Buy
  • Alabama Alaska California Connecticut Delaware Florida Georgia Hawaii Louisiana Maine Maryland Mississippi New Hampshire New Jersey New York North Carolina Oregon Pennsylvania Rhode Island South Carolina Texas Virginia Washington
    Canada Listings (730)
    Mexico Listings (329)
    Central America Listings (620)
    Caribbean Islands Listings (46)
    Asia Listings (20) Europe Listings (9)
    Advanced Search
Sell Find an Agent
BeachHouse.com BeachHouse.com
My Account
  • Login
  • Manage My Real Estate Ads
  • Manage My Search Profile / Auto Notify
  • My Account Info
  • Manage My Favorites
Advertise Join
  • Buy
  • Sell
  • Find an Agent
  • My Account
    • Login
    • Manage My Real Estate Ads
    • Manage My Search Profile / Auto Notify
    • My Account Info
    • Manage My Favorites
  • Advertise
  • Join
Back to Search Back to Listing BeachHouse.com logo
Share
BeachHouse.com logo
Ad #7645845
MLS #619687
Listing photo

Welcome to Casa Matecumbe, an extraordinary oceanfront sanctuary

74049 Overseas Hwy, Lower Matecumbe Key, FL 33036
$3,999,999
4Beds
4Baths
2,591Sqft
0.5Acres

About this property

Welcome to Casa Matecumbe, an extraordinary oceanfront sanctuary located at 74049 Overseas Highway in the prestigious Village of Islamorada. This iconic property represents one of the rarest opportunities in the Upper Keys: a private, gated, resort-style compound offering expansive open-water views, unmatched privacy, and the timeless charm of classic Florida Keys architecture. Set on a generous parcel with a sandy beach, and direct ocean access, Casa Matecumbe delivers the ultimate coastal lifestyle--one defined by serenity, natural beauty, and the freedom to enjoy the water at a moment's notice. The gated entrance supplies a perfect level of privacy. The approach sets the tone for the entire experience: peaceful, secluded, and authentically 'Old Florida,' yet elevated with the sophistication expected in a luxury Keys residence. Whether used as a full-time home, a seasonal retreat, or a legacy property to be enjoyed for generations, Casa Matecumbe offers a rare combination of location, land, and lifestyle that is nearly impossible to replicate. The main residence is thoughtfully positioned to maximize panoramic ocean views from nearly every room. Expansive windows and glass doors frame the turquoise water, inviting natural light to fill the interior spaces throughout the day. Upstairs there are 3 bedrooms and 2 baths as well as a gorgeous kitchen an open concept with dining under air conditioning or al fresco, Downstairs includes a large en-suite bedroom with water views as well as an additional kitchen and dining living area. Lower-Level Finished area of 1,065 is included in square footage. Both levels offer a breezy indoor-outdoor living--with modern comforts including updated finishes, impact windows, and spacious living areas. This 4-bedroom House is the perfect vacation home for larger families wishing to enjoy the pool, the beach and the ocean in a private setting.

Property Features

4 Beds
4 Baths
2,591 Sqft
Built in 1970
0.5 Acres
On Beachfront
Siding: CBS, Concrete
Metal Roof
Has Swimming Pool
$20,641 / yr property tax
Monroe County
Lower Mat Bch (74) Community

Additional Photos

Additional listing photo 1
Additional listing photo 2
Additional listing photo 3
Additional listing photo 4

Contact Information

Judy Rossignol

Realty ONE Group Engage the Keys

305-393-0523

Location

Map
Listing Agent: Judy Rossignol (License #: 705686) 305-393-0523
Broker: Realty ONE Group Engage the Keys 305-393-0523 Listing Site
Copyright © 2026 Florida Keys Board of REALTORS®. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.
BeachHouse.com
Printed Aug 11, 2026

Photo Gallery

Welcome to Casa Matecumbe, an extraordinary oceanfront sanctuary - photo 1
Welcome to Casa Matecumbe, an extraordinary oceanfront sanctuary - photo 2
Welcome to Casa Matecumbe, an extraordinary oceanfront sanctuary - photo 3
Welcome to Casa Matecumbe, an extraordinary oceanfront sanctuary - photo 4
Welcome to Casa Matecumbe, an extraordinary oceanfront sanctuary - photo 5
Welcome to Casa Matecumbe, an extraordinary oceanfront sanctuary - photo 6
Welcome to Casa Matecumbe, an extraordinary oceanfront sanctuary - photo 7
Welcome to Casa Matecumbe, an extraordinary oceanfront sanctuary - photo 8
Welcome to Casa Matecumbe, an extraordinary oceanfront sanctuary - photo 9
Welcome to Casa Matecumbe, an extraordinary oceanfront sanctuary - photo 10
Welcome to Casa Matecumbe, an extraordinary oceanfront sanctuary - photo 11
Welcome to Casa Matecumbe, an extraordinary oceanfront sanctuary - photo 12
Welcome to Casa Matecumbe, an extraordinary oceanfront sanctuary - photo 13
Welcome to Casa Matecumbe, an extraordinary oceanfront sanctuary - photo 14
Welcome to Casa Matecumbe, an extraordinary oceanfront sanctuary - photo 15
Welcome to Casa Matecumbe, an extraordinary oceanfront sanctuary - photo 16
Welcome to Casa Matecumbe, an extraordinary oceanfront sanctuary - photo 17
Welcome to Casa Matecumbe, an extraordinary oceanfront sanctuary - photo 18
Welcome to Casa Matecumbe, an extraordinary oceanfront sanctuary - photo 19
Welcome to Casa Matecumbe, an extraordinary oceanfront sanctuary - photo 20
Welcome to Casa Matecumbe, an extraordinary oceanfront sanctuary - photo 21
Welcome to Casa Matecumbe, an extraordinary oceanfront sanctuary - photo 22
Welcome to Casa Matecumbe, an extraordinary oceanfront sanctuary - photo 23
Welcome to Casa Matecumbe, an extraordinary oceanfront sanctuary - photo 24
Welcome to Casa Matecumbe, an extraordinary oceanfront sanctuary - photo 25
Welcome to Casa Matecumbe, an extraordinary oceanfront sanctuary - photo 26
Welcome to Casa Matecumbe, an extraordinary oceanfront sanctuary - photo 27
Welcome to Casa Matecumbe, an extraordinary oceanfront sanctuary - photo 28
Welcome to Casa Matecumbe, an extraordinary oceanfront sanctuary - photo 29
Welcome to Casa Matecumbe, an extraordinary oceanfront sanctuary - photo 30
Welcome to Casa Matecumbe, an extraordinary oceanfront sanctuary - photo 31
Welcome to Casa Matecumbe, an extraordinary oceanfront sanctuary - photo 32
Welcome to Casa Matecumbe, an extraordinary oceanfront sanctuary - photo 33
Welcome to Casa Matecumbe, an extraordinary oceanfront sanctuary - photo 34
Welcome to Casa Matecumbe, an extraordinary oceanfront sanctuary - photo 35
Welcome to Casa Matecumbe, an extraordinary oceanfront sanctuary - photo 36
Welcome to Casa Matecumbe, an extraordinary oceanfront sanctuary - photo 37
Welcome to Casa Matecumbe, an extraordinary oceanfront sanctuary - photo 38
Welcome to Casa Matecumbe, an extraordinary oceanfront sanctuary - photo 39
Welcome to Casa Matecumbe, an extraordinary oceanfront sanctuary - photo 40
Welcome to Casa Matecumbe, an extraordinary oceanfront sanctuary - photo 41
Welcome to Casa Matecumbe, an extraordinary oceanfront sanctuary - photo 42
Welcome to Casa Matecumbe, an extraordinary oceanfront sanctuary - photo 43
Welcome to Casa Matecumbe, an extraordinary oceanfront sanctuary - photo 44
Welcome to Casa Matecumbe, an extraordinary oceanfront sanctuary - photo 45
Welcome to Casa Matecumbe, an extraordinary oceanfront sanctuary - photo 46
Welcome to Casa Matecumbe, an extraordinary oceanfront sanctuary - photo 47
Welcome to Casa Matecumbe, an extraordinary oceanfront sanctuary - photo 48
Welcome to Casa Matecumbe, an extraordinary oceanfront sanctuary - photo 49
Welcome to Casa Matecumbe, an extraordinary oceanfront sanctuary - photo 50

$3,999,999

4
Beds
4
Baths
2,591
Sqft

74049 Overseas Hwy, Lower Matecumbe Key, FL 33036

By contacting this agent you agree to these Terms and Conditions.
Home Florida Lower Matecumbe Key
Welcome to Casa Matecumbe, an extraordinary oceanfront sanctuary - photo 1
Welcome to Casa Matecumbe, an extraordinary oceanfront sanctuary - photo 2
Welcome to Casa Matecumbe, an extraordinary oceanfront sanctuary - photo 3
Welcome to Casa Matecumbe, an extraordinary oceanfront sanctuary - photo 4
Welcome to Casa Matecumbe, an extraordinary oceanfront sanctuary - photo 5
MLS# 619687
Home For Sale

Welcome to Casa Matecumbe, an extraordinary oceanfront sanctuary

$3,999,999

74049 Overseas Hwy, Lower Matecumbe Key, FL 33036

4
Beds
4
Baths
2,591
Sqft
0.5
Acres
$3,999,999
74049 Overseas Hwy, Lower Matecumbe Key, FL 33036
4 Beds
4 Baths
2,591 Sqft
0.5 Acres
Welcome to Casa Matecumbe, an extraordinary oceanfront sanctuary located at 74049 Overseas Highway in the prestigious Village of Islamorada. This iconic property represents one of the rarest opportunities in the Upper Keys: a private, gated, resort-style compound offering expansive open-water views, unmatched privacy, and the timeless charm of classic Florida Keys architecture. Set on a generous parcel with a sandy beach, and direct ocean access, Casa Matecumbe delivers the ultimate coastal lifestyle--one defined by serenity, natural beauty, and the freedom to enjoy the water at a moment's notice. The gated entrance supplies a perfect level of privacy. The approach sets the tone for the entire experience: peaceful, secluded, and authentically 'Old Florida,' yet elevated with the sophistication expected in a luxury Keys residence. Whether used as a full-time home, a seasonal retreat, or a legacy property to be enjoyed for generations, Casa Matecumbe offers a rare combination of location, land, and lifestyle that is nearly impossible to replicate. The main residence is thoughtfully positioned to maximize panoramic ocean views from nearly every room. Expansive windows and glass doors frame the turquoise water, inviting natural light to fill the interior spaces throughout the day. Upstairs there are 3 bedrooms and 2 baths as well as a gorgeous kitchen an open concept with dining under air conditioning or al fresco, Downstairs includes a large en-suite bedroom with water views as well as an additional kitchen and dining living area. Lower-Level Finished area of 1,065 is included in square footage. Both levels offer a breezy indoor-outdoor living--with modern comforts including updated finishes, impact windows, and spacious living areas. This 4-bedroom House is the perfect vacation home for larger families wishing to enjoy the pool, the beach and the ocean in a private setting.
104 days
on BeachHouse.com
0
view
0
saves

Property Details

HOME DETAILS

4 Beds
4 Baths
2,591 Sqft
Built in 1970
0.5 Acres

BEACH & VIEW

On Beachfront

EXTERIOR

Siding: CBS, Concrete
Metal Roof
Has Swimming Pool

FINANCIAL & COMMUNITY

$20,641 / yr property tax
Monroe County
Lower Mat Bch (74) Community
See More Details

Location

Map
Open in Google Maps

Mortgage Calculator

Ad Statistics

Ad Number
7645845
Viewed
0 time
Listing Status
Active
Added
Apr 29, 2026
Last Refreshed
Jul 03, 2026 06:17:28 PM

Listing Information

Data Source
Florida Keys Board of REALTORS®
Source Property ID
619687
Listing Agent: Judy Rossignol (License #: 705686) 305-393-0523
Broker: Realty ONE Group Engage the Keys 305-393-0523 Listing Site
Copyright © 2026 Florida Keys Board of REALTORS®. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.

Request Information

By proceeding, you authorize Dream Home Network Inc., its service providers (including real estate professionals such as Brokers, Listing Agents, Buyers Agents, and local referral partners), its affiliates, and other real estate professionals that may not be associated with Dream Home Network, to contact you using the contact details you provided, via email, phone call, and text (SMS), including using automated dialing technology and prerecorded and artificial voice, for marketing or advertising purposes, including contacting you about your inquiry and other home-related matters. You understand that your consent to the foregoing is not a condition of any purchase. Message and data rates may apply. This consent applies even if you are on a corporate, state or national Do Not Call list. Dream Home Network Inc. may share information about your recent and future site activity with its affiliates and service providers (including real estate professionals such as Brokers, Listing Agents, Buyers Agents, and local referral partners) to help them better understand what you are looking for in a property. To opt-out at any time you can reply "STOP" or contact Dream Home Network Inc. at csv@dreamhomenetwork.com.

Start advertising today

Explore options for real estate agents and homeowners advertising on BeachHouse.com
Sell Your Home

Explore Similar Properties

For Sale
Experience elevated coastal living in this elegant Port Antigua - photo 1
Experience elevated coastal living in this elegant Port Antigua - photo 2
Experience elevated coastal living in this elegant Port Antigua - photo 3
Experience elevated coastal living in this elegant Port Antigua - photo 4
Experience elevated coastal living in this elegant Port Antigua - photo 5
Experience elevated coastal living in this elegant Port Antigua - photo 6
Experience elevated coastal living in this elegant Port Antigua - photo 7
Experience elevated coastal living in this elegant Port Antigua - photo 8
Experience elevated coastal living in this elegant Port Antigua - photo 9
Experience elevated coastal living in this elegant Port Antigua - photo 10
Experience elevated coastal living in this elegant Port Antigua - photo 11
Experience elevated coastal living in this elegant Port Antigua - photo 12
Experience elevated coastal living in this elegant Port Antigua - photo 13
Experience elevated coastal living in this elegant Port Antigua - photo 14
Experience elevated coastal living in this elegant Port Antigua - photo 15
Experience elevated coastal living in this elegant Port Antigua - photo 16
Experience elevated coastal living in this elegant Port Antigua - photo 17
Experience elevated coastal living in this elegant Port Antigua - photo 18
Experience elevated coastal living in this elegant Port Antigua - photo 19
Experience elevated coastal living in this elegant Port Antigua - photo 20
Experience elevated coastal living in this elegant Port Antigua - photo 21
Experience elevated coastal living in this elegant Port Antigua - photo 22
Experience elevated coastal living in this elegant Port Antigua - photo 23
Experience elevated coastal living in this elegant Port Antigua - photo 24
Experience elevated coastal living in this elegant Port Antigua - photo 25
Experience elevated coastal living in this elegant Port Antigua - photo 26
Experience elevated coastal living in this elegant Port Antigua - photo 27
Experience elevated coastal living in this elegant Port Antigua - photo 28
Experience elevated coastal living in this elegant Port Antigua - photo 29
Experience elevated coastal living in this elegant Port Antigua - photo 30
Experience elevated coastal living in this elegant Port Antigua - photo 31
Experience elevated coastal living in this elegant Port Antigua - photo 32
Experience elevated coastal living in this elegant Port Antigua - photo 33
Experience elevated coastal living in this elegant Port Antigua - photo 34
Experience elevated coastal living in this elegant Port Antigua - photo 35
Experience elevated coastal living in this elegant Port Antigua - photo 36
Experience elevated coastal living in this elegant Port Antigua - photo 37
Experience elevated coastal living in this elegant Port Antigua - photo 38
Experience elevated coastal living in this elegant Port Antigua - photo 39
Experience elevated coastal living in this elegant Port Antigua - photo 40
Experience elevated coastal living in this elegant Port Antigua - photo 41
Experience elevated coastal living in this elegant Port Antigua - photo 42
Experience elevated coastal living in this elegant Port Antigua - photo 43
Experience elevated coastal living in this elegant Port Antigua - photo 44
Experience elevated coastal living in this elegant Port Antigua - photo 45
Experience elevated coastal living in this elegant Port Antigua - photo 46
Experience elevated coastal living in this elegant Port Antigua - photo 47
Experience elevated coastal living in this elegant Port Antigua - photo 48
Experience elevated coastal living in this elegant Port Antigua - photo 49
Experience elevated coastal living in this elegant Port Antigua - photo 50
Experience elevated coastal living in this elegant Port Antigua - photo 51
Experience elevated coastal living in this elegant Port Antigua - photo 52
Experience elevated coastal living in this elegant Port Antigua - photo 53
Experience elevated coastal living in this elegant Port Antigua - photo 54
Experience elevated coastal living in this elegant Port Antigua - photo 55
Experience elevated coastal living in this elegant Port Antigua - photo 56
Experience elevated coastal living in this elegant Port Antigua - photo 57
Experience elevated coastal living in this elegant Port Antigua - photo 58
Experience elevated coastal living in this elegant Port Antigua - photo 59
Experience elevated coastal living in this elegant Port Antigua - photo 60

$4,750,000

5 Beds | 5.0 Baths | 4,064 Sqft

88 W Plaza Del Lago, Lower Matecumbe Key, FL 33036

Experience elevated coastal living in this elegant Port Antigua

Added: 07/03/2025 • Updated: 06/27/2026
For Sale
Welcome to 166 Bayview Drive, a rare bayfront estate in the - photo 1
Welcome to 166 Bayview Drive, a rare bayfront estate in the - photo 2
Welcome to 166 Bayview Drive, a rare bayfront estate in the - photo 3
Welcome to 166 Bayview Drive, a rare bayfront estate in the - photo 4
Welcome to 166 Bayview Drive, a rare bayfront estate in the - photo 5
Welcome to 166 Bayview Drive, a rare bayfront estate in the - photo 6
Welcome to 166 Bayview Drive, a rare bayfront estate in the - photo 7
Welcome to 166 Bayview Drive, a rare bayfront estate in the - photo 8
Welcome to 166 Bayview Drive, a rare bayfront estate in the - photo 9
Welcome to 166 Bayview Drive, a rare bayfront estate in the - photo 10
Welcome to 166 Bayview Drive, a rare bayfront estate in the - photo 11
Welcome to 166 Bayview Drive, a rare bayfront estate in the - photo 12
Welcome to 166 Bayview Drive, a rare bayfront estate in the - photo 13
Welcome to 166 Bayview Drive, a rare bayfront estate in the - photo 14
Welcome to 166 Bayview Drive, a rare bayfront estate in the - photo 15
Welcome to 166 Bayview Drive, a rare bayfront estate in the - photo 16
Welcome to 166 Bayview Drive, a rare bayfront estate in the - photo 17
Welcome to 166 Bayview Drive, a rare bayfront estate in the - photo 18
Welcome to 166 Bayview Drive, a rare bayfront estate in the - photo 19
Welcome to 166 Bayview Drive, a rare bayfront estate in the - photo 20
Welcome to 166 Bayview Drive, a rare bayfront estate in the - photo 21
Welcome to 166 Bayview Drive, a rare bayfront estate in the - photo 22
Welcome to 166 Bayview Drive, a rare bayfront estate in the - photo 23
Welcome to 166 Bayview Drive, a rare bayfront estate in the - photo 24
Welcome to 166 Bayview Drive, a rare bayfront estate in the - photo 25
Welcome to 166 Bayview Drive, a rare bayfront estate in the - photo 26
Welcome to 166 Bayview Drive, a rare bayfront estate in the - photo 27
Welcome to 166 Bayview Drive, a rare bayfront estate in the - photo 28
Welcome to 166 Bayview Drive, a rare bayfront estate in the - photo 29
Welcome to 166 Bayview Drive, a rare bayfront estate in the - photo 30
Welcome to 166 Bayview Drive, a rare bayfront estate in the - photo 31
Welcome to 166 Bayview Drive, a rare bayfront estate in the - photo 32
Welcome to 166 Bayview Drive, a rare bayfront estate in the - photo 33
Welcome to 166 Bayview Drive, a rare bayfront estate in the - photo 34
Welcome to 166 Bayview Drive, a rare bayfront estate in the - photo 35
Welcome to 166 Bayview Drive, a rare bayfront estate in the - photo 36
Welcome to 166 Bayview Drive, a rare bayfront estate in the - photo 37
Welcome to 166 Bayview Drive, a rare bayfront estate in the - photo 38

$4,700,000

4 Beds | 4.0 Baths | 2,478 Sqft

166 Bayview Dr, Lower Matecumbe Key, FL 33036

Welcome to 166 Bayview Drive, a rare bayfront estate in the

Added: 12/01/2025 • Updated: 06/03/2026
For Sale
Near-new luxury home in coveted Toll Gate Shores, Islamorada - photo 1
Near-new luxury home in coveted Toll Gate Shores, Islamorada - photo 2
Near-new luxury home in coveted Toll Gate Shores, Islamorada - photo 3
Near-new luxury home in coveted Toll Gate Shores, Islamorada - photo 4
Near-new luxury home in coveted Toll Gate Shores, Islamorada - photo 5
Near-new luxury home in coveted Toll Gate Shores, Islamorada - photo 6
Near-new luxury home in coveted Toll Gate Shores, Islamorada - photo 7
Near-new luxury home in coveted Toll Gate Shores, Islamorada - photo 8
Near-new luxury home in coveted Toll Gate Shores, Islamorada - photo 9
Near-new luxury home in coveted Toll Gate Shores, Islamorada - photo 10
Near-new luxury home in coveted Toll Gate Shores, Islamorada - photo 11
Near-new luxury home in coveted Toll Gate Shores, Islamorada - photo 12
Near-new luxury home in coveted Toll Gate Shores, Islamorada - photo 13
Near-new luxury home in coveted Toll Gate Shores, Islamorada - photo 14
Near-new luxury home in coveted Toll Gate Shores, Islamorada - photo 15
Near-new luxury home in coveted Toll Gate Shores, Islamorada - photo 16
Near-new luxury home in coveted Toll Gate Shores, Islamorada - photo 17
Near-new luxury home in coveted Toll Gate Shores, Islamorada - photo 18
Near-new luxury home in coveted Toll Gate Shores, Islamorada - photo 19
Near-new luxury home in coveted Toll Gate Shores, Islamorada - photo 20
Near-new luxury home in coveted Toll Gate Shores, Islamorada - photo 21
Near-new luxury home in coveted Toll Gate Shores, Islamorada - photo 22
Near-new luxury home in coveted Toll Gate Shores, Islamorada - photo 23
Near-new luxury home in coveted Toll Gate Shores, Islamorada - photo 24
Near-new luxury home in coveted Toll Gate Shores, Islamorada - photo 25
Near-new luxury home in coveted Toll Gate Shores, Islamorada - photo 26
Near-new luxury home in coveted Toll Gate Shores, Islamorada - photo 27
Near-new luxury home in coveted Toll Gate Shores, Islamorada - photo 28
Near-new luxury home in coveted Toll Gate Shores, Islamorada - photo 29
Near-new luxury home in coveted Toll Gate Shores, Islamorada - photo 30
Near-new luxury home in coveted Toll Gate Shores, Islamorada - photo 31
Near-new luxury home in coveted Toll Gate Shores, Islamorada - photo 32
Near-new luxury home in coveted Toll Gate Shores, Islamorada - photo 33
Near-new luxury home in coveted Toll Gate Shores, Islamorada - photo 34
Near-new luxury home in coveted Toll Gate Shores, Islamorada - photo 35
Near-new luxury home in coveted Toll Gate Shores, Islamorada - photo 36
Near-new luxury home in coveted Toll Gate Shores, Islamorada - photo 37
Near-new luxury home in coveted Toll Gate Shores, Islamorada - photo 38
Near-new luxury home in coveted Toll Gate Shores, Islamorada - photo 39
Near-new luxury home in coveted Toll Gate Shores, Islamorada - photo 40
Near-new luxury home in coveted Toll Gate Shores, Islamorada - photo 41
Near-new luxury home in coveted Toll Gate Shores, Islamorada - photo 42
Near-new luxury home in coveted Toll Gate Shores, Islamorada - photo 43
Near-new luxury home in coveted Toll Gate Shores, Islamorada - photo 44
Near-new luxury home in coveted Toll Gate Shores, Islamorada - photo 45
Near-new luxury home in coveted Toll Gate Shores, Islamorada - photo 46
Near-new luxury home in coveted Toll Gate Shores, Islamorada - photo 47
Near-new luxury home in coveted Toll Gate Shores, Islamorada - photo 48
Near-new luxury home in coveted Toll Gate Shores, Islamorada - photo 49
Near-new luxury home in coveted Toll Gate Shores, Islamorada - photo 50
Near-new luxury home in coveted Toll Gate Shores, Islamorada - photo 51
Near-new luxury home in coveted Toll Gate Shores, Islamorada - photo 52
Near-new luxury home in coveted Toll Gate Shores, Islamorada - photo 53
Near-new luxury home in coveted Toll Gate Shores, Islamorada - photo 54
Near-new luxury home in coveted Toll Gate Shores, Islamorada - photo 55
Near-new luxury home in coveted Toll Gate Shores, Islamorada - photo 56
Near-new luxury home in coveted Toll Gate Shores, Islamorada - photo 57
Near-new luxury home in coveted Toll Gate Shores, Islamorada - photo 58
Near-new luxury home in coveted Toll Gate Shores, Islamorada - photo 59
Near-new luxury home in coveted Toll Gate Shores, Islamorada - photo 60

$4,249,000

3 Beds | 3.0 Baths | 1,973 Sqft

241 Tollgate Blvd, Lower Matecumbe Key, FL 33036

Near-new luxury home in coveted Toll Gate Shores, Islamorada

Added: 01/23/2026 • Updated: 07/09/2026
For Sale
TURN KEY Canal-Front Islamorada Home with Pool, Dock & Private - photo 1
TURN KEY Canal-Front Islamorada Home with Pool, Dock & Private - photo 2
TURN KEY Canal-Front Islamorada Home with Pool, Dock & Private - photo 3
TURN KEY Canal-Front Islamorada Home with Pool, Dock & Private - photo 4
TURN KEY Canal-Front Islamorada Home with Pool, Dock & Private - photo 5
TURN KEY Canal-Front Islamorada Home with Pool, Dock & Private - photo 6
TURN KEY Canal-Front Islamorada Home with Pool, Dock & Private - photo 7
TURN KEY Canal-Front Islamorada Home with Pool, Dock & Private - photo 8
TURN KEY Canal-Front Islamorada Home with Pool, Dock & Private - photo 9
TURN KEY Canal-Front Islamorada Home with Pool, Dock & Private - photo 10
TURN KEY Canal-Front Islamorada Home with Pool, Dock & Private - photo 11
TURN KEY Canal-Front Islamorada Home with Pool, Dock & Private - photo 12
TURN KEY Canal-Front Islamorada Home with Pool, Dock & Private - photo 13
TURN KEY Canal-Front Islamorada Home with Pool, Dock & Private - photo 14
TURN KEY Canal-Front Islamorada Home with Pool, Dock & Private - photo 15
TURN KEY Canal-Front Islamorada Home with Pool, Dock & Private - photo 16
TURN KEY Canal-Front Islamorada Home with Pool, Dock & Private - photo 17
TURN KEY Canal-Front Islamorada Home with Pool, Dock & Private - photo 18
TURN KEY Canal-Front Islamorada Home with Pool, Dock & Private - photo 19
TURN KEY Canal-Front Islamorada Home with Pool, Dock & Private - photo 20
TURN KEY Canal-Front Islamorada Home with Pool, Dock & Private - photo 21
TURN KEY Canal-Front Islamorada Home with Pool, Dock & Private - photo 22
TURN KEY Canal-Front Islamorada Home with Pool, Dock & Private - photo 23
TURN KEY Canal-Front Islamorada Home with Pool, Dock & Private - photo 24
TURN KEY Canal-Front Islamorada Home with Pool, Dock & Private - photo 25
TURN KEY Canal-Front Islamorada Home with Pool, Dock & Private - photo 26
TURN KEY Canal-Front Islamorada Home with Pool, Dock & Private - photo 27
TURN KEY Canal-Front Islamorada Home with Pool, Dock & Private - photo 28
TURN KEY Canal-Front Islamorada Home with Pool, Dock & Private - photo 29
TURN KEY Canal-Front Islamorada Home with Pool, Dock & Private - photo 30
TURN KEY Canal-Front Islamorada Home with Pool, Dock & Private - photo 31
TURN KEY Canal-Front Islamorada Home with Pool, Dock & Private - photo 32
TURN KEY Canal-Front Islamorada Home with Pool, Dock & Private - photo 33
TURN KEY Canal-Front Islamorada Home with Pool, Dock & Private - photo 34
TURN KEY Canal-Front Islamorada Home with Pool, Dock & Private - photo 35
TURN KEY Canal-Front Islamorada Home with Pool, Dock & Private - photo 36
TURN KEY Canal-Front Islamorada Home with Pool, Dock & Private - photo 37
TURN KEY Canal-Front Islamorada Home with Pool, Dock & Private - photo 38
TURN KEY Canal-Front Islamorada Home with Pool, Dock & Private - photo 39
TURN KEY Canal-Front Islamorada Home with Pool, Dock & Private - photo 40
TURN KEY Canal-Front Islamorada Home with Pool, Dock & Private - photo 41
TURN KEY Canal-Front Islamorada Home with Pool, Dock & Private - photo 42
TURN KEY Canal-Front Islamorada Home with Pool, Dock & Private - photo 43
TURN KEY Canal-Front Islamorada Home with Pool, Dock & Private - photo 44
TURN KEY Canal-Front Islamorada Home with Pool, Dock & Private - photo 45
TURN KEY Canal-Front Islamorada Home with Pool, Dock & Private - photo 46
TURN KEY Canal-Front Islamorada Home with Pool, Dock & Private - photo 47
TURN KEY Canal-Front Islamorada Home with Pool, Dock & Private - photo 48
TURN KEY Canal-Front Islamorada Home with Pool, Dock & Private - photo 49
TURN KEY Canal-Front Islamorada Home with Pool, Dock & Private - photo 50

$3,350,000

4 Beds | 4.0 Baths | 3,182 Sqft

145 Venetian Dr, Lower Matecumbe Key, FL 33036

TURN KEY Canal-Front Islamorada Home with Pool, Dock & Private

Added: 03/02/2026 • Updated: 05/30/2026
SEARCH STATES
Alabama Alaska California Connecticut Delaware Florida Georgia Hawaii Louisiana Maine Maryland Mississippi New Hampshire New Jersey New York North Carolina Oregon Pennsylvania Rhode Island South Carolina Texas Virginia Washington
SERVICES
Buy Buy Advertise
COMPANY
Testimonials About Us Office Locations
SUPPORT
Help Contact Us
ADDITIONAL MARKETS
LakeHouse.com MountainHomes.com GolfHomes.com BarrierFreeHome.com
SUBSCRIBE
Receive notifications for new listings
Subscribe
X Facebook Instagram YouTube

Dream Home Network Inc.

is committed to ensuring digital accessibility and property listings for individuals with disabilities. All information provided is deemed reliable but is not guaranteed and should be independently verified. We are continuously working to improve the accessibility of our web experience for everyone, and we welcome feedback and accommodation requests. If you wish to report an issue or seek an accommodation, please let us know.

Dream Home Network Inc. Sells leads to DHN Realty Inc. who holds real estate brokerage licenses in Alabama. Listing agents will be sent notification copy of leads on their listings where Dream Home Network Inc. is provided listings via our Feed Provider as required.

© 1997 - 2026 BeachHouse.com
Part of Dream Home Network, Inc.
Last updated on 2026.08.11
Terms & Policy

Search Filters
Price
-
0
$100,000
$100,000+
$200,000
$200,000+
$300,000
$300,000+
$400,000
$400,000+
$500,000
$500,000+
$600,000
$600,000+
$700,000
$700,000+
$800,000
$800,000+
$900,000
Any Price
Any Price
Beds & Baths
-
-
Property Type
Sale Status
More Filters
-
-
-
-
Advanced Search

Lower Matecumbe Key

Read more
Sort By:
  • Featured
  • Newest
  • Price - Low To High
  • Price - High To Low
  • Sqft - Low To High
  • Sqft - High To Low

Lower Matecumbe Key Real Estate Agent Info

About Lower Matecumbe Key

Click to activate
Request Information
By proceeding you authorize Dream Home Network Inc., its service providers (including real estate professionals such as Brokers, Listing Agents, Buyers Agents, and local referral partners), and its affiliates, to contact me using the contact details you provided, via phone call or text (SMS) using automated dialing technology for marketing or advertising purposes, including contacting me about my inquiry and other home-related matters. Not a condition for purchase. Message and data rates may apply.
This consent applies even if you are on a corporate, state or national Do Not Call list. Dream Home Network Inc. may share information about your recent and future site activity with its affiliates and service providers (including real estate professionals such as Brokers, Listing Agents, Buyers Agents, and local referral partners) to help them better understand what I am looking for in a property. To opt-out at any time you can reply "STOP" or contact Dream Home Network Inc. at  csv@dreamhomenetwork.com.
Contact Agent
By contacting this agent you agree to these Terms and Conditions.
Share this Ad
Link copied
Video/Virtual Tour
Loading...
SEARCH STATES
Alabama Alaska California Connecticut Delaware Florida Georgia Hawaii Louisiana Maine Maryland Mississippi New Hampshire New Jersey New York North Carolina Oregon Pennsylvania Rhode Island South Carolina Texas Virginia Washington
SERVICES
Buy Buy Advertise
COMPANY
Testimonials About Us Office Locations
SUPPORT
Help Contact Us
ADDITIONAL MARKETS
LakeHouse.com MountainHomes.com GolfHomes.com BarrierFreeHome.com
SUBSCRIBE
Receive notifications for new listings
Subscribe
X Facebook Instagram YouTube

Dream Home Network Inc.

is committed to ensuring digital accessibility and property listings for individuals with disabilities. All information provided is deemed reliable but is not guaranteed and should be independently verified. We are continuously working to improve the accessibility of our web experience for everyone, and we welcome feedback and accommodation requests. If you wish to report an issue or seek an accommodation, please let us know.

Dream Home Network Inc. Sells leads to DHN Realty Inc. who holds real estate brokerage licenses in Alabama. Listing agents will be sent notification copy of leads on their listings where Dream Home Network Inc. is provided listings via our Feed Provider as required.

© 1997 - 2026 BeachHouse.com
Part of Dream Home Network, Inc.
Last updated on 2026.08.11
Terms & Policy