Location: Leesburg , 34748
Do Not Show Listings
5401 ESSEX CT, LEESBURG, FL 34748
$380,000195 Days on yellowkey MLS ID: G5102657
INCREASED by $10,000 (2.7%) on 03/31/2026
Bed: 2 Bath: 2.5 Liv Area Sq Ft: 2009 Built: 2001Monthly Fee: $224 Tax: $2,422 (2024)Community: Royal HighlandsSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$2,422
Elementary School: Leesburg Elementary
High School: Leesburg High
Tax Year: 2024
Middle School: Oak Park Middle
Remarks: REDUCED - Spacious 2BR/2.5BA Home on Prime Corner Lot - Discover comfort and versatility in this generously sized home featuring 2 bedrooms, 2.5 baths, and an additional 11x16 flex room—perfect as a home office, cozy den, or third bedroom. The open-concept kitchen flows seamlessly into the Great Room and breakfast nook, with a convenient walk-through to the formal dining area. Large lanai is enclosed with vinyl windows. 3 sets of stacking sliding doors to enclosed porch. Half bath is adjacent to the inside utility area. Oversized garage. Floors in home are waterproof. New roof in August 2025. Almost all the furniture is negotiable. Duchess model - but larger
Listing is courtesy of: BONJORN REAL ESTATE (352-394-2112)
Listing Agent: Pamela Bonjorn (352-267-6003)
25735 GLEN EAGLE DR, LEESBURG, FL 34748
$299,25094 Days on yellowkey MLS ID: G5106539
REDUCED by $15,750 (5.0%) on 03/31/2026
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1652 Built: 1996Monthly Fee: $180 Tax: $1,872 (2025)Community: The Plantation At Leesburg Oak Tree VillageSingle Family
Taxes:$1,872
Elementary School: None
High School: None
Tax Year: 2025
Middle School: None
Remarks: Price Improvement! Welcome home to The Plantation at Leesburg, where comfort, style, and an active lifestyle come together. This beautifully updated 3-bedroom, 2-bath home welcomes you with high ceilings, fresh neutral paint throughout, and updated lighting, creating a bright and inviting atmosphere from the moment you step inside. Attractive laminate flooring flows through the main living areas, complemented by ceramic tile in the wet spaces. Recent improvements add tremendous value and peace of mind, including Low-E Thermopane windows throughout (2023), a newer roof (2017), HVAC replaced (2021), water heater (2021). Outside, you’ll appreciate the freshly painted front door and garage door, a new front storm door, a water softener, updated landscaping with a fully functioning irrigation system and a clear-sealed concrete driveway to maintain its clean appearance. The spacious kitchen is designed for both everyday living and entertaining, featuring newly painted white cabinetry with updated hardware, quartz countertops, and stainless-steel appliances, including a newer refrigerator with ice maker (2024). Open to the dining area, this space is perfect for gathering with family and friends. Sliding doors lead to the Florida room, where you can open the windows and enjoy the breeze and Florida Sunshine, and unwind with your morning coffee or a glass of wine in the evenings. The primary suite is a peaceful retreat, offering a generous walk-in closet and a private ensuite bath with a freshly painted white vanity and new hardware. Every room in the home is equipped with a ceiling fan with light. The Plantation at Leesburg is a guard-gated 55+ community offering 24-hour security and exceptional amenities, including three clubhouses, three community pools, an on-site restaurant, and two 18-hole golf courses, along with tennis, fishing, clubs, and classes for every interest. An added bonus—the HOA includes boat and RV storage, a rare find. Centrally located in Lake County close to shopping, restaurants, medical facilities and major highways. Also, conveniently located near public boat ramps to The Famous Harris Chain of Lakes for those that love boating and fishing. Call today for a Private Tour! All information recorded in the MLS is intended to be accurate however, it should be independently verified by buyer and their agent.
Listing is courtesy of: HARRISON REAL PROPERTY GROUP (407-741-3547)
Listing Agent: Amanda Harrison (407-741-3547)
2621 CARPENTER PL, LEESBURG, FL 34748
$145,00020 Days on yellowkey MLS ID: G5110243
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1056 Built: 1974 Tax: $300 (2025)Community: Leesburg Coachwood Colony Third AddMobile Home
Taxes:$300
Remarks: Why rent the land when you can own it? No HOA, no age restrictions, no limits! Stop the search—this is the affordable opportunity you’ve been waiting for! Welcome to a property that checks all the boxes: NO lot rent, you own the land, NO HOA, and NO age restrictions—giving you the freedom and flexibility so many buyers are looking for. Whether you’re searching for a full-time residence, a winter retreat to escape the cold, or a smart investment to add to your portfolio, this home delivers incredible value and versatility. From the moment you arrive, you’ll appreciate the convenience of the 2-car carport and extended driveway, offering plenty of parking for you and your guests. Step inside and you’re greeted by a spacious kitchen featuring abundant cabinet space, stainless steel appliances, and a stylish backsplash, making it both functional and inviting. The open flow between the living and dining areas, combined with numerous windows, creates a light, bright, and welcoming atmosphere perfect for everyday living or entertaining. The primary bedroom offers laminate wood flooring, dual closets, and a private en-suite bath with a shower, while the guest bathroom also features a convenient walk-in shower. Bedroom two includes a private exterior door, offering flexibility for guests, a home office, or even a separate entrance setup. Storage will never be an issue here—this property is packed with it! Enjoy a workshop with washer/dryer hookup, plus an additional shed/garage with roll-up doors—ideal for a golf cart, tools, or extra storage. On the opposite side of the home, you’ll find a fully fenced area perfect for pets, adding even more functionality to the space. Peace of mind comes with numerous updates, including a roof (2021), windows (2018), vinyl siding (2018), vinyl plank flooring (2018), A/C (2016), vapor barrier (2025), expanded concrete driveway (2019), and an addition completed in 2018—showcasing true pride of ownership. For those seeking a sense of community, an optional social membership (55+) is available for just $400 yearly, offering access to a pool, shuffleboard, horseshoes, and a variety of social activities. And let’s talk about location—just minutes from Downtown Leesburg, shopping, dining, and The Villages, putting convenience and entertainment right at your fingertips.Affordable, versatile, and full of possibilities—this is more than a home, it’s an opportunity you don’t want to miss!
Listing is courtesy of: MORRIS REALTY AND INVESTMENTS (352-435-4663)
Listing Agent: Kim Ducharme-Levensohn (352-874-5906)
7814 SLOEWOOD DR, LEESBURG, FL 34748
$320,00056 Days on yellowkey MLS ID: G5108492
Bed: 4 Bath: 2.0 Liv Area Sq Ft: 1809 Built: 2007Monthly Fee: $42 Tax: $2,009 (2025)Community: Park Hill Ph 2Single Family
Taxes:$2,009
Elementary School: Beverly Shores Elem
Remarks: MOTIVATED SELLER!!! JUST REDUCED!!! Bring all offers for this MOVE IN READY HOME!!!! Discover this amazingly well maintained one-owner home—a spacious 4-bedroom, 2-full-bath single-family home offering 1,809 sq ft of comfortable living space. Pride of ownership shines throughout, with major updates already taken care of: a new roof installed in March 2023. A new water heater replaced 1 year ago, complete new A/C system April 2016. Enjoy serene, private views from your back yard on your screened patio overlooking a tranquil pond and backed by a mature nature conservation area—ensuring no rear neighbors. Endless natural beauty right outside your door. Fully irrigated lawn. Perfect for families seeking peace, privacy, and move-in-ready convenience. Don't miss this rare opportunity!
Listing Agent: Genger Narehood (352-394-2112)
1611 HAMPTON RD, LEESBURG, FL 34748
$244,900183 Days on yellowkey MLS ID: G5103343
1 Days Off yellowkey (back on 3/31/2026)
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1056 Built: 1963 Tax: $2,090 (2024)Community: Leesburg Sherwood HighlandsSingle Family
Taxes:$2,090
Remarks: Under contract-accepting backup offers. Enjoy modern living in this completely renovated 2-bedroom, 2-bathroom home, free from HOA fees and rear neighbors. The property has been updated with beautiful quartz countertops, stainless steel appliances, new kitchen cabinets and new vinyl flooring throughout. Both bathrooms have also been updated with attractive new vanities, fixtures, and step-in tile showers. The interior and exterior have been freshly painted, and the roof and HVAC system were replaced in 2025. The backyard has a huge, covered patio that let you enjoy your outdoor space in any weather, additional covered parking, and a convenient storage shed. Located just minutes from schools and historic downtown Leesburg, you will have easy access to local restaurants, shops, and recreational areas like Ski Beach/Venetian Park on Lake Harris. Schedule your tour today!
Listing is courtesy of: CARLINO REAL ESTATE GROUP INC (352-326-2662)
Listing Agent: Jonathan Martin (407-443-5491)
27106 CAMERONS RUN, LEESBURG, FL 34748
$419,900217 Days on yellowkey MLS ID: O6343489
REDUCED by $10,000 (2.3%) on 03/31/2026
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 2436 Built: 2017Monthly Fee: $124 Tax: $4,806 (2024)Community: Leesburg Arlington Ridge Ph 02Single Family
Taxes:$4,806
Remarks: Price Reduced! NEW ROOF! This beautifully landscaped property offers a 3-bedroom, 2-bath split floor plan with an open-concept layout, outfitted with crown molding and designed for modern living. The master suite is a private retreat, featuring a walk-in shower, double vanity, and a custom walk-in closet with a organized well thought out closet system. The gourmet kitchen boasts a large island with granite countertops, solid wood cabinets, stainless steel appliances, and stylish backsplash, complemented by a breakfast nook. With plenty of room the separate but (still visbile) living and dining rooms makes it great for entertaining. There is also a spacious bonus room ideal for a family room, media room, office or can even be converted into a 4th bedroom. Additional highlights include a laundry room with abundant storage, water softener, and a 2-car garage. Relax year-round in the enclosed patio under air, complete with walls of windows for natural light and motorized shades for privacy. Arlington Ridge is a 24-hour gated and guarded community offering championship golf, resort-style amenities, and low-maintenance living. HOA fees cover lawn care, high-speed internet, cable, and full use of amenities including two pools, hot tub, fitness center, movie theater, and more. Dine at the Chesapeake Grill & Tavern, enjoy walkable streets with sidewalks and lighting, and take advantage of the community’s prime central location—just minutes to shopping, restaurants, and healthcare, with easy access to Orlando, airports, and Florida’s coasts. Don’t miss this neighborhood gem—schedule your private showing today!
Listing is courtesy of: LPT REALTY, LLC (877-366-2213)
Listing Agent: Raymond Reyes (407-243-8940)
5034 EL DESTINO DR, LEESBURG, FL 34748
$215,00087 Days on yellowkey MLS ID: G5106860
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1800 Built: 1990Monthly Fee: $180 Tax: $2,240 (2025)Community: Plantation At Leesburg Casa Del LagoManufactured Home
Taxes:$2,240
Remarks: Most Furniture and Golf Cart are negotiable, you can purchase this property Turnkey with some exceptions! This spectacular residence offers over 1,800 square feet under central air and is designed for comfort, flexibility, and effortless living. Featuring two spacious, light-filled bedrooms plus a versatile bonus room currently used as an art studio with beautiful glass windows, this space could easily serve as a sewing room, hobby space, or private home office—the possibilities are truly endless.Step inside to a welcoming foyer complete with a convenient coat closet. The impressive formal living room showcases a custom built-in unit perfect for displaying books and collectibles, while the dining room features a charming built-in hutch—ideal for entertaining. The open-concept layout seamlessly connects the living areas. The kitchen is equipped with upgraded appliances, a breakfast island, and opens to the inviting family room. A stylish wet bar adds character and convenience, or could easily be transformed into a gourmet coffee bar for your morning routine. Elegant upgraded flooring flows throughout the home, offering both beauty and easy maintenance. The spacious primary suite comfortably accommodates a king-size bed and large dressers, and features a generous walk-in closet. The primary bath includes a relaxing Jacuzzi tub, walk-in shower, and multiple cabinets providing abundant storage. The guest suite is equally comfortable, offering ample space and its own large walk-in closet—perfect for family or visiting friends.Additional highlights include an indoor laundry room with cabinetry and extra storage, a carport, and a working shed for hobbies or additional workspace.Major updates include: New Roof (2017), Upgraded HVAC, Upgraded Water Heater This beautifully maintained home offers space, functionality, and thoughtful upgrades—ready for you to move in and enjoy.A Premier 55+ Active Lifestyle Community. Enjoy leisurely rounds of golf on two beautifully maintained 18-hole championship courses, or stay active on lighted tennis courts perfect for evening matches. Unwind by one of three sparkling pools and Jacuzzis, or embrace a healthy lifestyle with access to world-class fitness centers, volleyball, and pickleball courts. With over 100 planned activities each week, there’s always something exciting to look forward to—whether it’s social gatherings, fitness classes, or hobby clubs. The community is set against a backdrop of scenic, landscaped boulevards and tranquil lakes, offering the perfect setting for fishing, walking, or simply relaxing in nature.Three expansive clubhouses serve as hubs of activity and connection, while an on-site restaurant offers delicious dining just steps from your door. At The Plantation at Leesburg, everything you need to enjoy a vibrant, fulfilling lifestyle is right at your fingertips.
Listing is courtesy of: RE/MAX PREMIER REALTY (352-735-4060)
Listing Agent: Adriana Skoloda (352-406-0198)
6625 WOODY CT, LEESBURG, FL 34748
$934,000115 Days on yellowkey MLS ID: G5105807
Bed: 3 Bath: 3.0 Liv Area Sq Ft: 4451 Built: 1989 Tax: $4,295 (2025)Community: Woody Acres First Add SubSingle Family
Taxes:$4,295
Remarks: Discover this exceptional custom brick home where attention to detail meets practical luxury. This meticulously crafted residence showcases beautiful brick corbel detailing and landscaping that creates an impressive first impression. The roof was replaced in 2024, ensuring peace of mind for years to come. The heart of the home features a spacious kitchen designed for both everyday cooking and entertaining. An island provides additional prep space while the built-in cabinetry and a large walk-in pantry offer abundant storage solutions. Custom Wood-Mode oak cabinets throughout the home add warmth to every room with clever storage solutions tucked around almost every corner. Relax in the inviting living room, where a cozy gas fireplace creates the perfect ambiance beneath soaring vaulted ceilings adorned with beautiful wood beams. The expansive Florida room features a cedar tongue and groove ceiling that creates a warm and inviting atmosphere. This versatile space connects seamlessly to the kitchen, living room and the primary bedroom, making it perfect for relaxing or hosting gatherings. A versatile office with beautiful wood flooring and built-in desk provides the perfect workspace and could easily serve as a fourth bedroom. Double pane wood sash windows throughout ensure energy efficiency while maintaining classic charm. Practical amenities abound with a whole house propane generator professionally serviced twice yearly with a 500-gallon propane tank to ensure uninterrupted comfort during power outages. The central vacuum system adds convenience to daily maintenance. For wood workers or mechanics, the heated and cooled attached workshop with a half bath that is plumbed for a future shower is a true bonus. Outside you will find multiple additional storage solutions, with a pump house and a tractor shed, both having electricity, lighting, walk through and roll up doors. Whether you’re drawn to the custom craftsmanship or extensive storage solutions, this home delivers exceptional value for discerning buyers who appreciate quality construction and thoughtful design details. All room sizes are approximate and should be verified.
Listing is courtesy of: GRIZZARD COMMERCIAL REALESTATE (352-787-6966)
Listing Agent: Daniel Tatro (352-396-9136)
22125 DRAW BRIDGE DR, LEESBURG, FL 34748
$377,000289 Days on yellowkey MLS ID: G5099045
0 Days Off yellowkey (back on 1/27/2026)
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 2200 Built: 2002Monthly Fee: $224 Tax: $2,517 (2024)Community: Royal Highlands Ph 02 Lt 992 Orb 1976 Pg 173Single Family
Taxes:$2,517
Remarks: Fresh interior paint! Brand new water heater! You're invited to discover this 3-bedroom, 2-bathroom home, perfectly designed for comfort and convenience! This home was custom designed by an architect for his personal residence. In the 1980s, he served as president of the Florida Residential Designers Association and was well known for his work designing homes in the prestigious Palm Beach area. Step inside and immediately appreciate the thoughtful split floor plan, offering privacy and functionality. The heart of this home is its spacious kitchen, complete with a gas range, a convenient closet pantry, and a breakfast nook featuring a built-in desk — perfect for morning coffee or casual meals. High ceilings elevate the sense of space in the generous living and dining areas, creating an inviting atmosphere for everyday living and entertaining. Escape to your generous primary suite, a true sanctuary featuring dual sinks, a substantial walk-in closet, a soothing garden tub, and a separate shower. The laundry room is equally well-appointed with a utility sink and a built-in ironing center, making chores a breeze. Beyond the interior, you'll find an extra-deep garage and a generous driveway, providing ample space for vehicles and storage. Plus, a 2023 roof means peace of mind for years to come! Car enthusiasts will love the oversized garage with a central vacuum system, making vehicle cleaning effortless. Step out onto the birdcage patio and enjoy the serene goldfish pond, a perfect spot for relaxation. And finally, prepare to be captivated by the beautiful views of conservation space and Lake Jewel, offering a picturesque backdrop to your new home. This home truly has it all! Ready to see it for yourself? The Royal Highlands community provides an unparalleled lifestyle. This premier Pringle resident-owned community offers a manned gate, indoor and outdoor pools, lighted tennis courts, pickleball, bocce, an 18-hole golf course with a restaurant and pro shop, and a vibrant recreation center with a library, billiards, fitness center, and more! HOA fees cover Comcast cable and internet, plus secure RV/boat parking and storage. All this, just moments from Southlake Hospital-Blue Cedar.
Listing is courtesy of: VANGIE BERRY SIGNATURE REALTY (352-742-7355)
Listing Agent: Angela Phillips (240-462-0646)
313 PALO VERDE DR, LEESBURG, FL 34748
$100,00066 Days on yellowkey MLS ID: O6380700
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1280 Built: 1974Monthly Fee: $346 Tax: $1,027 (2025)Community: Hawthorne At Leesburg A CoopMobile Home
Taxes:$1,027
Remarks: Welcome to 313 Palo Verde Drive, a charming 2-bed, 2-bath residence nestled in the heart of Hawthorne at Leesburg — one of Central Florida’s most sought-after maintenance-free, active adult communities. Step inside to discover bright, easy-care laminate flooring, an inviting Florida room perfect for relaxing or entertaining, and a well-appointed kitchen with generous storage and workspace. NEW AC replaced 6 years ago! The primary suite boasts a large walk-in closet and built-in storage, while the guest suite features a convenient Jack-and-Jill bath — all designed for effortless living and comfort. Live the Ultimate Resort-Style Lifestyle: This community isn’t just a place to live — it’s a vibrant lifestyle. Spend your days boating from your private marina with direct access to the Harris Chain of Lakes, perfect for every level of water enthusiast. The golf-cart-friendly streets invite you to explore with ease, whether you’re headed to the clubhouse or meeting friends for a game. Enjoy a robust amenity package that includes: Tennis and pickleball courts, Shuffleboard courts, Community pool & spa, Fitness center, Clubhouse with social events & activities, Marina & secure boat/RV storage, Golf cart-accessible community roads …and so much more designed for fun, fitness, and friendship. With HOA-included water, sewer, lawn care, emergency services, and a calendar full of clubs, classes, and activities, you’ll have more time to enjoy the things you love. Perfectly positioned for Florida leisure living, this home offers the best of comfort, convenience, and community — making every day feel like a getaway.
Listing is courtesy of: NEW HEIGHTS REALTY GROUP (407-934-0305)
Listing Agent: Daniel Rodriguez (407-934-0305)
112 S MOSS ST, LEESBURG, FL 34748
$224,500545 Days on yellowkey MLS ID: O6249821
Bed: 4 Bath: 3.0 Liv Area Sq Ft: 1505 Built: 1939 Tax: $2,805 (2023)Community: Leesburg Lsbg Realty Cos AddSingle Family
Taxes:$2,805
Tax Year: 2023
Remarks: Welcome to your dream home! This stunning 4-bedroom, 3-bathroom residence boasts a bright and inviting living/dining room combo, perfect for entertaining or gatherings. The kitchen features elegant granite countertops and modern stainless steel appliances, making it a chef's delight. Step outside to discover a spacious backyard, ideal for outdoor activities or relaxing in the sun. With its perfect blend of comfort and style, this home is a must-see! Corporate seller, selling as/is, may not know age of roof, ac, systems.
Listing is courtesy of: MAINSTAY BROKERAGE LLC (800-583-2914)
Listing Agent: Rochele Minerd (678-263-2640)
32510 WHITNEY RD, LEESBURG, FL 34748
$700,00017 Days on yellowkey MLS ID: G5109672
Bed: 5 Bath: 2.5 Liv Area Sq Ft: 2381 Built: 2001 Tax: $3,355 (2025)Community: N/ASingle Family
Taxes:$3,355
Elementary School: Fruitland Park Elem
Remarks: Escape to your own private lakefront countryside retreat with this picturesque pond-front property set on 8± acres, offering incredible equestrian potential and peaceful, open space. This charming 5-bedroom, 2.5-bath ranch-style home spans 2,381 square feet and is perfectly positioned with a generous setback, creating a serene sense of arrival through the expansive front yard. Designed for both comfort and functionality, the property features two cross-fenced pastures shaded by mature trees, a garden area, a large parking pad, and a 20x20 metal carport with a workshop. A paver walkway leads to the inviting front porch—an ideal spot to unwind with morning coffee or enjoy a refreshing drink on a warm afternoon. Inside, vaulted ceilings and low-maintenance tile flooring enhance the bright, open-concept layout. The living room centers around a cozy wood-burning fireplace and flows seamlessly into the kitchen and dining areas, creating the perfect space for everyday living and entertaining. The kitchen is well-equipped with abundant wood cabinetry, stainless-steel appliances—including a French-door refrigerator—and a convenient breakfast bar for casual gatherings. Double French doors open to a spacious Florida room, where panoramic windows invite in natural light, backyard views, and gentle breezes. The primary suite offers a relaxing retreat with a walk-in closet and a private en-suite bath featuring dual sinks and a walk-in shower. Four additional bedrooms provide flexibility for family and guests, and the home also features a dedicated home office. Additional highlights include a laundry room, an oversized storage space currently used as a pantry, a whole-house surge protector, a newer A/C system, a whole-house filtration water softener, and a durable metal roof—ensuring both comfort and peace of mind. Outdoors, the property continues to impress with a variety of fruit trees, a storage shed, and a second metal carport ideal for boats or extra vehicles. A small barn offers excellent potential for conversion into horse stables. Wander to the back of the property to discover Lake Robinson nestled beneath a canopy of mature trees—your own private fishing and relaxing escape. Whether you're an equestrian enthusiast or simply seeking space, privacy, and natural beauty, this exceptional property offers the perfect place to call home.
Listing is courtesy of: ERA GRIZZARD REAL ESTATE (352-735-4433)
Listing Agent: Loretta C. Maimone (352-357-2400)
21635 STIRLING PASS, LEESBURG, FL 34748
$385,00021 Days on yellowkey MLS ID: G5110164
0 Days Off yellowkey (back on 3/30/2026)
Bed: 3 Bath: 3.0 Liv Area Sq Ft: 2026 Built: 2002Monthly Fee: $229 Tax: $2,850 (2025)Community: Royal Highlands Ph 01DSingle Family
Taxes:$2,850
Remarks: Welcome to this beautifully maintained Duke model in the sought-after 55+ community of Royal Highlands, where comfort, privacy, and flexible living come together effortlessly. Ideally located on a quiet homesite, this residence welcomes you with an attractive paver driveway and courtyard entry that sets the tone for what’s inside. Step through to discover a thoughtfully designed floor plan centered around a spacious great room, perfect for both everyday living and entertaining. The kitchen offers quartz countertops, ample cabinetry, and a cheerful breakfast nook, creating a natural gathering space that flows seamlessly into the main living areas. One of the home’s most inviting features is the private outdoor retreat. Enjoy your enclosed lanai complete with a relaxing hot tub—ideal for unwinding after a day of activities or hosting friends in a peaceful setting. The owner’s suite provides a comfortable escape with generous space, a walk-in closet, and an en-suite bath featuring dual sinks and a separate shower. A well-appointed guest bedroom and bath ensure visitors feel right at home, while additional flex space offers versatility for a home office, hobby room, or den. Practical updates provide peace of mind, including a 2015 roof, 2014 HVAC, 2021 water heater, and three newer windows installed in 2019. The home also features an inside utility room and an oversized garage, offering plenty of storage and functionality for today’s lifestyle. Located in Royal Highlands, a premier resident-owned, gated community, residents enjoy an exceptional array of amenities including indoor and outdoor pools, an 18-hole golf course, restaurant and pro shop, tennis, pickleball, shuffleboard, softball, fitness center, billiards, library, and a grand recreation hall hosting concerts, events, and social gatherings. The HOA includes cable, high-speed internet, and secure RV/boat storage.
721 TIMBERCREST DR, LEESBURG, FL 34748
$279,900248 Days on yellowkey MLS ID: G5100419
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1667 Built: 2001Monthly Fee: $265 Tax: $1,812 (2024)Community: Pennbrooke Ph 01K Units 01 & 02Single Family
Taxes:$1,812
Remarks: This charming home is located in Pennbrooke Fairways, a gated 55+ community! This delightful Melbourne model features 3bdrs, 2 baths and a 2 car garage. This property has an inviting blend of comfort and style, perfect for both relaxation and entertaining. Step inside to discover a thoughtfully designed open floor plan that seamlessly connects living spaces. Flooring through-out (no carpet). The heart of the home is its beautifully appointed kitchen featuring stunning Corian countertops, cabinets w/pull-outs, newer appliances, and a dinette. The large laundry rm has a washer/dryer, a long counter top and several cabinets w/pullouts for extra storage. The primary bdr has plenty of ample space including an en-suite with a large walk-in closet, step in shower with a seat & grab bar, also a long vanity and double sinks. Enjoy your favorite drink while relaxing in the large screened lanai with sliding acrylic windows. This home also offers a brand-new HVAC system installed in 2025, The roof was replaced in 2019, hot water heater (2017), all windows replaced with dbl panes in 2010 (excluding the mstr bath). Pennbrooke Fairways is a 55+ community with a low monthly HOA fee of $265.00 that includes cable, internet, lawn mowing, edging, boat & RV parking and storage! There is a 24 hour guarded security gate, pools, golf courses, restaurant, pro shop, fitness center, tennis courts, bocce ball, pickleball, cornhole, shuffleboard plus 2 rec centers. Pennbrooke is conveniently located with in minutes of Publix, Walgreens and The Villages Brownwood Town Square...where there is plenty of shopping, dining, medical and entertainment.
Listing is courtesy of: ERA GRIZZARD REAL ESTATE (352-787-6966)
Listing Agent: Dalemarie Lamb-Witter (352-551-7615)
27014 CAMERONS RUN, LEESBURG, FL 34748
$385,00049 Days on yellowkey MLS ID: O6384954
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 2256 Built: 2015Monthly Fee: $127 Tax: $6,073 (2025)Community: Arlington RidgeSingle Family
Taxes:$6,073
Remarks: One or more photo(s) has been virtually staged. One or more photo(s) has been virtually staged. Experience the ultimate Florida lifestyle at 27014 Camerons Run in the premier 55+ community of Arlington Ridge. This meticulously maintained residence is now an even more exceptional value: the seller will prepay your HOA fees for TWO FULL YEARS! This incredible incentive saves you $127 per month, allowing you to enjoy world-class amenities with zero carrying costs for your first 24 months. Step inside to an open, sun-drenched floor plan featuring modern finishes and a seamless flow perfect for entertaining. The spacious kitchen and inviting living areas overlook a private outdoor space, ideal for morning coffee or sunset views. Residents enjoy access to a championship golf course, resort-style pools, a fitness center, and on-site dining. With your HOA fees covered, you can dive straight into the social clubs and active lifestyle that make Leesburg famous. Don’t miss this rare opportunity to secure a "worry-free" move-in with significant immediate savings. Welcome home!
Listing is courtesy of: MARK SPAIN REAL ESTATE (855-299-7653)
Listing Agent: Jessica Collins (386-564-0120)
347 BENTWOOD DR, LEESBURG, FL 34748
$269,24731 Days on yellowkey MLS ID: G5109411
2 Days Off yellowkey (back on 3/30/2026)
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1643 Built: 2004Monthly Fee: $265 Tax: $3,679 (2025)Community: Pennbrooke FairwaysSingle Family
Taxes:$3,679
Remarks: ADORABLE 3 BEDROOM AND 2 BATH HOME IN Pennbrooke Fairways, a 55+ Community! NO CARPET IN MAIN LIVING AREAS. ENCLOSED LANAI WITH A PRETTY BACKYARD SPACE FOR RELAXING. INSIDE LAUNDRY! LOVELY LANDSCAPING! EXPECT THE UNEXPECTED! This hidden gem of a community is located just 5 minutes south of The Villages, less than an hour to Orlando, Tampa and Daytona Beach within 90 minutes... just a perfect location for day trips! Pennbrooke Fairways golf course offers golfers two executive nines and one regulation nine. Golfing packages are available for community residents and open to the public. Pennbrooke offers RV and Boat Storage with Dump & Wash Stations and 24-hour Gated, Guarded Security. The community center offers a Hair Salon, Library and Real Estate Community Office onsite. Your HOA includes cable, internet and lawn cutting services. 55+ only community with pools, club recreational centers, 3 golf courses, restaurant, pub, walking trails, pickleball, shuffleboard and much more! Loads of fun activities are planned throughout the year! Conveniently located within minutes of The Villages and Brownwood Town Square... enjoy all the shopping and dining the Villages has to offer and just minutes to Downtown Leesburg. Central Florida living at its best! Expect the unexpected! ROOF 2022
Listing is courtesy of: MAXREV LLC (904-460-2789)
Listing Agent: Jayne Marvin (352-205-5379)
500 NEWELL HILL RD #101A, LEESBURG, FL 34748
$68,00050 Days on yellowkey MLS ID: G5108494
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1134 Built: 1975 Tax: $1,041 (2025)Community: Leesburg Chesterbrook CondoCondo
Taxes:$1,041
Remarks: Welcome to Chesterbrook — a quiet, well-kept 55+ community just minutes from Lady Lake, The Villages, and the sparkling waters of Lake Griffin on the renowned Chain of Lakes. This beautifully updated 2-bedroom, 2-bathroom ground-floor condo offers comfort, convenience, and a relaxed Florida lifestyle. Step inside to an inviting open floor plan with premium ceramic tile in the kitchen, baths and living areas for added durability and style. As an end-unit you will enjoy extra privacy and a peaceful setting. The enclosed patio provides the perfect spot to unwind on warm afternoons — a cozy indoor-outdoor retreat you can enjoy year-round. Parking is just steps from your front door, making daily living effortless. Chesterbrook residents enjoy a friendly, active community with amenities that include: A refreshing community pool A welcoming clubhouse A convenient bathhouse Shuffleboard courts for leisurely afternoons You’ll love the unbeatable location — close to restaurants, shopping, medical facilities, and only a short 15-minute drive to all the entertainment and conveniences of The Villages. Outdoor lovers will appreciate quick access to the Chain of Lakes for boating, fishing, and scenic adventures. The condo fee covers water, sewer, trash, and grounds maintenance, giving you true low-maintenance living. Community roof replacement is already underway. Whether you’re looking for a comfortable full-time home or a smart investment opportunity, this move-in-ready condo checks all the boxes. Come see why Chesterbrook is such a special place to call home.
Listing Agent: James Donovan (352-552-8195)
1643 ANN ROSE WAY, LEESBURG, FL 34748
$343,90019 Days on yellowkey MLS ID: O6394558
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1780 Built: 2026 Tax: $253 (2025)Community: Arbor Park Phase 1Single Family
Taxes:$253
Remarks: Under Construction. Exceptional Value with Paid Closing Costs and Flexible Financing Options Opportunities like this don’t come often. Buyers can take advantage of paid closing costs, along with Flex Cash when using the preferred lender, making this brand-new home both a smart financial move and an easy decision. This 3-bedroom, 2-bath home is thoughtfully designed for the way you live today. The open floor plan creates a natural flow between spaces, perfect for entertaining guests or enjoying quiet evenings at home. At the heart of the home, the upgraded kitchen features granite countertops throughout, a large center island, and Whirlpool stainless steel appliances, offering both style and functionality. The main living areas bringing natural light and a calming backdrop into your everyday routine. It’s a setting that adds privacy, beauty, and a sense of escape you’ll appreciate every day. The bathrooms are spacious and elegantly finished with granite countertops, maintaining a clean and cohesive design throughout the home. Added peace of mind comes standard with a 1-year builder warranty and a 10-year structural warranty, ensuring confidence well beyond move-in day. Community amenities will include a resort-style pool with cabanas and a dog park, pickleball courts, a tot lot, and walking trails offering comfort, convenience, and a lifestyle designed to be enjoyed. If you’ve been waiting for the right home, the right incentives, and the right community, this is the one that brings it all together.
Listing is courtesy of: ADAMS HOMES REALTY, INC. (407-523-1030)
Listing Agent: Danielle Lituski (410-490-7748)
1639 ANN ROSE WAY, LEESBURG, FL 34748
$344,90019 Days on yellowkey MLS ID: O6394554
Bed: 4 Bath: 2.0 Liv Area Sq Ft: 1820 Built: 2026 Tax: $253 (2025)Community: Arbor Park Phase 1Single Family
Remarks: Under Construction. ***Paid Closing Costs and Flex Cash available*** This brand-new 4-bedroom, 2-bathroom home offering 1,820 sq ft of living space is designed with comfort, functionality, and modern living in mind. The home features 10-foot ceilings throughout, creating a bright and open atmosphere. The thoughtfully designed floor plan provides a seamless flow between the living, dining, and kitchen areas, making it ideal for everyday living and entertaining. The spacious primary suite offers a private retreat with vaulted ceilings and conservation views, providing added privacy and a peaceful natural backdrop. At the center of the home is a modern kitchen with a center island, perfect for meal preparation and casual dining, along with a breakfast nook for everyday gatherings. A separate formal dining room offers additional flexibility and may also be used as a home office or multipurpose space. The three additional bedrooms are generously sized, offering comfort and privacy for family members or guests. Outdoor living can be enjoyed from the covered lanai, ideal for relaxing or entertaining while enjoying Florida’s year-round weather. Additional highlights include a 1-year builder warranty, 2-year plumbing and electrical warranty, and a 10-year structural warranty, providing added peace of mind.
2948 TANGERINE CT, LEESBURG, FL 34748
$219,90019 Days on yellowkey MLS ID: G5110262
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1434 Built: 1992Monthly Fee: $245 Tax: $2,759 (2025)Community: Royal Oak Estates 3Rd AddVilla
Taxes:$2,759
Remarks: This attractive 2-bedroom, 2-bathroom Villa in Royal Oak Estates, Leesburg, offers an exceptional opportunity. The residence features meticulously maintained interiors with luxury vinyl plank flooring throughout and a desirable split floor plan that enhances privacy. The open-concept living area connects seamlessly to an extra-large, screened patio—ideal for entertaining guests. Additional storage is available in the separate room located on the patio. The kitchen is equipped with a spacious breakfast bar, new stainless-steel appliances, quartz countertops, and a pantry. The primary bedroom includes an ensuite bathroom with dual vanities and ample storage; both bathrooms feature new quartz countertops. Royal Oak Estates is gated community with swimming pool, club house and fitness center and is conveniently located near Leesburg schools and the amenities of Brownwood, this home also comes with a 13-month warranty for added peace of mind. Recent updates include a new roof (2019), and replacements of the A/C and water heater (2022).
Listing Agent: Jim Richardson (352-874-7606)
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