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 community, Leesburg offers a unique blend of small-town charm and modern conveniences. With its vibrant downtown area, residents enjoy a variety of local shops, delightful restaurants, and numerous parks, making it an ideal place for families and retirees alike. The city's rich history is evident in its well-preserved architecture and cultural events, creating a warm and inviting atmosphere for everyone who calls Leesburg home.

One of the standout features of Leesburg is its stunning selection of homes with pool amenities. Imagine stepping out into your own backyard oasis, where you can relax and unwind in the warm Florida sun. These properties not only offer a refreshing escape from the heat but also provide the perfect setting for entertaining friends and family. Whether you prefer a cozy, private pool or a grand swimming area for hosting summer barbecues, Leesburg has something to suit every lifestyle.

With its affordable housing options and a variety of neighborhoods, finding your dream home with a pool in Leesburg is both exciting and accessible. From charming single-family homes to modern townhouses, the real estate market here is diverse, catering to a range of budgets and preferences. Embrace the Florida lifestyle in Leesburg, where you can enjoy year-round sunshine and the luxury of having your own pool just steps away from your door. Come explore the possibilities and discover why Leesburg is the perfect place to call home!

Newest Leesburg Homes with Pool Amenities

3 Beds ⋅ 2 Baths ⋅ Lake Denham Estates SubDv. ⋅ 34748 Zip Code

Virtually Staged. LIKE-NEW HOME WITH HIGH CEILINGS, QUARTZ COUNTERTOPS & FULLY FENCED BACKYARD! Swim in the Community Pool. This beautifully maintained home shows like new and is move-in ready! Great curb appeal starts with attractive landscaping, a paver driveway and walkway, and continues inside with high ceilings, fresh interior paint and beautiful tile flooring throughout the main living areas..... The spacious kitchen features quartz countertops, stainless steel Whirlpool appliances, a natural gas range, stainless steel sink and a large built-in pantry. The open floor plan provides plenty of room for everyday living and entertaining, with access to a covered rear patio overlooking the fully fenced backyard with 6-foot vinyl privacy fencing. A convenient gate in the backyard provides direct access to the community mailboxes and outdoor fitness area with exercise equipment..... The split-bedroom floor plan offers a private Primary Suite at the rear of the home with carpeting, a large walk-in closet and ensuite bath featuring dual vanities, beautiful tile and a walk-in shower. Two additional bedrooms are located on the opposite side of the home along with a second full bath with tub/shower..... Additional features include a natural gas water heater, large laundry room, hallway storage, keyless entry and pavers on the driveway, walkway and covered rear patio. Lake Denham Estates offers community amenities including a swimming pool, playground, outdoor fitness area and more. A backyard gate provides convenient direct access to the community mailboxes and an outdoor fitness area. Conveniently located close to shopping, restaurants, medical centers and everyday services. Meticulously maintained, freshly painted and ready to go — this one feels almost brand new!

29923 Anahid Dr, Leesburg

2 Beds ⋅ 2 Baths ⋅ Highland Lakes Ph 01 SubDv. ⋅ 34748 Zip Code

BEAUTIFULLY RENOVATED VILLA OFFERING EASY, LOCK-AND-LEAVE FLORIDA LIVING! Whether you're searching for a full-time residence or a seasonal getaway, this thoughtfully updated villa offers the perfect combination of comfort, convenience, and low-maintenance living. With more than $50,000 in improvements, much of the work has already been done for you! Step inside to discover a bright, inviting interior featuring updated flooring throughout, fresh paint, modern lighting, and a beautifully remodeled kitchen. Four skylights fill the home with natural light, while a natural gas fireplace adds warmth and character to the living area. One of the home's standout features is the enclosed lanai, thoughtfully incorporated into the living space to create additional room for entertaining, a home office, or a comfortable retreat for visiting guests. The updated primary bathroom features a raised vanity, and the home's extensive improvements continue with a new roof and skylights (2022/2023), HVAC system, electrical panel (2024), garage door (2024), and water heater (2025). Even the garage has received attention with recessed lighting, providing flexibility for additional seasonal use. Step outside to enjoy your own private courtyard, an inviting space for morning coffee or relaxing Florida evenings. LOVE TO TRAVEL? THIS IS THE LOCK-AND-LEAVE LIFESTYLE YOU'VE BEEN LOOKING FOR! The HOA takes care of many exterior maintenance responsibilities, including irrigation and termite protection, and includes a roof replacement reserve. Spend less time worrying about home maintenance and more time enjoying everything Central Florida has to offer. With extensive renovations, flexible living spaces, and the convenience of villa living, this home is ready for your next chapter. Pack your bags and start enjoying the Florida lifestyle!

5440 Rosewall Circle, Leesburg

2 Beds ⋅ 2 Baths ⋅ Plantation At Leesburg Belle Grove SubDv. ⋅ 34748 Zip Code

Prepare to be WOWED by this beautifully maintained home featuring TWO OWNER’S SUITES, each offering comfort and privacy, along with 2 full bathrooms! This move-in-ready home has been lovingly cared for and offers numerous valuable upgrades, including a newer electrical panel inside and out, A/C (2016), newer hot water heater, storm doors, gutters (2019), updated ductwork underneath the home, added surge protection, and a desirable GOLF CART GARAGE. This is truly a MUST-SEE home and is ready for a QUICK SETTLEMENT! Located in the gated Plantation at Leesburg, you’ll enjoy an active 55+ lifestyle with an incredible variety of amenities, including 2 golf courses, 3 swimming pools, walking trails, pickleball, tennis, horseshoes, and so much more. Hop in your golf cart and head over to The Oaks Restaurant for a cold drink, great food, and entertainment—all without leaving the community! Come see everything this wonderful home and community have to offer!

25524 Belle Helene, Leesburg

2 Beds ⋅ 2 Baths ⋅ Legacy/Leesburg Un 6 Ph Vii SubDv. ⋅ 34748 Zip Code

Welcome to this beautifully maintained 2-bedroom, 2-bathroom, plus office, home with a water view, in the highly desirable Legacy of Leesburg 55+ gated community. This residence offers a bright, open layout, peaceful water views, and a long list of thoughtful upgrades designed for comfort, convenience, and low-maintenance living. The living room features vinyl plank flooring and opens seamlessly to the kitchen, dining area, and enclosed lanai. The kitchen includes quartz countertops, a cast porcelain sink, wood cabinetry, garbage disposal faucets, and stainless-steel appliances including an electric stovetop, microwave, built-in oven, and refrigerator. A charming breakfast area with a chandelier overlooks the water, creating a serene place to enjoy morning coffee. The enclosed lanai features tinted hurricane-grade windows, with the original sliding doors stored in the garage, and the screened patio includes a SunSetter roll-out shade for comfortable outdoor living. The primary bedroom offers carpeted flooring and a tranquil water view. Its en-suite bathroom includes ceramic tile, dual sinks with granite countertops, wood cabinetry, a walk-in shower, and a spacious walk-through closet. The second bedroom features carpet, a ceiling fan with light, and a full closet, while the second bathroom includes granite countertops, wood cabinetry, ceramic tile flooring and a tub-shower combination. The den/office provides a quiet, flexible space bonus room with carpet and a ceiling fan. The home includes a two-car garage with a coated floor, tankless water heater, wash bin, pull-down attic access, and a garage screen for airflow. A pavered driveway, exterior landscaping, and a sprinkler system add to the home’s curb appeal. The property is conveniently located near the community’s back entry and exit for easy access. This homes low-maintenance lifestyle, includes lawn mowing, blowing, edging, cable, and internet in the HOA fee. Legacy of Leesburg offers an exceptional array of amenities included in the monthly association fees. Clock Tower Hall serves as the community’s central social hub, hosting daily events, performances, bingo, dances, group exercise classes, and more, supported by two catering kitchens for gatherings. Indoor recreation includes a state-of-the-art fitness center, an aerobics studio, a card room, craft room, billiards, ping-pong tables, and a library and media center with computers available for residents. Outdoor amenities feature a resort-style heated pool and spa with walk-in beach entry, lap swim area, water aerobics depth, cabana, and outdoor bar. Sports facilities include a softball field, tennis courts, pickleball courts, bocce courts, horseshoe pits, and shuffleboard. The community is surrounded by 275 acres of conservation areas with 19 ponds and 13 nature trails perfect for walking, biking, fishing, and wildlife viewing. For RV and boat owners, Legacy of Leesburg provides a dedicated River Park RV lot and a secure storage area. All amenities are available to residents at no additional cost beyond the monthly fees, creating a lifestyle centered around nature, recreation, and active adult engagement.

5811 Greenbriar Loop, Leesburg

2 Beds ⋅ 2 Baths ⋅ Scottish Highlands Condo Ph K SubDv. ⋅ 34788 Zip Code

Great home in the centrally located community of Scottish Highlands. This 2 bedroom, 2 bath home would be ideal for your retirement. The home has a living room, dining room combo as well as a large separate great room. It is landscaped with mature landscaping and irrigation system. The roof was replaced in 2025. The community has an outdoor pool as well as an indoor pool. Other features include clubhouse, tennis, pickleball, and bocci couts. There is onsite parking for RV’s and boats. The home is well located for a short walk to the amenities.

1113 Ben Hope Drive, Leesburg

2 Beds ⋅ 2 Baths ⋅ Legacy Leesburg SubDv. ⋅ 34748 Zip Code

Welcome to this beautifully maintained custom Devonshire in the gated 55+ community of Legacy of Leesburg. Thoughtfully designed with expanded living spaces, volume ceilings, and a wall of sliding glass doors, this home offers a spacious, comfortable floor plan that is ready for its new owner. Laminate flooring enhances the main living areas, while bay windows in the breakfast nook and primary bedroom bring in plenty of natural light. The well-appointed kitchen features raised-panel cabinetry with pull-out drawers, upgraded appliances, a walk-in pantry, and glass tile backsplash. An expanded laundry room provides additional storage, a utility sink, and closet space. The spacious primary suite offers an oversized walk-in closet, lanai access, and an en suite bath with custom cherry vanity and true walk-in ceramic shower. The generously sized guest bedroom features an extended closet and convenient access to the guest bath. French doors lead to the den, providing flexible space for a home office, hobby room, or additional sitting area. The enclosed patio, added in 2015, provides additional space to relax and enjoy the Florida lifestyle. And don't overlook the garage! One side of the two-car garage is extra deep, offering plenty of room for a larger vehicle—bring your big truck! It also features a 10x6 workshop area, side service door, window, and pull-down attic storage. Additional features include Hunter Douglas blinds and shades, a Kinetico water system, attic radiant barrier, and foam block insulation. The home has been thoughtfully updated over the years, including four replacement windows in 2016, a generator added in 2017, four additional replacement windows in 2019, a new front door in 2021, and fresh interior paint in 2022. Located in nature-themed Legacy of Leesburg, this very well-maintained home combines comfortable everyday living with access to the community's extensive amenities. Move-in ready and waiting for its next owner—come see everything this inviting home has to offer!

5138 Aurora Drive, Leesburg

3 Beds ⋅ 2 Baths ⋅ Royal Highlands Ph 01a SubDv. ⋅ 34748 Zip Code

Recently remodeled 3-bedroom home in the 55+ golf community of Royal Highlands. The rear of the home has a beautiful waterfront view and is positioned next to a large, open green space, providing extra privacy. Updates: Luxury Vinyl floors (2025) with 5-inch base boards, enclosed Florida room with windows (2025), new ceiling fans (2024), new hot water tank (2026), AC unit (2024), roof (2022), garage door opener (2026), garage door sliding screen (2023), new irrigation controller (2024), skylights serviced (2026). Laundry room with a sink and cabinets. (2023) washer/Dryer, kitchen updates, plantation shutters, new LED lighting throughout and a Generac System (Home Generator 2025). Relax and enjoy your pristine lake view from the comfort of your Florida room’s panoramic view! This home has a great layout with views of the lake from the kitchen, dining, living area and Florida room. Unique double master suites and a third bedroom/office. Royal Highlands is a Golf Course Community with 24-hour guard services, clubhouse, restaurant, pickleball courts, indoor and outdoor pools, shuffleboard, tennis, baseball/softball field, all within the community. Waterfront home in top rated 55+ community in Leesburg, Florida. This community has easy access to the Florida Turnpike and is convenient to all the Central Florida attractions.

21932 Royal St Georges Ln, Leesburg

2 Beds ⋅ 2 Baths ⋅ Scottish Highlands Phase A& Aa Condo SubDv. ⋅ 34788 Zip Code

This beautifully reimagined 2-bedroom, 2-bathroom site-built home is located in desirable Scottish Highlands, a 55+ community. Thoughtfully renovated from top to bottom, this home offers modern finishes and a truly move-in-ready interior. Step inside to all-new windows, engineered hardwood flooring throughout the main living areas, ceramic tile in the bathrooms, and updated fixtures throughout. Both bathrooms have been beautifully renovated and feature gorgeous tiled showers and stylish finishes. The stunning new kitchen features shaker-style cabinetry, quartz countertops, stainless steel appliances, tile backsplash, deep stainless steel sink, and updated fixtures. A new sliding glass door leads to the finished lanai, providing additional flexible living space perfect for relaxing, entertaining, a home office, or hobby room. Additional features include an attached garage and detached storage shed, offering plenty of space for parking, tools, and storage. Located in Scottish Highlands, residents enjoy an active 55+ lifestyle with a heated indoor pool, outdoor pool, hot tub, tennis, pickleball, bocce, shuffleboard, clubhouse, recreation hall, library, billiards, and numerous community activities. RV and boat storage is also available for an additional fee, subject to availability. Conveniently located near shopping, dining, medical facilities, and the Harris Chain of Lakes. Beautifully renovated, thoughtfully designed, and ready for its new owner—schedule your private showing today!

62 Aberdeen Circle, Leesburg

2 Beds ⋅ 2 Baths ⋅ East Coachwood Colony 1st Add SubDv. ⋅ 34748 Zip Code

Fully renovated 2 bedroom, 2 bathroom home with a screened lanai in Coachwood East, Leesburg, FL. Built in 1985 with 1,056 square feet of living space, this home is EVERYTHING NEW: 2025 membrane roof covering the entire house including the utility room and screened lanai, 2025 A/C, 2025 water heater, luxury vinyl flooring throughout, stainless steel appliances, all LED lighting, and fresh paint inside and out. The ALL NEW KITCHEN features soft close doors and drawers with dimensional laminate countertops, and both bathrooms have been completely redone. You also get an inside laundry room plus an attached ground level utility room that doubles as a workshop and storage space for hobbies, tools, or extra gear, not included in the living square footage. From the screened lanai you walk through the workshop to the rear entrance, which opens into the laundry room. Termite stations are in place through Dean's. Coachwood East offers a community pool, shuffleboard courts, and a clubhouse, and pets are allowed. HOA dues are just $51.40 a month, one of THE LOWEST around. The location is a big plus, sitting right between two favorites: 2.3 miles to Downtown Leesburg and Venetian Gardens for dining, events, and lakefront fun, and about 8 miles to Brownwood Paddock Square in The Villages for shopping, restaurants, and live entertainment. Nothing left to do but move in and enjoy relaxed Florida living.

710 Coachman Drive, Leesburg

3 Beds ⋅ 2 Baths ⋅ Plantation At Leesburg Oak Tree Village SubDv. ⋅ 34748 Zip Code

Virtually Staged. “LOCATION LOCATION LOCATION NO CDD's! NO REAR OR FRONT NEIGHBORS!! BEYOND THE LOT, A CREEK! This BEST-LOVED HOME IS FAR from the noise of traffic. Through the canopy of oak trees rests this charming home. Situated behind hole 3 of the Otto Creek Par 72 course, the story of the construction of this home is recounted in a photo album as the original owners have lovingly built it from the ground up. From start to finish PRIDE OF OWNERSHIP MAKES THIS HOME SPECIAL from nail #1, throughout the years, to today. Note the expansive landscaping; gutters and private screened entrance. Even the sprinkler system has been overhauled complete with a new timer (2023/24). NEW ROOF IN 2025. NEW 50 GALLON WATER HEATER IN 2025! New/er appliances include: MICROWAVE in 2026; AC in 2020; Bosch dishwasher in 2021 (5 year warranty); LG refrigerator in 2025 (5 year warranty); Whirlpool stove in 2022 (5 year warranty); washer/dryer in 2022; garbage disposal in 2023. WDO BOND has been maintained with Florida Pest Control. When you enter, you will be confronted by warm ambiance graced with VAULTED CEILINGS of the large Great Room and Dining Combination which foreshadowed the OPEN PLAN that has come in vogue today. Beyond this space, venture into the spacious OFFICE/DEN which makes the LIVING SPACE SO MUCH BIGGER. Journey through the FRENCH DOOR onto the WOODEN DECKED GAZEBO – listen to the hush of the private rear garden. GAZE THROUGH THE GREEN EXPANSE, THIS LOT HAS ABOUT 1/4 ACRE OF REAR GARDEN!! Behind the lot is the Palatlakaha Creek, so the hush is going to be your daily peace! FEEL RIGHT AT HOME in the Kitchen and in the BREAKFAST NOOK, look through the bay window to see how your garden is growing and bask in the gleaming southwest sun. Notice the continuation of the VAULTED ceilings, the 18” tile floors, the beveled countertops and the solid wood cabinets. Continue your tour into the roomy PRIMARY SUITE which offers TWO WALK-IN CLOSETS. This private suite includes a RENOVATED ENSUITE complete with GROUT FREE SHOWER; BENCH SEAT; COMFORT HEIGHT TOILET which can be accessed through a WIDENED PRIVY DOOR; A DRESSING AREA (converted from a garden tub – don’t worry the plumbing is still there); and DIVIDED, RAISED VANITIES. You will enjoy the SPLIT PLAN privacy of MONTEGO model floor plan. Bedrooms 2 and 3 are very spacious. and bedroom 3 is larger and features a DOUBLE DOOR ENTRY (take a look at the floorplan included in the attachments). Bathroom 2 has a new vanity, comfort height toilet, and GROUT FREE tub/shower for easy breeeezzy maintenance. These owners were proud to build this home and had added $$$$$ of upgrades from the builder, and ever since this home has been well maintained in every area including the RECENTLY TREATED FLOORING IN THE OVERSIZED GARAGE and the fresh paint inside. Some Furniture could convey. Plantation is a 55+ community with 24-hour guard gate; two 18-hole golf courses, restaurant, 3 activity centers EACH with pools, fitness facilities, tennis and pickle courts, catch and release fishing, bocce and offers many events and clubs that will keep you very active. MAKE THIS BELOVED HOME YOUR BEST LOVED FOREVER HOME! GOLF CART with new batteries CONVEYS with accepted offer!

25845 Glen Eagle Dr, Leesburg

3 Beds ⋅ 3 Baths ⋅ Royal Highlands Ph 01b SubDv. ⋅ 34748 Zip Code

Looking for a LITTLE SLICE OF PARADISE? This beautifully maintained home offers curb appeal, space, comfort and beautiful, Florida-friendly views! Situated on an OVERSIZED (over 1/4 acre), CORNER LOT, this property has been landscaped to LOOK BEAUTIFUL FROM ALL SIDES. This well laid-out Duchess model combines an open floor plan in the living areas, with just enough defined space for privacy and comfort. A SIDE ENTRY GARAGE enhances the curb appeal of this LOVELY HOME and, as you step into the home, views from the living room are of a lush, beautiful backyard nature oasis, comprised of Florida-friendly plantings and a shaded pathway. The spacious living room is the hub of the home. The Kitchen has 42” CABINETS, STONE COUNTERS, a double SS sink, newer appliances, a tiled backsplash, and a solar tube & recipe widows for added natural light. There is a warm, inviting breakfast room just off the kitchen and a dining area on the opposite side of the kitchen. The PRIMARY BEDROOM is located at the rear of the house and has a TRAY CEILING, an AMPLE WALK-IN CLOSET and AN ENSUITE. The private GUEST AREA is located in ANOTHER hallway SEPARATED BY A POCKET DOOR and has a FULL BATH with a TILED TUB/SHOWER COMBO. There are FRENCH DOORS in the Living Room through which you enter the FLEX ROOM that can be used as a THIRD BEDROOM, DEN, TV ROOM, OFFICE, CRAFT AREA ~ whatever you like. The LANAI, which can be accessed by either of two sliding glass pocket doors, is a SPACIOUS addition to the living space of the home and looks out onto the beautiful backyard. The 2 ½ CAR GARAGE WAS TOALLY REBUILT IN 2020 and has drop-down access to the attic, a separate door to the outside, and a window. There is direct access to the laundry room, where you will also find a CONVENIENTLY-LOCATED POWDER ROOM. ROOF REPLACED 2025. UPDATES IN 2020 INCLUDE: INTERIOR & EXTERIOR PAINT, GARAGE REBUILD, WATER HEATER, HVAC, FLOORING, ELECTRCAL PANEL BOX, ATTIC PULL DOWN. This is your opportunity to OWN A HOME WITH LOTS OF ADDED VALUE in this lovely community. Located in the premier GOLF COURSE 55-plus community of ROYAL HIGHLANDS where residents enjoy a full range of amenities, including CABLE & HIGH-SPEED, FIBER OPTIC INTERNET, a GATED entrance with attendants, a GOLF COURSE, a RESTAURANT, tennis, PICKLEBALL, softball, INDOOR & OUTDOOR POOLS, secured RV STORAGE, bocce, shuffleboard, a FITNESS ROOM, a library, arts and crafts, billiards, catch-and-release fishing, and a variety of clubs. There truly is SOMETHING FOR EVERYONE in this vibrant community!

5401 Essex Court, Leesburg

3 Beds ⋅ 2 Baths ⋅ Highland Lakes Ph 03 Tr A-G SubDv. ⋅ 34748 Zip Code

RENOVATED and ready for new owners | BLOCK and STUCCO exterior construction | 3-bedrooms | 2 full bathrooms | OVER-SIZED garage features 675sf | BRAND NEW Luxury Vinyl Plank flooring throughout | NEW BASEBOARDS and TRIM | Freshly painted interior | NEW fixtures and hardware | Kitchen boasts refaced cabinets, Stainless Steel appliances, including natural gas range, breakfast bar and bench seat | DOUBLE PANE Windows | The Primary Retreat comes with His & Her walk-in closets, fully renovated master bath with tall vanity and cultured marble top, undermount dual sinks and new hardware. Shower (no tub) | French doors lead from the Primary retreat to the Family Room-Sunroom, with loads of natural lighting. | Recessed lighting | Screen enclosed patio located off the family room, with private views of natural Florida. This CONSERVATION LOT with NO REAR NEIGHBOR also has water view of the pond | Washer and dryer convey | Golf cart MAY convey with an accepted offer | SPLIT BEDROOM layout offers two additional bedrooms that share the UPDATED bath | NEW TALL VANITY with undermount sink. | ROOF 2024 | HVAC 2014 | natural gas WATER HEATER 2019 | Electrical panels to be updated PRIOR to sale. Don't wait until it's gone. 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!

27138 Racquet Circle, Leesburg

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