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 to offer and just minutes to Downtown Leesburg. Central Florida living at its best! THIS HOME IS A MUST VISIT!! UNEXPECT THE UNEXPECTED! The view of this home 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!! 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
For sale
Price cut: $20K (1/25)
$279,247
33236 Grand Cypress Way, Leesburg, FL 34748
3beds
1,598sqft
Est.:
Single Family Residence
Built in 2003
7,937 Square Feet Lot
$-- Zestimate®
$175/sqft
$265/mo HOA
What's special
Stunning glass windowsOversized birdcageFront screen enclosureOpen floorplanOutdoor living spaceCustom built pantry
- 468 days |
- 326 |
- 11 |
Likely to sell faster than
Zillow last checked: 7 hours ago
Listing updated: March 10, 2026 at 07:56am
Listing Provided by:
Jayne Marvin 352-205-5379,
MAXREV LLC 904-460-2789,
Kris DiLeva 352-272-8394,
SALLY LOVE REAL ESTATE
Source: Stellar MLS,MLS#: G5089755
Originating MLS: Flagler
Originating MLS: Flagler
Tour with a local agent
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 3
- Bathrooms: 2
- Full bathrooms: 2
Primary bedroom
- Features: Ceiling Fan(s), En Suite Bathroom, Walk-In Closet(s)
- Level: First
- Area: 180 Square Feet
- Dimensions: 12x15
Bedroom 2
- Features: Ceiling Fan(s), Built-in Closet
- Level: First
- Area: 132 Square Feet
- Dimensions: 12x11
Bedroom 3
- Features: Ceiling Fan(s), Built-in Closet
- Level: First
- Area: 121 Square Feet
- Dimensions: 11x11
Balcony porch lanai
- Features: Ceiling Fan(s)
- Level: First
Dining room
- Level: First
- Area: 144 Square Feet
- Dimensions: 12x12
Florida room
- Features: Ceiling Fan(s)
- Level: First
- Area: 99 Square Feet
- Dimensions: 9x11
Kitchen
- Level: First
Kitchen
- Features: Breakfast Bar
- Level: First
- Area: 130 Square Feet
- Dimensions: 10x13
Living room
- Features: Ceiling Fan(s)
- Level: First
- Area: 238 Square Feet
- Dimensions: 17x14
Heating
- Central, Electric
Cooling
- Central Air
Appliances
- Included: Dishwasher, Disposal, Dryer, Electric Water Heater, Microwave, Range, Refrigerator, Washer
- Laundry: Inside, Laundry Room
Features
- Ceiling Fan(s), Open Floorplan, Solid Surface Counters, Walk-In Closet(s)
- Flooring: Carpet, Ceramic Tile, Luxury Vinyl
- Windows: Window Treatments
- Has fireplace: No
Interior area
- Total structure area: 2,660
- Total interior livable area: 1,598 sqft
Video & virtual tour
Property
Parking
- Total spaces: 2
- Parking features: Driveway, Garage Door Opener
- Attached garage spaces: 2
- Has uncovered spaces: Yes
- Details: Garage Dimensions: 22x20
Features
- Levels: One
- Stories: 1
- Patio & porch: Covered, Enclosed, Front Porch, Patio, Porch, Screened
- Exterior features: Irrigation System, Lighting, Rain Gutters
- Has view: Yes
- View description: Trees/Woods
Lot
- Size: 7,937 Square Feet
- Residential vegetation: Trees/Landscaped
Details
- Parcel number: 191924018700000P42
- Zoning: PUD
- Special conditions: None
Construction
Type & style
- Home type: SingleFamily
- Property subtype: Single Family Residence
Materials
- Block, Stucco
- Foundation: Slab
- Roof: Shingle
Condition
- New construction: No
- Year built: 2003
Utilities & green energy
- Sewer: Public Sewer
- Water: Public
- Utilities for property: BB/HS Internet Available, Cable Available, Electricity Connected, Sewer Connected, Street Lights, Underground Utilities, Water Connected
Community & HOA
Community
- Features: Association Recreation - Lease, Association Recreation - Owned, Clubhouse, Deed Restrictions, Fitness Center, Gated Community - Guard, Golf Carts OK, Golf, Pool, Restaurant, Tennis Court(s)
- Security: Gated Community, Smoke Detector(s)
- Senior community: Yes
- Subdivision: PENNBROOKE FAIRWAYS
HOA
- Has HOA: Yes
- Amenities included: Clubhouse, Fitness Center, Gated, Golf Course, Maintenance, Pickleball Court(s), Pool, Recreation Facilities, Security, Shuffleboard Court, Tennis Court(s), Trail(s)
- Services included: 24-Hour Guard, Cable TV, Community Pool, Internet, Maintenance Grounds, Manager, Recreational Facilities, Security
- HOA fee: $265 monthly
- HOA name: Ashley Hicks / Leland Management
- HOA phone: 352-360-1001
- Pet fee: $0 monthly
Location
- Region: Leesburg
Financial & listing details
- Price per square foot: $175/sqft
- Tax assessed value: $237,810
- Annual tax amount: $3,052
- Date on market: 12/2/2024
- Cumulative days on market: 469 days
- Listing terms: Cash,Conventional,FHA,VA Loan
- Ownership: Fee Simple
- Total actual rent: 0
- Electric utility on property: Yes
- Road surface type: Paved
Estimated market value
Not available
Estimated sales range
Not available
$1,993/mo
Price history
Price history
| Date | Event | Price |
|---|---|---|
| 1/25/2026 | Price change | $279,247-6.7%$175/sqft |
Source:  Stellar MLS #G5089755 Report a problem | ||
| 6/10/2025 | Price change | $299,247-4.8%$187/sqft |
Source: Stellar MLS #G5089755 Report a problem | ||
| 3/11/2025 | Price change | $314,247-3.1%$197/sqft |
Source: Stellar MLS #G5089755 Report a problem | ||
| 12/2/2024 | Listed for sale | $324,247+62.1%$203/sqft |
Source: Stellar MLS #G5089755 Report a problem | ||
| 4/15/2020 | Sold | $200,000-2.4%$125/sqft |
Source: Stellar MLS #G5026687 Report a problem | ||
| 3/9/2020 | Pending sale | $205,000$128/sqft |
Source: ERA Grizzard Real Estate #G5026687 Report a problem | ||
| 2/28/2020 | Listed for sale | $205,000$128/sqft |
Source: ERA GRIZZARD REAL ESTATE #G5026687 Report a problem | ||
Public tax history
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2025 | $3,981 +4.4% | $237,810 +9.2% |
| 2024 | $3,813 +18.1% | $217,740 +10% |
| 2023 | $3,228 +6.9% | $197,945 +8.5% |
| 2022 | $3,020 +13.1% | $182,490 +10% |
| 2021 | $2,670 +85% | $165,900 +51.7% |
| 2020 | $1,443 +1.5% | $109,367 +2.3% |
| 2019 | $1,422 +5.3% | $106,909 +1.9% |
| 2018 | $1,350 | $104,916 +2.1% |
| 2017 | $1,350 +4.8% | $102,759 +2.1% |
| 2016 | $1,288 +0.6% | $100,646 +0.7% |
| 2015 | $1,281 -2% | $99,947 +0.8% |
| 2014 | $1,306 +47% | $99,154 +1.5% |
| 2013 | $889 +1.5% | $97,689 +1.7% |
| 2012 | $875 -23% | $96,057 -15.3% |
| 2011 | $1,138 -1.6% | $113,464 -0.1% |
| 2010 | $1,156 -18.1% | $113,600 -12.9% |
| 2009 | $1,412 -1.4% | $130,448 -1.1% |
| 2008 | $1,432 -15.5% | $131,866 -3.2% |
| 2007 | $1,694 -24.4% | $136,201 |
| 2006 | $2,239 +16.2% | $136,201 +17.4% |
| 2005 | $1,927 +5.2% | $116,029 +5.7% |
| 2004 | $1,831 | $109,779 |
Find assessor info on the county website
BuyAbility℠ payment
Est. payment
$2,001/mo
Principal & interest
$1368
Property taxes
$368
HOA Fees
$265
More affordability tools
Climate risks
Neighborhood: 34748
Nearby schools
GreatSchools rating
- 1/10Leesburg Elementary SchoolGrades: PK-5Distance: 3.2 mi
- 2/10Oak Park Middle SchoolGrades: 6-8Distance: 3.2 mi
- 2/10Leesburg High SchoolGrades: 9-12Distance: 3.3 mi
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