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 warm Southern hospitality, Leesburg offers a delightful blend of small-town charm and modern conveniences. With its rich history, vibrant community, and stunning natural surroundings, it’s no wonder that so many people are looking to call this place home.

One of the standout features of Leesburg is its proximity to beautiful lakes, parks, and recreational areas, making it an ideal spot for outdoor enthusiasts. Whether you enjoy boating, fishing, or simply soaking up the sun, the scenic beauty of the region will captivate you. The city also boasts a lively downtown area filled with quaint shops, delicious dining options, and local events that foster a strong sense of community.

For those seeking a home in this idyllic locale, Leesburg offers a variety of properties, including stunning homes with pool amenities. Imagine coming home to your own private oasis where you can relax and unwind by the poolside, hosting summer barbecues, or enjoying a refreshing swim on a warm Florida day. These homes are perfect for families, retirees, or anyone who appreciates the luxury of outdoor living.

With a growing real estate market and a range of options to suit every lifestyle, Leesburg is an excellent choice for those looking to invest in a home that combines comfort, style, and leisure. Discover the magic of Leesburg and find your dream home with a pool today!

Newest Leesburg Homes with Pool Amenities

no property photo
$243,900
2 Beds ⋅ 2 Baths ⋅ Highland Lakes Ph 01b SubDv. ⋅ 34748 Zip Code
Partially RENOVATED 2-bedroom POOL home featuring 2 full baths in sought after GATED community of Highland Lakes. Ready for new owners and PRICED TO MOVE! GRANITE countertops | BRAND NEW Luxury Vinyl Plank flooring in living, dining, hallway and both bedrooms (Oct. 2026) | freshly painted ENTIRE INTERIOR (Oct. 2026) | Enclosed covered front entry | covered lanai off the pool deck | ROOF 2014 | HVAC 2026 | Water Heater newer, seller unsure of age | UPDATED electrical panels (Siemens). 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!

26233 Newcombe Circle, Leesburg
20124 Lovemere Lane, Leesburg
$318,415
4 Beds ⋅ 3 Baths ⋅ Groves At Whitemarsh SubDv. ⋅ 34748 Zip Code
Virtually Staged. Under Construction. The Seaton II is the perfect single-family home for growing families and first-time buyers. Step from your front door or two car garage into a light, airy living area with an open kitchen overlooking the great room- complete with access to private patio or large covered lanai for those who enjoy outdoor activities or entertaining guests alike! On the other side of this ideal setup lie three bedrooms, two bathrooms, a walk-in laundry room and more! The secluded primary suite has all you need in privacy; dual sinks, spacious closet plus extra linen storage make it feel like nothing else matters but restful comfort! Get ready to settle down somewhere special – come see why this 2,001 square foot new construction could be just what you've been looking for! *Photos are from a similar home.

20124 Lovemere Lane, Leesburg
20125 Lovemere Lane, Leesburg
$309,000
3 Beds ⋅ 2 Baths ⋅ Groves At Whitemarsh SubDv. ⋅ 34748 Zip Code
Virtually Staged. Under Construction. The Portland is the perfect floorplan to take advantage of the Florida lifestyle. In this home guests are greeted by a covered entryway that leads into a spacious main level living area. No matter where you are in this space, the open floorplan is a great place for entertaining family and friends. The kitchen island, allows for natural movement through the main level, keeping the kitchen as the focal point of the home. Two spacious bedrooms share a hall bath on the main level, and the real showcase of this home is the primary suite which offers the utmost luxury and privacy. You have everything you need with dual vanities, a large walk-in closet, and standing shower. This home is an oasis for those looking for a new construction home, built for the way you live! *Photos are from a similar home.

20125 Lovemere Lane, Leesburg
9525 Starling Loop, Leesburg
$329,490
4 Beds ⋅ 3 Baths ⋅ Silver Lake Pointe SubDv. ⋅ 34788 Zip Code
Virtually Staged. Pre-Construction. To be built. The Seaton II is the perfect single-family home for growing families and first-time buyers. Step from your front door or two car garage into a light, airy living area with an open kitchen overlooking the great room- complete with access to private patio or large covered lanai for those who enjoy outdoor activities or entertaining guests alike! On the other side of this ideal setup lie three bedrooms, two bathrooms, a walk-in laundry room and more! The secluded primary suite has all you need in privacy; dual sinks, spacious closet plus extra linen storage make it feel like nothing else matters but restful comfort! Get ready to settle down somewhere special – come see why this 2,001 square foot new construction could be just what you've been looking for! *Photos are from a similar home.

9525 Starling Loop, Leesburg
30430 Pintail Drive, Leesburg
$289,900
3 Beds ⋅ 2 Baths ⋅ Lake Denham Estates Phase Iii A Replat SubDv. ⋅ 34748 Zip Code
Welcome to 30430 Pintail Drive in Lake Denham Estates, Leesburg. Built in 2022, this single-story home offers 3 bedrooms, 2 full bathrooms and 1,645 square feet of living space — nearly-new construction without the new-construction wait or price. The single-level floor plan keeps everyday living easy, with all living space on one floor. Outside, enjoy a 140-square-foot screened porch — perfect for morning coffee and quiet evenings — plus an open front porch and a finished garage. Lake Denham Estates offers a community pool and playground, sidewalks, and a convenient Leesburg location off US-27, with easy access to Florida's Turnpike for trips to Clermont, Orlando and Central Florida's attractions, shopping and dining. Priced at $289,900. Cash, Conventional, VA and FHA financing welcome. Schedule your private showing today.

30430 Pintail Drive, Leesburg
933 Eagles Landing, Leesburg
$234,900
2 Beds ⋅ 2 Baths ⋅ Pennbrooke Fairways SubDv. ⋅ 34748 Zip Code
This Move In Ready and Partially furnished 2-bedroom, 2-bathroom residence with NO POPCORN ceilings is located in the desirable 55+ gated golf community of Pennbrooke Fairways. Step inside this OPEN Floorplan to soaring vaulted ceilings, neutral colors and NO CARPET! The eat-in kitchen features tile flooring, a closet pantry, and a large pass-through opening to the living room, making it easy to stay connected with family and friends. The spacious primary suite offers a large walk-in closet and an updated ensuite bathroom complete with a dual-sink vanity and a walk-in shower with built-in seats. The second bedroom is also large in size and easily accommodates a queen bedroom set. The living room can easily accommodate many guests and it has sliding doors that open to a spacious tiled lanai and 14 x 6 concrete patio (perfect for grilling) creating the perfect space to relax or entertain! Major updates include a 2019 roof and a 2018 HVAC, TANKLESS Water Heater, Solar Tubes, All WINDOWS REPLACED in 2020, Vapor Barrier in attic, PLUS a Generac 13 KW WHOLE House generator providing added peace of mind. Enjoy maintenance-free living with a low monthly HOA fee of just $265, which includes lawn care, high-speed internet, cable, and access to an outstanding selection of community amenities. Pennbrooke Fairways features 27 holes of golf, a pro shop, an on-site restaurant, two recreation centers, swimming pools, a fitness center, and countless activities including pickleball, tennis, shuffleboard, softball, horseshoes, water volleyball, and cornhole. Conveniently located near shopping and dining and just minutes from The Villages' Brownwood Paddock Square, this home offers the perfect combination of comfort, convenience, and an active Florida lifestyle.

933 Eagles Landing, Leesburg
4631 Glen Coe Street, Leesburg
$314,900
3 Beds ⋅ 2 Baths ⋅ Royal Highlands Ph 02-A Lt 1173 Orb 2040 SubDv. ⋅ 34748 Zip Code
Welcome to this Windsor model in the highly desirable 55+ gated community of Royal Highlands! Featuring several significant updates, this home offers comfort, convenience, and peace of mind for its next owner. Major improvements include a NEW ROOF (2023), HVAC SYSTEM (2024), and GENERATOR (2024), along with three replacement windows in 2023 and six additional replacement windows in 2010. Inside, you'll appreciate the attractive solid surface flooring throughout the main living areas, providing a clean, cohesive look and easy maintenance. The kitchen features beautiful stone countertops, while both bathrooms have also been enhanced with stone countertops, adding a touch of elegance throughout the home. One of the home's inviting features is the LARGE ENCLOSED LANAI, offering additional space to relax, entertain guests, or simply enjoy Florida living throughout the year. These desirable features, combined with the major mechanical updates, make this Windsor an appealing choice for buyers looking to enjoy their next chapter without the worry of several big-ticket improvements. Royal Highlands is a resident-owned, gated golf community offering an exceptional variety of amenities and activities. Residents enjoy two swimming pools, one indoor and one outdoor, an 18-hole golf course, restaurant and pro shop, lighted tennis courts, pickleball, bocce ball, shuffleboard, softball, and a driving range with putting practice facilities. The recreation center features a fitness center, billiards, library, activity rooms, and a grand hall hosting social gatherings, entertainment, concerts, and community events. The HOA fee includes Xfinity cable and high-speed internet, along with access to secure RV and boat storage. Conveniently located near the Florida Turnpike, shopping, dining, medical facilities, and Orlando attractions, Royal Highlands offers the perfect combination of an active lifestyle and everyday convenience. Discover the possibilities of this well-appointed Windsor model and start enjoying everything this wonderful community has to offer!

4631 Glen Coe Street, Leesburg
26949 Racquet Circle, Leesburg
$329,900
3 Beds ⋅ 2 Baths ⋅ Highland Lakes Ph 03 Tr A-G SubDv. ⋅ 34748 Zip Code
IMMACULATELY MAINTAINED 3-bedroom home in the sought-after GATED community of Highland Lakes. Beautifully UPDATED KITCHEN with dinette space OVER-LOOKING GREENSPACE/CONSERVATION area beyond. NO REAR NEIGHBORS and a peaceful setting with privacy. GRANITE countertops | Island | Subway tile backsplash | Stainless Steel appliances including natural gas range | re-faced cabinetry | NEW Luxury Vinyl Plank flooring (2026). INTERIOR LAUNDRY ROOM with tile flooring and ample cabinetry for additional storage space, includes NEW washer and gas dryer | SPLIT FLOORPLAN | Living and Dining combination | Family Room | Double Florida Room with heat and air wall unit, over-looks serene backyard and conservation land | Whole-house water purification system through Kinetico | ROOF 2016 | HVAC 2016 | Water Heater 2019 | UPDATED electrical (Siemens). 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!

26949 Racquet Circle, Leesburg
109 Camellia Trail, Leesburg
$129,900
2 Beds ⋅ 2 Baths ⋅ Hawthorne At Leesburg A Coop SubDv. ⋅ 34748 Zip Code
Tucked near the Hawthorne Clubhouse, this charming two-bedroom, two-bath retreat offers a welcoming blend of comfort, style, and relaxed Florida living. With attractive vinyl siding, stone-accented landscaping, a long-paved driveway, and a charming picket fence, the home welcomes you with warmth and curb appeal from the very first glance. Step inside to discover a light-filled, coastal-inspired interior that captures the relaxed spirit of the Florida lifestyle. Soft, soothing colors and light-toned vinyl plank flooring create a seamless flow throughout, while reinforced subfloors provide added peace of mind. The atmosphere is bright, comfortable, and effortlessly inviting. The Florida room is a standout feature, offering a sunlit space to savor morning coffee, enjoy a good book, or unwind at the end of the day. Updated windows fill the room with natural light, making it a favorite place to relax and enjoy the easygoing pace of home. Thoughtful updates throughout reflect a true sense of care and pride of ownership. The 2023 HVAC system features a smart touchscreen thermostat for convenient climate control. The 2008 metal roof has been consistently serviced by the same trusted professional, while a 2022 interior electrical panel, the completely re-piped plumbing system, a newer water heater 2018, and new ceiling fans and light fixtures add comfort and convenience. Much of the important work has already been taken care of, allowing you to settle in and enjoy. The kitchen blends style and function with new quartz countertops and a tiled backsplash that adds timeless appeal. Both bathrooms have been refreshed with new quartz countertops, vanities, and medicine cabinets, creating a clean, updated look. The primary suite offers a modern touch with a sliding barn door leading to a walk-in shower, while the guest bathroom features a relaxing tub, ideal for everyday comfort and visiting friends or family. Additional thoughtful details include new cabinet and closet doors, dual storage spaces, a practical utility area, and a separate laundry room. Best of all, this home comes fully furnished, making your transition easy and giving you more time to enjoy the lifestyle you've been looking forward to. Warm, welcoming, and thoughtfully updated, this charming retreat is ready for its next chapter, and ready for you to feel right at home.................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.

109 Camellia Trail, Leesburg
4812 Heron Run Circle, Leesburg
$159,900
2 Beds ⋅ 2 Baths ⋅ Plantation At Leesburg Heron Run SubDv. ⋅ 34748 Zip Code
AFFORDABLE SITE-BUILT HOME! Needs TLC! Discover an excellent opportunity for affordable Florida living at 4812 Heron Run Circle! This site-built home offers comfortable living spaces, desirable improvements, and a spacious 19' x 12' screened birdcage, perfect for relaxing or enjoying Florida's beautiful weather. A skylight fills the living room with natural light, creating a bright and inviting atmosphere. Notable updates include an air conditioning system installed in 2022 and replacement windows installed in 2014. Whether you're looking for a year-round residence, seasonal retreat, or a place to call your own without breaking the bank, this home deserves a closer look. Don't miss this opportunity to own an affordable site-built home in the Leesburg area. Located in one of Central Florida’s premier 55+ active adult communities. The Plantation at Leesburg boasts 2,820 homes surrounded by manicured lawns, cascading waterfalls, and lush palm trees. Enjoy peace of mind with 24-hour staffed security and a wealth of amenities designed for every interest and budget. Residents have access to three multi-purpose clubhouses, three swimming pools, spring-fed fishing ponds, scenic walking and biking trails, and much more. The community features championship golf courses, tennis, equity memberships, large clubhouses, heated pools, full-time activity directors, over 100 weekly activities, state-of-the-art fitness centers, and is just a short drive to Orlando’s world-class attractions. Please note: property taxes are subject to reassessment after the sale. Schedule your tour today—this home is truly a must-see!

4812 Heron Run Circle, Leesburg
2368 Conestoga Drive, Leesburg
$154,900
2 Beds ⋅ 2 Baths ⋅ Leesburg East Coachwood Colony SubDv. ⋅ 34748 Zip Code
ENJOY FLORIDA LIVING AT IT'S BEST...WHETHER YOU'RE RETIRED OR JUST KICKING BACK WHY NOT ENJOY THIS INVITING AND STUNNING HOME LOCATED IN THE LOVLEY 55+ COMMUNITY COACHWOOD EAST. MOVE IN READY WITH UPATES THAT INCLUDE A REMODELED KITCHEN, APPLIANCES, PANTRY, GRANITE COUNTER TOPS WITH A BREAKFAST BAR. THIS GRACIOUS AND LOVELY HOME OFFERS 2 LARGE BEDROOMS. GUEST BEDROOM HAS DOUBLE CLOSET SPACE, MASTER SUITE OFFERS EN-SUITE BATH HAS BEEN REMODELED WITH GLASS DOORS TO TILED SHOWER, GRANITE COUNTER TOP, AND A WALK-IN CLOSET. GUEST BATH REMODELED FEATURES LINEN CLOSET, HANDICAP BARS, SHOWER, TUB COMBO. OPEN CONCEPT FLOOR PLAN THAT INCLUDES A LARGE FLORIDA ROOM 12" X 20.5 ALL ENCLOSED, LARGE LIVING ROOM OPENING UP TO A BEAUTIFUL KITCHEN AND LARGE DINING ROOM. FLOORING THROUGH OUT IS VINUL PLANKING. JUST A FEW STEPS AWAY FROM KITCHEN IS AN INSIDE LAUNDRY AREA THAT INCLUDES A STACKABLE WASHER & DRYER. ROOM ENOUGH FOR A FREEZER AND A COUNTER FOR FLOLDING CLOTHES AND/OR STORAGE.

2368 Conestoga Drive, Leesburg
11914 Sussex Hill Way, Leesburg
$195,000
3 Beds ⋅ 2 Baths ⋅ Lake Yale Estates SubDv. ⋅ 34788 Zip Code
WELCOME HOME TO LAKE YALE ESTATES — AN OPPORTUNITY TO MAKE IT YOUR OWN! Discover the possibilities in this spacious 3-bedroom, 2-bath manufactured home offering 1,674 square feet of living space in the established Lake Yale Estates community of Leesburg, Florida. The thoughtfully arranged split-bedroom floor plan provides comfortable separation between the primary suite and additional bedrooms. A generously sized living room, dedicated dining area, and centrally located kitchen offer plenty of room for everyday living and entertaining. The kitchen features formica countertops, ample cabinetry, a breakfast bar, and pantry storage. The primary suite includes a walk-in closet and private bathroom with dual sinks, a garden tub, and a separate shower. Two additional bedrooms offer flexibility for guests, hobbies, or a home office. Step outside to an expansive screened porch measuring approximately 20 feet in length, providing a wonderful space to enjoy Florida's year-round outdoor lifestyle. A separate workshop offers additional space for projects and storage, while the two-car carport provides convenient covered parking. ENJOY THE LAKE YALE ESTATES LIFESTYLE! Residents enjoy community access to beautiful Lake Yale, offering opportunities for fishing, relaxing by the water, and enjoying the natural surroundings. Community amenities also include a clubhouse, swimming pool, dog park, and a community dock. The monthly association fee supports a variety of shared amenities and services. This home offers a spacious, functional floor plan with plenty of possibilities for adding your personal touch. With a little attention and creativity, the property presents an opportunity to enhance its existing features and make it uniquely yours. Professional interior and carpet cleaning have recently been completed, providing a starting point for its next chapter. Conveniently located near Leesburg's shopping, dining, medical facilities, and everyday conveniences, this property offers an opportunity to enjoy the Lake Yale Estates lifestyle while creating a home that reflects your personal tastes. Schedule your private showing and discover the possibilities!

11914 Sussex Hill Way, Leesburg
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