Leesburg Homes with Pool Amenities

Leesburg Homes with Pool Amenities

Welcome to Leesburg, Florida – a charming city nestled in the heart of Lake County, where picturesque landscapes meet a vibrant community spirit. Known for its warm climate and friendly atmosphere, Leesburg offers a delightful blend of small-town charm and modern conveniences. With its rich history, beautiful parks, and proximity to stunning lakes, this city is perfect for those seeking a serene lifestyle without sacrificing accessibility to urban amenities.

One of the standout features of Leesburg is its impressive selection of homes, particularly those boasting pool amenities. Imagine stepping into your backyard oasis on a sunny Florida day, where a sparkling pool awaits you. Whether you’re entertaining friends, enjoying a quiet afternoon, or hosting family gatherings, homes with pool amenities provide the perfect setting for relaxation and recreation. These properties often come equipped with outdoor living spaces, offering a seamless blend of indoor and outdoor enjoyment.

In Leesburg, you’ll find a diverse range of homes that cater to various tastes and budgets, from cozy single-family residences to luxurious estates. Many of these homes are strategically located near local attractions, shopping centers, and recreational opportunities, ensuring that you’re never far from the action.

With its stunning natural beauty, welcoming community, and homes designed for leisure, Leesburg is an ideal place to call home. Dive into the lifestyle you've always dreamed of and explore the delightful properties with pool amenities that Leesburg has to offer. Your perfect oasis awaits!

Newest Leesburg Homes with Pool Amenities

26716 Manassas Drive, Leesburg
$535,000
3 Beds ⋅ 3 Baths ⋅ Leesburg Arlington Ridge Ph 02 SubDv. ⋅ 34748 Zip Code
Golf Course Living at it’s finest! Located on a Premium lot set behind the 18th Tee Box of the championship golf course in Arlington Ridge creates views down the fairway and no chance of being hit with a golf ball. The Cul-De-Sac location of the homes ensures your peace and quiet. The paver driveway & walkway and the mature landscaping add to the curb appeal. A modified Jasmine II floor plan providing 2,564 sq ft of open plan living space with 3 bedrooms and 3 bathrooms set in a split layout for your privacy. The number of upgrades that went into this homes runs into 19 pages at a cost of $111,000 which doesn’t include the golf course lot. You will notice the upgrades the moment you walk in the front door with its leaded glass design, sidelights & a transom window. You benefit from a generously sized separate office space and another den/flex space at the front of the home. Upgraded kitchen & bathroom cabinets with granite counter tops in the kitchen and quartz counter tops in the primary Bathroom. Oil rubbed bronze faucets, granite composite sink, 36" upper cabinets with pull outs in the lower cabinets and a set of pan drawers, crown molding and deeper baseboards, even a gas fireplace in the Family room. Strategically placed solar tunes bring natural light into the home. A whole house water filtration system takes care of the quality of the water. An Oversized 3 car garage (28’x31’) with built in storage and a separate access door at the rear creates so many opportunities for car guys, woodworking shop, man cave, storage or just somewhere to park the golf cart. Step onto the 38’x10’ screened lanai, a serene outdoor sanctuary ideal for morning coffee, evening relaxation, or simply enjoying Florida’s gentle breezes in privacy. You can enjoy grilling in this outdoor space with a natural gas line for your grill so you never run out at the most inconvenient time. A Natural Gas generator is peace of mind for when the power goes out. Thoughtfully constructed for energy efficiency, the home offers exceptionally low utility costs, featuring spray foam insulation in exterior block walls (including the garage space), radiant barrier roofing, R38 attic insulation, and double-pane Low-E argon gas windows ensuring year-round comfort and peace of mind. The gas hot water heater also add to the energy savings. Set within the award-winning Arlington Ridge Golf Community, highly acclaimed by Where to Retire magazine. Residents enjoy access to an exceptional suite of amenities, including: Full-service restaurant & pub, state-of-the-art fitness center, resort-style swimming pool & on-site movie theater. The low HOA fee includes grass cutting, cable TV and high speed internet. Ideally located in South Leesburg, this residence is moments from grocery shopping, medical facilities & restaurants. Enjoy the convenience of being less than 1 hour from Orlando’s International airport and world renowned attractions with both the Atlantic and Gulf Coast beaches reachable in under 2 hours. This distinguished home offers the perfect balance of elegance, efficiency and leisure in one of Central Florida’s most desirable active adult communities. An exceptional opportunity to elevate your Florida lifestyle—Schedule your private showing today to fully appreciate what this fastidious seller created with this home!

26716 Manassas Drive, Leesburg
5546 Rosewall, Leesburg
$229,900
2 Beds ⋅ 2 Baths ⋅ Highland Lakes SubDv. ⋅ 34748 Zip Code
*EASY LIFESTYLE*YARD MAINTENANCE INCLUDED*FURNISHED-MOVE RIGHT IN* This home is the lifestyle you need now for easy full-time living or for seasonal living. You can lock the door and walk away with no worries. Enter the cute little courtyard where you can sit out and visit with neighbors. Once inside, you'll find the kitchen on the left. There is a pantry, small eating area and plenty of good cabinet and counter top space. Large, modern rectangular stainless steel sink is wonderful. The living/ding room is a great size, with high ceilings, storage for dishes, tablecloths, games and a solar tube. This room continues to the Florida room. What at great place to relax, read a book and see pretty green space. This room contains a sleeper sofa. The split floor plan offers a large bedroom, a good-sized closet and bath at each end of the home. Primary bath features a vanity area, 2 separate sinks, step-in shower. 2nd bath has a tub/shower combo. What a great plan for guests! This home offers lots of good closet/storage space--look up in bedroom 2. There is an attached garage for your convenience. Roof was replaced in 2020. New water heater in 2024. Updated electric panel box. Your monthly fee includes lawn maintenance, water for irrigation, termite bond, exterior washing and escrow account for siding and roof replacement. Highland Lakes is a wonderful, friendly, active, 55+, gated community. This home is in near proximity to the clubhouse. The beautiful clubhouse contains a large arena with a walking track, indoor pickleball and tennis courts, stage for shows and concerts, room for dinners, bingo and more. Also in the clubhouse you'll find a fitness room, library, billiard room, craft room, rooms for card playing etc. You can stay active with indoor and outdoor swimming pools, bocce, shuffleboard, horseshoes, and softball. There's a wonderful craftsman shop and free boat and RV parking in the community. Location is convenient to shopping, restaurants, banks and major highways and attractions. Come and see this home today!!!

5546 Rosewall, Leesburg
26233 Newcombe Circle, Leesburg
$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
2350 Conestoga Drive, Leesburg
$239,000
3 Beds ⋅ 2 Baths ⋅ Leesburg East Coachwood Colony Add 02 SubDv. ⋅ 34748 Zip Code
STUNNING POND VIEWS~ HVAC 2022 ~ FOREVER ROOF ~ LARGE LOT! Welcome to your own peaceful waterfront retreat in the charming 55+ community of Coachwood East in Leesburg! Surrounded by beautiful lily pads, lush tropical landscaping, and tranquil water views, this lovingly maintained 3-bedroom, 2-bath home offers a setting so picturesque, you may feel as though you've stepped right into a painting! Step inside and discover a home filled with warmth, character, and cozy cabin-inspired charm! Thoughtfully customized, the interior features an opened-up floor plan where a wall was removed between the kitchen and living room, creating a spacious, inviting atmosphere perfect for everyday living and entertaining. Beautiful laminate flooring adds warmth throughout the living spaces. The quaint, charming kitchen is full of delightful custom touches, including a center island with a built-in cooktop, stylish range hood, convenient island seating, and built-in wall oven and microwave. The kitchen flows effortlessly into the living and dining areas, making this home feel welcoming and connected. BUT THE REAL SHOWSTOPPER IS THE VIEW! Step through the double-pane glass sliding doors into the spectacular glass-enclosed lanai, where an approximately 180-degree panoramic view of the shimmering pond, beautiful lily pads, and lush landscaping creates a breathtaking kaleidoscope of nature! Surrounded by expansive double-pane glass sliding doors, this incredible space brings the outdoors in and offers the perfect setting to sip your morning coffee, watch the wildlife, or simply relax and take in the peaceful scenery. The spacious primary suite offers double sinks, a garden tub, and a separate walk-in shower. All three bedrooms feature walk-in closets, providing plenty of storage. Additional highlights include indoor laundry, an attached storage area, an extra-long driveway, and a covered carport. Enjoy affordable, active 55+ living in Coachwood East! This friendly, resident-owned community offers a heated swimming pool, clubhouse, shuffleboard courts, water aerobics, card games, potluck dinners, and social activities—all with a low monthly HOA fee of just $51.40! IF YOU'VE BEEN DREAMING OF PEACEFUL WATERFRONT LIVING, THIS IS ONE YOU WON'T WANT TO MISS! Come experience the charm, comfort, and unforgettable views of this special home for yourself!

2350 Conestoga 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
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