Displaying: For Sale
Location: Leesburg
Property Type(s): Single Family
Living Area Square Feet: 1000 to 1499
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Leesburg - 120 properties found
29883 ANAHID DR, LEESBURG, FL 34748
$278,90023 Days on yellowkey MLS ID: O6413188
0 Days Off yellowkey (back on 6/19/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1484 Built: 2021Monthly Fee: $58 Tax: $4,255 (2025)Community: Lake Denham EstatesSpa: NoSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$4,255
Elementary School: Leesburg Elementary
High School: Leesburg High
Tax Year: 2025
Middle School: Oak Park Middle
Remarks: Under contract-accepting backup offers. Virtually Staged. Welcome to Lake Denham Estates, where modern design, energy efficiency, and an exceptional location come together! Built in 2021 by renowned builder Meritage Homes, this beautifully maintained 3-bedroom, 2-bath residence offers the perfect blend of style, comfort, and functionality. Step inside to discover an open-concept floor plan designed for today's lifestyle, featuring attractive wood-look tile flooring throughout the main living areas, soaring ceilings, and abundant natural light. The heart of the home is the stunning chef-inspired kitchen, complete with quartz countertops, stainless steel appliances, a spacious breakfast bar island, and a gas range that is sure to impress culinary enthusiasts. The kitchen flows seamlessly into the dining and living areas, creating the ideal space for entertaining family and friends. The desirable split-bedroom floor plan provides privacy for the primary suite, which features a generous 7X7 walk-in closet and a relaxing retreat at the end of the day. Two additional bedrooms and a full guest bath offer flexibility for family, guests, or a home office. An indoor laundry room and attached 2-car garage add everyday convenience. Located in the sought-after Lake Denham Estates community, residents enjoy access to outstanding neighborhood amenities including a resort-style community pool, playground, dog park, walking trails, and open green spaces. Conveniently situated near US-27 and the Florida Turnpike, this location offers easy access to Orlando, Clermont, shopping, dining, medical facilities, and the area's beautiful lakes and outdoor recreation opportunities. Whether you're searching for a primary residence, seasonal home, or investment property, this home checks all the boxes. With leasing permitted, it presents an excellent opportunity for both owner-occupants and investors alike. Don't miss your chance to own a newer construction home in one of Leesburg's fastest-growing communities!
Listing is courtesy of: FANNIE HILLMAN & ASSOCIATES (407-644-1234)
Listing Agent: Kelly Hildebrand (407-310-5035)
412 WESTWOOD DR, LEESBURG, FL 34748
$182,70034 Days on yellowkey MLS ID: G5112777
REDUCED by $3,000 (1.6%) on 06/22/2026
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
Elementary School: None
High School: None
Middle School: None
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)
27429 DESERT ROSE CT, LEESBURG, FL 34748
$290,00024 Days on yellowkey MLS ID: G5113092
0 Days Off yellowkey (back on 6/22/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1469 Built: 2006Monthly Fee: $294 Tax: $2,372 (2025)Community: Legacy Of Leesburg Unit 03 Lt 259Single Family
Taxes:$2,372
Remarks: ***LEGACY OF LEESBURG ACTIVE ADULT COMMUNITY***MOVE-IN READY HOME IN ESTABLISHED COMMUNITY*** Thia 3/2 Balmoral floor with enclosed All-Seasons room, is located on a quite cul-de-sac street. Impressive improvements since purchased in 2019 are as follows: PREMIUM LVP FROM THE FOYER TO THE KITCHEN, FAMILY ROOM AND HALL, NEW KITCHEN CABINETS, QUARTZ COUNTERTOPS WITH NEW SINK AND HARDWARE, DISHWASHER/REFRIGERATOR/MICROWAVE(2023), WATER HEATER(2026), ROOF(2019), INTERIOR/EXTERIOR PAINT, TWO ATTIC FANS, GARAGE HAS NEW ELECTRIC SCREEN AND DOOR OPENER(2025) WITH NEW SPRINGS & PULL-DOWN LADDER TO ATTIC, INSULATED GARAGE DOOR, REMOTE FANS & FRONT DOOR STORM DOOR. New energy efficient dual-pane windows installed in the All-Seasons room that creates an extension of the family room. HOA fee includes many of the conveniences homeowners love — gated entry, lawn/grounds mowing/blowing & edging as well as cable, internet and RV boat storage plus community amenities. This community is located in Central Florida, close to the turnpike, so you’re within reach of Orlando’s attractions, theme parks, entertainment, dining, beaches and airports, making travel and day trips easy. From Hwy 27 or SR 48, you can experience the hills & shopping that Clermont, Leesburg, Tavares & Mt Dora has to offer, as well as being opposite Pear Park for additional walking trails, pickleball and dog parks.
Listing is courtesy of: FLORIDA PLUS REALTY, LLC (352-901-9100)
Listing Agent: Mary Mateo (407-489-1841)
27326 ORCHID GLADE ST, LEESBURG, FL 34748
$299,99922 Days on yellowkey MLS ID: O6405542
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1480 Built: 2006Monthly Fee: $295 Tax: $2,771 (2025)Community: Leesburg Legacy Unit 03 Lt 259Spa: NoSingle Family
Taxes:$2,771
Remarks: NEW ROOF!!!! This 3 bedroom and 2 bathroom home in the gated Legacy of Leesburg gated 55+ community. This lovely home has a screened front front porch. The eat-in kitchen sits just off to the left, featuring a bay window. You have a great room dinning and living room combo with a four panel sliding glass door out to the rear screened patio. On the left side of the great room are the two bedrooms with the secondary bathroom. The master on suit has sliding glass doors to the screened in patio. A nice nice size walk in closet and a master bath with a garden tub and walk in shower. There are amazing amenities Legacy offers to it's residence is a heated swimming pool, tennis courts, soft ball, billiards, horseshoes, updated fitness center, aerobic, walking trails, etc. and plenty of social activities. Free RV and boat storage. Your HOA fees "include" the mowing of your lot and internet and basic cable! You are just minutes away from shopping. To see more photos and details go to the community website legacy neighbors. Owner is realtor.
Listing is courtesy of: AAA GLOBAL VENTURES PA (407-717-5232)
Listing Agent: George Mcgarry (407-460-8177)
21737 KING JOHN ST, LEESBURG, FL 34748
$225,000286 Days on yellowkey MLS ID: G5101951
0 Days Off yellowkey (back on 6/21/2026)
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1326 Built: 1997Monthly Fee: $229 Tax: $1,515 (2024)Community: Royal Highlands Ph I SubSingle Family
Taxes:$1,515
Tax Year: 2024
Remarks: Under contract-accepting backup offers. TAKING BACKUP OFFERS. MOVE-IN READY! This FURNISHED AND TURNKEY home has been IMPECCABLY MAINTAINED and UPDATES include: LUXURY VINYL PLANK FLOORS, DOUBLE-PANE WINDOWS 2022, NEW ROOF & SIDING 2025, HVAC 2011, BRAND NEW WASHER 2026. There is a SPACIOUS GREAT ROOM which combines the LIVING & DINING SPACES with lots of NAUTRAL LIGHT.. The super-sized PRIMARY BEDROOM has an ENSUITE, WALK-IN CLOSET and a ceiling fan. The GUEST BEDROOM & BATH are located in a SEPARATE HALLWAY (SPLIT BEDROOM FLOOR PLAN). The 2-car garage has PULL-DOWN access to the ATTIC for EXTRA STORAGE, PEGBOARD ALL AROUND, a window and a SEPARATE DOOR to the OUTSIDE. The home is MOVE-IN READY with a chance to MAKE IT YOUR OWN. This is your opportunity to OWN A HOME WITH LOTS OF ADDED VALUE in this lovely community. Located in the premier GOLF COURSE 55-plus community of ROYAL HIGHLANDS where residents enjoy a full range of amenities, including CABLE & HIGH-SPEED, FIBER OPTIC INTERNET, a GATED entrance with attendants, a GOLF COURSE, a RESTAURANT, tennis, pickleball, softball, INDOOR & OUTDOOR POOLS, secured RV STORAGE, bocce, shuffleboard, a FITNESS ROOM, a library, arts and crafts, billiards, catch-and-release fishing, and a variety of clubs. There truly is SOMETHING FOR EVERYONE in this vibrant community!
Listing Agent: Celie White (352-223-2580)
2349 MONTCLAIR RD, LEESBURG, FL 34748
$139,0005 Days on yellowkey MLS ID: A4697681
Bed: 2 Bath: 1.0 Gar: 1 Liv Area Sq Ft: 1336 Built: 1938 Tax: $1,986 (2025)Community: NoneSingle Family
Taxes:$1,986
Remarks: Located at 2349 Montclair Rd, Leesburg, FL 34748, this 2 bed, 1 bath home offers 1,336 sq ft on a spacious corner lot. The large lot provides strong investment potential with room for expansion or outdoor enhancements. With a functional layout, the home is ready to be reimagined into a charming residence or income-producing property. Great opportunity for buyers seeking value in a convenient Leesburg location. Ideal for renovation or investment, bringing your vision to life. Property sold AS-IS
Listing is courtesy of: JOSEPH WALTER REALTY LLC (248-294-7850)
Listing Agent: Scott Fader (248-294-7850)
21230 ROYAL ST GEORGES LN, LEESBURG, FL 34748
$225,0007 Days on yellowkey MLS ID: G5113498
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1409 Built: 1999Monthly Fee: $229 Tax: $1,800 (2025)Community: Royal Highlands Ph 01CaSingle Family
Taxes:$1,800
Remarks: Virtually Staged. Here is your opportunity to own a home in a gated, 55+ golf community with views of the conservation and make it exactly what you've always wished for! Featuring three bedrooms, two bathrooms, an inside laundry, sliding screens on the garage, and a large enclosed Florida Room! The paver driveway and walkways will lead you to the screened entry. Inside, you'll find ample kitchen cabinets, a pass through from the kitchen sink to the Florida Room, Plantation Shutters, lots of closets, and a living room/dining room combination-perfect for visits with family and friends. The large primary suite has a walk-in closet and ensuite bathroom with step-in shower. The Florida Room takes you out to the back green space, with large shade trees and an additional open patio for quiet times with nature. 2017 Roof, 2016 water heater, 2010 HVAC, this vinyl-sided 1409 square foot home is ready for you to bring your improvement ideas and create your forever home in the golf & pet friendly community of Royal Highlands! Centrally located, close to amusements and the Florida Turnpike! Be sure to check out all the clubs and community amenities, including two pools, fitness center, and Great Hall. There is a full-service restaurant, pro shop, driving range, and lots of courts! Close to MCO, shopping, historic districts and The Villages Squares! Call now for your tour!
Listing Agent: Tonya Tibbetts (207-595-1414)
215 FERNWOOD ST, LEESBURG, FL 34748
$219,900106 Days on yellowkey MLS ID: G5109330
0 Days Off yellowkey (back on 5/17/2026)
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1369 Built: 1985 Tax: $2,230 (2025)Community: Leesburg FernerySingle Family
Taxes:$2,230
Elementary School: Beverly Shores Elem
Remarks: Fully remodeled 3BR/2BA half duplex on a quiet street in Leesburg. Renovated in 2022 with new kitchen cabinets, granite countertops, updated bathroom tile and tubs, new A/C system with ductwork, and a new roof. Additional updates include a new range (2024) and washer (2024). Spacious open floor plan with large living room and separate family/bonus room. Eat-in kitchen area. Fully fenced backyard with storage shed on a corner lot. Energy-efficient windows in the front of the home. Conveniently located near shopping, hospitals, and downtown. No HOA. Adjacent unit (213) also available for purchase.
Listing is courtesy of: HANSON REAL ESTATE GROUP, INC. (352-383-3772)
Listing Agent: Leslie Matthews (407-803-3807)
1 DURNESS CT, LEESBURG, FL 34788
$185,0006 Days on yellowkey MLS ID: G5113947
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1200 Built: 1988Monthly Fee: $220 Tax: $496 (2025)Community: Scottish HighlandsSingle Family
Taxes:$496
Remarks: Welcome to the 55+ HOA Community of SCOTTISH HIGHLANDS, a GOLF-CART FRIENDLY COMMUNITY with Great AMENITIES!! ** This Adorable Home has Two Bedrooms and Two Bathrooms with a Florida Room/Enclosed Rear Lanai with Glass Slider Windows, Tile Flooring and Heat/Air from the Main Unit – ** Roof 2023 ** Gas Water Heater 11/2011 ** HVAC with Gas Furnace 11/2022 ** -- GREAT LOCATION on a Corner Lot ACROSS THE STREET from the Community Clubhouse & Community Pool!! -- TILE FLOORING Through-out – NO CARPET!! – GRANITE KITCHEN COUNTER TOPS with Tile Backsplash – Ceiling Fans – Updated Light Fixtures – Vaulted Ceiling in the Living Area! – Coat Closet, Walk-in Closet, Pantry Cabinets in Kitchen – Beautiful Bathrooms with Updated Vanity Tops, Medicine Cabinets, Windows, Exhaust Fans & Grab Bars – Move-in Ready, Clean and Well Maintained!! – *** Scottish Highlands has an INDOOR POOL, AND OUTDOOR POOL, Club House, Tennis, Pickleball, Shuffleboard, Bocce Courts, and many more activities to enjoy along with being Golf-Cart Friendly!! ** Don’t miss out on this GEM OF A HOME! !! *** Make sure to watch our attached WALK-THROUGH VIDEO TOUR of this GREAT HOME!!
Listing is courtesy of: FLORIDA FINE HOMES REALTY, LLC (352-446-8886)
Listing Agent: Catherine Tarquini (352-446-8886)
2316 N GRIFFIN DR, LEESBURG, FL 34748
$500,00090 Days on yellowkey MLS ID: G5110219
REDUCED by $9,000 (1.8%) on 06/19/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1197 Built: 1952 Tax: $3,439 (2025)Community: Griffin ShoresSingle Family
Taxes:$3,439
Remarks: Direct lake front home on Lake Griffin, part of the Harris chain, this home has been completely reimagined from the inside out, which offers the rare combination of modern finishes, privacy and direct access to one of Central Florida’s most sought-after waterways on the Harris Chain of Lakes. Set on nearly one acre with no HOA, the property slopes gently toward the lake, creating stunning views and a peaceful setting where wildlife, boating activity and spectacular sunrises become part of your everyday backdrop. The interior has been fully renovated to deliver a fresh, modern feel throughout the two-bedroom, two-bath home. From the moment you enter, the open living spaces are designed to showcase the lake, with views stretching from the living room, family room and dining area toward the water. The gorgeous kitchen is truly the centerpiece of the home, featuring an abundance of cabinetry, stainless steel appliances including built-in ovens and a sleek cooktop accented by a touchless vent hood that blends style with convenience. The finishes throughout the home feel thoughtful and elevated, including beautifully selected tile and flooring in both showers. The second bathroom features a clever space-saving shower door design, while the primary bedroom includes a generous walk-in closet area intentionally left open, so you can design the custom closet system that perfectly fits your lifestyle. Practical upgrades add tremendous value and peace of mind, including a brand-new AC system, updated plumbing and electrical and new gutters. An inside laundry area with a stackable washer and dryer is already in place for convenience. Outside, the property shines. Nearly one acre of land with no HOA provides room to breathe and the freedom to enjoy the waterfront lifestyle. The lot gently slopes down to Lake Griffin where you will find a fishing dock ideal for relaxing, casting a line or simply watching the incredible wildlife that makes this lake so special. A private concrete boat ramp allows you to launch your own boat and explore the Harris Chain of Lakes, known for its world-class bass fishing, scenic waterways and the ability to boat between multiple lakes, waterfront restaurants and marinas throughout the chain. Enjoy the outdoors from multiple vantage points, whether you are relaxing on the spacious 22-by-12-foot front patio, entertaining on the rear deck overlooking the backyard and lake or sitting on the dock directly over the water as the sun sets across the lake. A circular driveway leads you to the home and adds both convenience and curb appeal. With a serviced well, well house and a recently pumped septic system, you’ll enjoy the benefit of no water or sewer bills while living on one of Florida’s beloved fishing and boating lakes. This is the perfect opportunity to enjoy a completely updated home with lake views, private lake access, and the freedom of nearly an acre on Lake Griffin, where boating, fishing and nature are right outside your door.
Listing is courtesy of: PREMIER SOTHEBYS INT'L REALTY (407-581-7888)
Listing Agent: Dawn Giachetti (352-874-2100)
4921 GLEN COE ST, LEESBURG, FL 34748
$275,000112 Days on yellowkey MLS ID: G5108958
REDUCED by $4,999 (1.8%) on 05/25/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1414 Built: 2000Monthly Fee: $229 Tax: $2,257 (2025)Community: Royal Highlands Ph 01ESingle Family
Taxes:$2,257
Remarks: Welcome to your dream home in Royal Highlands, an exclusive 55+ gated golf community in Central Florida! This beautifully maintained Diamond Model features three bedrooms and two bathrooms, offering an open concept floor plan with stunning granite countertops and cottage-style charm throughout. Step into the spectacular Florida Room—a tranquil retreat to enjoy the sunshine—or relax in the bonus screened lanai, perfect for outdoor living. Recent upgrades include a 2025 roof, 2024 HVAC, 2024 water heater, and a transferable termite bond for peace of mind. Extra insulation above the garage and attic ensures year-round comfort, and the low monthly HOA fee covers access to premium amenities, cable, and internet. The large master suite is flooded with natural light and boasts an ensuite bath with soaker tub, step-in shower, dual vanity, and linen closet. Upscale laminate flooring flows through the main living areas, and a convenient inside laundry room adds to the home's functionality. Enjoy community amenities such as a restaurant, pro shop, driving range, putting green, two pools, courts, craft room with kiln, library, billiards, and fitness center. The Great Hall features a huge dance floor, theater stage, and full kitchen—ideal for gatherings and events. Located in Lake County near MCO, Disney, medical facilities, and historic districts, this home offers both luxury and convenience. Don’t miss this rare opportunity—run, don’t walk, to make it yours and live with no regrets!
21122 LIONHEART DR, LEESBURG, FL 34748
$250,000224 Days on yellowkey MLS ID: G5104218
REDUCED by $9,900 (3.8%) on 05/25/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1453 Built: 2001Monthly Fee: $229 Tax: $1,896 (2024)Community: Royal Highlands Ph 01ESpa: NoSingle Family
Taxes:$1,896
Remarks: Virtually Staged. Coastal Florida Charm in a 55+ golf community is the perfect remedy for the winter blues! Come enjoy this modified Diamond Model, offering three full bedrooms, two bathrooms, Florida Room, screened entry, and slightly oversized garage! This west-facing home has high ceilings, a huge kitchen, and inside laundry! Equipped with spacious rooms, our property boast stainless steel appliances in the kitchen, ample closets, 2020 roof, 2023 HVAC, 2016 water heater, and lots of natural light! The primary quarters have a large footprint and an ensuite bathroom with garden tub, step-in shower, comfort height vanity and commode. The 3rd bedroom can easily become the office, den, or craft room! It's time to call sunny Central Florida home! Royal Highlands is a gated community with a low monthly HOA that includes Xfinity cable and high-speed internet, all underground utilities, and lots of conservation views! Fish off the dock, play pickleball, learn billiards, workout at the fitness center or swim in one of the two pools! On-campus restaurant, driving range, courts, Great Hall dances and live productions, and MORE! Come say "Yes" to the address! Book your tour of the community and this home today!
25948 NEWCOMBE CIR, LEESBURG, FL 34748
$259,90014 Days on yellowkey MLS ID: G5113155
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1388 Built: 1992Monthly Fee: $135 Tax: $2,843 (2025)Community: Highland Lakes Ph 01BSingle Family
Taxes:$2,843
Remarks: RENOVATED and move-in ready! 3-bedrooms | 2 full baths | PLUS BONUS ROOM | Screen enclosed front entry | DOUBLE PANE WINDOWS throughout | Luxury Vinyl Plank flooring | RE-FACED KITCHEN CABINETS and new Formica countertop | deep farmhouse-style sink | stainless appliances | laundry room includes wash tub, washer and gas dryer | UPDATED GUEST BATH features new vanity, tub and shower combination, linen closet | Primary Bedroom features walk-in closet, ensuite bathroom with updated shower stall, new toilet and countertop | BONUS ROOM has DOUBLE PANE WINDOWS and direct access to the screen enclosed patio beyond | NO CARPETING | whole house Water Softener (2022) | Water Heater (2018) | UPDATED ELECTRICAL PANEL | HVAC (2022) with transferable warranty | ROOF (2020) | new drain system at rear screen patio | UPDATED FIXTURES throughout the home 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)
32744 WESTWOOD LOOP, LEESBURG, FL 34748
$198,24763 Days on yellowkey MLS ID: G5110592
REDUCED by $6,000 (2.9%) on 06/19/2026
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1232 Built: 1998Monthly Fee: $265 Tax: $631 (2025)Community: Pennbrooke FairwaysSingle Family
Taxes:$631
Remarks: WATER VIEW! ENCLOSED LANAI! EXPECT THE UNEXPECTED! This cute home has no carpet in the main living area. The kitchen has a bright, eat in area plus a pass through window to the main living area. Your lanai is just waiting for you to come and relax and enjoy the view. 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! Expect the unexpected! ROOF 2017, WATER HEATER 2023, AC is 18 years old so a Broward Home Warranty of up to $750 is being offered with the home.
Listing is courtesy of: GOLDKEY REAL ESTATE PARTNERS LLC (352-857-7461)
Listing Agent: Jayne Marvin (352-205-5379)
816 WOODLAND AVE, LEESBURG, FL 34748
$250,00041 Days on yellowkey MLS ID: G5112437
REDUCED by $10,000 (3.8%) on 06/19/2026
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1034 Built: 1956 Tax: $1,737 (2025)Community: OakridgeSpa: NoSingle Family
Taxes:$1,737
Remarks: Charming Home with All-New Updates. Discover this beautifully updated home featuring a complete modern refresh throughout. The kitchen shines with brand-new appliances, fresh cabinetry, and elegant granite countertops – perfect for preparing meals and entertaining guests. Every major system has been thoughtfully upgraded for peace of mind and turnkey living: New electrical, new plumbing, new AC, new LVT flooring through out the entire house. New vinyl siding, windows, doors, metal roof, insulation(including walls and attic space),septic and well. Step outside to enjoy complete privacy in the backyard, enclosed by a brand-new privacy fence. Whether you’re relaxing or hosting friends, this outdoor space offers comfort and seclusion. Located just minutes from vibrant downtown Leesburg, you’re also conveniently close to shopping centers, popular restaurants, the airport, and major attractions. This home perfectly balances modern comfort with unbeatable convenience.
Listing is courtesy of: OPTIMA ONE REALTY, INC. (352-243-6784)
Listing Agent: Vrex Isaac (352-702-2742)
67 ABERDEEN CIR, LEESBURG, FL 34788
$180,000133 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)
5414 ASTOR ST, LEESBURG, FL 34748
$222,00041 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 is courtesy of: SALLY LOVE REAL ESTATE (352-399-2010)
Listing Agent: Julie Nay Gordon (407-969-9590)
2329 SOUTH AVE, LEESBURG, FL 34748
$262,900146 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
Tax Year: 2026
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 is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Sunshine Callahan (407-353-9931)
5338 TIGERS TAIL, LEESBURG, FL 34748
$230,00071 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)
2710 LORRAINE DR, LEESBURG, FL 34748
$239,90038 Days on yellowkey MLS ID: O6407819
REDUCED by $5,000 (2.0%) on 06/18/2026
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1217 Built: 1989Monthly Fee: $11 Tax: $2,833 (2025)Community: Leesburg Westside OaksSpa: NoSingle Family
Taxes:$2,833
Remarks: This move-in ready three-bedroom, two-bathroom home is located in the charming Leesburg Westside Oaks neighborhood. The interior features a functional layout highlighted by an updated kitchen. This stylish cooking space is complete with modern granite countertops and sleek stainless steel appliances. The residence offers a comfortable living environment designed to accommodate a variety of lifestyles. The exterior includes a private, fully fenced backyard, providing a secure space for outdoor entertaining or pets. Situated in a prime location, this home is just a short drive from local schools, shopping centers, restaurants, and hospitals. Schedule your private showing today
Listing is courtesy of: ENTERA REALTY LLC (888-216-6364)
Listing Agent: Robert Salmons (888-216-6364)
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