$975,500
as of Aug 31, 2026
- 3 Beds
- 2.5 Baths
- 1,500 sqft
- 3 Beds
- 2.5 Baths
- 1,500 sqft
3915 Diane Rd, Big Pine Key, FL 33043
Home Highlights
Property Type
Single-Family Home
Living Area
1,500 sqft
Price/Sqft
$650
Parking
Attached Garage
Local Information
-- mins to
About this House
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.
3915 Diane Rd, Big Pine Key, FL 33043 is a 3 bedroom, 3 bathroom, 1,500 sqft single-family home. It last sold for $925,000 on May 6, 2022 (18,400% above the $5,000 asking price). More recently, it was listed as a rental in June 2025 with an asking price of $6,000 per month. That rental listing was removed on August 3, 2025. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $975,500, with a rent estimate of $5,413/month.
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 |
Comparable Sales for 3915 Diane Rd
Address | Distance | Property Type | Sold Price | Sold Date | Bed | Bath | Sqft |
|---|---|---|---|---|---|---|---|
0.28 | Single-Family Home | $1,000,000 | 08/17/26 | 3 | 3 | 1,591 sqft | |
0.22 | Single-Family Home | $864,000 | 01/20/26 | 3 | 2 | 1,008 sqft | |
0.24 | Single-Family Home | $780,000 | 11/13/25 | 3 | 2 | 1,152 sqft | |
0.29 | Single-Family Home | $965,000 | 04/01/26 | 4 | 2 | 1,674 sqft | |
0.36 | Single-Family Home | $740,000 | 07/10/26 | 3 | 3 | 1,224 sqft | |
0.11 | Single-Family Home | $650,000 | 07/29/26 | 2 | 2 | 936 sqft | |
0.37 | Single-Family Home | $840,000 | 09/30/25 | 3 | 2 | 1,068 sqft | |
0.46 | Single-Family Home | $970,000 | 07/27/26 | 3 | 3 | 1,314 sqft | |
0.32 | Single-Family Home | $790,000 | 07/02/26 | 2 | 2 | 1,292 sqft | |
0.28 | Single-Family Home | $809,000 | 11/12/25 | 2 | 2 | 1,120 sqft |
Nearby homes
Get a sense of prices in the area by checking nearby homes.Around this home
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
Price and Tax history
| Date | Event | Price |
|---|---|---|
Aug 3, 2025 Source: Zillow Rentals | ListingRemoved | $5,000 |
Jul 22, 2025 Source: Zillow Rentals | PriceChange | $5,000 Price decreased by 14% |
Jun 11, 2025 Source: Zillow Rentals | PriceChange | $5,800 Price decreased by 3% |
Jun 5, 2025 Source: Zillow Rentals | Listed For Rent | $6,000 |
Jun 5, 2025 Source: Key West AOR #614305 | ListingRemoved | $949,000 |
May 8, 2025 Source: FLKMLS #614305 | PriceChange | $949,000 Price decreased by 5% |
Apr 12, 2025 Source: Key West AOR #614305 | PriceChange | $997,000 Price decreased by 6% |
Mar 24, 2025 Source: Key West AOR #614305 | Listed For Sale | $1,065,000 |
May 6, 2022 Source: FLKMLS #599218 | Sold | $925,000 |
Apr 22, 2022 Source: FLKMLS #599218 | Pending | $959,000 |
Mar 21, 2022 Source: FLKMLS #599218 | Contingent | $959,000 |
Mar 8, 2022 Source: FLKMLS #599218 | PriceChange | $959,000 Price decreased by 3% |
Mar 5, 2022 Source: FLKMLS #599218 | PendingToActive | $989,000 |
Mar 2, 2022 Source: FLKMLS #599218 | Contingent | $989,000 |
Feb 22, 2022 Source: FLKMLS #599218 | PriceChange | $989,000 Price decreased by 6% |
Jan 16, 2022 Source: Key West AOR #599218 | Listed For Sale | $1,049,000 |
May 31, 2002 Source: FLKMLS #509936 | Sold | $250,000 |
Nov 5, 1996 Source: N/A | Sold | $135,900 |
| Year | Property tax | Tax assessment |
|---|---|---|
| 2025 | $6,191 | $691,563 |
Home facts updated by county records
Frequently asked questions about 3915 Diane Rd
- What is 3915 Diane Rd estimated to be worth?Trulia's estimated value for 3915 Diane Rd in Big Pine Key, FL is $975,500.
- What is the price history for 3915 Diane Rd?3915 Diane Rd in Big Pine Key, FL last sold for $925,000 in May 2022.
- Is Big Pine Key a buyer's or seller's market?Big Pine Key is currently a buyer's market, based on recent for-sale activity.
- What do residents say about Big Pine Key?Residents describe Big Pine Key, FL as dog-friendly, well-kept, and easy to park in. Most residents say you need a car. See recently sold homes in Big Pine Key, FL.
- Does 3915 Diane Rd have air conditioning?Yes, 3915 Diane Rd in Big Pine Key, FL has air conditioning.
- Does 3915 Diane Rd have laundry facilities?Yes, 3915 Diane Rd in Big Pine Key, FL has in-unit laundry.
Homes for rent near 3915 Diane Rd
Affordability
TIP:Try to keep your rent within a third of your gross household income. Learn why in our Renter's Guide.
For this property
PER YEAR
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Win over prospective landlords with your smart budgeting. As a good rule of thumb, ideally you would have at least three times your monthly rent in combined household income.

