299 Harbor Dr
Key Biscayne, FL 33149
- 5 Beds
- 4.5 Baths
- 4,383 sqft
5 Beds
4.5 Baths
4,383 sqft
Home Value
Trulia Estimate
$4.85MSince last month
Decreased$104K (-2.1%)Since last year
Increased$311K (+6.9%)Since last sale
Increased$2M (+73.2%)Learn more about this home's value by checking out its Trulia Estimate, the value of nearby homes, and how much similar homes have sold for.
Trulia Estimate
The of this home's value increased by +94% in the last 10 years
| Month | Estimated value |
|---|---|
2026 | |
| August 2026 | $4.85M |
| July 2026 | $4.8M |
| June 2026 | $4.95M |
| May 2026 | $4.81M |
| April 2026 | $4.71M |
| March 2026 | $4.59M |
| February 2026 | $4.54M |
| January 2026 | $4.38M |
2025 | |
2024 | |
2023 | |
2022 | |
2021 | |
2020 | |
2019 | |
2018 | |
2017 | |
2016 | |
Comparable sales
These are recently sold homes that have a similar location or other similar features to this home, like bedrooms, bathrooms, and square footage. Get a sense of the expected prices in the area by viewing these homes.Address | Distance | Property Type | Sold Price | Sold Date | Bed | Bath | Sqft |
|---|---|---|---|---|---|---|---|
0.16 | Single-Family Home | $4,600,000 | 10/10/25 | 5 | 5.5 | 4,089 | |
0.21 | Single-Family Home | $4,400,000 | 04/08/26 | 5 | 5 | 3,230 | |
0.13 | Single-Family Home | $6,275,000 | 12/11/25 | 5 | 5.5 | 3,525 | |
0.25 | Single-Family Home | $3,550,000 | 03/12/26 | 4 | 4 | 2,699 | |
0.22 | Single-Family Home | $3,000,000 | 04/20/26 | 4 | 3 | - | |
0.29 | Single-Family Home | $4,475,000 | 04/10/26 | 4 | 3.5 | 3,666 | |
0.11 | Single-Family Home | $2,600,000 | 09/19/25 | 4 | 3 | 1,570 | |
0.40 | Single-Family Home | $3,700,000 | 01/27/26 | 5 | 5 | 3,962 | |
0.21 | Single-Family Home | $4,400,000 | 04/16/26 | 4 | 2.5 | 3,300 | |
0.06 | Single-Family Home | $4,820,000 | 03/16/26 | 4 | 3 | 2,959 |
Nearby home prices
Get a sense of expected prices in the area by checking the value of nearby homes.Address | Distance | Price | Bed | Bath | Sqft | Status |
|---|---|---|---|---|---|---|
0.05 | $4,692,500 | 5 | 6.5 | 3,650 | Off Market | |
0.04 | $3,386,800 | 4 | 3.5 | 2,430 | Off Market | |
0.05 | $4,929,400 | 5 | 4.5 | 4,021 | Off Market | |
0.08 | $7,303,400 | 6 | 6.5 | 5,531 | Off Market | |
0.09 | $30,930,300 | 6 | 7.5 | 7,178 | Off Market | |
0.11 | $17,500,000 | 7 | 7.5 | 6,240 | Recently Sold | |
0.10 | $3,496,500 | 3 | 2 | 1,914 | Off Market | |
0.10 | $3,376,100 | 6 | 4.5 | 3,001 | Off Market | |
0.09 | $3,980,000 | 5 | 4 | 2,821 | For Sale | |
0.11 | $3,000,000 | 3 | 2 | 1,304 | Recently Sold | |
0.11 | $3,206,800 | 4 | 3 | 1,570 | Off Market | |
0.12 | $4,711,100 | 4 | 5 | 3,284 | Off Market |
Local Information
-- mins to
Home Highlights
Property Type
Single-Family Home
Year Built
1967
Living Area
4,383 sqft
Price/Sqft
$1,106
About this House
You will fall in love with this 2 story home on prestigious harbor drive. Recently renovated with the finest finishes, including oversized sub-zero refrigerator and freezer , wolf & miele appliances. This 5 bedroom 4 1/2 bath home features an oversized master bedroom, marble & wood floors throughout & a spectacular covered summer kitchen perfect for entertaining. The house has brand new a/c units and heated pool. Smart home equipped with cameras & sound system. 2 car covered carport with additional storage. This is the ideal home for a family.
299 Harbor Dr, Key Biscayne, FL 33149 is a 5 bedroom, 5 bathroom, 4,383 sqft single-family home built in 1967. It last sold for $2,800,000 on Jul 8, 2019. It is currently off market. The Trulia Estimate is $4,848,200, with a rent estimate of $23,478/month.
Home Details for 299 Harbor Dr
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Heating & Cooling Heating: OtherCooling System: OtherHeating Fuel: Other |
Levels, Entrance, & Accessibility Stories: 3Floors: Hardwood |
Appliances & Utilities DishwasherDryerMicrowaveRefrigerator |
Fireplace & Spa Hot Tub or Spa |
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Exterior Home Features Roof: OtherExterior: OtherPatio |
Pool Pool |
Parking & Garage Parking Spaces: 4Parking: Off Street |
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Year Built Year Built: 1967Year Updated: 1980 |
Property Type / Style Property Type: Single Family HomeArchitecture: Other |
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Units in Building: 1 |
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Lot Area: 7500 sqft |
Price and Tax history
| Date | Event | Price |
|---|---|---|
Jul 8, 2019 Source: N/A | Sold | $2,800,000 |
May 14, 2019 Source: Agent Provided | Pending | $2,950,000 |
Mar 12, 2019 Source: Agent Provided | PriceChange | $2,950,000 Price decreased by 4% |
Oct 23, 2018 Source: Agent Provided | Listed For Sale | $3,068,100 |
Oct 6, 2009 Source: N/A | Sold | $1,200,000 |
Jul 3, 1997 Source: N/A | Sold | $579,000 |
| Year | Property tax | Tax assessment |
|---|---|---|
| 2025 | $50,786 | $3,165,364 |
Home facts updated by county records
Market trends in Key Biscayne
Last updated July 2026
Avg. sale price
$1.56M
$26.67KMoM
Sale-to-List Price
94.6%
Price per sq ft
$981
$37MoM
Available listings
144
15MoM
Around this home
What Locals Say about Key Biscayne
At least 116 Trulia users voted on each feature.
94 % Say it's walkable to grocery stores
94 % Say kids play outside
90 % Say it's dog friendly
90 % Say it's walkable to restaurants
86 % Say people would walk alone at night
86 % Say there are sidewalks
79 % Say it's quiet
79 % Say there's holiday spirit
76 % Say they plan to stay for at least 5 years
68 % Say parking is easy
67 % Say streets are well-lit
60 % Say there are community events
58 % Say neighbors are friendly
54 % Say yards are well-kept
52 % Say there's wildlife
50 % Say car is needed
Sourced by Trulia users. Learn more about our methodology.
LGBTQ Local Legal Protections
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Apartments for Rent
Homes for sale near 299 Harbor Dr
Off Market Homes Near 299 Harbor Dr
Frequently asked questions about 299 Harbor Dr
- What is 299 Harbor Dr estimated to be worth?Trulia's estimated value for 299 Harbor Dr in Key Biscayne, FL is $4,848,200.
- What is the price history for 299 Harbor Dr?299 Harbor Dr in Key Biscayne, FL last sold for $2,800,000 in July 2019.
- Is Key Biscayne a buyer's or seller's market?Key Biscayne is currently a buyer's market, based on recent for-sale activity.
- What's the median sale price in Key Biscayne?The median sale price in Key Biscayne is $1.56M. That is down $26.67K from the prior month.
- Does 299 Harbor Dr have air conditioning?Yes, 299 Harbor Dr in Key Biscayne, FL has air conditioning.
- Does 299 Harbor Dr have a pool?Yes, 299 Harbor Dr in Key Biscayne, FL has a pool.

