Upper Keys Condos for Sale - Condominiums, Florida Keys Real Estate

Bayfront Condo with Stunning Open Water Views! Step into paradise with this spectacular 2BR/1.5BA condo in the exclusive, gated Summer Seas Condominiums in Islamorada--the heart of the Florida Keys! This fourth-floor unit offers unparalleled direct bay views where you can soak in breathtaking sunsets over the Florida Bay.Step inside, youll find modern, updated interiors, including a stylish kitchen and bathrooms, master bedroom and guest bedroom offers stunning open water views!A standout feature of Unit 421 is its roof-top patio access, offering 360-degree panoramic views of the Florida Keys and the Atlantic Ocean.This condo is a turnkey investment with a tenant lease in place with the potential for an extension.Resort-Style Amenities Include: Large heated/cooled swimming pool + kids pool; First-come, first-serve dockage (size restrictions apply); Upgraded game room with billiards; Newly remodeled gym with brand-new equipment; Library/card room, community center & free WiFi; Marina with a composite dock & boat ramp; Beachfront lounging with hammocks, lounge chairs & fire pit.Located in Islamorada, the Fishing Capital of the World, with amazing offshore fishing in the Atlantic Ocean and backcountry fishing in the Florida Bay, as well as fun nearby waterfront dining spots. Dont miss this rare opportunity to own a piece of paradise in the Florida Keys.

Harbour92 is a 38 unit waterfront gem hidden in the Heart of Tavernier. This 1063 sf townhouse has 2 bedrooms and 2.5 baths. The kitchen has been modernized beautifully with new cabinets, quartz countertops, an island with storage, seating and new flooring throughout the home. NEW A/C! The unit is easily accessible by staircase right outside the front door or by elevator with first floor lobby. The living room and primary bedroom have screened balconies for cool breezy days, open water views and taking in the meticulous landscaping. Finish your day with an amazing Florida Keys sunset right from your unit or join some new friends in the common areas. Take a dip in the temperature controlled pool, stay cool under the Tiki Hut or lounge by the water to enjoy this peaceful complex. Walking and Biking distance to many fabulous restaurants and shopping in the area. Assigned boat slip available for 30ft and under.

AFFORDABLE LUXURY IN TAMARIND BAY - LOWEST PRICED CONDO AVAILABLE!Experience the perfect blend of elegance and functionality in this waterfront 2/2 condo, complete with dockage for boats up to 34ft! This thoughtfully cared-for home features impact windows and doors, solid wood cabinetry, a stainless steel refrigerator, energy-efficient LED lighting, a tankless water heater, and elevated commodes. Both oversized bedrooms boast ensuite baths and walk-in closets, while the split floor plan ensures privacy and convenience. A wall of impact sliders fills the space with natural light, leading to your spacious balcony overlooking the water--perfect for sunsets over the bay and serene canal views, (and views of your boat!)Tamarind Bay is a prestigious gated community of just 50 condos, offering lush landscaping, two heated pools, bayfront gazebos, and dockage for vessels up to 34ft. Enjoy unmatched amenities like onsite boat and trailer storage, a private boat ramp, full-time maintenance staff, pickleball and tennis courts, a boat washing station, a commercial ice machine, and elevators. A newly installed metal roof and recent milestone inspection make ownership easy. Tamarind Bay also welcomes up to two pets per condo, with no size restrictions.Easy commute to the mainland and Ocean Reef Club (just 18 minutes gate to gate!) The finest fishing, diving, dining, shopping, and art galleries that the Florida Keys are known for are at your fingertips. Just one hour from Miami, yet a world away...

Executive Bay Club - Bayfront Paradise in the Florida KeysDiscover the perfect blend of comfort and coastal charm in this fully furnished and updated 2 (plus loft)-bedroom, 2.5-bathroom condominium type townhome in the sought-after Executive Bay Club nestled along the waters of the Florida Bay. This location offers breathtaking sunsets and an unbeatable Keys lifestyle and easy access to fishing and all water activities on the bay and ocean through Snake Creek only a short distance away. Step inside to find a thoughtfully remodeled kitchen with modern finishes, high end quartz counter tops, stainless appliances and all the storage you may need. Enjoy quiet time or family time or dinner time on your extra large patio / lanai overlooking lush outdoor green spaces. Centrally located on property so its quiet but close enough to all amenities. The interior living area has been updated with tile floors, new custom made wood and welded steel stairs, eliminating the spiral staircase for easier access and enhanced design. The community features exceptional amenities, including a heated pool, clubhouse, tiki huts, kayak storage, and tennis courts, security gate 24/7, an onsite manager and maintenance staff. Boating enthusiasts will appreciate the community dockage, while social butterflies can partake in numerous activities hosted in this vibrant neighborhood. Whether youre lounging by the bayfront, gathering with friends, or exploring the water, this property offers something for everyone.With endless opportunities to relax and entertain, plus the charm of the Florida Keys, this condo is a must-see. Schedule your private showing today and experience the Executive Bay Club lifestyle!

This beautiful 5th floor Penthouse apartment has 3 bedrooms and two full bathrooms, fabulous open concept living area and kitchen with a private roof top deck at the Stunning Summer Sea Condominium on Plantation Key. with peakaboo Ocean view from the apartment and even better views from the upstairs deck. Beautiful Kitchen, tons of storage space with a washer and dryer, Walk-in tub, there is not much more that you could want. Even an undercover private parking place comes with the apartment. Further, once the homestead cap has been removed by the county, and the county has published the new assessment values, this apartment will qualify for a weekly rental license with the Village of Islamorada. Summer Sea is located at MM 88.5, 68 miles from Miami, in the Heart of Islamorada, The Fishing Capital of the World. Relax in a hammock or lounge chairs out on the sand, enjoy a fire in the fire pit or go up on the roof top deck for a stunning view experiencing Florida Keys famous sunsets! The marina, with the new composite dock and boat ramp, is teeming with sea life with the occasional manatee. Bring kayaks or paddleboards and launch from our private kayak ramp. Or enjoy the beautiful large swimming pool (heated and cooled), and a second kids swimming pool, newly upgraded game room with billiard table, upgraded childrens playroom, remodeled gym with all new equipment, Community center, library/card room, laundry rooms and free community Wi-Fi!. Fishing, scuba diving, snorkeling, kayaking, bicycling, wonderful restaurants (4 within walking distance), and shopping are all nearby. Safe and secure with gated entrance and onsite property management. First come, first serve dockage is available to the owner with size restrictions and insurance requirements. There is a waiting list for storage available for trailers on property. 4*4*3 storage locker is also included.

**Nightly Rental Condotel at Historic Cheeca Lodge Resort and Spa**1. **Condo Features**: - Private King bedroom with full-size soaking bathtub and private dressing area - Spacious separate living room with queen sofa-bed - Fully equipped kitchen - Turnkey - Hands-off income generation through nightly rentals - Balcony with a view2. **Luxurious Amenities**: - 5-star dining at multiple onsite venues - Two open-air tiki bars - Three heated swimming pools - 1,100 sandy beach - Boat dockage and fishing pier - Executive golf course - Six lighted sport courts (tennis, pickleball, basketball) - Over 15,000 square feet of event space - Camp Cheeca for children - On-site full service watersports facility3. **Resort Lifestyle**: - Resort-style living with impeccable service - Instant passive income stream with condotel ownership - Impressive occupancy rate - Walking distance to outstanding restaurants, spas, galleries, boutiques, breweries, and Islamoradas famous arts district - Freebee rideshare service in the Village of IslamoradaExperience the epitome of luxury and investment potential at the historic Cheeca Lodge Resort and Spa. Own a piece of paradise in the sportfishing capital of the world with this exceptional income-producing property. Live the resort life, enjoy unparalleled amenities, and indulge in the vibrant island lifestyle of Islamorada.

WELCOME TO CORAL HARBOUR CLUB ON PLANTATION KEY! Enjoy a stunning top-floor unit in Building G offering serene views of lush native hammock greenery from a tiled, screened wrap-around patio. Five sets of sliding glass doors allow access to the tiled balcony from the living room and two bedrooms. This remodeled 3B/2B unit features an open floor plan with spacious living areas, tile floors throughout, granite kitchen countertops, solid wood cabinets, stainless steel appliances & island seating. The split floor plan ensures privacy with a primary suite that boasts a walk-in closet, double vanity, and combo tub/shower. Light-filled and inviting fully furnished unit makes this a home away from home or your primary escape in the Florida Keys for move-in ready turn key living on day 1!Enjoy resort-style amenities include a gated entry, private salt water lagoon with beach entry, an oceanfront protected marina with common boat slips easily available, on-site fuel pumps, a boat ramp, ice machine, an oceanfront jetty perfect for sunbathing, elevated pool with ocean views, tennis/pickleball/bocce ball courts, on-site manager and a clubhouse for all your family gatherings. Experience the ultimate Keys lifestyle at Coral Harbour Club!

Welcome to the enchantment of this beautifully updated 2-bedroom, 2.5-bath bayfront condo with stunning bay vistas at Rock Harbor Club in Key Largo! Featuring a spacious kitchen with granite counters and ample wood cabinetry complemented by an open floor plan perfect for entertaining friends and family. The private screened balcony captures the essence of refreshing bay breezes and expansive bay views. Ascend to the upper level where your private sanctuary ensuite awaits, adorned with luxurious custom-built illuminated closets. Imagine waking up each day to the breathtaking beauty of the bay - a picturesque start to your mornings awaits! Rock Harbor Club stands as an exclusive gated resort-style community, enveloped by lush tropical landscapes. Boating enthusiasts will love the easy access to the Intercoastal Waterway with optional dry rack storage in-and-out service and dockage in the protected basin. Take a dip in the heated and chilled pool, or enjoy the variety of activities, including pickleball, tennis, basketball, bocce ball, kayaking, and paddleboarding with launch and convenient storage. The communitys Bayfront clubhouse offers endless entertainment with Wi-Fi, TV, movies and more. Plus, youll have access to a fully equipped kitchen, restrooms, showers, saunas and a gym. Enjoy Key Largos laid-back lifestyle by gathering around the fire pit, lounging on the sandy beach, or savoring nightly sunsets over the bay. Live the dream and embrace the best of Florida Keys living at Rock Harbor Club!

Own a piece of the legendary Cheeca Lodge Resort and Spa. Located in Islamorada, the Sportfishing Capital of the World. Condo Features -This spacious King Bed Suite offers a large living room area with a pull-out queen bed, a grand bathroom with walk-in shower and soaking tub, a fully equipped kitchenette, and a private screened in porch with views of the lush landscape and large coconut palms. This exceptional income-producing property allows nightly rentals. Owners use their units up to 28 days a year and receive a monthly check for the remainder of the time. Its a hands-off income generator!The Resort -Enjoy 27 acres of Islamorada oceanfront that include 3 world class restaurants, 2 open-air tiki bars, 1,200 of private beach, 525 fishing pier, 2 family pools, 1 adults only pool, beach and pool side cabanas, 9 hole golf course designed by Jack Nicklaus, 6 sports courts, 15,000 sqft of event space, valet parking, 24 hour shuttle service, concierge service, on site boat trailer parking, watersports activities, fitness center and Camp Cheeca.

Ocean front condo with stunning ocean views !!This Top Floor D model with TWO oceanfront balconies has beautiful ocean views from the living room and the Owners suite !! Updated kitchen and both bathrooms. Impact windows and sliders. Being sold fully furnished. Jr. Olympic Heated pool with 14 person Spa. Pool Bar is all remodeled and back open !! Full liquor bar for nice frozen drinks by the pool !! And food too !! Marina is direct ocean access and naturally protected from the elements. Lighted tennis and Pickle ball courts , Beach with tiki huts and gazebo to watch the water colors change. Rentals grossed: 66k in 2022, 52k in 2023 and was remodeled in 2024 for a few months and still did over 46k.

Experience waterfront living at its finest in this ground-floor condo located in the coveted Coral Harbour Club Condo (CHC). This spacious unit features an open floor plan with 3 bedrooms and 2 bathrooms, complemented by a large wraparound terrace and garden area. It also has exclusive rights of use to 1 of the 7 boat slips ( 6-30 & 1- 50)with direct ocean access. The common areas of CHC offer breathtaking views of the Atlantic Ocean, clubhouse, resort-style oceanfront pool, Tiki Hut/BBQ area, tennis courts and protected marina with convenient facilities such as a fuel pump & fish cleaning stations.Discover the epitome of refined living & luxurious amenities.

Discover your perfect coastal escape in this beautifully updated 2-bedroom, 2-bathroom condo located in Building 5, the closest to the marina. Nestled on the 3rd floor, this unit boasts breathtaking direct ocean views and overlooks the marina, allowing you to soak in stunning sunrises and refreshing breezes from your balcony. This condo has proven to be a lucrative investment, grossing over $50,000 in rental income in 2024, making it an excellent choice for savvy buyers. Tastefully updated, it features a stylish quartz kitchen countertop and includes hurricane impact windows and doors for added safety and peace of mind. Offered fully furnished for your convenience, this condo provides a seamless transition into the ideal coastal lifestyle. The property has a robust short-term rental history, allowing for flexible management options--whether you choose to manage it yourself or hire a property manager. Owners can enjoy the convenience of a boat slip and trailer parking at no extra cost, granting you direct access to the renowned Key Largo reef just moments away. Whether youre an avid fisherman or looking to relax at the sandbar, this location is a paradise for water enthusiasts. Take advantage of the beautiful walk-in beach, stroll along the observation pier, or unwind in the Olympic-size pool and Jacuzzi while sipping drinks from the pool bar. For those who love to stay active, the on-site tennis and pickleball courts provide the perfect outlet for recreation. Embrace this coastal lifestyle and make lasting memories in this exceptional condo!

Welcome to Islamorada South Condominiums, this 2-bedroom 2-bathroom condo is located in picturesque Islamorada. Step inside and discover a spacious townhouse type condo with upgraded hurricane-resistant windows and doors, ensuring a peaceful and serene environment throughout the year. This unit is move-in ready, inviting you to start enjoying the Florida Keys lifestyle right away.Islamorada South Condominiums offers an array of amenities that cater to every lifestyle. Enjoy sunny days lounging by the sparkling pool, or challenge friends to a game of tennis, pickleball or even shuffleboard. End your day of fishing, grilling under the tiki hut with friend & neighbors.Access to the ocean is what makes this property worth every penny. Owners have use of the community dockage on the canal, the boat ramp, and the boat storage area giving enthusiasts an incredible opportunity to explore the waters of the Florida Keys.Dont miss your chance to own this exceptional condo in the heart of the Keys, where relaxation and recreation go hand in hand. Schedule your private viewing today and experience the best of Florida Keys living!

Top Floor D model in building 5 the Marina Building !! This floor plan has TWO oceanfront balconies with Impact windows, sliders and the front door. Brand new AC was just installed both the handler & compressor. Updated U kitchen with dimmer lights , nice matching titled floors throughout. Being sold fully furnished with housewares. Naturally protected marina that has direct ocean access. Jr. Olympic heated pool with a 14 person spa. Lighted tennis and pickle ball courts. Beach , Tiki huts and more. This Condo grossed 73k in 2021, 66k in 2022,65k in 23. Owner and friends used the property frequently too.

FULLY FURNISHED Very desirable UPDATED D MODEL unit in BLDG 5 at OceanPointe. Bldg 5 is centrally located near both the pool and marina. The D model features the primary bedroom facing the waterfront and has a private balcony. Professionally updated with high end finishes, including brand new furniture, stainless steel appliances, quartz counter tops, new luxury vinyl plank floors, IMPACT Doors and Windows. OceanPointe is directly on the Atlantic side of the Keys, and features a Private Marina, Private Boat Ramp, Onsite Boat

Welcome to Summer Sea, a pristine bayfront community in the heart of Islamorada, where luxury meets tranquility. This recently remodeled, fully furnished turn key condo boasts breathtaking bay views from its expansive balcony. With 2 bedrooms (and room for a 3rd), 2 bathrooms, a gorgeous kitchen, tons of closet space, an additional wet bar area and 1,148 square feet of elegant living space, this home offers both comfort and style.Enjoy panoramic bay views from your large private balcony, perfect for morning coffee or spectacular sunsets. The modern, open floor plan enhances the sense of space and light, making it ideal for both everyday living and entertaining. The two generously sized bedrooms provide ample space for relaxation and comfort.The Summer Seas community offers an array of amenities for sun seekers and boating enthusiasts alike. The newly renovated heated pool is perfect for soaking up the sun, while the sandy beach area provides an idyllic spot for waterfront relaxation. For those who love boating, the first come - first served marina, boat and trailer storage, boat ramp, and fish cleaning station offer everything you need, with easy access to the ocean via Tavernier Creek or Snake Creek.Additional community features include a rooftop deck for stunning sunset views, kayak storage,a clubhouse with a fully equipped kitchen, and a new billiards room for entertainment. Embrace the best of bayfront living at Summer Sea, where unparalleled amenities and a perfect location come together to create an exceptional lifestyle.

Experience island living in this 2-bedroom, 2-bath top-floor condominium in Key Largo. Enjoy views of Blackwater Sound and breathtaking sunsets from your private balcony. The open-concept living area offers plenty of natural light, making it perfect for both relaxation and entertaining. The master suite features direct balcony access and both bedrooms have generous closet space. This well-maintained community offers a range of amenities, including two heated pools, tennis courts, and onsite dry boat storage. Units are assigned 34 boat dockage. Impact-resistant windows plus accordion shutters provide added protection. With nearby dining and world-class outdoor activities like boating, fishing, and diving, this condo is your gateway to the laid-back Florida Keys lifestyle.

All NEW NEXT TO MARINA & POOL Stunning Islamorada 3/2 Townhouse with oversized loft features a new private community beach, marina and dock. Being sold fully furnished and fully equipped with high end appliances, high end furniture and furnishings. ALL NEW inside with new kitchen, new bar, new built-ins fishing cabinet and storage, 2 brand new Bathrooms with showers, new extended loft area, new full size Washer/Dryer, new BBQ area with new patio chicago brick pavers plus private patio shaded area with beautiful palms trees, serena & lily furniture inside, new electric panel, new electric water heater, new 80 smart OLED TV, new area just for refreshments, coffee and bar, new 4 ton AC unit, high end hurricane impact windows and doors that are reflective and cannot see inside. New Electric car charging electric panel exclusive to this unit. Best area in the community next to pool and marina with two pickleball courts and basketball court in the rear. Sleeps easily over 10 people. King bed in the master bedroom, 2 queen mattress in additional bedroom and loft along with 5 twin mattresses. Rented in winter for over $6k a month! Call today! See 3 Videos: https://youtu.be/P8cOME8P_kY; https://youtu.be/b6RmPMU8pvk; https://youtube.com/shorts/BEo0F_YzVFE;

Oceanfront Cafe is now open !! Top Floor in Building 4 , impeccable and professionally decorated , everything has been updated in this Condo. This 2/2 Condo has a WOW Ocean view in a very secluded location of the the building. Jr. Olympic pool with a 14 person Spa. The newly remodeled Pool Bar is now open !! Direct ocean access Marina, Lighted Tennis and Pickle ball courts, beach area , 69 acres of Ocean front enjoyment.

Turnkey Bayfront Condo in Highly Sought-After Tamarind Bay. This stunning, move-in-ready condo offers the perfect blend of comfort and convenience in the exclusive Tamarind Bay community. With only 50 units, this quiet, gated complex provides an idyllic retreat, boasting spectacular sunsets every evening from your private balcony. Assigned dockage for up to a 34-foot boat, plus on-site boat and trailer storage. Direct bayfront with easy ocean access via Adams Cut. Spacious split-floor plan offering ample living space and updated interiors. Gated and secure with full-time on-site maintenance and meticulously up kept grounds. Recently installed new metal roof and all buildings passed milestone inspections.Property features include two pools, tennis court, sunset gazebo, commercial ice machine, lush landscaping, and more. Pet-Friendly. Two pets allowed per condo with no size restriction. Conveniently located just one hour to Miami Airport. Close to shopping, restaurants, schools, and local attractions. Sold furnished -- all you need is your toothbrush, fishing rod, or swimsuit! Whether youre looking to relax, fish, boat, or explore the surrounding area, Tamarind Bay offers it all. Dont miss out on this rare opportunity to own a piece of paradise!