Location: Leesburg , 34748
Do Not Show Listings
32512 OAK PARK DR, LEESBURG, FL 34748
$234,000209 Days on yellowkey MLS ID: O6360997
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1312 Built: 1993Monthly Fee: $255 Tax: $3,337 (2025)Community: Pennbrooke FairwaysSpa: NoSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$3,337
Elementary School: None
High School: None
Tax Year: 2025
Middle School: None
Remarks: One or more photo(s) has been virtually staged. One or more photo(s) has been virtually staged. Welcome to 32512 Oak Park Drive, a delightful 3-bedroom, 2-bathroom home. This open-concept design is bathed in natural light, featuring a kitchen that seamlessly flows into the spacious living room and an adjoining dinette surrounded by windows. Enjoy the added bonus of an enclosed front porch, a perfect spot to relax with your morning coffee or unwind in the evenings. The home also includes a one-car garage, providing both convenience and extra storage space. Step outside to the screened back porch, offering a tranquil view of the backyard and the wooded conservation area—with no neighbors behind or on the west side, ensuring privacy and quiet. Located in a sought-after 55+ GUARD GATED community, residents have access to a wealth of amenities, including a 3, 9 hole golf courses, vibrant community center, social activities, and on-site support services. Cable, Internet and Phone are included in HOA. Plus, its proximity to The Villages means even more shopping, dining, and entertainment options are just a short drive away. This home is a perfect opportunity for full-time or seasonal living, offering a solid foundation for a new owner to bring their personal touch and make it their own. Don’t miss out on this chance to enjoy the Florida lifestyle in a peaceful and welcoming community!
Listing is courtesy of: COLDWELL BANKER REALTY (407-352-1040)
Listing Agent: Mike Borah (407-451-4009)
2419 W MAIN ST, LEESBURG, FL 34748
$199,900236 Days on yellowkey MLS ID: G5103554
0 Days Off yellowkey (back on 6/5/2026)
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1550 Built: 1946 Tax: $1,251 (2024)Community: Leesburg Indian OaksSingle Family
Taxes:$1,251
Tax Year: 2024
Remarks: Come take a look at this flexible opportunity to own either a single family home with a mother in law quarters / attached rental, duplex, or even a professional office with a rental apartment in the rear! This home was built initially as a single family home, but has been partitioned to be a 2/1 up front and a studio apartment in the rear. Its location as a corner lot directly on Main Street, just moments away from the New WAWA, adjacent to a professional plaza, moments to Brownwood and Downtown Leesburg, position it perfectly for an income property as professional space or multi-family. The home boasts a brand new roof (2025) and new water heater. The lot is 1/4 acre with detached storage and a carport. Current zoning is residential, but it is surrounded by residential / professional and could be easily transitioned with the City of Leesburg.
Listing is courtesy of: CARLINO REAL ESTATE GROUP INC (352-326-2662)
Listing Agent: Alex Vonhartman (352-406-8553)
25904 NEWCOMBE CIR, LEESBURG, FL 34748
$337,50015 Days on yellowkey MLS ID: G5112857
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2153 Built: 1993Monthly Fee: $135 Tax: $2,580 (2025)Community: Highland Lakes Ph 01BSingle Family
Taxes:$2,580
Remarks: Original owner took great pride in ownership of this well-maintained single-family home. Close proximity to the clubhouse. BLOCK and STUCCO exterior | 3-bedrooms | 2 baths | OVER-SIZED 2 car garage features 610sf of mancave space | MOVE-IN READY! BRICK PAVED DRIVE & WALK | Covered front entry leads to an open floor plan featuring living and dining room combination with decorative molding | Large eat-in kitchen boasts STAINLESS APPLIANCES (NEW dishwasher) and natural gas range, tile flooring. NEW LVP (Luxury Vinyl Plank) flooring | FRESH INTERIOR PAINT | SKYLIGHTS for lots of natural lighting |Family room/bonus room features Shiplap entertainment wall with built-in electric fireplace, wet bar for entertaining, including mini frig and cooktop | Primary Retreat comes with NEW LVP flooring, His & Her walk-in closets, an ensuite bath with wheelchair accessible shower boasting glass block and tile surround, tall vanity with granite top and dual sinks | SPLIT BEDROOM LAYOUT with two additional bedrooms and updated guest bath | Florida Room over-looks peaceful backyard setting | ROOF 2022 | UPDATED SIEMENS electric panel (2026) | WATER HEATER 2016 | newer HVAC Highland Lakes is a gated 55+ community situated in Central Florida just south of Leesburg & offers residents the following amenities: Recreational Clubhouse with two swimming pools; indoor (heated) & outdoor, a softball field complete with concession stand, an indoor arena with a stage for comm. events, complete kitchen, billiard/ping pong rm., 4 tennis courts (2 courts are lighted), 1 indoor tennis court, 8 lighted shuffle board courts, bocce ball courts, 2 outdoor and 4 indoor pickleball courts, 7 horseshoe pits, covered picnic pavilion with picnic tables & grills to barbeque, library, meeting/card room, exercise room/fitness, craft room, golf driving range, RV/boat storage (included in HOA) & has 260 spaces on a secured lot (fenced & lockable), a Craftsmen building/woodworking shop (homeowners can join the club for only $12 annually and use any/all tools available), there's also a Nature Trail within the community & seven lakes scattered throughout Highland Lakes; 4 are used by residents for catch & release fishing! Don't wait............. call now to schedule your private tour!
Listing Agent: Sara Sutherland (407-341-6328)
25069 RIVERWALK DR, LEESBURG, FL 34748
$275,00042 Days on yellowkey MLS ID: G5111852
REDUCED by $35,000 (11.3%) on 06/05/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1737 Built: 1998Monthly Fee: $180 Tax: $1,514 (2025)Community: Plantation At LeesburgSingle Family
Taxes:$1,514
Remarks: Welcome to this beautifully maintained 3-bedroom, 2-bath home located in the highly sought-after golf community of Plantation at Leesburg. Offering 1,730+ square feet of living space, this home combines comfort, functionality, and scenic views. The spacious kitchen features a large dining area overlooking the golf course, along with ample cabinetry and counter space—perfect for both everyday living and entertaining. Just off the kitchen, you’ll find a convenient laundry room with extra storage, which leads to the two-car garage and includes pull-down attic access for additional storage. The living room serves as the heart of the home, providing direct access to the lanai—an ideal spot to relax and enjoy the peaceful surroundings. Adjacent to the living room is a formal dining area that can easily accommodate a full dining set. This home offers a split floor plan, ensuring privacy for both owners and guests. The primary suite features two walk-in closets and a private en-suite bath complete with dual vanities, a soaking tub, and a walk-in shower. The guest bedrooms are generously sized with ample closet space and share a full bathroom with a walk-in shower. One guest room also has direct access to the lanai. Plantation at Leesburg offers an active lifestyle with exceptional amenities, including: Two golf courses Three clubhouses Three swimming pools Two fitness centers Tennis, softball, and popular pickleball courts Scenic walking areas A variety of social activities, from art to billiards (including a dedicated billiards room) This is a golf cart-friendly community, allowing you to easily access the on-site restaurant, where you can enjoy great food, refreshing drinks, and live entertainment. Additional updates include a roof installed in 2017 and an AC system from 2019. Come experience the lifestyle and schedule your private tour of this wonderful home today!
Listing is courtesy of: CENTURY 21 MYERS ROSE REALTY (352-717-2000)
Listing Agent: Mary Jane Grimes (410-353-0795)
5540 HAMLIN COURT, LEESBURG, FL 34748
$268,00013 Days on yellowkey MLS ID: G5113110
0 Days Off yellowkey (back on 6/4/2026)
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1820 Built: 1993Monthly Fee: $180 Tax: $1,952 (2025)Community: The Plantation Of Leesburg Magnolia PointSingle Family
Taxes:$1,952
Remarks: Under contract-accepting backup offers. One or more photo(s) has been virtually staged. Welcome to The Plantation, a premium 55+ resort-style golf community. This well-maintained home in Magnolia Point is on a quiet cul-de-sac with a private backyard overlooking a conservation area with a water view. Enjoy the tranquility of nature and the beauty of your own private Butterfly Garden. This 1,820 sf home offers peace of mind with a new roof and updated windows throughout, along with an electrical subpanel installed in 2026. It boasts high ceilings, upgraded luxury vinyl and tile flooring throughout the home. A split floorplan offers privacy for your guests. The very spacious primary bedroom features a generous walk-in closet and an en-suite bathroom with a relaxing Garden Tub and a walk-in shower for you. The kitchen is equipped with a stainless-steel package, Corian countertops, ample solid wood cabinetry with pull-outs, and a large eat-in kitchen area that overlooks the family room. Enjoy year-round relaxation in the enclosed Florida room complete with a ceiling fan creating an extension of your living space. The Plantation of Leesburg offers two 18-hole golf courses, three clubhouses, swimming pools and fitness rooms, tennis, pickleball, and shuffleboard courts, walking trails, a fishing dock, endless clubs, social events and a full calendar of activities all for a low HOA fee of $180- a month. Schedule your private tour today!
Listing is courtesy of: FLORIDA PLUS REALTY, LLC (352-901-9100)
Listing Agent: Renee Williams (352-459-9794)
3544 MOUNT HOPE LOOP, LEESBURG, FL 34748
$319,90089 Days on yellowkey MLS ID: G5109669
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1856 Built: 2006Monthly Fee: $180 Tax: $2,102 (2025)Community: Plantation At Leesburg Glendale VillageSingle Family
Taxes:$2,102
Remarks: Welcome to this well-maintained block home featuring a spacious open floor plan and beautifully landscaped surroundings. Inside, you'll find plantation shutters throughout and durable tile flooring, creating a clean and cohesive look. The kitchen offers ample cooking space, a convenient pantry, and a cozy dinette area just off the kitchen, perfect for casual meals. The owner’s suite features a full bathroom with double sinks, a walk-in shower, and a walk-in closet. A comfortable guest bedroom includes double closets and tile flooring, while the third bedroom offers a large closet and double-door entry, making it ideal for guests, an office, or hobby space. The laundry room includes a utility sink and plenty of extra storage, adding everyday convenience. Major updates include AC (2023) and roof (2024). Located in The Plantation at Leesburg, a vibrant 55+ community offering outstanding amenities including three swimming pools, two clubhouses, two golf courses, two fitness centers, softball, popular pickleball courts, and scenic walking trails. Residents enjoy easy golf cart access to Steve's Bar & Grill for great food and nightly entertainment. Low HOA and easy access to the Florida Turnpike make this home as convenient as it is enjoyable. Come experience the active Florida lifestyle this community has lots of fun...come join in.
Listing is courtesy of: CENTURY 21 MYERS ROSE REALTY (352-536-0100)
3798 ARLINGTON RIDGE BLVD, LEESBURG, FL 34748
$304,00010 Days on yellowkey MLS ID: G5113064
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1416 Built: 2017Monthly Fee: $127 Tax: $3,664 (2025)Community: Arlington Rdg Ph 3ASpa: YesSingle Family
Taxes:$3,664
Remarks: Affordable guard gated golf community home. Welcome to a life that feels like vacation every day. Nestled in one of Central Florida’s most desirable resort-styled, guard-gated, active-adult golf communities, this beautiful, Low-maintenance 2 bedroom 2 bath w/Flex room and stretched 2 car garage, RARE, OVER-SIZED DRIVEWAY (25 FEET LONG, 23 FEET WIDE) HAS PLENTY OF OFF-STREET PARKING, EVEN FOR LARGE PICK-UP TRUCKS. w/Heavy Duty Block & Stucco construction built in 2017 is priced to sell. EXTERIOR PAINTED AND SIDEWALKS AND DRIVEWAY POWER-WASHED JUNE 2026 The home delivers the comfort, quality, and freedom you’ve been dreaming of all without the resort price tag. Every detail has been thoughtfully cared for giving you peace of mind and more time to enjoy the things you love. Step inside open-concept home and feel the spacious flow of the 15x16 great room with high ceiling to enhance your sense of space is perfect for relaxed evenings or lively gatherings with friends. The kitchen is equipped with plenty of cabinets, granite counters, closet pantry, stainless steel fridge and glass-top electric range , (THEY STAY WITH THE HOME) , Plantation Shutters throughout the home. The split-bedroom layout offers privacy for you and your guests, while the owner’s suite with ensuite bath w/ walk-in shower, private toilet and walk-in closet. The split bedroom floor plan provides the privacy you need, Step out on to your 14x9 covered & screened lanai and breathe in the tranquility of surrounding greenery while sipping your morning coffee or afternoon margarita, has an indoor laundry room for your comfort (WASHER & DRYER STAY) Backyard is large enough to add a pool and screened bird cage. YOU NEVER HAVE TO WORRY ABOUT ELECTRICITY WITH IT'S NEWER 22KW WHOLE HOUSE GENERATOR POWERED BY NATURAL GAS SO IT NEVER NEEDS REFILLING AND IS ALWAYS READY With its energy efficient foam-filled insulated block and stucco construction, high elevation, and substantial insurance savings for wind and flood protection, this home offers strength and serenity in equal measure. But what truly sets this home apart is the lifestyle. Arlington Ridge is more than a community it’s a way of living. Spend your mornings on the championship 18-hole golf course, your afternoons at the heated pools or fitness center, and your evenings with neighbors at the on-site restaurant, tavern, or free movie theater. Enjoy tennis, pickleball, billiards, or a peaceful stroll along golf cart-friendly streets lined with sidewalks and manicured landscapes. And with a remarkably low HOA of just $126/month, you’ll enjoy lawn care, high-speed internet, Wi-Fi, and over 200 cable channels included. With hardly any yardwork to worry about, What will you do with all your free time? Conveniently located near shopping, dining, medical services, and a short drive to Orlando’s attractions and both coasts’ beaches, this home blends resort-style living with everyday practicality. Don’t just buy a home, embrace the lifestyle you worked hard for and deserve. Schedule your private showing today and start living your best Florida life at Arlington Ridge. Retirement is not the end, it’s a new chapter just beginning.
Listing is courtesy of: LOKATION (954-545-5583)
Listing Agent: Steven Simpkins (352-425-4860)
5828 CLIFFBOW LOOP, LEESBURG, FL 34748
$344,41511 Days on yellowkey MLS ID: O6413514
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2004 Built: 2026Monthly Fee: $90 Tax: $4,305 (2026)Community: Groves At WhitemarshSpa: NoSingle Family
Taxes:$4,305
Elementary School: Leesburg Elementary
High School: Leesburg High
Tax Year: 2026
Middle School: Oak Park Middle
Remarks: One or more photo(s) has been virtually staged. Under Construction. Experience the convenience and accessibility of this incredible location. Located off Florida's Turnpike, enjoy easy access to downtown Leesburg, Orlando, and the Mount Dora area. Running errands or grocery shopping is a breeze, as downtown Leesburg's major shops and restaurants are just minutes away. If you seek an active lifestyle and a love of the outdoors, you'll find numerous parks, lakes, golf courses, and nature preserves nearby. Soak in panoramic views from the Lake Apopka Loop Observation Tower or the Green Mountain Scenic Overlook, and visit the tranquil Flat Island Preserve—all just a short drive away! Discover a world of enjoyment and relaxation right outside your door. Relax at the neighborhood pool with cabana, play on the playground, or spend quality time with your furry friend at the dog park. The Seaton is the perfect single-family home for growing families and first-time buyers. Step from your front door or two car garage into a light, airy living area with an open kitchen overlooking the great room- complete with access to private patio or large covered lanai for those who enjoy outdoor activities or entertaining guests alike! On the other side of this ideal setup lie three bedrooms, two bathrooms, a walk-in laundry room and more! The secluded primary suite has all you need in privacy; dual sinks, spacious closet plus extra linen storage make it feel like nothing else matters but restful comfort! Get ready to settle down somewhere special – come see why this 2,001 square foot new construction could be just what you've been looking for! *Photos are from a similar home.
Listing is courtesy of: SM FLORIDA BROKERAGE LLC (770-365-2982)
Listing Agent: Jason Walzer (407-537-2883)
21127 ROYAL ST GEORGES LN, LEESBURG, FL 34748
$350,00067 Days on yellowkey MLS ID: A4686807
REDUCED by $9,000 (2.5%) on 05/13/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1802 Built: 1999Monthly Fee: $229 Tax: $4,134 (2025)Community: Royal Highlands Ph 01CaSpa: YesSingle Family
Taxes:$4,134
Remarks: Golf course views in your backyard, plus $3,500 lender credit and free appraisal, this is the lifestyle upgrade you’ve been waiting for. Beautiful home located on the 7th hole in the sought-after, gated 55-plus community of Royal Highlands in Leesburg. This 2-bedroom, 2-bath residence with a spacious den, ideal as a third bedroom, offers a bright and open floor plan with luxury vinyl plank flooring throughout, complemented by vaulted ceilings, plantation shutters, and abundant natural light. The kitchen features a center island, ample cabinetry, and updated appliances, including a new refrigerator and garbage disposal, creating a functional and inviting space for everyday living. The living and dining areas flow seamlessly into the expansive 38-foot enclosed lanai, one of the home’s standout features, complete with a summer kitchen, two ceiling fans, an additional refrigerator, and generous space for entertaining or relaxing while enjoying peaceful golf course views. The den with double French doors offers flexibility and can easily function as a third bedroom, home office, or hobby space, providing additional value and versatility. Recent updates include a new roof in 2026, new attic insulation, two solar attic fans, a whole-house Culligan water purification system, and updated window treatments throughout. An exterior kitchenette and additional storage further enhance the home’s functionality. Royal Highlands is a resident-owned, gated 55-plus community offering indoor and outdoor pools, a fitness center, a clubhouse, a restaurant, and a full calendar of social activities. The 18-hole golf course is available with a separate membership. HOA is $229 per month and includes cable, internet, and additional community benefits. Homes with this level of upgrades, outdoor living space, and golf course positioning are in high demand. Schedule your private showing today to experience it in person.
Listing is courtesy of: TOP FLORIDA HOMES (855-919-0458)
Listing Agent: Larissa Smith (614-338-5489)
101 MARIGOLD ST, LEESBURG, FL 34748
$127,90011 Days on yellowkey MLS ID: R4911370
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1213 Built: 1976Monthly Fee: $397 Tax: $1,948 (2025)Community: Hawthorne At Leesburg A CoopMobile Home
Taxes:$1,948
Remarks: Beautifully Updated & Furnished 2-Bedroom, 2-Bath Home with Abundant Storage! This well-maintained and move-in-ready 2-bedroom, 2-bath home offers the perfect combination of comfort, convenience, and valuable updates throughout. Being sold furnished, this home is ready for you to move in and start enjoying the Florida lifestyle right away. Inside, you'll find a thoughtfully designed floor plan with plenty of storage space throughout, making it easy to stay organized and keep everything within reach. The remodeled kitchen, completed in 2021, features updated cabinetry and finishes, while the appliances were replaced in 2019. New subfloors installed in April 2024 provide added durability and peace of mind. Additional interior improvements include a new washer and dryer (2024), new vertical blinds (November 2024), and energy-efficient double-pane windows installed in 2016. Major system updates have already been completed, including a new A/C unit installed in January 2021 and a new water heater added in January 2025. The home was professionally releveled in May 2020, and the vapor barrier was repaired in November 2025, helping to protect and preserve the home's foundation. Outside, you'll appreciate the concrete pad added in 2021, providing additional outdoor functionality, and the new front steps installed in April 2025 that enhance both accessibility and curb appeal. Located in Hawthorne at Leesburg, a vibrant 55+ community that blends comfort, convenience, and affordability, residents enjoy a maintenance-free lifestyle for just $397 a month. The monthly fee includes water, sewer, lawn care, emergency services, and access to an impressive array of resort-style amenities, including secure RV and boat storage. The expansive clubhouse serves as the social heart of the community, featuring over 100 organized activities, a welcoming lounge, card rooms, billiards, a fitness center, library, and fine arts studio. A dedicated program coordinator ensures there is always something exciting on the calendar. Boating enthusiasts will appreciate the private marina with 120 boat slips offering direct access to the beautiful Harris Chain of Lakes. Safety and peace of mind are top priorities, with a 24/7 on-site team of state-certified firefighter/EMTs, emergency vehicles, and in-home emergency response buttons. Residents also enjoy scenic walking trails, beautiful lake views, fishing, boating, and golf cart-friendly streets that provide easy access to nearby shopping, dining, and medical facilities. With its extensive list of upgrades, abundant storage, excellent maintenance history, and desirable location within one of Central Florida's premier active adult communities, this home offers an exceptional opportunity to enjoy the very best of Florida living. Schedule your private showing today and discover the perfect blend of comfort, community, and convenience.
Listing is courtesy of: BLACK TIE REAL ESTATE PROFESSIONALS, INC. (352-516-8810)
Listing Agent: Dee Brown (352-516-8810)
408 HAWTHORNE BLVD, LEESBURG, FL 34748
$109,900494 Days on yellowkey MLS ID: R4908835
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1152 Built: 1974Monthly Fee: $397 Tax: $2,113 (2024)Community: Hawthorne At Leesburg A CoopMobile Home
Taxes:$2,113
Remarks: Beautifully Furnished Home in Hawthorne at Leesburg – 55+ Resort-Style Living | Motivated Sellers! Enjoy comfort, convenience, and an active Florida lifestyle in this beautifully furnished home, ideally located on desirable Hawthorne Blvd in the highly sought-after 55+ community of Hawthorne at Leesburg. This well-maintained residence showcases numerous recent upgrades, including a durable mule-hide membrane roof, brand-new carpet, updated windows (April 2026), reinforced subflooring in both bedrooms (April 2026), a new stove, updated faucets, and enhanced flooring—offering both style and peace of mind. The spacious primary bedroom provides a relaxing retreat and features a nearly new mattress, while the addition of an ADA-compliant toilet enhances accessibility and everyday comfort. Hawthorne at Leesburg is known for its exceptional lifestyle, featuring a clubhouse, heated pool, fitness center, scenic walking trails, and over 100 resident-led activities. Enjoy peaceful afternoons fishing or take advantage of the private marina with 120+ boat slips and direct access to Lake Harris. For added security and peace of mind, residents benefit from a state-of-the-art emergency response system with 24/7 on-site EMT services. Low monthly fees include water, sewer, lawn care, and full access to community amenities—providing truly maintenance-free living. Conveniently located near shopping, dining, and medical facilities, this home offers the perfect balance of relaxation and accessibility. Don’t miss this opportunity to embrace the best of Florida’s 55+ lifestyle—schedule your private showing today!
320 WESTWOOD DR, LEESBURG, FL 34748
$109,24738 Days on yellowkey MLS ID: G5111977
REDUCED by $10,000 (8.4%) on 06/04/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1092 Built: 1987Monthly Fee: $265 Tax: $783 (2025)Community: Pennbrooke FairwaysManufactured Home
Taxes:$783
Remarks: One or more photo(s) has been virtually staged. 2 bedroom and 2 bath home with PRIVACY behind. Your eat in kitchen is light and bright with a bay window that offers plenty of sunshine. Enjoy watching the world go by while relaxing in your lanai. Pennbrooke Fairways, a 55+ Community! 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!
Listing is courtesy of: GOLDKEY REAL ESTATE PARTNERS LLC (352-857-7461)
Listing Agent: Jayne Marvin (352-205-5379)
21630 REGENCY PARK LN, LEESBURG, FL 34748
$274,50046 Days on yellowkey MLS ID: O6402529
REDUCED by $5,400 (1.9%) on 06/02/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1438 Built: 2002Monthly Fee: $229 Tax: $1,771 (2025)Community: Royal Highlands Ph 01DSingle Family
Taxes:$1,771
Remarks: Welcome to this beautifully maintained light and bright 3-bed, 2-bath split plan home featuring laminate flooring and fresh neutral paint through out, with a sunroom offering 1,438 sf of comfortable living in a highly desirable 55+ gated golf community featuring an 18 hole course with pro shop and restaurant. This inviting residence provides the perfect blend of relaxation and active living, with spacious interiors ideal for both everyday comfort and entertaining. Enjoy the peaceful surroundings and the sense of security that comes with living in a well-established, amenity-rich neighborhood designed for an engaging lifestyle. Residents enjoy access to an impressive Rec Center featuring two pools (one indoor and one outdoor), tennis and pickleball courts, facilities for corn hole, shuffleboard, bocce, and even a softball field. Indoors, you’ll find a fitness center, card room, billiards, arts and crafts spaces, and a well-stocked library. There are 4 lakes, wildlife areas and a nature trail. The community’s Great Hall includes a ballroom with a stage and dance floor, perfect for social events and entertainment. With over 75 clubs and regularly scheduled activities, there are endless opportunities to stay active, social, and connected every day.
Listing is courtesy of: RE/MAX TOWN & COUNTRY REALTY (407-695-2066)
Listing Agent: Kelly Butterfield (407-463-1289)
32510 WHITNEY RD, LEESBURG, FL 34748
$675,00076 Days on yellowkey MLS ID: G5109672
REDUCED by $25,000 (3.6%) on 06/04/2026
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)
412 WESTWOOD DR, LEESBURG, FL 34748
$185,70023 Days on yellowkey MLS ID: G5112777
REDUCED by $4,200 (2.2%) on 06/04/2026
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1140 Built: 1990Monthly Fee: $265 Tax: $1,334 (2025)Community: Pennbrooke Ph 1ASingle Family
Taxes:$1,334
Remarks: Welcome to this 55 and over, 2-bedroom, 2-bath home needing updates/renovations, but with a nice floor plan and includes a two-sided wood burning fireplace, and an enclosed porch facing the golf course, but with protective awnings! Are you looking for an active golf community, with a clubhouse and grill? Pennbrooke is in a highly sought-after location off SR 44 between Leesburg's downtown and The Villages, with shopping and dining opportunities, and you are within minutes of I-75 and the Florida Turnpike. Pennbrooke offers RV and boat storage with dump and wash stations and 24-hour gated security with a guard at the front entrance. There is a fitness room, and many community activities such as dinners, bingo, exercise classes, etc. Also, the golf course has two executive nine hole courses and one regulation nine to appeal to all skill levels! The HOA fee covers the maintenance of the amenities, and also lawn mowing and edging of the community and residential properties, Spectrum cable, and high-speed internet. In this community, there are two recreation centers, two pools, tennis, shuffleboard and pickleball courts, and much more. The roof was replaced in 2015 and the AC in 2019.
Listing is courtesy of: RIGHT REALTY CONNECTION, INC. (352-530-2600)
Listing Agent: John Schubert (352-409-2629)
26712 AUGUSTA SPRINGS CIR, LEESBURG, FL 34748
$299,99932 Days on yellowkey MLS ID: O6407612
REDUCED by $30,000 (9.1%) on 05/27/2026
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2211 Built: 2007Monthly Fee: $135 Tax: $3,980 (2024)Community: Leesburg Arlington Ridge Ph 1-BSingle Family
Taxes:$3,980
Remarks: Under contract-accepting backup offers. This beautifully maintained, move-in ready home in Leesburg offers the perfect combination of comfort, quality, and long-term value with all the major updates already done for you. The roof is only 2 years old, the AC is 1 year old, and the water heater is 7 years old — complemented by a fully paid-off solar panel system that keeps energy costs impressively low. The kitchen shines with a brand-new gas range stove, brand-new dishwasher, and a 2-year-old refrigerator, while the laundry room features a 2-year-old washer and dryer. A whole-home reverse-osmosis water softener system adds an extra layer of everyday quality, and a generator attachment is already in place for added peace of mind. Double-pane windows and doors provide enhanced insulation, noise reduction, and energy efficiency throughout. With everything already updated and meticulously cared for, this is a rare opportunity to move right in. FULL 3D walk-through video available upon request. PLEASE NOTE - I AM NOT AVAILABLE ON THE SABBATH/SATURDAY'S.
Listing is courtesy of: CARDINAL REALTY GROUP, LLC. (305-910-2902)
Listing Agent: Meir Tenenbaum (305-721-7408)
4900 HERON RUN CIR, LEESBURG, FL 34748
$234,900154 Days on yellowkey MLS ID: G5106484
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1289 Built: 1995Monthly Fee: $180 Tax: $1,978 (2025)Community: Plantation At Leesburg Heron RunSpa: NoSingle Family
Taxes:$1,978
Remarks: Discover an outstanding value in the sought-after Plantation at Leesburg! This partially furnished 2-bedroom residence is perfectly situated on a spacious, private lot that backs to a tranquil conservation area, offering both serenity and beautiful views. Featuring the popular 1995 Sandpiper model, you’ll enjoy 1,289 sq. ft. of comfortable living space with inviting southern exposure. The home comes mostly furnished (some exclusions may apply) and boasts numerous updates, including a garage door roll-up screen, vinyl fencing, fresh sod, and a new roof and garbage disposal installed in 2024. Additional improvements include leaf filters (2023), refrigerator (2022), water heater (2019), upgraded AC, double-pane windows, vertical blinds, and elegant kitchen (w/pull-out shelves) and bathroom cabinetry completed in 2016. Experience the charm of small-town living with resort-style amenities—schedule your private tour today! Move right in and start living your best life! Schedule a tour of this beautifully maintained property today. Located in one of Central Florida’s premier 55+ active adult communities. The Plantation at Leesburg boasts 2,820 homes surrounded by manicured lawns, cascading waterfalls, and lush palm trees. Enjoy peace of mind with 24-hour staffed security and a wealth of amenities designed for every interest and budget. Residents have access to three multi-purpose clubhouses, three swimming pools, spring-fed fishing ponds, scenic walking and biking trails, and much more. The community features championship golf courses, tennis, equity memberships, large clubhouses, heated pools, full-time activity directors, over 100 weekly activities, state-of-the-art fitness centers, and is just a short drive to Orlando’s world-class attractions. Please note: property taxes are subject to reassessment after the sale. Schedule your tour today—this home is truly a must-see!
Listing Agent: Cary Fier (352-551-6155)
413 WESTWOOD DR, LEESBURG, FL 34748
$187,20058 Days on yellowkey MLS ID: G5110846
REDUCED by $7,800 (4.0%) on 06/04/2026
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1300 Built: 1998Monthly Fee: $265 Tax: $2,719 (2025)Community: Pennbrooke FairwaysSingle Family
Taxes:$2,719
Remarks: Welcome to this charming home in Pennbrooke Fairways, which offers a private rear setting with no direct neighbors behind. Upon entry, you’ll find an open living and dining area creating a warm and inviting space. The kitchen features light wood cabinetry and a convenient breakfast bar for casual dining. The primary suite includes an ensuite bath with dual sinks and a walk-in shower. Two additional bedrooms provide flexibility for guests, a home office, or hobby space. An indoor laundry room adds everyday convenience. Enjoy the enclosed lanai, perfect for relaxing and taking in the peaceful, private backyard view. Pennbrooke Fairways is a guarded gated community, ideally located just minutes from The Villages and Brownwood Paddock Square. It offers resort style amenities which includes a fitness center, community pool, pickleball courts, two executives golf courses, and one regulation course. The community also features RV and boat storge, plus an onsite restaurant. Your HOA covers lawn care, cable, and internet. Furniture available.
Listing is courtesy of: REAL BROKER, LLC (855-450-0442)
Listing Agent: Katy Kelly (352-355-7982)
5607 SIR CHURCHILL DR, LEESBURG, FL 34748
$414,99955 Days on yellowkey MLS ID: G5111130
REDUCED by $10,001 (2.4%) on 06/04/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2312 Built: 2003Monthly Fee: $229 Tax: $3,918 (2025)Community: Royal Highlands Ph 02 Lt 992 Orb 1976 Pg 173Spa: NoSingle Family
Taxes:$3,918
Remarks: One or more photo(s) has been virtually staged. Discover this exceptional Monarch model home—a true royal gem nestled on a tranquil conservation lot with no rear neighbors, offering unmatched privacy and picturesque views. The lush landscaping, stately architectural arches, and oversized paver driveway create impressive curb appeal. Step inside to find over 2,300 square feet of elegant living space, including additional living area in the enclosed Florida room with new blinds, perfect for relaxing and taking in Florida wildlife and beautiful sunsets. This meticulously maintained property provides peace of mind with newer roof (2017) and new gutter with leaf guards (2025), updated windows, solar tubes and doors (2015), HVAC (2018), and a gas hot water heater (2023). The thoughtfully designed kitchen features 42" upper cabinets, granite countertops, wood cabinetry, a floating island, wall oven, and a lovely tiled backsplash. Throughout the home, you'll appreciate crown moldings, tray ceilings, engineered hardwood floors, walk-in closets, and luxurious bathroom fixtures including a jetted tub. Additional highlights include a Kenetico water softener, hot water recirculation system, portable A/C in the Florida room, & home security. Enjoy the active lifestyle offered by Royal Highlands—a 55+ gated golf community with a restaurant, pub, driving range, putting green, two pools, billiards, craft and meeting rooms, library, courts, fitness center, and a Great Hall equipped for large events. Don’t miss your chance to own this lovingly cared-for home—call for your tour today!
Listing Agent: Tonya Tibbetts (207-595-1414)
728 MCKENZIE ST, LEESBURG, FL 34748
$210,000105 Days on yellowkey MLS ID: OM719843
1 Days Off yellowkey (back on 5/12/2026)
Bed: 3 Bath: 1.0 Gar: 1 Liv Area Sq Ft: 960 Built: 1926 Tax: $1,205 (2025)Community: Leesburg Kerls Add 02Single Family
Taxes:$1,205
Remarks: Under contract-accepting backup offers. Come Check Out This Charming Historic Home In The Heart Of Leesburg, Less Than 1 Mile From Leesburg High School And Just Minutes From Downtown! This 3 Bedroom Home Sits On An Oversized Lot With A Huge Side Yard And Detached Garage, Offering Space, Character, And Convenience All In One Location. 2017 ROOF As You Arrive At The Property, You’ll Immediately Appreciate The Classic Curb Appeal And Inviting Covered Front Porch; The Perfect Spot For Morning Coffee Or Relaxing In The Evenings. The Oversized Lot Provides Extra Yard Space That Is Hard To Find In Town, Along With A Detached Garage And Plenty Of Room For Storage, Parking, Or Future Possibilities. Making Your Way Inside, You’ll Notice The Beautiful Natural Historic Wood Floors Flowing Through The Main Living Areas, Preserving The Character And Warmth Of The Home. The Bedrooms Feature Brand New Flooring, Blending Modern Updates With Timeless Charm. Large Windows Bring In Natural Light, Creating A Bright And Welcoming Atmosphere Throughout. What Truly Sets This Property Apart Is Its Location. Situated Just Minutes From Downtown Leesburg, You’ll Have Convenient Access To Shopping, Dining, Local Festivals, And Waterfront Activities—Making It Easy To Enjoy Everything This Charming Town Has. This Home Can Be Purchased With A Loan Through Our Preferred Lender, Who Is Currently Offering FREE APPRAISALS—Helping Make The Buying Process Even More Accessible And Convenient. Whether You’re Looking For A Primary Residence Or An Investment In A Growing Area, This Home Checks All The Boxes With Location, Lot Size, Updates, And Character. Easy To Show! Don’t Miss Out On The Opportunity To Own A Piece Of Leesburg Charm. Call To Schedule Your Private Tour TODAY!
Listing is courtesy of: GAILEY ENTERPRISES REAL ESTATE (770-733-2596)
Listing Agent: Aiyana Ward (954-822-4657)
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