3915 Diane Rd
Big Pine Key, FL 33043
- 3 Beds
- 2.5 Baths
- 1,500 sqft
3 Beds
2.5 Baths
1,500 sqft
Local Information
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Description
This charming 3-bedroom, 2.5-bathroom stilted home, nestled in Port Pine Heights in Big Pine, offers the perfect balance of peaceful seclusion and access to world-class boating destinations. Inside, this custom home showcases beautiful wood throughout with high ceilings that enhance the sense of openness, while an enclosed Florida sunroom provides additional living space. The chef's kitchen, beautifully remodeled in 2023, boasts upgraded finishes including, a 5 burner chef style gas cooktop, an oversized spacious island, a wine rack, and a coffee bar. Designed for both style and functionality, the kitchen features ample storage, along with top-of-the-line Smart appliances including the state-of-the-art Family Hub refrigerator. The second floor features two bedrooms and bathrooms while the third floor features the loft, half bath, and home office. Outdoor living is a highlight, with a wraparound porch as well as a tiki hut downstairs, a custom outdoor shower, and an enclosed garage offering ample storage for all your water toys. Situated on a desirable corner canal lot with over 100' of dock space, there's ample room for three, possibly four, boats. This home has been meticulously maintained. It is located at the end of a quiet street and fully fenced, providing extra privacy, plenty of parking, and the perfect setting to embrace the relaxed Keys lifestyle. Note To Boaters: From your seawall, you are seconds away from the Big Pine Channel, with direct access to the Gulf or Content Keys--home to one of the best sandbars in the Keys--in just 20 minutes. The infamous Picnic Island, a favorite gathering spot for locals, is only 15 minutes away, and the breathtaking Looe Key Reef, part of the Florida Keys National Marine Sanctuary, is approximately a 30-45-minute boat ride.
10 minutes from Winn-Dixie, CVS, Walgreens, Ace, restaurants, and bait shops.
Pets considered on a case by case basis.
Property is unfurnished.
One-year lease term. No smoking. Renter must have renters insurance. Renter pays water/sewage, electric, gas. Renter responsible for yard maintenance. Owner pays for pest control and internet.
10 minutes from Winn-Dixie, CVS, Walgreens, Ace, restaurants, and bait shops.
Pets considered on a case by case basis.
Property is unfurnished.
One-year lease term. No smoking. Renter must have renters insurance. Renter pays water/sewage, electric, gas. Renter responsible for yard maintenance. Owner pays for pest control and internet.
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 03, 2025
Home Highlights
Parking
Attached Garage
Outdoor
No Info
View
No Info
HOA
None
Price/Sqft
No Info
Listed
180+ days ago
Home Details for 3915 Diane Rd
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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 DishwasherDryerMicrowaveRefrigeratorWasher |
Heating & Cooling Air ConditioningCooling System: Central Air |
Levels, Entrance, & Accessibility Floors: Hardwood, Tile |
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Parking & Garage Parking: Attached Off Street, On Site |
Price History for 3915 Diane Rd
| Date | Price | Event | Source |
|---|---|---|---|
| 08/03/2025 | $5,000 | ListingRemoved | Zillow Rentals |
| 07/22/2025 | $5,000 | PriceChange | Zillow Rentals |
| 06/11/2025 | $5,800 | PriceChange | Zillow Rentals |
| 06/05/2025 | $6,000 | Listed For Rent | Zillow Rentals |
| 06/05/2025 | $949,000 | ListingRemoved | Key West AOR #614305 |
| 05/08/2025 | $949,000 | PriceChange | FLKMLS #614305 |
| 04/12/2025 | $997,000 | PriceChange | Key West AOR #614305 |
| 03/24/2025 | $1,065,000 | Listed For Sale | Key West AOR #614305 |
| 05/06/2022 | $925,000 | Sold | FLKMLS #599218 |
| 04/22/2022 | $959,000 | Pending | FLKMLS #599218 |
| 03/21/2022 | $959,000 | Contingent | FLKMLS #599218 |
| 03/08/2022 | $959,000 | PriceChange | FLKMLS #599218 |
| 03/05/2022 | $989,000 | PendingToActive | FLKMLS #599218 |
| 03/02/2022 | $989,000 | Contingent | FLKMLS #599218 |
| 02/22/2022 | $989,000 | PriceChange | FLKMLS #599218 |
| 01/16/2022 | $1,049,000 | Listed For Sale | Key West AOR #599218 |
| 06/04/2002 | $250,000 | Sold | N/A |
| 11/05/1996 | $135,900 | Sold | N/A |
Property Tax and Assessment
| Year | 2025 |
|---|---|
| Tax | $6,191 |
| Assessment | $691,563 |
Home facts updated by county records
Comparable Sales for 3915 Diane Rd
Address | Distance | Property Type | Sold Price | Sold Date | Bed | Bath | Sqft |
|---|---|---|---|---|---|---|---|
0.23 | Single-Family Home | $950,000 | 06/25/25 | 3 | 3 | 1,428 | |
0.17 | Single-Family Home | $930,000 | 08/01/25 | 2 | 2 | 1,280 | |
0.22 | Single-Family Home | $864,000 | 01/20/26 | 3 | 2 | 1,008 | |
0.24 | Single-Family Home | $780,000 | 11/13/25 | 3 | 2 | 1,152 | |
0.29 | Single-Family Home | $965,000 | 04/01/26 | 4 | 2 | 1,674 | |
0.37 | Single-Family Home | $840,000 | 09/30/25 | 3 | 2 | 1,068 | |
0.28 | Single-Family Home | $809,000 | 11/12/25 | 2 | 2 | 1,120 | |
0.30 | Single-Family Home | $805,000 | 02/02/26 | 2 | 2 | 1,124 | |
0.16 | Single-Family Home | $570,000 | 07/17/25 | 2 | 2 | 960 | |
0.20 | Single-Family Home | $640,000 | 09/15/25 | 2 | 2 | 912 |
Nearby homes
Get a sense of prices in the area by checking nearby homes.Assigned Schools
These are the assigned schools for 3915 Diane Rd.
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.
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3915 Diane Rd, Big Pine Key, FL 33043 is a 3 bedroom, 3 bathroom, 1,500 sqft single-family home. This property is not currently available for sale. 3915 Diane Rd was last sold on May 6, 2022 for $925,000 (18,400% higher than the asking price of $5,000). The current Trulia Estimate for 3915 Diane Rd is $989,400.

