$3,495,000
- 4
- beds
- 4
- baths
- 2,429
- sqft
- 1981
- year built
- 4
- beds
- 4
- baths
- 2,429
- sqft
- 1981
- year built
- Status:
- Active
- MLS #:
- 619913
- Neighborhood:
- Crains Sub (58.0)
- County:
- Monroe
- Listed By:
- Ally Kelley - Ocean Sotheby's International
- Agent Phone:
- (727) 459-0493
- Agent Email:
- akelley@oceansir.com
Sponsoring Broker: Derek Eisenberg, Continental Real Estate Group, Inc
Enter the bougainvillea-lined gates of Casa Feliz, a private oceanfront retreat on Grassy Key offering expansive water views, a white sand beach, and resort-style living. A strong-producing vacation rental with established history and future bookings in place, this exceptional estate presents an attractive investment opportunity. Set on more than 24,000 square feet of lush grounds with mature landscaping, fruit trees, fresh herbs, and .29 acres of bay bottom, Casa Feliz is designed for relaxation and entertaining. An observation pier provides access for kayaking, paddleboarding, fishing, and enjoying abundant marine life. Dockage is available nearby at Duck Key Marina or Grassy Key Marina, if desired. The property's unique orientation captures both sunrise and sunset views, a rare feature in the Keys. Outdoor amenities include a saltwater pool with cascading waterfalls, spillover spa, and a fully equipped poolside cabana featuring a wet bar, refrigerator, ice maker, and cooking area. A fire table and beachside fire pit offer inviting spaces to gather beneath the stars. Completely renovated down to the studs in 2022, the three-story residence was redesigned to maximize ocean views throughout. Four custom bedroom suites, each with a private en-suite bath, comfortably accommodate guests. The top-floor penthouse suite features a private balcony, 180-degree ocean views, custom 96-inch circular bed, and kitchenette with coffee station. Accordion impact-glass doors create a seamless connection between indoor and outdoor living. The gourmet kitchen features Café appliances, an induction cooktop, quartz countertops, mosaic tile backsplash, wine cooler, glass shelving, and multiple dining areas. Additional highlights include a movie theater, library loft, Control4 smart technology, custom millwork, and a mural by a local artist. Come discover why Grassy Key is the place to be.
Highlights
- Residential
- Single Family Residence
- Built in 1981
- 0.85 Acre Lot
- Waterfront
- 181 days on Market
-
- Bedrooms
- 4
-
- Bathrooms
- 4
-
- Year Built
- 1981
-
- Parking Features
- Carport
-
- Appliances
- Dryer, Dishwasher, Microwave, Refrigerator, Washer, Range, Disposal, Oven, Freezer, Wine Cooler, Stainless Steel Appliance(s)
-
- Flooring
- Tile, Wood
-
- Furnished
- Furnished
-
- Exterior Features
- Storage, Lighting, Rain Gutters, Outdoor Shower, Outdoor Kitchen, Built-in Barbecue
-
- Patio And Porch
- Porch
-
- Pool Features
- In Ground, Lap
-
- Security Features
- Smoke Detector(s), Security System
-
- Cooling
- Ceiling Fan(s)
-
- Acres
- 0.85
-
- Water Front Features
- Ocean Front
-
- Water Front
- Yes
-
- View
- Ocean
-
- Utilities
- Cable Available, Propane
-
- Area
- 19 - Crawl Key & Grassy Key
-
- County
- Monroe
-
- City
- Marathon
-
- Neighborhood
- Crains Sub (58.0)
-
- Zip Code
- 33050
-
Ask a Question
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Estimated Value
$2,354,572
$1,765,929 - $2,943,215
Source: Constellation Data Labs
Price History
| 08/24/2026 | Price Changed | $3,495,000 |
| Source: MIAMI REALTORS MLS #A12056681 | ||
| 07/20/2026 | Listed | $3,650,000 |
| Source: MIAMI REALTORS MLS #A12056681 | ||
| 05/14/2026 | Listed | $3,495,000 |
| Source: Florida Keys Board of REALTORS #619913 | ||
| 06/30/2017 | Sold | $1,300,000 |
| Source: Florida Keys Board of REALTORS #573307 | ||
| 12/22/2016 | Listed | $1,350,000 |
| Source: Florida Keys Board of REALTORS #573307 | ||
Source: MLS Data
Deed History
| 05/30/2023 | Quit Claim Deed (non-arm's length) | $0 |
| 07/03/2017 | Warranty Deed | $130,000 |
| 01/22/2004 | Warranty Deed | $674,500 |
| 01/22/2004 | Quit Claim Deed (non-arm's length) | $0 |
Source: Public records via Constellation Data Labs
Mortgage History
| 05/30/2023 | Credit Line (Revolving) / HELOC | $750,000 |
| 04/06/2018 | SBA Participation Trust Deed | $240,000 |
| 07/03/2017 | ARM (Adjustable Rate Mortgage as of August, 2009) | $975,000 |
| 05/14/2008 | Credit Line (Revolving) / HELOC | $249,000 |
| 01/22/2004 | Unknown | $539,600 |
Source: Public records via Constellation Data Labs
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Frequently Asked Questions
How do I schedule a tour of 58652 Overseas Hwy?
We can make that happen quickly. Click Tour This Home and we'll connect you directly with our vetted local partner to schedule your visit to 58652 Overseas Hwy.
They know residentials in the area well and can give you the guidance you need to buy with confidence.
How do I get more information about 58652 Overseas Hwy?
Click Ask a Question to talk with our team. You already know it is a 4 bed, 4 bath, listed for $3,495,000. We can talk through recent upgrades, potential seller motivation, how this single family residence compares to others in Marathon, and can even get you in to see the property quickly.
How do I get a virtual tour of 58652 Overseas Hwy?
Yes! A virtual tour is available for 58652 Overseas Hwy. Click here to view the full walkthrough and explore every room at your own pace. If you would like a guided virtual showing or have questions along the way, we can connect you with our local expert to walk you through it live.
How much is the monthly mortgage payment for 58652 Overseas Hwy?
With a 20% down payment and a 30-year fixed loan at an illustrative 7.25% rate, the ez Mortgage Calculator estimates the monthly payment for 58652 Overseas Hwy at around $21,059. This includes estimated property taxes and insurance.
Want to see how this changes with different down payments or interest rates? Jump to the calculator to run the numbers and fine-tune your plan.
How do I get pre-approved to buy 58652 Overseas Hwy?
Stand out in a competitive market by getting pre-approved today. Our quick and private pre-approval process helps you understand your true buying power—no credit pull required to explore all of your options.
Or, let us connect you with our preferred local lender in Monroe County. They will give you all of your available financing options, based on your specific situation and what is available to you.
Can I negotiate the asking price for 58652 Overseas Hwy?
In most cases, yes. Whether 58652 Overseas Hwy is priced competitively or not, your best offer depends on your personal situation, the seller's timeline, and recent activity in Marathon's market. Our preferred local partner will help you craft a strategy—factoring in comparable properties that have sold, timing, and deal structure—to make a smart, strong offer. Click here to ask about negotiation opportunities.
How do I make an offer on 58652 Overseas Hwy?
We can handle that for you. Our preferred local agent specializes in residentials in Marathon and can guide you through every step of the offer process.
You need an expert who is looking out for your best interests. From market valuation to contingencies and timing, they'll help you present a compelling offer that fits your goals. Click Ask a Question to get started today.
What is the price per square foot for this home?
This home is listed at $3,495,000 with 2,429 sqft of space—that comes out to approximately $1,439 per square foot.
How long has this property been on the market?
58652 Overseas Hwy was listed on May 14, 2026, which means it's been on the market for 181 days.
Want to keep tabs on it? Click the ♥ to favorite this home and get notified of price drops or changes.
When was this house built?
This home was built in 1981, making it approximately 45 years old.
What is the lot size of this property?
58652 Overseas Hwy sits on a 0.85-acre lot, which is 37,026 square feet.
What are the property taxes for 58652 Overseas Hwy?
The most recent public record shows annual property taxes for 58652 Overseas Hwy were approximately $14,034. This may change with reassessment or exemptions. Our local partner can verify current tax amounts and help you estimate future costs based on your situation.
Is 58652 Overseas Hwy still available for sale?
Yes, this home is still available! Click the ♥ to favorite it so you don't miss any changes—or ask our local expert to schedule a time to see it in person.
Source: ez Home Search, MLS Data
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IDX information is provided exclusively for consumers’ personal, non-commercial use, that it may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing, and that the data is deemed reliable but is not guaranteed accurate by the MLS. Copyright 2026 Florida Keys Board of REALTORS®, Inc.