Leesburg Homes with Pool Community features

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Newest Leesburg Homes with Pool Community features

$360,000

2 Beds ⋅ 3 Baths ⋅ S5156558 MLS

BEAUTIFULLY RENOVATED HOME IN HIGHLAND LAKES, A GATED 55+ ACTIVE-ADULT COMMUNITY! Move right in and enjoy Florida living without the hassle of taking on a renovation. This refreshed home features a NEW KITCHEN, NEW BATHROOMS, NEW FLOORING, fresh interior and exterior paint, quartz countertops, updated stainless-steel appliances, new ceiling fans, and refreshed landscaping. The bright, open floor plan provides generous living and dining areas with plenty of natural light and flexibility for everyday living and entertaining. The renovated kitchen is a standout, featuring white shaker-style cabinetry, beautiful quartz countertops, stainless-steel appliances, modern fixtures, and ample workspace. Contemporary flooring and neutral finishes flow throughout the home, creating a clean, cohesive look ready for the new owner's personal touches. Adding even more value and peace of mind is a 2023 ROOF. Beyond the home, Highland Lakes offers the active Florida lifestyle many 55+ buyers are looking for. Community amenities include a clubhouse, heated indoor and outdoor pools, fitness facilities, tennis and pickleball, shuffleboard, bocce, softball, horseshoes, a golf driving range, nature trails, picnic areas, billiards, library, craft and woodworking facilities, plus RV and boat storage. With numerous clubs, activities and social opportunities, there is always something to enjoy—or simply relax and enjoy the peaceful surroundings. Golf enthusiasts will appreciate several golf courses nearby, while the Leesburg location provides convenient access to shopping, dining, healthcare and everyday services, with easy access to the Florida Turnpike and the greater Central Florida area. Renovated, move-in ready, gated 55+ living and an amenity-rich Florida lifestyle—come see what makes this Highland Lakes home special!

26245 Newcombe Circle, Leesburg

Listing courtesy of GLOVEN REALTY. 305-890-9000

$119,500

1 Beds ⋅ 1 Baths ⋅ G5117009 MLS

BEAUTIFUL HOME NESTLED IN THE AMAZING PENNBROOKE FAIRWAYS HERE IN LEESBURG, FLORIDA! This beautiful home is a part of an amazing 55+ community that has ALL the amenities you could ever want! THIS PROPERTY HAS MATURE TREES ON A LARGE CORNER LOT, PROVIDING A SENSE OF PRIVACY AND A LITTLE BIT OF SHADE! The amenities include golf, swimming pool, recreation centers, a pub & grill IN THE COMMUNITY, 24-HOUR GATED SECURITY and so much more! This home has a BRAND NEW ROOF 2026 AND BRAND NEW EXTERIOR PAINT! THIS IS MOVE-IN READY! AS A PART OF THR LOW HOA PAYMENT CABLE AND INTERNET ARE INCLUDED! Cool off in one of two swimming pools, see the clubhouse, have a lunch at the restaurant and enjoy endless amount of social clubs here in the community! Also has golf cart parking available, a workshop/storage room and Laundry Room. NEWER LAMINATE FLOORS throughout the Living Room and Kitchen. The Living Room has a VAULTED CEILING, the Master Bath has a roomy WALK-IN SHOWER. There is an ENCLOSED LANAI which is perfect for enjoying a beautiful day. Located in Leesburg, Florida, The Club at Pennbrooke Fairways is just a few minutes south of The Villages and less than an hour drive from Orlando, Florida. The golf course offers two executive nines and one regulation nine to appeal to all skill levels while still offering a fun, challenging golf experience. Pennbrooke offers RV and Boat Storage with Dump and Wash Stations & 24 hour Gated Security. DO NOT MISS YOUR CHANCE TO OWN THIS GEM! GIVE US A CALL TODAY!

639 Ne Cottage Park Lane, Leesburg

Listing courtesy of PICKET FENCE REALTY LLC. 352-801-8000

$129,000

2 Beds ⋅ 2 Baths ⋅ O6436237 MLS

Welcome Home to 20 Hawaiian Way in Leesburg, Florida. (No lot rent) If you are looking for Move in Ready then you have found it! All of the big-ticket items have been taken care of and then some. This Home has received New AC, New Flooring, New Vapor Barrier, New Kitchen and New Appliances! The Home also has Newer Laminate Floors throughout, and the home is being offered Fully Furnished. Located in the No Pet section of Molokai but if you have a support animal with papers there are exceptions. The Home was built in 1980 and has 840 square feet with 2 Bedrooms and 2 Full bathrooms and a 1-car carport. The Washer and Dryer are located in the storage shed with Extra Storage Space. The Kitchen has lots of storage with New Cabinets and the perfect space with a dinette table. You have lots of Living space with a living room; features very light and bright with natural lighting from the Two Florida Rooms! The Primary Bedroom is spacious with an En-Suite Bathroom. The Home Features Two Florida Rooms. The First Florida Room is Enclosed and right off the Living Room. The Second Florida Room is Located with Slider doors from the Kitchen it is Screened in and overlooks the Carport. The home is Located in Molokai Co-op, a highly sought after and affordable 55+ Community in Leesburg, FL. Molokai offers lots of activities, a pool, a recreation center and your monthly fee includes cable, internet, water, trash and sewer. Not to forget the Location! You are close to Shopping, Restaurants and major highways. Also, you are not far from Downtown Mount Dora, Downtown Tavares and Downtown Leesburg and all the festivals and events that are offered! If boating and fishing are a favorite, you are only a short distance to a Public Boat Ramp for The Harris Chain of Lakes. Lake County FL offers something for everyone. Do not miss your chance to call this Home! Need financing? This home can be financed with a local lender, call for all the details and to schedule a Private Showing!

20 Hawaiian Way, Leesburg

Listing courtesy of BHHS FLORIDA REALTY. 352-729-7325

$325,000

3 Beds ⋅ 2 Baths ⋅ G5116980 MLS

FLORIDA LIVING STARTS HERE. BEAUTIFUL LANCASTER MODEL BY PRINGLE BUILDERS ON A CORNER LOT WITH NO REAR NEIGHBORS IN LEGACY OF LEESBURG, ONE OF CENTRAL FLORIDA'S PREMIER 55+ COMMUNITIES. THIS THREE BEDROOM TWO BATH HOME FEATURES A DESIRABLE SPLIT PLAN BEDROOM LAYOUT, GRANITE KITCHEN WITH UPGRADED PULL OUT CABINETRY, PANTRY, AND STAINLESS STEEL APPLIANCES. THE SPACIOUS PRIMARY SUITE OFFERS WALK IN CLOSET, JACUZZI TUB AND CERAMIC TILE WALK IN SHOWER. TWO ADDITIONAL BEDROOMS AND A GUEST BATH PROVIDE ACCOMMODATIONS FOR FAMILY AND GUESTS. ENJOY YOUR MORNING COFFEE IN THE BREAKFAST NOOK, RELAX IN THE ALL SEASON ROOM, OR HEAD OUTDOORS TO ENJOY THE FLORIDA SUNSHINE. THE NORTH FACING EXPOSURE ALLOWS YOU TO TAKE FULL ADVANTAGE OF THE OUTDOOR LIVING SPACES. 2019 ROOF, 2016 HVAC AND 2024 WATER HEATER. THE LIFESTYLE IS ALL HERE. LEGACY OFFERS WALKING TRAILS, A RESORT STYLE POOL, TENNIS, PICKLEBALL, AND A FULL CALENDAR OF ACTIVITIES TO KEEP THE YOUNG AT HEART ENGAGED. THE AFFORDABLE HOA INCLUDES CABLE, INTERNET, AND LAWN MOWING, GIVING YOU MORE TIME TO ENJOY YOUR NEW FLORIDA HOME. THERE IS ON SITE RV AND BOAT STORAGE. SO GO AHEAD AND SELL THAT LAWNMOWER, YOU WON'T BE NEEDING IT ANYMORE. COME SEE WHY SO MANY CALL LEGACY HOME.

5368 Butterfly Court, Leesburg

Listing courtesy of DOUBLE MM DEVELOPMENT, LLC. 352-552-0017

$225,000

2 Beds ⋅ 2 Baths ⋅ G5117030 MLS

Welcome home! This home is like BRAND NEW & Move in Ready. You will LOVE the open floor plan, a BRAND New Chef's Kitchen with custom Solid Wood Cabinets, Soft Close Drawers, Beautiful Countertops, BRAND NEW Stainless STEEL Appliances. There is Plenty of room for Sitting & Entertaining with a beautiful large Kitchen Island. This home has BRAND new Luxury VINYL throughout the home. Brand New Lighting. The Primary Suite is STUNNING with a walk in closet and the master bath has completely been refreshed, Custom Solid Wood Vanity, Pretty Quartz Countertop, Chair Height Toilet, & BRAND New Lighting & Fixtures. The 2th bedroom & Bath is Massive, making it perfect for a mother-in-law or guest quarters. All of the bathrooms have been updated. You will LOVE the front screened in porch and how much covered shade is offered as you can sit and watch the world pass by. This home is almost BRAND NEW.....New INTERIOR & EXTERIOR paint 2025, New Luxury Vinyl Plank Flooring 2025, Fridge, Stove, Microwave, Dishwasher, Disposal 2025, New Kitchen Cabinets & Countertops, 2025, New Lighting 2025, Roof 2019, NEW A/C 2013. Windows 2020. Scottish Highlands is a 55+ Community that offers Indoor olympic pool, spa, outdoor pool, tennis, pickleball, recreation building with stage and craft rooms, billiards, storage for your rv/boat and more!! Great convenient location close to shopping, restaurants, worship and medical facilities.

2314 Bonnie View Court, Leesburg

Listing courtesy of DORAN REAL ESTATE COMPANY. 352-217-1056

$294,900

3 Beds ⋅ 2 Baths ⋅ O6436929 MLS

The expensive work is already done. Low-E double-pane windows (2023), HVAC (2021), water heater (2021), and a 2017 architectural shingle roof — the costly years are behind you. Move in, unpack, go play. Behind the 24-hour manned gate of The Plantation at Leesburg, this 3-bedroom, 2-bath ranch in Oak Tree Village lives larger than its 1,652 square feet. Vaulted ceilings and fresh neutral paint keep it bright, with laminate through the main living areas and ceramic tile in the wet spaces. The kitchen has been reworked — quartz counters, crisp white cabinetry with updated hardware, stainless appliances including a 2024 refrigerator — and opens to the dining area with built-in shelving, so no one is ever cooking alone. There is a separate formal living room and an electric fireplace for the handful of cool Florida evenings. The split plan puts the primary suite on its own side of the house: generous walk-in closet, private bath with garden tub, separate shower stall, dual sinks, and a freshly painted vanity. Two guest bedrooms and a second full bath sit opposite. Sliders open to the Florida room, where the windows crank open and the breeze does the rest — morning coffee, evening glass of wine. Also here: inside laundry room, water softener, 22x21 two-car garage, ceiling fan in every room, updated landscaping on a working irrigation system, a clear-sealed driveway, fresh paint on the front and garage doors, and a new storm door. At $180 a month, the HOA covers high-speed internet, lawn maintenance, private roads, and the 24-hour guard — plus two 18-hole golf courses, three clubhouses, three pools, sauna, fitness center, tennis, pickleball, racquetball, shuffleboard, and an on-site restaurant. Fenced RV and boat storage is available on site, which is genuinely hard to find. 2025 taxes: $1,872. Minutes from shopping, dining, and medical, with fast access to US-27 and public ramps to the famous Harris Chain of Lakes. The Plantation at Leesburg is a guard-gated 55+ community. Call today for a private tour.

25735 Glen Eagle Drive, Leesburg

Listing courtesy of MAXLIFE REALTY LLC. 321-373-3536

$384,900

2 Beds ⋅ 3 Baths ⋅ G5116943 MLS

Virtually Staged. Welcome to 4817 Sable Ridge Ct, a spacious and inviting home located on the golf course in The Plantation at Leesburg, one of Central Florida’s premier 55+ gated communities! From the moment you arrive, you’ll appreciate the attractive curb appeal, beautifully maintained landscaping, new rain gutters, paver driveway, two-car garage, and screened front entry. Step inside to a bright, open floor plan featuring soaring ceilings, abundant natural light, plantation shutters, and beautiful wood-look flooring throughout much of the living space. The large living room offers plenty of room for entertaining and features a fireplace and custom built-ins, while the separate formal dining area is perfect for hosting family and friends. The spacious kitchen is at the heart of the home and offers abundant cabinetry and counter space, decorative tile backsplash, breakfast bar, recessed lighting, and an adjoining breakfast area. Just beyond the main living area is a wonderful enclosed Florida room, providing additional year-round living and entertaining space while taking full advantage of the home’s beautiful golf course and backyard setting. The home offers dual suites, providing comfort and privacy for residents and guests alike. The primary suite features generous proportions, high ceilings, crown molding, and plenty of natural light. The spacious primary bath includes dual vanity areas and a large walk-in shower. The additional suite offers a private retreat for overnight guests, extended family, or flexible living arrangements. Additional living spaces provide plenty of options for a home office, den, craft room, or hobby space. Numerous important updates provide added peace of mind, including an air conditioner installed in 2019, roof replaced in 2019, water heater replaced in 2019, and Anderson windows installed in 2023. One of the true highlights of this property is its golf course location, beautiful backyard, and expansive open view. Mature trees and established landscaping create a peaceful Florida setting, while the paver patio provides the perfect place to relax outdoors and enjoy the scenery. The Plantation at Leesburg offers an incredible active-adult lifestyle with three swimming pools, multiple clubhouses, fitness centers, tennis and pickleball courts, walking trails, softball, golf, on-site dining, and an abundance of clubs, activities, and social events. If you’ve been looking for a spacious Florida home with dual suites, wonderful indoor and outdoor living areas, numerous updates, and a beautiful golf course view, 4817 Sable Ridge Ct deserves to be at the top of your list!

4817 Sable Ridge Court, Leesburg

Listing courtesy of CENTURY 21 MYERS ROSE REALTY. 352-717-2000

$264,900

2 Beds ⋅ 2 Baths ⋅ G5116238 MLS

Welcome to 5350 Astor Street, a charming 2-bedroom, 2-bath home nestled on a desirable corner lot in the gated 55+ community of The Plantation at Leesburg. With 1,665 square feet of living space, this home offers a comfortable layout, inviting spaces, and plenty of natural light throughout. The AC was replaced in 2026 and comes with a 10-year transferable warranty, offering added peace of mind to the next owner. Step inside to the formal living and dining rooms, where bamboo flooring and abundant windows create a warm and welcoming first impression. The home features windows throughout, bringing in plenty of natural light. The kitchen is truly at the center of the home, featuring white appliances, ample cabinetry with convenient pull-outs, a breakfast nook, and a breakfast bar that opens to the family room. There’s a decorative backsplash in the kitchen and the open design makes it easy to stay connected with family and guests while preparing meals. The family room continues the bamboo flooring and opens through sliding glass doors to the screened-in lanai. With carpet flooring, the lanai offers a comfortable space to enjoy your morning coffee, unwind at the end of the day, or spend time with friends. Just beyond the lanai is a paver area overlooking the backyard, where a tall community-maintained hedge provides added privacy. The split-bedroom floor plan offers a comfortable sense of separation. The guest bedroom is located near the guest bath, which includes a tub/shower combination. The spacious primary bedroom features a large walk-in closet, while the primary bath offers a large shower, garden tub, double vanity, and comfort-height toilet. An interior laundry room is conveniently located near the center of the home for easy access. Beyond the home, enjoy everything The Plantation at Leesburg has to offer. This gated 55+ community provides an active Florida lifestyle with three activity centers, three pools, fitness facilities, tennis and pickleball courts, bocce, softball, fishing, and more. Golf lovers can enjoy two 18-hole golf courses, while the on-site restaurant and numerous clubs, groups, and activities provide plenty of opportunities to socialize, stay active, and enjoy the community. Whether you’re looking for a comfortable full-time residence or a place to enjoy your Florida lifestyle, 5350 Astor Street offers a wonderful combination of space, privacy, and community. Come take a look and imagine yourself calling The Plantation at Leesburg home.

5350 Astor Street, Leesburg

Listing courtesy of KELLER WILLIAMS ELITE PARTNERS III REALTY. murraycoleman@kw.com

$349,000

3 Beds ⋅ 2 Baths ⋅ O6435393 MLS

MOVE-IN READY // GOLF COURSE VIEW - BACKS TO THE 2ND HOLE // BOND FULLY PAID OFF! Built in 2017, this beautifully maintained 3-bedroom, 2-bath single story home with a 2-car garage offers timeless finishes, thoughtful upgrades and an ideal setting in Arlington Ridge, one of Leesburg’s premier 55+ GOLF COMMUNITIES. A paver driveway, professional landscaping and glass-inset front door create an inviting first impression, while inside, a neutral modern palette, crown molding, PLANTATION SHUTTERS and tile flooring throughout the main living areas keep the home light and polished. The open living and dining spaces flow naturally into the kitchen, featuring upgraded cabinetry, GRANITE COUNTERTOPS, stainless steel appliances, pantry storage and a light filled breakfast nook. The SPLIT BEDROOM layout places the PRIMARY SUITE at the back of the home, where GOLF COURSE VIEWS and a spacious en-suite bath featuring WALK IN CLOSET, double sink, walk in shower, and water closet creating a private retreat. Bedrooms two and three are located off a separate front hallway with a full guest bath between them. One of the home's standout spaces is the ENCLOSED LANAI, offering comfortable year-round living with a relaxing view of the golf course. Additional upgrades include an EPOXY FINISHED GARAGE, WATER SOFTENER, whole-home WATER FILTRATION SYSTEM and a convenient mud sink in the laundry room. Arlington Ridge delivers RESORT STYLE 55+ LIVING just a short golf cart ride from its CHARMING SMALL TOWN CENTER, with golf, restaurant dining, fitness and spa facilities, 66 seat theatre, activity spaces, resort-style LAP & RELAXATION POOLS, tennis, pickle ball, bocce ball, an ice cream parlor and a full calendar of activities! Enjoy easy access to the highly rated Arlington Ridge Golf Club, US-27, CR-48, Lake Harris and the Harris Chain of Lakes. Fantastic amenities, a beautiful golf course lot and a move-in ready home – welcome to Arlington Ridge and your new HOME SWEET HOME!

27143 Roanoke Drive, Leesburg

Listing courtesy of WEMERT GROUP REALTY LLC. 407-214-3967

$259,000

2 Beds ⋅ 2 Baths ⋅ O6435211 MLS

Welcome to this inviting 2-bedroom, 2-bath villa in the desirable gated community of Arlington Ridge, perfectly situated along the driving range and offering a peaceful golf-course setting. This thoughtfully designed home features an open floor plan with high ceilings, creating a bright and spacious feel throughout the main living areas. The kitchen offers solid-surface countertops, ample cabinetry, and a convenient layout that opens to the dining and living spaces, making everyday living and entertaining a breeze. New a/c 2025. The spacious primary suite features an en-suite bathroom and walk-in closet, while the split-bedroom floor plan provides privacy for guests or additional living space. A dedicated office offers the flexibility for a home office, hobby room, or additional sitting area. Step outside to the covered, screened rear porch and enjoy your morning coffee or unwind while taking in views of the driving range. Additional features include an attached one-car garage, interior laundry, ceramic tile and carpet flooring, window treatments, central air, and sliding doors leading to the screened porch. Arlington Ridge offers an exceptional 55+ lifestyle with golf, a community pool, clubhouse, fitness center, tennis courts, restaurant, sidewalks, and golf-cart-friendly streets. With exterior and grounds maintenance included, you can spend less time on upkeep and more time enjoying everything this vibrant community has to provide. Conveniently located in Leesburg with easy access to shopping, dining, recreation, and everyday conveniences, this villa offers comfortable living in a community designed to be enjoyed. Don't hesitate to schedule a private showing today.

26951 White Plains Way, Leesburg

Listing courtesy of KELLER WILLIAMS ELITE PARTNERS III REALTY. murraycoleman@kw.com

$199,999

3 Beds ⋅ 2 Baths ⋅ G5116926 MLS

Welcome to this inviting 3-bedroom, 2-bath villa located in the gated community of Royal Oak Estates. A spacious screened and covered entrance creates a wonderful outdoor sitting area and leads into a welcoming interior foyer with decorative molding and stylish details. Inside, you'll find a spacious open floor plan with laminate and tile flooring and plenty of room for comfortable living and dining. The kitchen opens directly to the main living area and features ample cabinetry, a breakfast bar, and new stainless-steel appliances. Glass-paneled French doors open to a flexible third bedroom or den, ideal for a home office, guest room or hobby space. The primary bath has been nicely updated with a large vanity, decorative backsplash, sink fixtures and hardware, and a tiled walk-in shower with glass enclosure. A second full bath offers a tub/shower combination, and the home also includes convenient indoor laundry. This villa is ideal for a full-time residence, seasonal Florida getaway or investment property. Located in Royal Oak Estates in Leesburg, you'll enjoy the privacy of a gated community while remaining convenient to shopping, dining, medical facilities and the many attractions and amenities of Central Florida.

2947 Tangerine Court, Leesburg

Listing courtesy of LPT REALTY, LLC. 877-366-2213

$279,000

3 Beds ⋅ 2 Baths ⋅ G5116861 MLS

Virtually Staged. WELCOME to 26744 Racquet Circle where your next chapter begins. Once through the welcoming screened entry way, you’ll be greeted by a spacious view of the living space with lots of natural light. The move-in ready, recently professionally painted 2,017 square foot home features luxury vinyl plank and tile flooring throughout, a 3-bedroom 2-bathroom split floor plan and an oversized 2-car garage with screen sliders. The bright and spacious kitchen with its stainless-steel package and gas range, Corian countertops, breakfast nook and bar with generous storage with pull-out cabinets and an abundance of countertops. The open concept of the kitchen overlooks the family room which is designed for both everyday living and entertainment. On the other side of the family room is a Florida room – a tranquil retreat with a wet bar to relax in or step outside to the adjoining screened patio which is perfect for outdoor living. The primary bedroom offers an ensuite bathroom with dual sinks, a jetted and relaxing soaker tub, a walk-in shower with a Rain showerhead, and a large walk-in closet. On the other side of the home, the spacious 2nd and 3rd bedrooms have oversized closets. This flexible floor plan is perfect for guests, hobbies or an office. Upgrades include a 2019 ROOF, a 2022 WATER HEATER, and recently installed REVERSE KITCHEN OSMOSIS and WATER SOFTNER SYSTEMS. The convenient indoor laundry room with a gas dryer adds to the home's convenience while the transferable termite bond brings peace of mind. The Carrier 2014 HVAC system has been maintained semi-annually. Highland Lakes is one of Lake County’s most established and rich amenity 55+ communities offering an impressive array of amenities for only $135- a month. Residents enjoy the sparkling indoor and outdoor pools along with a spacious clubhouse with a fitness center, game and meeting rooms, billiards and ping pong, a craft room with a kiln, an extensive library, a catering kitchen, an indoor arena with a stage for live entertainment and community events. Outdoor amenities include walking trails, fishing ponds, lighted tennis and pickleball courts, shuffleboard, bocce ball, horseshoe pits, a softball field with concession stand, a covered picnic pavilion with grills, a Craftsmen Club / Wood Working Shop (join for just $12 annually), an RV and boat storage (included in HOA), a golf driving range and catch and release fishing lakes. Enjoy the peaceful surroundings of Highland Lakes which are designed for an engaging lifestyle. Schedule a showing today!

26744 Racquet Circle, Leesburg

Listing courtesy of FLORIDA PLUS REALTY, LLC. 407-252-2596

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