108 Oglesby Ave · Crestview, FL 32536

$195,000

4 bd · 2.0 ba · 1,225 sqft · SingleFamily public records · 217 Days on market

Built 1973 0.32 ac lot $159/sqft · 12% below area Est $221k · 12% under

---

Why this score? — see what drove the C- 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 +17.1/30.0
• ARV discount +12.9/15.0
• DSCR +5.3/10.0
• Schools +5.2/10.0
• 1% rule +4.4/10.0
• Livability +3.8/5.0
• Rent growth +2.8/5.0
• Condition / age +2.5/5.0
• Appreciation +0.0/10.0

Listing remarks MLS

Charming and move-in ready 4BR/2BA home in the heart of Crestview! This updated brick ranch offers a bright living area, a practical kitchen layout, and recent improvements including double-pane windows. Enjoy the large, fully fenced backyard with fire pit and double-gate access—perfect for parking a boat, trailer, or RV. With a durable metal roof and a convenient, central location close to schools, shopping, and parks, this home is an ideal blend of comfort and value.

Key facts

• 0.32 acre lot
• Parking
• Built 1973

What this means for you Summary

Snapshot

• This is a 4-bed/2.0-bath single-family listed at $195k.

Deal economics

• At list price, monthly cash flow is $136 ($2k/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 $183k (6.0% below list).
• Recommended offer: $172k (12.0% below list) — sets the bar for market timing.
• Cap rate 7.1% vs local median 4.4% in Crestview — 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 75/100 on livability (#252 in FL, #3,858 nationally) — a middle-class / working-renter tenant base. Strengths: cost of living A+, housing A+, health & safety A+; Watch: employment D, amenities F, commute F.
• Okaloosa (other): math 60% / reading 60% proficiency, ranked #12 of 73 in FL (top 16%) — acceptable for families but not a draw, mixed tenant base, ~2y average lease.
• Market conditions: Rents rising (+1.2%/yr); 351 active listings in the ZIP; 14 comparable units currently listed for rent nearby; rentals lingering (median 46d on market — plan ~5-8 weeks vacancy on turnover, expect pricing pressure); 64% of comp listings sitting > 30 days — soft ceiling on asking rent; solid renter incomes; 1,268 units permitted in Okaloosa County in 2024 (175 in 5+ unit buildings).

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.
• Okaloosa County population projected at +37% by 2050 — long-run rental-demand tailwind backs the buy-and-hold thesis.

Negotiation context

• It's been on market 217 days — a 12% lower offer ($172k) is reasonable based on typical stale-listing flexibility.
• 6 sale attempts since 6y ago; this cycle's ask has dropped $23k (11%) from the opening price — seller is motivated, your offer sets the floor, not the list.

Risks & watch-outs

• Climate carrying-cost: severe wind risk, 99% chance of damaging wind over 30y; extreme-heat days projected 7→20/yr by 2055 (HVAC capex compounding) — expect insurance premiums to compound above CPI over the hold.

Recommended offer $171,600 (12.0% below list)

Questions for the listing agent

1. It's been on market 217 days. Have you received any prior offers? Is the seller open to a 12% concession, seller financing, or rate buy-down credit?
2. Built in 1973 — when were the roof, HVAC, electrical panel, plumbing, and water heater last replaced?
3. Why hasn't it sold? Are there any deal-killer items the seller is aware of (foundation, flood, title, zoning, code violations)?
4. Is there a deadline driving the sale (1031 exchange, divorce, estate, relocation)? That informs how much negotiation room exists.
5. 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?
6. 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.
7. 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.
8. 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: 0.94% ✗
• Cap rate: 7.13%
• Cash-on-cash: 3.00%
• DSCR: 1.13
• GRM: 8.9

CMA / ARV

• ARV (median comp): $221,425
• List price: $195,000
• Delta: -11.93%
• Verdict: UNDERPRICED
• Comps: 20 within 1.0 mi

Show comp detail 12 sales within ~0.75 mi

Address	Dist	Beds/Ba	Sqft	Sold	Price	$/sf	Match
410 Winddrift Ct	0.37mi	4/2.0	1,244 (+2%)	5mo	$210,000	$169	76
202 Cabana Way	0.36mi	4/2.0	1,244 (+2%)	18mo	$247,500	$199	65
155 Cabana Way	0.32mi	4/2.0	1,244 (+2%)	23mo	$229,900	$185	64
685 W Walnut Ave	0.48mi	3/2.0 (-1)	1,234 (+1%)	11mo	$242,000	$196	62
170 Cabana Way	0.27mi	3/2.0 (-1)	1,180 (-4%)	20mo	$239,900	$203	60
104 Cabana Way	0.47mi	3/2.0 (-1)	1,100 (-10%)	5mo	$215,000	$195	52
5350 Highview Dr	0.58mi	3/2.0 (-1)	1,210 (-1%)	19mo	$259,900	$215	50
405 Winddrift Ct	0.33mi	3/2.0 (-1)	1,100 (-10%)	23mo	$285,000	$259	44
216 Cabana Way	0.48mi	3/2.0 (-1)	1,335 (+9%)	20mo	$250,000	$187	42
413 Winddrift Ct	0.41mi	3/2.0 (-1)	1,100 (-10%)	22mo	$210,000	$191	40
740 Mcdonald St	0.55mi	3/1.0 (-1)	1,075 (-12%)	12mo	$90,000	$84	35
395 W Griffith Ave	0.70mi	3/1.0 (-1)	1,322 (+8%)	15mo	$190,000	$144	33

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 · 1.17% rent growth · sell at horizon

5-year hold

• IRR: -13.6%
• Equity multiple: 0.52×
• Total profit: $-26,225
• Equity at exit: $29,075

10-year hold

• IRR: -7.8%
• Equity multiple: 0.55×
• Total profit: $-24,745
• Equity at exit: $16,860

Cash invested: $54,600 (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 32536

• Home prices YoY: -16.2%
• Rents YoY: 1.2%
• Active inventory: 351
• Price-to-rent: 8.9×

Monthly cashflow live

• Estimated rent: $1,833 high
• Mortgage (P&I): −$1,023
• Tax from tax record: −$208 /mo · $2,497/yr
• Insurance: −$81
• HOA: −$0
• Vacancy / Maint / Mgmt: −$385
• Net cashflow: $136

Break-even live

Break-even rent $1,661

Max offer price $195,000

Occupancy floor 88%

Sensitivity live

Price	-10% $247	-5% $192	+0% $136	+5% $81	+10% $26
Rent	-10% $-8	-5% $64	+0% $136	+5% $209	+10% $281
Rate	-1.0pp $235	-0.5pp $186	base $136	+0.5pp $86	+1.0pp $34

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: $48,750
• Closing costs: $5,850
• Reserves months: —
• Total cash needed: —

Rent comps 14 comps

Address	Beds	Baths	Sqft	Rent	$/sqft	DOM	Units	Dist
168 Cabana Way Crestview, FL	3.0	2.0	1100	$1,700	$1.55	23d	1	0.26mi
178 Cabana Way Crestview, FL	4.0	2.0	1284	$1,800	$1.40	46d	1	0.29mi
156 Cabana Way Crestview, FL	4.0	2.0	1244	$1,800	$1.45	46d	1	0.33mi
816 W Walnut Ave Crestview, FL	3.0	2.0	1297	$1,595	$1.23	46d	1	0.36mi
132 Cabana Way Crestview, FL	3.0	2.0	1408	$1,750	$1.24	15d	1	0.46mi
503 W Griffith Ave Crestview, FL	3.0	1.0	962	$1,395	$1.45	46d	1	0.61mi
401 S Booker St Crestview, FL	3.0	1.5	1040	$1,225	$1.18	46d	1	0.63mi
202 Johnson Ct Crestview, FL	3.0	2.5	1496	$1,450	$0.97	46d	1	1.01mi
204 Johnson Ct Crestview, FL	3.0	2.5	1496	$1,450	$0.97	46d	1	1.01mi
223 Johnson Ct #223 Crestview, FL	3.0	2.5	1496	$1,450	$0.97	46d	1	1.07mi
800 Spring Creek Blvd Crestview, FL	1.0–3.0	1.0–2.0	1009	$1,900	$1.88	15d	28	1.10mi
326 Dixie St Crestview, FL	3.0	1.0	1386	$1,400	$1.01	46d	1	1.22mi
812 Carlton St Crestview, FL	3.0	2.5	1393	$1,495	$1.07	23d	1	1.30mi
131 Adkinson Dr Crestview, FL	4.0	1.0	1332	$1,750	$1.31	15d	1	1.31mi

Listing history 37 events

1. 2026-06-21
   days on market $195,000 Active 217 DOM
2. 2026-06-18
   days on market $195,000 Active 214 DOM
3. 2026-06-17
   days on market $195,000 Active 213 DOM
4. 2026-06-16
   days on market $195,000 Active 212 DOM
5. 2026-06-15
   days on market $195,000 Active 211 DOM
6. 2026-06-14
   days on market $195,000 Active 209 DOM
7. 2026-06-13
   days on market $195,000 Active 208 DOM
8. 2026-06-10
   days on market $195,000 Active 206 DOM
9. 2026-06-09
   days on market $195,000 Active 205 DOM
10. 2026-06-08
    days on market $195,000 Active 204 DOM
11. 2026-06-07
    days on market $195,000 Active 203 DOM
12. 2026-06-05
    days on market $195,000 Active 200 DOM
13. 2026-06-02
    days on market $195,000 Active 198 DOM
14. 2026-06-01
    days on market $195,000 Active 197 DOM
15. 2026-05-31
    days on market $195,000 Active 196 DOM
16. 2026-05-30
    days on market $195,000 Active 195 DOM
17. 2026-05-05
    price $195,000 479-char remark

    Show marketing remark (479 chars)

    Charming and move-in ready 4BR/2BA home in the heart of Crestview! This updated brick ranch offers a bright living area, a practical kitchen layout, and recent improvements including double-pane windows. Enjoy the large, fully fenced backyard with fire pit and double-gate access—perfect for parking a boat, trailer, or RV. With a durable metal roof and a convenient, central location close to schools, shopping, and parks, this home is an ideal blend of comfort and value.

18. 2026-03-14
    price $202,500 479-char remark

    Show marketing remark (479 chars)

    Charming and move-in ready 4BR/2BA home in the heart of Crestview! This updated brick ranch offers a bright living area, a practical kitchen layout, and recent improvements including double-pane windows. Enjoy the large, fully fenced backyard with fire pit and double-gate access—perfect for parking a boat, trailer, or RV. With a durable metal roof and a convenient, central location close to schools, shopping, and parks, this home is an ideal blend of comfort and value.

19. 2025-12-11
    price $210,000 479-char remark

    Show marketing remark (479 chars)

    Charming and move-in ready 4BR/2BA home in the heart of Crestview! This updated brick ranch offers a bright living area, a practical kitchen layout, and recent improvements including double-pane windows. Enjoy the large, fully fenced backyard with fire pit and double-gate access—perfect for parking a boat, trailer, or RV. With a durable metal roof and a convenient, central location close to schools, shopping, and parks, this home is an ideal blend of comfort and value.

20. 2025-11-16
    listed $218,000 Active 479-char remark

    Show marketing remark (479 chars)

    Charming and move-in ready 4BR/2BA home in the heart of Crestview! This updated brick ranch offers a bright living area, a practical kitchen layout, and recent improvements including double-pane windows. Enjoy the large, fully fenced backyard with fire pit and double-gate access—perfect for parking a boat, trailer, or RV. With a durable metal roof and a convenient, central location close to schools, shopping, and parks, this home is an ideal blend of comfort and value.

21. 2023-06-07
    soldstatus $225,000
22. 2023-05-30
    soldstatus $225,000 Sold 496-char remark

    Show marketing remark (496 chars)

    Must see this updated home on a large fully fenced lot. Close to everything in Crestview this cute ranch style is move in ready. Painted Brick and metal roof make this property low maintenance. Windows replaced 3 years ago and new water heater just put in. The large backyard has a privacy fence and fire pit. Double gate allows easy access for parking boats or rvs right at the house. Back on Market at no fault of Seller. Clear WDO and all repairs from previous buyers home inspection complete.

23. 2023-05-01
    status Pending 496-char remark

    Show marketing remark (496 chars)

    Must see this updated home on a large fully fenced lot. Close to everything in Crestview this cute ranch style is move in ready. Painted Brick and metal roof make this property low maintenance. Windows replaced 3 years ago and new water heater just put in. The large backyard has a privacy fence and fire pit. Double gate allows easy access for parking boats or rvs right at the house. Back on Market at no fault of Seller. Clear WDO and all repairs from previous buyers home inspection complete.

24. 2023-04-29
    status Active 496-char remark

    Show marketing remark (496 chars)

    Must see this updated home on a large fully fenced lot. Close to everything in Crestview this cute ranch style is move in ready. Painted Brick and metal roof make this property low maintenance. Windows replaced 3 years ago and new water heater just put in. The large backyard has a privacy fence and fire pit. Double gate allows easy access for parking boats or rvs right at the house. Back on Market at no fault of Seller. Clear WDO and all repairs from previous buyers home inspection complete.

25. 2023-04-02
    status Pending 496-char remark

    Show marketing remark (496 chars)

    Must see this updated home on a large fully fenced lot. Close to everything in Crestview this cute ranch style is move in ready. Painted Brick and metal roof make this property low maintenance. Windows replaced 3 years ago and new water heater just put in. The large backyard has a privacy fence and fire pit. Double gate allows easy access for parking boats or rvs right at the house. Back on Market at no fault of Seller. Clear WDO and all repairs from previous buyers home inspection complete.

26. 2023-04-01
    historical 496-char remark

    Show marketing remark (496 chars)

    Must see this updated home on a large fully fenced lot. Close to everything in Crestview this cute ranch style is move in ready. Painted Brick and metal roof make this property low maintenance. Windows replaced 3 years ago and new water heater just put in. The large backyard has a privacy fence and fire pit. Double gate allows easy access for parking boats or rvs right at the house. Back on Market at no fault of Seller. Clear WDO and all repairs from previous buyers home inspection complete.

27. 2023-03-31
    listed $225,000 Active 496-char remark

    Show marketing remark (496 chars)

    Must see this updated home on a large fully fenced lot. Close to everything in Crestview this cute ranch style is move in ready. Painted Brick and metal roof make this property low maintenance. Windows replaced 3 years ago and new water heater just put in. The large backyard has a privacy fence and fire pit. Double gate allows easy access for parking boats or rvs right at the house. Back on Market at no fault of Seller. Clear WDO and all repairs from previous buyers home inspection complete.

28. 2020-09-08
    soldstatus $169,900 Sold
29. 2020-09-08
    soldstatus $169,900
30. 2020-08-09
    status Pending
31. 2020-08-05
    status Active
32. 2020-08-05
    status Pending
33. 2020-08-01
    listed $169,900 Active
34. 2020-08-01
    listed $169,900
35. 2020-06-18
    soldstatus $50,000
36. 1994-05-25
    soldstatus $10,000
37. 1987-09-01
    soldstatus $10,000

ⓘ 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: $2,497 · $208/mo
• Projected year-2 tax: $2,497 · $208/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 9/10 Extreme 7 d/yr ≥107°F today · 20 d/yr by 30 yrs out
• 💨 Wind 9/10 Extreme 99% chance of damaging wind over 30 yrs
• 🫁 Air quality 2/10 Low 1 unhealthy d/yr today · 1 by 30 yrs out

Taxation est. · year 1

• Rental income: $21,999
• − Mortgage interest: −$10,923
• − Property taxes: −$2,497
• − Insurance: −$975
• − Repairs & maintenance: −$1,760
• − Management: −$1,760
• − Depreciation: −$5,673
• Taxable loss: −$1,589
• Est. tax savings @ 24.0%: +$381
• After-tax cash flow: $2,017/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: Okaloosa
• NCES district ID: 1201380
• Math proficiency: 60% ▼ -12.00%
• Reading proficiency: 60% ▼ -4.00%
• Median HH income: $55,601
• Composite: 51.62/100
• National rank: #1705
• State rank: #12 of 73 in FL

Livability — Crestview

• Score: 75/100
• State rank: #252
• US rank: #3858

Category grades

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

Schools grade is shown separately in the Schools card above.

Census & demographics

• Census place: Crestview, FL
• County: Okaloosa County · 194,352 people
• City population: 58,889
• Metro: Crestview-Fort Walton Beach-Destin, FL
• Population (ZIP): 25,599
• Household income: $78,119
• Rent vs Own: 29.0% rent · 71.0% own
• Severe rent burden: 634.0

Population outlook (Okaloosa County) Hauer SSP2

• Today (2025): 235,133 people
• By 2030: 253,483 · +7.8%
• By 2040: 289,537 · +23.1%
• By 2050: 322,954 · +37.3%
• By 2075: 399,624 · +70.0%
• By 2100: 425,311 · +80.9%

Race, ethnicity, and origin ACS 2023

• Neighborhood character: Diverse neighborhood (Simpson 0.56)
• Race & ethnicity: White 64% Black 16% Hispanic / Latino 12% Two or more races 9% Asian 3%
• Hispanic origin (detail): Mexican 4% Puerto Rican 2% Dominican 1%
• Common ancestry: Lithuanian 2% Slovak 2% Italian 2%
• Foreign-born: 6% · Canada, South Korea
• Languages at home: 91% English-only · Spanish 7% Tagalog/Filipino 1%

Political lean MEDSL · Okaloosa

• 2024 margin: Solid R (+42.4) · D 28.2% · R 70.7% · Other 1.1%
• 2008→2024 swing: +2.5pp toward D · 2008: -44.9pp · 2024: -42.4pp
• All cycles: 2024: R+42.4 2020: R+39.1 2016: R+47.8 2012: R+49.4 2008: R+44.9

Not yet ingested

• Civics: —

Market trends

• HPI YoY: ▼ -51.48%
• Current HPI: 265.9926
• Rent YoY: ▲ 1.17%
• Metro: Crestview-Fort Walton Beach-Destin, 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

+1850.0% since first listed

21 events — show timeline

• 2026-05-05 Price Changed $195,000 ECAR
• 2026-03-14 Price Changed $202,500 ECAR
• 2025-12-11 Price Changed $210,000 ECAR
• 2025-11-16 Listed $218,000 ECAR
• 2023-06-07 Sold (Public Records) $225,000 Public Records
• 2023-05-30 Sold (MLS) $225,000 PARMLS
• 2023-05-01 Pending — PARMLS
• 2023-04-29 Relisted — PARMLS
• 2023-04-02 Pending — PARMLS
• 2023-04-01 Listing Removed — PARMLS
• 2023-03-31 Listed $225,000 PARMLS
• 2020-09-08 Sold (MLS) $169,900 NAMLS
• 2020-09-08 Sold (MLS) $169,900 ECAR
• 2020-08-09 Pending — ECAR
• 2020-08-05 Relisted — ECAR
• 2020-08-05 Pending — ECAR
• 2020-08-01 Listed $169,900 ECAR
• 2020-08-01 Listed $169,900 NAMLS
• 2020-06-18 Sold (Public Records) $50,000 Public Records
• 1994-05-25 Sold (Public Records) $10,000 Public Records
• 1987-09-01 Sold (Public Records) $10,000 Public Records

Property tax history

+10.3%/yr

Latest (2025): $2,497 · -1.6% YoY. Source: county tax records.