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$1,299,000
Property Description
Pride of ownership makes this house a home buyer's dream. This 3 bed, 2 bath, 1492sf home sits on an oversized fully fenced lot with beautiful landscaping, 14x32 heated, saltwater pool, large screened porch w/stairs to the pool & outdoor living space offering a private retreat for you to enjoy the laid-back Florida Keys lifestyle. Located in Breezeswept Beach Estate in Ramrod Key, this home is walking distance to restaurants, shopping and a short drive into famous Key West and all that it has to offer! Built in 2016 and beautifully maintained 2018 updates: porcelain tile floors, kitchen/bathroom cabinets, granite counters & stainless appliances. Large kitchen w/center island, dedicated dining area, bonus bar seating and laundry room with utility sink and washer/dryer tucked behind the kitchen. This unique floorplan has a private master suite with separate water closet, dual sinks, and walk-in closet. Two additional bedrooms on the opposite side of the house with a walk-in closet and lots of natural light. Large guest bathroom with jacuzzi tub and upgraded cabinets/countertops. Open concept living is ideal for entertaining in your large family room open to the kitchen and dining area and access to the screened porch and pool area. Custom blinds, plantation shutters, freshly painted exterior, parking for your cars, boats and water toys. 299sf enclosure offers plenty of storage. This home can be fully furnished for vacation rentals, or choose to furnish with your own style. Ramrod Key & the Florida Keys offer many activities such as snorkeling, scuba diving, fishing, & boating from your private dock. Minutes to the Atlantic Ocean and the Gulf and home to the most amazing blue waters and abundant sea life. 23' center console 2018 SeaHunt sport fisher with Yamaha 250 and Continental trailer are available. Metal roof, impact windows/doors, Hardie-board siding and a 10,000lb boat lift makes this house a must see!
Full Property Details
Full Property Details for 27414 Guadaloupe Ln
General
- Price: $1,299,000
- Taxes: $5,739 (2025)
- Status: Active
- Type: Single Family
- Source: 927
- MLS ID: 618854
- Updated: 5/13/2026
- Added to Site: 75 day(s) ago
Interior
- Interior Features: Workshop, Utility Room, Entrance Foyer, Walk-in Closet(s), Granite Counter Top, Smoke Alarms, Split Bedroom, Whirlpool Bath Tub, Window Treatments
- Appliances: Stainless Steel Appliance(s), Dishwasher, Dryer, Microwave, Range, Refrigerator, Washer
- Flooring: Tile
Rooms
Bathrooms
- Total Bathrooms: 2
- Full Bathrooms: 2
Bedrooms
- Total Bedrooms: 3
Other Rooms
- Laundry: Laundry Room
Additional Information
- Shared Amenities: Bike Paths
- Pool: Yes
- Pool Description: Heated, In Ground, Fiberglass
Exterior
- Exterior Features: Fencing, Gazebo, Privacy Wall/Fence, Storage
Parking
- Parking Features: Open, Guest, Carport
Location
- Area: 09 - Ramrod Key
- County: Monroe
- Subdivision: Breezeswept Bch Est (27.5)
- Driving Directions: Turn Oceanside at Looe Key Tiki/West Indies Drive, follow around and turn right onto Guadaloupe, home is on the left, sign in yard.
Community
- Assoc. Fees Include: None
Heating & Cooling
- Central air: Yes
- Air Conditioning: Yes
- Cooling Type: Central Air, Ceiling Fans(s)
Structural Information
- Architectural Style: Above Flood
- Construction Status: Updated/Remodeled
- Construction: Modular
- Roof: Metal
- Windows/Doors: Impact Rstnce Doors, Impact Rstnce Window
- Square Feet: 1,492
- Sq. Ft. Source: Seller
- Year Built: 2016
- Property Condition: Updated/Remodeled
Lot Features
- Property View: Canal
- Lot Size (Acres): 0.2
- Lot Size (Sq. Ft.): 9,000
- Lot Size Source: Tax Records
- Lot Dimensions: 90 x 100
- Zoning: IS - Improved Subivision District
Water Features
- Water Front: Yes
- Water View: Yes
- Water Front Desc.: Canal Front
Financial Considerations
- Tax Amount: $5,739.49
- Tax Year: 2025
Disclosures and Reports
- Legal Description: Bk 4 Lot 27 & E 30 Ft Lot 26 Breezeswept Beach Estates Ramrod Key Pb4-143 Or377-806 Or1040-1856 Or1040-1857 Or2041-1648
- APN: 202350000000
Listed by Expert Realty LLC, Pamela A Stangler (305) 433-1036 and Expert Realty LLC, Cole Stangler (305) 890-6417
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Schools
Schools serving 27414 Guadaloupe Ln
School District:Monroe County School District, Middle Torch Key, FL
| Name | Grades | Distance |
|---|---|---|
Sugarloaf School 255 Crane Boulevard, Summerland Key, FL 33042 | PK-8 | 7.9 mi |
Key West High School 2100 Flagler Avenue, Key West, FL 33040 | 9-12 | 24.5 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 27414 Guadaloupe Ln
Date
Details
Price
Change
Source
2/27/2026
Listed
$1,299,000
134.9%
MLS
8/05/2016
Sold
$553,000
—
Public Record
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
Tax History for 27414 Guadaloupe Ln
Year
Property Taxes
Change
Tax Assessment
Change
2025
$5,739
5%
$603,406
3%
2024
$5,451
4%
$586,401
3%
2023
$5,234
—
$569,322
6%
2021
$5,244
3%
$536,641
-3%
2022
$5,097
-3%
$552,740
4%
2021
$5,244
2%
$529,232
2%
2019
$5,124
-4%
$517,334
-1%
2018
$5,318
10%
$524,791
10%
2017
$4,816
171%
$476,445
217%
2016
$1,774
107%
$150,062
149%
2015
$858
13%
$60,360
13%
2014
$760
7%
$53,313
10%
2013
$707
—
$48,467
—
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
Estimate the Cost
Estimate the Cost for 27414 Guadaloupe Ln
27414 Guadaloupe Lane, Ramrod Key, FL 33042 (MLS# 618854) is a Single Family property with 3 bedrooms and 2 full bathrooms. 27414 Guadaloupe Lane is currently listed for $1,299,000 and was received on February 27, 2026. Want to learn more about 27414 Guadaloupe Lane? Do you have questions about finding other Single Family real estate for sale in Ramrod Key? You can browse all Ramrod Key real estate or contact a Coldwell Banker agent to request more information.