Pennbrooke Fairways
Homes for Sale in Leesburg, FL
All 696 homes for sale in Leesburg, FL · median $283,700 · 501 homes for sale in 34748 · Lake County homes for sale
True comps, carrying-cost math, and listings before the portals.
Market Heat
As of November 2026, Pennbrooke Fairways in Leesburg, FL has 6 homes for sale, asking from $234,000 to $344,900 (median $239,950). Homes listed or recently sold were built 1987 - 2004; 18 of 18 report an HOA (median $265/mo); 6 of the 18 geocoded homes sit in a FEMA special flood hazard zone (median elevation 84 ft).
Last 30 days in Pennbrooke Fairways: 3 new listings (median asking $239,900), 2 closed sales (median $257,000). As of November 12, 2026, Listings courtesy of Stellar MLS as distributed by MLS GRID.
Homes For Sale Right Now in Pennbrooke Fairways
Live MLS inventory for Pennbrooke Fairways. Every active listing, what is under contract right now, and the last 12 months of closed sales, refreshed twice a day. Closed comps beat an algorithm's guess every time.
Active · 11 daysTop listing
Active · 184 days
Active · 148 days
Active · 19 days
Active · 5 days
Active · 350 daysActive and pending Pennbrooke Fairways listings as of 2026-11-02, priced high to low. Based on Stellar MLS data distributed by MLS GRID for the period 2004 through 2026. Tap any home to ask about it.
Pennbrooke Fairways is a large, amenity-heavy golf community where price is driven by condition and square footage more than by location. The median sits at $244,500, or about $153 per square foot, against a typical home near 1,619 square feet built around 1999. With stock built between 1987 and 2012, the spread here is condition-led: updated homes and dated ones sit side by side, so inspection and interior finish do more to set a price than the lot.
The posture is balanced and slow. Three months of supply with nine active listings and a median 84 days on market tells you buyers have time to look and negotiate, while sellers need patience and sharp pricing. The year-over-year median is down 14.2%, so recent comps matter more than last year's. The longer arc is still up 122% since 2012, but current momentum favors the prepared buyer over the optimistic seller.
Figures in this note are as of October 26, 2026. The live market numbers elsewhere on this page update nightly and are newer.
Pennbrooke Fairways right now
🟡 Balanced market. 3.0 months of supply and 10% of the inventory already under contract put buyers and sellers on roughly even footing.Why it matters: months of supply is how long today's inventory would last at today's sales pace; under-contract share is the portion of homes for sale that already have a buyer.Momentum Research analysis of Stellar MLS records, as of August 2, 2026. Confidence: Very High (10 active and pending listings, 30 closed sales in 12 months).
🔴 Off the recent peak. The trailing-12-month median ($244K) is down 14.2% from the prior 12 months ($285K) and up 122% since 2012. With about a dozen sales a year, a single closing can swing this number, so read the level and the decade, not one year's move.Momentum Research, record-level Stellar MLS closed sales, 12-month windows ending August 2. Confidence: High (30 and 29 sales in the two windows).
Jump to: Price history & scorecard · Homes for sale · Schools · FAQ
· Updated November 13, 2026 · Live data: Stellar MLS, refreshed twice daily · MLS facts carry their source; interpretation lines are Momentum Research · Data sources & freshness
The 60-Second Overview
Pennbrooke Fairways market snapshot (as of August 2, 2026): the median sale price is about $244K ($153 per sq ft over the trailing 12 months of closed sales), a median 84 days on market for closed sales, and 3.0 months of supply, a balanced market. The trailing-12-month median is down 14% from the prior 12 months and up 122% since 2012, computed from record-level Stellar MLS closed sales (30 closings in the current window).
In ZIP 34748 (Leesburg), 1,072 homes closed in the last 12 months at a median of $290K ($161/sq ft), down 2.6% year over year, with a median 70 days on market. Right now 240 active and 63 pending listings put supply at about 2.7 months - a balanced market. See the live ZIP 34748 housing market and the Lake County market.
Flood zones in Pennbrooke Fairways: of 17 listing addresses checked against the FEMA National Flood Hazard Layer, 65% sit outside the FEMA Special Flood Hazard Area (Zone X); 35% are in an A-series high-risk zone where flood insurance is required with a federally backed mortgage. Individual parcels vary - verify any specific address at msc.fema.gov. See flood zones by neighborhood in Leesburg.
Pennbrooke Fairways is a community of 1,186 homes in Leesburg, Lake County, built between 1987 and 2012 (median 1999.0), with a median living area of about 1,619 square feet. 77% of parcels are homesteaded, the owner-occupancy proxy in the Florida DOR assessment roll (2025 roll, public records).
This is a gated golf community of 1,186 homes built mostly in the 1990s and 2000s, with the full amenity stack - golf, pool, tennis, pickleball, fitness, clubhouse, and restaurant. At a 77% homestead share, most of these homes are owner-occupied rather than rentals or short-term holdings.
The setting & the homes.
Aerial and on-site photos of Pennbrooke Fairways. Swipe to explore the community.
Swipe or use the arrows → tap any photo to enlarge
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Pennbrooke Fairways
Pennbrooke FairwaysPhotos from Stellar MLS listings in Pennbrooke Fairways; content deemed reliable but not guaranteed.
Who Pennbrooke Fairways is best for.
Best for
- Buying to use the amenities - golf, tennis, pickleball, pool, and clubhouse - as a regular part of daily life
- Buyers who want negotiating leverage and time to inspect in a balanced market
- Buying a primary residence to hold, consistent with the high owner-occupied share here
Probably not for
- Needing to sell quickly, given a median 84 days on market
- Wanting to avoid HOA dues, guard-gate rules, and deed restrictions
- Buying strictly for near-term appreciation after a 14.2% year-over-year median decline
Price History: What Homes Here Have Actually Sold For
Median sale price over the trailing 12 months ending August 2 of each year, from record-level Stellar MLS closed sales. Same methodology as every appreciation figure on this page: the 2026 point ($244K) IS the median in the snapshot above, and the move from 2025 ($285K) IS the -14.2% one-year change.
Windows contain 0 to 40 sales each (30 in the current window); every figure carries its sample size. Based on Stellar MLS data distributed by MLS GRID for the period 2004 through 2026. Deemed reliable but not guaranteed.
The real cost & risk here
Before the list price, the Florida math the portals skip. These are Lake County typicals — your exact home, flood zone, and insurance quote will vary, so verify each before you offer.
Check it for your address: look up your flood zone (FEMA) · insurance by county · true-cost calculator · Lake County scorecard.
County typicals from Momentum’s Florida housing data (Zillow & Realtor.com aggregates, Census, FRED), updated monthly; insurance modeled. Flood zone is property-specific — always confirm via FEMA.
Pennbrooke Fairways Market Scorecard
Pennbrooke Fairways is currently a strong seller's market. About 2.3 months of supply, a median asking price of $239,950, and homes go under contract in about 94 days.
Typical home value in the 34748 ZIP is $272,230, right around the Florida norm (Zillow Home Value Index).
Go deeper: ZIP market scorecard · county scorecard · true cost calculator · affordability calculator.
Live data: Stellar MLS, distributed by MLS GRID, refreshed twice daily. Typical value: Zillow Research. Market metrics only; these describe homes for sale and recent sales, not residents.
Pennbrooke Fairways on the map.
Every active, pending, and recently sold home, plotted. Toggle the layers and tap a home for the details.
Listing locations from Stellar MLS. Map data © OpenStreetMap contributors.
Life at Pennbrooke Fairways
- Deed Restrictions · reported on 22 of 22 listings
- Gated Community - Guard · reported on 22 of 22 listings
- Golf Carts OK · reported on 21 of 22 listings
- Pool · reported on 21 of 22 listings
- Tennis Court(s) · reported on 21 of 22 listings
- Clubhouse · reported on 21 of 22 listings
- Fitness Center · reported on 20 of 22 listings
- Gated · reported on 20 of 22 listings
- Golf Course · reported on 20 of 22 listings
- Recreation Facilities · reported on 20 of 22 listings
- Golf · reported on 20 of 22 listings
- Restaurant · reported on 19 of 22 listings
Community amenities as reported across Stellar MLS listings in this community; deemed reliable but not guaranteed. Verify current amenities and access with the HOA.
Recent Developments in Pennbrooke Fairways
Development, infrastructure, retail, and school activity affecting Pennbrooke Fairways, tracked by our team and summarized from public reporting and official sources, with links to the original coverage. Last updated November 2026.
- October 2026Retail & Dining
Live Oak Shopping Center advances in Village of Long Prairie
A 33-acre Live Oak Shopping Center is planned in the Eastport area of The Villages, in the Villages of Southern Oaks near the Lake County line and across from the upcoming Tribute Recreation Complex. It is to be anchored by a grocer with dining, daily-needs businesses and fuel, and is still under water management district review.
What it may mean for the marketA grocery-anchored center would add shopping and dining close to the southern Villages, shortening errand trips for nearby homes. The site is about 3 miles southwest of Pennbrooke Fairways.
Source: The Villages-News.com - July 2026Infrastructure
Sumter County and Wildwood begin pavement maintenance programs
Sumter County launched a $6.4 million program covering about 30 miles of roadway, including C-466 and multiple county roads, funded through its Capital Outlay Reserve Fund. The City of Wildwood began a separate $1.2 million program resurfacing downtown-area streets such as Alabama Street and Old Wire Road.
What it may mean for the marketThe paving programs upgrade road infrastructure across Sumter County and central Wildwood, extending pavement life along the listed corridors. The site is about 6 miles west of Pennbrooke Fairways.
Source: 352today
Summaries reflect public reporting and official sources linked above as of the dates shown. Project details, timelines, and approvals can change. Commentary on potential market effects is general observation, not investment advice or a prediction for any specific property. For the freshest items across the whole region, see This Week in Northeast Florida.
The Pennbrooke Fairways buying strategy.
If we were buying in Pennbrooke Fairways today, this is the order of operations we would run for our clients.
Underwrite the condition first. Price the roof, HVAC, and systems honestly before judging any list price; condition swings value here more than square footage alone.
Match the home to real comps. Recent sales of similar condition and lot, not the asking price, tell you what a home is worth.
Move deliberately, not desperately. Neither side has a decisive edge, so a well-prepared, fairly-priced offer wins without overpaying.
Line up financing and inspection early. A pre-approval and an inspection plan let you act fast and negotiate from evidence.
Keep an agent in your corner. The listing agent works for the seller; we represent you and prepare a hand-built valuation before any offer in Pennbrooke Fairways.
A balanced market that rewards patience
The amenity list is the main story here: guard-gated entry, golf course, pool, tennis and pickleball courts, shuffleboard, clubhouse, fitness center, and an on-site restaurant, all under deed restrictions with golf carts permitted. That carries an HOA cost and a rulebook, so verify current dues, access, and restrictions directly with the association before you write an offer.
On the market itself, a median 84 days and only nine active listings means thin, slow-moving inventory. Sellers who price to the most recent closings move; those anchored to the 122% long-run gain tend to sit. Buyers should read each listing's condition carefully - with a 1987-to-2012 build range, two homes at a similar price can be very different inside.
The location and the amenities are priced into every listing in Pennbrooke Fairways. The deal is won or lost on condition, the comps, and the renovation math.
Momentum Buy Score.
Our proprietary 0 to 10 read across the factors that decide how a home in Pennbrooke Fairways buys, holds, and resells. Momentum Research; not an appraisal.
Momentum Intelligence Scores are our proprietary, qualitative assessment on a 0 to 10 scale, built from the record-level market data on this page. They are a framework for comparing communities, not a guarantee of future value and not advice on a specific home; unlike an automated value estimate they do not price your home, they grade the community on evidence you can inspect. Composite is the plain average of the 5 factors (6.0). Basis: Long-Term Appreciation +122% since 2012; Recent Direction -14.2% year-over-year; Liquidity & Demand 3.0 months of supply; Owner Commitment 77% owner-occupied; Pricing Power 92.4% sale-to-list. Refreshed with each data update.
Why work with Momentum here
In a balanced, condition-driven market like this, the work is in reading recent comps correctly and pricing or negotiating against them - not against last year. We help sellers position realistically against an 84-day median and help buyers separate updated homes from dated ones so you pay for what you actually get. We will also point you to the HOA to confirm dues and amenity access before you commit.
Pennbrooke Fairways in 15 seconds.
Tools for a Pennbrooke Fairways buy.
Free calculators to pressure-test the real cost before you tour.
Selling here is won on condition and pricing to real comps, not an automated estimate. The right number comes from closed Pennbrooke Fairways sales matched to your home.
Price it to the comps and condition, not an automated estimate.
If you are thinking about selling in Pennbrooke Fairways, the right list price comes from recent comparable sales matched to your home's condition and location, not an automated estimate.
What is your Pennbrooke Fairways home worth?
Get a no-obligation home value based on real comparable sales in Pennbrooke Fairways, not an automated guess. Tell us about your home and we will personally prepare your numbers and a pricing strategy. No obligation, no spam.
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Recently off market in Pennbrooke Fairways
Homes in Pennbrooke Fairways that recently left the market. Each address opens its public-record profile: county-recorded value, property taxes, the last recorded sale, community sales history, and what is for sale nearby now. 6 on record.
- 1033 Meadowbend Drive · off market
- 32744 Westwood Loop · off market
- 32747 Westwood Loop · off market
- 333 Ranchwood Drive · off market
- 507 Cottage Park Lane · off market
- 909 Eagles Landing · off market
| Location | Leesburg, Lake County, FL |
|---|---|
| Home types (current listings and sales) | single-family 89%, manufactured homes 11% |
| Amenities listed by sellers | Deed Restrictions, Gated Community - Guard, Clubhouse, Golf Carts OK, Pool, Restaurant |
| For sale right now | 6 active, 0 pending · median asking $239,950 · 2.3 months of supply |
Data as of November 6, 2026. Based on Stellar MLS data distributed by MLS GRID. Market figures describe homes, not residents. Cite as: Momentum Realty, “Pennbrooke Fairways key facts,” movewithmomentum.com/neighborhoods/pennbrooke-fairways-leesburg, data as of November 6, 2026.
Housing distress & ownership in PENNBROOKE FAIRWAYS, Leesburg
Who owns here, how much is not owner-occupied, and how much for-sale inventory is under distress.
Source: Momentum Realty Research. Ownership & parcels from the FL DOR 2025 tax roll; distress from MLS active-listing status/remarks; price from MLS closed sales. Based on Stellar MLS data distributed by MLS GRID for the period November 2026 through November 2026. Deemed reliable but not guaranteed.
Just listed in Pennbrooke Fairways
The newest homes for sale in Pennbrooke Fairways right now, newest first. Each link opens the full listing with every photo, the price history and a tour request.
- 933 Eagles Landing $234,900 · 2 bd · 2 ba · 1,176 sq ft · listed Oct 29, 2026 Courtesy of CENTURY 21 ALTON CLARK
- 1019 Meadowbend Drive $344,900 · 3 bd · 2 ba · 1,890 sq ft · listed Oct 23, 2026 Courtesy of CENTURY 21 ALTON CLARK
- 752 Old Oaks Lane $239,900 · 3 bd · 2 ba · 1,620 sq ft · listed Oct 15, 2026 Courtesy of CENTURY 21 ALTON CLARK
- 1142 Meadowbend Drive $240,000 · 2 bd · 2 ba · 1,770 sq ft · listed Jun 8, 2026 Courtesy of SELLSTATE SUPERIOR REALTY
- 32914 Crooked Oaks Lane $254,900 · 3 bd · 2 ba · 1,745 sq ft · listed May 3, 2026 Courtesy of SALLY LOVE REAL ESTATE
- 32512 Oak Park Drive $234,000 · 3 bd · 2 ba · 1,312 sq ft · listed Nov 18, 2025 Courtesy of COLDWELL BANKER REALTY
Checked against the MLS nightly. All new listings in this market.
Every Home for Sale in Pennbrooke Fairways Leesburg Right Now (6)
All 6 active and pending Pennbrooke Fairways Leesburg listings with a detail page, newest first, refreshed twice a day from the MLS.
- 933 Eagles Landing · $234,900 · 2 bd / 2 ba · listed Oct 29, 2026 · listed by Century 21 Alton Clark
- 1019 Meadowbend Drive · $344,900 · 3 bd / 2 ba · listed Oct 22, 2026 · listed by Century 21 Alton Clark
- 752 Old Oaks Lane · $239,900 · 3 bd / 2 ba · listed Oct 14, 2026 · listed by Century 21 Alton Clark
- 1142 Meadowbend Drive · $240,000 · 2 bd / 2 ba · listed Aug 14, 2026 · listed by Sellstate Superior Realty
- 32914 Crooked Oaks Lane · $254,900 · 3 bd / 2 ba · listed Aug 14, 2026 · listed by Sally Love Real Estate
- 32512 Oak Park Drive · $234,000 · 3 bd / 2 ba · listed Aug 14, 2026 · listed by Coldwell Banker Realty
Recently sold in Pennbrooke Fairways Leesburg
- 333 Ranchwood Drive · sold $289,000
- 909 Eagles Landing · sold $225,000
- 1033 Meadowbend Drive · sold $230,000
- 32744 Westwood Loop · sold $194,500
Closed sales from the MLS; each page shows the sold price, taxes and value history.
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Leesburg guides & data
- Market data
- Cost of living
- Best neighborhoods
- Flood zones
- Property taxes (Lake County)
- Homestead exemption (Lake County)
- Home insurance cost
- New construction
Florida buyer guides
- Florida home insurance rates by county
- Florida property tax by county
- Florida property tax calculator
- What flood zone X means
- The 4-point inspection, explained
- Florida flood insurance calculator
- Florida housing market map
- Interactive housing market map (county, ZIP and community)
- Save Our Homes tax estimator
- How to stop a foreclosure in Florida
- Florida documentary stamp tax, explained
- Cheapest places to live in Florida
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Streets in this community
Street-level pages: every home on record, what sold and what is for sale on each street.
- Grand Vista Trail (34 homes on record)
- Oak Park Drive (15 homes on record)
- Eagles Landing (14 homes on record)
- Ranchwood Drive (13 homes on record)
- Bentwood Drive (13 homes on record)
- Crooked Oaks Lane (12 homes on record)
- Westwood Drive (11 homes on record)
- Cottage Park Lane (11 homes on record)
- Pennbrooke Parkway (11 homes on record)
- Westwood Loop (11 homes on record)
- Timberwood Drive (10 homes on record)
- Old Oaks Lane (9 homes on record)
What it really costs to own in Pennbrooke Fairways
The parts of the monthly number a mortgage calculator leaves out, from the tax roll, the MLS, Citizens and FEMA. Property facts only.
| HOA dues | Median $265/month across 20 MLS listings (most billed monthly; 2026-11-13). Dues cover what the documents say they cover; ask for the budget and reserve study. |
|---|---|
| Home and flood insurance | The average Citizens Property Insurance premium in Lake County is $1,756/yr (3,500 policies, Citizens detail by county, April 2026); private-market quotes depend on roof age, wind mitigation and construction. Flood: of 17 listing addresses checked against the FEMA flood map, 65% sit outside the high-risk zone and 35% inside one, where flood insurance is required with a federally backed mortgage. Statewide, a Zone X flood policy runs about $500-$700/yr and a high-risk zone $1,200-$2,500/yr (FEMA Risk Rating 2.0 averages, not quotes). |
| Roof and age | Median build year 2000 across 18 listings. An original roof here would be about 26 years old; under Florida's 2022 reform (SB 2-D) carriers may require an inspection past 15 years, so budget for a roof report, and for replacement where it fails. |
Email me new listings in Pennbrooke Fairways
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Ask an agent about Pennbrooke Fairways
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Frequently Asked Questions
What is the median home price in Pennbrooke Fairways?
How long do homes in Pennbrooke Fairways take to sell?
Is Pennbrooke Fairways a buyer's or seller's market right now?
How many homes are in Pennbrooke Fairways?
What share of Pennbrooke Fairways is owner-occupied?
When were the homes in Pennbrooke Fairways built?
Do cash buyers compete in Pennbrooke Fairways?
Have Pennbrooke Fairways home prices gone up?
Who is the best real estate agent for Pennbrooke Fairways?
How do I find a top Leesburg real estate agent who knows Pennbrooke Fairways?
Can Momentum Realty connect me with an agent for Pennbrooke Fairways?
Where is Pennbrooke Fairways, and what county is it in?
Is Pennbrooke Fairways in a flood zone?
Should you buy in Pennbrooke Fairways?
An honest fit check. We will tell you when it is not your community.
Data sources & freshness
| Live listings | Stellar MLS, refreshed twice daily (last: November 2, 2026) |
| Community market stats | Stellar MLS closed sales, 12-month windows ending August 2, 2026 |
| Housing stock & ownership | Florida DOR assessment roll (street-list match (29 streets, ZIP 34748)) |
| Under-contract shares | Stellar MLS records, as of 2026-08-01 |
| Historical depth | Closed-sale records back to 2004 (170 transactions analyzed) |
Verify the primary sources yourself: Florida DOR · U.S. Census · FEMA flood maps · Citizens Property Insurance.
Momentum Research figures are our own analysis of Stellar MLS records; MLS data is deemed reliable but not guaranteed. Methodology: how Momentum market scores are computed. Market metrics describe homes for sale and recent sales, not residents.
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See how PENNBROOKE FAIRWAYS fits the bigger picture — live prices, inventory, and Momentum Scores:
More on Pennbrooke Fairways
- Home values · What homes in Pennbrooke Fairways actually sell for