work together!

190 Canterclub Trail Nw, Longwood

$599,900
4 Beds 2 Baths Sanlando Spgs SubDv. 32750 Zip Code
Virtually Staged. WELCOME HOME TO THIS SPACIOUS 4-BEDROOM, 2-BATH POOL HOME OFFERING THE PERFECT BLEND OF CHARACTER, UPDATES, AND FLORIDA LIVING! Situated on a fully fenced lot with RV parking, this solid block home offers exceptional space, thoughtful updates, and plenty of room to entertain. Step through the hardwood entryway into the inviting living room, where you'll find a cozy fireplace that also connects to the primary bedroom, creating warmth and charm throughout the home. Just beyond is the beautifully remodeled kitchen featuring a large center island, farmhouse sink, ample cabinetry, pantry, and generous prep space—perfect for everyday living and entertaining. The adjoining family room flows seamlessly into the incredible climate-controlled Florida room, complete with heating, air conditioning, and its own stunning stone fireplace, making it the perfect year-round gathering space overlooking the backyard and pool. The spacious primary suite offers private access to the Florida room, a large walk-in shower, dual vanities, and generous closet space. The secondary bathroom has been beautifully remodeled with dual sinks and an updated shower. The additional bedrooms are all generously sized, including one with a walk-in closet and another featuring French doors leading to the backyard along with its own walk-in closet. The dining room includes custom built-in storage, while additional linen, utility, and pantry storage provide functionality throughout the home. Outside, you'll enjoy your own private backyard retreat featuring a sparkling pool with a new pool pump (2026), a fully fenced yard, RV parking, and plenty of space for entertaining, pets, or gardening. The climate-controlled two-car garage features a new electrical panel, laundry area, and is complemented by an additional carport. A generator transfer switch is also already installed for added peace of mind. Major updates include a new addition completed in 2024, new septic system and drain field installed in 2024, repiped plumbing, new HVAC system, roof replaced in 2017, flat roof replaced in 2021, and a new electrical panel. The home is on septic, and while a well is present, it is not currently in use. Conveniently located just minutes from Historic Downtown Longwood, SunRail, I-4, shopping, dining, top-rated Seminole County schools, Big Tree Park, and Wekiwa Springs State Park, this home offers the perfect combination of space, comfort, and convenience. Don't miss your opportunity to own this one-of-a-kind Longwood home. Schedule your private showing today!

442 Homer Avenue, Longwood

$599,990
3 Beds 3 Baths Lloyds Terrace SubDv. 32779 Zip Code
Fully renovated on nearly half an acre with no HOA and private Lake Brantley access, 2261 Charlotte Drive offers 3 bedrooms, 3 full bathrooms, and 2,202 square feet of living space. Updates include new tile and vinyl plank flooring, a completely remodeled kitchen, three fully renovated bathrooms, and all-new lighting throughout. The kitchen features shaker cabinetry, stainless-steel appliances, quartz countertops, and a matching full-height quartz backsplash. Under-cabinet lighting provides additional task and accent lighting. The home has two separate living areas, including a front living room with double-height ceilings and a large wood-burning fireplace. LED accent lighting along the staircase and living-room ceiling adds a modern finish. All three bedrooms are located upstairs. The Florida room provides flexible additional space for an office, den, game room, playroom, or hobby room. A dedicated laundry closet provides convenience without taking away from the main living areas. The fully fenced backyard offers plenty of room for entertaining and includes mature trees, a garden area, and a large deck with a pergola. Water and electrical connections are already installed at the pergola for a future outdoor kitchen, bar, or entertaining setup. A gated entrance provides additional backyard access and storage space for boats, RVs, trailers, and other recreational equipment. The 24-by-24-foot garage includes a temperature-controlled storage room. There is a Tesla Charger installed in the garage. The water heater was replaced in 2024, while the roof, windows, and air-conditioning system were replaced in November 2017. The AC air handler is located indoors to protect it from the elements and help extend the system’s service life. Private access to the Lake Brantley neighborhood park is available for $39 annually and includes a playground and small-boat launch. The home is approximately five minutes from two grocery stores, Lake Brantley High School, and Forest Lake Elementary, with I-4 about 10 minutes away.

2261 Charlotte Drive, Longwood

$569,000
4 Beds 3 Baths Wekiva Hills Sec 08 SubDv. 32779 Zip Code
Welcome to this spacious and beautifully maintained family home in the highly desirable Wekiva Hills community, where comfort, functionality, and location come together. Offering 4 bedrooms, 3 full bathrooms, and an abundance of versatile living space, this home is designed to accommodate today's busy lifestyle. Roof (2022), new windows (2022), Water Heater (2023), Pool re-surfaced and tiled (2022), fence (2023). Freshly painted inside and featuring hard-surface flooring throughout with no carpet, the interior offers a clean, modern feel that's both stylish and easy to maintain. Multiple living areas include formal living and dining rooms, wood-burning fireplace, a generous bonus space, and an oversized family room centered around a classic wood-burning fireplace. The formal dining room is currently used as a home office, showcasing the flexibility of the floor plan to fit your needs. The spacious family room opens to a covered lanai and private screened swimming pool, creating the perfect setting for entertaining or relaxing year-round. The large fenced backyard is beautifully landscaped with mature fruit and flowering trees, providing plenty of room for outdoor activities and gardening. Additional features include an inside laundry/utility room, updated bathrooms, tile flooring in all wet areas, a whole-home water filtration system, AC system (2015), and all major appliances convey with the home, making it truly move-in ready. Located in the heart of Wekiva, residents enjoy miles of scenic walking and biking trails, parks, playgrounds, sports courts, and a vibrant community atmosphere. Zoned for highly sought-after Brantley High School and conveniently located near shopping, dining, Wekiva Springs State Park, and major roadways, this home offers the perfect balance of peaceful living and everyday convenience. This is a wonderful opportunity to own a spacious pool home in one of Central Florida's most established and sought-after communities. Schedule your private showing today.

165 Duncan Trail, Longwood

$529,900
4 Beds 3 Baths Wekiva Hills Sec 08 SubDv. 32779 Zip Code
Under contract-accepting backup offers. 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 with 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

$511,900
4 Beds 2 Baths Wekiva Cove Ph 1 SubDv. 32779 Zip Code
Under contract-accepting backup offers. Rare opportunity to own a 4 bdr/2 bath pool home located on a desirable CUL DE SAC location in sought after Wekiva Cove in Longwood! Your family will fall in love w/ this CUSTOM BUILT home & all the NEIGHBORHOOD AMENITIES & GREAT SCHOOLS nearby. Residents enjoy RESORT STYLE AMENITIES including WALKING TRAILS that meander thru-out the community, LAKEFRONT CLUBHOUSE, 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 updated over the past year, including fresh exterior paint, Energy Star double-pane windows, radiant barrier in the attic, 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 & front entry. 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 that will be buying out the corporate transferee & selling the home has already completed it's own home inspections and appraisals, with reports available to the buyer. Hurry & take a look before this gem gets snapped up in one of Longwood’s most sought-after communities. Welcome Home!

120 Trafalgar Place, Longwood

$500,000
4 Beds 2 Baths Sweetwater Oaks Sec 06 SubDv. 32779 Zip Code
Virtually Staged. Buyer's financing fell through...their loss is your opportunity to live in this sought after community and make this house your home! Welcome Home to Sweetwater Oaks – Where Family Memories Are Made. Nestled in the heart of Longwood's beloved Sweetwater Oaks community, this 4-bedroom, 2-bathroom home gives your family 2,033 square feet of comfortable living space. With no rear neighbors and a peaceful conservation area just beyond the fence line, you'll enjoy privacy and quiet mornings. The screened-in pool means safe, bug-free fun all year long — perfect for weekend swim days, birthday parties, or just cooling off after school. And with a functional 4-bedroom floor plan, there's room for everyone to spread out. What truly makes this neighborhood special is the lifestyle it offers growing families: A private boat ramp on Lake Brantley – perfect for family boat days, fishing trips, or teaching the kids to water ski Canoe and kayak access to the Wekiva River – explore one of Florida's most beautiful natural waterways together as a family Community parks – close by for playdates, picnics, and evening walks Tennis courts – get the whole family active without leaving the neighborhood Sweetwater Oaks isn't just a place to live — it's a community where kids grow up making memories on the water, in the parks, and in each other's backyards. It's the kind of neighborhood families put down roots in for good. Come see for yourself why so many Sweetwater Oaks families never leave. Schedule your private showing today.

211 Hickory Drive, Longwood

$587,000
4 Beds 3 Baths Knollwood 3rd Add Amd SubDv. 32750 Zip Code
Your Dream Home Awaits! Discover the perfect combination of space, comfort, and endless possibilities in this charming ranch-style home, ideally positioned on an impressive 0.71-acre corner lot in the highly sought-after Knollwood community of Seminole County. Offering 4 spacious bedrooms, 2.5 bathrooms, and 2,416 square feet of living space, this home is designed for growing families, entertaining, and creating memories that will last a lifetime. From the moment you arrive, you'll appreciate the oversized driveway with abundant parking and the expansive yard that provides limitless opportunities to design your own private retreat—whether you envision a sparkling pool, outdoor kitchen, garden, playground, or the ultimate backyard entertainment space. Step inside to a warm and welcoming interior where timeless charm meets modern comfort. The inviting living room features elegant crown molding, a cozy wood-burning fireplace, and beautiful rustic barn doors that lead into the heart of the home—an updated kitchen complete with stainless steel appliances, sleek countertops, generous cabinetry, and abundant natural light, making it the perfect place to gather with family and friends. Built with the quality and craftsmanship of a classic 1974 ranch, this home offers solid construction, spacious living areas, and incredible potential to personalize and make it uniquely yours while enjoying its timeless character. Perfectly located within one of Seminole County's most desirable school districts, you'll enjoy convenient access to premier shopping, dining, parks, major highways, and everything Central Florida has to offer. Homes with this much land, this much living space, and this prime location rarely become available. Whether you're searching for your forever home or an exceptional investment, this property offers a rare opportunity to own one of Knollwood's most desirable homes. Don't miss your chance to make this incredible property yours—schedule your private showing today before it's gone!

1200 Waverly Way, Longwood

$589,900
4 Beds 3 Baths Wekiva Club Estates Sec 08 SubDv. 32779 Zip Code
Virtually Staged. Close before the end of the year on this gorgeous home and take advantage of significant savings! Reach out to us and ask us how! Welcome to this beautifully updated 4-bedroom, 2.5-bath pool home in the highly sought-after Wekiva Club Estates! Offering 2,477 square feet of living space on a spacious .32-acre lot, this home blends comfort, style, and functionality in one of Seminole County's most desirable communities. Step inside to discover soaring ceilings, an open and inviting floor plan, wood and tile flooring throughout, and a stunning floor-to-ceiling stone fireplace that serves as the centerpiece of the living space. The updated kitchen opens seamlessly to the main living and dining areas, creating the perfect setting for everyday living and entertaining. The spacious primary suite features a beautifully renovated NEW PRIMARY BATH, walk-in closet, and private en-suite retreat, while three additional bedrooms provide plenty of room for family, guests, or a home office. Major updates provide peace of mind, including NEW WINDOWS and a NEW FENCE. Outside, your private backyard oasis awaits. Enjoy Florida living year-round with a sparkling in-ground pool, above-ground spa, lush landscaping, and a cozy fire pit area. Whether you're hosting gatherings, relaxing with family, or enjoying a quiet evening outdoors, this backyard was designed for making memories. Additional features include a two-car garage, wood fencing, public utilities, and low HOA dues. Residents of Wekiva enjoy access to community amenities including parks, playgrounds, tennis courts, sidewalks, and a golf course. Located within the highly rated Wekiva Elementary, Teague Middle, and Lake Brantley High School districts, this home offers convenience, recreation, and an exceptional lifestyle. Don't miss the opportunity to make this move-in-ready Wekiva gem your own!

351 Needles Trail, Longwood

$500,000
3 Beds 2 Baths Cutler Cove SubDv. 32779 Zip Code
Pull over HONEY! This home is move it ready. Roof. 2023. AC 1 2020, AC 2 2022. Look at the cute swing in the front yard. That looks like a great home to relax in. Let's take a look. As you walk up to the home you are greeted by double doors making it feel like a grand entrance. Enchanted ivy grows to the left of the entrance. Immediately upon entering the home you can access the updated kitchen. To the right of the entry you have the huge living room which can take you to the laundry room and garage. The living room features a wood burning fireplace as well as being open to the kitchen. There is a nice spot for stools so you can eat a quick breakfast without going to the dining room. The kitchen is nicely appointed with white shaker cabinets and subway tile. Also off of the living room is a HUGE family room with vaulted ceilings and plenty of natural light from large sliding doors that leads to the back yard. Off of the family room is a nice area that would make a great little office space. Back through the kitchen and down the hall you will find all three bedrooms. The master is plenty spacious and the ensuite bathroom has lots of space. There is currently a nice long double vanity and large shower. The master bath has been updated! Quartz counters, double vanity with a spot for a stool to do you facial maintenance regimen. There is a door that leads to the back yard making it easy to clean up after playing or working in the back yard. The home has fresh paint inside and out. Luxury vinyl plank throughout the home makes maintenance a breeze. Come add your personal touches to really make this home shine! Lake Brantley Beach park with all amenities including boat ramp, volleyball sand court, playground, grills, basketball court and ability to rent pavilion. The same for Riverside park which also has tennis courts, ball fields, larger covered pavilion and nature trails. The clubhouse playground and tennis courts across Wekiva Springs Rd. Maintenance of all common areas including the path to the beach by our house. Several family events throughout the yr incl Halloween costume parade, egg hunts, Christmas parade, and parties with games, bounce houses, etc. Don't miss out. Contact us today!

901 Cutler Road, Longwood

$520,000
4 Beds 2 Baths Sweetwater Oaks Sec 06 SubDv. 32779 Zip Code
Virtually Staged. NEW ROOF Prior to closing on this Move-In Ready Pool Home in Sweetwater Oaks and with the SELLERS WILLING TO CONTRIBUTE TOWARDS BUYER'S CLOSING COSTS, it provides added flexibility and value for purchasers! Welcome to highly desirable Sweetwater Oaks, where this beautifully maintained 4-bedroom, 2-bathroom home offers the perfect blend of space, and comfort, with RECENT UPGRADES. The functional floor plan features separate living, dining, and family rooms, an eat-in kitchen, utility room, and walk-in pantry. Enjoy Florida living at its best with a large screened pool and covered lanai, ideal for relaxing or entertaining. The fully fenced backyard also features a new storage shed added in 2024. Major recent updates, all within the last year, provide peace of mind, including a new HVAC system, electrical panel, water heater, and microwave, plus a new dishwasher, flooring and baseboards in the living and dining rooms, fresh interior paint, painted pool deck, new blinds, updated lighting, and new electrical outlets and switches throughout. Additional improvements include a new pool patio roof and pool light (2020). With the new roof being installed prior to closing, this home offers peace of mind with all the recent improvements. Sweetwater Oaks residents enjoy deeded access to skiable Lake Brantley with a boat ramp, tennis and pickleball courts, picnic pavilion, and access to the Wekiva River, parks, and playgrounds. Conveniently located near top-rated Seminole County schools, shopping, dining, and major highways, this move-in-ready home is one you won't want to miss.

309 Hickory Drive, Longwood

$529,900
3 Beds 2 Baths Mandarin Sec 5 SubDv. 32779 Zip Code
MAJOR PRICE IMPROVEMENT ... EXCEPTIONAL VALUE IN MARKHAM WOODS ROAD MANDARIN ESTATES!! Welcome to your move in ready dream home! This spacious & updated 3-bedroom, 2-bathroom, 1.10 acre property located off Markham Woods Road in Mandarin Estates offers everything you desire for comfortable and luxurious living. NO HOA!! Step into the beautiful foyer and be greeted by an expansive living space filled with natural light pouring in through large windows. The split foyer & large formal living & dining rooms seamlessly flow into the family room w/ beautiful stone fireplace and kitchen creating an inviting atmosphere, perfect for entertaining guests or enjoying family time. The updated kitchen is a chef’s delight, boasting modern appliances, and plenty of storage for all your culinary needs. Luxurious granite kitchen counter tops add both functionality and style, providing additional workspace and a casual dining spot. Three generously sized split-plan bedrooms provide laminate flooring, ceiling fans, and large closets for all your storage needs. The primary suite is a true sanctuary, complete with a new, luxurious ensuite bath featuring a beautiful walk-in shower, and dual vanity sinks. The true highlight of this home lies outdoors. Step outside to discover your own private backyard w/ plenty of room to add a pool & featuring a large screened attached 1031 square foot covered Lanai perfect for family gatherings. The expansive backyard, includes a 20'x64' fenced in area next to the garage, & provides plenty of space for outdoor activities or your pets. The home also includes flooring updates & a brand new 50-year-steel roof. Located in a quiet and family-friendly neighborhood; BRING YOUR BOATS, WORK VEHICLES, R.V's & build accessory garages & workshops for your toys, or an accessory dwelling unit (ADU)...this home offers the perfect blend of tranquility and convenience. With easy access to shopping, dining, top-rated schools, and the Seminole County Trail runs thru he neighborhood, you'll have everything you need right at your fingertips. Don't miss your chance to experience luxury living at its finest. Schedule a showing today and make this stunning home your own!

1861 Crowley Circle E, Longwood

$550,000
3 Beds 2 Baths Spring Hammock SubDv. 32750 Zip Code
Rare 3.39-Acre Income-Producing Estate in Sought-After Seminole County Discover an exceptional opportunity where wide-open freedom meets unbeatable value on this 3.39-acre property in one of Central Florida's most desirable locations. Built in 1982, this versatile estate seamlessly blends modern comfort with rural charm — providing a lifestyle that's increasingly hard to find. Turnkey Income Generation This is more than a home — it's a smart investment. The property generates $3,200 monthly in rental income from a fully tenanted duplex featuring a 2-bedroom unit and a 1-bedroom unit, both with a newly renovated kitchen and modern appliances. With financials already in place, buyers need only a down payment — the rental income takes care of the rest. (Detailed financial analytics available upon request.) Endless Possibilities Zoned with flexibility in mind, this property is a rare blank canvas: Homestead your dream lifestyle with room to grow Launch a boutique farm — farm animals are welcome Develop commercially — strong rezoning potential for industrial or office use Open a Farm to Table Gourmet Restaurant Location That Has It All Nestled alongside the iconic Big Tree Park, you'll enjoy the tranquility of nature while remaining moments from city conveniences. Just minutes to Ronald Reagan Boulevard and Lake Mary Boulevard, with quick access to: Longwood SunRail Station — 4 min Lake Mary SunRail Station — 7 min Altamonte Springs — 10 min Orlando Sanford International Airport — 16 min Orlando International Airport — 39 min Lake Mary and Altamonte Springs Shopping Malls — 7-10 minutes away A Lifestyle, Not Just a Listing Owners are relocating, creating a rare window of opportunity for the right buyer. Whether you're an investor, entrepreneur, homesteader, or developer — opportunities of this caliber rarely come to market. How to Submit Your Interest With strong interest anticipated, buyers are encouraged to submit their highest and best interest using an escalation addendum. All interests will be reviewed no later than May 30th, 2026. Serene country living. Strong rental income. Commercial upside. All just minutes from the heart of the city.

1735 Timocuan Way, Longwood

$529,000
4 Beds 2 Baths Wekiva Hunt Club 3 Fox Hunt Sec 3 SubDv. 32779 Zip Code
Under contract-accepting backup offers. This home comes with solar panels, No Electric bill. Highly sought after Wekiva home located off Hunt Club. This is a 4 bedroom, 2 bath home with an extra bonus room right off the primary bedroom. Spacious house that is well maintained, all stainless-steel appliances, fireplace, shutters in windows. Back yard has access to the Wekiva trail for walking and running. Paved pool patio, pool. Two parks within walking distance. This house comes with an electrical disconnect for a generator in case a power outage. Beautifully maintained home featuring ceramic tile throughout—no carpet anywhere. Elegant crown molding enhances the living room, dining room, and primary bedroom, while custom interior shutters add timeless style to every window. Enjoy the bright Florida room for additional living space and a large private bonus room directly off the primary suite, perfect for an office, nursery, fitness room, or retreat. Step outside to your own backyard oasis with a saltwater pool featuring a brand-new Hayward salt cell, a premium hardwired hot tub with newer cover and pressure switch, covered patio, and private cabana. The fully fenced yard is surrounded by mature landscaping and illuminated by hardwired outdoor lighting, creating the perfect setting for relaxing or entertaining. Direct access to scenic walking trails behind the home adds even more appeal. Additional upgrades include a new A/C condenser, complete irrigation system for easy lawn maintenance, and a generator inlet box for quick emergency power connection. This home offers the perfect combination of comfort, convenience, and resort-style outdoor living.

105 E Cottesmore Circle, Longwood

$590,000
4 Beds 3 Baths Woodlands Sec 4 SubDv. 32750 Zip Code
Back on the Market! Buyer financing last minute fell through. VA appraisal was done and approved. Second chance for you to grab this fabulous house with in-law suite. Absolutely Everything You’ve Been Looking For — in the Sought-After Woodlands Community of Longwood! This lovingly maintained home has been cherished by the same owners for 39 years and is now ready to welcome new memories. With an ideal multigenerational floor plan, in-law suite, sparkling pool with natural gas heater, and huge yard, this home truly has it all. Key Features Spacious Layout: Bright, open floor plan with flexible living spaces — perfect for entertaining or quiet family living. Gourmet Kitchen: A chef’s dream with an abundance of rich wood cabinetry featuring 42" cabinets, soft-close drawers, granite countertops and backsplash, stainless appliances featuring double ovens with convection, 5 burner gas cooktop 2024, microwave, and ample amounts of counter space. A large window overlooks the pool, and the breakfast bar is ideal for casual meals. Comfortable Gathering Spaces: The kitchen opens to a large family room with French doors leading to a massive 30-foot screened lanai with gorgeous wood ceiling and huge paddle fans, perfect for summer barbecues and poolside relaxation. A separate dining area features elegant built-in cabinetry. Versatile Living Room: A huge formal living room (or flex space) features a gorgeous gas fireplace surrounded by beautiful stone and framed by custom shelving—ideal for a game room, home theater, or play area. Private Primary Suite: The spacious primary retreat includes French doors overlooking the pool, dual closets, and an ensuite bath with double sinks and walk-in shower. Large Bedrooms: Spacious secondary bedrooms with large closets and conveniently located near full bath with pool access. In-Law Suite: Thoughtfully designed newer addition with its own private entrance, full bath, dual sinks, walk-in shower, and a generous 23’ x 12’ living space—perfect for guests or multigenerational living. Outdoor Oasis: Enjoy the 8-foot-deep screened pool and spa with heater for year-round swimming. The 30’ x 17’ lanai has a natural gas hookup for grilling and entertaining. Despite the large pool, there’s still ample green space on your .29-acre yard for gardening. Seller added a separate Well for Irrigation System to keep your plants lush and green and watering costs low!. Bonus size indoor laundry room, extra storage closets throughout and large two car garage. Updates include: Brand-new plumbing, new electrical panels, 2020 roof, replaced windows, Kitchen update, bathroom showers retiled, pool resurfaced within last 10 years, exterior paint and freshly painted living areas. Four-point inspection available. Location & Lifestyle In the heart of Seminole County, zoned for top-rated schools and just minutes from I-4, world-famous attractions, dining, and shopping. This home blends classic character with modern comfort in one of Longwood’s most desirable neighborhoods. Come see why this home truly has everything you’ve been searching for—and more!

105 Cedar Oak Trail, Longwood

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