Longwood Homes with Pool

Longwood Homes with Pool

Welcome to Longwood, a vibrant city located in Seminole County, Florida. Known for its lush landscapes, friendly community, and excellent amenities, Longwood is a fantastic place to call home.

Situated in the heart of Seminole County, Longwood offers residents a perfect blend of suburban tranquility and urban convenience. With its close proximity to major highways and easy access to Orlando, residents can enjoy the best of both worlds.

One of the standout features of Longwood is its abundance of homes with pools. Whether you're looking for a luxurious estate or a cozy family home, Longwood has a wide range of options to suit your needs. Imagine spending hot summer days lounging by your private pool, hosting barbecues, and creating lasting memories with family and friends.

The availability of homes with pools in Longwood ensures that residents can enjoy the Florida sunshine and make the most of the warm climate all year round. Whether you're a fitness enthusiast who loves swimming laps or simply enjoy the relaxation that comes with a refreshing dip, having a pool in your own backyard is a true luxury.

In addition to the homes with pools, Longwood offers a variety of amenities, including top-rated schools, beautiful parks, shopping centers, and a vibrant downtown area. Residents can explore the historic district, indulge in delicious local cuisine, or take part in community events and festivals.

If you're looking for a city that combines the best of suburban living with the convenience of urban amenities, Longwood is the perfect place for you. With its homes with pools, friendly community, and prime location, Longwood offers a wonderful quality of life for residents of all ages.

Newest Longwood Homes with Pool

$675,000
4 Beds ⋅ 2 Baths ⋅ O6430131 MLS
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
$2,675,000
5 Beds ⋅ 7 Baths ⋅ O6432120 MLS
An Extraordinary Private Estate Where Luxury, Privacy & Resort-Style Living Come Together. Set on 1.6 beautifully landscaped acres within the desired Sweetwater Club, this exceptional estate offers a rare combination of privacy, sophistication, space, and resort-style living. Located within an exclusive 24-hour guard-gated community, the property is fully fenced and features its own private gated entrance, creating a secluded sanctuary surrounded by mature landscaping. Spanning approximately 6,470 square feet, the residence offers five bedrooms, a spacious bonus room, five full bathrooms, and two half baths. A thoughtfully designed split floor plan places nearly the entire home on one level, while soaring ceilings and light-filled living spaces create an atmosphere that feels both impressive and inviting. At the heart of the home, the chef-inspired kitchen is appointed with Viking appliances, dual gas ovens, and a gas cooktop, providing an exceptional setting for everyday meals and large-scale entertaining. Designed with entertaining in mind, the home also features an oversized billiard and game room with soaring ceilings, a full bar, and surround sound. Whether hosting cocktail evenings, gathering for game night, watching the big game, or spending time with family and friends, this space is made for memorable moments. Privately situated upstairs is a self-contained apartment featuring its own kitchenette, family room, bedroom, oversized walk-in closet, and remodeled full bathroom. Ideal for extended family, overnight guests, multigenerational living, or a private retreat, this versatile space adds tremendous flexibility to the estate. The outdoor living experience is equally impressive. An expansive screened lanai creates a seamless extension of the home and features a fully equipped outdoor kitchen overlooking the remodeled pool. Surrounded by lush landscaping and the privacy of the estate grounds, this resort-inspired setting is ideal for unforgettable gatherings, relaxed evenings, and year-round Florida entertaining. The home has also undergone numerous recent upgrades, offering the comfort and confidence of a beautifully updated estate. Improvements include two new AC units, whole-house replumbing, new flooring throughout, fresh interior and exterior paint, remodeled bathrooms, an updated kitchen, a remodeled pool, and a newer tile roof that remains under warranty, along with many additional updates throughout. An oversized three-car garage provides abundant room for vehicles, storage, and recreational equipment. The Sweetwater Club lifestyle extends well beyond the estate. Residents enjoy access to beautiful Lake Brantley, along with community amenities including tennis, pickleball, and basketball courts. Golf membership opportunities are also available, adding another dimension to the recreational lifestyle this sought-after community provides. For those who appreciate the outdoors, the community is located directly across from renowned Wekiwa Springs State Park, where crystal-clear springs, kayaking, scenic trails, and some of Central Florida’s most beautiful natural surroundings are just moments away.

950 Sweetwater Club Boulevard, Longwood
$275,000
2 Beds ⋅ 2 Baths ⋅ O6432083 MLS ⋅ 178 BLDG.
Easy Living in the Heart of Sabal Point | New A/C | New Electrical Panel | Top-Rated Schools Welcome to San Marcos Villas at Sabal Point, where comfort, convenience, and low-maintenance living come together. This bright and spacious 2-bedroom, 2-bathroom condo features a highly desirable split-bedroom floor plan and numerous updates, including a newer A/C system and newer electrical panel. The HOA takes care of the roof, lawn maintenance, landscaping, and more, allowing you to enjoy a truly carefree lifestyle. Step inside to discover soaring ceilings, expansive windows, and an open-concept living and dining area filled with natural light. The inviting living room centers around a charming wood-burning fireplace, creating the perfect space for relaxing or entertaining. The kitchen offers ample cabinet storage, a cooktop, built-in microwave, wall oven, butcher-block workspace, and a cozy breakfast nook ideal for morning coffee. The spacious primary suite is privately located and features a large walk-in closet and an en-suite bath with dual vanities, abundant storage, and a walk-in shower with built-in seating. The secondary bedroom and full bath are situated on the opposite side of the home, providing privacy for guests or family members. An in-unit laundry area adds everyday convenience. Unwind on your private screened lanai overlooking a peaceful garden setting, the perfect place to enjoy Florida's beautiful weather year-round. Located in one of Seminole County's most sought-after communities, you'll enjoy access to top-rated schools, excellent shopping and dining, and convenient access to major highways, making commuting a breeze.

178 W Sabal Palm Place Unit 178, Longwood
$469,900
4 Beds ⋅ 3 Baths ⋅ O6430747 MLS
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 ⋅ S5155274 MLS
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 ⋅ O6431817 MLS
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 ⋅ O6431474 MLS
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 ⋅ TB8533300 MLS
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
$429,900
4 Beds ⋅ 4 Baths ⋅ O6431308 MLS ⋅ Lake Wildmere BLDG.
Move-In-Ready Luxury End-Unit Townhome in Private Gated Lake Wildmere Welcome to 534 Lake Wildmere Cove, a beautifully designed end-unit townhome offering 4 bedrooms, 3.5 bathrooms, approximately 2,316 square feet, and an attached two-car garage in the gated Reserve at Lake Wildmere community. Built in 2019, the home features a bright, open layout with abundant natural light and generous living and dining spaces. The spacious kitchen is highlighted by quartz countertops, an oversized center island, stainless-steel appliances, ample cabinetry, and plenty of room for entertaining. Upstairs, you’ll find spacious bedrooms, private en-suite bathrooms, a versatile loft and office area, and a private balcony. Additional outdoor living areas include a covered front porch and rear patio. Community amenities include a swimming pool, clubhouse, gated entrance, and access to the community lake dock. Conveniently located near Downtown Longwood, Lake Mary, Sanford, Altamonte Springs, shopping, dining, major roadways, and everything Central Florida! move-in ready Property highlights: End-unit location with only one shared wall 4 bedrooms and 3.5 bathrooms Approximately 2,316 square feet Quartz countertops and oversized kitchen island Stainless-steel appliances Two-car garage Upstairs loft and office space Private balcony and covered patio Gated community Community pool, clubhouse, and lake dock Built in 2019 Move-in ready

534 Lake Wildmere Cove, Longwood
$599,900
4 Beds ⋅ 2 Baths ⋅ O6430959 MLS
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
$410,000
4 Beds ⋅ 2 Baths ⋅ O6430138 MLS
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 ⋅ O6429951 MLS
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
Start Your Search