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Browse All Leesburg FL Between $200K - $300K Properties for Sale

$284,900
3 Beds ⋅ 2 Baths ⋅ Lake Denham Estates SubDv. ⋅ 34748 Zip Code
Welcome to Lake Denham Estates, where this immaculate 3-bedroom, 2-bath Jemison offers a USDA 0% down financing option for qualified buyers, along with seller-offered closing cost assistance. Beautiful curb appeal welcomes you into 1,645 square feet of thoughtfully designed living space. A spacious entry and wide hallways lead to an open living and dining area overlooking the expansive, fully fenced backyard. The kitchen offers abundant cabinet space, a large walk-in pantry, and a gas range. A dedicated laundry room, ample storage, smart home features, a sprinkler system, and a tankless gas water heater add everyday convenience. The desirable split floor plan gives everyone room to spread out. One bedroom and a full bath sit in their own wing, while another bedroom with French doors makes a wonderful guest room or home office. The spacious primary suite features a walk-in closet and an en suite bath with double sinks, a private water closet, and a walk-in shower. Out back, the covered lanai is the perfect place to relax and enjoy the generous yard. Lake Denham Estates offers a community pool overlooking a conservation area and a playground, with shopping, dining, and major Central Florida routes nearby. Whether you’re searching for a primary residence, second home, or investment property, come see all this home has to offer. Schedule your private showing today and ask about the available financing and closing cost options!

29496 Caspian Street, Leesburg

$204,900
2 Beds ⋅ 2 Baths ⋅ Highland Lakes Ph 01b SubDv. ⋅ 34748 Zip Code
RENOVATED and ready for immediate occupancy! This single-family Villa with courtyard entrance is PRICED TO MOVE - Don't wait! Furniture negotiable | 2-bedroom split lay out with 2 full bathrooms | NEW HVAC (August 2026) | OVER-SIZED garage features 274sf with screened entry | NEW stainless appliances | washer and dryer included | GRANITE countertops in kitchen | PORCELAINE PLANK TILE FLOORING throughout and nearly new carpet and pad in bedrooms | NEW BLINDS |NEW FRONT DOOR and hardware | Fresh interior paint | Covered enclosed rear patio has NEW PERGO luxury vinyl plank flooring AND NEW vinyl WINDOWS scheduled for install, making this currently screen enclosed space ideal for year-round enjoyment. | Skylight and solar tube add loads of natural lighting | Dining and living room combination with vaulted ceiling, 8-foot sliding glass door to access the covered lanai. The Primary Retreat features makeup vanity with single sink, walk-in closet, shower-tub combination and skylight. This split bedroom floorplan boasts the Guest Bedroom at the front of the home, over-looking the courtyard, features dual closets and direct access to the guest bath; featuring updated vanity and shower-tub combination. Entire interior freshly painted April 2025 | Roof 2024 | HVAC 2026 | Water Heater approximately 6 years new | Updated electric panel | 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!

26032 Newcombe Circle, Leesburg

$279,900
3 Beds ⋅ 2 Baths ⋅ Lake Denham Estates SubDv. ⋅ 34748 Zip Code
Virtually Staged. LIKE-NEW HOME WITH HIGH CEILINGS, QUARTZ COUNTERTOPS & FULLY FENCED BACKYARD! Swim in the Community Pool. This beautifully maintained home shows like new and is move-in ready! Great curb appeal starts with attractive landscaping, a paver driveway and walkway, and continues inside with high ceilings, fresh interior paint and beautiful tile flooring throughout the main living areas..... The spacious kitchen features quartz countertops, stainless steel Whirlpool appliances, a natural gas range, stainless steel sink and a large built-in pantry. The open floor plan provides plenty of room for everyday living and entertaining, with access to a covered rear patio overlooking the fully fenced backyard with 6-foot vinyl privacy fencing. A convenient gate in the backyard provides direct access to the community mailboxes and outdoor fitness area with exercise equipment..... The split-bedroom floor plan offers a private Primary Suite at the rear of the home with carpeting, a large walk-in closet and ensuite bath featuring dual vanities, beautiful tile and a walk-in shower. Two additional bedrooms are located on the opposite side of the home along with a second full bath with tub/shower..... Additional features include a natural gas water heater, large laundry room, hallway storage, keyless entry and pavers on the driveway, walkway and covered rear patio. Lake Denham Estates offers community amenities including a swimming pool, playground, outdoor fitness area and more. A backyard gate provides convenient direct access to the community mailboxes and an outdoor fitness area. Conveniently located close to shopping, restaurants, medical centers and everyday services. Meticulously maintained, freshly painted and ready to go — this one feels almost brand new!

29923 Anahid Dr, Leesburg

$239,900
3 Beds ⋅ 2 Baths ⋅ New Bradford Mobile Home Estates SubDv. ⋅ 34788 Zip Code
NO HOA • .77 ACRE • 3 BEDROOMS • 30-AMP RV HOOKUP • PRIVATE BACKYARD! Welcome to 35544 Shelley Drive in Leesburg, a 3-bedroom, 2-bath home offering approximately 1,300 square feet of living space on a spacious .77-acre lot with plenty of room to enjoy both indoors and out. Built in 1985, this home features an open, split-bedroom floor plan with a spacious living area and a flexible formal dining room that could easily serve as a home office, den or additional sitting area. There is also room just off the kitchen for a dining table, allowing you to use the formal dining space however it best fits your needs. Plenty of storage throughout the home adds to the functionality. Outside is where this property really stands out! Mature trees provide plenty of shade, and the wooded area behind the property creates a peaceful setting with no immediate rear neighbor. The fenced backyard includes a 30-AMP RV hookup, offering added flexibility for your RV or camper. Enjoy Florida living from the screened-in back porch overlooking the backyard, gather around the firepit on cooler evenings, or take advantage of nearly three-quarters of an acre to create the outdoor space you’ve been wanting. And with NO HOA, you can enjoy your property without association fees. The home may be purchased partially furnished, or the contents can be removed prior to closing. Conveniently located just off SR 44 with easy access to shopping, dining and surrounding Central Florida communities. If you’ve been looking for a 3-bedroom home with LAND, NO HOA, RV accommodations and extra privacy, put 35544 Shelley Drive on your list! All information recorded in the MLS is intended to be accurate however, it should be independently verified by buyer and their agent.

35544 Shelley Drive, Leesburg

$229,900
2 Beds ⋅ 2 Baths ⋅ Highland Lakes Ph 01 SubDv. ⋅ 34748 Zip Code
Virtually Staged. BEAUTIFULLY RENOVATED VILLA OFFERING EASY, LOCK-AND-LEAVE FLORIDA LIVING! Whether you're searching for a full-time residence or a seasonal getaway, this thoughtfully updated villa offers the perfect combination of comfort, convenience, and low-maintenance living. With more than $50,000 in improvements, much of the work has already been done for you! Step inside to discover a bright, inviting interior featuring updated flooring throughout, fresh paint, modern lighting, and a beautifully remodeled kitchen. Four skylights fill the home with natural light, while a natural gas fireplace adds warmth and character to the living area. One of the home's standout features is the enclosed lanai, thoughtfully incorporated into the living space to create additional room for entertaining, a home office, or a comfortable retreat for visiting guests. The updated primary bathroom features a raised vanity, and the home's extensive improvements continue with a new roof and skylights (2022/2023), HVAC system, electrical panel (2024), garage door (2024), and water heater (2025). Even the garage has received attention with recessed lighting, providing flexibility for additional seasonal use. Step outside to enjoy your own private courtyard, an inviting space for morning coffee or relaxing Florida evenings. LOVE TO TRAVEL? THIS IS THE LOCK-AND-LEAVE LIFESTYLE YOU'VE BEEN LOOKING FOR! The HOA takes care of many exterior maintenance responsibilities, including irrigation and termite protection, includes a roof replacement reserve, AND OFFERS FREE BOAT AND RV STORAGE—an added convenience that's perfect for enjoying the Florida lifestyle. Spend less time worrying about home maintenance and more time enjoying everything Central Florida has to offer. With extensive renovations, flexible living spaces, and the convenience of villa living, this home is ready for your next chapter. Pack your bags and start enjoying the Florida lifestyle!

5440 Rosewall Circle, Leesburg

$239,900
3 Beds ⋅ 2 Baths ⋅ Scottish Highlands Condo Ph J SubDv. ⋅ 34788 Zip Code
Virtually Staged. SCOTTISH HIGHLANDS 55+ COMMUNITY FEATURING INDOOR OLYMPIC POOL/SPA, OUTDOOR POOL, PICKELBALL AND MUCH MORE. THIS EXPANDED IMPERIAL MODEL HAS NEW ROOF IN 2023, NEW HVAC SYSTEM 2025, NEW WATER SOFTENER 2025. WELL FOR IRRIGATION! LOCATED ON A CUL-DE-SAC WITH OVERSIZED LOT, THIS 2/2 WITH DEN IS OPEN AND SPACIOUS. STEP INSIDE TO DISCOVER A LARGE LIVING ROOM WITH CATHEDRAL CEILINGS CREATING AN INVITING SPACE FOR ENTERTAINING AND RELAXING. FORMAL DINING ROOM WITH SLIDERS TO DEN/OFFICE OR HOBBY ROOM. LARGE KITCHEN WITH BREAKFAST BAR, TWO PANTRYS, TILED FLOORS AND LOADS OF CABINETS AND UPDATED COUTERTOPS. PRIMARY SUITE HAS TWO LARGE CLOSETS, POCKET DOOR FOR ACCESS IN TO THE BATH WITH JACUZZI TUB, WALK-IN SHOWER AND TILED FLOORS. GUEST BEDROOM IS LARGE 16X11. HALLWAY WITH 2 CLOSETS AND AN ADDITIONAL LINEN CLOSET. GUEST BATH HAS TILED FLOORS WITH WALK-IN SHOWER. REAR COVERED PORCH WITH GAS AVAILABLE FOR GRILL. GARAGE IS OVERSIZED 19X20 AND FEATURES PEGBOARD WALLS, WORKBENCH, LAUNDRY TUB, PULL DOWN STAIRS, SIDE ACCESS DOOR, SCREENED GARAGE DOOR. CENTRAL VACUUM, GUTTERS, UNDER TERMITE BOND, AWNINGS, 6 PANEL INTERIOR DOORS, LONG DRIVEWAY, FRONT COVERED PORCH. DON’T MISS THIE OPPORTUNITY TO MAKE THIS HOME YOURS!! SCOTTISH HIGHLANDS HAS FEES OF $220.00 WHICH COVERS YOUR AMENITIES, BASIC CABLE, INTERNET AND SEWER. GREAT CONVENIENT LOCATION CLOSE TO SHOPPING, RESTAURANTS AND MEDICAL AND WORSHIP FACILITIES.

1032 Scotch Pine Court, Leesburg

$299,900
2 Beds ⋅ 2 Baths ⋅ Legacy Leesburg SubDv. ⋅ 34748 Zip Code
Welcome to this beautifully maintained custom Devonshire in the gated 55+ community of Legacy of Leesburg. Thoughtfully designed with expanded living spaces, volume ceilings, and a wall of sliding glass doors, this home offers a spacious, comfortable floor plan that is ready for its new owner. Laminate flooring enhances the main living areas, while bay windows in the breakfast nook and primary bedroom bring in plenty of natural light. The well-appointed kitchen features raised-panel cabinetry with pull-out drawers, upgraded appliances, a walk-in pantry, and glass tile backsplash. An expanded laundry room provides additional storage, a utility sink, and closet space. The spacious primary suite offers an oversized walk-in closet, lanai access, and an en suite bath with custom cherry vanity and true walk-in ceramic shower. The generously sized guest bedroom features an extended closet and convenient access to the guest bath. French doors lead to the den, providing flexible space for a home office, hobby room, or additional sitting area. The enclosed patio, added in 2015, provides additional space to relax and enjoy the Florida lifestyle. And don't overlook the garage! One side of the two-car garage is extra deep, offering plenty of room for a larger vehicle—bring your big truck! It also features a 10x6 workshop area, side service door, window, and pull-down attic storage. Additional features include Hunter Douglas blinds and shades, a Kinetico water system, attic radiant barrier, and foam block insulation. The home has been thoughtfully updated over the years, including four replacement windows in 2016, a generator added in 2017, four additional replacement windows in 2019, a new front door in 2021, and fresh interior paint in 2022. Located in nature-themed Legacy of Leesburg, this very well-maintained home combines comfortable everyday living with access to the community's extensive amenities. Move-in ready and waiting for its next owner—come see everything this inviting home has to offer!

5138 Aurora Drive, Leesburg

$225,000
2 Beds ⋅ 2 Baths ⋅ Scottish Highlands Phase A& Aa Condo SubDv. ⋅ 34788 Zip Code
This beautifully reimagined 2-bedroom, 2-bathroom site-built home is located in desirable Scottish Highlands, a 55+ community. Thoughtfully renovated from top to bottom, this home offers modern finishes and a truly move-in-ready interior. Step inside to all-new windows, engineered hardwood flooring throughout the main living areas, ceramic tile in the bathrooms, and updated fixtures throughout. Both bathrooms have been beautifully renovated and feature gorgeous tiled showers and stylish finishes. The stunning new kitchen features shaker-style cabinetry, quartz countertops, stainless steel appliances, tile backsplash, deep stainless steel sink, and updated fixtures. A new sliding glass door leads to the finished lanai, providing additional flexible living space perfect for relaxing, entertaining, a home office, or hobby room. Additional features include an attached garage and detached storage shed, offering plenty of space for parking, tools, and storage. Located in Scottish Highlands, residents enjoy an active 55+ lifestyle with a heated indoor pool, outdoor pool, hot tub, tennis, pickleball, bocce, shuffleboard, clubhouse, recreation hall, library, billiards, and numerous community activities. RV and boat storage is also available for an additional fee, subject to availability. Conveniently located near shopping, dining, medical facilities, and the Harris Chain of Lakes. Beautifully renovated, thoughtfully designed, and ready for its new owner—schedule your private showing today!

62 Aberdeen Circle, Leesburg

$234,900
2 Beds ⋅ 2 Baths ⋅ Highland Lakes Ph 01 SubDv. ⋅ 34748 Zip Code
WATER VIEWS of Lake Egret; one of four catch and release fishing lakes within the community of Highland Lakes. A sought after GATED Active Adult community offering a wealth of amenities. This single-family home awaits new owners and features a screen enclosed front entry that leads to the foyer with ample closet space. | Living and dining room combination | UPDATED KITCHEN with GRANITE countertops, NEW SHAKER style cabinets, stainless appliances less than 4 years old, including a natural gas range, one of three solar tubes for natural lighting throughout the home. | Widened driveway | Gutters | New ceiling fans and fixtures | garage door screens replaced less than one year ago | all new window screens | ROOF 2022 | HVAC with additional filtration system | WATER HEATER 2022 | UPDATED electrical panels | Sunroom over-looking Lake Egret and an open patio beyond. 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!

26616 Evert Street, Leesburg

$228,000
2 Beds ⋅ 2 Baths ⋅ Highland Lakes Ph 01 SubDv. ⋅ 34748 Zip Code
Virtually Staged. Absolutely Move-In Ready! Welcome to this beautifully updated home in Highland Lakes, a desirable 55+ active-adult community where comfort, recreation, and Florida living come together! This inviting home features 2 bedrooms, 2 baths, an office/den with charming French doors, a spacious 14’ x 14’ enclosed lanai, and an oversized garage. Additional French doors open to the lanai, creating a wonderful extension of the living space—perfect for relaxing, entertaining, or simply enjoying the peaceful surroundings. Situated on an oversized lot with mature, beautifully manicured landscaping, the property offers a serene, park-like setting. Inside, you’ll find tasteful updates including luxury vinyl plank flooring, new baseboards, and fresh interior paint, making this home truly ready for its next owner. Important updates include a new roof in 2021, HVAC system in 2018, and water heater in 2005. Highland Lakes offers an impressive variety of amenities and activities, including a spacious clubhouse, indoor and outdoor pools, bocce ball, billiards, ping-pong, craft and activity rooms, a woodworking shop, exercise room, horseshoe courts, shuffleboard, softball and tennis courts. Residents can also enjoy the community’s beautiful lakes and ponds, library, meeting and card rooms, pavilion for neighborhood gatherings, nature trail, and RV and boat storage. The delightful nature trail and scenic surroundings provide wonderful opportunities for walking, birdwatching, and enjoying Florida’s natural beauty and local wildlife. With so many amenities, activities, and inviting spaces to enjoy, this home offers a wonderful opportunity to embrace the active Florida lifestyle you’ve been looking for!

5622 Rosewall Circle, Leesburg

$294,900
2 Beds ⋅ 2 Baths ⋅ Arlington Ridge Ph 1-C SubDv. ⋅ 34748 Zip Code
Perfect home for downsizing or snow birds retreat. Monthly rentals allowed. Exterior maintenance provided by HOA includes LAWN CARE, ROOF REPLACEMENT,EXTERIOR PAINT,IRRAGATION,AND CABLE AND INTERNET FOR $303 monthly. Interior is bright and open; painted in Florida friendly colors. No carpet, all ceramic tile floors. Dining room provides sunset views and view of the golf course. Large breakfast island with granite countertop combines with great room. Upgraded kitchen cabinetry with pull our drawers, and a double door pantry closet make for a great entertaining area. The utility room is large enough to hold washer, dryer, freezer , sewing machine and shelving for those suitcases and Christmas decorations. 2 master bedroom closets, double sink vanity with granite countertops, walk in tiled shower. Main bathroom has granite countertops, and tiled bathtub wall. There is a small office off the second bedroom that could be used for hobby room, extra storage. Double sliding doors lead to the screened porch where you can enjoy the great Florida weather. Remote controlled blinds control privacy and shade. Arlington Ridge is a 55 plus golf community offering amenities such as movie theatre, restaurant bar, large entertainment venue, and numerous sports, clubs and activities., rv storage lot. Golf is optional and course is open to public as well as the restaurant. You can reach either coast in an hour, close to Orlando attractions, without the traffic, hop-skip and a jump to the Villages and the Villages town squares, entertainment and shopping. Enjoy low insurance rates, low taxes, low hurricane chance and high satisfaction here in Arlington Ridge.

4400 Bedford Way, Leesburg

$299,900
2 Beds ⋅ 2 Baths ⋅ Plantation At Leesburg River Crest Unit 01 SubDv. ⋅ 34748 Zip Code
Virtually Staged. Welcome to 4003 Plantation Blvd, a spacious 3-bedroom, 2-bath home offering 1,865 square feet of living space in The Plantation at Leesburg, a gated 55+ community known for its active Florida lifestyle. Step through the inviting double-door entry into a bright, open floor plan featuring vaulted ceilings, neutral colors, and beautiful wood-look flooring throughout the main living areas. The generous living and dining spaces offer plenty of room for entertaining, while the open kitchen overlooks the main living area and features abundant cabinetry, ample counter space, a breakfast bar, and stainless steel appliances. The spacious primary suite features an impressive bathroom with a large glass-enclosed walk-in shower, beautiful tilework, rainfall showerhead, separate soaking tub, dual-sink vanity, and plenty of room to move around. Two additional bedrooms provide flexibility for guests, a home office, hobby room, or additional living space. Sliding glass doors lead to the enclosed lanai, creating a wonderful place to enjoy your morning coffee, relax with a book, or entertain friends while enjoying the Florida sunshine. A 2018 roof adds another important feature to this well-maintained home. The Plantation at Leesburg offers an incredible selection of amenities, including multiple clubhouses, swimming pools, fitness centers, walking trails, tennis and pickleball courts, softball, golf, and a wide variety of clubs, activities, and social events. With 1,865 square feet, 3 bedrooms, 2 baths, spacious living areas, an impressive primary bath, enclosed lanai, and a 2018 roof, this home is ready for its next owner to start enjoying everything The Plantation at Leesburg has to offer.

4003 Plantation Boulevard, Leesburg

$285,900
3 Beds ⋅ 2 Baths ⋅ Plantation At Leesburg Manor View Village SubDv. ⋅ 34748 Zip Code
Updated, fresh and move-in ready! Welcome to 4617 Manor View Drive, a beautifully maintained 3-bedroom, 2-bath home offering 1,858 square feet of living area and 2,303 total square feet in The Plantation at Leesburg. The Eleuthera floor plan features an open, comfortable layout with granite countertops, ceramic tile flooring, a versatile bonus room, new window treatments and a bright, refreshed interior that feels ready to enjoy from day one. Recent improvements include a new roof in 2024, A/C replaced in 2021, Bosch dishwasher added in 2025, newly replaced garbage disposal, front porch and screen enclosure. The screened outdoor living area provides a comfortable extension of the home, while the two-car garage offers additional storage and functionality. The Plantation at Leesburg is a gated 55+ golf cart community with full-time security. Buyers under 55 may qualify subject to community guidelines and approval. The amenities are extensive, with two 18-hole golf courses, three activity centers, heated swimming pools and Jacuzzis, walking trails, softball, tennis and pickleball, along with a full-service restaurant and bar and more than 100 active clubs. Conveniently located near Downtown Leesburg, shopping, dining, lakes and parks, there’s always something to enjoy close to home. The updates are done—the only thing left to do is move in and enjoy the lifestyle you deserve!

4617 Manor View Drive, Leesburg

$239,000
2 Beds ⋅ 2 Baths ⋅ Hawthorne At Leesburg A Coop SubDv. ⋅ 34748 Zip Code
A Masterfully Upgraded Florida Retreat. Welcome to a home that truly stands apart and thoughtfully upgraded to deliver exceptional comfort, craftsmanship, modern functionality, security, and peace of mind. This beautifully enhanced Florida retreat seamlessly blends contemporary sophistication with timeless warmth, creating a home that is as inviting as it is impressive. The expanded Florida room, completed in 2022, is a beautiful coastal-inspired space designed to warmly welcome guests and create an inviting atmosphere for gathering and relaxation. Thoughtful custom window treatments enhance the room’s character while allowing natural light to fill the space. Whether hosting friends, enjoying a quiet afternoon, or simply taking in the relaxed Florida ambiance, this versatile room adds a distinctive layer of charm and comfort to the home. At the heart of the home is a stunning, thoughtfully designed kitchen that makes the most of every inch. A smart, efficient open layout, with an expansive center island, abundant storage drawers, a walk-in pantry, sleek quartz countertops, high-end cabinetry, and luxurious finishes combine style and functionality, making this kitchen equally ideal for everyday living and entertaining. Throughout the interior, from the living room, dining room and bedrooms, luxurious vinyl flooring, upgraded windows, and custom interior doors create a refined and cohesive feel. The inviting bedrooms provide comfortable spaces to relax and unwind, while the beautifully updated bathrooms bring a spa-inspired experience with contemporary vanities and spacious walk-in showers accented by sleek sliding glass doors. The primary suite is a true standout, featuring an extra-large walk-in closet and a certified safe room, providing an added layer of security and protection during severe weather and other natural hazards. The extensive list of improvements provides both beauty and long-term peace of mind, including a new roof and vinyl siding in 2021, a new HVAC system in 2026, and completely updated electrical and plumbing systems. In 2026, the crawlspace was further enhanced with brand-new insulation, a vapor barrier, and ventilation fans to promote improved airflow and moisture management. Step outside and discover even more spaces designed for the Florida lifestyle. The beautiful front porch creates an inviting setting for morning coffee, evening relaxation, or entertaining friends and family. Just steps away, the heated and air-conditioned summer kitchen extends the living and entertaining space, making outdoor gatherings comfortable year-round. A versatile utility room and laundry room with ample storage add even more everyday convenience and functionality. This is more than a home, it’s a masterfully upgraded Florida retreat where beautiful design, coastal-inspired charm, smart functionality, thoughtful improvements, and genuine peace of mind come together. A home designed not only to impress, but to welcome, entertain, relax, and be cherished for years to come.

207 Hawthorne Boulevard, Leesburg

$229,900
2 Beds ⋅ 2 Baths ⋅ Pennbrooke Ph 01h SubDv. ⋅ 34748 Zip Code
Welcome to this beautifully maintained one-owner 2-bedroom, 2-bath home in desirable Pennbrooke Fairways, offering a peaceful water view and an impressive list of recent updates. From the moment you arrive, you’ll appreciate the pride of ownership and thoughtful improvements throughout The spacious open layout features high ceilings, newer lighting fixtures, and newer ceiling fans, creating a bright and inviting atmosphere. The home also features Window World windows with a lifetime warranty, providing added comfort and peace of mind. Major updates include a NEWER ROOF 2025, newer HVAC 2022, and WATER SOFTNER, making this home move-in ready with many of the big-ticket items already taken care of. The newer lanai windows extend the living space and allow you to enjoy the beautiful water view in comfort. The spacious primary suite features dual vanities in the ensuite bath and a large walk-in closet, offering both convenience and plenty of storage. With its desirable water view, high ceilings, and exceptional one-owner care, this home offers the perfect combination of comfort, value, and Florida lifestyle living. 55+ community with pools, Clubhouse, 3 golf courses, restaurant, walking trails, pickleball, shuffleboard and much more! Conveniently located just minutes to The Villages ... enjoy all the shopping, dining, and nightly entertainment. Don’t miss the opportunity to make this well-cared-for Pennbrooke Fairways home your own!

32732 Timberwood Drive, Leesburg

$249,900
2 Beds ⋅ 2 Baths ⋅ Royal Highlands SubDv. ⋅ 34748 Zip Code
Set against a peaceful conservation backdrop with no rear neighbors, this beautifully maintained home offers privacy, comfort and an easy resort-style lifestyle. A new roof installed in 2025 adds tremendous value and peace of mind, while select furnishings and all appliances are included, making your move refreshingly simple. The bright and inviting interior features two bedrooms, two full baths and an additional 15-by-11-foot enclosed, air-conditioned Florida room that is not included in the listed living square footage with tile flooring and a ceiling fan. Volume ceilings enhance the open feeling of the living room, where a sliding glass door extends the view into the Florida room. On opposite side, the living space flows naturally into the dining area, creating a comfortable layout for everyday living and entertaining. Laminate and tile flooring provide durability and easy maintenance throughout the home, complemented by knockdown ceilings, bullnose corners, ceiling fans and window treatments. The kitchen is light, crisp and exceptionally functional, with granite countertops, upgraded cabinetry and a convenient dinette for casual meals. The electric range and remaining kitchen appliances are included, allowing the new owner to settle in with ease. The spacious primary bedroom offers a large walk-in closet and a private en-suite bath accessed through a pocket door. The bath includes dual sinks and a walk-in shower with a built-in seat. The guest bedroom is conveniently near the second full bath, which features a tub and shower combination. A linen closet and an additional large hallway closet provide valuable storage. The oversized two-car garage is designed for more than parking. A full screened garage door allows fresh air and natural light to enter while you work at the built-in workbench or take advantage of the generous storage space. The washer, dryer and utility sink are also in the garage and remain with the home. Additional features include a gas water heater, heat pump and an in-ground irrigation system that helps keep the mature landscaping lush and attractive. Beyond the home itself, residents enjoy the exceptional amenities of an active, 24-hour guard-gated community designed to feel like a year-round resort. Enjoy an 18-hole golf course, indoor and outdoor swimming pools, an on-site restaurant, fitness center, tennis and pickleball courts, softball field, library, billiards room and multiple recreation buildings. The impressive Great Hall includes a large dance floor and stage, while an extensive calendar of clubs, activities and social events makes it easy to stay active, meet neighbors and enjoy every day to the fullest. Partially furnished, impeccably maintained and positioned on a private conservation lot, this welcoming home offers the space, convenience and lifestyle you have been waiting for.

21709 King Richards Way, Leesburg

$218,000
2 Beds ⋅ 2 Baths ⋅ Highland Lakes Ph 01 SubDv. ⋅ 34748 Zip Code
Enjoy easy Florida living in this charming 2-bedroom, 2-bath villa in Highland Lakes, a 55+ community where an impressive array of amenities makes it easy to stay active, social and entertained. Inside, the home features an eat-in kitchen with a breakfast nook and convenient pass-through with counter space connecting to the dining room. The recently remodeled Florida Room provides a versatile bonus space currently used as an office, while the two bedrooms and two full baths provide comfortable accommodations for everyday living and guests. Recent improvements include a 2023 roof, 2026 water heater and electrical panels, plus kitchen appliances all updated within the past five years. The real highlight is the Highland Lakes lifestyle. The community clubhouse provides an extensive selection of indoor and outdoor recreation, including indoor and outdoor pools, tennis and pickleball courts, outdoor bocce ball, shuffleboard and horseshoes. Golf enthusiasts can practice their swing at the driving range, while nature lovers can enjoy the community nature trail and catch-and-release fishing in four of the seven lakes. Inside the clubhouse, residents can enjoy billiards, ping pong, a woodworking shop, craft room, library and meeting spaces supporting more than 50 resident activity groups. An on-site RV parking facility adds another layer of convenience. Located in Leesburg, Highland Lakes is close to State Road 27, providing convenient access to the Florida Turnpike and destinations throughout Central Florida. Lake Harris, part of the Harris Chain of Lakes, is also nearby, with several public boat ramps providing easy access to boating and fishing. If you’re looking for a comfortable villa in a community where there is always something to do and someone to do it with, schedule your private tour today.

5536 Rosewall Circle, Leesburg

$242,000
2 Beds ⋅ 2 Baths ⋅ Highland Lakes Ph 01a SubDv. ⋅ 34748 Zip Code
Immaculately maintained 2-bedroom PLUS DEN awaits new owners! Back yard lends serene greenspace views and privacy from your neighbors. From the curb appeal to the covered front entry, you're sure to be pleased with the interior layout. Open kitchen and dining room | Luxury vinyl plank and tile flooring (NO CARPETING) | vaulted ceiling | Interior laundry room with wash tub, including washer and dryer | kitchen comes complete with all appliances, including natural gas range | Den/Study/Family Room with views over the backyard, with direct access to the Florida Room | The birdcage/screen enclosure beyond was added in 2020 | The Primary Retreat features Luxury Vinyl Flooring, PLANTATION SHUTTERS, an en suite bath with tile flooring, walk-in closet, shower (NO tub), private commode | SPLIT FLOOR PLAN | Guest Bedroom with walk-in closet | Guest Bath has shower-tub combination, tile flooring and linen closet | ROOF 2019 | HVAC 2012 (serviced regularly) | natural gas WATER HEATER 2021 | UPDATED ELECTRICAL PANEL. 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!

5614 Austin Street, Leesburg

$269,000
2 Beds ⋅ 2 Baths ⋅ Pennbrooke Phase 1k, Unit Iii SubDv. ⋅ 34748 Zip Code
LOOKING FOR THE PERFECT FLORIDA RETIREMENT HOME? Welcome to 32901 Enchanted Oaks Lane, located in the desirable 55+ community of Pennbrooke Fairways in Leesburg! This well-maintained 2-bedroom, 2-bath home with a den/study and open Florida/sitting room offers an open, comfortable floor plan and is ready for its next owner to move right in and start enjoying the Florida lifestyle. Step inside and you will immediately notice the fresh, neutral interior, vaulted ceilings, abundant natural light and NO CARPET! The open living and dining areas provide plenty of room for entertaining family and friends, while the den/study offers additional flexible space for a home office, hobby room or guest space. The kitchen features an abundance of wood cabinetry, generous counter space, tiled backsplash, stainless steel appliances, breakfast bar and adjoining dining area surrounded by windows that bring in plenty of Florida sunshine. The spacious primary suite includes a private en-suite bath with barn doors and large walk-in closet, while the second bedroom and guest bath with no tub provide comfortable accommodations for visiting family and friends. One of the home's great features is the enclosed Florida room, providing additional space to relax, read a book, entertain or simply enjoy your morning coffee. Outside, the home's attractive landscaping, decorative edging, irrigation, gutters and spacious driveway contribute to its clean and welcoming curb appeal. ROOF 2021, A/C 2018, HOTWATER HEATER 2022 new ceiling fans throughout along with many other upgrades (see the attached list) add to the home's list of valuable features. And did we mention NO MORE MOWING? Lawn mowing is included through the HOA! Pennbrooke Fairways offers the active Florida lifestyle so many buyers are searching for, with golf, swimming pools, clubhouse, fitness and activity facilities, tennis, softball and numerous recreational and social activities. The community is conveniently located near The Villages, shopping, dining, medical facilities and entertainment, while its Central Florida location provides convenient access to Orlando-area attractions, airports and both Florida coasts. Whether you are looking for a full-time Florida residence or the perfect place to enjoy your retirement years, 32901 Enchanted Oaks Lane is ready to welcome you home. Schedule your private showing today! WHO YOU WORK WITH TRULY MATTERS — LET US SHOW YOU WHY.

32901 Enchanted Oaks Lane, Leesburg

$275,990
2 Beds ⋅ 2 Baths ⋅ Lake Denham Estates SubDv. ⋅ 34748 Zip Code
Virtually Staged. WHOLE-HOUSE GENERATOR, FULLY FENCED BACKYARD, TWO ADDED SKYLIGHTS, TRIPLE SLIDERS, AND A SCREENED LANAI make this beautifully maintained 2020-built villa stand out in Lake Denham Estates! This 2-bedroom, 2-bath villa also offers a versatile den/flex room that can be used as a home office, guest space, reading room, or hobby area. The open-concept layout is bright and inviting, with two skylights added after construction to bring in even more natural light. The kitchen features solid-surface countertops, a gas range, and smart-home technology, while the spacious primary suite includes dual vanities and two walk-in closets. Triple sliding glass doors open to the screened lanai and fully fenced backyard, creating a wonderful extension of the living space for relaxing, entertaining, pets, or enjoying the Florida sunshine. A whole-house generator adds peace of mind, and the attached two-car garage offers extra storage and convenience. Lake Denham Estates offers a welcoming community atmosphere with amenities that include a resort-style pool and playground—conveniently located just off Highway 27 in Leesburg, close to shopping, dining, medical facilities, entertainment, and major roadways. With its thoughtful upgrades, outdoor living space, excellent storage, and move-in-ready condition, this villa offers features that are hard to find in the community. Come see what makes this home different!

29229 Armoyan Boulevard, Leesburg

$275,500
2 Beds ⋅ 2 Baths ⋅ Leesburg Arlington Ridge Ph 1-C SubDv. ⋅ 34748 Zip Code
MAINTENANCE-FREE FLORIDA LIVING! 2 BED/2 BATH HOME WITH HOA COVERING ROOF, EXTERIOR PAINT, LAWN CARE, IRRIGATION, CABLE & INTERNET! Start living the Florida dream with worry-free living whether you’re looking for a year-round residence or the perfect winter retreat! Fall in love at first sight with this immaculate home, where comfort, thoughtful upgrades, and an active lifestyle come together. Step inside to a bright, open living space featuring luxury vinyl flooring throughout the main living areas and a layout designed for easy everyday living and entertaining. The kitchen overlooks the living room, dining area, and bonus/flex room and features upgraded soft-close cabinetry, stainless steel appliances, a stylish backsplash, upgraded granite countertops, and recessed lighting. The split-bedroom floor plan offers privacy, with the primary suite tucked away at the rear of the home and featuring ultra-soft upgraded carpeting with thick plush padding, two closets, and an ensuite bath with a walk-in shower, dual-sink vanity, upgraded cabinetry, and granite countertops. Just outside the primary suite is a versatile bonus/flex room ready to fit your lifestyle—home office, den, craft room, reading retreat, or whatever works for you! On the opposite side of the home, Bedroom #2 features the same plush upgraded carpeting and is conveniently located near the guest bath with a tub/shower combination, upgraded cabinetry, and granite countertops. A large walk-in utility closet provides additional storage and convenience. When Florida’s cooler weather arrives, relax on the screened-enclosed lanai —the perfect spot for morning coffee or unwinding at the end of the day. The extended driveway leads to a 1-car garage with a built-in workshop, golf cart parking area, and 30-amp electrical hookup. And when you’re ready for some fun, you may have a hard time deciding what to do first! Start your morning at the driving range or enjoy a round on the 18-hole championship golf course, then take advantage of the fitness center, resort-style pool, lap pool, restaurant, pub, arts & crafts, card room, billiards, library, tennis, pickleball, community cinema, and more. Best of all, the HOA helps make life easy by including exterior painting, roof, lawn care, irrigation, internet, and cable—giving you more time to enjoy the lifestyle you came to Florida for! As if that weren’t enough, LOCATION, LOCATION, LOCATION! HERE’S WHERE THE FUN REALLY BEGINS! Fill your days with an 18-hole championship golf course, driving range, resort-style pool, lap pool, fitness center, restaurant, pub, arts & crafts, card room, billiards, library, tennis, pickleball, community cinema, and more. Your biggest decision may simply be what to do first! And while you’re enjoying everything Florida living has to offer, the HOA takes care of the roof, exterior painting, lawn care, irrigation, cable, and internet. LESS MAINTENANCE. MORE FUN. MORE FLORIDA! Plus, you’re approximately 5 minutes from Downtown Leesburg, minutes from the Florida Turnpike, and less than an hour from Orlando. Whether you’re searching for your full-time Florida home or the perfect seasonal getaway, this is your opportunity to spend less time worrying about home maintenance and more time living the lifestyle you came to Florida to enjoy!

27001 White Plains Way, Leesburg

$260,000
2 Beds ⋅ 2 Baths ⋅ Plantation At Leesburg Long Meadow Village SubDv. ⋅ 34748 Zip Code
Under contract-accepting backup offers. Welcome to easy Florida living in this beautifully updated home, ideally tucked near the end of a cul-de-sac! Enjoy the peaceful setting from the screen-enclosed lanai or the generous windows of the Florida room, where natural light fills the space and creates the perfect spot to relax and enjoy the surrounding landscape. With minimal drive-by traffic and a location just a short walk from the community’s popular pool and pickleball courts, this home offers both tranquility and convenience. This well-maintained concrete block and stucco home features 2 bedrooms, an Office/Den, 2 baths, and a tall garage with excellent storage. Since 2024, the home has received numerous thoughtful improvements, including fresh interior paint, updated laminate flooring throughout most of the living areas, and new carpeting in all three bedrooms.The primary bathroom has been beautifully reimagined, with the jetted garden tub removed to create space for attractive cabinetry and a new vanity with expanded storage. The bathroom also offers a comfortable, easy-access shower and a spacious walk-in closet. The oversized garage is just as impressive, featuring a new gray epoxy floor accented with black and blue flakes, giving the space a clean, polished finish. Additional updates include a new water heater in 2025 and a new irrigation backflow valve in 2026. The roof was replaced in 2018, while the A/C was installed in 2009 and has been well maintained.Located in Plantation at Leesburg, a gated 55+ community, residents enjoy an exceptional array of amenities, including two 18-hole championship golf courses, three pools, community centers, clubs, social activities, and countless opportunities to stay active and connected. Come see the peaceful setting, thoughtful updates, wonderful amenities, and all the reasons this home is ready to welcome you to your next chapter in Florida!

5024 Long Meadow Drive, Leesburg

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