Leesburg Homes with Pool Amenities

Leesburg Homes with Pool Amenities

Welcome to Leesburg, a charming city located in Lake County, Florida. Known for its picturesque landscapes and friendly community, Leesburg offers a high quality of life for residents of all ages.

One of the many appealing features of Leesburg is the abundance of homes with pool amenities. Whether you're looking to relax on a hot summer day or stay active with a refreshing swim, these homes provide the perfect setting for enjoying the Florida sunshine. Imagine hosting poolside barbecues with family and friends or simply unwinding after a long day in your own private oasis.

With a range of property options available, from cozy bungalows to spacious family homes, there is something to suit every taste and budget in Leesburg. Whether you're a first-time homebuyer or looking to upgrade to your dream home, the real estate market in Leesburg has something for everyone.

Beyond the homes themselves, Leesburg offers a vibrant community with a variety of amenities, including parks, restaurants, and shopping centers. Residents can enjoy a peaceful suburban lifestyle while still having easy access to all the conveniences of city living.

If you're searching for a home with pool amenities in a welcoming community, look no further than Leesburg, Florida. Start your search today and discover the perfect place to call home in this charming city.

Newest Leesburg Homes with Pool Amenities

$345,000
3 Beds ⋅ 2 Baths ⋅ Pennbrooke Ph Q Sub SubDv. ⋅ 34748 Zip Code
Welcome to 842 Old Oaks Lane, a beautifully maintained custom home situated on a private lot in Pennbrooke Fairways, one of Central Florida’s premier gated 55+ communities. With peaceful conservation views and no rear neighbors, this inviting residence offers privacy, generous living spaces, and the relaxed Florida lifestyle. Step through the elegant leaded-glass front door into a bright, open floor plan featuring beautiful hardwood flooring, vaulted ceilings, plantation shutters in all of the bedrooms and expansive views toward the rear of the home. The spacious family room flows into the Florida room, creating an ideal setting for everyday living, entertaining, and enjoying the surrounding natural beauty. Chef inspired kitchen featuring abundant cabinetry, granite countertops, custom backsplash, stainless steel gas appliances, generous storage, and ample workspace. The thoughtfully designed floor plan includes a spacious primary suite with walk-in custom closets, vanity and shower, the second bedroom and custom full bath and shower that can easily function as a second primary suite, plus a separate den or home office with French doors. The expansive Florida room overlooking the conservation area is a true highlight, offering a peaceful setting to enjoy morning coffee, entertain friends, or simply appreciate the privacy and wildlife afforded by having no rear neighbors. Additional features include a 2018 roof, 2012 HVAC system, gas water heater, gas stove, interior laundry room, utility sink and cabinetry, oversized two-car garage, paver driveway and walkway, and mature landscaping. Pennbrooke Fairways offers three golf courses, recreation centers, swimming pools, fitness facilities, tennis and pickleball, clubs, social activities, and on-site dining, all conveniently located near The Villages. 842 Old Oaks Lane offers the space, privacy, and lifestyle that make Pennbrooke Fairways such a special place to call home.

842 Old Oaks Lane, Leesburg
$239,900
2 Beds ⋅ 2 Baths ⋅ Highland Lakes Ph 01b SubDv. ⋅ 34748 Zip Code
DISCOUNTED INTEREST RATE OPTIONS AND NO LENDER FEE FUTURE REFINANCING MAY BE AVAILABLE FOR QUALIFIED BUYERS. SEE LISTING AGENT FOR DETAILS. Welcome to this inviting home in the sought-after gated 55+ community of Highland Lakes, where peaceful water and conservation views create the perfect backdrop for everyday living. A bright and spacious living room welcomes you inside, while the dining area flows into a sunroom, offering the perfect place to relax and enjoy the surrounding scenery year-round. The eat-in kitchen features a breakfast bar, closet pantry, natural gas range, and opens to a cozy den with direct access to the sunroom and views of the shaded backyard. The split-bedroom floor plan provides added privacy for the primary bedroom offering an en-suite bathroom with dual sinks, a walk-in closet, and a walk-in shower. A comfortable guest bedroom, full guest bath, and interior laundry area complete the home's functional layout. Updates include new roof 2024, a/c 2020, water heater 2025, fresh interior paint throughout 2025 and 2026, seamless Pergo flooring with large upgraded baseboards throughout 2025, new water treatment system 2024, new kitchen appliances and washer/dryer combo 2025, new toilets 2025, and new attic insulation installed in 2025, helping improve energy efficiency and reduce monthly power costs. Highland Lakes offers an exceptional lifestyle with indoor and outdoor pools, pickleball, tennis, bocce ball, shuffleboard, fitness center, clubhouse, pool, woodworking shop, library, walking trails, fishing lakes, RV and boat storage, and a full calendar of social activities. Conveniently located near shopping, dining, and everyday conveniences, this home is ready for you to add your personal touches and make it your own. Click the Virtual Tour link to view the 3D walkthrough.

26166 Newcombe Cir, Leesburg
$239,900
2 Beds ⋅ 2 Baths ⋅ Highland Lakes Ph 01b SubDv. ⋅ 34748 Zip Code
MOVE-IN READY! *FURNISHED WITH GOLF CART!* New $15,000 Goodman HVAC system with Nest Wi-Fi thermostat (2026), newer roof (2021), brand-new interior paint throughout (2026), new whole-home surge protector (2026), and being sold completely turn-key including the furniture and golf cart! This beautifully maintained end-unit villa offers 2 bedrooms, 2 full baths, a spacious open floor plan, soaring ceilings, a 2-car garage, custom garage screen, epoxy garage floor, workbench, attic storage, and an extended concrete driveway and side walkway. Natural light fills the home, creating a bright and inviting atmosphere. The spacious living and dining areas flow seamlessly into the kitchen, which features ample cabinetry, a breakfast nook, and all appliances included. Enjoy Florida living year-round from two lanais - one screened for enjoying the fresh air and one enclosed for additional living space. The generous primary suite features a walk-in closet, linen closet, and private ensuite bath with a walk-in shower. Guests will appreciate the comfortable second bedroom and adjacent full bath. Located in the highly sought-after 55+ community of Highland Lakes, residents enjoy an incredible array of amenities, including indoor and outdoor pools, a fitness center, clubhouse, ballroom, library, craft room, billiards, pickleball, tennis, bocce ball, shuffleboard, walking trails, fishing ponds, a golf driving range, woodworking shop, and countless clubs, social events, and activities. With thousands of dollars in recent upgrades already completed, this home offers exceptional value and true peace of mind. Simply bring your suitcase and start enjoying the Florida lifestyle! BRING ALL OFFERS!

26740 Cash Court, Leesburg
$430,000
2 Beds ⋅ 2 Baths ⋅ Arlington Ridge SubDv. ⋅ 34748 Zip Code
Both Bonds Paid!!! Location! One Of The Prettiest Views Of The Golf Course Awaits You In This Stunning Home, Built In 2006. Relax On The Outside Patio While Grilling, Or Unwind In The Spacious 394 Sq Ft Screened Lanai, Complete With Roll-Up Shades To Ward Off The Sun And Heat. You Simply Can't Find Anything Better Than This! This Beautifully Designed Floor Plan Offers A Roomy 1824 Sq Ft, Featuring 2 Bedrooms Plus A Large Den, With An Open Layout That Flows Seamlessly From The Kitchen To The Living Area, Perfect For Entertaining. Plantation Shutters Throughout Add A Timeless, Elegant Touch. This Home Has Been Thoughtfully Updated With Quality Upgrades Throughout. Highlights Include A New Roof In 2022, A Rheem Tankless Water Heater, And Pull-Down Attic Stairs For Extra Storage In The Large 2-Car Garage, Complete With A New Garage Door Opener And Outside Keypad Entry. Upgraded Porcelain Tile Flooring Graces The Formal Dining Room, Great Room, Den, And Lanai, While Ceramic Tile Flows Through Both Bathrooms, The Kitchen, Nook Area, And Foyer. New Lighting And Faucets Have Been Installed Throughout The Home, Along With Two Solar Tubes For Added Natural Light. Lifetime AC Filters Are Already In Place, And The HVAC System Has Been Maintained Annually. The Gorgeous Kitchen Boasts Upgraded Cambria Quartz Countertops, Under-Cabinet Lighting, And A Large Stainless Steel Sink. Both Bathrooms Feature Quartz Countertops With Stylish Upgraded Vessel Sinks. The Spacious Master Suite Easily Accommodates Large Furniture And Offers A Generous Walk-In Closet. The En Suite Bath Includes A Double Sink Vanity, A Glass-Enclosed Shower With Seat, And A Linen Closet. Don't Miss Your Opportunity To Own This Stunning, Move-In Ready Home! AR Lot 235

26860 White Plains Way, Leesburg
$263,000
2 Beds ⋅ 2 Baths ⋅ Lake Denham Estates SubDv. ⋅ 34748 Zip Code
Welcome to this beautifully maintained 2022-built home in the desirable Lake Denham Estates community! Offering 2 spacious bedrooms, 2 full bathrooms, and a versatile flex room perfect for a home office, guest space, or hobby room, this home combines modern comfort with thoughtful design. The open-concept floor plan creates an inviting space for everyday living and entertaining, featuring solid surface countertops, a gas range, and smart home technology. The spacious primary suite is a true retreat, complete with dual vanities and two walk-in closets, providing exceptional storage. Step outside and enjoy a low-maintenance lifestyle with access to fantastic community amenities, including a resort-style pool and playground. The attached two-car garage and energy-efficient construction add even more value to this move-in-ready home. Conveniently located just minutes from US-27, shopping, dining, schools, and major commuter routes, this home offers the perfect blend of peaceful community living and everyday convenience. Whether you're a first-time buyer, downsizing, or looking for a turnkey investment, this Lake Denham Estates gem is ready to welcome you home!

20010 Royal Tern Court, Leesburg
$350,000
3 Beds ⋅ 2 Baths ⋅ Leesburg Legacy Leesburg Unit 05 SubDv. ⋅ 34748 Zip Code
WELCOME TO OUR HOME. WE HAVE ENJOYED THIS HOME FOR MANY YEARS AND WE HOPE YOU ENJOY IT AS MUCH. WE HAVE A UNDER ROOF ENTRY WAY THAT LEADS TO OUR GREAT ROOM. THE MAIN LIVING AREA HAS LAMINATE FLOORING, SOLAR TUB, ELECTRIC FIREPLACE AND FRENCH DOORS THAT LEAD TO THE ALL SEASON ROOM. THE KITCHEN HAS STAINLESS STEEL APPLIANCES, UPGRADED CABINETS, GRANITE COUNTERS AND DECORATE BACKSPLASH. ONE OF OUR FAVORITE PLACES IS THE BREAKFAST AREA OFF THE KITCHEN, IT ALSO HAS FRENCH DOORS THAT LEAD TO THE ALL SEASON ROOM. PRIMARY SUITE HAS ROOM ENOUGH FOR A KING SIZE BED. DOUBLE CLOSETS, A WALK IN SHOWER, AND GRANITE COUNTERTOPS. THERE ARE 2 GUEST ROOMS, ONE HAS A MURPHY BED. THE GUEST BATH HAS A TUB/SHOWER WITH SLIDING GLASS DOORS. THE ALL SEASON ROOM HAS CERAMIC TILE FLOORING AND ACRYLIC WINDOWS, AND A SPLIT A/C SYSTEM. JUST OFF THE ALL SEASON ROOM WE HAD PAVERS INSTALLED TO CREATE OUTDOOR SPACE. NO REAR NEIGHBORS, IT HAS A GREAT VIEW WITH AN EAST EXPOSURE WE GET TO ENJOY WATCHING THE FLORIDA SUNSETS. OUR ROOF WAS REPLACE IN 2019 AND WE INSTALLED A NEW HVAC SYSTEM IN 2022. THERE IS A TRANSFERABLE HOME WARRANTY AND TERMITE BOND. ALL OF THIS IN ONE OF CENTRAL FLORIDA PREMIER 55+COMMUNITIES, LEGACY OF LEESBURG. RESORT STYLE POOL, MILLION DOLLAR RENOVATIONS TO OUR RECREATIONAL FACILITIES, WALKING TRAIL, RV AND BOAT STORAGE ON SITE, PICKLEBALL, TENNIS, SHUFFLEBOARD, BOCCE, AND LOTS OF CLUBS TO JOIN AND BE A PART OF THE COMMUNITY. COME SEE WHY SO MANY CALL LEGACY HOME.

5615 Celebration Way, Leesburg
$305,000
2 Beds ⋅ 2 Baths ⋅ Leesburg Arlington Ridge Ph 02 SubDv. ⋅ 34748 Zip Code
Virtually Staged. PRICED TO SELL! QUICK CLOSING POSSIBLE! Welcome to a golf-front home and a life that feels like vacation every day. Nestled in one of Central Florida’s most desirable resort-styled, gated, active-adult golf communities, this beautiful, Low-maintenance 2 bedroom 2 bath w/Flex room and 2 car stretched garage w/Heavy Duty Block & Stucco construction is priced to sell. Home has vinyl flooring throughout the entire home home with tile in wet-rooms (NO CARPETS) The home delivers the comfort, quality, and freedom you’ve been dreaming of all without the resort price tag. Every detail has been thoughtfully cared for giving you peace of mind and more time to enjoy the things you love. Step inside open-concept home and feel the spacious flow of the 27x14 great room with high ceiling to enhance your sense of space is perfect for relaxed evenings or lively gatherings with friends. The kitchen is equipped with plenty of cabinets and counters, closet pantry, fridge and range , (THEY STAY WITH THE HOME) , Golf-Front breakfast nook that’s made for morning coffee and good conversation. The split-bedroom layout offers privacy for you and your guests, while the owner’s suite with ensuite bath w/ walk-in shower, private toilet and walk-in closet. The split bedroom floor plan provides the privacy you need, Step out on to your golf front covered & screened and always shady lanai and breathe in the tranquility of surrounding greenery while sipping your morning coffee or afternoon margarita, the indoor laundry room has cabinets and an extra pantry. With its energy efficient features including insulated block and stucco construction, high elevation, and substantial insurance savings for wind and flood protection, this home offers strength and serenity in equal measure. Recent updates include Anderson windows and fresh interior paint. But what truly sets this home apart is the lifestyle. Arlington Ridge is more than a community it’s a way of living. Spend your mornings on the championship 18-hole golf course, your afternoons at the heated pools or fitness center, and your evenings with neighbors at the on-site restaurant, tavern, or free movie theater. Enjoy tennis, pickleball, billiards, or a peaceful stroll along golf cart-friendly streets lined with sidewalks and manicured landscapes. And with a remarkably low HOA of just $126/month, you’ll enjoy lawn care, high-speed internet, Wi-Fi, and over 200 cable channels included. With hardly any yardwork to worry about, What will you do with all your free time? Conveniently located near shopping, dining, medical services, and a short drive to Orlando’s attractions and both coasts’ beaches, this home blends resort-style living with everyday practicality. Don’t just buy a home, embrace the lifestyle you worked hard for and deserve. Schedule your private showing today and start living your best Florida life at Arlington Ridge. Retirement is not the end, it’s a new chapter just beginning. NO MANDATORY MEMBERSHIPS REQUIRED TO BUY A HOME OR USE ANY OF THE FACILITIES AND NO BUY-IN FEES

3601 Arlington Ridge Boulevard, Leesburg
$30,000
Leesburg East Coachwood Colony Add 02 SubDv. ⋅ 34748 Zip Code
Discover the perfect place to BUILD your next chapter in this welcoming 55+ COMMUNITY! This homesite is ready for your new home with ELECTRICTY and WATER already AVAILABLE, making the building process even more convenient. Nestled in the peaceful Coachwood Colony community, residents enjoy a relaxed atmosphere, friendly neighbors, and a vibrant lifestyle designed for active adults. You’ll enjoy the refreshing community pool, clubhouse, and even a shuffleboard game with friends. Whether you're looking to downsize or embrace low-maintenance living, this is a wonderful opportunity to create the home you've been dreaming of. Contact us today for more information or to schedule your private tour!

2341 W Coach N Four Drive, Leesburg
$395,000
3 Beds ⋅ 2 Baths ⋅ Royal Highlands Ph 01ca SubDv. ⋅ 34748 Zip Code
Beautifully maintained Monarch model with block & stucco construction, great curb appeal, and a move-in ready feel throughout. This inviting home offers 2,190 square feet of living area under air, plus an additional 350-square-foot enclosed Florida room featuring new tile flooring and new window blinds. Recent interior and exterior paint, a 2025 roof with a 15-year transferable warranty, updated screens in the entry and a 2020 HVAC system add outstanding value and peace of mind. Inside, the home is designed for comfortable everyday living and easy entertaining, with casual and formal dining and living areas, plantation shutters, abundant closet space, laundry room and updated bathroom vanities with refreshed shower grout. Check out the updated lighting, flooring, and hardware. The kitchen features freshly painted cabinets in a gorgeous coastal shade, a gas range, 42-inch upper cabinets, lower cabinets with pullouts, a pantry, breakfast bar seating, and an open view into the family room. Additional conveniences include central vacuum, a water softener, a 2020 water heater, smart irrigation, and a garage screen with a center door providing convenient access to the driveway. The rear of the home opens to a spacious paver patio with a fire pit, creating a welcoming outdoor space to relax or entertain. Enjoy added privacy with no rear neighbors, as the property backs to the 12th hole of the golf course, and no neighbors directly across the street. Some furniture is negotiable, making this well-cared-for property even easier to enjoy from day one. Located in Royal Highlands, a gated 55+ community offering an 18-hole golf course, on-campus restaurant, pro shop, driving range, two pools, fitness center, billiards, courts, and a full calendar of clubs and activities. The low HOA fee includes cable and internet. A true gem with excellent maintenance, appealing updates, and a desirable setting.

21115 Royal St Georges Lane, Leesburg
$339,000
3 Beds ⋅ 3 Baths ⋅ Pennbrooke Ph M Sub SubDv. ⋅ 34748 Zip Code
Virtually Staged. Waterfront views, thoughtful updates, and maintenance-free living—this beautifully maintained 3-bedroom, 2.5-bath home in Pennbroke Fairways has it all! Offering 2,124 square feet of living space, this move-in-ready home is nestled in one of the area’s premier 55+ gated golf communities, where resort-style amenities and everyday convenience come together. From the moment you arrive, you’ll appreciate the home’s outstanding curb appeal with mature landscaping, decorative concrete curbing, and a freshly painted exterior (2025). Step inside to find luxury vinyl plank flooring throughout the main living areas and an open, inviting floor plan designed for both entertaining and everyday living. The spacious living and dining room flows seamlessly into an enclosed, air-conditioned lanai with tranquil pond views—the perfect place to enjoy your morning coffee or unwind at the end of the day. The bright family room also overlooks the water and opens to a second enclosed lanai, giving you multiple spaces to relax and take in the scenery. The kitchen offers abundant oak cabinetry, a flat-top range, breakfast bar, tile flooring, and a sunny breakfast nook. The spacious primary suite features a massive walk-in closet and a beautifully renovated ensuite bath (2019) with dual granite vanities, a jetted soaking tub, walk-in shower, linen closet, and soft-close cabinetry. Two guest bedrooms and a full guest bath provide comfortable accommodations for family and friends. Additional highlights include an indoor laundry room with washer and dryer, a convenient half bath, oversized two-car garage with ample storage, dedicated golf cart garage, 2019 roof, 2024 water softener, gas water heater, and years of meticulous care. Enjoy truly low-maintenance living with an HOA of just $265/month, which includes lawn care, cable, and internet. Residents of Pembroke Fairways enjoy access to multiple golf courses, resort-style pools, a clubhouse with restaurant, recreation center, walking trails, library, hair salon, and RV/boat storage—all within a beautifully maintained, guard-gated community. Schedule your private showing today and experience the Pembroke Fairways lifestyle for yourself!

307 Grand Vista Trail, Leesburg
$310,000
3 Beds ⋅ 2 Baths ⋅ Plantation At Leesburg Brampton Village Lt SubDv. ⋅ 34748 Zip Code
Welcome to this beautifully maintained Hibiscus model, ideally situated in the desirable Brampton Village of Plantation at Leesburg. Designed with a highly sought-after split-bedroom floor plan, this bright and inviting home offers comfort, functionality, and peace of mind with major recent upgrades. Filled with natural light, the spacious interior features neutral flooring throughout, creating a warm and timeless appeal. The well-appointed kitchen offers rich wood cabinetry, stainless steel appliances, a closet pantry, and a charming breakfast nook overlooking the pristine, oversized backyard. The enclosed lanai serves as a wonderful all-season room, perfect for relaxing with your morning coffee, entertaining guests, or enjoying the beautiful Florida lifestyle year-round. The generous primary suite is a private retreat, complete with dual closets and an ensuite bath featuring dual vanities, a soaking tub, and a separate walk-in shower. On the opposite side of the home are two additional spacious bedrooms, offering excellent privacy for family or guests. (One bedroom currently has the closet removed, providing flexibility for use as an office or hobby room.) Situated on nearly a quarter-acre lot, the home also features an oversized garage with ample space for vehicles, storage, or a workshop, as well as an indoor laundry room with additional shelving for extra storage. Enjoy the confidence of significant recent improvements, including a new roof (2025), new HVAC system Nov 2024, and new water heater (2026). As an added perk to the buyers , all existing furniture is negotiable, making this truly a move-in-ready opportunity. Don't miss your chance to own this exceptional home in one of Central Florida's premier active adult communities, offering outstanding amenities, beautiful golf courses, and an unmatched lifestyle.The Plantation at Leesburg is a Premier 55+ Active Lifestyle Community. Enjoy leisurely rounds of golf on two beautifully maintained 18-hole championship courses, or stay active on lighted tennis courts perfect for evening matches. Unwind by one of three sparkling pools and Jacuzzis, or embrace a healthy lifestyle with access to world-class fitness centers, volleyball, and pickleball courts. With over 100 planned activities each week, there’s always something exciting to look forward to—whether it’s social gatherings, fitness classes, or hobby clubs. The community is set against a backdrop of scenic, landscaped boulevards and tranquil lakes, offering the perfect setting for fishing, walking, or simply relaxing in nature.Three expansive clubhouses serve as hubs of activity and connection, while an on-site restaurant offers delicious dining just steps from your door. At The Plantation at Leesburg, everything you need to enjoy a vibrant, fulfilling lifestyle and so much more !

24100 Peekskill Street, Leesburg
$319,999
3 Beds ⋅ 2 Baths ⋅ Highland Lakes Ph 03 Tr A-G SubDv. ⋅ 34748 Zip Code
PARK-LIKE BACKYARD with NO Rear Neighbors | NEW ROOF & 2 Skylights (2023) | RESORT-STYLE 55+ Living - THIS WILL SELL FAST! Enjoy peaceful Florida living with a private, park-like backyard overlooking beautiful trees and nature—with no rear neighbors. Tucked away on a quiet cul-de-sac, this beautifully maintained home offers both tranquility and convenience in the highly desirable Highland Lakes 55+ community. From the moment you arrive, you'll appreciate the manicured landscaping, paver driveway, and inviting walkway framed by mature palms. Step inside and your eyes are immediately drawn through the home to the lush backyard views. The spacious split-bedroom floor plan offers abundant closet space, soaring ceilings, and two skylights that fill the living and dining areas with natural Florida sunshine. The bright Florida room provides the perfect place to relax while enjoying serene nature views year-round. Just beyond, the screened sunroom with ceiling fans creates an ideal indoor-outdoor retreat, while the open patio offers plenty of space for grilling, entertaining, or simply unwinding. The kitchen features GRANITE countertops, abundant cabinetry, decorative vinyl flooring, a closet pantry, and a cozy breakfast nook. The oversized primary suite is a true retreat, offering two walk-in closets and a spacious ensuite bath with dual vanities, a relaxing corner soaking tub, a large walk-in shower, and generous storage. Two comfortable guest bedrooms and a full guest bath provide plenty of room for family and friends. Recent updates and additional features include: NEW Roof & Skylights (2023) Newer appliances (2018) Oversized garage LeafGuard gutters Whole-house water filtration system Ample storage throughout Life in Highland Lakes feels like living at a resort. Residents enjoy heated indoor and outdoor pools, pickleball, tennis, bocce, shuffleboard, horseshoes, fitness center, library, craft room, billiards, ping pong, softball, fishing, scenic trails, social events, a covered pavilion with grills, and even a fenced RV and boat storage area. Homes with this combination of privacy, updates, and outstanding community amenities are in high demand. Schedule your private showing today!

6407 Tildon Court, Leesburg
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