Location: Leesburg
Do Not Show Listings
32914 CROOKED OAKS LN, LEESBURG, FL 34748
$269,90054 Days on yellowkey MLS ID: G5109347
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1745 Built: 1999Monthly Fee: $265 Tax: $1,836 (2025)Community: Pennbrooke Ph 01K Units 01 & 02Single Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$1,836
Elementary School: None
High School: None
Tax Year: 2025
Middle School: None
Remarks: Spacious MacLean II model with 3 bedrooms/2 baths. It features an open kitchen with oak cabinets and both breakfast nook and separate dining room. Notice the charming leaded glass insert in front door. It has laminate flooring in all but kitchen and laundry, which has cabinets and a freezer which will convey. It has newer double pane windows, the roof was replaced in 2017, and HVAC in 2024. The remaining furniture can convey or be removed prior to closing. There is a 2 car garage with sliding screen doors. It needs a little updating but is priced to sell quickly. This property is in Pennbrooke Fairways, an active 55 plus community located close to The Villages Community and many of their amenities. Pennbrooke has three golf courses--two executive and one regulation. Also tennis, pickleball, two pools with hot tubs, free fitness center, two recreation centers, a restaurant, library, and hair salon. Many activities and classes are offered. If you're not familiar with Pennbrooke, you need to check it out!
Listing is courtesy of: SALLY LOVE REAL ESTATE (352-399-2010)
Listing Agent: Carol Julianelli (352-516-9659)
6555 WILANDER ST, LEESBURG, FL 34748
$220,000124 Days on yellowkey MLS ID: G5108431
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1390 Built: 1997Monthly Fee: $135 Tax: $119 (2026)Community: Highland Lakes SubSingle Family
Taxes:$119
Tax Year: 2026
Remarks: This beautiful 3-bedroom, 2-bath home situated on a corner lot in the Highland Lakes Community has the very popular open floor plan enhanced with its volume ceilings, skylights, and garden windows. The recently remodeled eat-in kitchen adjoins the great room with its breakfast bar, a great place for a quick meal or coffee. The great room, the home's center point, allows for direct access to the primary bedroom, which is split and private from the guest bedrooms, and to the 10 x 17 "all-season" enclosed porch, which, by the way, has sliding door access to the primary bedroom as well. The two guest bedrooms, one with a walk-in closet, have direct access to the guest bath towards the front of the home, making one of these a great hobby room or office. The large two-car garage has plenty of storage space and wall hanging space to help arrange your tools. Gas appliances, and heating system, together with a whole home vacuum system and water softening system add to the conveniences. The Highland Lakes 55+ community is conveniently located close to shopping and restaurants, and has so much to offer, including indoor and outdoor pools; a huge clubhouse which includes a craft center, fitness center, library, kitchen, game rooms, and an indoor arena and stage for live performances. The outdoor enthusiast can enjoy basketball. tennis, pickleball, shuffleboard, bocce ball, horseshoe's and even a softball field; or just kick back and enjoy miles of walking trails and sitting areas under majestic oaks. The community also includes a woodworking shop, golf driving range, fishing ponds, and on-site RV and boat storage. What more could you want for such a reasonable monthly HOA fee? Call today to schedule your showing!
Listing is courtesy of: BHHS FLORIDA REALTY (352-729-7325)
Listing Agent: Bob David (352-552-3968)
5044 EL DESTINO DR, LEESBURG, FL 34748
$244,50035 Days on yellowkey MLS ID: G5111860
0 Days Off yellowkey (back on 6/16/2026)
REDUCED by $10,400 (4.1%) on 06/04/2026
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1610 Built: 1991Monthly Fee: $180 Tax: $3,126 (2025)Community: Plantation At Leesburg Casa Del LagoSingle Family
Taxes:$3,126
Remarks: Under contract-accepting backup offers. PRICE IMPROVEMENT !! Nothing to do but move in and enjoy—this beautifully remodeled and very well kept home is located in the highly sought-after 55+ community of Plantation at Leesburg. Major updates provide peace of mind, including a new roof (2024), water heater (2024), LG stainless steel appliances (2024), full yard irrigation system (2024), and a new garage door opener with keypad (2024). The main A/C system (2019) has been meticulously serviced every six months. A new GE washer and dryer are also included. Offering 1,600 square feet of living space,. Enjoy both indoor and outdoor living with a newly screened front entry—and brand new back screened in lanai with knock down concrete floors, also includes all around sun shades , perfect for relaxing in the breeze without the bugs. Inside, nearly everything has been updated, including luxury vinyl flooring, modern lighting, bathroom vanities, and fresh interior and exterior paint. The open floor plan is highlighted by vaulted ceilings and includes a combined living and formal dining area, plus an eat-in kitchen. The kitchen features granite countertops, ample cabinetry, and convenient pull-out shelving. The primary suite offers a walk-in closet and an en suite bath with dual vanities, pull-out storage and a walk in shower includes a mini-split system for extra comfort on those extra hot summer days. Secondary bedrooms provide privacy for guests or flexibility for a home office or den and access to the back screen lanai. The property is enhanced with low-maintenance landscaping installed in 2025 and includes an irrigation system. Oversize one care garage and ceiling fans in every room including in the walk-in closet plus ceiling fan in the garage, this summer you will keep cool everywhere you go in the home. . But wait there is more ! This beautiful home is Located in a gated, golf cart-friendly community between Minneola and Leesburg with easy access to the Turnpike, Plantation at Leesburg offers resort-style amenities which includes : Two 18-hole golf courses and Pro Shop, 24-hour manned gate, Three pools and three clubhouses, Fitness centers, sauna, and sports courts (tennis, pickleball, shuffleboard), Restaurant, RV/boat storage, and more. Residents enjoy a vibrant, active lifestyle with a full calendar of events—concerts, clubs, fitness classes, travel excursions, and social gatherings—along with peaceful walking areas and scenic surroundings. This is a must-see home in an exceptional community—You don't want to miss it !!
Listing is courtesy of: OLYMPUS EXECUTIVE REALTY INC (407-469-0090)
Listing Agent: Maria Rodriguez (407-921-7936)
7320 MARLO RD, LEESBURG, FL 34788
$325,000127 Days on yellowkey MLS ID: G5108305
0 Days Off yellowkey (back on 5/19/2026)
Bed: 3 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2584 Built: 1966 Tax: $2,139 (2025)Community: NoneSingle Family
Taxes:$2,139
Remarks: Under contract-accepting backup offers. Classic Florida charm meets peaceful privacy in this spacious 3-bedroom, 3-bath home offering 2,584 square feet of flexible living space on a generous 150x150 lot just over half an acre in established Leesburg. Inside, you’ll find both a formal living room with a gas fireplace and a generous family room with its own gas fireplace, creating multiple gathering spaces for everyday living and entertaining. The kitchen flows easily into the dining room, offering a functional layout with comfortable connectivity. Significant updates provide long-term peace of mind, including a new roof on both the home and shed in 2021, attic reinsulated in 2021, and a new AC system installed in 2021. The home originally featured copper plumbing and was fully repiped in 2021 — eliminating concerns about water leaks and enhancing overall reliability. Updated bathrooms further add to the home’s comfort and value. Enjoy Florida living year-round from the large screened-in back porch overlooking a private backyard. The property includes a non-navigable canal that creates a conservation-like backdrop, and no one can build behind you — preserving natural views and enhancing the sense of seclusion. With no HOA and well and septic utilities, this property offers freedom, space, and timeless appeal in a desirable Lake County setting. Schedule your private showing today
Listing is courtesy of: KELLER WILLIAMS ELITE PARTNERS III REALTY (321-527-5111)
Listing Agent: Tania Matthews (407-497-9660)
5524 SQUIRES DR, LEESBURG, FL 34748
$375,00022 Days on yellowkey MLS ID: G5113023
0 Days Off yellowkey (back on 6/19/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1898 Built: 2005Monthly Fee: $229 Tax: $4,192 (2025)Community: Royal Highlands Ph 02 Lt 992 Orb 1976 Pg 173Single Family
Taxes:$4,192
Remarks: Under contract-accepting backup offers. Elegant and move-in ready, this beautifully updated Huntly model offers 3 bedrooms, 2 bathrooms, and approximately 1,900 square feet of living space under air with lovely conservation views and standout curb appeal. Recent improvements include a 2025 roof and gutters, 2019 HVAC, 2025 water heater, fresh interior and exterior paint, laminate flooring, and a spacious 2026 Florida room enhanced with additional auto screens. The updated kitchen features brand-new stainless-steel appliances, quartz countertops, and an open design that overlooks the main living areas, ideal for both everyday living and entertaining. Additional highlights include an inside laundry room and a thoughtfully designed layout that combines comfort, style, and functionality. Located in Royal Highlands, a 55+ gated golf community in Central Florida, residents enjoy access to a pro shop, restaurant, fitness center, courts, two pools, library, the Great Hall, live stage performances, and an impressive variety of clubs and activities. A wonderful opportunity to enjoy a vibrant, amenity-rich lifestyle in a beautifully updated home.
Listing is courtesy of: FLORIDA PLUS REALTY, LLC (352-901-9100)
Listing Agent: Tonya Tibbetts (207-595-1414)
112 N LAKE AVE, LEESBURG, FL 34748
$228,0005 Days on yellowkey MLS ID: O6418144
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 949 Built: 1940 Tax: $1,902 (2026)Community: Leesburg Lake Griffin ParkSpa: NoSingle Family
Taxes:$1,902
Remarks: If you are looking for a warm and inviting welcome, look no further than this charming 1940s cottage in the heart of Leesburg, Florida. Walk through a cozy Florida room into an inviting living space featuring a floor-to-ceiling fireplace that serves as the hearty center of the home. This property offers spacious bedrooms and living room with hardwood floors, highlighted by a split-bedroom plan that grants modern privacy to the primary suite. Enjoy the luxury of an attached primary bath featuring a walk-in closet. Both bathrooms have been fully remodeled in 2026. The kitchen offers ample counter space and ceiling-height cabinets. Pass through the vintage kitchen door to discover a versatile rear bonus room. With great natural light and looking out to the backyard, this space is perfect for a media room, home office, hobby hub, or private gym.
Listing is courtesy of: SAND DOLLAR REALTY GROUP INC (407-389-7318)
Listing Agent: Robert Arnold, Jr (407-389-7318)
4834 INDEPENDENCE TRL, LEESBURG, FL 34748
$325,0005 Days on yellowkey MLS ID: O6417949
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1772 Built: 2011Monthly Fee: $126 Tax: $5,756 (2025)Community: Leesburg Arlington Ridge Ph 02Single Family
Taxes:$5,756
Elementary School: Leesburg Elementary
High School: Leesburg High
Middle School: Oak Park Middle
Remarks: Championship golf course views and effortless resort-style living await in Arlington Ridge, one of Leesburg’s premier 55+ gated communities. Tucked away at the end of a quiet cul-de-sac, this beautifully maintained 2-bedroom, 2-bath villa offers a bright, open layout with a flexible den that can serve as a home office, dining room, or additional living space. The generous primary suite includes a large walk-in closet and an en-suite bath with a walk-in shower and tub. Recent updates include luxury vinyl plank flooring throughout and a new roof (2024). Additional highlights include 9-foot ceilings and solar tube in the foyer. The thoughtfully designed kitchen features quartz countertops, maple cabinetry, a built-in oven, gas cooktop, and breakfast bar overlooking the spacious great room. Sliding doors open to a screened lanai with desirable southern exposure and sweeping views of the championship golf course—an ideal setting for morning coffee or evening relaxation. Arlington Ridge is known for its exceptional lifestyle amenities, including an 18-hole championship golf course, two resort-style pools, fitness center, tennis and pickleball courts, movie theater, restaurant and pub, and a full calendar of social activities. Residents also enjoy 24-hour gated security and a convenient resident-only rear entrance. The low HOA fee includes lawn maintenance, cable with 200+ channels, high-speed internet, exterior insurance, beautifully maintained common areas, and access to all community amenities. Conveniently located near shopping, dining, medical facilities, hospitals, and everyday essentials, this home offers the perfect blend of comfort, convenience, and active Florida living. With no homes directly across the street and mature landscaping surrounding the property, you'll enjoy both privacy and picturesque surroundings.
Listing is courtesy of: REGENCY REAL ESTATE LLC (407-469-5021)
Listing Agent: Heather Spirazza (407-757-6022)
11526 HUGGINS ST, LEESBURG, FL 34788
$220,0005 Days on yellowkey MLS ID: O6417059
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1238 Built: 2006 Tax: $1,378 (2025)Community: N/ASingle Family
Taxes:$1,378
Remarks: Welcome to 11526 Huggins Street in Leesburg a 3-bedroom, 2-bathroom home situated on a spacious 1/3-acre lot with plenty of room to enjoy both indoors and out. Step inside to an inviting open floor plan featuring a seamless combination of the living, dining, and kitchen areas, enhanced by vaulted ceilings that create a bright and airy feel. The split-bedroom layout offers both comfort and privacy, with the primary suite located at the front of the home and featuring an attached private bathroom. Two additional bedrooms are situated on the opposite side of the home and share a full bathroom. Sliding glass doors from the living area lead to the patio, where you can relax and enjoy peaceful views of the backyard shaded by mature trees, perfect for entertaining, gardening, or simply unwinding. Ideally located near shopping, medical facilities, and schools, this home also offers convenient access to downtown Mount Dora and Tavares, both less than 20 minutes away. Whether you're searching for your first home, a rental investment, or a property with room to grow, this is an opportunity you won’t want to miss.
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Veronica Figueroa (407-519-3980)
29875 ANAHID DR, LEESBURG, FL 34748
$325,000314 Days on yellowkey MLS ID: O6335485
REDUCED by $24,990 (7.1%) on 04/22/2026
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2170 Built: 2021Monthly Fee: $54 Tax: $4,492 (2024)Community: Lake Denham EstatesSingle Family
Taxes:$4,492
Tax Year: 2024
Remarks: PRICED TO SELL AND MOVE-IN READY WITH NO APPOINTMENT NEEDED TO VIEW. This modern 2021-built home in the highly desirable Lake Denham Estates offers the perfect blend of main-level convenience and upper-level flexibility, allowing you to skip the wait and hassle of new construction. Go and show today to experience this open and inviting layout. The highly requested first-floor floor plan features a spacious and private primary suite, providing true main-level living. At the heart of the home is a chef kitchen designed for effortless entertaining, boasting premium granite countertops, 42-inch designer cabinetry, stainless steel appliances, and an expansive central island that overlooks the main living area. Upstairs, a massive open loft provides the ultimate flexible bonus space, perfect for a media room, home office, or secondary living area alongside the additional bedrooms. The exterior features a fully fenced backyard, offering a private oasis ready for pets, gatherings, and outdoor relaxation. With all major systems including the roof and HVAC being only five years young, this meticulously maintained property ensures worry-free living. Residents also enjoy community access to a sparkling pool and playground, all while being located just minutes from vibrant downtown Leesburg, major highways, shopping, and dining. Take advantage of the open showing access and view this incredible value today.
Listing is courtesy of: KINGS REALTY & CO LLC (407-353-7176)
Listing Agent: Sarah King (407-353-7176)
67 ABERDEEN CIR, LEESBURG, FL 34788
$180,000131 Days on yellowkey MLS ID: O6381733
0 Days Off yellowkey (back on 6/18/2026)
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1016 Built: 2012Monthly Fee: $215 Tax: $1,164 (2025)Community: Scottish Highlands Condo Ph A & AaSingle Family
Taxes:$1,164
Elementary School: Treadway Elem
High School: Tavares High
Middle School: Tavares Middle
Remarks: Under contract-accepting backup offers. Back on the market and better than before! Welcome to this loved and well-maintained 2-bedroom, 2-bath home situated on an OVERSIZED CORNER LOT in the desirable Scottish Highlands 55+ community. BUILT IN 2012, this is one of the MOST RECENT BUILDS in Scottish Highlands! Filled with natural light throughout, this home offers a thoughtful layout with a primary suite featuring an EN-SUITE BATH and WALK-IN CLOSETS, while the secondary bedroom includes a PRIVATE ENTRANCE. Both bathrooms feature walk-in showers with BUILT-IN SEATING and SAFTEY handles. Along with the living and dining spaces, this layout offers a flexible bonus room that can work as an office, hobby room, storage space or reading nook. Additional features include a ONE-CAR GARAGE with washer and dryer included, extra storage space, and a ramp for easy access. AC unit is still under warranty and the recently repaired roof makes it like new. Enjoy low-maintenance living with a low HOA that includes cable, internet, sewer services, and maintenance of amenities and common areas. Scottish Highlands offers exceptional amenities including tennis/pickleball, bocce, shuffleboard, an outdoor and indoor heated pool with lift access, hot tub, community centers, a plethora of social activities, clubs and classes, optional RV/boat storage available for a small fee and MORE. This home is conveniently located near shopping, dining, and 2 major hospitals. With easy access to major roadways, the Harris Chain of Lakes and being only minutes from community events and festivals in Mount Dora, Eustis, and Tavares, this is the place for you!
Listing is courtesy of: KELLER WILLIAMS ADVANTAGE REALTY (407-977-7600)
Listing Agent: Cami Coupland (321-456-7367)
1000 S 9TH ST, LEESBURG, FL 34748
$615,0006 Days on yellowkey MLS ID: G5113924
Bed: 3 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 1761 Built: 2024 Tax: $5,302 (2025)Community: Palmora ParkSingle Family
Taxes:$5,302
Middle School: Carver Middle
Remarks: Welcome to 1000 S. 9th Street — a one-of-a-kind custom residence built in 2024, set within Leesburg’s coveted historic Palmora Park. Designed to honor the character of the neighborhood while delivering modern comfort, this home offers a rare blend of timeless craftsmanship and elevated living. Situated on an elevated lot framed by hand-laid brick walls, the home immediately stands apart with inviting front and rear porches that reflect the charm Palmora Park is known for. Inside, authentic details take center stage — solid red oak doors and trim, custom Andersen Windows stained to match the hardwood floors, stained glass accents, and hand-painted tile elements throughout. The chef’s kitchen is thoughtfully designed for both function and entertaining, featuring a gas 5-burner range, under-counter microwave drawer, and custom cabinetry. The open living area is anchored by a gas-assisted wood-burning fireplace, creating a warm and refined gathering space. Offering 3 bedrooms, 3.5 baths, and 1,761 square feet of living space, the home also includes an oversized 2-car garage with extended ceiling height and attic storage. Built with intention and attention to detail, this newly constructed home feels perfectly at home in one of Leesburg’s most established and sought-after neighborhoods. The home was thoughtfully crafted by a nearby resident who invested over $800,000 into the project with a singular goal: to create something Palmora Park could be proud of. A rare opportunity to own a truly custom home in Palmora Park — where craftsmanship, character, and quality come together.
Listing is courtesy of: US REALTY HUB LLC (407-900-1001)
Listing Agent: Robert Purvis (850-583-1076)
701 GLEN OAKS DR, LEESBURG, FL 34748
$221,00014 Days on yellowkey MLS ID: G5113392
REDUCED by $9,000 (3.9%) on 06/18/2026
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1259 Built: 1993Monthly Fee: $150 Tax: $575 (2024)Community: Out Of CountySingle Family
Taxes:$575
Remarks: Welcome to Pennbrooke Fairways, one of Central Florida's most sought-after gated 55+ communities! Ideally located between The Villages and Leesburg, residents enjoy an active lifestyle with golf, social clubs, recreational activities, and countless opportunities to connect with neighbors and friends. Nestled on a quiet dead-end street, this popular Briar model offers the perfect combination of comfort, privacy, and Florida charm. Featuring 2 bedrooms, 2 bathrooms, and a versatile den/home office with luxury vinyl plank flooring, this thoughtfully designed home provides flexible living space to fit your lifestyle. Step inside and be greeted by soaring ceilings, abundant natural light, and two skylights that create a bright and inviting atmosphere throughout the home. Recent updates include fresh interior paint, beautiful plantation shutters, and new carpet in the guest bedroom, making this home move-in ready. The spacious living areas flow seamlessly into the enclosed lanai, creating the perfect spot to enjoy your morning coffee or unwind at the end of the day. Outdoor living is equally impressive with a large 19' x 15' screened birdcage, ideal for entertaining guests, relaxing in the Florida sunshine, or enjoying peaceful evenings outdoors. Additional features include a rare 1½-car garage with garage screen, gutters, a roof replaced in 2022, HVAC 2018, and mature landscaping that enhances the home's curb appeal. Whether you're seeking an active retirement lifestyle or a peaceful place to call home, Pennbrooke Fairways offers the best of both worlds with convenient access to shopping, dining, entertainment, healthcare, and all the attractions of The Villages and surrounding areas. Please note that the refrigerator, washer, and dryer do not convey. Don't miss this opportunity to enjoy resort-style living in one of the area's premier 55+ communities. Schedule your private showing today!
Listing is courtesy of: JASON MITCHELL REAL ESTATE FLO (754-307-0607)
Listing Agent: Linda Jasmin Waugh (334-497-9677)
2306 BUTLER ST, LEESBURG, FL 34748
$189,90090 Days on yellowkey MLS ID: G5110106
REDUCED by $5,000 (2.6%) on 05/26/2026
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1192 Built: 1947 Tax: $2,497 (2025)Community: Leesburg Hillside ManorSingle Family
Taxes:$2,497
Remarks: Auction Property. Charming in-town home with good bones and needing TLC, and nestled on a quiet cul-de-sac in the heart of Leesburg—an opportunity for homeowners and savvy investors looking for value, flexibility, and location all in one. This cozy yet versatile home offers 2 bedrooms, 1 bath, plus a private 1 bedroom/1 bath mini in-law suite with its own entrance, giving you the functionality of a 3-bedroom home. The main living area features a light and open living/dining combination, seamlessly connected to a kitchen with bar seating that overlooks the space—perfect for everyday living and entertaining. One of the standout features is the attached in-law/guest suite, complete with a small kitchenette, private bathroom, and screened porch—ideal for extended family, guests, a teenager’s retreat, or even potential rental income. This home is sold AS-IS and needs some repairs. Situated on a generous 0.27-acre lot, the home boasts a large fenced backyard with endless possibilities—whether you're envisioning a garden, outdoor entertaining space, or future improvements. There’s plenty of room to enjoy the Florida lifestyle. Additional highlights include a roof recently replaced in 2020, and a location that puts you just minutes from shopping, dining, schools, and all the conveniences Leesburg and the Golden Triangle have to offer. Affordable, flexible, and full of potential—this is the kind of opportunity that doesn’t last long. Schedule your showing today!
Listing is courtesy of: BEACON REAL ESTATE & ASSOC (352-253-9200)
Listing Agent: Al Spry (407-310-3064)
5414 ASTOR ST, LEESBURG, FL 34748
$222,00039 Days on yellowkey MLS ID: G5112306
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1256 Built: 1993Monthly Fee: $180 Tax: $2,028 (2024)Community: PlantationSingle Family
Taxes:$2,028
Remarks: Back on the Market at no fault of the sellers or home! Now is your chance! Looking for the perfect place to call home? Welcome to this beautifully maintained 2-bedroom, 2-bath home features ALL TILE FLOORING and vaulted ceilings that create an open and airy feel throughout. The spacious living and dining room combination is perfect for entertaining guests or simply relaxing at home. The kitchen offers plenty of cabinet space, updated appliances, and a convenient appliance shelf to maximize counter space. Step through the sliding glass doors into the enclosed lanai featuring attractive Chattahoochee River Rock flooring, providing the perfect spot to enjoy the Florida sunshine. Just outside, you’ll find an additional patio area ideal for grilling or outdoor seating, all while enjoying the privacy of the shrubs behind. The spacious primary suite offers room for a king-size bed, a walk-in closet, and a private ensuite bathroom. The split-floor plan places the guest bedroom on the opposite side of the home for added privacy, complete with a double-door closet and an updated guest bathroom nearby. Additional updates include a Roof (2020), HVAC (2017), and Water Heater (2021). The Plantations at Leesburg is a 55+ gated community offering an exceptional Florida lifestyle. With 24-hour manned gate security, you’ll appreciate both privacy and peace of mind, whether you’re a full-time or seasonal resident. The community also features three swimming pools, tennis and pickleball courts, over 100 clubs and activities, a fenced RV and boat storage area, and a beautiful Veterans Memorial honoring all branches of the military. Residents enjoy two 18-hole golf courses, a driving range, putting green, full-service restaurant, pro shop, and endless walking and biking trails. Come experience all that life at The Plantations at Leesburg has to offer!
Listing Agent: Julie Nay Gordon (407-969-9590)
6348 HIGHLAND LAKES BLVD, LEESBURG, FL 34748
$290,00077 Days on yellowkey MLS ID: G5110674
REDUCED by $9,900 (3.3%) on 06/15/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1861 Built: 1997Monthly Fee: $135 Tax: $2,377 (2025)Community: Highland LakesSingle Family
Taxes:$2,377
Remarks: *** GREAT NEW PRICE *** MOTIVATED SELLER *** Welcome to this completely remodeled and well-maintained spacious home boasting 1,861 sf of living space. The luxury vinyl flooring throughout enhances the open concept and the 3-bedroom 2-bath split floor plan. The updates include a 2025 roof, a 2023 HVAC system, a 2025 electrical box with portable generator hookup, a new hot water heater and a whole house water filtering system. The complete kitchen makeover features underlit cabinets with soft close doors and drawers with quartz countertops and a breakfast nook. The primary bedroom offers a newly modernized ensuite bathroom with a raised vanity and two walk-in closets along with a walk-in storage closet. The other side of the house offers two bedrooms and an updated guest bathroom also with a raised vanity. One of these bedrooms could be used as an office, den or craft room since it hosts a queen-size murphy bed for guests. There is storage galore throughout the home with a total of eight closets. The house has an inside laundry room which leads to an oversized garage with an insulated garage door, screened sliding doors and overhead storage. The double pane windows, the hurricane shutters, and the portable generator are included in the purchase. A newly expanded driveway allows room for additional parking. Highland Lakes is a premier 55+ community offering an impressive array of amenities for only $135- a month. Residents enjoy the sparkling heated indoor and outdoor pools and a spacious clubhouse with a fitness center, craft room, library, catering kitchen, game and meeting rooms, billiards, ping pong, and an indoor arena with a stage for live entertainment community events. Outdoor amenities include walking trails, fishing ponds, lighted tennis and pickleball courts, shuffleboard, bocce ball, horseshoe pits, a softball field with concession stand, a covered picnic pavilion with grills, a Craftsman Club / Wood Working Shop (join for just $12/annually), an RV and boat storage (included in HOA), a golf driving range and catch and release fishing lakes.
Listing Agent: Renee Williams (352-459-9794)
2329 SOUTH AVE, LEESBURG, FL 34748
$262,900144 Days on yellowkey MLS ID: G5107494
3 Days Off yellowkey (back on 4/13/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1468 Built: 1999 Tax: $932 (2026)Community: Selma Homesites Partial ReplatSingle Family
Taxes:$932
Remarks: Under contract-accepting backup offers. NEW YEAR and a NEW HOME! Located in a quiet, established neighborhood, this is opportunity knocking for a first-time homebuyer, growing family, or someone looking to downsize while still enjoying outdoor space and convenience. Boasting comfortable living areas with a functional layout suited for everyday living. One of the standout features is the spacious backyard, providing room for outdoor entertaining, play, pets, gardening, or future improvements. The possibilities are endless. The property is conveniently located near shopping, dining, and local amenities, including Lake Square Mall and the shops and restaurants of Downtown Leesburg. Outdoor and recreation options are close by, with easy access to Venetian Gardens, offering walking paths and lake views, as well as Lake Griffin State Park, known for hiking, kayaking, and wildlife. The home is also near the Harris Chain of Lakes, providing year-round boating and fishing opportunities. This home combines quiet residential living with proximity to parks, lakes, shopping, and dining, making it a practical and appealing option in today’s market. Don't let the weeks roll into months! Check off that first goal of the New Year with Home ownership! Come see it today!
Listing Agent: Sunshine Callahan (407-353-9931)
24947 CRANES ROOST CIR, LEESBURG, FL 34748
$258,70043 Days on yellowkey MLS ID: G5112244
REDUCED by $16,300 (5.9%) on 06/16/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1653 Built: 1997Monthly Fee: $87 Tax: $2,055 (2025)Community: Plantation At Leesburg GolfviewSpa: NoSingle Family
Taxes:$2,055
Remarks: Welcome to the sought-after gated 55+ golf community of The Plantation, where resort-style living meets comfort and convenience. Nestled within the desirable Golfview neighborhood, this golf course frontage home offers the perfect setting to relax and enjoy peaceful views right from your enclosed rear porch as golfers pass by throughout the day. This inviting 3 bedroom, 2 bathroom home also features a welcoming front porch, ideal for enjoying your morning coffee and connecting with neighbors. Residents of The Plantation enjoy access to three community pools, recreation centers, and an active lifestyle filled with amenities and activities. In addition, Golfview residents have exclusive use of their own private neighborhood pool for even more convenience and enjoyment. Whether you're searching for a winter escape or your next full-time Florida home, this property offers the relaxed golf community lifestyle you've been waiting for.
Listing is courtesy of: VANTAGE POINT REALTY CO. (321-287-9123)
Listing Agent: Tracie Ruffolo (321-287-9123)
27217 RACQUET CIR, LEESBURG, FL 34748
$234,900103 Days on yellowkey MLS ID: G5108891
REDUCED by $10,000 (4.1%) on 06/15/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1756 Built: 1995Monthly Fee: $135 Tax: $2,206 (2025)Community: Highland Lakes Ph 03 Tr A-GSingle Family
Taxes:$2,206
Remarks: Ready for new owners | 3-bedroom 2 full bath single family home located in the sought after gated community of Highland Lakes. FRESHLY PAINTED INTERIOR just completed April 2026 | Covered, screen enclosed front entry leads to tiled foyer with coat closet | NO CARPET | Tile and laminate flooring throughout | Living and dining combination | eat-in kitchen boasts CORIAN countertops, breakfast bar, electric range (2024), and all appliances | an additional room located off the kitchen could be used as a family room/Bonus Room/Study or Den and has direct access to/from the Primary bedroom | Sunroom/Florida Room off the rear of home | PLANTATION SHUTTERS | UPDATED guest bath features tall vanity, shower and tub combination and linen closet | inside laundry room complete with washer and dryer | ROOF 2022 | Water heater 2012 | UPDATED electrical panel (2026). 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 is courtesy of: COLDWELL BANKER REALTY (407-352-1040)
Listing Agent: Sara Sutherland (407-341-6328)
5338 TIGERS TAIL, LEESBURG, FL 34748
$230,00069 Days on yellowkey MLS ID: G5111041
1 Days Off yellowkey (back on 6/18/2026)
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1050 Built: 1999Monthly Fee: $165 Tax: $2,082 (2024)Community: Plantation At LeesburgSingle Family
Taxes:$2,082
Remarks: Under contract-accepting backup offers. Assumable 2.5% loan! This delightful home in Plantation at Leesburg is one of the most sought-after properties in the community. Nestled on a quiet cul-de-sac with a private backyard, it offers a perfect mix of peaceful living and convenience. Enjoy outdoor living with a screened patio in the backyard, ideal for family gatherings, and no rear neighbor setting overlooking the water. These 2 bedrooms and 2 bathrooms home boast a split floor plan. Roof, Air Conditioner and Hot water heater replaced in 2021. Laminate flooring throughout the whole house. The custom Kitchen has Solid Wood Cabinets, Stunning Quartz Countertops and Stainless-Steel Appliances. The Master suite is spacious, and the Master bath is beautiful with quartz Countertop with a large shower and Walk in Closet. This Active 55+ community offers three expansive clubhouses and a delicious on-site restaurant. Enjoy a round of golf on two 18-hole courses, lighted tennis courts, three sparkling pools and Jacuzzis. Fitness enthusiasts will appreciate the world-class fitness centers, as well as volleyball and pickleball courts. With over 100 planned activities each week, there's always something exciting for someone to do!
Listing is courtesy of: CHARLES RUTENBERG REALTY ORLANDO (407-622-2122)
Listing Agent: Joseph Wynkoop (407-496-1673)
25069 RIVERWALK DR, LEESBURG, FL 34748
$275,00051 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)
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