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Monroe Investement Co Subdivision Properties for Sale in Key West, FL

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Total Listings 9
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$799,000
Key West
Monroe Investement Co Subdivision - MM: 2.00
3 Bed, 3 Baths, 1,154 SqFt Days Listed: 73
-5.89% ($50,000) 1 Price Change : Last Change 2 Days Ago
Single Family - Active - Waterfront No
Side of Island: Ocean - Dockage: None

Introducing 1704 Duncan Street, a delightful 3-bedroom, 1-bathroom home located in the desirable Newtown Key West neighborhood. This property features a generously sized backyard, ideal for outdoor enjoyment, along with a separate storage and laundry room for added convenience. The home is currently tenant-occupied; kindly allow 24 hours notice for showings.

$995,000
Key West
Monroe Investement Co Subdivision - MM: 2.00
3 Bed, 3 Baths, 1,216 SqFt Days Listed: 17
Single Family - Contingent - Waterfront No
Side of Island: Median - Dockage: None

La Petite Palma as it is so lovingly referred to by its owners. With its Tropical European Vibe, this gorgeous 3/1.5 Single Family is hitting the market at incredible value of $995,000. Just over 1220 interior Sq Ft. on 5100 Sq Ft. lot, Located in the Mid-town Key West Neighborhood with excellent access to Beaches, White St. Gallery District, Bayview Park & a Short Bike Ride to Duval St. Renovated with stunning updated Kitchen, large Island, gas stove and excellent appliance package. Three well appointed bedrooms and beautifully appointed bathrooms finished with ceramic tile and brass and nickel finished fixtures. Hard Wood Floors throughout with featured wood beams in the ceiling and arched doorways leading to the exterior Spacious yard that knows no boundaries. Lots of room for a pool, with quote in hand. Off Street Parking with plenty of storage for all your bikes, scooters and toys.

$2,399,000
Key West
Monroe Investement Co Subdivision - MM: 2.00
6 Bed, 6 Baths, 2,570 SqFt Days Listed: 67
-0.04% ($1,000) 2 Price Changes : Last Change 5 Days Ago
Duplex - Active - Waterfront No
Side of Island: Median - Dockage: None

This mid-town multi-family home offers a remarkable living experience. Designed for comfort and privacy, it features 2 distinct apartments, each w/its own charm & functionality & it can become a 30 day vacation rental w/appropriate licensing. Downstairs: 2 spacious bedrooms & 2 well-appointed bathrooms. The Master has a walk-in closet system, a built-in office; the large Master bath a spacious shower. Open concept Living room/Kitchen features Pantry, quartz counter tops, built-in wine cooler, all overlooking the pool w/ water feature crafted by the renown Master Potter Jay Gogin. A guest suite w/private bath/entrance offers additional privacy & convenience. Upstairs: 3 bedroom/2 bath layout w/Master featuring built-in space saving mirrored closet & ensuite bath. French doors & balconies overlook the backyard foliage & pool. The 2nd remodeled bathroom services the 2 bedrooms, 1 of which is used as a media room. The open Living room/Kitchen has built-in wall shelves, w/ the Washer/dryer located in the hallway. The property is private; saltwater pool can be heated or chilled, it has unique bamboo fencing, & an elevated patio in front overlooking the street. Whole house Generac generator, large Rheem on-demand gas tankless water heater, metal roof, accordion storm shutters, & 3 off-street parking places round out this independent living experience.

$2,499,999
Key West
Monroe Investement Co Subdivision - MM: 0.00
4 Bed, 4 Baths, 1,790 SqFt Days Listed: 24
-5.66% ($150,001) 1 Price Change : Last Change 2 Days Ago
Single Family - Active - Waterfront No
Side of Island: Median - Dockage: None

Step into 1511 South Street -- a private tropical fully renovated residence where island living meets sleek, modern design. Beyond the gate lies a lush, low-maintenance paradise, perfect for entertaining. The main house features PGT impact windows and doors, vaulted ceilings, and a spacious open-concept design. The living, dining, and kitchen areas flow seamlessly together, with a commercial-style kitchen boasting high-end appliances and open shelving. For added convenience, the kitchen connects directly to the carport, making loading and unloading a breeze. French doors open to an 18 x 14 Caribbean-style dining loggia, seamlessly blending indoor and outdoor living alongside a custom outdoor kitchen by Paradise Grills. The heated pool has been recently resurfaced, complemented by new stonework and durable WEARDECK composite, creating a stylish and inviting outdoor oasis. Both bright, airy bedrooms open directly to the pool and landscaped side yard, while the spacious laundry room offers extra storage. Beyond the pool, the two-story guest cottage features a bedroom and full bath on the main level, plus a second bedroom and bath upstairs, along with walk-in closets. The guest cottage is equipped with its own generator for added peace of mind. Multiple outdoor storage closets, an air-conditioned attic over the carport, and a canvas-covered rear yard provide even more space to enjoy. Understated from the street, unforgettable once inside--this is Key West living at its finest.

$2,940,000
Key West
Monroe Investement Co Subdivision - MM: 2.00
4 Bed, 4 Baths, 3,656 SqFt Days Listed: 327
-16.00% ($560,000) 5 Price Changes : Last Change 2 Days Ago
Single Family - Active - Waterfront No
Side of Island: Ocean - Dockage: None

Beautifully renovated mid-century home in the heart of Key West. This property is sited on a 9510 sq ft lot and offers a large in ground pool with 28 ft custom waterfall. This spacious 4BR+den home is ideal for guests and entertaining with large chefs kitchen, open living and dining area with impact rated sliders opening to pool area. Brand new kitchen with cabinet space galore, walk in pantry, wet bar with beverage fridge & glass washer, commercial refrigerator/freezer, built-in ice maker, induction range, double ovens and more. Split bedroom layout is a dream for guests including a main level en suite plus upper level luxury primary bedroom suite. Three bedrooms, 2.5 baths plus den on main level. Upper level boasts cathedral ceilings, primary bedroom with en suite full bath, and large dressing room/closet. Upper level living and additional kitchen space opens to the private rooftop deck with tree top views. Two laundry rooms, tankless water heaters, 3 NEW central AC units, and more! Heated pool, impact windows and doors. NEW electrical and plumbing, irrigation system, landscape, wifi extenders for both levels. Expansive outdoor areas for relaxing poolside, grilling, reading/dining under the covered porch, or swimming laps. Outdoor shower and half bath off pool area. Garage and driveway parking for autos or water toys. Offered furnished!

$3,225,000
Key West
Monroe Investement Co Subdivision - MM: 2.00
5 Bed, 5 Baths, 2,711 SqFt Days Listed: 130
-2.27% ($75,000) 2 Price Changes : Last Change 8 Days Ago
Single Family - Active - Waterfront No
Side of Island: Ocean - Dockage: None

Stately Key West home has undergone a stunning renovation but maintains classic Keys charm with a beautiful wood staircase, stained glass window and transom, Dade County pine walls, and wraparound porches on both levels. Centrally located in Key West this home is the perfect island residence with POOL! The main level offers plenty of room for entertaining with large spaces for conversation, dining, games, cooking, and more. Spacious chefs kitchen with breakfast bar and natural design elements throughout. Kitchen flows to the sitting area with designer bar space and wall of sliding glass doors opening to the pool and a pass-through window to covered porch area. Main level offers one bedroom with outdoor access and a full bath. The upper level boasts four additional bedrooms including primary suite. The primary bedroom is a resort like retreat with elegant spa tub, large walk-in shower with multi-jets, rain forest shower, linear drain and walk-in closet. The primary also features access to deck space perfect for morning coffee. Bedroom with en suite bath and deck access. The other upstairs two bedrooms share an en suite full bath. Perfect tree top views from upstairs on the wraparound porch. The third level is currently a music room and offers access to the widows walk for top of the island views! Lovely private outdoor areas with mature tropical landscape. Pool area with tiki hut offers covered space for reading or relaxing. Garage has room for parking or storing your island water toys. Laundry room on second floor and bonus washer & dryer in garage. Elevator to each floor. Central AC. This is the perfect island home!

$3,350,000
Key West
Monroe Investement Co Subdivision - MM: 2.00
5 Bed, 5 Baths, 2,500 SqFt Days Listed: 46
Single Family - Active - Waterfront No
Side of Island: Median - Dockage: None

Discover an incredible opportunity in the heart of Key West! This 7,500 sq. ft. lot is cleared, ready for the new construction of this single-family home. Planned for a 5 bed, 5 1/2 bath, pool home. Buyer still has time to choose design materials and possible floor plan changes . Soaring ceilings on both levels, crown molding, and a full ensuite bath in every bedroom. The open-concept first floor is perfect for entertaining, with a spacious kitchen boasting a large island, white 42 cabinetry, and high-end appliances. The living area flows seamlessly into the kitchen and beautifully landscaped backyard with a pool w/hot tub. The second-floor laundry room includes ample cabinet storage, and the home is raised on piers above flood zone, with several private parking spaces. The first-floor primary suite features a walk-in closet and an ensuite with a 5 shower, double sinks, and a separate whirlpool tub. Built to the highest wind load and flood standards, this home is both a sanctuary and a fortress. Contact agent about this New Build home! Photos are not exact and just an estimated of the new build.

$3,975,000
Key West
Monroe Investement Co Subdivision - MM: 2.00
4 Bed, 4 Baths, 2,628 SqFt Days Listed: 57
Single Family - Active - Waterfront No
Side of Island: Median - Dockage: None

This British designer has spent over twenty years crafting contemporary properties in a luxurious Caribbean setting. Well-known for attention to detail and a commitment to sourcing the finest materials, this builders constructions are exceptional. The spacious living room effortlessly merges with the outdoors upon opening the storm-proof sliding doors, creating a seamless transition between interior and exterior space. The house features elegant tile floors throughout the first floor, while the second level is distinguished by luxurious hickory wood flooring. The dining room is tailored to accommodate a bespoke layout, complete with ambient mood lighting and refined cove molding. A a generously proportioned bedroom and bathroom, complete with private access to the pool area, are nestled at the rear of the first floor. This stunning four-bedroom, five-bathroom residence boasts an impressive 2,628 square feet of living space, set amidst a meticulously landscaped 5,600 square-foot lot. The masterful landscaping is the work of a renowned expert, celebrated for work on the most exclusive properties in the Florida Keys. The main bedroom of this stunning residence boasts a robust layout and sliding doors that open onto the upstairs balcony. The expansive wrap-around balcony also provides access to the two additional bedrooms, each featuring its own bathroom. The propertys reflective metal cool roof is engineered to optimize energy efficiency and provide year-round comfort. Moreover, three independent air conditioning units ensure a consistently cool environment. There is also a 500 gallon underground gas tank and a 2.2kw house generator. Additional features include off-street parking for multiple vehicles, a private driveway, and secure electronic gates and security camera system, solidifying this propertys reputation as a masterpiece of timeless craftsmanship. Once you step inside, its allure will undoubtedly capture your heart.

$4,444,000
Key West
Monroe Investement Co Subdivision - MM: 2.00
4 Bed, 4 Baths, 2,806 SqFt Days Listed: 11
Single Family - Active - Waterfront No
Side of Island: Median - Dockage: None

Being kind to our planet was the inspiration for award-winning local architect Matthew Strattons newest custom home design. Combining energy efficiency and low-maintenance finishes, 1614 Washington is a beacon of sustainable luxury that reflects the islands vibrant future. The first impression of this 2,773 square foot, four bedroom/4.5 bathroom home is one of elevated and sophisticated island style. Every detail speaks of exceptional quality and craftsmanship. This property effortlessly stands apart from its peers, offering energy-saving features including a solar grid infrastructure, Tesla energy storage batteries for continuous clean energy, ENERGY STAR(r) certified appliances, high-performance impact aluminum windows, robust concrete block walls, spray foam insulation, and reflective metal cool roof. A dedicated off-street car charging station underscores the homes green commitment.Inside is an owner-focused floor plan with an open concept encompassing the kitchen, dining, living area, powder room, and a private primary bedroom with an ensuite bathroom. Guest accommodations are equally lavish, with three bedrooms with ensuite bathrooms opening to a den, a coffee bar/lounge, and a covered porch overlooking the pool. Environmentally friendly porcelain tile floors, quartz countertops, custom cabinets and wardrobes crafted by local cabinet maker Hansen and Bringle, hand-blown glass light fixtures, a backlit blue agate backsplash, and high ceilings add to the homes grandeur. A media closet consolidates all home electronics into one user-friendly hub. A tropical and private backyard surrounds a sparkling two-tiered pool with a splash deck and waterfalls, forming a lush and inviting island oasis. Offered fully furnished, this home is more than just a place to live--1614 Washington is a sanctuary where luxury and sustainability converge, exemplifying modern island living.

More Info
Most Recent Sales - (22) - Monroe Investement Co Sub as of 2025-04-11
Sale Date Address Sale Price $/SF List Price Sq. Ft. Type Bd/Ba Days Listed
03-06-2025 1711 Von Phister $925,000 $790 $940,000 1,170 Single Family 3/2 190
02-06-2025 1711 Washington $3,250,000 $1,244 $3,395,000 2,612 Single Family 5/3 113
09-03-2024 1615 Seminary $1,267,700 $987 $1,295,000 1,284 Single Family 3/2 133
08-20-2024 1615 United $1,312,500 $734 $1,375,000 1,788 Single Family 3/3 124
08-09-2024 1613 Duncan $1,249,000 $965 $1,249,000 1,294 Single Family 3/2 57
07-23-2024 1608 Washington $2,500,000 $1,355 $2,849,000 1,844 Single Family 3/3 103
07-19-2024 1706 Seminary $1,395,000 $720 $1,499,000 1,936 Single Family 4/2 108
06-28-2024 1716 Washington 1 & 2 $1,400,000 $784 $1,499,000 1,785 Duplex 3/2 102
06-05-2024 1518 United $800,000 $740 $839,000 1,080 Single Family 3/2 76
05-31-2024 1214 Washington $2,040,000 $1,311 $2,100,000 1,556 Single Family 3/2 66
05-06-2024 1721 Seminary $815,000 $471 $795,000 1,728 Single Family 3/2 56
03-27-2024 1606 United $995,000 $818 $995,000 1,216 Single Family 3/1 21
03-15-2024 1510 Seminary B $910,000 $748 $975,000 1,216 Single Family 3/2 152
03-08-2024 1605 United $695,000 $537 $742,000 1,292 Single Family 2/1 56
03-07-2024 1700 Seminary $1,580,000 $692 $1,625,000 2,282 Single Family 4/3 44
02-13-2024 1103 Ashby $1,250,000 $1,120 $1,295,000 1,116 Single Family 2/2 71
09-26-2023 1614 South $2,100,000 $1,207 $2,495,000 1,739 Single Family 4/3 112
09-22-2023 1720 Washington $4,800,000 $1,685 $4,800,000 2,848 Single Family 4/3 1
07-28-2023 1513 Seminary $825,000 $427 $999,000 1,928 Single Family 3/2 135
06-14-2023 1200 George $700,000 $483 $749,000 1,447 Single Family 3/1 133
04-28-2023 1707 South $2,900,000 $1,150 $2,995,000 2,520 Single Family 4/4 103
04-25-2023 1511 South $1,850,000 $1,033 $1,875,000 1,790 Single Family 3/3 115
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The information being provided by the Florida Keys MLS is exclusively for consumers' personal, non-commercial use, and it may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. The data is deemed reliable but is not guaranteed accurate by the MLS. Data last updated on 04-11-2025.
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