38 Cunningham Ln
Big Pine Key, FL 33043
2 Beds
1.5 Baths
784 sqft
2 Beds
1.5 Baths
784 sqft
Homes for sale near 38 Cunningham Ln
FOR SALE BY OWNER- Coldwell Banker Schmitt Lower Keys (KW)
- Keller Williams Key West Compass Realty
- 0.25 ACRESColdwell Banker Schmitt RE Co.
- Action Keys Realty of the Lower FL Keys LLC
- Action Keys Realty of the Lower FL Keys LLC
See more homes for sale inBig Pine Key
Apartments for Rent
- PET FRIENDLYFURNISHED$3,900 - $5,538/mo2 bd3 baLittle Torch Cottages | 28501 Channel View Dr #84381cd63,
Summerland Key, FL 33042 - FURNISHED
- PET FRIENDLY
- APPLY INSTANTLYFURNISHED
- APPLY INSTANTLYPET FRIENDLYFURNISHED
See more homes for rent inBig Pine Key
Local Information
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Description
Available September 5. Furniture not included. Located in a quiet neighborhood, centrally positioned, and close to the shopping center in Big Pine Key.
2 Bedrooms / 1.5 Bathrooms, laundry inside the premises, fully equipped kitchen, dining area, living room, and screened porch. Ready to move in.
Fenced yard with plenty of space for parking, RV, boat, etc.
Utilities not included.
Section 8 not accepted.
Requirements: signed one-year lease, $3,000 deposit, and first month's rent.
Disponible el 5 de Septiembre. No amueblado, en un barrio tranquilo y con una ubicacion centrica, cerca del centro comercial en Big Pine Key.
2 Dormitorios / 1 bano y medio, lavadero dentro de la propiedad, cocina completamente equipada, comedor, sala de estar y porche cubierto. Listo para mudarse.
Patio cercado con amplio espacio para estacionamiento, RV, bote, etc.
Utilidades no incluidas.
No se acepta Plan 8.
Requisitos: contrato de arrendamiento firmado por un ano, deposito de $3,000 y primer alquiler.
No smoking allowed
2 Bedrooms / 1.5 Bathrooms, laundry inside the premises, fully equipped kitchen, dining area, living room, and screened porch. Ready to move in.
Fenced yard with plenty of space for parking, RV, boat, etc.
Utilities not included.
Section 8 not accepted.
Requirements: signed one-year lease, $3,000 deposit, and first month's rent.
Disponible el 5 de Septiembre. No amueblado, en un barrio tranquilo y con una ubicacion centrica, cerca del centro comercial en Big Pine Key.
2 Dormitorios / 1 bano y medio, lavadero dentro de la propiedad, cocina completamente equipada, comedor, sala de estar y porche cubierto. Listo para mudarse.
Patio cercado con amplio espacio para estacionamiento, RV, bote, etc.
Utilidades no incluidas.
No se acepta Plan 8.
Requisitos: contrato de arrendamiento firmado por un ano, deposito de $3,000 y primer alquiler.
No smoking allowed
This property is off market, which means it's not currently listed for sale or rent on Trulia. This may be different from what's available on other websites or public sources. This description is from August 06, 2025
Home Highlights
Parking
No Info
Outdoor
No Info
View
No Info
HOA
None
Price/Sqft
No Info
Listed
180+ days ago
Home Details for 38 Cunningham Ln
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Property Type / Style Property Type: Single Family Home |
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Lease Term: 1 YearAvailable: now |
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Appliances & Utilities DishwasherDryerWasher |
Heating & Cooling Air ConditioningCooling System: Central Air |
Levels, Entrance, & Accessibility Floors: Hardwood |
Room & Shared Space Shared space is furnished |
Price History for 38 Cunningham Ln
| Date | Price | Event | Source |
|---|---|---|---|
| 08/13/2025 | $3,000 | ListingRemoved | Zillow Rentals |
| 08/06/2025 | $3,000 | Listed For Rent | Zillow Rentals |
| 07/17/2023 | ListingRemoved | Zillow Rentals | |
| 06/12/2023 | $3,000 | Listed For Rent | Zillow Rentals |
| 07/19/2022 | ListingRemoved | Zillow Rental Manager | |
| 07/18/2022 | $3,200 | Listed For Rent | Zillow Rental Manager |
| 07/08/2022 | ListingRemoved | Zillow Rental Manager | |
| 06/07/2022 | $3,499 | Listed For Rent | Zillow Rental Manager |
| 04/12/2022 | $300,000 | Sold | FLKMLS #600404 |
| 04/05/2022 | $309,000 | Contingent | FLKMLS #600404 |
| 04/04/2022 | $309,000 | Listed For Sale | FLKMLS #600404 |
| 02/15/2021 | $209,000 | Sold | FLKMLS #594210 |
| 01/23/2021 | $209,000 | Pending | Agent Provided |
| 01/18/2021 | $209,000 | Listed For Sale | Agent Provided |
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Property Tax and Assessment
| Year | 2025 |
|---|---|
| Tax | $3,434 |
| Assessment | $299,606 |
Home facts updated by county records
Comparable Sales for 38 Cunningham Ln
Address | Distance | Property Type | Sold Price | Sold Date | Bed | Bath | Sqft |
|---|---|---|---|---|---|---|---|
0.36 | Single-Family Home | $460,000 | 02/17/26 | 2 | 1 | 754 | |
0.35 | Single-Family Home | $510,500 | 08/14/25 | 2 | 1 | 912 | |
0.35 | Single-Family Home | $515,500 | 08/18/25 | 2 | 1 | 912 | |
0.29 | Single-Family Home | $510,000 | 09/08/25 | 3 | 2 | 972 | |
0.33 | Single-Family Home | $520,000 | 04/23/26 | 3 | 2 | 1,088 | |
0.49 | Single-Family Home | $710,000 | 12/18/25 | 2 | 1.5 | 864 | |
0.44 | Single-Family Home | $500,000 | 06/30/25 | 3 | 1 | 988 | |
0.47 | Single-Family Home | $540,000 | 05/19/25 | 3 | 2 | 960 | |
0.36 | Single-Family Home | $635,000 | 08/29/25 | 3 | 2 | 1,272 | |
0.30 | Single-Family Home | $642,000 | 07/11/25 | 3 | 2 | 1,516 |
Assigned Schools
These are the assigned schools for 38 Cunningham Ln.
- Key West High School
- 9-12
- Public
- 1288 Students
3/10GreatSchools RatingParent Rating AverageSmall town, small mentality, the teachers are amazing but the overall quality is poor. Lots of bullying and old bubba mentality of your not from key West, you'll never truly fit inParent Review5mo ago - Sugarloaf School
- PK-8
- Public
- 671 Students
5/10GreatSchools RatingParent Rating AverageAs an educator with experience across multiple districts, I have observed ongoing challenges within this school and district that appear to reflect broader, system-level patterns rather than isolated concerns.Instructional Consistency:There is noticeable variability in instructional practices across classrooms, suggesting that expectations and implementation are not consistently aligned. This can result in uneven learning experiences for students.Student Support Systems:Supports intended for students, including those requiring additional or specialized services, are not consistently implemented. As a result, the effectiveness of these supports can vary and does not always translate into meaningful or measurable progress.Leadership & Staff Treatment:At the district level, expectations and accountability do not appear to be applied consistently across staff. There is a lack of uniformity in how employees are supported and held to expectations, which can create a perception that practices differ depending on the individual rather than being applied equitably.Communication:Communication from administration is often limited, unclear, or not provided in a timely manner. In some cases, attempts to seek clarification or guidance do not receive responses, which contributes to confusion and inconsistent implementation across classrooms and schools.Safety & School Environment:There are also concerns related to consistency in safety procedures and overall campus environment. At times, safety practices do not appear to be implemented in a consistent or clearly communicated manner, which can contribute to a sense of uncertainty for staff.Overall:Compared to other districts, these challenges appear more persistent and widespread. Greater consistency, responsiveness, and equitable implementation of expectations would be necessary to improve both staff effectiveness and student outcomes.Teacher Review1mo ago 
Check out schools near 38 Cunningham Ln.
What Locals Say about Big Pine Key
At least 29 Trulia users voted on each feature.
95 % Say it's dog friendly
91 % Say there's wildlife
82 % Say car is needed
82 % Say yards are well-kept
81 % Say parking is easy
76 % Say people would walk alone at night
75 % Say it's quiet
66 % Say there's holiday spirit
62 % Say it's walkable to grocery stores
59 % Say it's walkable to restaurants
55 % Say they plan to stay for at least 5 years
52 % Say neighbors are friendly
43 % Say there are community events
35 % Say kids play outside
Learn more about our methodology.
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Homes for rent near 38 Cunningham Ln
- APPLY INSTANTLYPET FRIENDLYFURNISHED
- APPLY INSTANTLYPET FRIENDLY
- APPLY INSTANTLY
- APPLY INSTANTLYFURNISHED
- APPLY INSTANTLYFURNISHED
- APPLY INSTANTLYPET FRIENDLYFURNISHED
- APPLY INSTANTLYFURNISHED
- APPLY INSTANTLYPET FRIENDLYFURNISHED
- APPLY INSTANTLY
- APPLY INSTANTLYPET FRIENDLYFURNISHED
- See more homes for rent inBig Pine Key
Off Market Homes Near 38 Cunningham Ln
- SOLDMAY 4, 2026Coldwell Banker Schmitt Real Estate Co
- SOLDAPR 29, 2026Berkshire Hathaway Home Services Keys Real Estate - Big Pine Key
- SOLDAPR 27, 2026Coldwell Banker Schmitt Real Estate Co
- SOLDAPR 23, 2026Keller Williams Key West Compass Realty
- SOLDAPR 20, 2026LoKation Real Estate - Pompano Beach
- SOLDAPR 10, 2026Coldwell Banker Schmitt Lower Keys (KW)
- SOLDMAR 27, 2026Coldwell Banker Schmitt Islamorada
- See more homes for sale inBig Pine Key
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PET FRIENDLY
APPLY INSTANTLYPET FRIENDLYFURNISHED
APPLY INSTANTLYPET FRIENDLYFURNISHED
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38 Cunningham Ln, Big Pine Key, FL 33043 is a 2 bedroom, 2 bathroom, 784 sqft single-family home. This property is not currently available for sale. 38 Cunningham Ln was last sold on Apr 12, 2022 for $300,000 (9,900% higher than the asking price of $3,000). The current Trulia Estimate for 38 Cunningham Ln is $358,700.