Cherry Wood Homes for Sale in Jacksonville, FL

Modest-tier resale pricing · Jacksonville · ZIP 32216

An established single-family resale pocket off Cherry Wood and Cherry Field Drive in Jacksonville's Grove Park and Sans Souci area, built out around the turn of the century for buyers who want a settled Southside location at a modest price point.

Established resaleJacksonville, Duval CountyZIP 32216
Live Market Pulse
50/100
Momentum
Buyer-Leaning Market (limited data)
A small, built-out subdivision. Inventory is limited at any given time, so how a specific home compares to recent sales matters more than any single headline number.
Free · No obligation
Unlock Off-Market Jacksonville

Listings before the portals, true comps, and the renovation and carrying-cost math, before you tour.

Built fromLive realMLS data14 years of closingsLocal renovation analysisUpdated twice daily
LiveMarket PulserealMLS
n/a
Median Price
0mo
Supply
n/a
Avg DOM
Soft
Seller Leverage
n/a
Median $/Sqft
n/a
1-Yr Price Change
0now
Distress
Jon Brooks, founder of Momentum Realty
Jon's Current Read

"Cherry Wood is a quiet, already-built Southside pocket, not a growth story. The case for buying here is affordability and a settled location close to the Southside business district and Regency shopping area, not appreciation from new supply. Because the subdivision is small, pay close attention to condition and recent comps on the specific street rather than a neighborhood-wide average."

Jon Brooks, founder, Momentum Realty · Updated June 2026

The 60-Second Overview

Cherry Wood is an established, built-out single-family subdivision in Jacksonville's Grove Park and Sans Souci area, in Duval County, centered on Cherry Wood Drive, Cherry Field Drive, Cherry Blossom Drive, and Cherry Tree Court. Homes here were largely built in the late 1990s through around 2000, so this is a resale market of homes now roughly a quarter century old.

Because it is a small, fully built subdivision, the number of homes on the market at any time is limited. Prospective buyers should weigh a specific home's condition, updates, and recent nearby comps rather than relying on a single neighborhood-wide price figure.

The location sits in Jacksonville's Southside, within a short drive of the Southside business district, the Regency shopping area, and reasonable access to downtown and the beaches, which is the main draw for a modestly priced, already-established home.

Best for

  • Buyers who want an established, already-built home rather than new construction
  • Buyers prioritizing a Southside Jacksonville location near the business district and Regency shopping area
  • Buyers comfortable evaluating an older home's condition and recent updates before purchase

Probably not for

  • Buyers who want a new-construction home with a builder warranty
  • Buyers who need community amenities like a pool, clubhouse, or golf
  • Buyers who want a large pool of active listings to compare within the same subdivision

How Jacksonville is performing right now

50/100
momentum
Buyer-Leaning Market (limited data)
Seller's marketBalancedBuyer's market
0Months of supplytight
n/aMedian days on marketdays
0 : 0Under contract vs for salestrong demand
0Sold in last 12 monthsliquidity
+0%Asking vs recent sold $/sqftroom to negotiate

Live market metrics for Cherry Wood update as realMLS listings and sales post. Figures shown reflect current recorded activity; confirm specifics by address.

Live from realMLS, as of July 9, 2026. Refreshed twice daily. Months of supply, days on market, and the contract-to-listing ratio are computed from current Jacksonville listings and the trailing twelve months of closed sales.

8.6A- score
Momentum intelligence
Momentum buy score

Our proprietary read on how a home in Cherry Wood buys, holds, and resells. See the five factors.

Listing locations from realMLS; lot type inferred from listing descriptions. Destination pins are approximate. Map data © OpenStreetMap, tiles © CARTO. Flood, school, and commute overlays are on the roadmap.

The takeaway

The location is the everyday-convenience case: shopping, schools, and the major roads are all a manageable drive.

Southside business district10 min · approximate
The Avenues / Regency shopping areas10 to 15 min · approximate
Downtown Jacksonville15 to 20 min · approximate
Jacksonville International Airport25 to 30 min · approximate
Jacksonville Beach25 to 30 min · approximate

Distances and drive times are approximate and vary with traffic. Confirm your real commute at your real departure time.

Nearby Communities

Explore more neighborhoods near Cherry Wood Homes for Sale in Jacksonville, FL with Momentum Realty’s local guides.

COCentury Oaks Homes for Sale in Jacksonville, FLJacksonville, FL · 0.3 miAtlantic Boulevard Estates Homes for Sale in Jacksonville, FLAtlantic Boulevard Estates Homes for Sale in Jacksonville, FLJacksonville, FL · 0.3 miRHRegency Homes for Sale in Jacksonville, FLJacksonville, FL · 0.5 miThe Carlton at Oak Landing Homes for Sale in Jacksonville, FLThe Carlton at Oak Landing Homes for Sale in Jacksonville, FLJacksonville, FL · 0.9 miWAWoodland Acres Homes for Sale in Jacksonville, FLJacksonville, FL · 0.9 miPHPottsburgFarms Homes for Sale in Jacksonville, FLJacksonville, FL · 1.1 miGlynlea-Grove Park Homes for Sale in Southside, FLGlynlea-Grove Park Homes for Sale in Southside, FLSouthside, FL · 1.1 miEnglewood Homes for Sale in Jacksonville, FLEnglewood Homes for Sale in Jacksonville, FLJacksonville, FL · 1.2 miSISouthbrookCondominiums in Jacksonville, FLJacksonville, FL · 1.3 mi

Browse all Florida neighborhood guides →

Carrying cost · the no-CDD edge

No CDD bond means thousands less per year than newer master plans.

Typical CDD community~$2,500/yr
Jacksonville (no CDD)$0/yr

Roughly $25,000 saved over 10 years in carrying cost, before resale.

Illustrative. NE Florida CDD assessments commonly run $1,500-$3,500+/yr and vary by community; verify per property.

Schools

15-Second Take
  • Duval County Public Schools
  • Verify the zoned schools by address
  • Magnet and choice options may be available
  • Confirm current ratings before relying on them
  • Private and parochial options nearby

Jacksonville is served by Duval County Public Schools. Assignment is by address and can change, so confirm the exact zoned elementary, middle, and high schools for any specific home, plus any magnet or choice options. Treat published ratings as a starting point, not the full story.

High

Englewood High School (Duval County Public Schools, verify by address)

Middle

Southside Middle School (verify by address)

Elementary

Hogan-Spring Glen Elementary School (verify by address)

Buying with schools in mind? We can confirm the exact zoned schools for any Jacksonville address.

The takeaway

Cherry Wood is a stable, already-built Southside subdivision, so there is no active development story here. The relevant backdrop is broader Jacksonville Southside market conditions rather than any single project.

Recent Developments in Cherry Wood

Our read on what is being built around Jacksonville, scored for direction, significance, and how close the effect lands. The full sourced timeline follows below.

Net OutlookBullishNeutral. As a small, fully built-out subdivision, values here track general Duval County resale trends and the condition of individual homes more than any local catalyst.

Established, built-out subdivision

Ongoing
NeutralNotable impact
SignificanceRadius: Community

Cherry Wood finished its build-out around 2000. With no new phases or vacant land left to develop, supply here is essentially fixed, and market movement depends on resale activity rather than new construction.

Aging housing stock

2026
BearishNotable impact
SignificanceRadius: Community

Homes are now roughly a quarter century old. Buyers should budget for age-related items such as roof, HVAC, and water heater replacement cycles and confirm the maintenance history of a specific home.

Southside location convenience

Ongoing
BullishNotable impact
SignificanceRadius: Corridor

The subdivision sits close to the Southside business district and Regency shopping area, which supports steady demand for an affordably priced, already-established home in this part of Jacksonville.

Insurance and closing costs

2026
NeutralMinor impact
SignificanceRadius: Region

Florida homeowners insurance is a real line item, especially for an older roof. Get a bindable quote for the specific home before you commit.

Direction, significance, and effect-radius ratings are Momentum's proprietary, qualitative read of the sourced items below, not investment advice or a prediction for any specific home.

Development, infrastructure, retail, and school activity affecting Cherry Wood, tracked by our team and summarized from public reporting and official sources, with links to the original coverage. Last updated June 2026.

Showing the latest, scroll for all updates ↓

    Development alerts for Cherry WoodGet a short monthly email when something new is approved, funded, or opens near Cherry Wood.

    A monthly email from Momentum Realty. Unsubscribe anytime. See our privacy and disclosures.

    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.

    If we were buying in Jacksonville, this is the order of operations we would run, and the one we run for our clients.

    1

    Ask for the current HOA dues amount and what they cover, since the figure varies by property and needs written confirmation.

    2

    Confirm CDD status, if any, on the parcel's tax record with the Duval County Property Appraiser.

    3

    Verify the exact zoned elementary, middle, and high school by the home's address with Duval County Public Schools.

    4

    Get a home inspection focused on age-related systems, roof, HVAC, and water heater, given the subdivision's build era.

    5

    Pull recent comparable sales on the same streets, since the subdivision is small and a neighborhood-wide average may not reflect a specific home.

    Best Buy
    A well-maintained or recently updated home with documented recent work on major systems.
    Biggest Risk
    Deferred maintenance on an older home going unnoticed until after purchase.
    Best Lot
    Interior, non-corner homesites away from the busier connector streets tend to hold value better.
    Smart Timing
    Not phase-driven; track individual listings and recent comps rather than a release calendar.
    The takeaway

    On mobile, tap any heading below to open it. This is the home by home, lot by lot, club and renovation detail, organized so you can jump straight to what matters to you.

    Community Details at a Glance

    The Homes

    Type

    Established single-family resale

    Built

    Mostly late 1990s to 2000

    Size range

    Roughly 1,400 to 1,500 sq ft per available listings; confirm per home

    Bedrooms

    Typically 3, verify per listing

    Costs & Fees

    HOA

    Yes; a modest quarterly due has been reported on at least one property, confirm the current amount

    CDD

    None identified; confirm on the parcel tax record

    Property use

    Primary residences

    Amenities

    Marketed

    No club or golf amenities identified

    Status

    Established, built-out subdivision

    Location

    Town

    Jacksonville, Duval County (Grove Park / Sans Souci area)

    Downtown Jacksonville

    About 15 to 20 min

    Southside / Baymeadows corridor

    About 10 min

    The takeaway

    Three honest price bands. Condition and lot, not the square footage alone, decide where a home lands.

    The Entry

    At the lower end of the market here you are generally looking at smaller original-condition homes that may need updating to major systems or finishes.

    Lowest entry
    The Core

    In the middle of the range, expect a home with some documented updates, such as a newer roof, HVAC, or kitchen and bath refresh.

    Most inventory
    The Top

    At the upper end, look for a fully updated home with recent major-system replacements and strong curb appeal on a favorable interior homesite.

    Strongest resale

    Approximate 2026 resale bands from third-party listing data and public records, not NEFAR statistics. Confirm pricing for a specific home.

    The Entry
    At the lower end of the market here you are generally looking at smaller original-condition homes that may need updating to major systems or finishes.
    The Core
    In the middle of the range, expect a home with some documented updates, such as a newer roof, HVAC, or kitchen and bath refresh.
    The Top
    At the upper end, look for a fully updated home with recent major-system replacements and strong curb appeal on a favorable interior homesite.

    Approximate 2026 resale bands from third-party listing data and public records, not NEFAR statistics. Confirm pricing for a specific home.

    15-Second Take
    • Renovation math decides the deal
    • Better lots and views resell strongest
    • Roof and HVAC age drive the insurance quote
    • Interior lots are where buyers overpay
    Jon Brooks, Momentum Realty
    Operator Note

    Most buyers overpay on interior lots in the back half of the community. A sharp renovation can distract you, but the weaker resale position follows the lot, not the finishes. We read the homesite before the kitchen.

    Home ageRoughly 25 years
    Major systems riskVerify replacement history
    Location convenienceSouthside, near business district
    Amenity levelNone identified
    Comp availabilitySmall subdivision, limited active listings

    Momentum analysis based on the community's structure, location, lot scarcity, and housing stock. Not a guarantee of future value.

    Jon Brooks, Momentum Realty
    Operator Note

    The strongest value pocket is usually a renovated home on a good lot priced just under the next tier up. Buyers chasing the single biggest house often pay top prices for what is really a renovation project.

    5 Mistakes Buyers Make in Jacksonville

    15-Second Take
    • Calling the listing agent (who works for the seller)
    • Misjudging the renovation budget
    • Overpaying for an interior lot
    • Underbudgeting the carrying costs
    • Skipping the roof, HVAC, and systems check

    The same five mistakes cost buyers the most in any market. Every one is avoidable with the right preparation before you tour.

    The value here is not scarcity or growth, it is a settled home in a convenient Southside location at a modest price.

    Jon Brooks · Founder, Momentum Realty
    6.1C · Buy Score
    Resale Strength5.8/10
    Renovation Risk5.5/10
    Location Efficiency6.8/10
    Long-Term Defensibility6.0/10
    Carrying Cost Advantage6.8/10

    Momentum Intelligence Scores are our proprietary, qualitative assessment based on the analysis on this page, on a 0 to 10 scale. They are a framework for comparing communities, not a guarantee of future value or advice on a specific home.

    Why our read on Jacksonville is different.

    Most pages on this community are an automated estimate wrapped in stock copy. This one is built from the live realMLS feed, fourteen years of closed sales, and a renovation-by-renovation read of what actually moves value here, lot by lot. No automated estimate, no guesswork.

    Live realMLS feed14 years of closed salesRenovation-premium analysisLot-by-lot, no automated estimates
    Jon Brooks, founder of Momentum Realty. A housing economist with a background in real estate investment banking and consulting at Ernst & Young, who has built and analyzed Northeast Florida real estate from the ground up.

    Which Lots & Views Hold Value Best

    Where the value actually sits. Each home is shaded by its price per square foot (a value read, not just a price) and ringed by lot type, so you can see at a glance which pockets carry a real, durable premium and where a renovation play makes sense.

    Value ($/sqft)
    $261 value$401 premium
    Lake / waterPreserveInterior

    Fill = price per square foot; ring = lot type, inferred from listing descriptions. Sold homes are shown by realized $/sqft (lot type not always recorded). Asking and recent-sold figures from realMLS; for orientation, not an appraisal.

    15-Second Take
    • This is a fully built-out subdivision, so no new construction affects future supply.
    • Interior homesites away from busier connector streets tend to hold value better.
    • Home condition and update history matter more here than lot premiums.
    • Confirm lot size and any easements on the specific parcel's tax record.
    • A small subdivision means fewer active comps, so lean on recent nearby sales.

    In a small, already-built subdivision like Cherry Wood, the homesite itself carries less of the story than it would in a new-construction community. What matters more is the individual home's condition, age of major systems, and any updates, along with whether it sits on a quieter interior street versus a busier connector. Because the subdivision is small, pull recent sales on the same streets rather than relying on a broader neighborhood average, and confirm lot size and any easements on the parcel's tax record before you commit.

    Jacksonville in 15 seconds.

    Best forBuyers who want an already-built, modestly priced home in Jacksonville's Southside.
    Biggest advantageConvenient Southside location near the business district and Regency shopping area.
    Biggest riskAge-related maintenance on homes now roughly a quarter century old.
    Sweet spotA well-maintained or recently updated home on an interior street.
    Avoid ifYou want new construction, community amenities, or a large pool of active comps to choose from.

    HOA, CDD & Fees

    15-Second Take
    • HOA yes; confirm the current dues amount and coverage in writing.
    • No CDD was identified, but confirm it on the parcel's tax record.
    • No clubhouse, pool, or golf amenities were identified for this subdivision.
    • Homes are roughly a quarter century old; budget for age-related system replacements.
    • Get a bindable Florida homeowners insurance quote for the specific home before you commit.

    Cherry Wood has a homeowners association. A modest quarterly due has been reported on at least one property, but the current amount and what it covers should be confirmed in writing with the HOA or management company for the specific home.

    Confirm in writing, but dues in a subdivision like this typically fund common-area upkeep rather than a clubhouse or other shared facility, since no such amenities were identified here.

    There is no golf course or private club associated with this subdivision.

    The takeaway

    Selling here is won on condition and view, not an automated estimate. The right number comes from closed comps matched to your renovation level and lot.

    Momentum listings (YTD)
    97.98%
    Sold-to-list ratio across the Jacksonville metro for our agents, sellers keeping more of their price.
    Market average (YTD)
    96.73%
    The broader metro average sold-to-list ratio over the same period.
    Momentum days on market
    64 days
    Median days on market for our listings, faster sales mean less carrying cost and stronger leverage.
    Market days on market
    72 days
    The broader metro median over the same period.

    Sold-to-list and days-on-market figures reflect Momentum Realty listings versus the Jacksonville metro average, year to date. Your home's result depends on pricing, condition, lot, view, and preparation.

    In Jacksonville, condition and view decide your number

    Because buyers here are weighing your home against renovated comps and cross-shopping Sans Souci, a home priced to the community average instead of its true condition and view either leaves money on the table or sits. A renovated kitchen, newer roof and HVAC, and a golf or lake view all deserve to show up in your price, and a buyer pool reading renovation math needs to be shown why your home is worth it. We build that case with real comps and a pricing strategy for the current market.

    What is your Jacksonville home worth?

    Get a no-obligation home value based on real comparable sales in Jacksonville matched to your condition, lot, and view, not an automated guess. Tell us about your home and we will personally prepare your numbers and a pricing strategy. No obligation, no spam.

    See homes for sale in Cherry Wood on the map →

    Real comps, not an automated estimate.

    Price History: What Homes Here Have Actually Sold For

    Median sale prices in Cherry Wood year by year since 2012, from closed MLS sales. A long track record beats a single estimate, showing what this community has really done through rate cycles rather than what a model predicts.

    The real cost & risk here

    Before the list price, the Florida math the portals skip. These are Duval County typicals — your exact home, flood zone, and insurance quote will vary, so verify each before you offer.

    $1,614/mo
    Duval County typical true cost to own
    $110/mo
    Duval County typical home insurance
    Check CDD
    Confirm before you offer

    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.

    Live market metrics for Cherry Wood are being compiled from realMLS activity and will appear here as listings and sales post. For current county-level figures, see the market data links below.

    Market metrics only; these describe homes for sale and recent sales, not residents.

    Frequently Asked Questions

    Is Cherry Wood a new-construction or resale community?
    It is an established resale subdivision. Homes were largely built in the late 1990s through around 2000, and the subdivision is fully built out.
    What do homes cost in Cherry Wood?
    Pricing here sits at the modest end of the Jacksonville Southside market, based on live area MLS data. Because the subdivision is small, check recent comparable sales on the same streets rather than relying on a single headline figure.
    How big are the homes?
    Available listing data points to homes generally in the roughly 1,400 to 1,500 square-foot range, though exact size varies by property; confirm square footage on the specific home.
    Is there an HOA, and how much are the dues?
    Yes, there is a homeowners association. A modest quarterly due has been reported on at least one property, but confirm the current amount and coverage in writing before you buy.
    Is there a CDD bond on the taxes?
    No Community Development District was identified for this subdivision, but CDD status is best confirmed on the specific parcel's tax record with the Duval County Property Appraiser.
    What amenities does the community have?
    No clubhouse, pool, or golf amenities were identified for this subdivision. HOA dues appear to fund common-area upkeep rather than shared recreational facilities.
    Is Cherry Wood gated or age-restricted?
    There is no verified information that the subdivision is gated, and it is not marketed as age-restricted or 55 plus.
    What schools serve the community?
    It is in Duval County Public Schools. Nearby zoned schools reported for this part of the Southside include Hogan-Spring Glen Elementary, Southside Middle, and Englewood High, but the exact zoned schools should be verified by the specific address.
    How is the commute around Jacksonville?
    The subdivision is close to the Southside business district and the Regency and Avenues shopping areas, with downtown Jacksonville and the beaches each a further but reasonable drive. Drive times on this page are approximate estimates.
    What is the biggest risk of buying here?
    Deferred maintenance on an older home. With homes now roughly a quarter century old, get a thorough inspection focused on major systems before you commit.
    How should I evaluate a specific home here?
    Focus on documented updates to the roof, HVAC, and water heater, and compare the home against recent sales on the same streets, since the subdivision is small and a neighborhood-wide average may not reflect one property.
    Should I get my own agent for a resale purchase here?
    Yes. Your own agent can help you evaluate condition, pull the right comparable sales for a small subdivision, and negotiate based on the specific home rather than a general market figure.
    How current is the data on this page?
    The market figures come from live Jacksonville-area MLS data and update regularly. Always confirm the exact price, condition, and availability with a local agent before you make an offer.
    Who is the best real estate agent for Cherry Wood?
    The best agent for Cherry Wood is one who actively works Jacksonville and knows the community's pricing, HOA and CDD details, and current inventory. Tell us what you're looking for in the form on this page and Momentum Realty will match you with a local specialist for Cherry Wood.
    How do I find a top Jacksonville real estate agent who knows Cherry Wood?
    Share a few details in the form on this page. Momentum Realty has 280+ agents and more than $3.5B in closed sales, and we'll connect you with one who knows Cherry Wood and the wider Jacksonville area.
    Can Momentum Realty connect me with an agent for Cherry Wood?
    Yes. Use the form on this page and we'll introduce you to a local specialist who can guide your Cherry Wood purchase or sale - no call center and no pressure.
    You want an already-built home rather than new construction.Excellent fit
    You value a Southside Jacksonville location near the business district and shopping.Excellent fit
    You are comfortable evaluating an older home's condition and update history.Excellent fit
    You want a modestly priced entry point into the Duval County market.Excellent fit
    You want new construction with a builder warranty.Probably not
    You need community amenities like a pool, clubhouse, or golf.Probably not
    You want a large pool of active listings within the same subdivision to compare.Probably not
    You are not prepared to budget for age-related system replacements.Probably not

    Get the inside read on Jacksonville

    Whether you are buying a renovation project, comparing the lots and views, weighing the carrying costs, or selling your Jacksonville home, tell us what you need. Every inquiry comes straight to us. We represent you, not the seller, and what your agent is paid is negotiable and set in a written buyer agreement up front. No obligation, no spam, no high-pressure follow-up.

    We respond personally, usually the same day.

    You are all set.

    A Momentum Realty Jacksonville specialist will reach out personally, usually the same day.

    Median sale price in Cherry Wood, Florida by year (2012 to 2026). Source: Momentum Realty.
    Photography on this page is sourced from active and recently sold MLS listings in this community and remains the property of the listing brokerage and/or photographer. Source: Data provided by realMLS.

    Zoom out before you decide: see the Duval County market guide or every community in the Neighborhood Finder.

    Get my Duval County cash offer →

    Own a home here?

    You just read the data. Now see what your home is worth.

    The numbers on this page move markets in the aggregate. The number that matters to you is what a buyer pays for your address. Momentum sells for 1.25% above the RealMLS member average and 8 days faster, and we’ll price yours against live your area comps.

    Looking to buy here? Search homes for sale →

    What’s your home worth in your area?

    A real valuation with real comps from a local listing agent, not an instant algorithm. Response within one business day.

    By submitting, you agree that EAB RE INVESTMENTS LLC (Momentum Realty) and its agents may call, email, and text you about your inquiry, which may involve automated means and prerecorded or artificial voices. You do not need to consent as a condition of buying any property, goods, or services. To opt out, reply STOP at any time or reply HELP for assistance. You can also click the unsubscribe link in emails. Message and data rates may apply. Message frequency may vary. See our Privacy Policy and SMS Terms.or call (904) 351-6461
    CallFree valuation →
    Talk to a Local Jacksonville Expert
    Call Get Listings