Divider
Content Divider

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

Researching this community? View previous sales at Monroe Investement Co Sub. Let one our Keys area experts help you out.

Total Listings 11
Order By:

$575,000
Key West
Monroe Investement Co Subdivision - MM: 2.00
1 Bed, 1 Baths, 525 SqFt Days Listed: 26
Condo - Active - Waterfront No
Side of Island: Median - Dockage: None

Welcome to this charming 1-bedroom, 1-bathroom apartment nestled in the heart of Key West. Located on desirable Seminary Street, this cozy yet functional home offers a perfect mix of comfort, character, and convenience.Step inside to find an open living space with hard flooring throughout the living room, office nook, and bedroom, complemented by easy-to-clean tile in the kitchen and bath. Natural light floods the interior through multiple windows and dual French doors that lead to a spacious private balcony -- ideal for enjoying the tropical breeze.The thoughtfully designed layout includes a built-in desk and custom storage in the hallway, making great use of every inch of space. The bedroom features an airy open ceiling design that enhances the flow of light and air, creating a sense of openness rarely found in one-bedroom apartments.Additional highlights include in-unit washer and dryer, efficient window A/C units, and a location just minutes from the islands best dining, shopping, and beaches.Dont miss this unique opportunity to live in one of Key Wests most charming neighborhoods. Schedule your private showing today!

$799,000
Key West
Monroe Investement Co Subdivision - MM: 2.00
3 Bed, 3 Baths, 1,154 SqFt Days Listed: 137
-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.

$1,749,000
Key West
Monroe Investement Co Subdivision - MM: 2.00
3 Bed, 3 Baths, 1,785 SqFt Days Listed: 64
Single Family - Active - Waterfront No
Side of Island: Median - Dockage: None

Visualize yourself at this peaceful tropical residence, situated on a sprawling corner lot, enveloped by lush mature foliage. As you approach the front door, youll be greeted with a variety of native and exotic plants including a glorious frangipani tree at your front door. Step through the doors of the single level home to discover three bedrooms and two bathrooms, a large kitchen, open-concept living spaces, and a large den that can easily be converted into a fourth bedroom, or home office. The home features a ceramic microbead roof overlay for energy efficiency, central air, and hurricane shutters. The expansive backyard contains an off-street parking space suitable for an RV, as well as ample space for a pool along with an abundance of mature landscaping. Ideally located just minutes from the beaches, vibrant entertainment district, and all the iconic attractions Key West has to offer, this corner-lot property combines convenience with potential. With generous parking and a prime location, its perfect whether youre looking to elevate the existing home or reimagine the space entirely. Versatile, full of character, and brimming with opportunity--this is a rare find in the heart of Key West.

$2,299,000
Key West
Monroe Investement Co Subdivision - MM: 2.00
3 Bed, 3 Baths, 1,938 SqFt Days Listed: 23
Single Family - Active - Waterfront No
Side of Island: Median - Dockage: None

Tucked behind a new privacy fence, 1706 Seminary Street is a fully renovated home where thoughtful design meets laid-back Key West living. Set on a generous 7,480 square foot lot, this 3-bedroom, 3-bathroom (two en suite) home offers nearly 2,000 square feet of indoor space that has been completely reimagined to deliver easy, breezy island living with all the modern updates already done for you. Inside, youll find a gorgeous new kitchen with quartz waterfall-edge countertops, custom cabinetry, KitchenAide stainless steel appliances, and new flooring throughout. The spacious family room is surrounded by glass, filling the space with natural light, while a working fireplace adds warmth and charm. Sliding doors open directly to the pool deck, creating a seamless indoor-outdoor flow. A standout feature is the third bedroom, which has its own private entrance and the option to be used as a lock-out suite--ideal for guests, extended stays, or rental potential.Outdoors, meandering pathways guide you through lush landscaping to a resort-style L-shaped lap pool, two covered lounging areas, a Bahama-style outdoor dining space, a private outdoor shower, and a secure shed for additional storage. Whether youre looking for your full-time home or a part-time escape, this move-in ready residence has all the essentials for relaxed island living--just minutes from the best of Key West.

$2,399,000
Key West
Monroe Investement Co Subdivision - MM: 2.00
6 Bed, 6 Baths, 2,570 SqFt Days Listed: 131
-0.04% ($1,000) 2 Price Changes : Last Change 78 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.

$2,399,999
Key West
Monroe Investement Co Subdivision - MM: 2.00
4 Bed, 4 Baths, 1,790 SqFt Days Listed: 24
Single Family - Contingent - Waterfront No
Side of Island: Median - Dockage: None

Step inside 1511 South Street -- a fully reimagined Key West residence where modern design and island living come together in a private tropical oasis. Completed renovations in 2024/2025 have transformed both the main house and guest cottage into thoughtfully curated spaces with high-end finishes and effortless indoor-outdoor flow. Behind the gate, youll find a lush, low-maintenance landscape and multiple updated outdoor entertaining areas, perfect for gatherings or quiet relaxation. Complete privacy surrounds the property, allowing you to enjoy the serenity of island life just moments from the heart of Key West. Inside the main house, vaulted ceilings and an open-concept layout create a sense of space and light, with every room offering access to the outdoors through its own impact-rated door. The living, dining, and kitchen areas connect seamlessly, with a commercial-style kitchen featuring open shelving, high-end appliances, and direct access to the covered carport--ideal for everyday convenience. French doors open to an 18 x 14 Caribbean-inspired loggia and a custom outdoor kitchen by Paradise Grills, perfectly positioned alongside the heated pool. Surrounded by new stonework and low-maintenance WEARDECK composite decking, the pool area is just one of several outdoor spaces designed to make entertaining effortless. Each of the main houses bedrooms opens directly to the pool, while the large laundry room provides additional storage and functionality. Just beyond the pool, the two-story guest cottage offers flexibility and comfort, with a bedroom and bathroom on each level, generous walk-in closets, and a dedicated generator for added peace of mind. Additional features include multiple outdoor storage closets, an air-conditioned attic above the carport, and a canvas-covered rear yard that expands your living space even further. Understated from the street, yet unforgettable once inside--this property is a private retreat designed for the best of Key West living.

$2,925,000
Key West
Monroe Investement Co Subdivision - MM: 2.00
4 Bed, 4 Baths, 3,656 SqFt Days Listed: 13
Single Family - Active - Waterfront No
Side of Island: Ocean - Dockage: None

Fully renovated and redefined mid-century home, perfectly tailored for modern island living. Located on one of the most desirable streets in Key West, this turnkey property sits on an oversized 9,500 square foot lot in the heart of the island. Offering over 3,600 square feet of thoughtfully designed living space, the home features four bedrooms, four full bathrooms and a bonus room ideal for guests or a home office. The layout offers privacy and flexibility, with main-level guest rooms and an upstairs suite featuring cathedral ceilings, a spa-like bath and a spacious closet. The open-concept design is made for entertaining, with a sleek chefs kitchen featuring custom cabinetry, double ovens, an induction range and a walk-in pantry. Two laundry rooms and a second kitchen area upstairs add extra convenience and flexibility.Slide open the expansive glass doors and step into your own private resort. The living space transitions effortlessly to the outdoors, where youll find tropical landscaping, multiple lounge areas, a covered porch for dining or relaxing and a heated lap pool with a stunning 28-foot custom waterfall. Theres also an outdoor shower and a dedicated poolside half bath.Additional upgrades include new electrical and plumbing systems, three new central AC units, an irrigation system and a full furnishings package. The home also includes garage and driveway parking.Modern, stylish, and centrally located--this is Key West living at its finest.

$3,100,000
Key West
Monroe Investement Co Subdivision - MM: 2.00
5 Bed, 5 Baths, 2,711 SqFt Days Listed: 194
-6.06% ($200,000) 3 Price Changes : Last Change 2 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!

$3,250,000
Key West
Monroe Investement Co Subdivision - MM: 2.00
5 Bed, 5 Baths, 2,500 SqFt Days Listed: 110
-2.99% ($100,000) 1 Price Change : Last Change 2 Days Ago
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.

$3,795,000
Key West
Monroe Investement Co Subdivision - MM: 2.00
4 Bed, 4 Baths, 2,628 SqFt Days Listed: 121
-4.53% ($180,000) 1 Price Change : Last Change 25 Days Ago
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.

$3,995,000
Key West
Monroe Investement Co Subdivision - MM: 2.00
4 Bed, 4 Baths, 2,806 SqFt Days Listed: 75
-10.10% ($449,000) 2 Price Changes : Last Change 14 Days Ago
Single Family - Active - Waterfront No
Side of Island: Median - Dockage: None

Rarely does a property captivate with environmental consciousness and uncompromising luxury, but 1614 Washington boldly achieves both. Now available at $3,995,000, this brand-new construction never-lived-in home in Key Wests sought-after luxury market, with 2,806 square feet of sustainable living that feels effortlessly sophisticated. The two-tiered cascading pool with splash deck is the centerpiece of your private tropical oasis, a sanctuary that redefines island living through thoughtful integration with nature. The heart of this home shines through its remarkable energy independence: solar infrastructure paired with Tesla battery storage ensures uninterrupted clean power even when grid systems fail. This isnt just a home; its a forward-thinking framework wrapped in architectural elegance. Inside, the owner-focused floor plan creates distinct zones for both entertaining and retreat. The open-concept main living area flows seamlessly from gourmet kitchen to dining to living spaces, while the private primary suite offers a peaceful escape. For guests, three additional en suite bedrooms connect to a versatile den and sophisticated coffee bar, perfect for multigenerational living or hosting visitors in style. Meticulous craftsmanship permeates every detail: custom cabinetry from local artisans Hansen and Bringle, hand-blown glass fixtures that cast mesmerizing light patterns, and a show-stopping backlit blue agate backsplash that serves as functional artwork. Environmentally friendly porcelain tile and premium quartz surfaces complement the homes sustainable spirit without sacrificing luxury. The comprehensive smart home system consolidates all electronics into one user-friendly hub, giving you fingertip control over your environment. Mature tropical landscaping creates privacy while enhancing the allure of outdoor living spaces. Schedule a private showing. This opportunity wont last, call for a private showing.

More Info
Most Recent Sales - (22) - Monroe Investement Co Sub as of 2025-06-14
Sale Date Address Sale Price $/SF List Price Sq. Ft. Type Bd/Ba Days Listed
06-09-2025 1606 United $1,000,000 $822 $995,000 1,216 Single Family 3/1 76
04-25-2025 1523 Flagler $1,600,000 $862 $1,795,000 1,855 Single Family 3/2 133
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
Thinking about selling your Monroe Investement Co Sub home?

Get a free no obligation home value report and know your home's value, even if you are just curious. If you decide to sell or are considering it, our company specializes in selling homes in your community and we can provide you with the guidance on the process that will generate the most return on your investment. Inquire below for a free comparative market analysis of your property. All communication is private and no obligation.

Provide us with some quick details so we can setup a free no obligation and confidential phone call.

More Info


Enter
dsfj
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 06-14-2025.
Back To TopMore Info
Terms / Privacy / Accessibility ADA