Leesburg Homes with Pool

Leesburg Homes with Pool

Welcome to the charming city of Leesburg, Florida, a hidden gem nestled in the heart of Lake County. Known for its picturesque landscapes and friendly community, Leesburg offers a perfect blend of small-town charm and modern conveniences. With its rich history, vibrant culture, and an array of recreational activities, this city is an ideal place to call home.

One of the standout features of Leesburg is its stunning natural beauty, characterized by lush greenery and serene lakes. Residents enjoy a variety of outdoor activities, from boating and fishing on the Harris Chain of Lakes to hiking and biking along scenic trails. The city's historic downtown area boasts quaint shops, delightful eateries, and lively events throughout the year, making it a hub of social activity.

For those seeking a home that embodies relaxation and luxury, Leesburg offers a fantastic selection of properties with pools. Imagine stepping out into your own private oasis, where you can unwind under the Florida sun or host memorable gatherings with friends and family. Homes with pools in Leesburg not only provide a refreshing escape during the warm months but also enhance your lifestyle, offering a perfect spot for leisure and entertainment.

Whether you’re a first-time homebuyer, a retiree looking for tranquility, or a family seeking a vibrant community, Leesburg has something to offer everyone. Embrace the beauty, warmth, and charm of this wonderful city, and discover your dream home with a pool in Leesburg, where life is always a little sweeter.

Newest Leesburg Homes with Pool

4632 Nottoway Drive, Leesburg
$399,900
3 Beds ⋅ 3 Baths ⋅ O6453838 MLS
Welcome home to resort-style living in The Plantation at Leesburg, a premier 55+ golf course community offering an exceptional blend of comfort, space, and an active Florida lifestyle! Nestled on a generous .36-acre cul-de-sac lot, this impressive 3-bedroom, 2.5-bath home offers over 2,800 square feet of thoughtfully designed living space, complete with a rare dual-primary suite layout, ideal for multi-generational living, or accommodating guests by providing added privacy and flexibility. Step inside to discover high ceilings, an inviting split floor plan, and beautiful hard-surface flooring throughout — no carpet anywhere! Ceiling fans in every bedroom and living area enhance comfort, while newer interior and exterior paint give the home a fresh, welcoming feel. Both spacious primary suites feature private en-suite bathrooms with split vanities, dual sinks, and generous walk-in closets, while one offers a relaxing garden soaking tub for an added touch of luxury. One of the home's standout features is the oversized, fully enclosed and air-conditioned Florida Room, providing an incredible extension of the living space for enjoyment in every season. Whether entertaining friends, hosting family gatherings, or simply relaxing with a good book, this versatile space offers endless possibilities. An additional screened lanai provides the perfect setting to enjoy Florida's beautiful weather year-round with no rear neighbors. For those seeking ample parking and storage, this property truly delivers! The oversized 3-car garage includes dedicated golf cart parking, while the expansive driveway can accommodate up to six additional vehicles — a rare and valuable feature! Additional highlights include a roof and solar panels installed in 2020, offering modern improvements and potential energy savings. Beyond the home, discover everything that makes The Plantation at Leesburg such a desirable destination for active adult living. This 24/7 guard-gated golf course community offers an onsite restaurant and an impressive array of recreational opportunities, social activities, and resort-style amenities, all with a remarkably affordable monthly HOA fee. Whether you're enjoying a round of golf, connecting with neighbors on the courts or in activity halls, or taking advantage of any of the community's many offerings, there's something for everyone. With its spacious dual-primary design, expansive indoor and outdoor living areas, exceptional parking capacity, and desirable cul-de-sac setting, this home offers a unique opportunity to enjoy the very best of Florida's 55+ lifestyle. ***PRICED to SELL, DON'T MISS OUT ON THIS OPPORTUNITY! Schedule your private showing today and discover why so many love calling The Plantation at Leesburg home!***

4632 Nottoway Drive, Leesburg
20124 Lovemere Lane, Leesburg
$318,415
4 Beds ⋅ 3 Baths ⋅ O6453859 MLS
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 ⋅ O6453831 MLS
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
11241 Pine Ridge Road, Leesburg
$369,000
4 Beds ⋅ 3 Baths ⋅ O6453678 MLS
Discover the potential of this unique courtyard-style 4-bedroom, 2.5-bath home offering 2,260 sq ft on an oversized waterfront lot in Umatilla. The private courtyard features a pool surrounded by patio space, creating a great setting for outdoor enjoyment. The spacious family room offers a vaulted, beamed ceiling, brick fireplace, and sliding glass doors opening to the pool area. A separate formal living room provides additional gathering space, while the large open kitchen features abundant cabinetry and counter space with a breakfast bar overlooking the dining area. Enjoy the scenic setting beneath beautiful, mature live oaks, with a covered dock along the canal. Additional features include an attached 2-car garage and a separate workshop. A distinctive property with generous space, a private pool, and waterfront appeal, ready for its next chapter. All information recorded in the MLS is intended to be accurate but cannot be guaranteed, buyer advised to verify. Listing agent has no knowledge of property or disclosures.

11241 Pine Ridge Road, Leesburg
11250 Lake Drive, Leesburg
$349,900
3 Beds ⋅ 2 Baths ⋅ G5119563 MLS
YOUR FLORIDA POOL HOME WITH BEAUTIFUL LAKE VIEWS — PET FRIENDLY, FENCED BACKYARD & NO CARPET! Welcome to 11250 Lake Drive in Leesburg, Florida! Looking for the perfect Florida home where you can relax by your own SCREEN-ENCLOSED FIBERGLASS SWIMMING POOL, enjoy beautiful views of Fountain Lake, and have a FENCED BACKYARD FOR YOUR FOUR-LEGGED FAMILY MEMBERS? Look no further! This inviting three-bedroom, two-bath home offers beautiful hardwood and ceramic tile flooring throughout — ABSOLUTELY NO CARPET! Enjoy the perfect combination of easy-care flooring, a pet-friendly backyard, your own private swimming pool, and peaceful lake views! SCREEN-ENCLOSED FIBERGLASS SWIMMING POOL! Step outside into your own private Florida paradise! The beautiful fiberglass swimming pool features a smooth, durable surface that’s generally easier to clean and maintain than many traditional pool finishes. The screened enclosure helps keep leaves, insects, and debris out of the water, allowing you to spend less time cleaning and more time relaxing! Whether you’re swimming, entertaining friends, enjoying weekend barbecues, or simply unwinding poolside, you’ll love the peaceful views of Fountain Lake! PET-FRIENDLY FENCED BACKYARD! Your four-legged family members will love having their own outdoor space! The backyard features attractive vinyl PVC privacy fencing, creating a wonderful setting for pets to play, outdoor entertaining, gardening, or simply enjoying Florida’s beautiful weather. A fenced backyard, private pool, and scenic lake views make this outdoor space especially inviting! BEAUTIFUL HARDWOOD & CERAMIC TILE FLOORING — NO CARPET ANYWHERE! Enjoy the warmth and character of beautiful hardwood floors complemented by attractive ceramic tile throughout the home. These easy-to-maintain surfaces are especially appealing to pet owners and anyone who appreciates the convenience of a carpet-free home! AIR-CONDITIONED FLORIDA ROOM WITH BEAUTIFUL POOL & LAKE VIEWS! One of the home’s most enjoyable features! Imagine sipping your morning coffee while overlooking your sparkling swimming pool and the peaceful waters of Fountain Lake. This enclosed, air-conditioned Florida room provides a comfortable place to relax, entertain guests, or enjoy the beautiful scenery throughout the year! THREE BEDROOMS & TWO BATHROOMS! The desirable split-bedroom floor plan provides added privacy and a comfortable arrangement for everyday living, family gatherings, and entertaining. LOW HOA — ONLY $375/YEAR! Enjoy all the benefits of Florida living with an affordable annual homeowners association fee! THE FLORIDA LIFESTYLE YOU’VE BEEN LOOKING FOR! Whether you’re searching for a full-time residence, a seasonal Florida getaway, or a place where you and your pets can enjoy the sunshine! FIBERGLASS SWIMMING POOL! FENCED BACKYARD! PET FRIENDLY! HARDWOOD & TILE FLOORS! NO CARPET! BEAUTIFUL FOUNTAIN LAKE VIEWS! Why settle for an ordinary backyard when you can enjoy your own private swimming pool overlooking beautiful Fountain Lake? DON’T MISS THIS OPPORTUNITY — SCHEDULE YOUR PRIVATE SHOWING TODAY!

11250 Lake Drive, Leesburg
9525 Starling Loop, Leesburg
$329,490
4 Beds ⋅ 3 Baths ⋅ O6453657 MLS
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
33615 Lake Myrtle Boulevard, Leesburg
$514,900
4 Beds ⋅ 2 Baths ⋅ G5119615 MLS
Find your escape and peacefully relax in this amazing home located in the Lake Myrtle Shores community! This four-bedroom, two bath home sits on 0.71 acres FULLY FENCED IN! Upon opening the front door, you are greeted with beautiful hardwood floors and a spacious, open concept living room. The kitchen features wood cabinets, solid-surface counter tops, stainless steel appliances and a kitchen/dining area with great pool views. The primary bedroom is MASSIVE with elevated ceilings, great light exposure and two walk-in closets. The primary bathroom has a standalone shower, tub and dual sinks. Exiting to the rear patio, you will be greeted with a feeling of seclusion and privacy, with a brilliant view of the entire property. Two sheds allow equipment storage or a potential workshop area. Enjoy the peace and comforts of your own private pool, featuring underwater lighting and elegant waterfalls! The entire pool area is enclosed in screen and vinyl fencing on either side of the property gives you a sense of privacy. There's also private, community boat access at the end of the neighborhood that allows you onto Lake Myrtle. ROOF 2021, HVAC 2024, POOL PUMP 2024. Do not miss your chance to see this stunning home in a great location! 10 Minutes from The Villages, 20 Minutes to I-75 and a short drive to Fruitland Park and Leesburg!

33615 Lake Myrtle Boulevard, Leesburg
30430 Pintail Drive, Leesburg
$289,900
3 Beds ⋅ 2 Baths ⋅ O6452518 MLS
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
3749 Arlington Ridge Boulevard, Leesburg
$469,900
3 Beds ⋅ 2 Baths ⋅ G5119519 MLS
Golf Front Elegance & Unmatched Upgrades | Premium Calla II Model | Gated 55+ Resort Lifestyle Welcome home to 3749 Arlington Ridge Blvd, a pristine, original-owner, smoke-free residence positioned on a premium lot with NO REAR neighbors and exceptional GOLF COURSE VIEWS of the 13th green. Offering 3 bedrooms, 2 bathrooms, and 2,031 sq. ft. of refined living space, this expanded Calla II model has been thoughtfully upgraded from top to bottom with high-end finishes and major mechanical peace of mind. Major Upgrades & Mechanical Highlights: • Roof & Generator: NEW roof installed in Dec 2024 featuring a full-roof leak-prevention water membrane (10-yr transferable warranty thru Dec 2034) paired with a 24 kWh Generac whole-house generator (10-yr warranty through 2035). • HVAC & Efficiency: 16 SEER Carrier A/C system, R38 roof insulation with radiant barrier • Tankless Water Heater • Security & Peace of Mind: Hardwired 8-camera CCTV NVR security system and Eufy double-view doorbell. • Flooring & Trim: Wood-look porcelain tile with ultra-tight 1/8" grout lines throughout, 9' ceilings, 5 1/4" baseboards, 5 1/2" crown molding, and smooth glazed doors. • Chef's Kitchen & Dining: • Upgraded 42" wall cabinets with crown molding, 15" deep upper cabinets, soft-close doors, pull-out shelving, and built-in wall/microwave ovens with countertop smooth stove. • Quartz countertops with an extended island, stylish mosaic backsplash, kidney-shaped sink, tilt-out sponge trays, concealed dual trash cans, and a Samsung Bespoke stainless steel refrigerator. • Relocated extended pantry with added base and 15" wall cabinets in the dedicated laundry room. • Primary Retreat & Accommodations: • Stretched Primary Suite: Expanded layout featuring a bay window extension (+98 sq. ft. combined extra space), wall-mount TV setup, and custom Elfa designer closet system. • Spa-Inspired Bathrooms: Roman walk-in shower (no squeegeeing required!), floor-to-ceiling tile, grab bars, shower bench, multiple shower niches, medicine cabinets, and ADA toilets. • Dryer is plumbed for both gas and electric. Outdoo Living & Garage: • Lanai & BBQ Area: Smooth-gliding extra-large sliders lead to a private lanai with epoxy flooring, roll-down sun/bug screens, privacy wall, and a dedicated exterior BBQ pad with epoxy coating. • Front Entry: Screened front porch with tight bug mesh and out-swing wind mitigation entry door. • Garage & Storage: Epoxy-finished garage and front porch with a dedicated golf cart parking space, My-Q Wi-Fi door opener, utility sink, salt-free whole-house water filtration system, screened overhead garage door and a functional attic with fold-down stairs and extended floored storage. • WiFi controlled sprinkler system module. Located in the gated Arlington Ridge community featuring an 18-hole golf course, resort style pool, clubhouse, tennis/pickleball courts, movie theater, many daily activities/clubs, Restaurant and Pub! and on-site RV/boat parking lot. Minutes from the Florida Turnpike to Orlando, Ocala and Tampa! 50 Minutes to MCO Airport! Schedule your private showing today!

3749 Arlington Ridge Boulevard, Leesburg
933 Eagles Landing, Leesburg
$234,900
2 Beds ⋅ 2 Baths ⋅ G5119550 MLS
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 ⋅ G5119564 MLS
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 ⋅ G5119396 MLS
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
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