166 Redwing Rd, Plantation Key, FL 33036
OFF MARKET

$3,683,000

Trulia Estimate
  • 3 Beds
  • 3 Baths
  • 2,179 sqft

166 Redwing Rd, Plantation Key, FL 33036

Est. Refi. Payment $21,409/mo*
Refinance Your Home
Currently Off Market - Sold Nov 2, 1993 for $250,000

Home Value

Trulia Estimate
$3.68M
Since last month
Increased$30K (+0.8%)
Since last year
Increased$387K (+11.7%)
Since last sale
Increased$3M (+1,373.2%)
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 +87% in the last 10 years
MonthEstimated value
2026
August 2026$3.68M
August 2026$3.68M
July 2026$3.65M
June 2026$3.61M
May 2026$3.52M
April 2026$3.49M
March 2026$3.5M
February 2026$3.54M
January 2026$3.45M
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
142 Redwing Rd, Plantation Key, FL
0.05
Single-Family Home
$2,100,000
09/08/25
3
2
1,705
187 Plantation Ave, Tavernier, FL
0.16
Single-Family Home
$1,998,000
06/30/26
3
3
1,344
173 Hibiscus St, Plantation Key, FL
0.24
Single-Family Home
$680,000
12/17/25
3
2
1,410
173 Hibiscus St, Tavernier, FL
0.24
Single-Family Home
$680,000
12/15/25
3
2
1,410
162 Azalea St, Plantation Key, FL
0.32
Single-Family Home
$1,595,000
11/07/25
3
2
1,900
132 Gardenia St, Tavernier, FL
0.31
Single-Family Home
$1,150,000
08/03/26
3
3
1,360
132 Gardenia St, Plantation Key, FL
0.31
Single-Family Home
$1,150,000
08/03/26
3
3
1,360
162 Azalea St, Tavernier, FL
0.32
Single-Family Home
$1,595,000
11/06/25
3
2
1,740
247 Gardenia St, Plantation Key, FL
0.51
Single-Family Home
$700,000
04/06/26
3
3
1,667
171 Plantation Ave, Tavernier, FL
0.19
Single-Family Home
$1,481,539
07/01/26
3
2
1,280

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
147 Redwing Rd, Plantation Key, FL 33070
0.03
$2,564,100
2
3
3,555
Off Market
206 Plantation Ave, Tavernier, FL 33070
0.05
$5,700,000
5
5.5
3,945
Recently Sold
198 Plantation Ave, Tavernier, FL 33070
0.06
$1,793,000
3
3
1,875
Off Market
194 Plantation Ave, Tavernier, FL 33070
0.07
$1,752,300
3
2
1,680
Off Market
135 Redwing Rd, Tavernier, FL 33070
0.06
$1,296,200
2
2
896
Off Market
235 Plantation Ave, Tavernier, FL 33070
0.09
$1,751,000
3
2
1,421
Off Market
251 Plantation Ave, Tavernier, FL 33070
0.08
$6,707,200
5
7.5
7,281
Off Market
158 Redwing Rd, Tavernier, FL 33070
0.03
$4,748,900
6
4
5,074
Off Market
127 Redwing Rd, Tavernier, FL 33070
0.09
$3,938,500
5
5
4,116
Off Market
142 Redwing Rd, Plantation Key, FL 33036
0.05
$2,132,100
3
2
1,705
Off Market
148 Redwing Rd, Tavernier, FL 33070
0.06
$3,305,000
3
3
2,536
Off Market
126 N Coconut Palm Blvd, Tavernier, FL 33070
0.12
$2,590,200
3
2.5
2,318
Off Market

Local Information

  • Map ViewExplore the area around 166 Redwing Rd.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Single-Family Home
Built in 2006
2,179 sqft
$1,690/sqft
Garage

About this House

This single-family home is located at 166 Redwing Rd, Plantation Key, FL. 166 Redwing Rd is in Plantation Key, FL and in ZIP code 33036. This property has 3 bedrooms, 3 bathrooms and approximately 2,179 sqft of floor space. This property has a lot size of 8861 sqft and was built in 2006.
166 Redwing Rd, Plantation Key, FL 33036 is a 3 bedroom, 3 bathroom, 2,179 sqft single-family home built in 2006. It last sold for $250,000 on Nov 2, 1993. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $3,683,000, with a rent estimate of $5,437/month.

Home Details for 166 Redwing Rd

Interior Features

Heating & Cooling
Heating: Forced AirHeating Fuel: Forced Air
Levels, Entrance, & Accessibility
Stories: 1Floors: Other

Exterior Features

Exterior Home Features
Roof: MetalDeckExterior: StuccoFoundation Type: Piling
Parking & Garage
GarageParking: Garage

Property Information

Year Built
Year Built: 2006Year Updated: 2008
Property Type / Style
Property Type: Single Family Home

Community

Units in Building: 1

Lot Information

Lot Area: 8861 sqft

Price and Tax history

DateEventPrice
Nov 2, 1993
Source: N/A
Sold
$250,000

Market trends in Islamorada

Last updated July 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$1.09M
$8.17KMoM
Sale-to-List Price
—
Price per sq ft
$724
$14MoM
Available listings
159
2MoM

Around this home

What Locals Say about Islamorada

At least 24 Trulia users voted on each feature.

  • 88 % Say people would walk alone at night

  • 88 % Say parking is easy

  • 84 % Say it's dog friendly

  • 83 % Say yards are well-kept

  • 79 % Say car is needed

  • 72 % Say kids play outside

  • 70 % Say it's quiet

  • 67 % Say it's walkable to restaurants

  • 58 % Say they plan to stay for at least 5 years

  • 56 % Say there's holiday spirit

  • 55 % Say neighbors are friendly

  • 53 % Say there's wildlife

  • 44 % Say there are community events

  • 41 % Say it's walkable to grocery stores

  • 39 % Say streets are well-lit

  • 23 % Say there are sidewalks

Sourced by Trulia users. Learn more about our methodology.
  • John Hermansen
    "Fishing tournaments and HOA lunches are nice. The marina is a great community and everyone on the airstrip are very kind. Great place for kids and dogs. "
    1
    Flag
  • Jnmarcil
    "The area is awesome. Safe, clean , everyone knows everyone and keep an eye out for our neighbors best place to live. "
    0
    Flag
  • Trulia User
    "Neighborhood feels safe and secure. I love the area. Live right near the Montessori school. Beware because there are sometimes fast drivers. "
    0
    Flag
  • Trulia User
    "Lots of grass to play in. Easy living in the Keys. Lots of places to run you dogs. Pebbles & Bambam enjoy it. "
    0
    Flag
  • Fabelomaribel
    "I've lived in this neighborhood for a while and the people are very nice I love my neighbor's the schools are closed by"
    1
    Flag
  • Cinnapep
    "Beautiful area with friendly people. Clean neighborhood and low crime rate. Very walkable with great galleries and restaurants. "
    0
    Flag
  • Jessica G.
    "I’ve lived here for almost 2 years now and i live net the boat ramp and everyone is very nice and the schools are close as they can be"
    0
    Flag
  • Jessica
    "It is near the high school and close to Winn Dixie along with close by gas stations .................."
    0
    Flag
  • Amie B.
    "we've lived her for 1 year and lovve it, beautiful ocean views and multi million dollar homes atl around. "
    0
    Flag
  • Lynne G.
    "Love it here in Safety Harbor. Everything about this home and neighborhood is wonderful. Kind neigbors, lovely views, best of Islamorada communities. Plenty to do if you are looking for it and plenty of peace & privacy at the same time. "
    0
    Flag
  • Lucytwo259
    "This is one of the best areas in Islamorada, It is a beautiful ocean-side location with easy ocean access. It is far enough away from the hustle and noise of the commercial area but not so far that it is inconvenient."
    0
    Flag
  • Kathy D.
    "Coral Harbour Club is located in the heart of Islamorada near shopping and dining."
    0
    Flag
  • Interested I. A.
    "Islamorada is a wonderful community with lots of things to do for all ages and lifestyles. Fishing, bird watching, hiking, swimming, snorkeling, kayaking, biking, running, great nightlife and restaurants. All around fun and relaxation!"
    0
    Flag

LGBTQ Local Legal Protections

Frequently asked questions about 166 Redwing Rd

  • What is 166 Redwing Rd estimated to be worth?
    Trulia's estimated value for 166 Redwing Rd in Plantation Key, FL is $3,683,000.
  • What is the price history for 166 Redwing Rd?
    166 Redwing Rd in Plantation Key, FL last sold for $250,000 in November 1993.
  • Is Plantation Key a buyer's or seller's market?
    Plantation Key is currently a buyer's market, based on recent for-sale activity.
  • What's the median sale price in Plantation Key?
    The median sale price in Plantation Key is $1.09M. That is up $8.17K from the prior month.
  • How big is the lot at 166 Redwing Rd?
    The lot at 166 Redwing Rd in Plantation Key, FL is about 0.20 acres (8,861 sq ft).
  • Does 166 Redwing Rd have a garage?
    Yes, 166 Redwing Rd in Plantation Key, FL has a garage.

Explore by feature - Pet Friendly

11 pet-friendly rentals in Plantation Key, FL

Explore by feature - Garage

6 rentals with a garage in Plantation Key, FL

Explore by feature - Air Conditioning

32 rentals with air conditioning in Plantation Key, FL

Explore by feature - Pool

18 rentals with a pool in Plantation Key, FL

Explore by feature - Washer/dryer

31 rentals with a washer/dryer in Plantation Key, FL

Explore by feature - Outdoor Space

Apartments for Rent

Skip to last item
Skip to first item

Off Market Homes Near 166 Redwing Rd

Skip to last item
Skip to first item

Homes for sale near 166 Redwing Rd

Skip to last item
Skip to first item
Skip to last item
  • Results are loading
Skip to first item