3746 Park Ave
Big Pine Key, FL 33043
2 Beds
2 Baths
1,312 sqft
2 Beds
2 Baths
1,312 sqft
Home Highlights
Outdoor
Porch, Pool
Climate Control
Cooling only
HOA
None
Price/Sqft
$991
Listed
73 days ago
Local Information
- Map ViewExplore the area around 3746 Park Ave.
- Schools1 Preschool School1 Elementary School1 Middle School1 High School
- Shop & Eat
-- mins to
About this House
Welcome to your private paradise in the Lower Keys! This beautifully updated 2-bedroom, 2-bathroom two-story home offers the ultimate island escape with unmatched privacy -- no direct neighbors on any side, just peaceful surroundings, tropical landscaping, and the charm of the native Key Deer. Designed for true Florida Keys living, the outdoor space is a showstopper. Enjoy a brand-new heated concrete pool, concrete dock with both a boat lift and jet ski lift, and an elevated sundeck perfect for sunbathing or taking in serene canal views. The professionally landscaped backyard creates a lush tropical retreat complete with paver decking and a tiki hut ideal for entertaining or relaxing poolside. Inside, the home features numerous upgrades and renovations throughout. The fully enclosed and renovated ground level provides excellent guest accommodations, entertaining space, and additional storage, along with a separate laundry room for added convenience. Both levels are equipped with impact windows and doors, as well as electronic roll-down screens for shade and storm protection. Whether you're boating, entertaining, relaxing by the pool, or enjoying the surrounding wildlife, this exceptional property captures the very best of Lower Keys waterfront living.
Home Details for 3746 Park Ave
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Beds & Baths Number of Bedrooms: 2Number of Bathrooms: 2Number of Bathrooms (full): 2 |
Dimensions and Layout Living Area: 1312 Square Feet |
Appliances & Utilities Appliances: Washer, Dryer, Dishwasher, Refrigerator, Oven, Microwave, Freezer, Stainless Steel Appliance(s)DishwasherDryerMicrowaveRefrigeratorWasher |
Heating & Cooling Has CoolingAir Conditioning: Central Air |
View No View |
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Exterior Home Features Patio / Porch: Open Porch/BalconyFencing: FencedExterior: Chickee HutHas a Private Pool |
Parking & Garage No Attached GarageParking: Storage |
Pool Pool: In Ground, ConcretePool |
Frontage WaterfrontOn Waterfront |
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Days on Market: 73 |
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Year Built Year Built: 1986 |
Property Type / Style Property Type: ResidentialProperty Subtype: Single Family Residence |
Building Construction Materials: Frame, Combo Construction |
Property Information Parcel Number: 00292080000000 |
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Price List Price: $1,299,900Price Per Sqft: $991 |
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MLS Status: Active |
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Direction & Address City: Big Pine KeyCommunity: Port Pine Heights (29.0) |
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Listing Agent Listing ID: 619915 |
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Building Area Building Area: 1312 Square Feet |
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HOA Fee Includes: NoneNo HOAHOA Fee: No HOA Fee |
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Lot Area: 8276.4 sqft |
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Listing Terms: Cash, Conventional |
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Mls Number: 619915 |
Last check for updates: about 8 hours ago
Listing courtesy of Cabot Brown, (813) 215-7493
Compass Florida - Miami Beach
Source: FLKMLS, MLS#619915
Market trends in Big Pine Key
Last updated June 2026
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
93
6MoM
Price History for 3746 Park Ave
| Date | Price | Event | Source |
|---|---|---|---|
| 07/07/2026 | $1,299,900 | PriceChange | FLKMLS #619915 |
| 05/15/2026 | $1,399,900 | Listed For Sale | FLKMLS #619915 |
| 04/10/2026 | $1,700,000 | ListingRemoved | Key West AOR #614659 |
| 02/09/2026 | $1,700,000 | PriceChange | Key West AOR #614659 |
| 07/21/2025 | $1,850,000 | PriceChange | Key West AOR #614659 |
| 04/18/2025 | $1,999,000 | Listed For Sale | Key West AOR #614659 |
| 04/24/2024 | $985,000 | Sold | FLKMLS #607299 |
| 04/22/2024 | $999,000 | Pending | FLKMLS #607299 |
| 04/10/2024 | $999,000 | Contingent | FLKMLS #607299 |
| 03/26/2024 | $999,000 | PriceChange | FLKMLS #607299 |
| 01/30/2024 | $1,049,000 | PriceChange | FLKMLS #607299 |
| 11/04/2023 | $1,089,000 | Listed For Sale | FLKMLS #607299 |
| 11/23/2021 | $915,000 | Sold | FLKMLS #598052 |
| 11/19/2021 | $949,000 | PendingToActive | FLKMLS #598052 |
| 10/19/2021 | $949,000 | Contingent | FLKMLS #598052 |
| 10/19/2021 | $949,000 | PendingToActive | MLKAR #598052 |
| 10/19/2021 | $949,000 | Contingent | Key West AOR #598052 |
| 10/09/2021 | $949,000 | Listed For Sale | FLKMLS #598052 |
| 10/28/2019 | $355,000 | Sold | N/A |
| 09/11/2019 | $380,000 | PriceChange | Agent Provided |
| 08/03/2019 | $386,000 | Listed For Sale | Agent Provided |
| 06/27/2018 | $329,700 | ListingRemoved | Agent Provided |
| 06/05/2018 | $0 | Listed For Sale | Agent Provided |
| 08/01/2010 | $279,000 | ListingRemoved | Agent Provided |
| 04/24/2010 | $279,000 | Listed For Sale | Agent Provided |
| 03/19/2010 | $279,000 | ListingRemoved | Agent Provided |
| 07/11/2009 | $279,000 | Listed For Sale | Agent Provided |
| 04/08/2002 | $171,500 | Sold | N/A |
| 12/29/1999 | $139,000 | Sold | N/A |
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Property Tax and Assessment
| Year | 2025 |
|---|---|
| Tax | $7,857 |
| Assessment | $806,422 |
Home facts updated by county records
Comparable Sales for 3746 Park Ave
Address | Distance | Property Type | Sold Price | Sold Date | Bed | Bath | Sqft |
|---|---|---|---|---|---|---|---|
0.45 | Single-Family Home | $930,000 | 08/01/25 | 2 | 2 | 1,280 | |
0.32 | Single-Family Home | $790,000 | 07/02/26 | 2 | 2 | 1,292 | |
0.40 | Single-Family Home | $805,000 | 02/02/26 | 2 | 2 | 1,124 | |
0.44 | Single-Family Home | $749,000 | 09/19/25 | 2 | 2 | 1,008 | |
0.62 | Single-Family Home | $809,000 | 11/12/25 | 2 | 2 | 1,120 | |
0.27 | Single-Family Home | $740,000 | 07/10/26 | 3 | 3 | 1,224 | |
0.41 | Single-Family Home | $840,000 | 09/30/25 | 3 | 2 | 1,068 | |
0.62 | Single-Family Home | $640,000 | 09/15/25 | 2 | 2 | 912 | |
0.54 | Single-Family Home | $635,000 | 02/19/26 | 2 | 1 | 864 | |
0.76 | Single-Family Home | $965,000 | 04/01/26 | 4 | 2 | 1,674 |
Nearby homes
Get a sense of prices in the area by checking nearby homes.
OFF MARKETBerkshire Hathaway Home Services Keys Real Estate - Big Pine Key
OFF MARKETKeller Williams Key West Compass Realty
SOLDJUL 10, 2026Coldwell Banker Schmitt Real Estate Co
OFF MARKETColdwell Banker Schmitt Lower Keys (KW)
OFF MARKETColdwell Banker Schmitt Real Estate Co.
OFF MARKETColdwell Banker Schmitt Real Estate Co
SOLDJUL 2, 2026RE/MAX Realty Group
Assigned Schools
These are the assigned schools for 3746 Park Ave.
- Key West High School
- 9-12
- Public
- 1288 Students
4/10GreatSchools 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 Review8mo ago - Sugarloaf School
- PK-8
- Public
- 671 Students
6/10GreatSchools 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 Review4mo ago 
Check out schools near 3746 Park Ave.
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
Sourced by Trulia users. Learn more about our methodology.
LGBTQ Local Legal Protections
LGBTQ Local Legal Protections
Cabot Brown, Compass Florida - Miami Beach
Agent Phone: (813) 215-7493
MLS Internet Data Exchange (IDX) information is provided exclusively for consumers’ personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing, and that the data is deemed reliable but is not guaranteed accurate by the Florida Keys MLS.
3746 Park Ave, Big Pine Key, FL 33043 is a 2 bedroom, 2 bathroom, 1,312 sqft single-family home built in 1986. This property is currently available for sale and was listed by FLKMLS on May 15, 2026. The MLS # for this home is MLS# 619915.