1914 Anchorage Dr · Chester, MD 21619

$299,900

3 bd · 2.0 ba · 1,800 sqft · SingleFamily public records · 14 Days on market

Built 1977 0.41 ac lot Est $434k · 31% under

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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 +23.6/30.0
• ARV discount +15.0/15.0
• DSCR +7.6/10.0
• 1% rule +5.7/10.0
• Livability +3.2/5.0
• Schools +3.0/10.0
• Rent growth +2.5/5.0
• Condition / age +2.5/5.0
• Appreciation +0.0/10.0

Listing remarks

Property is a combination of an Estate Sale (being sold As-Is) and a pre-approved short sale. 3Bd/2ba rancher on approximately . 4 acres. Well and septic. Livrm, dinrm, famrm w/ electric fireplace and kitchen. Off of the kitchen there is an enclosed room, concrete patio, and an additional screened-in patio. Backyard is partially fenced and has an in-ground pool (drained and in as-is condition) Convenient to Rte 50, Bay Bridge, and Annapolis. PR requests property be on the market for 7 days before reviewing any offer(s). PR and Asset Manager prefer using Gemini Title.

Key facts

• In-ground pool
• Convenient to rte 50
• Partially fenced

Tags

• ENCLOSED ROOM
• CONCRETE PATIO
• SCREENED-IN PATIO
• IN-GROUND POOL
• PARTIALLY FENCED
• CONVENIENT TO RTE 50

Property features AI

Finance

• Other: Ownership is fee simple

Exterior

• Parking: Driveway; Garage(s) present
• Utilities: Private sewer; Well water; Electric service
• Home design: Detached home; Single-story living with main-level bedrooms and baths
• Construction: Brick and vinyl siding exterior; Asphalt roof; Slab foundation; Building winterized; Year built source: Assessor
• Exterior features: Personal pool; Above- and below-grade structures; Driveway

Interior

• Kitchen: Kitchen (appliances not specified)
• Bedrooms: Three bedrooms on the main level
• Bathrooms: Two full bathrooms on the main level
• Heating & cooling: Electric baseboard heating; Electric hot water
• Interior features: Living room, dining room, family room; Electric fireplace (1)
• Laundry & utility: No basement

What this means for you Summary

Snapshot

• This is a 3-bed/2.0-bath single-family listed at $300k.

Deal economics

• At list price, monthly cash flow is $563 ($7k/yr) — positive.
• The deal already cash-flows at list — no discount required.
• Meets the 1% rule at list price ($3k rent vs $300k).
• Cap rate 8.5% vs local median 2.2% in Chester — 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 64/100 on livability (#281 in MD) — a middle-class / working-renter tenant base. Strengths: employment A+, housing A+, crime A-; Watch: schools D-, amenities F, commute F.
• Queen Anne'S County Public Schools (rural): math 22% / reading 39% proficiency, ranked #7 of 24 in MD (top 29%) — families likely to look elsewhere, expect single-tenant / working-renter base with shorter leases.
• Market conditions: 133 active listings in the ZIP; 2 comparable units currently listed for rent nearby; solid renter incomes; 320 units permitted in Queen Anne's County in 2024 (56 in 5+ unit buildings).
• This rent runs 36% of the median local income ($108k/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 $2k of loan paydown is wiped out by about $9k of value loss. Plan a longer hold.

Negotiation context

• Only 14 days on market — expect competitive offers; lowballing is unlikely to land.
• 3 sale attempts since 29y 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 $110k; list at $300k implies a 173% gain — meaningful room to come down on a strong offer.

Risks & watch-outs

• Climate carrying-cost: major wind risk, 73% chance of damaging wind over 30y; extreme-heat days projected 7→16/yr by 2055 (HVAC capex compounding) — expect insurance premiums to compound above CPI over the hold.

Recommended offer $299,900

Questions for the listing agent

1. Built in 1977 — 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 D-rated, which usually means shorter tenancies and higher turnover. Who's the typical renter profile here, and what's been the actual vacancy rate?
4. 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.
5. 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.
6. 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: 1.07% ✓
• Cap rate: 8.54%
• Cash-on-cash: 8.04%
• DSCR: 1.36
• GRM: 7.8

CMA / ARV

• ARV (on-the-fly): $433,800
• Comps found: 12

Show comp detail 12 sales within ~0.75 mi

Address	Dist	Beds/Ba	Sqft	Sold	Price	$/sf	Match
1914 Anchorage Dr	0.00mi	3/2.0	1,800 (0%)	0mo	$299,900	$167	100
1921 Harbor Dr	0.07mi	3/2.5	2,000 (+11%)	1mo	$519,900	$260	76
1903 Churchhill Ln	0.15mi	4/3.0 (+1)	1,682 (-7%)	7mo	$405,000	$241	67
2723 Cox Neck Rd	0.18mi	4/2.5 (+1)	1,600 (-11%)	8mo	$447,500	$280	59
2653 Cox Neck Rd	0.29mi	3/2.0	1,560 (-13%)	10mo	$224,000	$144	56
1803 Chester Dr	0.49mi	4/2.0 (+1)	1,636 (-9%)	1mo	$385,000	$235	56
224 Bayberry Dr	0.55mi	2/2.0 (-1)	1,913 (+6%)	5mo	$550,000	$288	55
326 Hanna Ct	0.63mi	4/2.5 (+1)	1,840 (+2%)	7mo	$400,000	$217	54
1839 Harbor Dr	0.34mi	4/2.0 (+1)	2,035 (+13%)	4mo	$350,000	$172	54
1905-1907 Keister Dr	0.63mi	3/1.0	1,600 (-11%)	6mo	$205,000	$128	43
112 Chessie Ct	0.71mi	3/2.5	2,066 (+15%)	3mo	$510,000	$247	38
312 Hanna Ct	0.66mi	4/2.5 (+1)	1,988 (+10%)	8mo	$492,500	$248	38

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 · 3.0% rent growth · sell at horizon

5-year hold

• IRR: -4.1%
• Equity multiple: 0.85×
• Total profit: $-12,769
• Equity at exit: $44,716

10-year hold

• IRR: 5.6%
• Equity multiple: 1.42×
• Total profit: $34,968
• Equity at exit: $25,930

Cash invested: $83,972 (down + closing). Projections, not guarantees.

Landlord ↔ Tenant lean methodology

• Overall (STATE): 27 Tenant-Leaning
• State Maryland: 27 Tenant-Leaning · D+14
• County: — inherits STATE
• City: — inherits STATE

Failure-to-pay is dismissed if cured before judgment; Baltimore has just-cause; strict deposit rules.

Methodology + full state rankings →

ZIP-level market 21619

• Home prices YoY: -20.6%
• Active inventory: 133
• Price-to-rent: 7.8×

Monthly cashflow live

• Estimated rent: $3,201 medium
• Mortgage (P&I): −$1,573
• Tax from tax record: −$268 /mo · $3,220/yr
• Insurance: −$125
• HOA: −$0
• Vacancy / Maint / Mgmt: −$672
• Net cashflow: $563

Break-even live

Break-even rent $2,489

Max offer price $299,900

Occupancy floor 77%

Sensitivity live

Price	-10% $733	-5% $648	+0% $563	+5% $478	+10% $393
Rent	-10% $310	-5% $436	+0% $563	+5% $689	+10% $816
Rate	-1.0pp $714	-0.5pp $639	base $563	+0.5pp $485	+1.0pp $406

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: $74,975
• Closing costs: $8,997
• Reserves months: —
• Total cash needed: —

Rent comps 2 comps

Address	Beds	Baths	Sqft	Rent	$/sqft	DOM	Units	Dist
106 Blenny Ln Chester, MD	3.0	2.5	1899	$2,899	$1.53	44d	1	1.08mi
230 Switchgrass Way #21 Chester, MD	3.0	2.5	2602	$4,300	$1.65	2d	1	1.18mi

Listing history 8 events

1. 2026-05-04
   status Pending
2. 2026-04-20
   listed $299,900 Active
3. 1999-01-08
   historical
4. 1997-12-14
   soldstatus $110,000
5. 1997-10-28
   historical
6. 1997-07-17
   listed $114,900
7. 1997-06-24
   listed
8. 1993-08-30
   soldstatus $130,000

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

Tax reassessment forecast MD · Partial reset (capped growth)

• Current annual tax: $3,220 · $268/mo
• Projected year-2 tax: $3,245 · $270/mo
• Expected delta: +$24/yr (+$2/mo · 0.8%)

ⓘ 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 8/10 Severe 7 d/yr ≥104°F today · 16 d/yr by 30 yrs out
• 💨 Wind 6/10 Major 73% chance of damaging wind over 30 yrs
• 🫁 Air quality 3/10 Moderate 2 unhealthy d/yr today · 3 by 30 yrs out

Taxation est. · year 1

• Rental income: $38,413
• − Mortgage interest: −$16,799
• − Property taxes: −$3,220
• − Insurance: −$1,500
• − Repairs & maintenance: −$3,073
• − Management: −$3,073
• − Depreciation: −$8,724
• Taxable income: $2,023
• Est. tax owed @ 24.0%: −$486
• After-tax cash flow: $6,268/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: Queen Anne'S County Public Schools
• NCES district ID: 2400540
• Math proficiency: 22% ▼ -30.00%
• Reading proficiency: 39% ▼ -22.00%
• Median HH income: $84,577
• Composite: 29.86/100
• National rank: #6406
• State rank: #7 of 24 in MD

Livability — Chester

• Score: 64/100
• State rank: #281
• US rank: #14440

Category grades

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

Schools grade is shown separately in the Schools card above.

Census & demographics

• Census place: Chester, MD
• County: Queen Annes County · 6,152 people
• City population: 6,152
• Metro: Baltimore-Columbia-Towson, MD
• Population (ZIP): 6,152
• Household income: $107,639
• Rent vs Own: 24.9% rent · 75.1% own
• Severe rent burden: 92.0

Population outlook (Queen Anne's County) Hauer SSP2

• Today (2025): 51,149 people
• By 2030: 51,979 · +1.6%
• By 2040: 52,728 · +3.1%
• By 2050: 51,828 · +1.3%
• By 2075: 50,169 · -1.9%
• By 2100: 44,442 · -13.1%

Race, ethnicity, and origin ACS 2023

• Neighborhood character: Predominantly White (81%)
• Race & ethnicity: White 81% Black 8% Hispanic / Latino 5% Two or more races 4% Asian 1%
• Common ancestry: Romanian 6% Lithuanian 2% Slovak 2%
• Foreign-born: 8% · Canada, Dominican Republic
• Languages at home: 91% English-only · Spanish 4% Other Indo-European 1% Other Asian/Pacific 1%

Political lean MEDSL · Queen Anne's

• 2024 margin: Strong R (+27.8) · D 35.1% · R 62.9% · Other 2.1%
• 2008→2024 swing: -0.7pp no change · 2008: -27.1pp · 2024: -27.8pp
• All cycles: 2024: R+27.8 2020: R+26.5 2016: R+36.1 2012: R+30.1 2008: R+27.1

Not yet ingested

• Civics: —

Market trends

• HPI YoY: ▼ -56.51%
• Current HPI: 217.6726
• Rent YoY: —
• Metro: Baltimore-Columbia-Towson, MD
• State GDP YoY: ▲ 2.97%
• F500 in state: 12

Industry mix (Fortune 500 HQ in MD)

Industry	F500 HQs	Revenue
▸Aerospace / Defense	1	$71B
▸Utilities	1	$25B
▸Hotels	1	$24B
▸Consumer Goods	1	$7B
▸Real Estate	1	$6B
▸Chemicals	1	$2B

Price history

+130.7% since first listed

8 events — show timeline

• 2026-05-04 Pending — BRIGHT MLS
• 2026-04-20 Listed $299,900 BRIGHT MLS
• 1999-01-08 Delisted — MRIS
• 1997-12-14 Sold (MLS) $110,000 MRIS
• 1997-10-28 Delisted — MRIS
• 1997-07-17 Listed $114,900 MRIS
• 1997-06-24 Listed — MRIS
• 1993-08-30 Sold (Public Records) $130,000 Public Records

Property tax history

+3.3%/yr

Latest (2025): $3,220 · +5.0% YoY. Source: county tax records.