338 PINE GLEN COURT, ENGLEWOOD, FL, 34223
Active19 days on marketListed Oct 19, 2026MLS #D6149241
About this home
338 PINE GLEN COURT
Charming Old Florida Home in Historic Englewood on Half Acre Discover the charm of Old Florida in this unique 4-bedroom, 3-bathroom home situated on a spacious half-acre lot at the end of a quiet cul-de-sac in the historic heart of Englewood. Surrounded by mature landscaping, this property offers a wonderful sense of privacy and character that is increasingly hard to find. Just a few blocks from Historic Dearborn Street and only minutes from Englewood’s beautiful beaches, shopping, and dining, this home offers the perfect blend of convenience and classic Florida charm. Inside, you’ll find a desirable split-bedroom floor plan and vaulted ceilings that create an open, airy feel. Major updates include a new roof in 2020 and a brand-new HVAC system installed in 2026. The property currently operates on a septic system, with public sewer available and ready for connection. No HOA means added flexibility to enjoy the Southwest Florida lifestyle! Bring your boat or RV and take advantage of all this beautiful coastal community allows, from world-class fishing and boating to pristine Gulf beaches and breathtaking sunsets. With its generous half-acre homesite, established landscaping, and exceptional location, this property presents a wonderful opportunity to experience the laid-back lifestyle and timeless character that make Englewood so special. Don't miss your chance to own a piece of Old Florida charm!
Facts & features
The home at a glance
4
Bedrooms
3
Bathrooms
1,994
Sqft
0.5 ac
Lot size
1988
Year built
One
Levels
$250
Per sqft
Inside
Outside & construction
Community & fees
Utilities & systems
The numbers
What it really costs
Built from this home's actual numbers — the most recent property-tax bill on record — not generic estimates.
$4,158 /mo · 3.5% down FHA, 30-yr fixed at 7.5%
The assumptions
FHA is the default here because it gets you in the door with just 3.5% down. Switch to Conventional or VA below.
These numbers assume a generic buyer — your credit, down payment and loan program change them. Get the real quote in minutes:
Andrew Acosta
Acosta Home Loans with PRMG · NMLS #1468866
Run your own numbers
Estimated payment
$4,158/mo
Includes FHA mortgage insurance and the financed 1.75% upfront premium. Taxes reflect the most recent bill on record; insurance is a typical-Florida estimate. Your lender’s numbers will differ. CENTURY 21 Edge partners with Florida’s best lenders.
Can I afford this home? → See what you can comfortably afford from your income, debts and savings.
Value check
Is the price right?
The internet’s favorite home-value number comes from a single automated model that has never seen the street, the finishes, or the view — which is why it routinely misses by tens of thousands of dollars. The edgeAI estimate combines multiple independent data sources with our team’s on-the-ground expertise in this exact market.
vs edgeAI estimate
+14.6%
$/sqft vs Englewood actives
$250 vs $232
Days on market
19 vs 67 typical
Where $250/sqft sits among the 400 Englewood actives
The edgeAI estimate is a starting point, not an appraisal or a broker price opinion. It is generated from public records, listing data and market modeling, and is subject to change once a licensed real estate professional personally inspects the property. Condition, floor, view and lot are not fully captured by any model — ask us for a full comparative market analysis.
Where it sits
Inside Old Englewood Village
Get to know Englewood. See the full Englewood guide →
Old Englewood Village — neighborhood snapshot
Population
3,484
Median age
63
Median income
$60,331
Median home value
$368,948
Avg household
2
Households w/ children
140
For the school run
Sarasota County School District
School assignments and ratings via edgeAI — always verify with the district.
The numbers that matter
The Englewood market
$323K → $340K
Englewood median sold, yr/yr
94.7%
Sale-to-list ratio (12 mo)
170 of 400
Englewood actives have cut their price
Median sold price, Englewood, trailing 36 months (3-month rolling) · live MLS data.
This home is listed 27% above the ENGLEWOOD 34223 median. See the full Englewood market guide →
Paper trail
This home's history
Reality check
What actually sold near 338 PINE GLEN COURT
Asking prices are opinions — closed sales are facts. The most comparable homes that actually changed hands nearby in the last twelve months.
Sold · Oct ’26$415,000
304 PINE GLEN COURT · same community
3 bd · 2 ba · 1,859 sqft · $223/sqft · 75 DOM
Sold · Feb ’26$650,000
941 ELWOOD AVENUE
3 bd · 2 ba · 2,005 sqft · $324/sqft · 230 DOM
Sold · Feb ’26$460,000
560 SANDLOR DRIVE
3 bd · 2 ba · 2,022 sqft · $227/sqft · 91 DOM
Closed-sale data from the MLS, last 12 months, selected for similarity in size and location. No two homes are identical — ask us for a full comparative analysis.
Your home team
The pros in your corner
Buying a home is two conversations — the home and the money. Here’s who handles each, side by side, already working together.
Your agent
Leila Sabat
REALTOR® · CENTURY 21 Edge
Tours, negotiation, and every question about 338 PINE GLEN COURT — start here.
Your lender
Andrew Acosta
Acosta Home Loans with PRMG · NMLS #1468866
Pre-approval, rates, and the real monthly number for 338 PINE GLEN COURT — before you fall in love.
See it in person
Schedule a tour
Live availability from Leila's calendar — pick a time and it's booked. Confirmation lands in your inbox immediately.
Straight answers
338 PINE GLEN COURT FAQs
What would the monthly payment be for 338 PINE GLEN COURT?+
With 3.5% down on a 30-year FHA loan at 7.5%, the all-in payment lands around $4,158/mo — principal and interest, the actual property-tax bill and typical Florida insurance. The payment calculator on this page lets you switch loan type (FHA, Conventional, VA) and adjust the down payment, rate and term.
What are the property taxes on 338 PINE GLEN COURT?+
The most recent tax bill on record (2025) was $4,217. A new owner's bill can differ once the sale price resets the assessed value — we can walk you through what to expect.
How does the price compare to other homes in Englewood?+
At $499,000, this home is listed about 43% above the Englewood median of $350,000. The market section on this page shows how the area is trending.
Which schools are assigned to 338 PINE GLEN COURT?+
Englewood Elementary School (elementary), Lemon Bay High School (high), L. A. Ainger Middle School (middle) — Sarasota County School District. Always verify school assignments with the district before relying on them.
The brief
Three things that matter here
01Positioned at the premium end
$499,000 runs 27% above the ENGLEWOOD 34223 median — but at 1,994 sqft it's also 38% larger than the typical Englewood listing.
02Trees/Woods views
The trees/woods view is part of what you're buying — views hold value independently of the structure.
03Strong assigned schools
Englewood Elementary School, Lemon Bay High School, L. A. Ainger Middle School — Englewood Elementary School rates 4 of 5. Always verify assignments with the district.
Keep looking
Similar homes nearby
Listing courtesy of PARSLEY BALDWIN REAL ESTATE · Jeremy Allen. MLS #D6149241.
IDX information is provided exclusively for consumers’ personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Data is deemed reliable but is not guaranteed accurate by Stellar MLS.
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