Location: Legacy Leesburg, Leesburg
Do Not Show Listings
27601 COUNTRY STONE CT, LEESBURG, FL 34748
$379,88869 Days on yellowkey MLS ID: G5107236
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2066 Built: 2007Monthly Fee: $295 Tax: $3,826 (2025)Community: Leesburg Legacy Leesburg Unit 06Single Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$3,826
Elementary School: None
High School: None
Tax Year: 2025
Middle School: None
Remarks: Set on a prominent corner cul-de-sac lot, this expanded Pringle Scarsboro delivers space, privacy, and effortless livability in one of Legacy of Leesburg’s most desirable settings. Thoughtful expansion and a smartly composed floor plan create a home that feels open yet defined, offering multiple living zones that accommodate both refined entertaining and relaxed daily life. The interior is balanced and functional, featuring three well-sized bedrooms and two baths arranged in a split configuration for maximum privacy. A seamless connection between indoor and outdoor living leads to an oversized lanai - an ideal extension of the home for hosting, unwinding, or simply enjoying the Florida climate. Meaningful updates, including a 2020 roof, refreshed interior and exterior finishes, updated flooring, and stainless steel kitchen appliances, underscore the home’s move-in-ready appeal and long-term value. Beyond the front door, Legacy of Leesburg offers a gated, 55+ lifestyle centered on activity, connection, and convenience. Residents enjoy access to tennis, pickleball, bocce, softball, a resort-style pool and spa, and an impressive variety of clubs and social opportunities. HOA services include internet, irrigation, and amenity maintenance, allowing for a truly low-maintenance experience. Ideally located near lakes, natural surroundings, and convenient routes to Orlando and both Florida coasts, this home provides a rare blend of tranquility and accessibility. This is not simply a residence... it’s a well-positioned opportunity to enjoy the best of active adult living in a community designed to elevate everyday life.
Listing is courtesy of: KELLER WILLIAMS CLASSIC (407-292-5400)
Listing Agent: Scott Cohara (407-398-9554)
26903 HONEYMOON AVE, LEESBURG, FL 34748
$299,90024 Days on yellowkey MLS ID: G5109408
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1526 Built: 2005Monthly Fee: $265 Tax: $1,835 (2025)Community: Legacy LeesburgSingle Family
Taxes:$1,835
Remarks: One or more photo(s) has been virtually staged. *** NEW ROOF 4/2026 *** NEW WATER HEATER 4/2026 *** PAID-OFF SOLAR with battery backup means extremely LOW ELECTRIC BILLS in this beautifully maintained home located in the GATED 55+ community of Legacy of Leesburg.*** Welcome to 26903 HONEYMOON AVE. This beautifully maintained 3-BEDROOM, 2-BATH home in the GATED 55+ community of Legacy of Leesburg, one of Central Florida’s most sought-after ACTIVE ADULT neighborhoods. Offering approximately 1,526 square feet, this well-designed home delivers comfort, efficiency, and several valuable UPGRADES. A standout feature is the fully PAID OFF SOLAR system with BATTERY BACKUP, helping reduce electric costs while providing added peace of mind during power outages. The GARAGE floor and DRIVEWAY have been professionally EPOXIED, creating a clean, durable, high-end finish that elevates both function and CURB APPEAL. Inside, the home offers a popular SPLIT BEDROOM FLOOR PLAN with SPACIOUS LIVING and DINING areas ideal for everyday living or entertaining. The primary suite features DUAL VANITIES and a walk-in ROMAN STYLE SHOWER, while the main living area flows comfortably toward the LANAI, providing a RELAXING indoor-outdoor feel. Located in the RESORT STYLE 55+ community of Legacy of Leesburg, known for its MILES of SCENIC WALKING and BIKING TRAILS winding through over 275 ACRES of CONSERVATION LAND, plus a PRIVATE RIVERFRONT PARK. AMENITIES include a RESORT STYLE HEATED POOL, TENNIS, PICKLEBALL, BOCCE, SHUFFLEBOARD, SOFTBALL, HORSESHOES, and a CLUBHOUSE with BALLROOM, GAME ROOMS, BILLIARDS, LIBRARY, FITNESS, and ARTS & CRAFTS studios. On-site RV and BOAT STORAGE available. The affordable HOA INCLUDES LAWN CARE, CABLE, and INTERNET. Conveniently located near SHOPPING, DINING, MEDICAL facilities, and major highways, this home offers the perfect combination of ENERGY EFFICIENCY, quality UPGRADES, and the ACTIVE FLORIDA LIFESTYLE that Legacy of Leesburg is known for.
Listing is courtesy of: COOPER HOMEFRONT REALTY (352-874-5764)
Listing Agent: Joe Cooper (352-874-5764)
5352 TREASURE VIEW WAY, LEESBURG, FL 34748
$429,90049 Days on yellowkey MLS ID: G5108076
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2241 Built: 2005Monthly Fee: $294 Tax: $2,648 (2025)Community: Leesburg Legacy Leesburg Unit 02 Lt 163Single Family
Taxes:$2,648
Remarks: One or more photo(s) has been virtually staged. Welcome Home to This COMPLETELY RENOVATED, MOVE-IN READY Gem on Over ¼ Acre in Legacy of Leesburg! Perfectly positioned on a quiet cul-de-sac and just walking distance to the Legacy clubhouse, this beautifully updated home offers rare privacy, modern luxury, and an unbeatable location within the community. Set on over ¼ acre, the property is surrounded by peaceful private tree views from nearly every window, creating a serene backdrop with plenty of room to add a pool if desired. Step inside and immediately notice the soaring ceilings, open floorplan, and brand-new Luxury Vinyl Plank flooring (2025) throughout the main living areas. The home has been completely refreshed with new interior paint (2025), designer lighting fixtures, and modern pendant lighting (2025), creating a bright, elevated feel throughout. The fully renovated luxury kitchen (2025) is stunning and functional, featuring: Brand-new cabinetry, Quartz countertops, Designer backsplash, New stainless steel appliances (2025), & Refrigerator (2024). The open layout flows seamlessly into the living space, highlighted by a custom accent wall, making the main living area feel stylish and inviting.The primary suite has been completely transformed (2025) into a spa-like retreat, featuring a beautifully renovated bathroom with a separate soaking tub and walk-in shower, updated vanities, and refined finishes. Every detail feels fresh, modern, and thoughtfully designed. Additional major upgrades include: Roof (2021), Brand-New AC (2025), Brand-New Water Heater (2025), Washer & Dryer (2025). Enjoy Florida living at its best from your large screened-in lanai, overlooking peaceful, private views - no rear neighbors, just nature and tranquility. Located in the highly desirable 55+ community of Legacy of Leesburg, residents enjoy a resort-style pool, fitness center, walking trails, tennis, pickleball, softball, clubhouse activities, and more - with low HOA fees that include lawn care, cable, and internet. If you are searching for the best luxury upgrades, complete renovation, privacy, and true move-in ready condition - this is "THE ONE"!
Listing is courtesy of: FLORIDA PLUS REALTY, LLC (352-901-9100)
Listing Agent: Christina Greenslade (407-758-6023)
5135 AURORA DR, LEESBURG, FL 34748
$324,500207 Days on yellowkey MLS ID: G5101769
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 2055 Built: 2001Community: Legacy LeesburgSingle Family
Taxes:
Tax Year:
Remarks: Stunning Custom Savannah/Scarsborough Model in the Sought-After Legacy of Leesburg Community Immaculately maintained and truly “like new,” this beautiful residence offers exceptional craftsmanship and an expanded floorplan designed for comfort and style. A leaded-glass double door entry welcomes you into a bright, open layout enhanced by vaulted ceilings and abundant natural light. The spacious living room is highlighted by triple sliding glass doors, while the adjacent ceramic-tiled family room provides an inviting space for relaxation. An enclosed lanai with large clear-view windows expands your entertaining options year-round. The gourmet kitchen features 42" oak cabinetry, a closet pantry, a custom walk-in storage area, and a full appliance package—including washer and dryer. In addition to the breakfast nook and generous family room, the home offers a formal dining area ideal for hosting. This desirable split-bedroom design includes a luxurious primary suite with private lanai access, two oversized walk-in closets, and a spa-inspired bathroom complete with a jetted tub, custom-tiled Roman walk-in shower, and listello accents. The dual-sink oak vanity completes the elegant space. Two expanded guest bedrooms share a well-appointed adjacent spa bath. A thoughtfully enhanced garage features additional square footage, a side utility door, laundry area with sink, and separate A/C for comfort. Legacy of Leesburg offers an active, nature-focused lifestyle with miles of walking and biking trails, acres of preserved conservation land, and a full array of amenities including a designer heated pool and spa, fitness center, and more. The low HOA fee covers lawn mowing, cable, and access to all community amenities. Recent Updates: New roof (2020) and A/C system (2018). Discover peaceful living and exceptional value in the upscale Legacy community—welcome home to Leesburg, Florida!
Listing is courtesy of: CARLINO REAL ESTATE GROUP INC (352-326-2662)
Listing Agent: Judith Kilgus (352-516-9946)
5313 TREASURE VIEW WAY, LEESBURG, FL 34748
$269,900185 Days on yellowkey MLS ID: G5102431
0 Days Off yellowkey (back on 3/21/2026)
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1479 Built: 2004Community: Leesburg Legacy Leesburg Unit 02 Lt 163Single Family
Remarks: Under contract-accepting backup offers. One or more photo(s) has been virtually staged. *** PRICE IMPROVEMENT *** Resort-style living awaits in Legacy of Leesburg, a premier 55+ community that also considers applicants under age 55 with HOA approval. This well-maintained 3-bedroom, 2-bath home features an open floor plan with high ceilings, abundant natural light, and a combination of tile and carpet flooring. The split-bedroom design provides privacy, with the primary suite located separately from the guest bedrooms. The kitchen is equipped with stainless steel appliances, including a new microwave, ample counter space, and breakfast bar seating. A dedicated dining area is located just off the kitchen. The primary suite includes a walk-in closet and an en-suite bathroom with dual vanities, a soaking tub, and a walk-in shower. A sliding door from the primary suite opens to the enclosed Florida room, offering additional year-round living space. Two secondary bedrooms and a full guest bathroom are located on the opposite side of the home. Notable updates include a new roof (2021), new HVAC system (2022), and a sliding garage screen door. A two-car garage provides additional storage and parking. New carpeting in the Lanai! Legacy of Leesburg offers extensive amenities, including a resort-style pool, tennis and pickleball courts, a baseball field, walking trails, and a variety of community activities. Schedule your showing today. PRICE IMPROVEMENT
Listing is courtesy of: SUCCESS HOME SALES, LLC (352-659-4008)
Listing Agent: Thomas Hughes (321-662-7820)
27135 NOSTALGIA DR, LEESBURG, FL 34748
$399,00099 Days on yellowkey MLS ID: O6369567
0 Days Off yellowkey (back on 3/20/2026)
Bed: 3 Bath: 2.5 Liv Area Sq Ft: 2511 Built: 2006Community: Leesburg Legacy Leesburg Unit 05Single Family
Remarks: Under contract-accepting backup offers. VIEW! VIEW! VIEW! Welcome to this beautiful 3-bedroom, 2.5 -bath home located in the highly desirable 55+ community of Legacy of Leesburg. This spacious residence offers a spacious open floorplan. Inside you will find new vinyl plank flooring throughout the living areas adding a modern feel. You will find neutral tones throughout creating a blank canvas for adding your personal touch. The home has a new roof giving you peace of mind. Enjoy your morning coffee or evening sunsets with beautiful, tranquil views from your living space or outdoor area — a perfect blend of comfort and serenity. As part of the Legacy of Leesburg community, residents enjoy access to beautiful amenities, scenic walking trails, and a vibrant social atmosphere.
Listing Agent: Brennan Perry (863-588-5229)
5154 AURORA DR, LEESBURG, FL 34748
$350,000 MLS ID: G5109603
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 2045 Built: 2005Community: Legacy/Leesburg Un 01Single Family
Remarks: Tucked on a spacious corner homesite, this popular St. Andrews model offers a thoughtful balance of open living areas and private spaces, creating a home that feels both comfortable and refined. With 2,045 square feet of living space, the layout provides room to entertain, relax, and enjoy everyday living. The home welcomes you with formal living and dining areas, highlighted by architectural details including a crown molding that adds a touch of elegance. The gourmet kitchen is designed for both function and gathering, featuring granite countertops, a smoothtop range, and built-in microwave. The kitchen flows easily into the spacious family room, creating a natural hub for conversation, meals, and entertaining. The primary suite offers a private retreat with two closets and a generous ensuite bath, designed with comfort in mind. Two additional bedrooms provide flexible space for guests, hobbies, or a home office. Recent updates bring peace of mind, including a 2019 roof and a 2020 HVAC system. The home is also wired for a future hot tub, offering the opportunity to create your own backyard relaxation space. A two-car garage provides ample storage and convenience. Situated on a large corner lot, the property offers additional outdoor space and a sense of openness while remaining conveniently located within the community. This St. Andrews model combines size, functionality, and important system updates, making it a wonderful opportunity for buyers seeking space and comfort in a well-designed home. Located in the highly desirable Legacy of Leesburg, a premier gated 55+ active adult community, residents enjoy a vibrant lifestyle surrounded by beautiful nature and resort-style amenities. The community is known for its mature landscaping, miles of walking trails, and tranquil conservation areas, offering a peaceful setting that feels tucked away while still being close to everyday conveniences. The Legacy of Leesburg Clubhouse serves as the heart of the community and features: Resort-style heated swimming pool and spa Fully equipped fitness center Tennis, pickleball, and bocce courts Softball field Library, computer room, and craft studios Ballroom and activity rooms for clubs and social events Residents enjoy an active social calendar with clubs, classes, and community events that make it easy to meet neighbors and stay engaged. Legacy of Leesburg is conveniently located near shopping, dining, medical facilities, and major highways, with easy access to Orlando, The Villages, and Central Florida attractions. Nature lovers especially appreciate the community’s conservation views and wildlife, which give many homes a peaceful backdrop rarely found in active-adult communities.
Listing is courtesy of: VANGIE BERRY SIGNATURE REALTY (352-742-7355)
Listing Agent: Angela Phillips (240-462-0646)
27106 GREENFLY ORCHID LN, LEESBURG, FL 34748
$289,900 MLS ID: G5109654
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1541 Built: 2006Community: Leesburg Legacy Leesburg Unit 05Single Family
Remarks: Perfect Price, Perfect Place to Call Home If you've been searching for the perfect home at the right price, your search ends here! This popular Balmoral model located in the desirable 55+ community of Legacy of Leesburg has been freshly painted and features beautiful tile flooring throughout the home. The spacious kitchen offers light cabinetry, a gas range, new dishwasher and a charming breakfast nook with three windows that bring in abundant natural light. The open living room features tile flooring, tall ceilings, and French doors that lead to the screened lanai. Relax and enjoy peaceful views from the lanai overlooking the beautifully landscaped yard and surrounding nature. The front of the home welcomes you with a lovely porch that overlooks the front walkway, the perfect spot for morning coffee. The primary bedroom is bright and inviting with multiple windows that fill the space with natural light. The primary bath includes a walk-in shower and bidet. Two additional bedrooms provide flexible space for guests, a home office, or your favorite hobbies. Residents of Legacy of Leesburg enjoy a quiet, beautifully maintained community with outstanding amenities, including a gorgeous clubhouse, resort-style pool, fitness center, billiards room, arts and crafts studios, tennis courts, pickleball, bocce ball, horseshoes, and more. The community is surrounded by hundreds of acres of conservation land with scenic walking and hiking trails, and even features a private riverfront park along the Palatlakaha River. Come experience the peaceful lifestyle and active community that make Legacy of Leesburg such a wonderful place to live.
Listing is courtesy of: ERA GRIZZARD REAL ESTATE (352-787-6966)
Listing Agent: Lori Davis (352-267-7557)
5300 TREASURE VIEW WAY, LEESBURG, FL 34748
$276,000 MLS ID: G5106605
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1711 Built: 2005Community: Leesburg Legacy Leesburg Unit 02 Lt 163Single Family
Remarks: * * DON’T MISS THIS EXCEPTIONAL VALUE! * * QUICK SALE OPPORTUNITY – PRICE IMPROVED FOR A FAST SALE! * * Welcome to this charming 3 BED, 2 BATH, 1,711 SQFT home in LEGACY AT LEESBURG, a 55+ GATED COMMUNITY. As you enter through the FRONT SCREENED-IN PORCH, you’ll discover a bright SPLIT FLOOR PLAN with a spacious LIVING/FORMAL DINING/KITCHEN COMBINATION that’s perfect for entertaining guests. The kitchen offers a BREAKFAST NOOK and BAR-STOOL SEATING, along with ample CABINETS AND COUNTERTOP SPACE. From the living room, SLIDING GLASS DOORS open to the SCREENED-IN LANAI (with Pull Down SHADES), overlooking the CLUBHOUSE on a LARGE CORNER LOT, just a short walk or golf cart ride to the community AMENITIES. The home also features HURRICANE SHUTTERS, a whole-house GENERATOR (3 YEARS OLD), HVAC (2 YEARS OLD), and a NEW ROOF INSTALLED (3/2026), plus an attached 2 CAR GARAGE AND NO BACK NEIGHBORS.
Listing is courtesy of: ARROW REALTY & INVESTMENTS INC (352-326-8282)
Listing Agent: Anita Dinard (352-326-8282)
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