100 Roosevelt Dr · Midway, FL 32343

$234,900

3 bd · 2.0 ba · 1,259 sqft · SingleFamily public records · 73 Days on market

Built 2007 0.34 ac lot $187/sqft · 7% below area Est $252k · 7% under $10/mo HOA · 1% of rent

---

Why this score? — see what drove the D 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).

• ARV discount +10.5/15.0
• Cash flow +10.1/30.0
• Appreciation +4.6/10.0
• 1% rule +2.9/10.0
• DSCR +2.9/10.0
• Schools +2.6/10.0
• Rent growth +2.5/5.0
• Livability +2.5/5.0
• Condition / age +2.5/5.0

Listing remarks MLS

Move-In Ready with 2023-Roof/ 2024 New Hardwood Floring — Priced to Go! Welcome to this charming 3-bedroom, 2-bathroom gem nestled in the sought-after Orion's Point subdivision of Midway — just minutes west of Tallahassee! Built in 2007 and sitting on a beautifully level 0.34-acre lot, this home is truly turn-key — no surprises, no stress. Feel right at home with soaring 9+ foot vaulted ceilings in the open great room and dining area, split-bedroom floor plan for added privacy, and a spacious primary suite complete with a walk-in closet. The kitchen features an eat-in layout, pantry storage, and a full appliance package including refrigerator, stove, & dishwasher. 2-car garage and a rear patio. This home checks every box. Don't miss this homes in Orion's Point don't last long. Schedule your showing today!

Key facts

• 0.34-acre lot
• 2023 roof
• 0.34 acre lot

Tags

• 2023 ROOF
• 2024 NEW HARDWOOD FLOORING
• ORION'S POINT SUBDIVISION
• 0.34-ACRE LOT
• 9 FOOT VAULTED CEILINGS
• SPLIT-BEDROOM FLOOR PLAN

What this means for you Summary

Snapshot

• This is a 3-bed/2.0-bath single-family listed at $235k.

Deal economics

• At list price, monthly cash flow is $-138 ($-2k/yr) — negative.
• To cash-flow at today's rent, offer at most $210k (10.4% below list).
• To meet the 1% rule (rent ≥ 1% of price), the offer needs to be $185k (21.2% below list).
• Recommended offer: $185k (21.2% below list) — sets the bar for 1% rule.
• Cap rate 5.6% vs local median 4.1% in Midway — 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: area grade D — affects rentability + tenant quality, not the cash-flow math above.
• Gadsden (rural): math 31% / reading 31% proficiency, ranked #70 of 73 in FL (top 96%) — families likely to look elsewhere, expect single-tenant / working-renter base with shorter leases; 83% free/reduced lunch — lower-income household profile, screen leases tightly.
• Market conditions: 20 active listings in the ZIP; 1 comparable units currently listed for rent nearby; 107 units permitted in Gadsden County in 2024 (36 in 5+ unit buildings).

Forward outlook

• Local home prices are declining (-0.9%/yr); year-one equity from $2k of loan paydown is wiped out by about $2k of value loss. Plan a longer hold.
• Gadsden County population projected at -27% by 2050 — secular population decline; favor cash flow + early exit over multi-decade hold.

Negotiation context

• It's been on market 73 days — a 6% lower offer ($221k) is reasonable based on typical stale-listing flexibility.
• 5 sale attempts since 19y 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.

Risks & watch-outs

• 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 $185,000 (21.2% below list)

Questions for the listing agent

1. What do current leases actually rent for vs. the listed asking? Can we see a recent rent roll and the last 12 months of T-12 income?
2. It's been on market 73 days. Have you received any prior offers? Is the seller open to a 21% concession, seller financing, or rate buy-down credit?
3. What does the HOA fee cover, when was the last increase, and are there any pending special assessments or reserve-fund shortfalls?
4. Why hasn't it sold? Are there any deal-killer items the seller is aware of (foundation, flood, title, zoning, code violations)?
5. Is there a deadline driving the sale (1031 exchange, divorce, estate, relocation)? That informs how much negotiation room exists.
6. 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?
7. 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.
8. 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.
9. 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: 0.79% ✗
• Cap rate: 5.59%
• Cash-on-cash: -2.52%
• DSCR: 0.89
• GRM: 10.6

CMA / ARV

• ARV (median comp): $251,797
• List price: $234,900
• Delta: -6.71%
• Verdict: FAIR
• Comps: 20 within 1.0 mi

Show comp detail 10 sales within ~0.75 mi

Address	Dist	Beds/Ba	Sqft	Sold	Price	$/sf	Match
420 N Charles Willis	0.48mi	3/2.0	1,256 (-0%)	4mo	$260,900	$208	74
49 Frances Harrell Way	0.23mi	3/2.0	1,346 (+7%)	5mo	$280,000	$208	73
920 Rustling Pines Blvd	0.52mi	3/2.0	1,216 (-3%)	6mo	$230,000	$189	65
10 Ponderosa Ln	0.49mi	3/2.0	1,263 (+0%)	19mo	$261,000	$207	61
396 Sand Pine Cir	0.67mi	3/2.0	1,196 (-5%)	1mo	$247,500	$207	59
102 Ponderosa Ln	0.47mi	3/2.0	1,380 (+10%)	15mo	$249,900	$181	50
251 Sand Pine Dr	0.74mi	3/2.0	1,236 (-2%)	16mo	$209,000	$169	49
95 Ponderosa Cir	0.56mi	4/2.0 (+1)	1,365 (+8%)	11mo	$265,000	$194	46
151 Ponderosa Ln	0.50mi	3/2.0	1,412 (+12%)	13mo	$262,500	$186	46
60 Loblolly Cir	0.66mi	3/2.0	1,350 (+7%)	16mo	$245,000	$181	44

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

Projected returns pro-forma

-0.89% appreciation · 3.0% rent growth · sell at horizon

5-year hold

• IRR: -8.8%
• Equity multiple: 0.62×
• Total profit: $-25,283
• Equity at exit: $57,969

10-year hold

• IRR: -2.1%
• Equity multiple: 0.80×
• Total profit: $-12,925
• Equity at exit: $61,957

Cash invested: $65,772 (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 32343

• Home prices YoY: -0.5%
• Active inventory: 20
• Price-to-rent: 10.6×

Monthly cashflow live

• Estimated rent: $1,850 medium
• Mortgage (P&I): −$1,232
• Tax from tax record: −$260 /mo · $3,119/yr
• Insurance: −$98
• HOA: −$10
• Vacancy / Maint / Mgmt: −$388
• Net cashflow: $-138

Break-even live

Break-even rent $2,025

Max offer price $210,493

Occupancy floor —

Sensitivity live

Price	-10% $-5	-5% $-72	+0% $-138	+5% $-205	+10% $-271
Rent	-10% $-284	-5% $-211	+0% $-138	+5% $-65	+10% $8
Rate	-1.0pp $-20	-0.5pp $-78	base $-138	+0.5pp $-199	+1.0pp $-261

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: $58,725
• Closing costs: $7,047
• Reserves months: —
• Total cash needed: —

Rent comps 1 comps

Address	Beds	Baths	Sqft	Rent	$/sqft	DOM	Units	Dist
111 N Charles Willis Dr Midway, FL	3.0	2.0	1435	$1,850	$1.29	15d	1	0.36mi

HOA detail

• Monthly dues: $10 · $120/yr

Listing history 30 events

1. 2026-06-22
   days on market $234,900 Active 73 DOM
2. 2026-06-18
   pricedays on market $234,900 Active 70 DOM
3. 2026-06-17
   days on market $235,000 Active 69 DOM
4. 2026-06-16
   days on market $235,000 Active 68 DOM
5. 2026-06-15
   days on market $235,000 Active 67 DOM
6. 2026-06-14
   days on market $235,000 Active 65 DOM
7. 2026-06-13
   days on market $235,000 Active 64 DOM
8. 2026-06-10
   days on market $235,000 Active 62 DOM
9. 2026-06-09
   days on market $235,000 Active 61 DOM
10. 2026-06-08
    days on market $235,000 Active 60 DOM
11. 2026-06-07
    days on market $235,000 Active 59 DOM
12. 2026-06-05
    days on market $235,000 Active 56 DOM
13. 2026-06-03
    days on market $235,000 Active 55 DOM
14. 2026-06-02
    days on market $235,000 Active 54 DOM
15. 2026-06-01
    days on market $235,000 Active 53 DOM
16. 2026-05-31
    days on market $235,000 Active 52 DOM
17. 2026-05-30
    days on market $235,000 Active 51 DOM
18. 2026-04-10
    listed $235,000 Active 839-char remark

    Show marketing remark (839 chars)

    Move-In Ready with 2023-Roof/ 2024 New Hardwood Floring — Priced to Go! Welcome to this charming 3-bedroom, 2-bathroom gem nestled in the sought-after Orion's Point subdivision of Midway — just minutes west of Tallahassee! Built in 2007 and sitting on a beautifully level 0.34-acre lot, this home is truly turn-key — no surprises, no stress. Feel right at home with soaring 9+ foot vaulted ceilings in the open great room and dining area, split-bedroom floor plan for added privacy, and a spacious primary suite complete with a walk-in closet. The kitchen features an eat-in layout, pantry storage, and a full appliance package including refrigerator, stove, & dishwasher. 2-car garage and a rear patio. This home checks every box. Don't miss this homes in Orion's Point don't last long. Schedule your showing today!

19. 2023-12-08
    soldstatus $227,000
20. 2023-12-07
    soldstatus $227,000 Closed 644-char remark

    Show marketing remark (644 chars)

    Conveniently located just a few miles west of Tallahassee, this one-owner home was built in 2007 and has 3 bedrooms and 2 full bathrooms. On a nice, level lot, it offers 1,258' of heated/cooled living area, a covered entry, two-car garage on the front, and a patio on the rear. Also featured are vaulted ceilings in the living and dining rooms, and a walk-in closet in the en-suite bathroom. Selling "as is" with right to inspect. SELLERS WILL: replace roof prior to closing; provide Home Warranty up to $500.00; provide an allowance of $2,500.00 toward closing costs; and give a $1,500.00 flooring/decorating allowance. Easy to see!

21. 2023-10-24
    historical Active Under Contract 644-char remark

    Show marketing remark (644 chars)

    Conveniently located just a few miles west of Tallahassee, this one-owner home was built in 2007 and has 3 bedrooms and 2 full bathrooms. On a nice, level lot, it offers 1,258' of heated/cooled living area, a covered entry, two-car garage on the front, and a patio on the rear. Also featured are vaulted ceilings in the living and dining rooms, and a walk-in closet in the en-suite bathroom. Selling "as is" with right to inspect. SELLERS WILL: replace roof prior to closing; provide Home Warranty up to $500.00; provide an allowance of $2,500.00 toward closing costs; and give a $1,500.00 flooring/decorating allowance. Easy to see!

22. 2023-09-14
    status Active 644-char remark

    Show marketing remark (644 chars)

    Conveniently located just a few miles west of Tallahassee, this one-owner home was built in 2007 and has 3 bedrooms and 2 full bathrooms. On a nice, level lot, it offers 1,258' of heated/cooled living area, a covered entry, two-car garage on the front, and a patio on the rear. Also featured are vaulted ceilings in the living and dining rooms, and a walk-in closet in the en-suite bathroom. Selling "as is" with right to inspect. SELLERS WILL: replace roof prior to closing; provide Home Warranty up to $500.00; provide an allowance of $2,500.00 toward closing costs; and give a $1,500.00 flooring/decorating allowance. Easy to see!

23. 2023-08-01
    historical Active Under Contract 644-char remark

    Show marketing remark (644 chars)

    Conveniently located just a few miles west of Tallahassee, this one-owner home was built in 2007 and has 3 bedrooms and 2 full bathrooms. On a nice, level lot, it offers 1,258' of heated/cooled living area, a covered entry, two-car garage on the front, and a patio on the rear. Also featured are vaulted ceilings in the living and dining rooms, and a walk-in closet in the en-suite bathroom. Selling "as is" with right to inspect. SELLERS WILL: replace roof prior to closing; provide Home Warranty up to $500.00; provide an allowance of $2,500.00 toward closing costs; and give a $1,500.00 flooring/decorating allowance. Easy to see!

24. 2023-07-15
    price $227,000 644-char remark

    Show marketing remark (644 chars)

    Conveniently located just a few miles west of Tallahassee, this one-owner home was built in 2007 and has 3 bedrooms and 2 full bathrooms. On a nice, level lot, it offers 1,258' of heated/cooled living area, a covered entry, two-car garage on the front, and a patio on the rear. Also featured are vaulted ceilings in the living and dining rooms, and a walk-in closet in the en-suite bathroom. Selling "as is" with right to inspect. SELLERS WILL: replace roof prior to closing; provide Home Warranty up to $500.00; provide an allowance of $2,500.00 toward closing costs; and give a $1,500.00 flooring/decorating allowance. Easy to see!

25. 2023-07-04
    status Active 644-char remark

    Show marketing remark (644 chars)

    Conveniently located just a few miles west of Tallahassee, this one-owner home was built in 2007 and has 3 bedrooms and 2 full bathrooms. On a nice, level lot, it offers 1,258' of heated/cooled living area, a covered entry, two-car garage on the front, and a patio on the rear. Also featured are vaulted ceilings in the living and dining rooms, and a walk-in closet in the en-suite bathroom. Selling "as is" with right to inspect. SELLERS WILL: replace roof prior to closing; provide Home Warranty up to $500.00; provide an allowance of $2,500.00 toward closing costs; and give a $1,500.00 flooring/decorating allowance. Easy to see!

26. 2023-07-04
    price $233,000 644-char remark

    Show marketing remark (644 chars)

    Conveniently located just a few miles west of Tallahassee, this one-owner home was built in 2007 and has 3 bedrooms and 2 full bathrooms. On a nice, level lot, it offers 1,258' of heated/cooled living area, a covered entry, two-car garage on the front, and a patio on the rear. Also featured are vaulted ceilings in the living and dining rooms, and a walk-in closet in the en-suite bathroom. Selling "as is" with right to inspect. SELLERS WILL: replace roof prior to closing; provide Home Warranty up to $500.00; provide an allowance of $2,500.00 toward closing costs; and give a $1,500.00 flooring/decorating allowance. Easy to see!

27. 2023-06-29
    historical 644-char remark

    Show marketing remark (644 chars)

    Conveniently located just a few miles west of Tallahassee, this one-owner home was built in 2007 and has 3 bedrooms and 2 full bathrooms. On a nice, level lot, it offers 1,258' of heated/cooled living area, a covered entry, two-car garage on the front, and a patio on the rear. Also featured are vaulted ceilings in the living and dining rooms, and a walk-in closet in the en-suite bathroom. Selling "as is" with right to inspect. SELLERS WILL: replace roof prior to closing; provide Home Warranty up to $500.00; provide an allowance of $2,500.00 toward closing costs; and give a $1,500.00 flooring/decorating allowance. Easy to see!

28. 2023-06-28
    listed $230,000 Active 644-char remark

    Show marketing remark (644 chars)

    Conveniently located just a few miles west of Tallahassee, this one-owner home was built in 2007 and has 3 bedrooms and 2 full bathrooms. On a nice, level lot, it offers 1,258' of heated/cooled living area, a covered entry, two-car garage on the front, and a patio on the rear. Also featured are vaulted ceilings in the living and dining rooms, and a walk-in closet in the en-suite bathroom. Selling "as is" with right to inspect. SELLERS WILL: replace roof prior to closing; provide Home Warranty up to $500.00; provide an allowance of $2,500.00 toward closing costs; and give a $1,500.00 flooring/decorating allowance. Easy to see!

29. 2007-12-21
    soldstatus $149,900
30. 2007-02-23
    listed $152,900

ⓘ 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: $3,119 · $260/mo
• Projected year-2 tax: $3,119 · $260/mo
• Expected delta: $0/yr ($0/mo · 0.0%)

ⓘ 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 4/10 Moderate
• 🌡 Heat 8/10 Severe 7 d/yr ≥108°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 5 unhealthy d/yr today · 7 by 30 yrs out

Taxation est. · year 1

• Rental income: $22,200
• − Mortgage interest: −$13,158
• − Property taxes: −$3,119
• − Insurance: −$1,174
• − Repairs & maintenance: −$1,776
• − Management: −$1,776
• − HOA: −$120
• − Depreciation: −$6,833
• Taxable loss: −$5,757
• Est. tax savings @ 24.0%: +$1,382
• After-tax cash flow: $-276/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: Gadsden
• NCES district ID: 1200600
• Math proficiency: 31% ▼ -16.00%
• Reading proficiency: 31% ▼ -7.00%
• Median HH income: $36,470
• Composite: 25.75/100
• National rank: #7373
• State rank: #70 of 73 in FL

Livability — Midway

No livability data for this city. (Only ~50 U.S. cities are tracked.)

Census & demographics

• Census place: Midway, FL
• Population (ZIP): 3,583

Population outlook (Gadsden County) Hauer SSP2

• Today (2025): 42,956 people
• By 2030: 40,878 · -4.8%
• By 2040: 36,218 · -15.7%
• By 2050: 31,502 · -26.7%
• By 2075: 21,828 · -49.2%
• By 2100: 14,480 · -66.3%

Race, ethnicity, and origin ACS 2023

• Neighborhood character: Predominantly Black (89%)
• Race & ethnicity: Black 89% Hispanic / Latino 7% Two or more races 4% White 3%
• Hispanic origin (detail): Mexican 1% Puerto Rican 5%
• Common ancestry: Lithuanian 1%
• Foreign-born: 1% · Canada
• Languages at home: 95% English-only · Spanish 5%

Political lean MEDSL · Gadsden

• 2024 margin: Solid D (+30.7) · D 65.0% · R 34.3%
• 2008→2024 swing: -8.3pp toward R · 2008: 39.0pp · 2024: 30.7pp
• All cycles: 2024: D+30.7 2020: D+36.6 2016: D+37.5 2012: D+40.6 2008: D+39.0

Not yet ingested

• Civics: —

Market trends

• HPI YoY: ▼ -0.89%
• Current HPI: 167.7351
• Rent YoY: —
• Metro: —
• 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

+53.7% since first listed

13 events — show timeline

• 2026-04-10 Listed $235,000 CATRS
• 2023-12-08 Sold (Public Records) $227,000 Public Records
• 2023-12-07 Sold (MLS) $227,000 CATRS
• 2023-10-24 Contingent — CATRS
• 2023-09-14 Relisted — CATRS
• 2023-08-01 Contingent — CATRS
• 2023-07-15 Price Changed $227,000 CATRS
• 2023-07-04 Relisted — CATRS
• 2023-07-04 Price Changed $233,000 CATRS
• 2023-06-29 Listing Removed — CATRS
• 2023-06-28 Listed $230,000 CATRS
• 2007-12-21 Sold (MLS) $149,900 CATRS
• 2007-02-23 Listed $152,900 CATRS

Property tax history

+11.4%/yr

Latest (2025): $3,119 · +2.7% YoY. Source: county tax records.