3842 Cotton Green Path Dr · Winding Cypress, FL 34114

$649,000

3 bd · 2.0 ba · 1,742 sqft · SingleFamily public records · 142 Days on market

Built 2000 6,098 sqft lot $666/mo HOA · 11% of rent

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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).

• Cash flow +12.2/30.0
• ARV discount +7.5/15.0
• Schools +5.0/10.0
• 1% rule +4.5/10.0
• Appreciation +4.3/10.0
• DSCR +3.6/10.0
• Rent growth +3.3/5.0
• Livability +2.5/5.0
• Condition / age +2.5/5.0

Listing remarks MLS

Perfectly positioned overlooking the stunning 12th fairway of the Rookery Golf Course, this absolutely gorgeous and nicely furnished Cotton Green residence offers extensive upgrades, impeccable renovations, exceptional privacy, serene views, and coveted southwestern exposure with glowing sunset skies. Designed for effortless luxury living, the three-bedroom, two full-bath home with attached two-car garage showcases a refined blend of modern upgrades and timeless elegance, beginning with a gated courtyard entry that opens to a light-filled interior featuring wood-look luxury vinyl plank flooring, NEW baseboards, arched walkways, recessed LED lighting, and crisp white plantation shutters. The open living and formal dining areas flow seamlessly to the screened lanai, accented by crown molding, modern lighting, and ceiling fans, while the chef-inspired kitchen impresses with sleek cabinetry, quartz countertops, mosaic tile backsplash, a window over the sink, pantry, and stainless-steel KitchenAid appliances including a double-oven range, microwave, refrigerator with icemaker, and a brand-NEW dishwasher (2026), with a breakfast area perfectly positioned to enjoy tranquil views. The primary suite is a private retreat offering a vaulted ceiling, arched window with transom, lanai access, custom walk-in closet, and a spa-style bath with dual quartz vanities, glass-enclosed walk-in shower, and soaking tub, while two guest bedrooms with new carpeting and modern ceiling fans share an adjacent bath with a glass-enclosed tub and shower combination. Outdoor living is elevated on the screened lanai featuring covered seating, ceiling fan, a heated pool with a pool heater replaced in 2023, and an above-ground hot tub, all surrounded by lush tropical landscaping and peaceful golf course views. Additional highlights include a well-appointed laundry room with raised Samsung washer and dryer, overhead cabinetry, and utility sink; a fully upgraded garage with epoxy floor, LED lighting, EV-ready 240-volt outlet, and overhead storage; a NEW air handler and condenser (2024/2025); and updated landscaping for serenity. Fiddler's Creek residents enjoy access to an award-winning, gated community with newly enhanced amenities including a fantastic resort-style pool, updated Gator Grille restaurant, 10 new pickleball courts, an active clubhouse with fitness with trainers and classes, spa services, tennis, dining, and a full calendar of events, along with optional memberships and no golf waitlist providing access to the championship course, new clubhouse, marina, and beach club-offering a lifestyle defined by luxury, leisure, and connection. Excellent location with Publix, healthy café, nail salon and urgent care just outside the gate, an executive airport nearby for convenience, and close to beaches, museums, parks and everything that we love about life in Southwest Florida.

Key facts

• Screened lanai
• 12th fairway views
• Heated pool

Tags

• 12TH FAIRWAY VIEWS
• GATED COURTYARD ENTRY
• SCREENED LANAI
• CHEF-INSPIRED KITCHEN
• CUSTOM WALK-IN CLOSET
• HEATED POOL

Property features AI

Finance

• Other: Lot is regular/rectangular with paved road access; Irrigation: central; Property view of golf course and landscaped area; Lot dimensions reported by Property Appraiser Office; Restrictions: No commercial, no RV
• HOA & community: Mandatory HOA with professional management; HOA fee $850 quarterly; Mandatory club fee $1,149 quarterly; One-time mandatory club fee $30,000; Total annual recurring fees $9,248; Total one-time fees $35,100; Community amenities include beach club access, clubhouse, community pool and spa, fitness center (attended), full-service spa, golf course (equity and non-equity options), pickleball, tennis courts, putting green, restaurant, sauna, bike/jog paths, sidewalks, streetlights, underground utilities, beauty salon, private membership options

Exterior

• Parking: Attached 2-car garage; Covered parking; Driveway (paved); Paved parking with 2+ spaces
• Security: Gated community; Guard at gate
• Utilities: Central water; Central sewer; Cable available
• Home design: Single-family residential; 1 story (ranch); Rear exposure to the southwest; Located in Fiddler's Creek, Cotton Green
• Construction: Concrete block construction; Stucco exterior; Tile roof; Built in 2000
• Exterior features: Patio; Screened, heated below-ground concrete pool

Interior

• Kitchen: Pantry; Dishwasher; Disposal; Microwave; Range; Self-cleaning oven; Refrigerator/freezer; Refrigerator/ice maker
• Bedrooms: 3 bedrooms; First-floor bedroom; Master bedroom on ground floor
• Flooring: Carpet; Tile
• Bathrooms: 2 full bathrooms; Master bath with dual sinks and separate tub and shower
• Heating & cooling: Central electric heat; Central electric air conditioning; Ceiling fans
• Interior features: Built-in cabinets; Cable prewire; Custom mirrors; High-speed internet available; Laundry tub; Pantry; Smoke detectors; Walk-in closet; Window coverings; Screened lanai/porch; Guest bath; Guest room; Eat-in kitchen; Split-bedroom floor plan; Furnished
• Laundry & utility: Washer; Dryer; Washer/dryer hookup; Laundry in residence

What this means for you Summary

Snapshot

• This is a 3-bed/2.0-bath single-family listed at $649k.

Deal economics

• At list price, monthly cash flow is $-551 ($-7k/yr) — negative.
• To cash-flow at today's rent, offer at most $552k (15.0% below list).
• To meet the 1% rule (rent ≥ 1% of price), the offer needs to be $618k (4.8% below list).
• Recommended offer: $552k (15.0% below list) — sets the bar for cash-flow.

Location & tenants

• Location reads: area grade D — affects rentability + tenant quality, not the cash-flow math above.
• Collier (suburban): math 60% / reading 56% proficiency, ranked #16 of 73 in FL (top 22%) — acceptable for families but not a draw, mixed tenant base, ~2y average lease.
• Zoned schools: Manatee Elementary School (math 58% / reading 51%, grade C, #892 of 2,144 statewide, top 44%, 584 students, 73% FRL); Manatee Middle School (math 61% / reading 43%, grade C+, #217 of 571 statewide, top 40%, 749 students, 64% FRL); Lely High School (math 40% / reading 39%, grade F, #304 of 667 statewide, top 47%, 1,504 students, 54% FRL).
• Market conditions: Rents rising (+3.2%/yr); 904 active listings in the ZIP; 40 comparable units currently listed for rent nearby; rentals at typical pace (median 26d on market — plan ~3-4 weeks tenant-placement turnaround); solid renter incomes; 3,520 units permitted in Collier County in 2024 (959 in 5+ unit buildings).
• At $6,179/mo this rent would consume 83% of the median local household income ($89k/yr) (locally 550% of renters already pay >50% of income on rent) — very limited rent-growth headroom before tenants either downsize or default.

Forward outlook

• Local home prices are declining (-1.5%/yr); year-one equity from $4k of loan paydown is wiped out by about $10k of value loss. Plan a longer hold.
• Collier County population projected at +30% by 2050 — long-run rental-demand tailwind backs the buy-and-hold thesis.

Negotiation context

• It's been on market 142 days — a 12% lower offer ($571k) is reasonable based on typical stale-listing flexibility.
• 17 sale attempts since 21y ago; this cycle's ask has dropped $76k (10%) from the opening price — seller is motivated, your offer sets the floor, not the list.

Risks & watch-outs

• Watch-outs: flood insurance adds $427/mo.
• Climate carrying-cost: in FEMA flood zone AE (mandatory federal flood insurance); severe wind risk, 99% chance of damaging wind over 30y; extreme-heat days projected 7→29/yr by 2055 (HVAC capex compounding) — expect insurance premiums to compound above CPI over the hold.

Recommended offer $551,590 (15.0% 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 142 days. Have you received any prior offers? Is the seller open to a 15% concession, seller financing, or rate buy-down credit?
3. What's the actual annual flood-insurance premium (NFIP or private), and is the property in a SFHA with mandatory coverage?
4. What does the HOA fee cover, when was the last increase, and are there any pending special assessments or reserve-fund shortfalls?
5. Why hasn't it sold? Are there any deal-killer items the seller is aware of (foundation, flood, title, zoning, code violations)?
6. Is there a deadline driving the sale (1031 exchange, divorce, estate, relocation)? That informs how much negotiation room exists.
7. 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?
8. 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.
9. 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.
10. 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: 0.95% ✗
• Cap rate: 6.06%
• Cash-on-cash: -0.82%
• DSCR: 0.96
• GRM: 8.8

CMA / ARV

No comps found within radius.

Projected returns pro-forma

-1.48% appreciation · 3.21% rent growth · sell at horizon

5-year hold

• IRR: -12.8%
• Equity multiple: 0.47×
• Total profit: $-95,958
• Equity at exit: $141,815

10-year hold

• IRR: -5.3%
• Equity multiple: 0.55×
• Total profit: $-81,854
• Equity at exit: $136,607

Cash invested: $181,720 (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 34114

• Home prices YoY: -0.6%
• Rents YoY: 3.2%
• Active inventory: 904
• Price-to-rent: 8.8×

Monthly cashflow live

• Estimated rent: $6,179 high
• Mortgage (P&I): −$3,403
• Tax from tax record: −$666 /mo · $7,994/yr
• Insurance: −$270
• Flood insurance flood zone: −$427 /mo · $5,118/yr
• HOA: −$666
• Vacancy / Maint / Mgmt: −$1,298
• Net cashflow: $-551

Break-even live

Break-even rent $6,877

Max offer price $551,590

Occupancy floor —

Sensitivity live

Price	-10% $-184	-5% $-368	+0% $-551	+5% $-735	+10% $-919
Rent	-10% $-1,040	-5% $-795	+0% $-551	+5% $-307	+10% $-63
Rate	-1.0pp $-225	-0.5pp $-386	base $-551	+0.5pp $-720	+1.0pp $-891

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: $162,250
• Closing costs: $19,470
• Reserves months: —
• Total cash needed: —

Rent comps 40 comps

Address	Beds	Baths	Sqft	Rent	$/sqft	DOM	Units	Dist
3930 Deer Crossing Ct #103 Naples, FL	3.0	2.0	1950	$2,530	$1.30	15d	1	0.20mi
3940 Deer Crossing Ct Unit 4-203 Naples, FL	3.0	2.0	2166	$7,500	$3.46	25d	1	0.23mi
3955 Deer Crossing Ct #103 Naples, FL	3.0	2.0	1812	$7,500	$4.14	25d	1	0.28mi
3975 Deer Crossing Ct #201 Naples, FL	3.0	2.0	2101	$7,500	$3.57	25d	1	0.35mi
3985 Deer Crossing Ct #201 Naples, FL	3.0	2.0	1981	$5,795	$2.93	25d	1	0.38mi
172 Indies Dr E Unit 8-102 Naples, FL	2.0	2.0	1980	$8,500	$4.29	25d	1	0.46mi
172 Indies Dr E #101 Naples, FL	3.0	2.0	1980	$7,500	$3.79	15d	1	0.46mi
163 Indies Dr E #203 Naples, FL	2.0	2.0	1448	$7,200	$4.97	25d	1	0.51mi
163 Indies Dr E #206 Naples, FL	3.0	2.0	1698	$6,000	$3.53	25d	1	0.51mi
163 Indies Dr E #106 Naples, FL	3.0	2.0	1698	$7,500	$4.42	25d	1	0.51mi
9571 Mussorie Ct Naples, FL	3.0	3.5	2117	$12,500	$5.90	25d	1	0.57mi
4529 Cardinal Cove Ln #7 Naples, FL	2.0	2.0	1539	$6,500	$4.22	25d	1	0.57mi
4650 Hawks Nest Way Unit M202 Naples, FL	3.0	2.0	1840	$9,600	$5.22	15d	1	0.61mi
268 Indies Dr E #102 Naples, FL	2.0	2.0	1537	$7,500	$4.88	25d	1	0.62mi
232 Indies Dr E #101 Naples, FL	3.0	2.0	1537	$7,500	$4.88	25d	1	0.63mi
244 Indies Dr E #101 Naples, FL	3.0	2.0	1537	$7,500	$4.88	23d	1	0.64mi
4685 Hawks Nest Way #103 Naples, FL	2.0	2.0	1440	$6,500	$4.51	15d	1	0.65mi
262 Indies Dr E Unit 101 Naples, FL	3.0	2.0	1537	$7,500	$4.88	25d	1	0.66mi
286 Indies Dr E Unit 202 Naples, FL	3.0	2.0	1509	$3,200	$2.12	25d	1	0.66mi
4680 Hawks Nest Way Unit D-103 Naples, FL	2.0	2.0	1414	$3,000	$2.12	15d	1	0.68mi
8526 Pepper Tree Way Naples, FL	3.0	2.0	1990	$6,900	$3.47	25d	1	0.73mi
8482 Bent Creek Way Naples, FL	3.0	2.0	2064	$8,000	$3.88	25d	1	0.79mi
9104 Cherry Oaks Trl Naples, FL	3.0	2.0	1876	$5,000	$2.67	25d	1	0.80mi
8375 Whisper Trace Ln #202 Naples, FL	3.0	2.0	2106	$3,000	$1.42	23d	1	0.85mi
8365 Whisper Trace Way Unit L204 Naples, FL	3.0	2.0	1752	$6,500	$3.71	15d	1	0.91mi
8355 Whisper Trace Way Unit K104 Naples, FL	3.0	2.0	1674	$6,500	$3.88	15d	1	0.92mi
3149 Aviamar Cir #101 Naples, FL	3.0	2.0	1890	$7,500	$3.97	15d	1	0.94mi
9242 Tesoro Ln Unit 1-102 Naples, FL	3.0	3.0	2237	$3,000	$1.34	25d	1	0.96mi
9243 Tesoro Ln Unit 2 Naples, FL	3.0	3.0	2100	$6,500	$3.10	15d	1	1.00mi
3031 Marengo Ct Unit 203 Naples, FL	3.0	3.0	2200	$3,500	$1.59	15d	1	1.01mi
9255 Museo #103 Naples, FL	3.0	3.0	2100	$9,000	$4.29	25d	1	1.12mi
847 Enbrook Loop Naples, FL	2.0	2.0	1503	$2,950	$1.96	25d	1	1.13mi
842 Enbrook Loop Naples, FL	2.0	2.0	1503	$2,800	$1.86	25d	1	1.15mi
9259 Museo Cir #102 Naples, FL	3.0	3.0	2100	$4,150	$1.98	25d	1	1.17mi
1157 Enbrook Loop Naples, FL	2.0	2.0	1503	$3,000	$2.00	25d	1	1.17mi
9267 Museo Cir Unit 204 Naples, FL	3.0	3.5	2100	$5,200	$2.48	25d	1	1.21mi
1212 Enbrook Loop Naples, FL	2.0	2.0	1496	$2,850	$1.91	25d	1	1.24mi
1078 Rolling Brook Ln Naples, FL	2.0	2.0	1503	$2,750	$1.83	23d	1	1.27mi
1276 Enbrook Loop Naples, FL	2.0	2.0	1503	$5,000	$3.33	25d	1	1.33mi
2000 Rookery Bay Dr Naples, FL	1.0–3.0	1.0–2.0	929	$2,020	$2.17	25d	9	1.34mi

HOA detail

• Monthly dues: $666 · $7,992/yr
• Likely covers: cablelandscapingpoolsecurity

Listing history 50 events

1. 2026-06-21
   days on market $649,000 Active 142 DOM
2. 2026-06-18
   days on market $649,000 Active 139 DOM
3. 2026-06-17
   days on market $649,000 Active 138 DOM
4. 2026-06-16
   days on market $649,000 Active 137 DOM
5. 2026-06-15
   days on market $649,000 Active 136 DOM
6. 2026-06-14
   days on market $649,000 Active 134 DOM
7. 2026-06-10
   days on market $649,000 Active 131 DOM
8. 2026-06-09
   days on market $649,000 Active 130 DOM
9. 2026-06-08
   days on market $649,000 Active 129 DOM
10. 2026-06-07
    pricedays on market $649,000 Active 128 DOM
11. 2026-06-03
    days on market $669,000 Active 124 DOM
12. 2026-06-02
    days on market $669,000 Active 123 DOM
13. 2026-06-01
    days on market $669,000 Active 122 DOM
14. 2026-05-31
    days on market $669,000 Active 121 DOM
15. 2026-05-30
    days on market $669,000 Active 120 DOM
16. 2026-05-13
    price $669,000

    Show marketing remark (2902 chars)

    Perfectly positioned overlooking the stunning 12th fairway of the Rookery Golf Course, this absolutely gorgeous and nicely furnished Cotton Green residence offers extensive upgrades, impeccable renovations, exceptional privacy, serene views, and coveted southwestern exposure with glowing sunset skies. Designed for effortless luxury living, the three-bedroom, two full-bath home with attached two-car garage showcases a refined blend of modern upgrades and timeless elegance, beginning with a gated courtyard entry that opens to a light-filled interior featuring wood-look luxury vinyl plank flooring, NEW baseboards, arched walkways, recessed LED lighting, and crisp white plantation shutters. The open living and formal dining areas flow seamlessly to the screened lanai, accented by crown molding, modern lighting, and ceiling fans, while the chef-inspired kitchen impresses with sleek cabinetry, quartz countertops, mosaic tile backsplash, a window over the sink, pantry, and stainless-steel KitchenAid appliances including a double-oven range, microwave, refrigerator with icemaker, and a brand-NEW dishwasher (2026), with a breakfast area perfectly positioned to enjoy tranquil views. The primary suite is a private retreat offering a vaulted ceiling, arched window with transom, lanai access, custom walk-in closet, and a spa-style bath with dual quartz vanities, glass-enclosed walk-in shower, and soaking tub, while two guest bedrooms with new carpeting and modern ceiling fans share an adjacent bath with a glass-enclosed tub and shower combination. Outdoor living is elevated on the screened lanai featuring covered seating, ceiling fan, a heated pool with a pool heater replaced in 2023, and an above-ground hot tub, all surrounded by lush tropical landscaping and peaceful golf course views. Additional highlights include a well-appointed laundry room with raised Samsung washer and dryer, overhead cabinetry, and utility sink; a fully upgraded garage with epoxy floor, LED lighting, EV-ready 240-volt outlet, and overhead storage; a NEW air handler and condenser (2024/2025); and updated landscaping for serenity. Fiddler's Creek residents enjoy access to an award-winning, gated community with newly enhanced amenities including a fantastic resort-style pool, updated Gator Grille restaurant, 10 new pickleball courts, an active clubhouse with fitness with trainers and classes, spa services, tennis, dining, and a full calendar of events, along with optional memberships and no golf waitlist providing access to the championship course, new clubhouse, marina, and beach club-offering a lifestyle defined by luxury, leisure, and connection. Excellent location with Publix, healthy café, nail salon and urgent care just outside the gate, an executive airport nearby for convenience, and close to beaches, museums, parks and everything that we love about life in Southwest Florida.

17. 2026-05-13
    price $669,000 2902-char remark

    Show marketing remark (2902 chars)

    Perfectly positioned overlooking the stunning 12th fairway of the Rookery Golf Course, this absolutely gorgeous and nicely furnished Cotton Green residence offers extensive upgrades, impeccable renovations, exceptional privacy, serene views, and coveted southwestern exposure with glowing sunset skies. Designed for effortless luxury living, the three-bedroom, two full-bath home with attached two-car garage showcases a refined blend of modern upgrades and timeless elegance, beginning with a gated courtyard entry that opens to a light-filled interior featuring wood-look luxury vinyl plank flooring, NEW baseboards, arched walkways, recessed LED lighting, and crisp white plantation shutters. The open living and formal dining areas flow seamlessly to the screened lanai, accented by crown molding, modern lighting, and ceiling fans, while the chef-inspired kitchen impresses with sleek cabinetry, quartz countertops, mosaic tile backsplash, a window over the sink, pantry, and stainless-steel KitchenAid appliances including a double-oven range, microwave, refrigerator with icemaker, and a brand-NEW dishwasher (2026), with a breakfast area perfectly positioned to enjoy tranquil views. The primary suite is a private retreat offering a vaulted ceiling, arched window with transom, lanai access, custom walk-in closet, and a spa-style bath with dual quartz vanities, glass-enclosed walk-in shower, and soaking tub, while two guest bedrooms with new carpeting and modern ceiling fans share an adjacent bath with a glass-enclosed tub and shower combination. Outdoor living is elevated on the screened lanai featuring covered seating, ceiling fan, a heated pool with a pool heater replaced in 2023, and an above-ground hot tub, all surrounded by lush tropical landscaping and peaceful golf course views. Additional highlights include a well-appointed laundry room with raised Samsung washer and dryer, overhead cabinetry, and utility sink; a fully upgraded garage with epoxy floor, LED lighting, EV-ready 240-volt outlet, and overhead storage; a NEW air handler and condenser (2024/2025); and updated landscaping for serenity. Fiddler's Creek residents enjoy access to an award-winning, gated community with newly enhanced amenities including a fantastic resort-style pool, updated Gator Grille restaurant, 10 new pickleball courts, an active clubhouse with fitness with trainers and classes, spa services, tennis, dining, and a full calendar of events, along with optional memberships and no golf waitlist providing access to the championship course, new clubhouse, marina, and beach club-offering a lifestyle defined by luxury, leisure, and connection. Excellent location with Publix, healthy café, nail salon and urgent care just outside the gate, an executive airport nearby for convenience, and close to beaches, museums, parks and everything that we love about life in Southwest Florida.

18. 2026-03-10
    price $695,000

    Show marketing remark (2902 chars)

    Perfectly positioned overlooking the stunning 12th fairway of the Rookery Golf Course, this absolutely gorgeous and nicely furnished Cotton Green residence offers extensive upgrades, impeccable renovations, exceptional privacy, serene views, and coveted southwestern exposure with glowing sunset skies. Designed for effortless luxury living, the three-bedroom, two full-bath home with attached two-car garage showcases a refined blend of modern upgrades and timeless elegance, beginning with a gated courtyard entry that opens to a light-filled interior featuring wood-look luxury vinyl plank flooring, NEW baseboards, arched walkways, recessed LED lighting, and crisp white plantation shutters. The open living and formal dining areas flow seamlessly to the screened lanai, accented by crown molding, modern lighting, and ceiling fans, while the chef-inspired kitchen impresses with sleek cabinetry, quartz countertops, mosaic tile backsplash, a window over the sink, pantry, and stainless-steel KitchenAid appliances including a double-oven range, microwave, refrigerator with icemaker, and a brand-NEW dishwasher (2026), with a breakfast area perfectly positioned to enjoy tranquil views. The primary suite is a private retreat offering a vaulted ceiling, arched window with transom, lanai access, custom walk-in closet, and a spa-style bath with dual quartz vanities, glass-enclosed walk-in shower, and soaking tub, while two guest bedrooms with new carpeting and modern ceiling fans share an adjacent bath with a glass-enclosed tub and shower combination. Outdoor living is elevated on the screened lanai featuring covered seating, ceiling fan, a heated pool with a pool heater replaced in 2023, and an above-ground hot tub, all surrounded by lush tropical landscaping and peaceful golf course views. Additional highlights include a well-appointed laundry room with raised Samsung washer and dryer, overhead cabinetry, and utility sink; a fully upgraded garage with epoxy floor, LED lighting, EV-ready 240-volt outlet, and overhead storage; a NEW air handler and condenser (2024/2025); and updated landscaping for serenity. Fiddler's Creek residents enjoy access to an award-winning, gated community with newly enhanced amenities including a fantastic resort-style pool, updated Gator Grille restaurant, 10 new pickleball courts, an active clubhouse with fitness with trainers and classes, spa services, tennis, dining, and a full calendar of events, along with optional memberships and no golf waitlist providing access to the championship course, new clubhouse, marina, and beach club-offering a lifestyle defined by luxury, leisure, and connection. Excellent location with Publix, healthy café, nail salon and urgent care just outside the gate, an executive airport nearby for convenience, and close to beaches, museums, parks and everything that we love about life in Southwest Florida.

19. 2026-03-10
    price $695,000 2902-char remark

    Show marketing remark (2902 chars)

    Perfectly positioned overlooking the stunning 12th fairway of the Rookery Golf Course, this absolutely gorgeous and nicely furnished Cotton Green residence offers extensive upgrades, impeccable renovations, exceptional privacy, serene views, and coveted southwestern exposure with glowing sunset skies. Designed for effortless luxury living, the three-bedroom, two full-bath home with attached two-car garage showcases a refined blend of modern upgrades and timeless elegance, beginning with a gated courtyard entry that opens to a light-filled interior featuring wood-look luxury vinyl plank flooring, NEW baseboards, arched walkways, recessed LED lighting, and crisp white plantation shutters. The open living and formal dining areas flow seamlessly to the screened lanai, accented by crown molding, modern lighting, and ceiling fans, while the chef-inspired kitchen impresses with sleek cabinetry, quartz countertops, mosaic tile backsplash, a window over the sink, pantry, and stainless-steel KitchenAid appliances including a double-oven range, microwave, refrigerator with icemaker, and a brand-NEW dishwasher (2026), with a breakfast area perfectly positioned to enjoy tranquil views. The primary suite is a private retreat offering a vaulted ceiling, arched window with transom, lanai access, custom walk-in closet, and a spa-style bath with dual quartz vanities, glass-enclosed walk-in shower, and soaking tub, while two guest bedrooms with new carpeting and modern ceiling fans share an adjacent bath with a glass-enclosed tub and shower combination. Outdoor living is elevated on the screened lanai featuring covered seating, ceiling fan, a heated pool with a pool heater replaced in 2023, and an above-ground hot tub, all surrounded by lush tropical landscaping and peaceful golf course views. Additional highlights include a well-appointed laundry room with raised Samsung washer and dryer, overhead cabinetry, and utility sink; a fully upgraded garage with epoxy floor, LED lighting, EV-ready 240-volt outlet, and overhead storage; a NEW air handler and condenser (2024/2025); and updated landscaping for serenity. Fiddler's Creek residents enjoy access to an award-winning, gated community with newly enhanced amenities including a fantastic resort-style pool, updated Gator Grille restaurant, 10 new pickleball courts, an active clubhouse with fitness with trainers and classes, spa services, tennis, dining, and a full calendar of events, along with optional memberships and no golf waitlist providing access to the championship course, new clubhouse, marina, and beach club-offering a lifestyle defined by luxury, leisure, and connection. Excellent location with Publix, healthy café, nail salon and urgent care just outside the gate, an executive airport nearby for convenience, and close to beaches, museums, parks and everything that we love about life in Southwest Florida.

20. 2026-01-30
    listed $725,000 Active

    Show marketing remark (2902 chars)

    Perfectly positioned overlooking the stunning 12th fairway of the Rookery Golf Course, this absolutely gorgeous and nicely furnished Cotton Green residence offers extensive upgrades, impeccable renovations, exceptional privacy, serene views, and coveted southwestern exposure with glowing sunset skies. Designed for effortless luxury living, the three-bedroom, two full-bath home with attached two-car garage showcases a refined blend of modern upgrades and timeless elegance, beginning with a gated courtyard entry that opens to a light-filled interior featuring wood-look luxury vinyl plank flooring, NEW baseboards, arched walkways, recessed LED lighting, and crisp white plantation shutters. The open living and formal dining areas flow seamlessly to the screened lanai, accented by crown molding, modern lighting, and ceiling fans, while the chef-inspired kitchen impresses with sleek cabinetry, quartz countertops, mosaic tile backsplash, a window over the sink, pantry, and stainless-steel KitchenAid appliances including a double-oven range, microwave, refrigerator with icemaker, and a brand-NEW dishwasher (2026), with a breakfast area perfectly positioned to enjoy tranquil views. The primary suite is a private retreat offering a vaulted ceiling, arched window with transom, lanai access, custom walk-in closet, and a spa-style bath with dual quartz vanities, glass-enclosed walk-in shower, and soaking tub, while two guest bedrooms with new carpeting and modern ceiling fans share an adjacent bath with a glass-enclosed tub and shower combination. Outdoor living is elevated on the screened lanai featuring covered seating, ceiling fan, a heated pool with a pool heater replaced in 2023, and an above-ground hot tub, all surrounded by lush tropical landscaping and peaceful golf course views. Additional highlights include a well-appointed laundry room with raised Samsung washer and dryer, overhead cabinetry, and utility sink; a fully upgraded garage with epoxy floor, LED lighting, EV-ready 240-volt outlet, and overhead storage; a NEW air handler and condenser (2024/2025); and updated landscaping for serenity. Fiddler's Creek residents enjoy access to an award-winning, gated community with newly enhanced amenities including a fantastic resort-style pool, updated Gator Grille restaurant, 10 new pickleball courts, an active clubhouse with fitness with trainers and classes, spa services, tennis, dining, and a full calendar of events, along with optional memberships and no golf waitlist providing access to the championship course, new clubhouse, marina, and beach club-offering a lifestyle defined by luxury, leisure, and connection. Excellent location with Publix, healthy café, nail salon and urgent care just outside the gate, an executive airport nearby for convenience, and close to beaches, museums, parks and everything that we love about life in Southwest Florida.

21. 2026-01-30
    listed $725,000 Active 2902-char remark

    Show marketing remark (2902 chars)

    Perfectly positioned overlooking the stunning 12th fairway of the Rookery Golf Course, this absolutely gorgeous and nicely furnished Cotton Green residence offers extensive upgrades, impeccable renovations, exceptional privacy, serene views, and coveted southwestern exposure with glowing sunset skies. Designed for effortless luxury living, the three-bedroom, two full-bath home with attached two-car garage showcases a refined blend of modern upgrades and timeless elegance, beginning with a gated courtyard entry that opens to a light-filled interior featuring wood-look luxury vinyl plank flooring, NEW baseboards, arched walkways, recessed LED lighting, and crisp white plantation shutters. The open living and formal dining areas flow seamlessly to the screened lanai, accented by crown molding, modern lighting, and ceiling fans, while the chef-inspired kitchen impresses with sleek cabinetry, quartz countertops, mosaic tile backsplash, a window over the sink, pantry, and stainless-steel KitchenAid appliances including a double-oven range, microwave, refrigerator with icemaker, and a brand-NEW dishwasher (2026), with a breakfast area perfectly positioned to enjoy tranquil views. The primary suite is a private retreat offering a vaulted ceiling, arched window with transom, lanai access, custom walk-in closet, and a spa-style bath with dual quartz vanities, glass-enclosed walk-in shower, and soaking tub, while two guest bedrooms with new carpeting and modern ceiling fans share an adjacent bath with a glass-enclosed tub and shower combination. Outdoor living is elevated on the screened lanai featuring covered seating, ceiling fan, a heated pool with a pool heater replaced in 2023, and an above-ground hot tub, all surrounded by lush tropical landscaping and peaceful golf course views. Additional highlights include a well-appointed laundry room with raised Samsung washer and dryer, overhead cabinetry, and utility sink; a fully upgraded garage with epoxy floor, LED lighting, EV-ready 240-volt outlet, and overhead storage; a NEW air handler and condenser (2024/2025); and updated landscaping for serenity. Fiddler's Creek residents enjoy access to an award-winning, gated community with newly enhanced amenities including a fantastic resort-style pool, updated Gator Grille restaurant, 10 new pickleball courts, an active clubhouse with fitness with trainers and classes, spa services, tennis, dining, and a full calendar of events, along with optional memberships and no golf waitlist providing access to the championship course, new clubhouse, marina, and beach club-offering a lifestyle defined by luxury, leisure, and connection. Excellent location with Publix, healthy café, nail salon and urgent care just outside the gate, an executive airport nearby for convenience, and close to beaches, museums, parks and everything that we love about life in Southwest Florida.

22. 2022-02-22
    soldstatus $650,000
23. 2022-02-15
    soldstatus $650,000 Closed 714-char remark

    Show marketing remark (714 chars)

    Beautiful 3/2 single family home on the golf course with heated pool and stunning sunset views. Located in the luxurious Fiddler's Creek neighborhood this home has wooden cabinet, granite countertops and SS appliances. Fiddler's Creek offers a 52,000 sq.ft club house, fitness center, full service spa, 3 swimming pools, 6 tennis courts, pickleball, bocce and a Championship golf Course. Recent upgrades include exterior and interior paint, new A/C, H2O heater, pool pump and Washer and dryer. Ideally located between Marco Island and Naples, Florida offering beautiful white sand beaches, world class shopping and dining and a long list of outdoor activities. Golf, marina and beach memberships are available.

24. 2022-02-15
    soldstatus $650,000 Sold

    Show marketing remark (714 chars)

    Beautiful 3/2 single family home on the golf course with heated pool and stunning sunset views. Located in the luxurious Fiddler's Creek neighborhood this home has wooden cabinet, granite countertops and SS appliances. Fiddler's Creek offers a 52,000 sq.ft club house, fitness center, full service spa, 3 swimming pools, 6 tennis courts, pickleball, bocce and a Championship golf Course. Recent upgrades include exterior and interior paint, new A/C, H2O heater, pool pump and Washer and dryer. Ideally located between Marco Island and Naples, Florida offering beautiful white sand beaches, world class shopping and dining and a long list of outdoor activities. Golf, marina and beach memberships are available.

25. 2021-12-17
    status Pending

    Show marketing remark (714 chars)

    Beautiful 3/2 single family home on the golf course with heated pool and stunning sunset views. Located in the luxurious Fiddler's Creek neighborhood this home has wooden cabinet, granite countertops and SS appliances. Fiddler's Creek offers a 52,000 sq.ft club house, fitness center, full service spa, 3 swimming pools, 6 tennis courts, pickleball, bocce and a Championship golf Course. Recent upgrades include exterior and interior paint, new A/C, H2O heater, pool pump and Washer and dryer. Ideally located between Marco Island and Naples, Florida offering beautiful white sand beaches, world class shopping and dining and a long list of outdoor activities. Golf, marina and beach memberships are available.

26. 2021-12-17
    status Pending 714-char remark

    Show marketing remark (714 chars)

    Beautiful 3/2 single family home on the golf course with heated pool and stunning sunset views. Located in the luxurious Fiddler's Creek neighborhood this home has wooden cabinet, granite countertops and SS appliances. Fiddler's Creek offers a 52,000 sq.ft club house, fitness center, full service spa, 3 swimming pools, 6 tennis courts, pickleball, bocce and a Championship golf Course. Recent upgrades include exterior and interior paint, new A/C, H2O heater, pool pump and Washer and dryer. Ideally located between Marco Island and Naples, Florida offering beautiful white sand beaches, world class shopping and dining and a long list of outdoor activities. Golf, marina and beach memberships are available.

27. 2021-12-12
    status Active

    Show marketing remark (714 chars)

    Beautiful 3/2 single family home on the golf course with heated pool and stunning sunset views. Located in the luxurious Fiddler's Creek neighborhood this home has wooden cabinet, granite countertops and SS appliances. Fiddler's Creek offers a 52,000 sq.ft club house, fitness center, full service spa, 3 swimming pools, 6 tennis courts, pickleball, bocce and a Championship golf Course. Recent upgrades include exterior and interior paint, new A/C, H2O heater, pool pump and Washer and dryer. Ideally located between Marco Island and Naples, Florida offering beautiful white sand beaches, world class shopping and dining and a long list of outdoor activities. Golf, marina and beach memberships are available.

28. 2021-12-12
    status Active 714-char remark

    Show marketing remark (714 chars)

    Beautiful 3/2 single family home on the golf course with heated pool and stunning sunset views. Located in the luxurious Fiddler's Creek neighborhood this home has wooden cabinet, granite countertops and SS appliances. Fiddler's Creek offers a 52,000 sq.ft club house, fitness center, full service spa, 3 swimming pools, 6 tennis courts, pickleball, bocce and a Championship golf Course. Recent upgrades include exterior and interior paint, new A/C, H2O heater, pool pump and Washer and dryer. Ideally located between Marco Island and Naples, Florida offering beautiful white sand beaches, world class shopping and dining and a long list of outdoor activities. Golf, marina and beach memberships are available.

29. 2021-12-11
    status Pending With Contingencies

    Show marketing remark (714 chars)

    Beautiful 3/2 single family home on the golf course with heated pool and stunning sunset views. Located in the luxurious Fiddler's Creek neighborhood this home has wooden cabinet, granite countertops and SS appliances. Fiddler's Creek offers a 52,000 sq.ft club house, fitness center, full service spa, 3 swimming pools, 6 tennis courts, pickleball, bocce and a Championship golf Course. Recent upgrades include exterior and interior paint, new A/C, H2O heater, pool pump and Washer and dryer. Ideally located between Marco Island and Naples, Florida offering beautiful white sand beaches, world class shopping and dining and a long list of outdoor activities. Golf, marina and beach memberships are available.

30. 2021-12-11
    historical Pending with Contingency 714-char remark

    Show marketing remark (714 chars)

    Beautiful 3/2 single family home on the golf course with heated pool and stunning sunset views. Located in the luxurious Fiddler's Creek neighborhood this home has wooden cabinet, granite countertops and SS appliances. Fiddler's Creek offers a 52,000 sq.ft club house, fitness center, full service spa, 3 swimming pools, 6 tennis courts, pickleball, bocce and a Championship golf Course. Recent upgrades include exterior and interior paint, new A/C, H2O heater, pool pump and Washer and dryer. Ideally located between Marco Island and Naples, Florida offering beautiful white sand beaches, world class shopping and dining and a long list of outdoor activities. Golf, marina and beach memberships are available.

31. 2021-12-03
    listed $685,000 Active 714-char remark

    Show marketing remark (714 chars)

    Beautiful 3/2 single family home on the golf course with heated pool and stunning sunset views. Located in the luxurious Fiddler's Creek neighborhood this home has wooden cabinet, granite countertops and SS appliances. Fiddler's Creek offers a 52,000 sq.ft club house, fitness center, full service spa, 3 swimming pools, 6 tennis courts, pickleball, bocce and a Championship golf Course. Recent upgrades include exterior and interior paint, new A/C, H2O heater, pool pump and Washer and dryer. Ideally located between Marco Island and Naples, Florida offering beautiful white sand beaches, world class shopping and dining and a long list of outdoor activities. Golf, marina and beach memberships are available.

32. 2021-12-03
    listed $685,000 Active

    Show marketing remark (714 chars)

    Beautiful 3/2 single family home on the golf course with heated pool and stunning sunset views. Located in the luxurious Fiddler's Creek neighborhood this home has wooden cabinet, granite countertops and SS appliances. Fiddler's Creek offers a 52,000 sq.ft club house, fitness center, full service spa, 3 swimming pools, 6 tennis courts, pickleball, bocce and a Championship golf Course. Recent upgrades include exterior and interior paint, new A/C, H2O heater, pool pump and Washer and dryer. Ideally located between Marco Island and Naples, Florida offering beautiful white sand beaches, world class shopping and dining and a long list of outdoor activities. Golf, marina and beach memberships are available.

33. 2019-12-18
    soldstatus $355,000
34. 2019-12-13
    soldstatus $355,000
35. 2019-12-13
    soldstatus $355,000 Sold
36. 2019-11-19
    status Pending With Contingencies
37. 2019-11-18
    status Pending
38. 2019-11-07
    listed $365,000 Active
39. 2019-11-06
    listed $365,000
40. 2014-04-15
    soldstatus $317,675
41. 2014-04-10
    price $349,111
42. 2014-04-10
    soldstatus $317,675
43. 2014-02-13
    listed $317,675
44. 2011-01-26
    soldstatus $195,900
45. 2010-12-20
    listed $193,900
46. 2010-08-19
    historical
47. 2010-06-25
    listed $299,000
48. 2010-06-25
    historical
49. 2008-10-17
    listed $329,000
50. 2008-03-10
    listed $449,000

ⓘ 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: $7,994 · $666/mo
• Projected year-2 tax: $7,994 · $666/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 9/10 Extreme FEMA zone AE · 99% chance over 30 yrs
• 🔥 Wildfire 4/10 Moderate
• 🌡 Heat 10/10 Extreme 7 d/yr ≥108°F today · 29 d/yr by 30 yrs out
• 💨 Wind 10/10 Extreme 99% chance of damaging wind over 30 yrs
• 🫁 Air quality 3/10 Moderate 3 unhealthy d/yr today · 3 by 30 yrs out

Taxation est. · year 1

• Rental income: $74,143
• − Mortgage interest: −$36,354
• − Property taxes: −$7,994
• − Insurance: −$8,364
• − Repairs & maintenance: −$5,931
• − Management: −$5,931
• − HOA: −$7,992
• − Depreciation: −$18,880
• Taxable loss: −$17,303
• Est. tax savings @ 24.0%: +$4,153
• After-tax cash flow: $-2,464/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: Collier
• NCES district ID: 1200330
• Math proficiency: 60% ▼ -4.00%
• Reading proficiency: 56% ▼ -2.00%
• Median HH income: $58,275
• Composite: 50.23/100
• National rank: #1892
• State rank: #16 of 73 in FL

Livability — Winding Cypress

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

Census & demographics

• County: Collier County · 396,295 people
• Metro: Naples-Marco Island, FL
• Population (ZIP): 23,559
• Household income: $89,334
• Rent vs Own: 15.3% rent · 84.7% own
• Severe rent burden: 550.0

Population outlook (Collier County) Hauer SSP2

• Today (2025): 420,858 people
• By 2030: 450,054 · +6.9%
• By 2040: 502,232 · +19.3%
• By 2050: 544,932 · +29.5%
• By 2075: 627,203 · +49.0%
• By 2100: 659,015 · +56.6%

Race, ethnicity, and origin ACS 2023

• Neighborhood character: Predominantly White (72%)
• Race & ethnicity: White 72% Hispanic / Latino 17% Two or more races 13% Black 7%
• Hispanic origin (detail): Mexican 7% Puerto Rican 1% Cuban 3%
• Common ancestry: Hispanic 5% Romanian 4% Lithuanian 1%
• Foreign-born: 21% · Canada, Jamaica
• Languages at home: 75% English-only · Spanish 15% French/Haitian/Cajun 5% Other Indo-European 4%

Political lean MEDSL · Collier

• 2024 margin: Solid R (+33.1) · D 33.1% · R 66.2%
• 2008→2024 swing: -10.6pp toward R · 2008: -22.5pp · 2024: -33.1pp
• All cycles: 2024: R+33.1 2020: R+24.7 2016: R+26.0 2012: R+30.1 2008: R+22.5

Not yet ingested

• Civics: —

Market trends

• HPI YoY: ▼ -1.48%
• Current HPI: 266.5545
• Rent YoY: ▲ 3.21%
• Metro: Naples-Marco Island, 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

+19.7% since first listed

41 events — show timeline

• 2026-05-13 Price Changed $669,000 NAPLESMLS
• 2026-05-13 Price Changed $669,000 MIML
• 2026-03-10 Price Changed $695,000 NAPLESMLS
• 2026-03-10 Price Changed $695,000 MIML
• 2026-01-30 Listed $725,000 MIML
• 2026-01-30 Listed $725,000 NAPLESMLS
• 2022-02-22 Sold (Public Records) $650,000 Public Records
• 2022-02-15 Sold (MLS) $650,000 NAPLESMLS
• 2022-02-15 Sold (MLS) $650,000 MIML
• 2021-12-17 Pending — NAPLESMLS
• 2021-12-17 Pending — MIML
• 2021-12-12 Relisted — NAPLESMLS
• 2021-12-12 Relisted — MIML
• 2021-12-11 Pending — NAPLESMLS
• 2021-12-11 Contingent — MIML
• 2021-12-03 Listed $685,000 NAPLESMLS
• 2021-12-03 Listed $685,000 MIML
• 2019-12-18 Sold (Public Records) $355,000 Public Records
• 2019-12-13 Sold (MLS) $355,000 NAPLESMLS
• 2019-12-13 Sold (MLS) $355,000 MIML
• 2019-11-19 Pending — NAPLESMLS
• 2019-11-18 Pending — NAPLESMLS
• 2019-11-07 Listed $365,000 NAPLESMLS
• 2019-11-06 Listed $365,000 MIML
• 2014-04-15 Sold (Public Records) $317,675 Public Records
• 2014-04-10 Sold (MLS) $317,675 NAPLESMLS
• 2014-04-10 Price Changed $349,111 NAPLESMLS
• 2014-02-13 Listed $317,675 NAPLESMLS
• 2011-01-26 Sold (MLS) $195,900 NAPLESMLS
• 2010-12-20 Listed $193,900 NAPLESMLS
• 2010-08-19 Listing Removed — NAPLESMLS
• 2010-06-25 Listing Removed — NAPLESMLS
• 2010-06-25 Listed $299,000 NAPLESMLS
• 2008-10-17 Listed $329,000 NAPLESMLS
• 2008-03-10 Listed $449,000 MIML
• 2007-01-06 Listed $569,000 MIML
• 2006-12-20 Listed $649,000 MIML
• 2006-06-08 Listed $699,000 MIML
• 2005-07-25 Sold (Public Records) $539,000 Public Records
• 2005-07-18 Sold (MLS) $539,000 MIML
• 2005-04-09 Listed $559,000 MIML

Property tax history

+13.8%/yr

Latest (2025): $7,994 · +4.8% YoY. Source: county tax records.