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$279,247

  • For Sale
  • Active
  • Single Family
  • 3 Beds
  • 2 Full Baths
  • 1,598 Sq. Ft.
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Virtually Staged. 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 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 available and just minutes to Downtown Leesburg. Central Florida living at its best! THIS HOME IS A MUST VISIT!! EXPECT THE UNEXPECTED! If you love NATURE and PRIVACY, then this home is for you. The view is spectacular to say the least! 3/2 home with oversized birdcage offers much to your outdoor living space! Plenty of room for you to create an outdoor oasis-perfect for garden parties, or quiet rest from the day. Beautiful flooring in main Living room area, and Florida room which is encased with stunning glass windows. There is a custom built pantry that features pull out shelving. You will enjoy the front screen enclosure, open floorplan, and the VIEW! The birdcage area also has room for a hot tub. Lots of privacy and nature abounds! MUST SEE THIS HOME! ROOF 2019 AC 2024. Pictures show when home was furnished. The landscaping has been refreshed and the front patio has been painted. Furniture has since been removed. There are some pictures that are virtually staged in the birdcage.

Full Property Details for 33236 Grand Cypress Way

General

  • Price: $279,247
  • HOA FEE: $265/month
  • Taxes: $3,981 (2025)
  • Status: Active
  • Type: Single Family
  • Source: MidFloridaRegionalMLS
  • MLS ID: G5114915
  • Updated: 7/17/2026
  • Added to Site: 54 day(s) ago

Rental Information

  • Min. Lease: 3 Months

Interior

  • Number of Rooms: 9
  • Interior Features: Living Room/Dining Room Combo, Primary Bedroom Main Floor
  • Appliances: Dishwasher, Dryer, Microwave, Range, Refrigerator, Washer
  • Furnishings: Unfurnished
  • Flooring: Carpet, Luxury Vinyl, Tile

Rooms

Bathrooms

  • Total Bathrooms: 2
  • Full Bathrooms: 2

Bedrooms

  • Total Bedrooms: 3

Other Rooms

  • Laundry: Inside

Additional Information

  • Shared Amenities: Fitness Center, Gated, Golf Course, Security

Exterior

  • Exterior Features: Private Yard

Parking

  • Garage: Yes
  • Attached garage: Yes
  • Garage Spaces: 2
  • Covered Spaces: 2

Location

  • Area: 34748 - Leesburg
  • County: Lake
  • Development Name: 34748 - Leesburg
  • Subdivision: PENNBROOKE PH 02P LT P1 BEING IN 18-19-24
  • Driving Directions: SR 44 west of US Hwy 27. Pennbrooke Fairways entrance. Check in at guard gate and show your Realtor's license. Head straight on Countryside Blvd to end. Turn right onto Pennbrooke Pkwy. Turn left on Eagles Landing and left on Grand Cypress Way. House will be on right.
  • Direction Faces: South

Community

  • Community Name: 34748 - Leesburg
  • Community Features: Community Mailbox, Gated Community - Guard, Golf Carts OK, Pool, Tennis Court(s)
  • Optional Amenities: Fitness Center, Gated, Golf Course, Security
  • Association: Yes
  • Assoc. Name: FRANK BOCHICCHIO
  • Assoc. Fees Include: 24-Hour Guard, Cable TV, Community Pool, Internet, Maintenance Grounds
  • Adult Community: Yes

Heating & Cooling

  • Cooling Type: Central Air
  • Heating Type: Electric

Utilities

  • Sewer: Public Sewer
  • Water: Public
  • Utility Description: Cable Connected, Electricity Connected, Public

Structural Information

  • Exterior Const.: Block, Stucco
  • Roof: Shingle
  • Stories/Levels: One
  • Square Feet: 1,598
  • Sq. Ft. Source: Public Records
  • Year Built: 2003

Lot Features

  • Lot Size (Acres): 0.18
  • Lot Size (Sq. Ft.): 7,937
  • Lot Size: 7937
  • Street/Road Desc.: Paved

Financial Considerations

  • Association Fee: $265
  • Assoc Fee Freq.: Monthly
  • Assoc Fee Desc.: Required
  • Tax Amount: $3,981.11
  • Tax Year: 2025

Disclosures and Reports

  • Ownership: Fee Simple
  • Special Conditions: None
  • Legal Description: PENNBROOKE PHASE 2P PB 49 PG 70-74 LOT P42 ORB 5458 PG 2068
  • Flood Zone Info: X
  • APN: 191924018700000P42
  • Property ID: 191924018700000P42

Listed by Goldkey Real Estate Partners Llc

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Listing agents

— 33236 Grand Cypress Way —

  • Goldkey Real Estate Partners Llc

  • Goldkey Real Estate Partners Llc

Get Pre-Approved Today

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Schools serving 33236 Grand Cypress Way

School District:Lake County School District
NameGradesDistance
Leesburg Elementary School
2229 South Street, Leesburg, FL 34748
PK-53.2 mi
Oak Park Middle School
2101 South Street, Leesburg, FL 34748
6-83.2 mi
Leesburg High School
1401 Yellow Jacket Way, Leesburg, FL 34748
9-123.3 mi
Disclaimer: School attendance boundaries provided by ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.

Price & Sales History for 33236 Grand Cypress Way Get Price Alerts and Save Property

Date
Details
Price
Change
Source
7/17/2026
Listed
$279,247
39.62%
MLS
4/15/2020
Sold
$200,000
—
Public Record
Get Price Alerts and Save Property
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Tax History for 33236 Grand Cypress Way

Year
Property Taxes
Change
Tax Assessment
Change
2025
$3,981
4%
$237,810
—
2024
$3,813
—
$237,810
2%
2024
$3,813
18%
$233,712
18%
2023
$3,228
21%
$197,945
19%
2021
$2,670
-12%
$165,900
-16%
2022
$3,020
13%
$197,945
81%
2021
$2,670
88%
$109,367
2%
2019
$1,422
5%
$106,909
2%
2018
$1,350
5%
$104,916
2%
2017
$1,288
1%
$102,759
2%
2016
$1,281
-2%
$100,646
1%
2015
$1,305
—
$99,947
1%
2014
$1,306
4%
$99,154
1%
2013
$1,254
—
$97,689
—
View All
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

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Listed by Goldkey Real Estate Partners Llc

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33236 Grand Cypress Way, Leesburg, FL 34748 (MLS# G5114915) is a Single Family property with 3 bedrooms and 2 full bathrooms. 33236 Grand Cypress Way is currently listed for $279,247 and was received on July 17, 2026. Want to learn more about 33236 Grand Cypress Way? Do you have questions about finding other Single Family real estate for sale in Leesburg? You can browse all Leesburg real estate or contact a Coldwell Banker agent to request more information.

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