David Shippey
863.521.4517

Pennbrooke Fairways Real Estate

Market Snapshot of Listings in Pennbrooke Fairways - Leesburg, FL 34748
The current prices for all Real Estate Listings in Pennbrooke Fairways - Leesburg, FL are reflected in the the table below.
Averages based on current search criteria as of 07/29/2025 2:39 PM
Class Total Number Price Beds Baths Age
Residential15$243,5552.51.826.5
Displaying results 1-10 of 15
40 Photos 33409 Pennbrooke Parkway Leesburg, FL 34748

33409 Pennbrooke Parkway
Leesburg, FL 34748
Pennbrooke Fairways
Residential

MLS# G5092982 / Active
3 Beds, 2.00 Total Baths, 2 Full Bath, 2111 Sqft
Area: 34748 - Leesburg, Subdivision: Pennbrooke Fairways

EXPECTED THE UNEXPECTED! 3/2 HOME PLUS OVERSIZED BONUS ROOM...... NOT TO MENTION GOLF CART GARAGE AND STUNNING GOLF VIEWS!!! THIS IS A MUST SEE! TH... 

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$334,247
Reduced -$10,000
Provided courtesy of MAXREV LLC
57 Photos 627 Timbercrest Drive Leesburg, FL 34748

627 Timbercrest Drive
Leesburg, FL 34748
Pennbrooke Fairways
Residential

MLS# G5098986 / Active
3 Beds, 2.00 Total Baths, 2 Full Bath, 1436 Sqft
Area: 34748 - Leesburg, Subdivision: Pennbrooke Fairways

Welcome home to PENNBROOKE FAIRWAYS, an active 55 plus gated community. This home is a BEAUTIFUL 3 BR/2 BA with SPLIT FLOOR PLAN and large EAT-IN K... 

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$309,900
Provided courtesy of NEXTHOME SALLY LOVE REAL ESTATE
48 Photos 910 Eagles Landing Leesburg, FL 34748

910 Eagles Landing
Leesburg, FL 34748
Pennbrooke Fairways
Residential

MLS# G5095291 / Active
3 Beds, 2.00 Total Baths, 2 Full Bath, 1807 Sqft
Area: 34748 - Leesburg, Subdivision: Pennbrooke Fairways

EXPECT THE UNEXPECTED! 3 BEDROOM AND 2 BATH HOME WITH A GOLF CART GARAGE IS A MUST SEE! NO CARPET HERE! DEEP BACK YARD SPACE TOO! You'll enjoy your... 

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$309,247
Reduced -$5,000
Provided courtesy of MAXREV LLC
45 Photos 33236 Grand Cypress Way Leesburg, FL 34748

33236 Grand Cypress Way
Leesburg, FL 34748
Pennbrooke Fairways
Residential

MLS# G5089755 / Active
3 Beds, 2.00 Total Baths, 2 Full Bath, 1598 Sqft
Area: 34748 - Leesburg, Subdivision: Pennbrooke Fairways

Welcome to Pennbrooke Fairways, a 55+ Community! This hidden gem of a community is located just 5 minutes south of The Villages, less than an hour ... 

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$299,247
Reduced -$15,000
Provided courtesy of MAXREV LLC
38 Photos 32857 Timberwood Drive Leesburg, FL 34748

32857 Timberwood Drive
Leesburg, FL 34748
Pennbrooke Fairways
Residential

MLS# G5088154 / Active
3 Beds, 2.00 Total Baths, 2 Full Bath, 1674 Sqft
Area: 34748 - Leesburg, Subdivision: Pennbrooke Fairways

BEAUTIFUL GOLF COURSE HOME!! Located in Pennbrooke Fairways a 55+ gated community! This desirable block/stucco Mclean model home features 3 bdrs, 2... 

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$299,000
Reduced -$30,000
Provided courtesy of ERA GRIZZARD REAL ESTATE
25 Photos 1045 Meadowbend Drive Leesburg, FL 34748

1045 Meadowbend Drive
Leesburg, FL 34748
Pennbrooke Fairways
Residential

MLS# G5099689 / Active
3 Beds, 2.00 Total Baths, 2 Full Bath, 1570 Sqft
Area: 34748 - Leesburg, Subdivision: Pennbrooke Fairways

Central Florida Living at Its Finest in Pennbrooke Fairways! Welcome to this beautifully maintained home in the sought-after gated golf active adul... 

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$284,900
Provided courtesy of CENTURY 21 MYERS REALTY
50 Photos 32942 Rambling Oaks Court Leesburg, FL 34748

32942 Rambling Oaks Court
Leesburg, FL 34748
Pennbrooke Fairways
Residential

MLS# G5099019 / Active
3 Beds, 2.00 Total Baths, 2 Full Bath, 1869 Sqft
Area: 34748 - Leesburg, Subdivision: Pennbrooke Fairways

Welcome Home to this cute 3/2/2 with privacy in the back! This home has a new roof (June 2022), New Water Heater (June 2025) and newer HVAC (2017) ... 

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$269,999
Provided courtesy of CENTURY 21 ALTON CLARK
40 Photos 651 Timbercrest Drive Leesburg, FL 34748

651 Timbercrest Drive
Leesburg, FL 34748
Pennbrooke Fairways
Residential

MLS# G5099051 / Active
2 Beds, 2.00 Total Baths, 2 Full Bath, 1468 Sqft
Area: 34748 - Leesburg, Subdivision: Pennbrooke Fairways

Fresh paint inside and out!!! New Laminate Flooring!!! This beautifully maintained 2-bedroom, 2-bathroom home is nestled in an active 55+ community... 

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$259,900
Provided courtesy of RIGHT REALTY CONNECTION, INC.
39 Photos 305 Ranchwood Drive Leesburg, FL 34748

305 Ranchwood Drive
Leesburg, FL 34748
Pennbrooke Fairways
Residential

MLS# G5092614 / Active
2 Beds, 2.00 Total Baths, 2 Full Bath, 1631 Sqft
Area: 34748 - Leesburg, Subdivision: Pennbrooke Fairways

LOOKING FOR A VIEW HOME? WELCOME TO PENNBROOKE FAIRWAYS! This OVERSIZED floor plan features a large great room and an enclosed lanai overlooking a ... 

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$249,247
Reduced -$15,000
Provided courtesy of MAXREV LLC
64 Photos 32708 Westwood Loop Leesburg, FL 34748

32708 Westwood Loop
Leesburg, FL 34748
Pennbrooke Fairways
Residential

MLS# G5092760 / Active
2 Beds, 2.00 Total Baths, 2 Full Bath, 1284 Sqft
Area: 34748 - Leesburg, Subdivision: Pennbrooke Fairways

LIGHT AND BRIGHT TWO bedroom TWO bath home in Pennbrooke Fairways, an active 55+ community with NO BONDS. Beautiful LAMINATE flooring in living/din... 

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$234,000
Reduced -$5,000
Provided courtesy of NEXTHOME SALLY LOVE REAL ESTATE

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