Leesburg Homes with Pool Community Features

Leesburg Homes with Pool Community Features

Welcome to Leesburg, Florida, a charming city nestled in the heart of Lake County. Known for its picturesque landscapes, friendly neighborhoods, and vibrant community spirit, Leesburg offers a unique blend of small-town charm and modern conveniences. With its rich history, beautiful lakes, and lush greenery, it’s no wonder that this city is a sought-after destination for families, retirees, and anyone looking to embrace the Florida lifestyle.

One of the standout features of Leesburg is its commitment to outdoor living, particularly with homes that boast inviting pool communities. Imagine stepping out of your back door into your own private oasis, where you can relax, entertain, and enjoy the warm Florida sun. Many of the homes in Leesburg are designed with spacious backyards and stunning pool areas, perfect for hosting summer barbecues or enjoying a serene evening under the stars.

The community features in Leesburg are truly exceptional. Residents benefit from easy access to local parks, recreational facilities, and a variety of shopping and dining options. Whether you’re interested in exploring the scenic waterfront, participating in community events, or enjoying outdoor activities like fishing and boating, Leesburg has something for everyone.

With its welcoming atmosphere and beautiful homes with pool community features, Leesburg is not just a place to live; it's a place to thrive. Discover the joy of living in this vibrant city and make your dream of owning a home with a pool a reality in Leesburg, Florida!

Newest Leesburg Homes with Pool Community Features

$345,000
3 Beds ⋅ 2 Baths ⋅ Pennbrooke Ph Q Sub SubDv. ⋅ 34748 Zip Code
Welcome to 842 Old Oaks Lane, a beautifully maintained custom home situated on a private lot in Pennbrooke Fairways, one of Central Florida’s premier gated 55+ communities. With peaceful conservation views and no rear neighbors, this inviting residence offers privacy, generous living spaces, and the relaxed Florida lifestyle. Step through the elegant leaded-glass front door into a bright, open floor plan featuring beautiful hardwood flooring, vaulted ceilings, plantation shutters in all of the bedrooms and expansive views toward the rear of the home. The spacious family room flows into the Florida room, creating an ideal setting for everyday living, entertaining, and enjoying the surrounding natural beauty. Chef inspired kitchen featuring abundant cabinetry, granite countertops, custom backsplash, stainless steel gas appliances, generous storage, and ample workspace. The thoughtfully designed floor plan includes a spacious primary suite with walk-in custom closets, vanity and shower, the second bedroom and custom full bath and shower that can easily function as a second primary suite, plus a separate den or home office with French doors. The expansive Florida room overlooking the conservation area is a true highlight, offering a peaceful setting to enjoy morning coffee, entertain friends, or simply appreciate the privacy and wildlife afforded by having no rear neighbors. Additional features include a 2018 roof, 2012 HVAC system, gas water heater, gas stove, interior laundry room, utility sink and cabinetry, oversized two-car garage, paver driveway and walkway, and mature landscaping. Pennbrooke Fairways offers three golf courses, recreation centers, swimming pools, fitness facilities, tennis and pickleball, clubs, social activities, and on-site dining, all conveniently located near The Villages. 842 Old Oaks Lane offers the space, privacy, and lifestyle that make Pennbrooke Fairways such a special place to call home.

842 Old Oaks Lane, Leesburg
$319,900
3 Beds ⋅ 2 Baths ⋅ Plantation At Leesburg Tara View SubDv. ⋅ 34748 Zip Code
HERE IT IS!!!! Premiere golf commumity "THE PLANTATION" with no rear neighbors just beautiful wildlife and sweeping views of the golf course to enjoy while drinking your coffee in the morning or glass of wine in the evening. Nestled in the Tara view area on a quiet cul-de-sac this future home of yours has it all. A verandah, lanai, Huge kitchen, 3rd bedroom can be office or guest room, and the oversized bonus room adds soooo many options for your florida living. Upgrades include Planataion shutters, laminet wood floors, upgraded master bath, screened garage, new roof 2022. The community has amazing resort -style amenities, so dont miss the chance to live the lifestyle you deserve!!!

25102 Meriweather Road, Leesburg
$239,900
2 Beds ⋅ 2 Baths ⋅ Highland Lakes Ph 01b SubDv. ⋅ 34748 Zip Code
DISCOUNTED INTEREST RATE OPTIONS AND NO LENDER FEE FUTURE REFINANCING MAY BE AVAILABLE FOR QUALIFIED BUYERS. SEE LISTING AGENT FOR DETAILS. Welcome to this inviting home in the sought-after gated 55+ community of Highland Lakes, where peaceful water and conservation views create the perfect backdrop for everyday living. A bright and spacious living room welcomes you inside, while the dining area flows into a sunroom, offering the perfect place to relax and enjoy the surrounding scenery year-round. The eat-in kitchen features a breakfast bar, closet pantry, natural gas range, and opens to a cozy den with direct access to the sunroom and views of the shaded backyard. The split-bedroom floor plan provides added privacy for the primary bedroom offering an en-suite bathroom with dual sinks, a walk-in closet, and a walk-in shower. A comfortable guest bedroom, full guest bath, and interior laundry area complete the home's functional layout. Updates include new roof 2024, a/c 2020, water heater 2025, fresh interior paint throughout 2025 and 2026, seamless Pergo flooring with large upgraded baseboards throughout 2025, new water treatment system 2024, new kitchen appliances and washer/dryer combo 2025, new toilets 2025, and new attic insulation installed in 2025, helping improve energy efficiency and reduce monthly power costs. Highland Lakes offers an exceptional lifestyle with indoor and outdoor pools, pickleball, tennis, bocce ball, shuffleboard, fitness center, clubhouse, pool, woodworking shop, library, walking trails, fishing lakes, RV and boat storage, and a full calendar of social activities. Conveniently located near shopping, dining, and everyday conveniences, this home is ready for you to add your personal touches and make it your own. Click the Virtual Tour link to view the 3D walkthrough.

26166 Newcombe Cir, Leesburg
$256,000
3 Beds ⋅ 2 Baths ⋅ Plantation At Leesburg Tara View SubDv. ⋅ 34748 Zip Code
Affordable. Move-In Ready. Located in one of Central Florida's most sought-after 55+ golf communities. Welcome to The Plantation at Leesburg, where comfort, value, and an active Florida lifestyle come together. Offering just over 1,700 square feet, this home features a popular 3-bedroom, 2-bath split floor plan with the perfect amount of space—roomy enough to entertain, yet easy to maintain. Step inside to discover vaulted ceilings, an inviting open layout, and abundant natural light. The spacious kitchen offers a convenient eat-in dining area, making it the perfect place to gather for morning coffee or casual meals. The generous primary suite features a walk-in closet and private ensuite bath, while the split-bedroom design provides comfort and privacy for family and guests. An inside laundry room and 2-car garage add to the home's everyday convenience. Relax year-round in the enclosed lanai, an extension of your living space that's ideal for entertaining or simply enjoying the peaceful semi-private backyard and Florida's beautiful weather. Enjoy peace of mind with these major updates already completed for you; a NEW ROOF (2026), HVAC (2021), and lanai WINDOWS (2007)—making this home an exceptional value for buyers seeking affordability, and low-maintenance living. The Plantation at Leesburg is a premier guard-gated 55+ golf community offering two golf courses, three clubhouses, heated swimming pools, fitness centers, pickleball, tennis, softball, shuffleboard, bocce, horseshoes, billiards, an on-site restaurant, and a full calendar of clubs, activities, entertainment, and social events. Conveniently located near shopping, dining, medical facilities, and major highways, you'll enjoy easy access to everything Central Florida has to give. Whether you're searching for a full-time residence or the perfect seasonal retreat, this affordably priced, move-in ready home delivers outstanding value in one of Lake County's most desirable active adult communities. Schedule your private showing today and discover why so many love calling The Plantation at Leesburg home!

25111 Bonnie Blue Court, Leesburg
$465,000
3 Beds ⋅ 3 Baths ⋅ Plantation At Leesburg Nottoway Village SubDv. ⋅ 34748 Zip Code
Welcome to resort-style living in the highly sought-after Plantation at Leesburg! Nestled on an oversized corner lot in a quiet cul-de-sac, this beautifully maintained 3-bedroom, 2.5-bath home offers an exceptional floor plan featuring two private primary suites, a guest bedroom, an oversized 3-car garage, and fully paid-off solar panels—providing energy efficiency and long-term savings with no solar loan to assume. Step inside to soaring ceilings, abundant natural light, and expansive living areas accented by gorgeous wood flooring. The spacious kitchen features abundant cabinetry, generous counter space, stainless steel appliances, and a breakfast bar that flows seamlessly into the main living areas, making entertaining effortless. The primary retreat offers dual walk-in closets and a spacious en-suite bath complete with dual vanities, a soaking tub, and a separate walk-in shower. A second private suite provides ideal accommodations for guests, extended family, or multi-generational living. Relax year-round in the enclosed Florida room overlooking the peaceful backyard, or enjoy the convenience of the oversized 3-car garage with plenty of space for vehicles, golf carts, storage, or hobbies. Located in the premier 55+ gated community of Plantation at Leesburg, residents enjoy two championship golf courses, multiple swimming pools, tennis and pickleball courts, a fitness center, an on-site restaurant and clubhouse, and a vibrant social calendar filled with clubs, events, and activities. Conveniently located near Florida’s Turnpike, shopping, dining, medical facilities, and all that Central Florida has to offer. With paid-off solar, two primary suites, an oversized garage, and resort-style amenities, this home offers the perfect combination of comfort, efficiency, and an active Florida lifestyle.

4632 Nottoway, Leesburg
$239,900
2 Beds ⋅ 2 Baths ⋅ Highland Lakes Ph 01b SubDv. ⋅ 34748 Zip Code
MOVE-IN READY! *FURNISHED WITH GOLF CART!* New $15,000 Goodman HVAC system with Nest Wi-Fi thermostat (2026), newer roof (2021), brand-new interior paint throughout (2026), new whole-home surge protector (2026), and being sold completely turn-key including the furniture and golf cart! This beautifully maintained end-unit villa offers 2 bedrooms, 2 full baths, a spacious open floor plan, soaring ceilings, a 2-car garage, custom garage screen, epoxy garage floor, workbench, attic storage, and an extended concrete driveway and side walkway. Natural light fills the home, creating a bright and inviting atmosphere. The spacious living and dining areas flow seamlessly into the kitchen, which features ample cabinetry, a breakfast nook, and all appliances included. Enjoy Florida living year-round from two lanais - one screened for enjoying the fresh air and one enclosed for additional living space. The generous primary suite features a walk-in closet, linen closet, and private ensuite bath with a walk-in shower. Guests will appreciate the comfortable second bedroom and adjacent full bath. Located in the highly sought-after 55+ community of Highland Lakes, residents enjoy an incredible array of amenities, including indoor and outdoor pools, a fitness center, clubhouse, ballroom, library, craft room, billiards, pickleball, tennis, bocce ball, shuffleboard, walking trails, fishing ponds, a golf driving range, woodworking shop, and countless clubs, social events, and activities. With thousands of dollars in recent upgrades already completed, this home offers exceptional value and true peace of mind. Simply bring your suitcase and start enjoying the Florida lifestyle! BRING ALL OFFERS!

26740 Cash Court, Leesburg
$430,000
2 Beds ⋅ 2 Baths ⋅ Arlington Ridge SubDv. ⋅ 34748 Zip Code
Both Bonds Paid!!! Location! One Of The Prettiest Views Of The Golf Course Awaits You In This Stunning Home, Built In 2006. Relax On The Outside Patio While Grilling, Or Unwind In The Spacious 394 Sq Ft Screened Lanai, Complete With Roll-Up Shades To Ward Off The Sun And Heat. You Simply Can't Find Anything Better Than This! This Beautifully Designed Floor Plan Offers A Roomy 1824 Sq Ft, Featuring 2 Bedrooms Plus A Large Den, With An Open Layout That Flows Seamlessly From The Kitchen To The Living Area, Perfect For Entertaining. Plantation Shutters Throughout Add A Timeless, Elegant Touch. This Home Has Been Thoughtfully Updated With Quality Upgrades Throughout. Highlights Include A New Roof In 2022, A Rheem Tankless Water Heater, And Pull-Down Attic Stairs For Extra Storage In The Large 2-Car Garage, Complete With A New Garage Door Opener And Outside Keypad Entry. Upgraded Porcelain Tile Flooring Graces The Formal Dining Room, Great Room, Den, And Lanai, While Ceramic Tile Flows Through Both Bathrooms, The Kitchen, Nook Area, And Foyer. New Lighting And Faucets Have Been Installed Throughout The Home, Along With Two Solar Tubes For Added Natural Light. Lifetime AC Filters Are Already In Place, And The HVAC System Has Been Maintained Annually. The Gorgeous Kitchen Boasts Upgraded Cambria Quartz Countertops, Under-Cabinet Lighting, And A Large Stainless Steel Sink. Both Bathrooms Feature Quartz Countertops With Stylish Upgraded Vessel Sinks. The Spacious Master Suite Easily Accommodates Large Furniture And Offers A Generous Walk-In Closet. The En Suite Bath Includes A Double Sink Vanity, A Glass-Enclosed Shower With Seat, And A Linen Closet. Don't Miss Your Opportunity To Own This Stunning, Move-In Ready Home! AR Lot 235

26860 White Plains Way, Leesburg
$320,000
2 Beds ⋅ 2 Baths ⋅ Plantation At Leesburg Tara View SubDv. ⋅ 34748 Zip Code
Million-dollar view at a $320,000 price point! Welcome to 4755 Tara View Rd. in The Plantation at Leesburg, where peaceful water views, golf course scenery, and meaningful updates come together in one inviting home. This 2-bedroom, 2-bath home with a den offers 2,035 sq ft under heat/air, a 2-car garage, and a beautiful waterfront setting overlooking the pond with the #1 fairway beyond. The large great room is the heart of the home, featuring several picture windows that frame the water and golf course views beautifully. The kitchen has been updated with granite countertops, newer white cabinets, tile flooring, and a comfortable breakfast nook. A separate dining area provides room for larger furniture, while the den offers flexible space for an office, hobby room, reading area, or occasional guest use. Major updates include a new roof, new A/C, new hot water heater, some newer interior paint, new primary bedroom carpet, and recently installed patio pavers. The enclosed great room is under heat and air, creating additional year-round living space to relax and enjoy the setting. The primary suite features a large walk-in closet and a spacious bath with two sinks, garden tub, and separate step-in shower. The second bedroom is nicely sized, and the guest bath includes a step-in shower and skylight. The driveway is texured and sealed for long durability. The Plantation at Leesburg is a gated 55+ community known for its active lifestyle, including two championship 18-hole golf courses, three community pools, clubhouses, pickleball, tennis, activities, and 24-hour security. Call now to schedule your private showing and come see this million-dollar view for yourself — you’ll be glad you did

4755 Tara View Road, Leesburg
$263,000
2 Beds ⋅ 2 Baths ⋅ Lake Denham Estates SubDv. ⋅ 34748 Zip Code
Welcome to this beautifully maintained 2022-built home in the desirable Lake Denham Estates community! Offering 2 spacious bedrooms, 2 full bathrooms, and a versatile flex room perfect for a home office, guest space, or hobby room, this home combines modern comfort with thoughtful design. The open-concept floor plan creates an inviting space for everyday living and entertaining, featuring solid surface countertops, a gas range, and smart home technology. The spacious primary suite is a true retreat, complete with dual vanities and two walk-in closets, providing exceptional storage. Step outside and enjoy a low-maintenance lifestyle with access to fantastic community amenities, including a resort-style pool and playground. The attached two-car garage and energy-efficient construction add even more value to this move-in-ready home. Conveniently located just minutes from US-27, shopping, dining, schools, and major commuter routes, this home offers the perfect blend of peaceful community living and everyday convenience. Whether you're a first-time buyer, downsizing, or looking for a turnkey investment, this Lake Denham Estates gem is ready to welcome you home!

20010 Royal Tern Court, Leesburg
$305,000
2 Beds ⋅ 2 Baths ⋅ Leesburg Arlington Ridge Ph 02 SubDv. ⋅ 34748 Zip Code
Virtually Staged. PRICED TO SELL! QUICK CLOSING POSSIBLE! Welcome to a golf-front home and a life that feels like vacation every day. Nestled in one of Central Florida’s most desirable resort-styled, gated, active-adult golf communities, this beautiful, Low-maintenance 2 bedroom 2 bath w/Flex room and 2 car stretched garage w/Heavy Duty Block & Stucco construction is priced to sell. Home has vinyl flooring throughout the entire home home with tile in wet-rooms (NO CARPETS) The home delivers the comfort, quality, and freedom you’ve been dreaming of all without the resort price tag. Every detail has been thoughtfully cared for giving you peace of mind and more time to enjoy the things you love. Step inside open-concept home and feel the spacious flow of the 27x14 great room with high ceiling to enhance your sense of space is perfect for relaxed evenings or lively gatherings with friends. The kitchen is equipped with plenty of cabinets and counters, closet pantry, fridge and range , (THEY STAY WITH THE HOME) , Golf-Front breakfast nook that’s made for morning coffee and good conversation. The split-bedroom layout offers privacy for you and your guests, while the owner’s suite with ensuite bath w/ walk-in shower, private toilet and walk-in closet. The split bedroom floor plan provides the privacy you need, Step out on to your golf front covered & screened and always shady lanai and breathe in the tranquility of surrounding greenery while sipping your morning coffee or afternoon margarita, the indoor laundry room has cabinets and an extra pantry. With its energy efficient features including insulated block and stucco construction, high elevation, and substantial insurance savings for wind and flood protection, this home offers strength and serenity in equal measure. Recent updates include Anderson windows and fresh interior paint. But what truly sets this home apart is the lifestyle. Arlington Ridge is more than a community it’s a way of living. Spend your mornings on the championship 18-hole golf course, your afternoons at the heated pools or fitness center, and your evenings with neighbors at the on-site restaurant, tavern, or free movie theater. Enjoy tennis, pickleball, billiards, or a peaceful stroll along golf cart-friendly streets lined with sidewalks and manicured landscapes. And with a remarkably low HOA of just $126/month, you’ll enjoy lawn care, high-speed internet, Wi-Fi, and over 200 cable channels included. With hardly any yardwork to worry about, What will you do with all your free time? Conveniently located near shopping, dining, medical services, and a short drive to Orlando’s attractions and both coasts’ beaches, this home blends resort-style living with everyday practicality. Don’t just buy a home, embrace the lifestyle you worked hard for and deserve. Schedule your private showing today and start living your best Florida life at Arlington Ridge. Retirement is not the end, it’s a new chapter just beginning. NO MANDATORY MEMBERSHIPS REQUIRED TO BUY A HOME OR USE ANY OF THE FACILITIES AND NO BUY-IN FEES

3601 Arlington Ridge Boulevard, Leesburg
$30,000
Leesburg East Coachwood Colony Add 02 SubDv. ⋅ 34748 Zip Code
Discover the perfect place to BUILD your next chapter in this welcoming 55+ COMMUNITY! This homesite is ready for your new home with ELECTRICTY and WATER already AVAILABLE, making the building process even more convenient. Nestled in the peaceful Coachwood Colony community, residents enjoy a relaxed atmosphere, friendly neighbors, and a vibrant lifestyle designed for active adults. You’ll enjoy the refreshing community pool, clubhouse, and even a shuffleboard game with friends. Whether you're looking to downsize or embrace low-maintenance living, this is a wonderful opportunity to create the home you've been dreaming of. Contact us today for more information or to schedule your private tour!

2341 W Coach N Four Drive, Leesburg
$339,900
3 Beds ⋅ 2 Baths ⋅ Royal Highlands Ph I Sub SubDv. ⋅ 34748 Zip Code
Completely redesigned top-to-bottom masterpiece in the premier gated 55+ golf community of Royal Highlands! Perfectly situated on a quiet cul-de-sac, this home boasts stunning curb appeal and a sun-filled open layout. NEW Premium wide-plank, wood-look luxury vinyl flooring, fresh interior paint, upgraded designer lighting, and new blinds flow throughout. French doors open seamlessly to a large outdoor deck, perfect for entertaining. The Brand-NEW kitchen completely steals the show. You’ll notice the custom solid wood cabinetry accented by elegant brushed gold hardware. Run your hand across the Gorgeous quartz countertops, noticing how they elegantly cascade over the edge of the striking waterfall island. Everything here is fresh and untouched, from the sparkling, BRAND-NEW stainless steel appliances to the sleek brushed gold faucet. Next, walk into the primary retreat. You'll discover a MASSIVE walk-in closet with room for everything. Then, step into the completely NEW, spa-like bathroom. You'll immediately notice the unique, custom dual-sink vanity, cleverly split by a towering built-in linen cabinet. Rich wood-toned Shaker cabinetry contrasts beautifully with crisp quartz countertops and undermount sinks. Look up to see the stylishly curved, gold-rimmed statement mirrors, then step over to the nice-sized shower to admire the brand-new gold fixtures and hand-held wand. Finally, check out the NEW guest bathroom, which is equally designed to impress. You are greeted by a bright white Shaker vanity, show-stopping Quartz countertop. Slide back the glass enclosure to reveal the true highlight: a flawless, floor-to-ceiling tiled shower elevated by a stunning, brand-new vertical mosaic accent stripe. Every inch of this home feels brand new and ready for you! Roof 2022, A/C 2018, Garage Door Openers 2026. Royal Highlands is a premier Gated golf 55+ neighborhood featuring an 18-hole course, pro shop, restaurant, lakes, indoor/outdoor pools, a gym, tennis, pickleball, softball, bocce, RV storage, and a grand event hall. HOA dues include high-speed fiber internet & cable. Golf-cart friendly! Located in Lake County off Hwy 27, just 1 mile to the FL Turnpike & the new Orlando Health ER, near Clermont, Disney.

5619 Prince Andrew Court, Leesburg
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