Community Details at a Glance
The Homes
Type
Single-family, 3 to 4 bedrooms
Original
Roughly 2004 to 2008 build
North phase
Lennar, recently sold out
Sizes
Original about 1,176 to 1,994 sq ft
Costs & Fees
CDD
None indicated, confirm on tax bill
HOA
Original about $150 to $200/yr
North phase
May carry its own fee schedule
Warranty
Ask for remaining Lennar coverage
Amenities
Community
Minimal, lean common areas
Daily needs
Blanding, 103rd, Collins corridors
Retail
Oakleaf Town Center about 10 min
Setting
Quiet, car-dependent streets
Location
Area
Oak Hill, Westside Jacksonville
ZIP
32244, Duval County
I-295
About 5 to 8 minutes
NAS Jax
About 15 minutes
The Homes & Style
Original-section data ran a median sale price of 279,500 dollars and a current estimated value around 312,000 dollars at about 186 dollars per square foot per neighborhoods.com as of June 4, 2026; treat those as original-section numbers, not community-wide numbers.
The recent sell-out of Gentle Woods North explains the listing volume: new closings recording plus early resales hitting the market at once, which can make the community look more active, and more expensive on average, than the original section actually is.
The buyer pool is entry-level and first-move-up buyers who want Westside pricing, plus investors who like the rent math at this price point; new-phase resales compete partly on remaining warranty rather than upgrades.
The section determines almost everything here: age, warranty status, fee details, and the comps you should trust.
Built roughly 2004 to 2008, with homes from about 1,176 to 1,994 square feet, 3 to 4 bedrooms, and an active HOA around 150 to 200 dollars per year; this is the established, mature-tree part of the community.
The new-construction phase, sold out per Jome as of June 4, 2026; inventory now comes from new closings and early resales, often with remaining builder warranty, which changes the value calculation versus the original section.
Because both phases share one MLS name, sort every listing by year built before you compare prices; a 2006 resale and a 2025 Lennar resale are different products at different money.
Living Here
Neither phase carries a big amenity package, which is why the original-section dues sit around 150 to 200 dollars a year; the lifestyle layer is on the surrounding corridors.
Entry features and common-area maintenance are the core of what the dues fund in the original section.
Groceries, fuel, and daily errands sit on the nearby Blanding, 103rd Street, and Collins Road corridors, all a short drive.
The big-box and restaurant hub is a reasonable drive west for the larger retail runs.
I-295 access from the surrounding corridors opens the rest of the metro, which matters in a car-dependent pocket like this.
This is a car-dependent location: daily errands live on the Blanding, 103rd Street, and Collins Road corridors a few minutes away, and Oakleaf Town Center covers the big-box and restaurant runs about ten minutes west.
New Lennar closings and early north-section resales flow into the same MLS name as 2000s originals, so aggregator averages for Gentle Woods blend two products; filter by year built before you trust any number.
Early Gentle Woods North resales can carry remaining transferable Lennar warranty coverage, which is real value a 2006 original cannot match; ask for the documentation and price it in.
At 150 to 200 dollars a year, many small HOAs go dormant; this one maintains an active website, which usually signals functioning governance, a quiet positive worth confirming in the estoppel.
Before You Offer
Jacksonville sees coastal, river, and creek flooding, and pockets near the St. Johns River tributaries can sit in higher-risk zones. Jacksonville participates in the FEMA Community Rating System at a class 6, which earns flood-insurance discounts of about 10 percent for homes outside a special flood hazard area and about 20 percent for homes inside one.
The reliable move is to pull the FEMA flood designation for the exact Gentle Woods address before you write an offer, since two homes in the same area can fall in different zones. A home in Zone X can cost far less to insure than one near water in Zone AE. Get a bindable flood and homeowners quote during your inspection period, so the cost is in your monthly math before you commit, not after.
The Jacksonville metro is served by Xfinity (Comcast) cable across nearly all addresses and by AT&T with DSL almost everywhere plus fiber to a growing share of homes. If working from home matters, confirm the options, and fiber in particular, at the specific Gentle Woods address rather than assuming.
Duval County total millage runs roughly 17.9 to 18.5 mills depending on the taxing district. The Florida homestead exemption for 2026 is 51,411 dollars for those who qualify, and the deadline to file a new homestead exemption is March 1.
The trap to plan for is the post-sale reset: when you buy, the Save Our Homes cap from the previous owner ends and the assessed value resets to the new just value, so your second-year tax bill is often higher than the seller current one. Budget the true number, and confirm whether the specific home carries a CDD or other assessment that is billed separately from the millage and is not reduced by the homestead exemption.
Comparisons
Gentle Woods' natural cross-shops are the other attainable single-family communities along the Westside's Blanding and 103rd Street corridors. Against the larger established Chimney Lakes and Argyle Forest communities a few minutes away, Gentle Woods is a smaller, lower-profile pocket with a more minimal HOA and fewer amenities, which keeps the carrying cost down but offers less of a community lifestyle layer. Against newer master plans out toward Oakleaf, Gentle Woods trades resort-style amenity centers and a longer commute for a more central Westside location and an entry price, though the original section gives up the builder warranty a newer home still carries. And inside the community itself, the real comparison is phase to phase: the 2004 to 2008 original section offers mature trees and proven streets, while the recent Lennar-built Gentle Woods North offers near-new construction and, on early resales, remaining transferable warranty. The honest summary: Gentle Woods wins on low carrying cost and central Westside access, and gives ground on amenities and prestige to the bigger surrounding communities.
Who It Fits
Gentle Woods fits the entry-level or first-move-up buyer who wants Westside single-family pricing with a minimal HOA and is comfortable in a car-dependent pocket, the buyer who values mature trees and a proven street and will target the original section, and the buyer who wants near-new construction with remaining builder warranty and will hunt the early Gentle Woods North resales. It also fits the investor who likes the rent math at this price point. It does not fit the buyer who wants a resort-style amenity package, a walkable setting, or a gated entry, the buyer who needs to be close to the Town Center or the Southside office corridors, or the buyer who comps the community off a single blended average without filtering by year built, because a 2006 original and a 2025 Lennar resale are different products at different money.
























