Longwood Homes with Pool Amenities

Longwood Homes with Pool Amenities

Welcome to Longwood, Florida—a hidden gem nestled in the heart of Seminole County. This charming city is renowned for its lush landscapes, vibrant community, and rich history. With its picturesque parks, excellent schools, and a variety of dining and shopping options, Longwood offers an ideal blend of suburban tranquility and urban convenience. Just a short drive from the bustling city of Orlando, residents enjoy easy access to all the attractions while returning home to the serene ambiance of Longwood.

One of the standout features of this beautiful city is its array of homes equipped with delightful pool amenities. Imagine stepping into your backyard oasis on a warm Florida day, where a sparkling pool awaits you. These homes provide the perfect setting for entertaining friends and family or simply unwinding after a long day. Whether you're hosting a summer barbecue or enjoying a quiet evening under the stars, a pool adds an extra layer of luxury to your lifestyle.

Longwood’s real estate market boasts a diverse selection of homes, from charming single-family residences to more expansive estates, many of which feature stunning outdoor spaces complete with pools. Families and individuals alike are drawn to these properties, not only for their aesthetic appeal but also for the lifestyle they promote—one filled with relaxation, recreation, and community engagement.

If you're seeking a home in a vibrant city with the added benefit of a refreshing pool, Longwood is the perfect place to plant your roots. Discover the joys of Florida living in this enchanting city, where your dream home awaits!

Newest Longwood Homes with Pool Amenities

3 Beds ⋅ 2 Baths ⋅ Springs Glenwood Village Sec 1 Rev The SubDv. ⋅ 32779 Zip Code

Beautiful 3 Bedroom, 2 Bath End Unit Town Home in the Glenwood Village area of the Springs (Once a Public Park) This Guard Gated Community is a Wildlife Lovers Paradise Where You Will Have the Opportunity to Enjoy Mother Nature at Her Finest Living Amongst the Peacocks, Deer, Raccoons, Opossums, Bears, Squirrels and Many Species of Birds. The Home Features Fresh Paint, Newer Roof and Window Treatments, Upgraded Kitchen, Hardie Board Siding, Double Courtyards, Front and Back, Privacy Fenced for Little Ones and Pets, Extended Paver Driveway, Huge Laundry Room, Oversized Two Car Garage With Lots of Storage. It is Light, Bright, and Open With Floor to Ceiling Windows, Natural Light, 20 Foot Ceilings in the Primary Suite and Great Room, Fantastic Floor to Ceiling Fireplace. Glenwood Village has it's Own Large Pool and Bathhouse Which Has Recently Been Renovated. Tennis and Pickleball Courts Have Been Renovated. The Springs Pool, Clubhouse and Bathhouses Will Be Renovated Next, And All Assessments Have Already Been Paid For By the Seller! There Are Also Horse Stables and RV Parking Available for Residents. You have Access to a Private Natural Spring With a Sandy Beach, Walking and Biking Trails. Truly a Nature Lover's Paradise Offering Privacy, Yet Conveniently Located Minutes From I-4, Shopping, Restaurants, Schools, Hospitals. Call Today To See This Exceptional Home! The Home May be Under Audio/Video Surveillance. All Information Believed Correct but Not Guaranteed, Buyer and Buyer's Agent to Verify.

111 Juniper Lane, Longwood

2 Beds ⋅ 3 Baths ⋅ Springs Glenwood Village Sec 1 Rev The SubDv. ⋅ 32779 Zip Code

Virtually Staged. Welcome to THE SPRINGS COMMUNITY - This 2 Bedrooms 2.5 Bathrooms, 2 story townhouse is in Glenwood Village. Wood burning fireplace in living room. Oversized Master bedroom on second floor with walk in closet. Plenty of storage space with a huge storage space under the stairs! Glenwood Village features has it’s own community Pool. The Springs Community has a natural Spring and river. The Springs is a spectacular community, 24 hour guard gated with hourly patrol. The Springs community offers tennis swimming pool, basketball court, horse stables, playground, clubhouse, RV and boat storage, tennis walking and jogging trails, nature trails abutting the Little Wekiva River, celebrations, food truck nights and more. Top rated school zone, close proximity to I4, shopping, dining, amusement parks, outlet malls, beaches and easy access to central highways. (A/C and water heater replaced in 2023. Roof replaced in 2014)

100 Hidden Oak Drive, Longwood

2 Beds ⋅ 1 Baths ⋅ Fairway Villas SubDv. ⋅ 32779 Zip Code

Enjoy The Springs lifestyle at a great value. The perfect blend of comfort, character, and convenience in this second-floor end-unit condo located in the highly sought-after gated community of Fairway Villas in Longwood. More than just a place to live, this home offers a lifestyle defined by privacy, security, and resort-style amenities. Inside, the open-concept layout is highlighted by soaring wood-beamed ceilings that bring warmth and architectural charm, blending rustic character with modern appeal. A versatile loft overlooks the main living area, providing the perfect space for a home office, additional storage, hobby room, or play area. Thoughtful updates include refreshed counters, solid-surface finishes, and the convenience of a primary suite located on the main floor. As an end unit, the home enjoys abundant natural light and a greater sense of privacy than many other units. Living in The Springs means enjoying 24-hour gated security along with access to an impressive collection of amenities, including a private clubhouse, fitness center, tennis courts, community stables, and a natural spring for swimming. With all-inclusive maintenance fees covering water, exterior upkeep, 24/7 security, and recreational facilities, this property delivers outstanding value in one of Longwood’s most desirable communities. Opportunities like this in The Springs are rare—schedule your private showing today!

200 Fairway Drive Unit 200, Longwood

4 Beds ⋅ 3 Baths ⋅ Springs The Deerwood Estates SubDv. ⋅ 32779 Zip Code

Welcome to The Springs, one of Central Florida’s most sought-after guard-gated communities, where towering oak canopies, winding roads, and unmatched natural beauty create a lifestyle unlike anything else in Seminole County. With 24/7 guarded entry and an extraordinary park-like setting, The Springs offers a rare blend of privacy, serenity, and convenience. Situated on a premium oversized homesite with no rear neighbors, this beautifully maintained one-story home enjoys exceptional curb appeal enhanced by mature landscaping that seamlessly blends into the surrounding natural environment. The private backyard and expansive screened lanai provide the perfect setting for relaxing, entertaining, or simply enjoying peaceful Florida living. Inside, the timeless floor plan features soaring ceilings, abundant natural light, and generous living spaces designed for both everyday comfort and entertaining. A rare and highly desirable feature, the home offers two primary suites, making it ideal for multigenerational living, guests, or anyone seeking additional flexibility. Steam shower in 2nd primary is great feature as well. Spacious formal living and dining rooms complement the inviting family room and bright open kitchen, creating a layout that lives beautifully. Ample storage throughout this well designed floor plan is another huge plus. Major updates have already been completed, offering peace of mind for years to come. A new roof and HVAC system were installed in 2020, while the home was completely replumbed and received a new water heater in 2019, providing true move-in-ready convenience and low-maintenance ownership. Residents of The Springs enjoy an unmatched lifestyle centered around nature and community. Century-old live oaks, scenic walking and jogging trails, horse stables, a clubhouse, community pool, THE ONLY PRIVATELY OWNED SPRING IN FLORIDA and year-round events create an atmosphere that feels more like a private retreat than a neighborhood. Native Florida woodlands and abundant wildlife are part of everyday life. Families appreciate access to highly rated Seminole County schools, while commuters enjoy exceptional convenience with I-4 less than one mile away. Downtown Lake Mary, Altamonte Springs, Winter Park, Cranes Roost Park, farmers markets, shopping, dining, and entertainment are all within easy reach. Orlando’s world-famous attractions and Florida’s east coast beaches are also just a short drive away. Rarely does an opportunity present itself to own a spacious one-story home with two primary suites, no rear neighbors, major system updates, and the unmatched lifestyle offered by The Springs. Experience the privacy, beauty, and timeless charm that make this exceptional Longwood community one of Central Florida’s hidden gems.

148 Wisteria Drive, Longwood

3 Beds ⋅ 2 Baths ⋅ Residences At Sabal Point A Condominium SubDv. ⋅ 32779 Zip Code

Beautifully updated 3-bedroom, 2-bath condominium located in the desirable gated community of Residences at Sabal Point. Offering nearly 1,600 square feet of thoughtfully designed living space, this home features stylish finishes and a functional open-concept layout ideal for both everyday living and entertaining. The well-appointed kitchen boasts granite countertops, abundant prep space, and a cozy breakfast nook, all flowing seamlessly into the main living areas. The spacious primary suite is a true retreat, featuring dual California Closets and a beautifully refreshed en-suite bath with a double vanity and walk-in shower. Two additional bedrooms provide comfort and versatility for guests, family, or a home office. A dedicated laundry room includes a newer washer and dryer along with additional storage space. Relax and unwind in the fully screened lanai overlooking peaceful green space views, or enjoy the community's exceptional amenities, including a sparkling pool, fitness center, and tennis courts. The HOA covers water and grounds maintenance, allowing for a low-maintenance lifestyle. Conveniently located near premier shopping, dining, and entertainment, with easy access to major highways, beaches, and Central Florida's world-famous attractions—all less than an hour away.

420 Summit Ridge Place Unit 300, Longwood

2 Beds ⋅ 1 Baths ⋅ Fairway Villas SubDv. ⋅ 32779 Zip Code

The Springs lifestyle at an exceptional value. Discover the perfect blend of comfort, character, and convenience in this ground-floor end-unit condo located in the highly sought-after gated community of Fairway Villas in Longwood. More than just a place to live, this home offers a lifestyle defined by privacy, security, and resort-style amenities. Inside, the open-concept layout is highlighted by soaring wood-beamed ceilings that bring warmth and architectural charm, blending rustic character with modern appeal. Sliding glass doors open to an expansive private deck surrounded by mature trees - an ideal setting for morning coffee, quiet evenings, or entertaining guests. Thoughtful updates include refreshed counters, solid-surface finishes, and the ease of a primary suite conveniently located on the main floor. As an end unit, the home enjoys extra natural light and a greater sense of privacy than many other units. Living in The Springs means enjoying 24-hour gated security along with access to an impressive collection of amenities, including a private clubhouse, fitness center, tennis courts, community stables, and a natural spring for swimming. With all-inclusive maintenance fees covering water, exterior upkeep, 24/7 security, and recreational facilities, this property delivers outstanding value in one of Longwood’s most desirable communities. Opportunities like this in The Springs are rare - schedule your private showing and experience it for yourself.

100 Fairway Drive Unit 100, Longwood

2 Beds ⋅ 2 Baths ⋅ Springwood Village SubDv. ⋅ 32750 Zip Code

Welcome home to this charming 2/2 on the 2nd floor, move-in-ready condo nestled in a peaceful setting with beautiful wooded views. Relax on the screened porch while enjoying the sights and sounds of nature, creating the perfect retreat from the hustle and bustle of everyday life. Inside, you'll find an open and inviting floor plan featuring crown molding throughout, bamboo laminate flooring in the main living areas and tile flooring in both bathrooms. The updated kitchen and bathrooms showcase attractive Corian countertops, while the spacious living and dining areas flow seamlessly into the kitchen—ideal for both everyday living and entertaining. A rare and highly desirable feature is the inside laundry closet with space for a full-size washer and dryer, a convenience not found in many units. The kitchen also offers a separate dining area, and sliding glass doors in living room provide abundant natural light and peaceful views of the wooded backdrop. Additional storage is available in the exterior patio storage closet. Recent updates completed by the seller include a newer A/C system, water heater, refrigerator, garbage disposal, washer and dryer, and added attic insulation for improved energy efficiency. New Roof installed by HOA Feb.2022. Conveniently located near I-4, shopping, dining, entertainment, and major roadways, this community offers easy road access to area attractions, beaches, and everything Central Florida has to offer. Don't miss this wonderful opportunity—schedule your private showing today!

173 Springwood Cir Unit D, Longwood

3 Beds ⋅ 3 Baths ⋅ Palm Spgs Sub SubDv. ⋅ 32779 Zip Code

Updated Well Appointed Home, Gated Community, Walk to the Residents Only Park with a Spring Fed Lake, Community Pool, Clubhouse, Gazebo, Tennis Courts, Basketball Court and Playground. Beautiful Oak Trees are all over the Neighborhood, Truly a Special Place to Live. Engineered Hardwood Flooring throughout the downstairs, Kitchen has Shaker Cabinetry, Stainless Steel Appliances, The Floor Plan is Open Concept with the Great Room, Kitchen and Dining Room all Open. Great Room has a 20' Ceiling with a Balcony open from the upstairs. The Primary Suite is Spacious with a Whirlpool Tub, Separate Shower and Walk in Closet. Bed Room 2 and 3 have Large Windows and Generous Closets. The Inside Downstairs Laundry Room has built in Cabinets and Storage. Roof 6/2021. Equestrian Community Offering Horse Stables with Paddock, Tack Room, Feed Room, Exercise and Obstacle Course. Close Proximity to I-4, Shopping, Sanford, New Smyrna Beach, Theme Parks and Hospitals and Airports. A beautiful Home ready for a new family.

1931 Lost Spring Court, Longwood

3 Beds ⋅ 3 Baths ⋅ Springs Whispering Pines Sec 2 SubDv. ⋅ 32779 Zip Code

Welcome to THE SPRINGS! This beautiful 3-bedroom, 2.5-bathroom townhouse is located in the highly desirable Whispering Pines Village. Step inside this bright and inviting two-story home featuring beautiful wood flooring throughout the living room, dining room, and primary bedroom. The spacious living room features a cozy wood-burning fireplace and opens to a private enclosed patio. The beautifully paved outdoor living space includes a fire pit and fenced backyard, creating the perfect setting for entertaining or unwinding. Beyond the backyard fence, you'll find Whispering Pines Village's private tennis court and community pool, offering a rare backyard-adjacent amenity experience that feels like an extension of your own outdoor space. The dining room has been thoughtfully converted into a private office, creating an ideal workspace for remote professionals or anyone needing a dedicated home office. The oversized primary suite is conveniently located on the first floor and features a walk-in closet. The primary bathroom offers dual vanities and a walk-in shower. Upstairs, you'll find two additional bedrooms and a full bathroom with a shower/tub combination. This home also provides abundant storage, including a large storage area beneath the stairs, as well as a separate indoor laundry room. The interior has been freshly repainted and NEW carpet, and major updates provide peace of mind, including a roof installed in November 2020, AC replaced in 2021, and a newer water heater. Residents of The Springs enjoy exclusive access to the community's natural crystal-clear spring and river, along with an impressive collection of resort-style amenities. The Springs is a spectacular 24-hour guard-gated community with hourly patrols and resort-style amenities, including tennis courts, pickleball courts, a swimming pool, basketball court, horse stables, playground, clubhouse, RV and boat storage, walking and jogging trails, nature trails along the Little Wekiva River, picnic and barbecue areas, and the stunning natural spring. This vibrant community hosts year-round events and activities, including movie nights under the stars, holiday celebrations, food truck nights, and more. Located within a top-rated school district and offering convenient access to I-4, shopping, dining, major highways, amusement parks, outlet malls, and Florida's beautiful beaches, this home combines comfort, convenience, and an exceptional lifestyle. Schedule your private tour today!

125 Raintree Drive, Longwood

2 Beds ⋅ 3 Baths ⋅ Clubside At Sabal Point A Condo SubDv. ⋅ 32779 Zip Code

Virtually Staged. This beautifully appointed and updated condo features new kitchen cabinets and granite countertops, TWO bedrooms each with an ensuite bath and huge walk in closet plus linen closes, and a spacious great room that looks out to the screen rear porch and tranquil green space. There is a half bath and large closet in the foyer and a laundry room with washer and dryer. Excellent Seminole County schools and easy access to shopping, dining, golf and I-4 makes this a prime location. Welcome to Clubside at Sabal Point in desirable Wekiva Springs! This updated 2-bedroom, 2.5-bath end-unit condo offers an abundance of natural light and a convenient first-floor location. The spacious great room flows seamlessly to a tranquil screened back porch through sliding glass doors, creating the perfect space to relax or entertain. The beautifully updated kitchen features new cabinetry and a functional layout ideal for everyday living. A thoughtfully designed split floor plan provides privacy, with two en suite bedrooms perfect for roommates or multigenerational living. A convenient hall half-bath and laundry closet are located just off the foyer. With great updates, an excellent layout, and priced to sell, this one is not to be missed!

3116 Clubside Drive, Longwood

2 Beds ⋅ 2 Baths ⋅ Crown Oaks 1st Add SubDv. ⋅ 32779 Zip Code

This LIKE NEW 2 bedroom 2 bathroom condo is the hidden gem you've been looking for! It's been rewired, repiped, 2025 AC with Reme Halo air purifier & so much more! With a low-maintenance lifestyle, all new major systems and finishes plus amenities galore all behind a manned-guard gate, what more could you want? Living in The Springs feels like stepping into a hidden nature preserve tucked right into the heart of Longwood. This gated community is known for its winding, tree-canopied roads, peaceful walking trails, and the rare natural spring that becomes the backdrop for everyday life. Step inside and you'll find lots of sunny spaces, a foyer entry with drop station, luxury vinyl floors throughout and a gorgeous kitchen that will want to spend time in with lots of cabinets for storage, ample quartz countertop for cooking and prep, stylish open wood shelving, stainless steel appliance package with matching hood and window over sink offering nature views! Off kitchen is a utility room/bonus space with pantry storage, washer/dryer and more counter space! Enjoy meals in the separate dining room that flaunts a charming light fixture and picture window! With a refined yet cozy feel, the living room has 13ft soaring ceilings with wood details and beam plus transom windows for all of the natural light lovers anda large sliding glass door making the room feel more open! Primary retreat includes a wall of built-in closets and an en-suite designer-style bath making the everyday routine feel fun with hex tile floor, sleek tiled shower stall with frameless barn-style door & chic vanity with stone! Stylish secondary bath has a classic black and white color scheme with subway tiled tub/shower combo and lots of modern touches! This property is just steps from the newly refurbished community pool, has a 1 car carport and several guest parking spots nearby. In addition to the natural Spring, this community offers a beach like area to hang out and spend your weekends, clubhouse available for private parties, brand new pickelball/tennis courts, basketball courts, horse stables, lots of walking trails, a community pool and lots of community events. The Springs offers a retreat-like way of living while still being just minutes from shopping, dining and top-rated Seminole County schools. It’s one of those places where life naturally slows down and coming home truly feels like an escape. You owe it to yourself to see this one!

267 Crown Oaks Way Unit 267, Longwood

2 Beds ⋅ 2 Baths ⋅ Residences At Sabal Point A Condo SubDv. ⋅ 32779 Zip Code

***Price Reduced! This well-maintained two-bedroom, two-bathroom home features an open floor plan designed for comfortable living and entertaining. The interior showcases laminate wood flooring throughout the living room, dining area, bedrooms, and bathrooms, creating a cohesive and modern look. Both bedrooms offer generously sized walk-in closets, providing ample storage space. The primary suite includes a spacious bathroom with a double vanity for added convenience. The kitchen and bathrooms feature upgraded granite countertops and stainless steel appliances, combining style with functionality. Enjoy outdoor relaxation in the screened lanai overlooking serene green space—perfect for unwinding or entertaining guests. Additional features include a full-size washer and dryer located in a dedicated laundry room with extra storage, as well as an A/C unit replaced in 2019 for improved comfort and efficiency. An added bonus: the seller is offering an allowance toward interior painting, providing an opportunity to customize the home to your personal style.

404 Summit Ridge Place Unit 212, Longwood

Start Your Search