Longwood Homes with Private Pool type

Longwood Homes with Private Pool type

Welcome to Longwood, Florida – a charming city nestled in the heart of Seminole County, where suburban tranquility meets vibrant community living. Just a stone’s throw away from the bustling city of Orlando, Longwood offers residents a unique blend of serene landscapes and easy access to urban amenities. With its lush parks, scenic lakes, and friendly neighborhoods, Longwood is a haven for families, retirees, and anyone looking to enjoy the quintessential Florida lifestyle.

One of the standout features of homes in Longwood is the availability of properties with private pools. Imagine stepping into your own backyard oasis, where you can soak up the Florida sun, host lively barbecues, or unwind with a refreshing dip after a long day. These homes cater to those who cherish outdoor living, providing the perfect setting for relaxation and entertainment. Whether you’re looking for a cozy single-family home or a spacious estate, Longwood boasts a variety of options to suit your needs.

In addition to its beautiful homes, Longwood is known for its excellent schools, vibrant local culture, and a plethora of recreational opportunities. Explore the picturesque trails of the nearby Wekiva Springs State Park or enjoy a leisurely afternoon at the Longwood Historic District, where charming boutiques and delightful eateries await.

If you’re in search of a community that combines the best of suburban living with the luxury of a private pool, Longwood, FL, is the perfect place to call home. Dive into your dream lifestyle today!

Newest Longwood Homes with Private Pool type

$798,000
4 Beds ⋅ 2 Baths ⋅ Sweetwater Oaks Sec 18 SubDv. ⋅ 32779 Zip Code
A RARE WATERFRONT GEM IN SWEETWATER! Completely renovated and beautifully appointed, this exceptional canal-front residence offers a rare combination of luxury, privacy, recreation and an enviable waterfront lifestyle. Nestled in one of Longwood’s most highly sought-after neighborhoods and zoned for A-rated schools, this remarkable corner-lot home is truly one of those special properties that rarely comes to market. From the moment you enter, the home’s architectural character is unmistakable. Soaring cathedral/vaulted ceilings, beautiful wood beams, a brick fireplace and skylights throughout create an inviting sense of volume and fill the living spaces with natural light. Expansive sliding glass doors from both the living room and primary suite open to the pool and tranquil canal beyond, creating effortless indoor-outdoor living and beautiful water views. The completely renovated interior showcases a sophisticated blend of quality finishes and timeless design. The gourmet kitchen features quartz countertops, upgraded cabinetry with detailed molding and glass-front accents, complemented by beautiful wood-look tile flooring and crown molding throughout the home. The luxurious primary suite features a beautifully renovated bathroom with granite double vanities, a tasteful glass-enclosed shower with a rain showerhead, and a separate jacuzzi-style garden tub, creating a relaxing private retreat. The lifestyle extends well beyond the property. Residents enjoy private, neighborhood access to Riverbend Park, the Wekiva River, offering opportunities for kayaking, fishing and other outdoor recreation, along with access to Sweetwater Beach and Lake Brantley for boating, fishing, swimming and water activities. Completely renovated. Canal front. Private pool. Exceptional architectural character. Luxury finishes. A-rated schools. Unparalleled recreational access. This is far more than a home—it is a rare opportunity to experience an exceptional waterfront lifestyle in one of Longwood’s most desirable communities. Schedule a private showing!

807 Riverbend Boulevard, Longwood
$525,000
4 Beds ⋅ 2 Baths ⋅ Crystal Creek Unit 1 SubDv. ⋅ 32750 Zip Code
Welcome home to Crystal Creek in Longwood and this BEAUTIFULLY MAINTAINED 4-Bedroom, 2-Bath, single-story POOL HOME offering an inviting blend of comfort, functionality and Florida outdoor living! From the manicured lawn and thoughtful landscaping to the SPACIOUS LOT and 2-CAR GARAGE, the curb appeal makes a wonderful first impression. Step inside to LAMINATE WOOD FLOORING and a light, open layout designed for both everyday living and entertaining. At the heart of the home, a stunning TWO-SIDED TILED FIREPLACE with built-in shelving creates a beautiful focal point between the Living Room and Family Room. Both spaces enjoy sliding glass doors to the SCREENED LANAI, allowing NATURAL LIGHT to pour inside while making it easy to move the party outdoors. The separate Dining Room is tucked just off the foyer and features a CHARMING ARCHED front-facing window. The Kitchen overlooks the Family Room and is ready for the home chef with NEW STAINLESS STEEL APPLIANCES, granite countertops, an abundance of wood cabinetry, BREAKFAST BAR and closet pantry. The open floorplan keeps the Kitchen connected to the main living spaces, making casual mornings and weekend gatherings equally enjoyable. The Primary Suite offers a PEACEFUL RETREAT with its own sliding glass doors opening directly to the patio and pool. It also boasts DUAL CLOSETS, including a WALK-IN, along with a private en-suite bath featuring dual vanities, GARDEN TUB and step-in shower. Three additional Bedrooms provide plenty of room for family, guests, a home office or flex space, while the second full bath has been RECENTLY REMODELED. And then there is the backyard! Step through the sliders into your own PRIVATE OUTDOOR OASIS where a screened lanai, IN-GROUND POOL, SPA and PATIO AREA create the perfect setting for morning coffee, afternoon swims or entertaining under the Florida sunshine. The generous lot, manicured landscaping and inviting outdoor space make this a home you will want to enjoy year-round. Recent major updates include a NEW WATER HEATER (2022) and A/C (2018). Crystal Creek adds even more appeal with a LOW HOA and community park and playground, while the Longwood location puts you close to shopping, dining, recreation and everyday conveniences. Longwood is also home to a CHARMING HISTORIC DISTRICT, while nearby outdoor destinations provide opportunities for hiking, paddling and enjoying Central Florida's natural beauty. Adding to the appeal, this home is located in the desirable SEMINOLE COUNTY SCHOOL DISTRICT. With Convenient access to I-4 and the greater Orlando area, this home offers that wonderful combination of QUIET NEIGHBORHOOD LIVING with everything you need close by. MOVE-IN READY, beautifully maintained and packed with the features buyers are looking for—Crystal Creek is ready to welcome its newest neighbor! Call today to schedule your private showing and fall in love with your new HOME SWEET HOME!

259 Silk Bay Place, Longwood
$675,000
4 Beds ⋅ 2 Baths ⋅ Sweetwater Oaks SubDv. ⋅ 32779 Zip Code
Welcome to 215 Palmetto Concourse in the beautiful and amenity full Sweetwater Oaks community!! The home is in a fantastic location, just a few doors away from the lake park and the incredible Sweetwater Beach, how fun and relaxing??? This great 2868 square foot 4 bedroom, 2 bathroom split bedroom home has a great floor plan and has been redone very nicely, this home is ready to move in!! The long lasting roof was replaced in 2021, the two full size heating and air conditioning systems were installed in 2023!! The beautiful flooring is timeless and durable, new 5 inch baseboards, updated bathrooms, the popcorn ceilings have been removed, new interior paint, new pool pump and filter and more! The floorplan is split bedroom, the nice and bright bonus room is full air conditioned and ready for fun and excitement, the utility room is enormous and will serve you well as a pantry/craft space/butler's pantry/storage room! The home is also in close proximity to the local and highly rated and regarded Sabal Point Elementary School!! Come home and enjoy all the unique and wonderful Sweetwater Oaks amenities!! 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 (right down the street), 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!!

215 Palmetto Concourse, Longwood
$469,900
4 Beds ⋅ 3 Baths ⋅ Windtree West Unit 2 SubDv. ⋅ 32750 Zip Code
Virtually Staged. This is your opportunity to own a Gorgeous, Amazing, Stunning Oversized Pool, FULLY REMODELED Home on a Huge Corner Lot in the highly desirable City of Longwood Next to Markham Woods area! And no HOA. Please visit our 3D tour. Property offers a brand-new architectural shingle roof and a new resurfaced pool, this home is move-in ready and packed with upgrades. Completely remodeled interior with brand-new flooring and new carpet Luxurious master bathroom featuring Italian porcelain tile shower walls and new vanities. Open floor plan with large windows for an abundance of natural light Modern kitchen with exotic granite countertops, stainless steel appliances, and wood cabinetry. Converted garage, with permits, for income-producing or in-law suite. A/C unit from 2016. Oversized pool with a screened porch and fenced backyard. Huge front yard with ample space for entertainment and leisure. Top-rated school district, shopping, dining, hospitals, and entertainment. Easy access to major highways: I-4, SR-434, Ronald Reagan Blvd, US-17-92 Just a short drive to Downtown Orlando. Don’t miss your chance to own this rare gem with NO HOA in one of Central Florida’s most sought-after areas.

1040 Waverly Drive, Longwood
$414,900
3 Beds ⋅ 2 Baths ⋅ Sandalwood SubDv. ⋅ 32750 Zip Code
POOL HOME + LARGE FENCED YARD + NO CARPET! This 3-bedroom, 2-bath Longwood home in the sought-after Sandalwood community offers the perfect combination of comfort, style, and location. Step inside to an open-concept floor plan featuring granite countertops, espresso cabinetry, a tiled backsplash, stainless steel appliances, and easy-care laminate and tile flooring throughout. The inviting living space is highlighted by a wood-burning fireplace, creating a cozy gathering spot. Outside is where this home truly shines—a generous, fenced backyard with a sparkling pool provides plenty of room for weekend gatherings, play, or simply enjoying the Florida sunshine. A utility shed offers convenient additional storage. Located in the highly rated Seminole County school district with easy access to schools, parks, dining, shopping, SunRail, major roads, and I-4. If you’ve been waiting for a Longwood pool home in a great location, this one is worth seeing!

103 Cashew Court, Longwood
$495,000
3 Beds ⋅ 2 Baths ⋅ Sabal Point At Sabal Green SubDv. ⋅ 32779 Zip Code
Welcome to effortless Florida living in the highly sought-after Sabal Green at Sabal Point, where beautiful homes, mature landscaping, and low-maintenance living come together in one of Longwood's most desirable communities. This beautifully maintained 3-bedroom, 2-bath pool home offers nearly 2,000 square feet of thoughtfully designed living space with a split-bedroom floor plan that perfectly balances everyday comfort and privacy. At the heart of the home is a beautifully renovated kitchen featuring rich wood cabinetry, custom granite countertops, under-cabinet lighting, stainless steel appliances, and a sunny breakfast nook overlooking the backyard. The kitchen opens seamlessly to the spacious family room, where soaring ceilings, transom windows, and a striking double-sided wood-burning fireplace create a warm and inviting space for gathering with family and friends. Sliding glass doors lead to your own private outdoor retreat, complete with a screened-in swimming pool and covered lanai—perfect for enjoying morning coffee, weekend barbecues, or relaxing after a long day while taking advantage of Florida's year-round sunshine. The spacious primary suite offers direct access to the pool, a generous walk-in closet, and a beautifully updated ensuite bath featuring matching wood cabinetry, granite countertops, a soaking tub, separate shower, and a peaceful private courtyard that fills the space with natural light. Two additional bedrooms and an updated guest bathroom provide flexibility for family, guests, or a home office, while the formal dining room offers the perfect setting for entertaining or can easily serve as a formal living room to suit your lifestyle. Notable updates include a new roof (2022) and HVAC system (2019), providing peace of mind for years to come. One of the most desirable features of Sabal Green is its maintenance-free lifestyle, with the HOA taking care of front lawn maintenance, allowing homeowners more time to enjoy everything this wonderful community has to offer. Residents are also zoned for highly rated Seminole County schools and enjoy easy access to shopping, dining, major highways, downtown Orlando, area attractions, beaches, and airports. This is more than just a home, it's an opportunity to enjoy the comfort, convenience, and lifestyle that make Sabal Point one of Central Florida's most cherished communities. Schedule your private showing today!

2538 Long Iron Court, Longwood
$475,000
4 Beds ⋅ 2 Baths ⋅ Devonshire SubDv. ⋅ 32750 Zip Code
Virtually Staged. Welcome to 580 Devonshire Boulevard, a beautifully updated four-bedroom, two-bath pool home located in the Devonshire community of Longwood. The welcoming single-story exterior features a modern neutral color palette, covered two-car carport, fresh landscaping, updated exterior lighting, mature trees, and clean architectural lines. A private gated entry leads to the front entrance, creating a secure and inviting arrival. Access to the spacious courtyard patio from the carport features freshly finished concrete, decorative rock landscaping, privacy walls, and expansive sliding glass doors that create a seamless indoor-outdoor connection. Inside, the bright foyer opens into an airy living room featuring wide-plank wood-look flooring, recessed lighting, neutral finishes, overhead skylights, and abundant natural light. The updated kitchen showcases bright shaker cabinetry, quartz-style countertops, a full subway tile backsplash, stainless steel appliances, sleek hardware, and an oversized center island with pendant lighting, storage, prep space, and casual seating. The adjoining dining area features a modern statement light fixture and sliding glass doors overlooking the courtyard, creating an ideal setting for everyday meals and entertaining. The spacious primary bedroom offers wood-look flooring, neutral finishes, expansive sliding glass doors, courtyard views, and convenient access to the private en-suite bathroom. The updated primary bath features shaker-style vanity, solid-surface countertop, modern fixtures, a framed mirror, and a walk-in shower with marble-look tile, rainfall showerhead, built-in shelving, and contemporary accents. Bedrooms two through four feature wood-look flooring, modern lighting, ample closet space, and natural light. One secondary bedroom also provides sliding glass doors with direct access to the outdoor living area, offering flexible use as a guest room, office, or additional living space. The updated guest bathroom includes a spacious dual-sink vanity, solid-surface countertops, modern fixtures, an oversized mirror, and a tub-and-shower combination surrounded by full-height subway tile. Step outside to the spacious screened pool area featuring a covered patio, expansive deck space, privacy walls, and a refreshing in-ground pool. This enclosed outdoor retreat offers plenty of room for lounging, dining, and entertaining while enjoying Florida living throughout the year. A functional laundry and storage room provides washer and dryer connections, a utility sink, built-in shelving, and generous space for household supplies, tools, and additional storage. Conveniently located near shopping, dining, parks, schools, and major roadways, this thoughtfully updated Devonshire home combines modern finishes, flexible living spaces, private outdoor areas, and an exceptional Longwood lifestyle.

580 Devonshire Boulevard, Longwood
$759,000
5 Beds ⋅ 3 Baths ⋅ Sabal View SubDv. ⋅ 32779 Zip Code
Welcome to this beautifully updated, move-in-ready pool home in the highly sought-after Sabal Point community! Surrounded by mature landscaping and featuring elegant stone pavers, double-door entry, and a hardwood foyer, this open-concept split-bedroom floor plan is designed for both comfort and entertaining. The upgraded kitchen showcases Travertine tile flooring, soft-close cherry cabinetry, stainless steel appliances, and Silestone countertops, while the inviting family room features a stunning floor-to-ceiling stone wood-burning fireplace. Triple sliding glass doors open to a peaceful screened paver lanai and sparkling pool, creating the perfect indoor-outdoor living experience. The spacious owner's suite offers a relaxing retreat with a luxurious jetted garden tub. Additional premium features include a propane-powered whole-home generator for peace of mind, an EV charging station (2023), new roof (2022), new exterior paint (2022), new water heater (2023), and new HVAC system (2025). Sabal Point residents enjoy over 85 acres of parks, scenic walking, biking, and jogging trails, abundant wildlife, and close proximity to the Wekiva River Preserve. Conveniently located near major highways, shopping, dining, entertainment, and top-rated schools, this exceptional home truly offers a vacation lifestyle every day. Schedule your private showing today!

455 Longmeadow Lane, Longwood
$410,000
4 Beds ⋅ 2 Baths ⋅ Wekiva Hills Sec 02 SubDv. ⋅ 32779 Zip Code
Back on the Market. New Improved Price!! Your new pool home in the desirable Wekiva Hills community is waiting for you. This 4 bedroom, 2 bathroom home sits on a spacious corner lot with a fenced backyard. The Kitchen recently updated with granite countertops, stainless steel appliances, ample cabinetry, and a breakfast. Inviting Family room with cozy fireplace, vaulted ceilings, and expansive windows fill the space with natural light. Primary Suite is generously sized with walk-in customized closet. This property requires repairs and is being sold As Is. Location is perfect just minutes from everything including shopping, entertainment, schools, major streets and expressways. This property may qualify for Seller Financing (Vendee). Call today for your private showing.

210 Banbury Court, Longwood
$579,000
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
$513,000
3 Beds ⋅ 2 Baths ⋅ Wekiva Hunt Club 1 Fox Hunt Sec 1 SubDv. ⋅ 32779 Zip Code
Welcome to 108 Kilkenny Court, a beautifully updated 4-bedroom, 2-bath pool home in the sought-after Wekiva Hunt Club community. Offering 1,979 square feet of single-story living on an oversized 0.26-acre lot, this home combines modern updates, inviting indoor spaces, and the Florida lifestyle buyers are searching for. The bright, open layout features a cozy living-room fireplace, updated light fixtures, and ceiling fans throughout. At the center of the home, the renovated kitchen impresses with new cabinetry, a spacious island, new 2026 countertops, brand-new Samsung stainless-steel appliances, and a new sliding glass door that opens to the outdoor living area. Both bathrooms have also been renovated with fresh, contemporary finishes, while a second new sliding door in the primary bedroom provides direct access to the backyard. Step outside to your private retreat, complete with a sparkling screen-enclosed pool, covered patio, and fully fenced yard—perfect for relaxing, entertaining, or enjoying year-round Florida sunshine. Additional highlights include a 2-car garage, roof replaced in 2018, A/C replaced approximately two years ago, pool pump replaced last year, and vinyl fencing installed in 2023. Located just minutes from Publix at Springs Plaza, Wekiva Golf Club, parks, walking trails, and community tennis, pickleball, racquetball, basketball, baseball, and soccer facilities. Outdoor enthusiasts will also appreciate being approximately 10 minutes from Wekiwa Springs State Park, offering spring swimming, kayaking, hiking, and scenic natural beauty. Updated, spacious, and perfectly positioned for convenience and recreation, this Longwood pool home is ready to impress. Schedule your private showing today!

108 Kilkenny Court, Longwood
$1,499,000
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
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