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Pennbrooke Homes for Sale

33236 Grand Cypress Way, Leesburg
$279,247
3 Beds ⋅ 2 Baths ⋅ Pennbrooke Ph 02p Lt P1 Being In 18-19-24 SubDv. ⋅ 34748 Zip Code
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.

33236 Grand Cypress Way, Leesburg

830 Old Oaks Lane, Leesburg
$379,247
3 Beds ⋅ 2 Baths ⋅ Pennbrooke Ph Q Sub SubDv. ⋅ 34748 Zip Code
EXPECT THE UNEXPECTED with this beautiful block/stucco 3-bedroom, 2-bath home that offers the PRIVACY you've been searching for. Step inside to a spacious entryway that immediately draws your eye to the backyard oasis. The screened birdcage encloses a relaxing in-ground spa and provides the perfect setting for entertaining friends, hosting family gatherings, or simply unwinding while enjoying the peaceful views and wathcing the birds. The open-concept kitchen overlooks the main living area, making it easy to stay connected while cooking or entertaining. Throughout the home, you'll find easy-to-maintain flooring with NO CARPET. The spacious primary suite features sliding glass doors that open directly to the lanai, creating a private retreat. An inside laundry room and a large pantry provide plenty of everyday convenience and storage. If you're looking for privacy, generous outdoor space, a distinctive block and stucco exterior, and a move-in-ready home with a 2023 roof, this one checks all the boxes. 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!

830 Old Oaks Lane, Leesburg

32222 Summertree Circle, Leesburg
$289,000
2 Beds ⋅ 2 Baths ⋅ Pennbrooke Ph Ie Sub SubDv. ⋅ 34748 Zip Code
Welcome to Pennbrooke Fairways, one of Central Florida’s premier gated 55+ golf communities. If you’ve been searching for a home where the major updates have already been completed and all that’s left to do is move in and enjoy life, this is it. This beautiful residence has been thoughtfully updated from top to bottom with a brand-new roof (2024), new air conditioning system (2025), new hot water heater (2024), luxury vinyl plank flooring throughout, stunning quartz countertops, and a complete suite of stainless-steel appliances. The result is a home that offers exceptional style along with the confidence and peace of mind that comes from major mechanical improvements already being in place. Designed with comfort and flexibility in mind, the floor plan features dual primary suites, making it ideal for guests or simply providing everyone with their own private retreat. Throughout the home, you'll discover charming custom hand-stenciled artwork in the kitchen and bathrooms, adding character and a unique touch. The spacious great room is filled with natural light and flows effortlessly into the outdoor living areas, creating the perfect setting for entertaining or enjoying a quiet evening at home. A Bluetooth-enabled audio system lets you stream your favorite music throughout the interior. One of the home's greatest assets is its location. Situated on a quiet cul-de-sac with virtually no through traffic and only one adjacent neighbor, this property offers an uncommon level of privacy and tranquility. Resting on an oversized homesite of more than 0.25 acres with recently refined landscaping, the residence provides a rare combination of space and seclusion. Whether you're enjoying your morning coffee, hosting friends, or unwinding after a round of golf, you'll appreciate the peaceful surroundings and extra elbow room. Outdoor living is equally impressive. A screened front entry welcomes guests while allowing fresh air to flow through the home. In addition, two screened lanais provide multiple spaces to relax, entertain, dine outdoors, or simply enjoy Florida’s beautiful weather year-round. The oversized 1.5-car garage provides room for both your vehicle and golf cart and includes a new garage door opener, two new remotes, and screened sliding doors. Beyond the home itself, Pennbrooke Fairways offers a lifestyle that’s hard to match. Residents enjoy a 27-hole golf course, two heated swimming pools, hot tubs, tennis and pickleball courts, an on-site restaurant, salon, gated entry, and a vibrant calendar of activities. The affordable HOA includes cable television, high-speed internet, lawn maintenance, and RV and boat storage. Conveniently located just minutes from Brownwood Paddock Square and Sawgrass Grove in The Villages, you'll enjoy easy access to shopping, dining, entertainment, and medical facilities while still enjoying the charm and serenity of Pennbrooke Fairways. Homes that combine this level of updating, privacy, outdoor living space, and community amenities are a rare find. At 32222 Summertree Circle, you're not just purchasing a house—you're investing in a lifestyle where comfort, convenience, and quality come together. Come experience firsthand why, Who You Work With Truly Matters.

32222 Summertree Circle, Leesburg

32676 Oak Park Drive, Leesburg
$275,000
3 Beds ⋅ 2 Baths ⋅ Pennbrooke SubDv. ⋅ 34748 Zip Code
One or more photo(s) has been virtually staged. Discover comfortable Florida resort lifestyle living in this 3 BEDROOM, 2 BATHROOM home spanning just over 1,700 SQUARE FEET within the esteemed PENNBROOKE FAIRWAYS, an inviting GATED 55+ COMMUNITY in Leesburg, Florida. Perfectly positioned just 5 minutes south of The Villages and only 50 minutes from Orlando, this location truly has it all. A well-designed floor plan maximizes both space and natural light throughout, while the updated kitchen flows seamlessly into the living areas creating an ideal space for everyday living and entertaining. The kitchen features UPDATED APPLIANCES including a stove, dishwasher, refrigerator, and microwave, along with UPDATED COUNTERTOPS, SINK, AND BACKSPLASH. Just off the kitchen you will find a dedicated LAUNDRY room featuring a generous PANTRY - ideal for extra storage and everyday convenience. UPDATES THROUGHOUT THE HOME include new hardware, fresh finishes, and a UPDATED GUEST BATHROOM WITH NEW COUNTERTOPS, giving the home a cohesive and polished feel. A NEWER FRONT DOOR makes a great first impression the moment you arrive, complemented by a LEVELED DRIVEWAY for added curb appeal and functionality. Step out to your SPACIOUS 3 SEASON ENCLOSED LANAI overlooking a PERMANENTLY PRIVATE WOODED BACKDROP where you can sit back, relax, and take in BEAUTIFUL FLORIDA WILDLIFE right from the comfort of your own home. This lot backs to a conservation area ensuring no homes will ever be built behind you. Major mechanicals have been taken care of with a WATER HEATER REPLACED IN 2023, HVAC FROM 2017 AND WELL MAINTAINED, and a ROOF FROM 2015. HOA INCLUDES BASIC CABLE, INTERNET, AND LAWN CARE, making for easy and low maintenance living. WIND MITIGATION INSPECTION COMPLETED with a 4 point inspection report available. Community amenities include a fitness center, activity center, grand hall with full kitchen, card room, craft room, billiards, ping pong, hair salon, library, and an on-site non-denominational building. With more than 110 weekly activities, clubs, and a full-time lifestyle director, there is truly something for everyone. Enjoy all the dining, shopping, golf, and entertainment that THE VILLAGES has to provide just minutes away, along with convenient access to I-75 AND THE FLORIDA TURNPIKE. As an added bonus, a GOLF CART IS INCLUDED WITH THE SALE: an ELECTRIC CLUB CAR (late 1990s/early 2000s model) in good shape with GOOD BATTERIES AND TIRES, so you can start enjoying the golf cart lifestyle from day one. MOTIVATED SELLER. READY for YOU! Schedule your showing today.

32676 Oak Park Drive, Leesburg

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Lake County › Leesburg › Pennbrooke

Pennbrooke, Leesburg

Pennbrooke is a neighborhood in west Leesburg, in the 34748 zip code, built most often in the 1990s. Homes are wood frame and siding, predominantly single story. Most homes fall between about 700 and 1,900 square feet under air, the median lot is about an eighth of an acre, and a two car garage is standard.

Homes here carry an HOA, billed monthly, typically around $153. Confirm the figure on a specific parcel before relying on it.

What the homes are

  • Built Most often built in the 1990s (43% of homes), with homes from 1987 to 2005.
  • Construction Wood frame and siding. Shingle roofs are near universal.
  • Style Ranch, Florida, Contemporary. Predominantly single story.
  • Size Most homes fall between about 700 and 1,900 square feet under air.
  • Bedrooms Two bedrooms is the most common plan, then three.
  • Garage A two car garage is standard.
  • Lot The median lot is about an eighth of an acre.
  • HOA Billed monthly, typically around $153. Confirm on a specific parcel before relying on it.

Where Pennbrooke is

Pennbrooke, centered at 28.82548, -81.947078. Drag to explore.

Drive times below are measured on the road network from the center of Pennbrooke, not straight-line distance, in free-flowing traffic. Treat them as the floor rather than the school-run average.

Driving toTimeMiles
Downtown Orlando58 min49.6
Walt Disney World63 min56.5
AdventHealth Waterman31 min17.4
Downtown Mount Dora39 min22.0

Public schools nearby

  • Fruitland Park Elementary School 8 min, 3.7 mi
  • Leesburg Elementary School 9 min, 4.7 mi

Private schools nearby

  • The Excellence Academy 7 min, 3.6 mi
  • Kerrington's Care Academy of Excellence 7 min, 3.6 mi
  • First Trinity Academy 7 min, 4.1 mi
  • Freedom Christian Academy 12 min, 5.0 mi

Parks and recreation

  • Atlas Canine Park 10 min, 4.7 mi
  • Veterans Memorial Park 10 min, 4.3 mi
  • Corrine Williams Park 10 min, 4.4 mi

Groceries and errands

  • Publix Super Market at Lake Deaton Plaza 6 min, 2.1 mi
  • The Leesburg Supermarket ( Yellow Store ) 7 min, 3.0 mi
  • Walmart Neighborhood Market 11 min, 5.4 mi
  • B & M Superette 7 min, 4.1 mi

Nearest is not the same as zoned. The schools above are the closest ones to Pennbrooke by distance. School attendance zones are set by the district, change from year to year, and can differ street to street inside one neighborhood. Confirm the assignment for a specific address with Lake County Public Schools before it matters to a decision.

Places and drive times from Google, checked 12 September 2026. Businesses open and close; if something here has changed, tell me and I will correct it.

This page tracks what homes in Pennbrooke actually sold for over the last twelve months, how long they took, and what moved the price. It is built from 35 verified closed sales in the Stellar MLS feed, not from public estimates. Every figure is a net-of-concessions number, which is explained at the bottom. Updated October 2026.

What homes sold for in Pennbrooke

$240,650Median sale price
$163Median per square foot
46 daysMedian days to contract
35Homes sold in 12 months

Sale prices ran from $40,000 to $340,000, which is a wide spread and the reason a single neighborhood median is a starting point rather than an answer.

By size

Home sizeSalesMedian priceMedian $/sq ftMedian days
Under 2,000 sq ft33$237,500$16346 days

A price per foot taken from the whole neighborhood should never be applied straight to one house.

Homes priced right sold far faster

Median days to go under contract. Shorter is better.

Never reduced 22 sales, closed at 97.3% of asking14 days
Reduced at least once 13 sales, closed at 97.9% of the reduced price142 days

Sellers who priced correctly and held their number went under contract in a median 14 days. Sellers who had to reduce took 142 days and still closed at 97.9% of their already reduced price, after a typical cut of $19,600. Opening high costs time and money, in that order.

Seller concessions

14%Of sales included a seller credit
$2,689Typical credit when there was one
5 of 35Sales carrying a credit

A seller credit covers part of the buyer's closing costs and comes off the seller's proceeds, so the headline sale price overstates what the seller kept. Budget for it if you are selling, and ask for it if you are buying.

How buyers paid

Cash 19 sales54%
Conventional 10 sales29%
FHA 4 sales11%
VA 2 sales6%

Cash was 54% of purchases. A high cash share means a seller has buyers who do not depend on an appraisal, and a buyer using a loan is competing against offers that can close faster.

Questions about a specific home in Pennbrooke, or want to know what yours would sell for?
Call or text Brenden Rendo at 407-616-9019 or send a message.

About this data. Source is the Stellar MLS feed for Pennbrooke in Leesburg, Lake County, covering closed sales from 31 October 2025 through 26 October 2026, refreshed monthly and current as of October 2026. Prices are net of seller concessions, so they reflect what the seller actually received rather than the headline number. Data believed accurate but not guaranteed; listings and closings change daily.

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