Legacy of Leesburg Homes for Sale

3 Beds ⋅ 2 Baths ⋅ Leesburg Legacy Unit 03 Lt 259 SubDv. ⋅ 34748 Zip Code

LOCATED IN ONE OF CENTRAL FLORIDA'S PREMIER 55+ COMMUNITIES, LEGACY OF LEESBURG, THIS SPACIOUS CARLISLE MODEL IS PRICED TO SELL. NEW KITCHEN, QUARTZ COUNTERTOPS WITH MATCHING BACKSPLASH, STAINLESS STEEL APPLIANCES. PARKAY FLOORING IN THE GREAT ROOM. PRIMARY BATH HAS A WALK IN SHOWER. SLIDING GLASS DOORS IN THE GREAT ROOM AND PRIMARY THAT LEAD TO THE OUTDOOR SPACE. WHOLE HOUSE GENERAC GENERATOR OFFERS PEACE 0F MIND. LEGACY OF LEESBURG IS A NATURE THEMED COMMUNITY WITH MILES OF WALKING TRAILS ACRES OF CONSERVATION AREA, AND AN ACTIVE LIFESTYLE FOR THOSE WHO ENJOY BEING PART OF A COMMUNITY WHERE FRIENDS MEET FRIENDS. SELL THE LAWN MOWER, THEY CUT THE GRASS WHILE YOUR PLAYING PICKLEBALL, TENNIS, BOCCE OR JUST RELAXING AROUND THE RESORT STYLE POOL.COME SEE WHY SO MANY CALL LEGACY HOME.

27322 Orchid Glade Street, Leesburg

$400,000

4 Beds ⋅ 2 Baths ⋅ Legacy Of Leesburg SubDv. ⋅ 34748 Zip Code

FABULOUS 4-BEDROOM, 2-BATH LANGLEY II MODEL WITH LAGOON-STYLE POOL AND WATER VIEWS! Experience the ultimate Florida lifestyle in this impressive home featuring a SOLAR-HEATED SALTWATER POOL, HOT TUB, and TRANQUIL WATER VIEWS! Located in the highly sought-after 55+ community of Legacy of Leesburg, this property is surrounded by LUSH, MATURE LANDSCAPING, FRUIT TREES, and a SERENE POND BACKDROP. A screened front entry with an extended birdcage welcomes you into a light-filled interior, where your eye is immediately drawn through the glass sliders to a PRIVATE TROPICAL GARDEN SANCTUARY. Monarch butterflies, the soothing sounds of the pool’s waterfall, and birdsong create a peaceful retreat. Front and rear screened birdcages and a GLASS-ENCLOSED LANAI offer inviting indoor-outdoor living. A leaded-glass front door with sidelight opens to an airy, open-concept design featuring abundant windows, sliding glass doors, SOARING VAULTED CEILINGS, and beautiful tile plank flooring. The kitchen features wood cabinetry, Corian countertops, stainless steel appliances, a pantry, eat-in bar, and dinette. The living room opens through three-panel sliders to a 144-SQ-FT ENCLOSED TILE LANAI with vaulted ceilings. The primary suite offers lanai access, a walk-in closet, dual sinks, a soaking tub, a tiled walk-in shower, and a linen closet. A split floor plan provides a private guest wing with two bedrooms and a full bath. Bedroom 3 enjoys a large window overlooking the pool and waterfall. The FOURTH BEDROOM, with double French-door entry, tile plank flooring, a three-panel picture window, and a built-in closet, is ideal for a HOME OFFICE OR DEN. Additional features include an interior laundry room with shelving and an EXTRA-DEEP 21' X 25' GARAGE with a whole-house Nova water filtration system. DON’T MISS THIS OPPORTUNITY TO ENJOY YOUR OWN PRIVATE TROPICAL RETREAT! Legacy of Leesburg is an upscale 55+ community offering a nature-inspired setting with miles of walking trails and approximately half its acreage devoted to wildlife conservation areas, wetlands, and a bird refuge. Amenities include a resort-style pool and spa, fitness center, library, computer room, tennis, bocce, pickleball, horseshoes, shuffleboard, softball, and a variety of active social clubs and classes. The HOA includes lawn care, cable TV, internet, and on-site RV storage. Residents can stay informed through a dedicated community TV channel and the private “Legacy Neighbors” website. Conveniently located near Highway 27, the community offers easy access to dining, banking, medical facilities, golf courses, and more. WATCH OUR WALKTHROUGH VIDEO AND CALL TODAY TO SCHEDULE YOUR PRIVATE SHOWING!

6121 Hunters Ridge Avenue, Leesburg

$265,000

3 Beds ⋅ 2 Baths ⋅ Leesburg Legacy Leesburg Unit 05 SubDv. ⋅ 34748 Zip Code

5703 Illumination Lane, Leesburg

$365,000

3 Beds ⋅ 3 Baths ⋅ Leesburg Legacy Leesburg Unit 06 SubDv. ⋅ 34748 Zip Code

The perfect forever home in an active senior community with all the amenities and clubs you could want. Enjoy tennis, pickleball, walking trails, a clubhouse, and more. This well-maintained home offers three full bedrooms plus a den/office/craft room, vaulted tray ceilings, and abundant kitchen cabinetry. Relax and enjoy the gorgeous view with easy living, lawn care included and room for your golf cart. FHA-insurable, subject to FHA appraisal. Qualifies for FHA $100 program and FHA 203(k) – contact your lender for details. Buyer selects Closing Agent. AS-IS only. Seller provides no guarantees, warranties, or repairs. Buyer must verify all information, including any measurements, possible violations, permits, HOA rules, zoning, etc.

26717 Wetlands Way, Leesburg

$349,900

3 Beds ⋅ 2 Baths ⋅ Legacy Leesburg SubDv. ⋅ 34748 Zip Code

CUL-DE-SAC | OVERSIZED GARAGE | 2,386 SQ FT | HARDWOOD FLOORS | NEAR COMMUNITY WALKING TRAIL | LEGACY OF LEESBURG 55+ | Welcome to Legacy of Leesburg, where spacious living meets an active 55+ lifestyle. Tucked away on a cul-de-sac with a long driveway, this 3-bedroom, 2-bath home offers approximately 2,386 heated square feet, an oversized garage and a surprisingly spacious interior that provides plenty of room to spread out. Step inside to an open, light-filled floor plan featuring high ceilings and hardwood flooring throughout much of the home. Multiple living and dining spaces offer flexibility for entertaining, everyday living, a home office or hobby space. The kitchen is positioned at the heart of the home with plenty of cabinetry and counter space and opens to the surrounding living areas, creating an easy flow throughout. The primary suite is generously sized and features two walk-in closets along with a spacious en-suite bath offering dual sinks, a soaking tub, separate walk-in shower and private water closet. Two additional bedrooms provide comfortable accommodations for guests or flexible space for an office or hobbies, while the second bath features a granite countertop and walk-in shower. Storage is another standout, with generous closets throughout, an interior laundry room with utility sink and cabinetry, and an oversized garage with additional storage and workspace. Outside, enjoy the screened rear porch and established landscaping. The home is also conveniently located near one of Legacy of Leesburg's community walking trails, making it easy to step outside and enjoy the neighborhood. Legacy of Leesburg is a gated 55+ community known for its extensive amenities and active Florida lifestyle, including a clubhouse, resort-style pool, fitness opportunities, recreation and miles of scenic walking trails. Included in your low monthly HOA is RV and Boat storage. Conveniently located near shopping, dining, medical facilities and not too far from The Harris Chain of Lakes. If you've been looking for a larger home with room to make it your own in one of Leesburg's established 55+ communities, 5127 Aurora Drive deserves a closer look. Some phots have been Virtually Staged. All information recorded in the MLS is intended to be accurate however, it should be independently verified by buyer and their agent.

5127 Aurora Drive, Leesburg

$298,800

3 Beds ⋅ 2 Baths ⋅ Leesburg Legacy Unit 03 Lt 259 SubDv. ⋅ 34748 Zip Code

Welcome to this beautifully maintained Carlisle model in the sought-after gated community of Legacy of Leesburg, where thoughtful updates, comfortable living, and an inviting lifestyle come together. Offering 3 bedrooms, 2 baths, and more than 1,600 square feet, this move-in-ready home provides the ideal balance of open living spaces and private retreats. At the heart of the home, the tastefully updated kitchen features granite countertops, quality cabinetry, and stainless-steel appliances, creating a space that is both stylish and functional. The refrigerator was replaced in 2020, microwave in 2021, and dishwasher in 2022. The adjoining breakfast nook, enhanced by plantation shutters, is filled with natural light and provides a welcoming spot for morning coffee or casual meals. The main living areas flow seamlessly together, with warm flooring and a comfortable layout designed for everyday living and effortless entertaining. The spacious primary suite offers a peaceful retreat with an ensuite bath designed for comfort and convenience. Two additional bedrooms provide flexibility for guests, hobbies, or a home office. Step outside to enjoy a well-sized homesite offering a wonderful combination of usable outdoor space and privacy. The screened garage, added in 2024, provides an additional layer of comfort and convenience. Major updates include a whole-home generator (2021), water heater (2020), roof (2019), and HVAC system (2019), providing valuable peace of mind. Beyond the home, Legacy of Leesburg offers a vibrant lifestyle surrounded by natural beauty. Residents enjoy miles of walking paths, a resort-style pool, fitness center, and an impressive variety of clubs, activities, and social opportunities. The community is conveniently located near shopping, dining, and major roadways.This is more than a beautifully cared-for home—it’s an opportunity to enjoy the next chapter with comfort, connection, and ease.

5401 Aurora Drive, Leesburg

$499,900

3 Beds ⋅ 4 Baths ⋅ Legacy Of Leesburg Unit 2 SubDv. ⋅ 34748 Zip Code

Virtually Staged. schedule your showing today. Welcome to this truly one-of-a-kind custom home, privately positioned at the end of a quiet cul-de-sac in the gated 55+ community of Legacy of Leesburg. Offering an impressive 3,362 square feet of living space, this spacious residence features three bedrooms, three-and-a-half bathrooms and an oversized lot backing to a peaceful conservation area. Beautiful curb appeal begins with mature landscaping, Colorado flagstone accents and an attractive water feature. Inside, the thoughtfully designed floor plan places the primary living areas on the first floor and provides generous space for both comfortable everyday living and entertaining. The kitchen features 42-inch oak cabinetry with crown molding, pull-out drawers, stainless-steel appliances, granite countertops, a center island and abundant storage. The oversized primary suite is a relaxing retreat with two walk-in closets, dual raised vanities, a garden tub and a remarkable wraparound walk-through shower with dual showerheads. An additional Florida room with dedicated air conditioning offers the perfect setting to unwind while enjoying the natural surroundings and visiting wildlife. Residents of Legacy of Leesburg enjoy a resort-style heated pool, clubhouse, fitness center, pickleball, tennis, bocce, softball, walking and biking trails, and a private riverfront nature park. This exceptional home offers space, privacy and an active Florida lifestyle—schedule your private showing today!

5353 Treasure View Way, Leesburg

$375,000

3 Beds ⋅ 2 Baths ⋅ Legacy Leesburg SubDv. ⋅ 34748 Zip Code

Virtually Staged. Some mornings are meant to start slowly, coffee in hand, the sliding doors open, and a quiet Central Florida sunrise over the trees. That's the rhythm waiting at 26939 Honeymoon Ave, a beautifully reimagined 3-bedroom, 2-bath home in the gated community of Legacy of Leesburg. Step inside and you'll feel it right away: this one has been completely remodeled, top to bottom. A brand-new kitchen anchors the heart of the home, both bathrooms have been fully renovated, and fresh flooring flows seamlessly through all 2,002 square feet. New appliances, new fixtures, and fresh paint mean there's truly nothing left to do but move in and unpack. The real magic happens out back. The extended, screened lanai is built for the way you actually want to live: long dinners with friends, a good book on a breezy afternoon, and evenings unwinding in your own private hot tub. It's the kind of space that turns an ordinary Tuesday into something that feels like vacation. And beyond your door, Legacy of Leesburg delivers a lifestyle to match. Wander 275 acres of nature preserve and trails along the Palatlakaha River, then trade the quiet for the buzz of the clubhouse: resort-style pool and spa, fitness center, pickleball, tennis, bocce, and dozens of clubs led by a full-time activities director. Lawn care and cable are included, so your weekends stay yours. Boat and RV storage are on-site, and Orlando's airport and attractions sit less than an hour away. Homes this thoroughly updated, in a setting this special, don't stay quiet for long. Come see what living at Legacy really feels like, then start planning that first morning on the lanai.

26939 Honeymoon Avenue, Leesburg

$340,000

2 Beds ⋅ 2 Baths ⋅ Legacy/Leesburg Un 6 Ph Vii SubDv. ⋅ 34748 Zip Code

Welcome to this beautifully maintained 2-bedroom, 2-bathroom, plus office, home with a water view, in the highly desirable Legacy of Leesburg 55+ gated community. This residence offers a bright, open layout, peaceful water views, and a long list of thoughtful upgrades designed for comfort, convenience, and low-maintenance living. The living room features vinyl plank flooring and opens seamlessly to the kitchen, dining area, and enclosed lanai. The kitchen includes quartz countertops, a cast porcelain sink, wood cabinetry, garbage disposal faucets, and stainless-steel appliances including an electric stovetop, microwave, built-in oven, and refrigerator. A charming breakfast area with a chandelier overlooks the water, creating a serene place to enjoy morning coffee. The enclosed lanai features tinted hurricane-grade windows, with the original sliding doors stored in the garage, and the screened patio includes a SunSetter roll-out shade for comfortable outdoor living. The primary bedroom offers carpeted flooring and a tranquil water view. Its en-suite bathroom includes ceramic tile, dual sinks with granite countertops, wood cabinetry, a walk-in shower, and a spacious walk-through closet. The second bedroom features carpet, a ceiling fan with light, and a full closet, while the second bathroom includes granite countertops, wood cabinetry, ceramic tile flooring and a tub-shower combination. The den/office provides a quiet, flexible space bonus room with carpet and a ceiling fan. The home includes a two-car garage with a coated floor, tankless water heater, wash bin, pull-down attic access, and a garage screen for airflow. A pavered driveway, exterior landscaping, and a sprinkler system add to the home’s curb appeal. The property is conveniently located near the community’s back entry and exit for easy access. This homes low-maintenance lifestyle, includes lawn mowing, blowing, edging, cable, and internet in the HOA fee. Legacy of Leesburg offers an exceptional array of amenities included in the monthly association fees. Clock Tower Hall serves as the community’s central social hub, hosting daily events, performances, bingo, dances, group exercise classes, and more, supported by two catering kitchens for gatherings. Indoor recreation includes a state-of-the-art fitness center, an aerobics studio, a card room, craft room, billiards, ping-pong tables, and a library and media center with computers available for residents. Outdoor amenities feature a resort-style heated pool and spa with walk-in beach entry, lap swim area, water aerobics depth, cabana, and outdoor bar. Sports facilities include a softball field, tennis courts, pickleball courts, bocce courts, horseshoe pits, and shuffleboard. The community is surrounded by 275 acres of conservation areas with 19 ponds and 13 nature trails perfect for walking, biking, fishing, and wildlife viewing. For RV and boat owners, Legacy of Leesburg provides a dedicated River Park RV lot and a secure storage area. All amenities are available to residents at no additional cost beyond the monthly fees, creating a lifestyle centered around nature, recreation, and active adult engagement.

5811 Greenbriar Loop, 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

$379,000

3 Beds ⋅ 3 Baths ⋅ Leesburg Legacy Leesburg Unit 06 SubDv. ⋅ 34748 Zip Code

Welcome Home to Legacy of Leesburg! Looking for that perfect low-maintenance lifestyle in one of Leesburg's favorite 55+ communities? This 3-bedroom, 2.5-bath gem sits on a great corner lot and is ready for its next owner! Step inside and you'll immediately notice the vaulted and tray ceilings that give the home such an open, comfortable feel. The primary suite doesn't disappoint, it comes with its own private bath featuring a garden tub, a separate step-in shower, and a water closet for extra privacy. Love the look of wood but want easy upkeep? You'll appreciate the LVP flooring running through the main living areas, plus ceramic tile in all the right spots. The kitchen is a real highlight with gorgeous granite countertops, plenty of space to entertain, bake, or just spread out for a project. There's also a two-car garage and mature landscaping that gives the whole place a settled, established feel (no waiting years for trees to grow here!). Best of all, the HOA fee takes care of lawn mowing, edging, cable, and internet, so you can spend less time on chores and more time enjoying life. Of course, you can't beat what Legacy of Leesburg offers as a community — a pool, hot tub, billiards room, card room, RV/boat storage (at no additional charge) and plenty more ways to stay active and meet your neighbors. A couple of things to note: the home was updated in 2025, HVAC was replaced in 2025, plumbing was pressure tested and passed inspection, irrigation was given a full update, garage spring was replaced and roof (2012) was recently inspected and reported to be in great condition. This one's got it all — come see it for yourself!

27303 Gingerbread Place, Leesburg

$275,500

2 Beds ⋅ 2 Baths ⋅ Legacy Leesburg SubDv. ⋅ 34748 Zip Code

Immaculate, 1401 sq ft, 2-bedroom, 2-bathroom custom Pringle Berkshire home in the premier 55-plus Legacy of Leesburg community. This floor plan has a true open-concept living space, with high ceilings and large windows to allow natural light into this space. In the kitchen, you have a large pantry and dedicated integrated dining space. Features an expansive bedroom setup complete with two separate walk-in closets and an en-suite bathroom boasting dual sinks, modern upgraded fixtures, and a walk-in shower. The back lanai has been fully upgraded to a glassed-in, air-conditioned living space, making it perfect for year-round use. Updates include: 2020 New Shingles, 2015 HVAC, 2024 water softener and driveway, and 2026 advanced lightning-rod safety protection infrastructure. The garage also has HVAC. This truly unique home is a must-see! Legacy is known for miles of scenic walking and biking trails through over 275 acres of conservation land, plus luxury amenities and on-site RV and boat storage. The neighborhood features a resort-style heated pool, a robust fitness center, and sports courts. Lawn care, cable, and internet are included in the amenity fees.

26958 Honeymoon Avenue, Leesburg

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Lake County › Leesburg › Legacy of Leesburg

Legacy of Leesburg, Leesburg

Legacy of Leesburg is a 2000s neighborhood in south Leesburg, in the 34748 zip code. Homes are block and stucco, predominantly single story. Most homes fall between about 1,500 and 2,300 square feet under air, the median lot is roughly a fifth of an acre, and a two car garage is standard.

Homes here carry an HOA, billed monthly, typically around $195. Confirm the figure on a specific parcel before relying on it.

What the homes are

Built Mostly built in the 2000s, with homes from 1999 to 2024.
Construction Block and stucco. Shingle roofs are near universal.
Style Contemporary, Florida, Traditional. Predominantly single story.
Size Most homes fall between about 1,500 and 2,300 square feet under air.
Bedrooms Three bedrooms is the most common plan.
Garage A two car garage is standard.
Lot The median lot is roughly a fifth of an acre.
HOA Billed monthly, typically around $195. Confirm on a specific parcel before relying on it.

This page tracks what homes in Legacy of Leesburg actually sold for over the last twelve months, how long they took, and what moved the price. It is built from 61 verified closed sales in the Stellar MLS feed, not from public estimates. Every figure is a net-of-concessions number, which is explained at the bottom. Updated October 2026.

What homes sold for in Legacy of Leesburg

$315,000Median sale price

$171Median per square foot

55 daysMedian days to contract

61Homes sold in 12 months

Sale prices ran from $170,250 to $565,000, which is a wide spread and the reason a single neighborhood median is a starting point rather than an answer.

By size

Home size	Sales	Median price	Median $/sq ft	Median days
Under 2,000 sq ft	39	$290,000	$178	45 days
2,000 to 3,000 sq ft	21	$335,000	$160	59 days

Larger homes usually show a lower price per square foot. That is normal and it is why a price per foot taken from the whole neighborhood should never be applied straight to one house.

Homes priced right sold far faster

Median days to go under contract. Shorter is better.

Never reduced 31 sales, closed at 97.3% of asking6 days

Reduced at least once 30 sales, closed at 97% of the reduced price100 days

Sellers who priced correctly and held their number went under contract in a median 6 days. Sellers who had to reduce took 100 days and still closed at 97% of their already reduced price, after a typical cut of $24,450. Opening high costs time and money, in that order.

Seller concessions

10%Of sales included a seller credit

$7,325Typical credit when there was one

6 of 61Sales carrying a credit

A seller credit covers part of the buyer's closing costs and comes off the seller's proceeds, so the headline sale price overstates what the seller kept. Budget for it if you are selling, and ask for it if you are buying.

How buyers paid

Cash 29 sales48%

Conventional 26 sales43%

VA 5 sales8%

FHA 1 sale2%

Cash was 48% of purchases. A high cash share means a seller has buyers who do not depend on an appraisal, and a buyer using a loan is competing against offers that can close faster.

Questions about a specific home in Legacy of Leesburg, or want to know what yours would sell for?
Call or text Brenden Rendo at 407-616-9019 or send a message.

About this data. Source is the Stellar MLS feed for Legacy of Leesburg in Leesburg, Lake County, covering closed sales from 31 October 2025 through 26 October 2026, refreshed monthly and current as of October 2026. Prices are net of seller concessions, so they reflect what the seller actually received rather than the headline number. Data believed accurate but not guaranteed; listings and closings change daily.