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$795,000 Just Listed

  • For Sale
  • Active
  • Single Family
  • 3 Beds
  • 3 Full Baths
  • 1,596 Sq. Ft.
  • Updated 3 days ago
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Tucked into one of Islamorada's favorite neighborhoods, Key Heights, this spacious stilt home is surrounded by leafy streets and longtime residents. The neighborhood features a charming bay front homeowners park with a boat ramp for smaller boats and beautiful sunset views that make evening walks part of the routine. Conveniently located near Founders Park, restaurants and local schools, the updated home combines practicality with plenty of room to spread out. Protected by a metal roof and impact windows and doors, the home offers peace of mind along with comfortable Keys living. The main living level features an oversized living, dining, and kitchen area that feels open and welcoming along with two bedrooms and two bathrooms. The kitchen is well-equipped for serious cooks with a gas cooktop and generous workspace. Upstairs, a very private 400sf +/- primary suite occupies its own level and includes an en suite bath with soaking tub plus a flexible bonus room that works well as an office, gym, or relaxed pajama lounge. Beneath the stilt home, you'll find enclosed storage space and covered parking. Outside, the large fenced yard offers space for pets, gardening, entertaining, or storing recreational gear. There's plenty of room for a pool! Whether you're looking for a full-time residence or a laid-back Keys retreat close to the water, this home delivers a great combination of neighborhood charm and functionality.

Full Property Details for 183 Orlando Dr

General

  • Price: $795,000
  • Taxes: $5,254 (2025)
  • Status: Active
  • Type: Single Family
  • Source: 927
  • MLS ID: 620065
  • Updated: 5/29/2026
  • Added to Site: 3 day(s) ago

Interior

  • Interior Features: Granite Counter Top, Split Bedroom
  • Appliances: Dishwasher, Dryer, Freezer, Gas Appliances, Microwave, Range, Refrigerator, Washer
  • Flooring: Vinyl, Tile

Rooms

Bathrooms

  • Total Bathrooms: 3
  • Full Bathrooms: 3

Bedrooms

  • Total Bedrooms: 3

Additional Information

  • Shared Amenities: Community Boat Ramp

Exterior

  • Exterior Features: Fencing
  • Deck/Patio: Open Porch/Balcony, Deck
  • Porch/Patio/Deck: Open Porch/Balcony, Deck

Parking

  • Parking Features: Covered

Location

  • Area: 25 - Plantation Key
  • County: Monroe
  • Subdivision: Key Heights (88.5)

Community

  • Assoc. Fees Include: None
  • Pets Allowed: Yes

Heating & Cooling

  • Central air: Yes
  • Air Conditioning: Yes
  • Cooling Type: Central Air, Ceiling Fans(s)
  • Heating Type: Central

Structural Information

  • Architectural Style: Above Flood
  • Construction Status: Updated/Remodeled
  • Construction: Frame
  • Roof: Metal
  • Windows/Doors: Impact Rstnce Doors, Impact Rstnce Window
  • Square Feet: 1,596
  • Sq. Ft. Source: Tax Records
  • Year Built: 1987
  • Property Condition: Updated/Remodeled

Lot Features

  • Property View: No Waterview
  • Lot Size (Acres): 0.16
  • Lot Size (Sq. Ft.): 7,200
  • Lot Size Source: Tax Records
  • Lot Dimensions: 60 x 120
  • Zoning: R1 - Residential Single Family

Water Features

  • Water View: Yes

Financial Considerations

  • Tax Amount: $5,254.44
  • Tax Year: 2025
  • Terms: Cash, Conventional, VA Loan, FHA

Disclosures and Reports

  • Legal Description: Bk 11 Lt 14 Key Heights Section 2 Plantation Key Pb3-159
  • Flood Zone: AE8
  • APN: 417240000000

Listed by Coldwell Banker Schmitt Islamorada, Christy Hughes (305) 393-6190

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Listing agent

— 183 Orlando Dr —

  • Christy Hughes

    Coldwell Banker Schmitt Islamorada

Get Pre-Approved Today

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Schools serving 183 Orlando Dr

School District:Monroe County School District, Middle Torch Key, FL
NameGradesDistance
Plantation Key School
100 Lake Road, Tavernier, FL 33070
PK-81.2 mi
Coral Shores High School
89901 Old Highway, Tavernier, FL 33070
9-121.5 mi
Disclaimer: School attendance boundaries provided by ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.

Price & Sales History for 183 Orlando Dr Get Price Alerts and Save Property

Date
Details
Price
Change
Source
5/29/2026
Listed
$795,000
55.88%
MLS
4/05/2017
Sold
$510,000
—
Public Record
Get Price Alerts and Save Property
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Tax History for 183 Orlando Dr

Year
Property Taxes
Change
Tax Assessment
Change
2024
$5,086
—
$513,128
3%
2024
$5,086
-23%
$498,667
-19%
2023
$6,635
38%
$616,954
41%
2021
$4,798
1%
$436,236
-3%
2022
$4,770
-1%
$449,323
2%
2021
$4,798
-8%
$440,834
4%
2019
$5,192
—
$425,087
-1%
2018
$5,197
11%
$430,153
—
2017
$4,671
-1%
$431,183
5%
2016
$4,735
4%
$411,364
15%
2015
$4,546
9%
$358,634
12%
2014
$4,159
13%
$318,895
2%
2013
$3,696
—
$312,754
—
View All
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

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NMLS#: 1598647

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Listed by Coldwell Banker Schmitt Islamorada, Christy Hughes (305) 393-6190

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183 Orlando Drive, Plantation Key, FL 33070 (MLS# 620065) is a Single Family property with 3 bedrooms and 3 full bathrooms. 183 Orlando Drive is currently listed for $795,000 and was received on May 29, 2026. Want to learn more about 183 Orlando Drive? Do you have questions about finding other Single Family real estate for sale in Plantation Key? You can browse all Plantation Key real estate or contact a Coldwell Banker agent to request more information.

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