Legacy of Leesburg Homes for Sale

3 Beds ⋅ 2 Baths ⋅ Legacy Leesburg Unit 06 SubDv. ⋅ 34748 Zip Code

Welcome to 5322 Pond Crossing Place, located in the highly desirable Legacy of Leesburg, a gated 55+ community known for its beautiful natural surroundings, outstanding amenities and active lifestyle. Built in 2017, this home is one of the newer homes in this established community, offering the benefit of newer construction within a mature neighborhood featuring completed amenities, established landscaping and a welcoming community atmosphere. This popular Catalina floor plan offers 3 bedrooms, 2 baths. One of the home's standout features is the fully enclosed rear lanai, finished with windows and a door, creating a comfortable additional living area that can be enjoyed year-round and bringing the home to approximately 1,655 sq. ft. under air. Beyond the lanai, enjoy a private backyard, ideal for relaxing, entertaining or simply enjoying the peaceful Florida surroundings. Inside, the home has been thoughtfully updated with new carpet in both primary bedroom and second bedroom, attractive LVP flooring in the third bedroom, and durable tile flooring throughout the main living areas and kitchen. A whole-house Aquasana water filtration system adds another valuable upgrade, providing filtered water throughout the home. Legacy of Leesburg offers an impressive lifestyle centered around Clock Tower Hall, the social heart of the community. Residents enjoy a resort-style heated swimming pool with beach entry, spa/hot tub, fitness center, aerobics studio, billiards room, card room, craft room, library and media center, ping-pong, catering kitchens and spacious gathering areas for community events, dances, clubs, classes and social activities. Outdoor recreation is just as impressive, with pickleball, tennis, bocce, shuffleboard, horseshoes and a softball field. For those who love nature, Legacy is especially appealing, with approximately 275 acres of conservation areas, numerous ponds and miles of nature trails for walking and biking. The community also offers peaceful natural areas and access to River Park along the Palatlakaha River, along with boat and RV storage subject to availability. The HOA provides excellent value and includes access to the extensive recreational amenities along with services designed to make ownership easier. Community HOA benefits include gated entry, lawn mowing, edging and blowing, cable, internet and RV/boat storage (subject to availability) and NO CDD. The location is another major benefit. Legacy is conveniently located near US-27 with easy access to Florida's Turnpike, providing straightforward travel to Clermont, Orlando and destinations throughout Central Florida. Clermont's shopping, dining and medical facilities are an easy drive south, while Walt Disney World, Orlando attractions and Orlando International Airport are approximately 60–90 minutes away depending on traffic and destination. For those who enjoy the beach, Central Florida's location provides access to both coasts. The Gulf Coast is approximately 45 miles west, while Atlantic Coast beaches are approximately 90 miles east, making day trips and weekend getaways easy to enjoy. If you've been searching for a newer home in an established 55+ community, with a private backyard, enclosed year-round lanai, thoughtful flooring upgrades, whole-house water filtration, extensive amenities, nature trails and convenient access to Clermont, Disney, Orlando, MCO, Florida's Turnpike and both coasts, 5322 Pond Crossing Place is a must-see.

5322 Pond Crossing Place, Leesburg

$285,000

3 Beds ⋅ 2 Baths ⋅ Leesburg Legacy Leesburg Unit 06 SubDv. ⋅ 34748 Zip Code

27336 Pine Straw Road, Leesburg

$320,000

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

Spacious, versatile, and designed with everyday living in mind, this 3-bedroom, 2-bath home offers a comfortable floor plan, excellent storage, and plenty of living space. As you enter through the welcoming foyer, you will discover two generously sized guest bedrooms, along with a spacious living room and formal dining room enhanced by vaulted ceilings that create an open atmosphere ideal for everyday living and entertaining. The Florida Room provides additional living space and convenient access to the grill pad, offering an easy spot for outdoor grilling and enjoying the Florida weather. The spacious primary suite features an en-suite bath with a Roman shower, a large walk-in closet, and a linen closet. The kitchen has abundant cabinetry, pantry storage, and a breakfast nook. An interior laundry room with utility sink adds everyday convenience. A standout feature is the 2-car plus tandem/flex space garage, providing room for a golf cart, workshop, hobbies, or additional storage. Attic storage with pull-down stairs offers even more space for organization. Enjoy low-maintenance living with the HOA covering lawn mowing and trimming, as well as basic cable and high-speed internet. Legacy of Leesburg offers an active Florida lifestyle with a resort-style heated pool and spa, fitness center, pickleball and tennis courts, bocce, arts and crafts, billiards, a library, and Clock Tower Hall, offering clubs, dances, bingo, fitness classes, and community events. Nature lovers will appreciate the private riverfront park with walking paths and picnic areas. On-site RV and boat storage is also available, subject to availability. With spacious living areas, flexible spaces, excellent storage, and an exceptional array of amenities, this home offers a wonderful opportunity to enjoy the Florida lifestyle in Legacy of Leesburg.

5901 Candle Glow Place, Leesburg

$299,900

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

ROOF TO BE REPLACED PRIOR TO CLOSING! Welcome to resort-style living in this beautifully updated 3-bedroom, 2-bath home located in a highly sought-after 55+ community. Meticulously maintained and move-in ready, this home features luxury vinyl plank flooring throughout, fresh interior paint, new blinds, and an abundance of natural light. The spacious eat-in kitchen showcases top-of-the-line NEW Whirlpool stainless steel appliances, including a double oven with convection cooking, making it perfect for everyday living and entertaining. A brand-new washer and dryer are also included for your convenience. Recent upgrades provide peace of mind, including a NEW 2025 A/C system, NEW 2025 water softener, and new rain gutters. The oversized primary suite offers a relaxing retreat with plenty of space and comfort. Enjoy the incredible amenities this vibrant gated community includes a newly renovated fitness center, clubhouse, resort-style pool, tennis courts, pickleball courts, softball field, recreation facilities, scenic walking, hiking trails, and FREE RV and boat storage. Community fees also include cable, internet, and grounds maintenance, allowing for truly carefree living. Don't miss this opportunity to enjoy an active lifestyle in one of the area's most beautiful and amenity-rich communities!

27134 Nostalgia Drive, Leesburg

$315,000

3 Beds ⋅ 2 Baths ⋅ Legacy Leesburg Unit 02 Lt 163 SubDv. ⋅ 34748 Zip Code

Enjoy comfortable Florida living in this thoughtfully updated Balmoral model located in the highly sought-after 55+ community of Legacy of Leesburg. Offering a desirable split-bedroom floor plan and additional living space created by the bonus room, this home provides flexibility for everyday living, entertaining, hobbies, or a relaxing sitting area overlooking the backyard. The open-concept design features a spacious living area, abundant natural light, and plantation shutters that add both style and privacy. Since 2019, the home has been enhanced with numerous improvements, including a 2021 roof, updated kitchen appliances, water heater, all new windows and one sliding glass door, updated lighting fixtures, new toilets, smoke alarms, and newer carpet in the bedrooms. The spacious primary suite offers a comfortable retreat with dual sinks, a walk-in shower with safety grab bars, a built-in seat, and a linen closet. Guests will appreciate the privacy of the split-bedroom layout and nearby full bath. Beyond the home, Legacy of Leesburg offers an exceptional active-adult lifestyle surrounded by beautiful conservation areas and mature landscaping. Residents enjoy a resort-style clubhouse, heated pool and spa, fitness center, tennis and pickleball courts, walking and biking trails, social clubs, planned activities, and a full calendar of events designed to help neighbors connect and enjoy the best of Central Florida living. Conveniently located near shopping, dining, medical facilities, and major roadways, this home offers the perfect combination of comfort, convenience, and community.

5304 Treasure View Way, Leesburg

$369,900

4 Beds ⋅ 4 Baths ⋅ Leesburg Legacy Leesburg Unit 02 Lt 163 SubDv. ⋅ 34748 Zip Code

ONE-OF-A-KIND HOME ON AN OVERSIZED LOT IN THE LEGACY OF LEESBURG. Welcome to a truly exceptional home in The Legacy of Leesburg, situated in an oversized lot with stunning mature landscaping and more than 3,100 sf of living space. Thoughtfully designed for effortless entertaining, extended stays, and multigenerational living, this distinctive home offers a floor plan unlike anything else in the community. The primary suite is a standout, offering unique 'two en-suite bathrooms' with separate closets, providing privacy and convenience. The first floor offers 2 additional bedrooms (one en-suite with separate entrance) which potentially be combined to create a huge first floor suite. This home offers an impressive array of flexible living spaces. A beautiful loft ideal for home office, reading area or guest space, while the oversized flex-room -with its own closet and powder room- could easily serve as a 4th bedroom or a hobby/media/workout room. The main living area features LVP flooring and flows into a separate formal dining room. French doors open to an air-conditioned porch, which transitions beautifully into a screened-in lanai offering multiple spaces to relax, entertain and enjoy the Florida lifestyle. The chefs eat in kitchen provides abundant prep space, pantry and breakfast nook. Recent updates include new quartz counters, stainless-steel sink, new faucets and light fixtures, adding style and functionality. Additional highlights include laundry room, oversized 2 car garage with an additional 11' x 19' work area -perfect for a workshop or golf cart storage. UPDATES: *new 5 ton HVAC system (8/26), *40 gallon hot water heater with 6 year warranty(10/24), *new quartz counters and sinks in all 5 bathrooms ('26), *new kitchen quartz ('26), *LPV flooring in family room, dining room and both 1st floor bedrooms ('25), *Certain teed asphalt roof (5/19) which was professionally cleaned in '22, *rear gutter system upgraded with leaf guards (3/24), *Whirlpool washing machine (5/22), *2nd floor vinyl double hung windows (5/18) and the whole house had been freshly painted ('25-26'), garage painted including the floor with epoxy paint. The Legacy is a nature-themed active adult community with miles of walking trails and an updated clubhouse with an impressive selection of amenities: resort style heated pool and spa, fitness center, library, pickleball, softball and much more! The HOA adds even more value by including cable, internet, lawn service and RV/boat storage. Convenient to the Turnpike, Orlando International Airport approximately 45 minutes away. IF YOU ARE LOOKING FOR A SPACIOUS, DISTINCTIVE HOME WITH FLEXIBLE LIVING OPTION, EXCEPTIONAL OUTDOOR SPACES AND AN ACTIVE FLORIDA LIFESTYLE, THIS IS A MUST SEE. Seller will install a chair lift with an acceptable offer

5351 Aurora Drive, Leesburg

$279,000

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

NEW ROOF!!!! This 3 bedroom and 2 bathroom home in the gated Legacy of Leesburg gated 55+ community. This lovely home has a screened front front porch. The eat-in kitchen sits just off to the left, featuring a bay window. The stove is gas with a vent to the outside. You have a great room dinning and living room combo with a four panel sliding glass door out to the rear screened patio. On the left side of the great room are the two bedrooms with the secondary bathroom. The master on suit has sliding glass doors to the screened in patio. A nice nice size walk in closet and a master bath with a garden tub and walk in shower. There are amazing amenities Legacy offers to it's residence is a heated swimming pool, tennis courts, soft ball, billiards, horseshoes, updated fitness center, aerobic, walking trails, etc. and plenty of social activities. Free RV and boat storage. Your HOA fees "include" the mowing of your lot and internet and basic cable! You are just minutes away from shopping. To see more photos and details go to the community website legacy neighbors. Owner is Realtor.

27326 Orchid Glade Street, Leesburg

$279,000

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

Welcome to the Florida lifestyle you’ve been dreaming of! This immaculate 3-bedroom, 2-bath home offers 1,477 sq. ft. of beautifully designed living space with peaceful pond views in the vibrant 55+ Legacy of Leesburg gated community. Step inside to a light and airy open floor plan, perfect for both relaxing and entertaining. The spacious kitchen features brand-new stainless steel appliances, abundant cabinetry, generous counter space, a cozy breakfast nook, and a convenient pass-through to the dining area. The primary suite offers a private retreat with direct access to the screened patio, a large walk-in shower, and a soothing garden tub. Two additional bedrooms and a full bath provide plenty of space for guests, hobbies, or a home office. Enjoy easy-care laminate flooring throughout the main living areas and bedrooms, along with peace of mind knowing the roof was replaced in December 2019. Step outside to the screened patio and take in the tranquil pond views, perfect for morning coffee or evening relaxation. Legacy of Leesburg offers resort-style amenities, including a beach-entry pool and spa, fitness center, tennis, pickleball, bocce, shuffleboard, nature trails and more. The HOA fee also includes gated community access, cable TV, internet, and lawn care for truly carefree living. Conveniently located near shopping, dining, medical facilities, and major roadways/highways, this move-in-ready home is a rare find. Schedule your private tour today!

27111 Nostalgia Drive, Leesburg

$269,900

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

Welcome home to your nature soaked community at 'Legacy of Leesburg'. With 14 nature trails and plenty of ponds along with the Palatlakaha River, Legacy is an active adult community with a very relaxing feel! There are dozens of amenities including a beautiful pool, tennis courts, shuffleboard, a gym, Bocce Ball, Baseball field, and plenty of neighborhood clubs! Pulling up, you will notice this lovely Verna model on a sun soaked corner lot! Walking in you will be greeted by newer vinyl plank, pet proof / water proof flooring throughout the living areas, den and primary bedroom. The layout hosts 2 bedrooms with an office in the middle, but that could easily be used as a third or guest bedroom. The primary bedroom has a walk in closet and walk in shower, while the guest bathroom offers a tiled tub / shower combo. The kitchen is quite large and open with plenty of cabinetry, all appliances and a large eat in Dinette area. A formal laundry room sits to the rear of the kitchen and comes with an almost brand new washer and dryer matching set. A 2 car garage, large driveway and a New Roof in 2021 are a plus! Legacy is a perfect location just East of the newer Villages, close to the Turnpike and I-75 and a close drive to everything Leesburg, Howey iin the Hills, Yalaha, the Villages and Clermont have to offer. Come take a look today!

27545 Discover Court, Leesburg

$299,000

3 Beds ⋅ 2 Baths ⋅ Leesburg Legacy Of Leesburg Unit 07 SubDv. ⋅ 34748 Zip Code

Welcome home to carefree living in one of Leesburg’s most desirable 55+ gated communities! This beautifully maintained three bedroom, two bath residence boasts fantastic curb appeal and a two car garage. New roof in 2025 and Carpet in bedrooms and appliances in 2026 A small enclosed front porch provides a secure space for receiving packages. Step inside to discover an open, light-filled main living area where the dining room seamlessly flows into the living room with tile floors. Sliding glass doors open from the living room to an enclosed patio, perfect for relaxing or entertaining guests for a barbecue. Cook family favorites in the kitchen featuring brand new stainless steel appliances, recessed lighting, a pantry closet, and a breakfast nook with plantation shutters. The spacious primary suite offers private access to the lanai, a generous walk in closet, and an en suite bath with dual sinks and a glass door shower. Two additional guest bedrooms are bright and inviting, one of which provides a walk-in closet, while the guest bath provides a tub/shower combo and ample counter space. The laundry room is equipped with a washer and dryer, complete with cabinetry for storage. Step out back to enjoy the screened patio and relax. As part of the Legacy of Leesburg community, residents enjoy resort style amenities, including a clubhouse, tennis and pickleball courts, games of shuffleboard and horseshoe, a zero entry swimming pool, walking trails, RV and boat storage, and more. You’ll also have convenient access to Publix, shopping and dining, and highway 27. Check out the 3D tour and schedule your private showing today!

27210 Stoney Brook Drive, Leesburg

$284,900

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

$5,000.00 Price improvement! 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 roof was replace in 2021! 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.

27106 Greenfly Orchid Lane, Leesburg

$324,000

3 Beds ⋅ 2 Baths ⋅ Legacy Of Leesburg, Unit 06 SubDv. ⋅ 34748 Zip Code

Welcome home to this light, bright, and beautifully maintained 3-bedroom, 2-bath residence in the sought-after Legacy of Leesburg, a premier 55+ gated community. Enjoy a rare oversized homesite with a peaceful backdrop—no rear neighbors as the property backs to the community’s walking park and a wooded area, creating a private, nature-filled setting. Inside, you’ll love the no-carpet flooring throughout (easy to maintain and allergy-friendly) along with plantation shutters that add timeless style and let in just the right amount of Florida sunshine. The layout is comfortable and open, offering great everyday living and space to host friends and family whilst having privacy on your oversized lot. Legacy of Leesburg is known for its resort-style amenities and active lifestyle, including a clubhouse, fitness center, pool, tennis/pickleball, social clubs, and a full calendar of community events—perfect for staying as busy (or relaxed) as you like. We also have to mention the major renovations to the clubhouse and amenities. Conveniently located in Central Florida, close to the turnpike so you’re within reach of Orlando’s attractions and dining, Disney, and area airports, making travel and day trips easy. Straight down the road you can experience the hills & shopping that Clermont has to offer, as well as being opposite Pear Park for additional walking trails, pickleball and dog parks. HOA fee includes many of the conveniences homeowners love — gated entry, lawn/grounds mowing/blowing & edging as well as cable, internet and RV boat storage plus community amenities. New roof was installed in 2019. Furniture may be included (with acceptable terms), making this a great option for a smooth, move-in-ready transition.

5922 Sage Leaf Place, 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.