Leesburg Homes with Pool Amenities

Leesburg Homes with Pool Amenities

Welcome to Leesburg, Florida, a charming city nestled in the heart of Lake County. Known for its picturesque landscapes and friendly atmosphere, Leesburg offers a delightful blend of small-town charm and modern conveniences. With its rich history, vibrant community, and abundant recreational opportunities, it's no wonder that families and retirees alike are drawn to this inviting locale.

One of the standout features of Leesburg is its stunning array of homes equipped with pool amenities. Imagine stepping out into your backyard oasis, where a sparkling pool awaits, perfect for those warm Florida days. Whether you’re hosting summer barbecues, enjoying a quiet evening swim, or simply soaking up the sun, these homes provide the ideal setting for relaxation and entertainment.

The real estate market in Leesburg is diverse, with options ranging from cozy single-family homes to spacious estates, all designed to cater to various lifestyles. Many of these properties are situated in family-friendly neighborhoods, offering easy access to parks, schools, and shopping centers. The combination of pool amenities and the beautiful Florida climate makes these homes particularly desirable, allowing you to embrace the outdoor lifestyle year-round.

In addition to its residential appeal, Leesburg is home to a vibrant downtown area featuring boutique shops, restaurants, and local events that foster a strong sense of community. With its stunning lakes, scenic parks, and recreational activities, Leesburg truly offers a lifestyle that balances leisure and convenience. Discover your dream home with pool amenities in this enchanting city, where every day feels like a vacation!

Newest Leesburg Homes with Pool Amenities

$275,500
2 Beds ⋅ 2 Baths ⋅ Legacy Leesburg SubDv. ⋅ 34748 Zip Code
Immaculate, 1401 sq ft, 2-bedroom, 2-bathroom custom Pringle Berkshire home in the premier 55-plus Legacy of Leesburg community. This floor plan has a true open-concept living space, with high ceilings and large windows to allow natural light into this space. In the kitchen, you have a large pantry and dedicated integrated dining space. Features an expansive bedroom setup complete with two separate walk-in closets and an en-suite bathroom boasting dual sinks, modern upgraded fixtures, and a walk-in shower. The back lanai has been fully upgraded to a glassed-in, air-conditioned living space, making it perfect for year-round use. Updates include: 2020 New Shingles, 2015 HVAC, 2024 water softener and driveway, and 2026 advanced lightning-rod safety protection infrastructure. The garage also has HVAC. This truly unique home is a must-see! Legacy is known for miles of scenic walking and biking trails through over 275 acres of conservation land, plus luxury amenities and on-site RV and boat storage. The neighborhood features a resort-style heated pool, a robust fitness center, and sports courts. Lawn care, cable, and internet are included in the amenity fees.

26958 Honeymoon Avenue, Leesburg
$294,900
2 Beds ⋅ 2 Baths ⋅ Arlington Ridge Ph 1-C SubDv. ⋅ 34748 Zip Code
Perfect home for downsizing or snow birds retreat. Monthly rentals allowed. Exterior maintenance provided by HOA includes LAWN CARE, ROOF REPLACEMENT,EXTERIOR PAINT,IRRAGATION,AND CABLE AND INTERNET FOR $303 monthly. Interior is bright and open; painted in Florida friendly colors. No carpet, all ceramic tile floors. Dining room provides sunset views and view of the golf course. Large breakfast island with granite countertop combines with great room. Upgraded kitchen cabinetry with pull our drawers, and a double door pantry closet make for a great entertaining area. The utility room is large enough to hold washer, dryer, freezer , sewing machine and shelving for those suitcases and Christmas decorations. 2 master bedroom closets, double sink vanity with granite countertops, walk in tiled shower. Main bathroom has granite countertops, and tiled bathtub wall. There is a small office off the second bedroom that could be used for hobby room, extra storage. Double sliding doors lead to the screened porch where you can enjoy the great Florida weather. Remote controlled blinds control privacy and shade. Arlington Ridge is a 55 plus golf community offering amenities such as movie theatre, restaurant bar, large entertainment venue, and numerous sports, clubs and activities., rv storage lot. Golf is optional and course is open to public as well as the restaurant. You can reach either coast in an hour, close to Orlando attractions, without the traffic, hop-skip and a jump to the Villages and the Villages town squares, entertainment and shopping. Enjoy low insurance rates, low taxes, low hurricane chance and high satisfaction here in Arlington Ridge.

4400 Bedford Way, Leesburg
$360,000
3 Beds ⋅ 2 Baths ⋅ Royal Highlands Ph 01ca SubDv. ⋅ 34748 Zip Code
Embrace the Florida Lifestyle in a Premier 55+ Community Discover a home where everyday living feels like a getaway. Located in a desirable guard-gated 55+ community, this spacious pool home combines a peaceful cul-de-sac setting with an incredible selection of amenities, social opportunities, and outdoor recreation designed for an active Florida lifestyle. Set on an oversized lot with beautiful mature oak trees, the home welcomes you with vaulted ceilings, an open split-bedroom floor plan, and tile flooring throughout the main living areas. From the moment you enter, sliding glass doors provide a beautiful view of the pool and create a seamless connection between the indoor and outdoor living spaces. The kitchen is designed for both everyday living and entertaining, featuring granite countertops, stainless steel appliances, a walk-in pantry, stacked-stone backsplash, and convenient bar seating. The spacious primary suite offers two walk-in closets and a well-appointed bath with a garden tub, large walk-in shower, and dual-sink vanity. Outside, enjoy your own private retreat with a screened pool enclosure, large covered lanai, open sitting area, and a waterfall flowing into the pool. The lanai also provides convenient access to a bathroom—perfect for pool days and entertaining. A spacious two-car garage includes a screened sliding door and separate storage room, while the 2021 roof provides added peace of mind. And then there’s the lifestyle. Residents enjoy guard-gated security and an impressive collection of amenities including indoor and outdoor swimming pools, fitness center, tennis and pickleball courts, softball field, billiards, library, recreation spaces, and golf-cart-friendly streets. The Monarch Golf Club is right within the community, offering an 18-hole course, pro shop, and restaurant. Beyond the amenities, miles of beautiful greenspace, lakes, and ponds provide scenic places to walk, relax, or fish. Centrally located between Leesburg and the Minneola/Clermont area with convenient access to the Florida Turnpike, this is an opportunity to enjoy the next chapter of life in a community designed to make it easy to stay active, connected, and engaged.

5308 Cornwall Court, Leesburg
$89,900
2 Beds ⋅ 2 Baths ⋅ Leesburg Coachwood Colony 2nd Add SubDv. ⋅ 34748 Zip Code
Super location! No lot rent, HOA is not mandatory! You own the land! Two bedroom 2 bath home is priced to sell. Perfect for investors or buyers looking to invest some sweat equity. Newer roof and updated AC system. Spacious layout, attached oversized carport, and utility shed for storage. Conveniently located to downtown Leesburg, churches, restaurants, shopping, hospital and and doctors' offices. Come enjoy Bikefest, Mardi Gras chili cookoffs, and all the festivities that Leesburg offers.

2611 Carpenter Place, Leesburg
$239,000
2 Beds ⋅ 2 Baths ⋅ Hawthorne At Leesburg A Coop SubDv. ⋅ 34748 Zip Code
A Masterfully Upgraded Florida Retreat. Welcome to a home that truly stands apart and thoughtfully upgraded to deliver exceptional comfort, craftsmanship, modern functionality, security, and peace of mind. This beautifully enhanced Florida retreat seamlessly blends contemporary sophistication with timeless warmth, creating a home that is as inviting as it is impressive. The expanded Florida room, completed in 2022, is a beautiful coastal-inspired space designed to warmly welcome guests and create an inviting atmosphere for gathering and relaxation. Thoughtful custom window treatments enhance the room’s character while allowing natural light to fill the space. Whether hosting friends, enjoying a quiet afternoon, or simply taking in the relaxed Florida ambiance, this versatile room adds a distinctive layer of charm and comfort to the home. At the heart of the home is a stunning, thoughtfully designed kitchen that makes the most of every inch. A smart, efficient open layout, with an expansive center island, abundant storage drawers, a walk-in pantry, sleek quartz countertops, high-end cabinetry, and luxurious finishes combine style and functionality, making this kitchen equally ideal for everyday living and entertaining. Throughout the interior, from the living room, dining room and bedrooms, luxurious vinyl flooring, upgraded windows, and custom interior doors create a refined and cohesive feel. The inviting bedrooms provide comfortable spaces to relax and unwind, while the beautifully updated bathrooms bring a spa-inspired experience with contemporary vanities and spacious walk-in showers accented by sleek sliding glass doors. The primary suite is a true standout, featuring an extra-large walk-in closet and a certified safe room, providing an added layer of security and protection during severe weather and other natural hazards. The extensive list of improvements provides both beauty and long-term peace of mind, including a new roof and vinyl siding in 2021, a new HVAC system in 2026, and completely updated electrical and plumbing systems. In 2026, the crawlspace was further enhanced with brand-new insulation, a vapor barrier, and ventilation fans to promote improved airflow and moisture management. Step outside and discover even more spaces designed for the Florida lifestyle. The beautiful front porch creates an inviting setting for morning coffee, evening relaxation, or entertaining friends and family. Just steps away, the heated and air-conditioned summer kitchen extends the living and entertaining space, making outdoor gatherings comfortable year-round. A versatile utility room and laundry room with ample storage add even more everyday convenience and functionality. This is more than a home, it’s a masterfully upgraded Florida retreat where beautiful design, coastal-inspired charm, smart functionality, thoughtful improvements, and genuine peace of mind come together. A home designed not only to impress, but to welcome, entertain, relax, and be cherished for years to come.

207 Hawthorne Boulevard, Leesburg
$369,900
3 Beds ⋅ 2 Baths ⋅ Royal Highlands Ph 01d SubDv. ⋅ 34748 Zip Code
EXPANDED DUCHESS MODEL WITH BEAUTIFUL GOLF COURSE & WETLAND VIEWS! Situated above the first fairway in the sought-after 55+ community of Royal Highlands, this spacious home offers 2,147 sq. ft. of living space with an expanded floor plan designed to take advantage of its scenic setting. The Duchess model features 2 bedrooms, 2 baths, plus a versatile third bedroom/den, study or office. The kitchen, primary bedroom, guest bedroom, and utility room have all been expanded, providing generous living and storage space throughout. A 9x22 glass-enclosed lanai creates the perfect place to relax and enjoy the peaceful golf course and wetland views year-round. Additional highlights include Window World windows, a 2016 roof, and an oversized garage with workshop space. Located in resident-owned Royal Highlands, where residents enjoy an active lifestyle with extensive amenities, clubs, activities, golf, pools, fitness facilities, and more. This spacious golf course home offers a wonderful combination of views, versatility, and room to make it your own!

5049 St Andrews Arcade, Leesburg
$129,000
2 Beds ⋅ 2 Baths ⋅ Hawthorne/Leesburg SubDv. ⋅ 34748 Zip Code
Be among the first to discover this beautifully refreshed and fully furnished residence offering a surprisingly thoughtful blend of comfort, updates, and everyday livability. While county records reflect an original 1978 build date, the current double-wide manufactured home was replaced in 2004, along with a new carport roof, offering a much different story than the original record may suggest. Step inside to an inviting open-concept layout, where the kitchen flows naturally into the dining, living room and the Florida Room under heat and air, creating an easy setting for both relaxed evenings and entertaining. The kitchen is a standout with a center island and bar seating, stainless-steel appliances, attractive countertops, tiled backsplash, and updated cabinetry. The dining area adds an appealing touch with built-in display cabinetry, perfect for showcasing treasured pieces or creating a distinctive focal point. Throughout the home, beautiful laminate flooring provides a cohesive, contemporary feel, complemented by tile in the kitchen and bathrooms. New subflooring was installed in the living room, dining room, and hallway in 2023. Both bedrooms are generously proportioned and feature dual closets, offering an abundance of storage. The primary bath includes a tiled, enclosed walk-in shower, while the guest bath offers an equally spacious tiled walk-in shower with a sliding glass door. A particularly convenient feature is the guest bedroom’s direct access to the laundry room. The improvements continue beyond the cosmetic. Enjoy exterior vinyl siding, an aluminum roof coated/sealed in 2026, HVAC replaced in fall 2025, an upgraded electrical panel, and a new water heater in 2026. Additional enhancements include double-pane windows installed in 2017 and new awnings in 2025. The utility and laundry room are both under heat and air conditioning, adding valuable year-round functionality. This is a home where the major updates have already been thoughtfully addressed, leaving you free to enjoy the spacious floor plan, comfortable interiors, and inviting outdoor setting. A distinctive opportunity for buyers seeking more than the typical Hawthorne home. Come see the difference for yourself!...........Hawthorne at Leesburg is an active, resident owned, 55+ cooperative, waterfront, gated community, with beautifully landscaped grounds, lakes with illuminated fountains and a relaxing and comfortable gazebo. The affordable monthly maintenance fee of $397 includes water, sewer, lawn mowing, private emergency services and storage space for recreational vehicles, boats, trailers and much more! The beautiful clubhouse is complete with a full-time program coordinator, more than 100 different activities and seating for 550. It has a hospitality lounge, card rooms, craft rooms, billiard room, fitness center, library, fine arts room and many more. There is excellent fishing, outdoor geo-thermally heated pool and two enclosed therapeutic pools. Hawthorne boasts a private marina monitored by an electronic security system with over 120 boat slips and access to the Harris Chain of Lakes and beyond.

186 Hibiscus Way, Leesburg
$215,000
2 Beds ⋅ 2 Baths ⋅ Scottish Highlands SubDv. ⋅ 34788 Zip Code
FRESH LOOK! If you took a peak at this gem before, it's time to take a second look in this popular 55+ community. We've completely transformed the interior by removing every last inch of carpet. The entire home now features brand new luxuary vinyl plank flooring-giving it a clean, modern and completely refreshed feel from the moment you step through the front door. NEW ROOF IN 2020, NEW ELECTRICAL PANEL IN 2023 along with fresh paint which makes this home move-in ready. You'll love the low maintenance yard--giving you back your weekends to enjoy everything this incredible active community offers. Friendly neighborhood known for top-notch amenities to include, indoor and outdoor community pools, shuffleboard, tennis, pickleball and community mailboxs, all in a golf cart friendly community. Best of all, you are just minutes away from medical facilities, fantastic shopping and a short drive to the HISTORIC downtown Mount Dora. Don't let this one slip away, schedule your appointment today.

822 Dundee Circle, Leesburg
$254,900
2 Beds ⋅ 2 Baths ⋅ Royal Highlands SubDv. ⋅ 34748 Zip Code
Set against a peaceful conservation backdrop with no rear neighbors, this beautifully maintained home offers privacy, comfort and an easy resort-style lifestyle. A new roof installed in 2025 adds tremendous value and peace of mind, while select furnishings and all appliances are included, making your move refreshingly simple. The bright and inviting interior features two bedrooms, two full baths and an additional 15-by-11-foot enclosed, air-conditioned Florida room that is not included in the listed living square footage with tile flooring and a ceiling fan. Volume ceilings enhance the open feeling of the living room, where a sliding glass door extends the view into the Florida room. On opposite side, the living space flows naturally into the dining area, creating a comfortable layout for everyday living and entertaining. Laminate and tile flooring provide durability and easy maintenance throughout the home, complemented by knockdown ceilings, bullnose corners, ceiling fans and window treatments. The kitchen is light, crisp and exceptionally functional, with granite countertops, upgraded cabinetry and a convenient dinette for casual meals. The electric range and remaining kitchen appliances are included, allowing the new owner to settle in with ease. The spacious primary bedroom offers a large walk-in closet and a private en-suite bath accessed through a pocket door. The bath includes dual sinks and a walk-in shower with a built-in seat. The guest bedroom is conveniently near the second full bath, which features a tub and shower combination. A linen closet and an additional large hallway closet provide valuable storage. The oversized two-car garage is designed for more than parking. A full screened garage door allows fresh air and natural light to enter while you work at the built-in workbench or take advantage of the generous storage space. The washer, dryer and utility sink are also in the garage and remain with the home. Additional features include a gas water heater, heat pump and an in-ground irrigation system that helps keep the mature landscaping lush and attractive. Beyond the home itself, residents enjoy the exceptional amenities of an active, 24-hour guard-gated community designed to feel like a year-round resort. Enjoy an 18-hole golf course, indoor and outdoor swimming pools, an on-site restaurant, fitness center, tennis and pickleball courts, softball field, library, billiards room and multiple recreation buildings. The impressive Great Hall includes a large dance floor and stage, while an extensive calendar of clubs, activities and social events makes it easy to stay active, meet neighbors and enjoy every day to the fullest. Partially furnished, impeccably maintained and positioned on a private conservation lot, this welcoming home offers the space, convenience and lifestyle you have been waiting for.

21709 King Richards Way, Leesburg
$229,900
2 Beds ⋅ 2 Baths ⋅ Scottish Highlands Condo Ph J SubDv. ⋅ 34788 Zip Code
Welcome to effortless Florida living at 1036 Scotch Pine Court, a move-in ready 2 bedroom, 2 bath home tucked into a quiet cul-de-sac in the premier 55+ community of Scottish Highlands. With a low HOA fee and no CDD, this 1,686 square foot residence combines privacy with low maintenance, resort style living. Inside, the light filled layout flows seamlessly across the open living, dining, and family spaces, creating a warm atmosphere anchored by a cozy gas fireplace. The primary bedroom serves as a peaceful retreat with serene views of the screened in porch. Roof, 2025, A/C 2023, Water Heater, 2019. Outside your front door, enjoy exceptional community amenities including indoor and outdoor pools, a fitness center, tennis and pickleball courts, and golf cart friendly streets, making this a perfect escape from the winter snow! Everything you need is right at your doorstep, with local shopping, dining, healthcare, and so much more only moments away.

1036 Scotch Pine Ct, Leesburg
$242,000
2 Beds ⋅ 2 Baths ⋅ Highland Lakes Ph 01a SubDv. ⋅ 34748 Zip Code
Immaculately maintained 2-bedroom PLUS DEN awaits new owners! Back yard lends serene greenspace views and privacy from your neighbors. From the curb appeal to the covered front entry, you're sure to be pleased with the interior layout. Open kitchen and dining room | Luxury vinyl plank and tile flooring (NO CARPETING) | vaulted ceiling | Interior laundry room with wash tub, including washer and dryer | kitchen comes complete with all appliances, including natural gas range | Den/Study/Family Room with views over the backyard, with direct access to the Florida Room | The birdcage/screen enclosure beyond was added in 2020 | The Primary Retreat features Luxury Vinyl Flooring, PLANTATION SHUTTERS, an en suite bath with tile flooring, walk-in closet, shower (NO tub), private commode | SPLIT FLOOR PLAN | Guest Bedroom with walk-in closet | Guest Bath has shower-tub combination, tile flooring and linen closet | ROOF 2019 | HVAC 2012 (serviced regularly) | natural gas WATER HEATER 2021 | UPDATED ELECTRICAL PANEL. Highland Lakes is a gated 55+ community situated in Central Florida just south of Leesburg & offers residents the following amenities: Recreational Clubhouse with two swimming pools; indoor (heated) & outdoor, a softball field complete with concession stand, an indoor arena with a stage for comm. events, complete kitchen, billiard/ping pong rm., 4 tennis courts (2 courts are lighted), 1 indoor tennis court, 8 lighted shuffle board courts, bocce ball courts, 2 outdoor and 4 indoor pickleball courts, 7 horseshoe pits, covered picnic pavilion with picnic tables & grills to barbeque, library, meeting/card room, exercise room/fitness, craft room, golf driving range, RV/boat storage (included in HOA) & has 260 spaces on a secured lot (fenced & lockable), a Craftsmen building/woodworking shop (homeowners can join the club for only $12 annually and use any/all tools available), there's also a Nature Trail within the community & seven lakes scattered throughout Highland Lakes; 4 are used by residents for catch & release fishing! Don't wait............. call now to schedule your private tour!

5614 Austin Street, Leesburg
$415,000
3 Beds ⋅ 2 Baths ⋅ Plantation At Leesburg Belle Terre Village L SubDv. ⋅ 34748 Zip Code
Welcome to this MOVE-IN READY Azelia floorplan (ROOF 2020, A/C 2016) featuring a GOLF CART GARAGE and a propane-heated spa/pool with a water feature overlooking PRIVATE preserve and tree views! This beautifully maintained and thoughtfully upgraded home offers the perfect combination of comfort and privacy for Florida living. Enjoy peaceful views with no rear neighbors from your own spa/pool and outdoor living area—the perfect place to relax and take in the natural surroundings. Inside, you’ll find an open and inviting floor plan featuring 10-foot ceilings, crown molding throughout the living areas, beautiful ceramic tile, and wood-look luxury vinyl flooring. Multiple sliding glass doors and abundant windows bring in natural light while showcasing the beautiful private views. The stunning kitchen is designed to impress with quartz countertops, custom cabinetry with crown molding, under-cabinet lighting, pull-out drawers, soft-close features, stainless steel appliances, a custom hood vented to the exterior, and a stylish backsplash. The spacious layout offers plenty of storage and functionality. The primary suite is a private retreat featuring direct access to the lanai and propane-heated spa/pool area, peaceful views, generous closet space, and a beautifully appointed ensuite bath with a zero-entry glass shower, custom tile work, and upgraded finishes. Additional highlights include double-pane windows, abundant storage, custom cabinetry, epoxy-finished garage flooring, and numerous thoughtful upgrades throughout the home. If you’ve been searching for a beautiful, MOVE-IN READY home with a propane-heated spa/pool with a water feature and truly private preserve and conservation views, this is the one you’ve been waiting for! Plantation at Leesburg offers an active 55+ lifestyle with 3 resort-style pools, 2 fitness centers, craft and art rooms, a billiards room, library, and so much more! Additional amenities include pickleball, tennis, basketball, horseshoes, bocce ball, and a wide variety of planned activities to keep you active and enjoying every day. Conveniently located less than 30 minutes from The Villages, approximately one hour from Orlando International Airport, Disney, and Universal, and less than two hours from the beaches on either coast. Discover the best of 55+ living at Plantation at Leesburg -where every day brings the opportunity to explore, relax, and enjoy the natural beauty that surrounds you! Call today for your private tour!

5524 Belle Terre Drive, Leesburg
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