325 Chestnut Dr · Jacksonville, FL 32208

$189,900

4 bd · 2.0 ba · 1,454 sqft · SingleFamily public records · 18 Days on market

Built 1940 5,662 sqft lot Est $151k · 26% over

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Why this score? — see what drove the F grade

The composite is a weighted blend of 9 inputs, each scored 0–100. Each bar is that input's sub-score; the figure is the points it added to the 100-point composite (weight × sub-score).

• Cash flow +14.4/30.0
• DSCR +4.4/10.0
• Livability +4.2/5.0
• Schools +3.9/10.0
• 1% rule +2.7/10.0
• Condition / age +2.5/5.0
• Rent growth +2.2/5.0
• ARV discount +0.0/15.0
• Appreciation +0.0/10.0

Listing remarks MLS

This property qualifies for up to $7,500 in grants towards closing costs and/or a down payment. Located in the heart of North Jacksonville, this charming 4-bedroom, 2-bathroom home exudes warmth and classic charm. Recently renovated, it boasts an upgraded kitchen with granite countertops, custom wooden cabinets, and stainless steel appliances. Fresh flooring sweeps across the entirety of the interior. Adding to its allure is a detached mother-in-law suite complete with its own bathroom, seamlessly integrated into the total square footage. Enjoy peace of mind that comes from newer roofing, HVAC, plumbing, and electrical wiring. It is also smoke free. The property features a fully fenced yard along with a detached shed/workshop. This versatile outdoor space provides ample room for storage, hobbies, or DIY projects, further enhancing the appeal and functionality of the home.

Key facts

• Upgraded kitchen
• Granite countertops
• 5,662 sq ft lot

Tags

• UPGRADED KITCHEN
• GRANITE COUNTERTOPS
• CUSTOM WOODEN CABINETS
• STAINLESS STEEL APPLIANCES
• DETACHED MOTHER-IN-LAW SUITE

Property features AI

Finance

• HOA & community: Not a senior community

Exterior

• Parking: Additional parking; Off-street parking; On-street parking
• Security: Fire alarm; Owned security system; Smoke detector(s)
• Utilities: Public sewer; Cable available and connected; Electricity available; Sewer available and connected; Water available and connected; Propane
• Home design: Single family residence; One level; Facing south
• Construction: Brick, vinyl siding, and wood siding construction; Shingle roof
• Exterior features: Awning(s); Covered patio; Patio; Porch; Side porch; Fenced yard (chain link, full); Dead end street access; City street frontage; Asphalt road surface; Workshop structure

Interior

• Kitchen: Gas range; Microwave; Refrigerator; Water softener (owned)
• Bedrooms: 4 bedrooms
• Flooring: Carpet; Vinyl
• Bathrooms: 2 full bathrooms
• Heating & cooling: Central heating; Electric heating; Heat pump; Hot water heating; Central air conditioning; Wall/window unit(s)
• Interior features: Ceiling fan(s); Entrance foyer; His and hers closets; In-law floorplan; Primary bathroom with tub and shower
• Laundry & utility: Washer hookup; Electric dryer hookup

What this means for you Summary

Snapshot

• This is a 4-bed/2.0-bath single-family listed at $190k.

Deal economics

• At list price, monthly cash flow is $39 ($468/yr) — positive.
• The deal already cash-flows at list — no discount required.
• To meet the 1% rule (rent ≥ 1% of price), the offer needs to be $146k (23.1% below list).
• Recommended offer: $146k (23.1% below list) — sets the bar for 1% rule.
• Cap rate 6.5% vs local median 4.0% in Jacksonville — top-decile yield for the area; either an underpriced asset or a hidden risk that comps aren't pricing in. Stress-test before assuming the spread holds.

Location & tenants

• Location reads 83/100 on livability (#50 in FL, #911 nationally) — a professional / high-income tenant draw. Strengths: amenities A+, commute A+, housing A+.
• Duval (urban): math 46% / reading 45% proficiency, ranked #48 of 73 in FL (top 66%) — families likely to look elsewhere, expect single-tenant / working-renter base with shorter leases.
• Zoned schools: North Shore Elementary (math 49% / reading 36%, grade F, #1,383 of 2,144 statewide, top 65%, 701 students, 86% FRL) — zoned schools average 86% FRL vs 49% district-wide (36 pts higher); higher-poverty schools than district average — tighter screening recommended.
• Market conditions: Rents soft (-1.4%/yr); 291 active listings in the ZIP; 40 comparable units currently listed for rent nearby; rentals at typical pace (median 18d on market — plan ~3-4 weeks tenant-placement turnaround); lower-income renter base — watch delinquency; 6,503 units permitted in Duval County in 2024 (1,131 in 5+ unit buildings).
• This rent runs 42% of the median local income ($41k/yr) — at the standard rent-burdened threshold; future hikes will face affordability resistance.

Forward outlook

• Local home prices are declining (-3.0%/yr); year-one equity from $1k of loan paydown is wiped out by about $6k of value loss. Plan a longer hold.
• Duval County population projected at +19% by 2050 — long-run rental-demand tailwind backs the buy-and-hold thesis.

Negotiation context

• It's been on market 18 days — a 2% lower offer ($187k) is reasonable based on typical stale-listing flexibility.
• 2 sale attempts since 2y ago with the ask held roughly flat each time — persistent listings suggest the price (not the market) is what's stuck; bring a comps-based counter.
• Current owner paid $46k; list at $190k implies a 312% gain — meaningful room to come down on a strong offer.

Risks & watch-outs

• Watch-outs: built in 1940 — expect roof / HVAC / electrical / plumbing capex.
• Climate carrying-cost: severe wind risk, 99% chance of damaging wind over 30y; extreme-heat days projected 7→21/yr by 2055 (HVAC capex compounding) — expect insurance premiums to compound above CPI over the hold.

Recommended offer $146,042 (23.1% below list)

Questions for the listing agent

1. Built in 1940 — when were the roof, HVAC, electrical panel, plumbing, and water heater last replaced?
2. Is there a deadline driving the sale (1031 exchange, divorce, estate, relocation)? That informs how much negotiation room exists.
3. Schools are B-rated — typically a magnet for longer-tenancy family renters. What's the average tenant stay here, and is there a school-zone premium baked into asking?
4. The area grade is low — what's the realistic commute time and amenity access for the typical tenant pool here? Any planned neighborhood developments (good or bad) we should know about?
5. What's the average days-on-market for RENTAL listings here right now (not sales)? A rising rental-DOM trend means longer vacancies and softer asking-rent achievability than the comps imply.
6. What's the recent tenant-quality profile in this submarket — average credit score on applications, eviction rate, late-payment / NSF rate, and stable-employment percentage? A property-management company in the area should have these aggregated.
7. How much new for-sale + rental construction is in the pipeline within 1–3 miles? Heavy new supply typically softens prices + rents 12–24 months out; constrained supply supports both.

Investment metrics

• 1% rule: 0.77% ✗
• Cap rate: 6.54%
• Cash-on-cash: 0.88%
• DSCR: 1.04
• GRM: 10.8

CMA / ARV

• ARV (on-the-fly): $151,216
• Comps found: 12

Show comp detail 12 sales within ~0.75 mi

Address	Dist	Beds/Ba	Sqft	Sold	Price	$/sf	Match
317 Chestnut Dr	0.02mi	3/2.0 (-1)	1,294 (-11%)	6mo	$115,000	$89	71
803 Escambia St	0.47mi	3/2.0 (-1)	1,438 (-1%)	6mo	$149,900	$104	66
6560 Perry St	0.22mi	3/2.0 (-1)	1,260 (-13%)	5mo	$240,000	$190	59
462 W 61st St	0.41mi	3/2.0 (-1)	1,300 (-11%)	6mo	$230,750	$178	53
317 W 41st St	0.45mi	3/2.0 (-1)	1,268 (-13%)	2mo	$125,000	$99	51
212 W 38th St	0.66mi	4/2.0	1,330 (-8%)	7mo	$155,000	$117	49
329 Linwood Ave	0.69mi	3/1.0 (-1)	1,500 (+3%)	7mo	$70,000	$47	48
6935 N Pearl St	0.40mi	3/1.0 (-1)	1,642 (+13%)	4mo	$95,000	$58	47
454 Linwood Ave	0.70mi	4/2.0	1,648 (+13%)	1mo	$135,000	$82	44
264 E 45th St	0.70mi	3/1.0 (-1)	1,328 (-9%)	2mo	$105,000	$79	42
930 Kenmore St	0.69mi	3/2.0 (-1)	1,253 (-14%)	4mo	$182,990	$146	36
7406 Laura St N	0.75mi	3/2.0 (-1)	1,655 (+14%)	2mo	$299,000	$181	35

Match score weights: distance 35% · size 25% · config 20% · recency 20%. Top-matched comps best support the ARV.

Projected returns pro-forma

-3.0% appreciation · 0.0% rent growth · sell at horizon

5-year hold

• IRR: -17.9%
• Equity multiple: 0.39×
• Total profit: $-32,669
• Equity at exit: $28,315

10-year hold

• IRR: -16.0%
• Equity multiple: 0.21×
• Total profit: $-42,194
• Equity at exit: $16,419

Cash invested: $53,172 (down + closing). Projections, not guarantees.

Landlord ↔ Tenant lean methodology

• Overall (STATE): 87 Strongly Landlord-Friendly
• State Florida: 87 Strongly Landlord-Friendly · R+3
• County: — inherits STATE
• City: — inherits STATE

3-day pay-or-quit; preempts local rent control; landlord-friendly statutes. Court speed varies by county.

Methodology + full state rankings →

ZIP-level market 32208

• Home prices YoY: -33.6%
• Rents YoY: -1.4%
• Active inventory: 291
• Price-to-rent: 10.8×

Monthly cashflow live

• Estimated rent: $1,460 high
• Mortgage (P&I): −$996
• Tax from tax record: −$40 /mo · $477/yr
• Insurance: −$79
• HOA: −$0
• Vacancy / Maint / Mgmt: −$307
• Net cashflow: $39

Break-even live

Break-even rent $1,411

Max offer price $189,900

Occupancy floor 92%

Sensitivity live

Price	-10% $146	-5% $93	+0% $39	+5% $-15	+10% $-69
Rent	-10% $-76	-5% $-19	+0% $39	+5% $97	+10% $154
Rate	-1.0pp $135	-0.5pp $87	base $39	+0.5pp $-10	+1.0pp $-60

UW: 25.0% down · 7.5% · 30yr · 1.5% tax · 5.0% vac · 8.0% maint · 8.0% mgmt

Financing live

Cash to close

• Down payment: $47,475
• Closing costs: $5,697
• Reserves months: —
• Total cash needed: —

Rent comps 40 comps

Address	Beds	Baths	Sqft	Rent	$/sqft	DOM	Units	Dist
425 W 47th St Jacksonville, FL	3.0	1.5	1083	$1,193	$1.10	8d	1	0.10mi
562 W 49th St Jacksonville, FL	3.0	1.0	1091	$1,195	$1.10	24d	1	0.17mi
356 Duray Ct Jacksonville, FL	3.0	2.0	1070	$1,425	$1.33	14d	1	0.21mi
385 Duray Ct Jacksonville, FL	3.0	1.0	932	$1,250	$1.34	20d	1	0.22mi
6418 Sapphire Dr Jacksonville, FL	3.0	1.5	1296	$1,350	$1.04	24d	1	0.26mi
5616 Calvin Ave Jacksonville, FL	3.0	1.0	1008	$1,195	$1.19	8d	1	0.29mi
646 Escambia St Jacksonville, FL	3.0	2.0	1200	$1,395	$1.16	22d	1	0.31mi
664 Escambia St Jacksonville, FL	3.0	2.0	1352	$1,500	$1.11	18d	1	0.33mi
141 W 43rd St Jacksonville, FL	3.0	2.0	1022	$1,231	$1.20	3d	1	0.40mi
33 W 55th St Jacksonville, FL	4.0	2.0	1387	$1,321	$0.95	3d	1	0.42mi
343 W 60th St Jacksonville, FL	3.0	1.0	1238	$1,299	$1.05	22d	1	0.43mi
331 W 40th St Jacksonville, FL	4.0	2.0	1536	$1,375	$0.90	4d	1	0.50mi
41 Tallulah Ave Jacksonville, FL	3.0	1.0	1092	$1,390	$1.27	3d	1	0.52mi
7115 Lucky Dr W Jacksonville, FL	3.0	1.0	1158	$1,500	$1.30	24d	1	0.53mi
217 E 48th St Jacksonville, FL	3.0	1.0	979	$1,096	$1.12	11d	1	0.61mi
643 Linwood Ave Jacksonville, FL	3.0	2.0	1232	$1,325	$1.08	3d	1	0.61mi
472 W 65th St Jacksonville, FL	3.0	1.0	1312	$1,295	$0.99	22d	1	0.63mi
205 E 44th St Jacksonville, FL	3.0	1.0	955	$1,075	$1.13	22d	1	0.65mi
5035 N Main St Jacksonville, FL	3.0	1.0–2.0	816	$1,459	$1.79	24d	69	0.66mi
4721 E Castlewood Dr Jacksonville, FL	3.0	1.0	1008	$1,250	$1.24	24d	1	0.67mi
209 Woodrow St Jacksonville, FL	3.0	1.0	1282	$1,325	$1.03	24d	1	0.70mi
920 Alderside St Jacksonville, FL	3.0	1.0	1255	$1,195	$0.95	5d	1	0.71mi
6510 Avalon St Jacksonville, FL	4.0	2.0	1488	$1,425	$0.96	24d	1	0.76mi
346 W 68th St Jacksonville, FL	3.0	1.0	1114	$1,385	$1.24	5d	1	0.80mi
345 E 44th St Jacksonville, FL	3.0	1.0	1145	$1,150	$1.00	24d	1	0.82mi
666 Basswood St Jacksonville, FL	3.0	1.0	1002	$1,400	$1.40	24d	1	0.83mi
516 E 58th St Jacksonville, FL	4.0	2.0	1232	$1,725	$1.40	8d	1	0.84mi
549 E 55th St Jacksonville, FL	3.0	2.0	1230	$1,488	$1.21	11d	1	0.85mi
555 E 55th St Jacksonville, FL	3.0	2.0	1230	$1,488	$1.21	11d	1	0.85mi
567 E 55th St Jacksonville, FL	3.0	2.0	1230	$1,488	$1.21	15d	1	0.87mi
326 Basswood St Jacksonville, FL	3.0	2.0	1317	$1,550	$1.18	24d	1	0.91mi
524 E 60th St Jacksonville, FL	3.0	1.0	1212	$1,195	$0.99	8d	1	0.92mi
28 W 33rd St Jacksonville, FL	4.0	1.0	1395	$898	$0.64	8d	1	0.92mi
525 E 60th St Jacksonville, FL	3.0	2.0	1120	$1,471	$1.31	24d	1	0.93mi
7525 Oakwood St Jacksonville, FL	3.0	1.0	945	$1,375	$1.46	15d	1	0.97mi
1348 Crestwood St Jacksonville, FL	3.0	1.0	1300	$1,100	$0.85	24d	1	1.02mi
7545 Wilder Ave Jacksonville, FL	3.0	1.0	1300	$1,150	$0.88	3d	1	1.02mi
421 Golfair Blvd Jacksonville, FL	4.0	2.5	1761	$1,381	$0.78	17d	1	1.04mi
118 W 28th St Jacksonville, FL	3.0	2.0	1332	$1,250	$0.94	24d	1	1.06mi
26 W 27th St Jacksonville, FL	3.0	2.0	1512	$1,300	$0.86	24d	1	1.14mi

Listing history 15 events

1. 2026-06-18
   days on market $189,900 Active 18 DOM
2. 2026-06-17
   remarks 699-char remark
3. 2026-06-17
   days on market $189,900 Active 17 DOM
4. 2026-06-16
   days on market $189,900 Active 16 DOM
5. 2026-06-15
   days on market $189,900 Active 15 DOM
6. 2026-06-13
   days on market $189,900 Active 13 DOM
7. 2026-06-13
   days on market $189,900 Active 12 DOM
8. 2026-06-10
   days on market $189,900 Active 9 DOM
9. 2026-06-08
   days on market $189,900 Active 8 DOM
10. 2026-06-07
    days on market $189,900 Active 7 DOM
11. 2026-06-05
    days on market $189,900 Active 4 DOM
12. 2026-06-03
    days on market $189,900 Active 3 DOM
13. 2026-06-02
    days on market $189,900 Active 2 DOM
14. 2026-06-01
    remarks 393-char remark
15. 2026-06-01
    listed $189,900 Active 1 DOM

ⓘ Source: listings_history table (triggers on properties + properties_extension) + one-shot backfill from property_details.listing_events for pre-trigger history.

Tax reassessment forecast FL · Resets to sale price

• Current annual tax: $477 · $40/mo
• Projected year-2 tax: $1,576 · $131/mo
• Expected delta: +$1,099/yr (+$92/mo · 230.3%)

ⓘ Screening estimate from a state-policy table — verify with the county assessor before closing.

Climate risk First Street

• 🌊 Flood 1/10 Low FEMA zone X (unshaded) · 0% chance over 30 yrs
• 🔥 Wildfire 1/10 Low
• 🌡 Heat 9/10 Extreme 7 d/yr ≥107°F today · 21 d/yr by 30 yrs out
• 💨 Wind 9/10 Extreme 99% chance of damaging wind over 30 yrs
• 🫁 Air quality 4/10 Moderate 6 unhealthy d/yr today · 6 by 30 yrs out

Taxation est. · year 1

• Rental income: $17,525
• − Mortgage interest: −$10,637
• − Property taxes: −$477
• − Insurance: −$950
• − Repairs & maintenance: −$1,402
• − Management: −$1,402
• − Depreciation: −$5,524
• Taxable loss: −$2,867
• Est. tax savings @ 24.0%: +$688
• After-tax cash flow: $1,156/yr

For passive investors: Depreciation is non-cash, so a rental often shows a tax loss while cash-flowing — sheltering income. Rental losses are passive: they offset passive income freely, and up to $25,000/yr can offset ordinary (W-2) income if you actively participate and your MAGI is under $100k (phasing out to $0 by $150k); unused losses carry forward. On sale, claimed depreciation is recaptured at up to 25%, and gains may owe capital-gains tax (a 1031 exchange can defer both). Figures are a year-1 estimate at your 24.0% rate — not tax advice; consult a CPA.

Schools (NCES district)

• District: Duval
• NCES district ID: 1200480
• Math proficiency: 46% ▼ -11.00%
• Reading proficiency: 45% ▼ -4.00%
• Median HH income: $48,987
• Composite: 38.97/100
• National rank: #4076
• State rank: #48 of 73 in FL

Livability — Jacksonville

• Score: 83/100
• State rank: #50
• US rank: #911

Category grades

Amenities A+ Commute A+ Cost of living A Crime C Employment C Housing A+ Health & safety A+ User ratings F

Schools grade is shown separately in the Schools card above.

Census & demographics

• Census place: Jacksonville, FL
• County: Duval County · 1,015,274 people
• City population: 979,034
• Metro: Jacksonville, FL
• Population (ZIP): 32,699
• Household income: $41,324
• Rent vs Own: 43.2% rent · 56.8% own
• Severe rent burden: 1765.0

Population outlook (Duval County) Hauer SSP2

• Today (2025): 1,013,010 people
• By 2030: 1,059,228 · +4.6%
• By 2040: 1,141,439 · +12.7%
• By 2050: 1,205,258 · +19.0%
• By 2075: 1,324,282 · +30.7%
• By 2100: 1,319,620 · +30.3%

Race, ethnicity, and origin ACS 2023

• Neighborhood character: Predominantly Black (77%)
• Race & ethnicity: Black 77% White 16% Two or more races 4% Hispanic / Latino 3%
• Common ancestry: Italian 1%
• Foreign-born: 2% · Canada
• Languages at home: 97% English-only · Spanish 2%

Political lean MEDSL · Duval

• 2024 margin: Toss-up / Even · D 48.7% · R 50.1% · Other 1.2%
• 2008→2024 swing: +0.4pp no change · 2008: -1.9pp · 2024: -1.5pp
• All cycles: 2024: R+1.5 2020: D+3.8 2016: R+1.5 2012: R+3.6 2008: R+1.9

Not yet ingested

• Civics: —

Market trends

• HPI YoY: ▼ -110.56%
• Current HPI: 217.9706
• Rent YoY: ▼ -1.36%
• Metro: Jacksonville, FL
• State GDP YoY: ▲ 3.28%
• F500 in state: 36

Industry mix (Fortune 500 HQ in FL)

Industry	F500 HQs	Revenue
▸Industrial Technology	2	$29B
▸Insurance	2	$17B
▸Retail	1	$60B
▸Technology Distribution	1	$58B
▸Homebuilding	1	$35B
▸Technology Manufacturing	1	$35B

Price history

+312.3% since first listed

10 events — show timeline

• 2026-05-29 Listed $189,900 realMLS
• 2024-08-28 Listing Removed — realMLS
• 2024-06-12 Price Changed $254,900 realMLS
• 2024-05-21 Price Changed $259,900 realMLS
• 2024-04-27 Price Changed $264,900 realMLS
• 2024-04-19 Price Changed $279,900 realMLS
• 2024-04-10 Price Changed $284,900 realMLS
• 2024-04-06 Listed $299,900 realMLS
• 1984-12-01 Sold (Public Records) $46,055 Public Records
• 1984-12-01 Sold (Public Records) $46,055 Public Records

Property tax history

+1.5%/yr

Latest (2025): $477 · +60.8% YoY. Source: county tax records.