5239 GLENWOOD AVENUE, JACKSONVILLE, FL, 32205
Active14 days on marketListed Jul 22, 2026MLS #FC320090
About this home
5239 GLENWOOD AVENUE
Welcome to this charming 3-bedroom, 1-bathroom Jacksonville home offering classic character with many important updates already completed. Built in 1952 and lovingly maintained by the same family for generations, this home provides a wonderful opportunity for buyers looking for a well-cared-for property with peace of mind. Updates include a new shingle roof (Sept. 2025), new HVAC system (June 2026), and tile flooring throughout. The kitchen and bathroom were updated around 2016, featuring custom cabinetry and functional improvements while maintaining the home's original charm. The septic system was updated in 2016 and brought up to code with raised drain fields; documentation is available. Enjoy the large screened-in back porch with all new screens, plus a French drain system around the home and workshop to help direct groundwater. Washer and dryer convey. A great opportunity to own a piece of Jacksonville history with major updates already completed and room to make it your own.
Facts & features
The home at a glance
3
Bedrooms
1
Bathrooms
1,260
Sqft
0.18 ac
Lot size
1952
Year built
One
Levels
$206
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.
$2,053 /mo · 3.5% down FHA, 30-yr fixed at 6%
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
$2,053/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.
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
+38.8%
$/sqft vs Jacksonville actives
$206 vs $174
Days on market
14 vs 48 typical
Where $206/sqft sits among the 140 Jacksonville 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 Hillcrest
Get to know Jacksonville. See the full Jacksonville guide →
Hillcrest — neighborhood snapshot
Population
7,890
Median age
35
Median income
$49,057
Median home value
$143,360
Avg household
2
Households w/ children
1,037
For the school run
Duval County School District
School assignments and ratings via edgeAI — always verify with the district.
The numbers that matter
The Jacksonville market
$330K → $333K
Jacksonville median sold, yr/yr
97.7%
Sale-to-list ratio (12 mo)
67 of 140
Jacksonville actives have cut their price
Median sold price, Jacksonville, trailing 36 months (3-month rolling) · live MLS data.
This home is listed 11% above the JACKSONVILLE 32205 median. See the full Jacksonville market guide →
Paper trail
This home's history
Reality check
What actually sold near 5239 GLENWOOD AVENUE
Asking prices are opinions — closed sales are facts. The most comparable homes that actually changed hands nearby in the last twelve months.
Sold · Jun ’26$305,000
5211 GLENWOOD AVENUE · same community
4 bd · 2 ba · 1,486 sqft · $205/sqft · 27 DOM
Sold · Sep ’25$1,825,000
7420 SW 125th St, Pinecrest FL 33156 · same community
5 bd · 4.5 ba · 3,650 sqft · $500/sqft · 135 DOM
Sold · Jan ’26$285,000
4356 BETHWOOD CIRCLE
3 bd · 2 ba · 1,243 sqft · $229/sqft · 25 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
David Ramirez
Real Estate Agent · CENTURY 21 Edge
Tours, negotiation, and every question about 5239 GLENWOOD AVENUE — start here.
Your lender
Andrew Acosta
Acosta Home Loans with PRMG · NMLS #1468866
Pre-approval, rates, and the real monthly number for 5239 GLENWOOD AVENUE — before you fall in love.
See it in person
Schedule a tour
Pick a day that works — this goes straight to David's phone and CRM.
Straight answers
5239 GLENWOOD AVENUE FAQs
What would the monthly payment be for 5239 GLENWOOD AVENUE?+
With 3.5% down on a 30-year FHA loan at 6%, the all-in payment lands around $2,053/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 5239 GLENWOOD AVENUE?+
The most recent tax bill on record (2025) was $2,974. 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 Jacksonville?+
At $260,000, this home is listed about 11% below the Jacksonville median of $293,027. The market section on this page shows how the area is trending.
Which schools are assigned to 5239 GLENWOOD AVENUE?+
Hyde Park Elementary School (elementary), Lake Shore Middle School (middle), Hyde Grove Elementary School (elementary), Riverside High School (high) — Duval County School District. Always verify school assignments with the district before relying on them.
Keep looking
Similar homes nearby
Listing courtesy of EAZ REALTY LLC · Antonio Melendez Perez. MLS #FC320090.
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.
Never miss a listing
New Jacksonville homes, in your inbox
Like 5239 GLENWOOD AVENUE but not quite? A daily digest of every new listing in Jacksonville — straight from the MLS, hours after it goes live. Unsubscribe anytime.
Just watching this one home? Ask David to ping you on any price or status change →