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Montego Bay Houses Sold

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Ultra LuxuryAbove $1,000 per SqFt
High-End$650 - $1,000 per SqFt
Mid-Tier$400 - $650 per SqFt
Premium$300 - $400 per SqFt
Entry-LevelBelow $300 per SqFt
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Results 13 of 100
Montego Bay, 21700 SW 99th Ave, Cutler Bay, Florida 33190, image 1
Montego Bay, 21700 SW 99th Ave, Cutler Bay, Florida 33190, image 2
$275,000
  • 2 Beds
  • 2 Baths
  • 1,136 SqFt
  • $242/SqFt
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House for sale in Montego Bay
21700 SW 99th Ave, Cutler Bay, FL 33190
Beautiful single family home located in a desired cutler bay area. Home features 2 bedrooms and 2 bathrooms with a one car garage - upgrades throughout. New roof, new hurricane panels, a/c one year old. Home is in lakes by the bay seconds from old cutler, us1, and the turnpike. Low association fees. Backyard features a beautiful 16x16 wooden pergola for entertainment along with a screen terrace. Home is move in ready.
Montego Bay, 10015 SW 218th St, Cutler Bay, Florida 33190, image 1
Montego Bay, 10015 SW 218th St, Cutler Bay, Florida 33190, image 2
$298,0007K
  • 3 Beds
  • 2 Baths
  • 1,650 SqFt
  • $181/SqFt
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House for sale in Montego Bay
10015 SW 218th St, Cutler Bay, FL 33190
Thousands spent in remodeling this wonderful property. New wood kitchen cabinets and granite countertops. New 24x24 professional installed porcelain tiles on first floor and master bedroom. Completely remodeled baths and new bathroom fixtures installed. New fence, new exterior door. New laminated second floor. New base boards. New paint job inside and outside. Stainless steel appliances. 24 hour security, community pool, and walking pathway around the lakes. Your client will love this magnificent home and its surroundings. Please send your contract with a du.
Montego Bay, 21812 SW 98th Pl, Cutler Bay, Florida 33190, image 1
Montego Bay, 21812 SW 98th Pl, Cutler Bay, Florida 33190, image 2
$519,000
  • 3 Beds
  • 2 Baths
  • 1,425 SqFt
  • $364/SqFt
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House for sale in Montego Bay
21812 SW 98th Pl, Cutler Bay, FL 33190
Price improvement!!! Welcome to this inviting home in lakes by the bay neighborhood of cutler bay! This well-maintained residence features 3 spacious bedrooms and 2 bathrooms. Vaulted ceilings with a fantastic open layout combining the living and dining area adjacent to the pass through kitchen. Enjoy the low-maintenance outdoor space, featuring a screened-in patio and stamped concrete backyard, ideal for relaxing and entertaining. Front landscape maintenance is included in the hoa fees. Just steps away, you’ll find a picturesque lake and walking path. There is a spacious 2-car garage with an independent entrance—perfect for potential conversion into an efficiency for additional income. Hurricane shutters throughout. Roof and ac were replaced in 2023 – see broker remarks
Montego Bay, 21801 SW 99th Ave, Cutler Bay, Florida 33190, image 1
Montego Bay, 21801 SW 99th Ave, Cutler Bay, Florida 33190, image 2
Montego Bay, 21801 SW 99th Ave, Cutler Bay, Florida 33190, image 3
$535,00035K
  • 3 Beds
  • 2 Baths
  • 1,558 SqFt
  • $343/SqFt
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House for sale in Montego Bay
21801 SW 99th Ave, Cutler Bay, FL 33190
This is your chance to own a piece of paradise in the lakes of the bay. Completely renovated with top-of-the-line solid wood kitchen, soft close doors, and quartz tops. Water resistant vinyl floors throughout the home. Nestled away on a corner lot, this two-story home has plenty of character and space to make you feel right at home. A covered patio in the backyard is perfect for enjoying sunny days or evening barbecues with family and friends. And if that's not enough, you're also just minutes away from some of the best shopping and dining that miami has to offer. Don't wait, call today! ****seller is motivated****
Pending
Montego Bay, 21705 SW 99th Ave, Cutler Bay, Florida 33190, image 1
Montego Bay, 21705 SW 99th Ave, Cutler Bay, Florida 33190, image 2
Montego Bay, 21705 SW 99th Ave, Cutler Bay, Florida 33190, image 3
$480,00070K
  • 4 Beds
  • 2 Baths
  • 2,165 SqFt
  • $222/SqFt
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House for sale in Montego Bay
21705 SW 99th Ave, Cutler Bay, FL 33190
Rare opportunity to own a home on a quiet cul-de-sac in cutler bay. A well-appointed home featuring 4 bedrooms and 2 full bathrooms. A spacious living room with a great-sized kitchen for cooking and a comfortable living room for memory-making. Think of this house as a blank canvas ready for your vision to come to life. The community boasts tennis courts, a playground, and a community pool! Hoa fees are split into two payments: a quarterly fee of $177 and a quarterly fee of $280. Property is pending foreclosure, so act fast! No sight-unseen offers will be accepted. Serious buyers only. No more than 5 calendar days' inspections will be considered. Property is owner-occupied; please do not disturb. 24- hour notification needed for viewings.
Montego Bay, 21812 SW 98th Pl, Cutler Bay, Florida 33190, image 1
Montego Bay, 21812 SW 98th Pl, Cutler Bay, Florida 33190, image 2
$499,900
  • 3 Beds
  • 2 Baths
  • 1,425 SqFt
  • $351/SqFt
Premium
House for sale in Montego Bay
21812 SW 98th Pl, Cutler Bay, FL 33190
Investors only, currently rented until may 2026. New 2023 roof & new a/c!! Beautiful single-family house in cutler bay. Lakes by the bay community! This property features an oversized 2 car garage w/a side door that can easily be converted into an in-law's quarters or an efficiency for extra income! Split floorplan w/3 spacious bedrooms, living, dining & family room. A great backyard w/stamped concrete & a screened patio ready for friends & family gatherings. Community includes pool, tennis courts, clubhouse. Very close to lakes by the bay park (lakes by the bay park is a 45-acre multi-use park located on sw 216th street, one block east of sw 87th avenue (directly behind whigham elementary school). The park is also adjacent to the 47-acre miami-dade county park. Don’t miss this it!!
Montego Bay, 21664 SW 98th Pl, Cutler Bay, Florida 33190, image 1
Montego Bay, 21664 SW 98th Pl, Cutler Bay, Florida 33190, image 2
$529,000
  • 4 Beds
  • 3 Baths
  • 1,808 SqFt
  • $293/SqFt
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House for sale in Montego Bay
21664 SW 98th Pl, Cutler Bay, FL 33190
Beautiful three-story single-family home with 4 bedrooms & 3 full bathrooms located in highly sought-after lakes by the bay. The ground floor features one bedroom with a bathroom, closet, and access door. The main floor includes a spacious living room, a fully functional kitchen with plenty of built-in wooden cabinets for storage, stainless steel appliances, and a spacious primary bedroom with two walk-in closets and an en-suite bathroom. You'll find two bedrooms with walk-in closets and one full bathroom upstairs. Fenced backyard with a covered patio. The community offers a pool, tennis courts, a baseball field, and more! You'll love the great amenities nearby & easy access to fl turnpike and the popular black point marina. Enjoy an immersive 3d virtual tour. May the force be with you!
Montego Bay, Cutler Bay, Florida 33190, image 1
Montego Bay, Cutler Bay, Florida 33190, image 2
$524,000
  • 3 Beds
  • 2 Baths
  • 1,650 SqFt
  • $318/SqFt
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House for sale in Montego Bay
Undisclosed Address, Cutler Bay, FL 33190
Nestled in the highly desirable, family-friendly neighborhood of lakes by the bay, this exceptional single-family home offers the perfect blend of comfort, convenience, and location. Located on a quiet cul-de-sac, this property features 3 generously sized bedrooms and 2 well-appointed bathrooms with elegant tile flooring. The kitchen boasts beautiful granite countertops, combining sophistication and practicality. The spacious master suite includes a private en-suite bathroom, providing a tranquil retreat. Accordion shutters on all windows and sliding glass doors offer added security. Enjoy serene outdoor living with easy access to the community pool, lake, walking trails, and tennis courts. The hoa covers amenities, lawn care, and patrol night security. Schedule a private viewing today!
Montego Bay, 21611 SW 98th Pl, Cutler Bay, Florida 33190, image 1
Montego Bay, 21611 SW 98th Pl, Cutler Bay, Florida 33190, image 2
$490,000
  • 2 Beds
  • 2 Baths
  • 1,136 SqFt
  • $431/SqFt
Premium
House for sale in Montego Bay
21611 SW 98th Pl, Cutler Bay, FL 33190
Montego bay single-family home. Main house has a two bedrooms and two full baths. Home is newly painted on the outside and inside and has a new central ac system, a new hot water heater, new over the range microwave, new flooring in the whole house, new ceiling fans, and all new bathrooms. Garage has been converted and can be used for an office or a gaming room or a bedroom with a new full bath. There is new flooring and a new air conditioner in converted garage . Garage also has its own entrance. The hoa cuts the front yard.
Montego Bay, 10042 SW 220th St, Cutler Bay, Florida 33190, image 1
Montego Bay, 10042 SW 220th St, Cutler Bay, Florida 33190, image 2
$450,000
  • 2 Beds
  • 2 Baths
  • 1,136 SqFt
  • $396/SqFt
Premium
House for sale in Montego Bay
10042 SW 220th St, Cutler Bay, FL 33190
Charming 2-bedroom, 2-bath single-family home located in the desirable montego bay community of lakes by the bay in cutler bay. This well-kept home features laminate flooring in the bedrooms, a spacious 1-car garage, and a water softener system included for added comfort. Enjoy the most perfect and cozy backyard—ideal for relaxing, entertaining, or your morning coffee. Nestled in a peaceful and friendly neighborhood with access to great amenities and just minutes from parks, top-rated schools, and black point marina. Whether you're a first-time buyer or looking to downsize, this home offers the perfect blend of comfort, functionality, and location. Don't miss the opportunity to own in one of cutler bay’s most sought-after communities!
Montego Bay, 10048 SW 221st St, Cutler Bay, Florida 33190, image 1
Montego Bay, 10048 SW 221st St, Cutler Bay, Florida 33190, image 2
$650,000
  • 3 Beds
  • 2 Baths
  • 1,425 SqFt
  • $456/SqFt
Premium
House for sale in Montego Bay
10048 SW 221st St, Cutler Bay, FL 33190
Welcome to this elegant home in peaceful cutler bay, with a brand-new roof and soaring ceilings that fill every room with light and a sense of spaciousness. Featuring impact windows, 3 bedrooms, 2 bathrooms, and a versatile additional space, this home is perfect for modern living. The garage has been transformed into a private in-law suite with its own bathroom, or a home office/studio ideal for work or visitors. One bedroom is conveniently located on the ground floor. Unwind in your modern jacuzzi after a long day. Nestled in a community with a pool, tennis courts, and scenic lakes, this home is just minutes from black point marina, parks, shopping centers, and the turnpike, offering easy access across south florida. Freshly painted and move-in ready, this home is built to last!
Montego Bay, 21801 SW 99th Ave, Cutler Bay, Florida 33190, image 1
Montego Bay, 21801 SW 99th Ave, Cutler Bay, Florida 33190, image 2
$530,000
  • 3 Beds
  • 2 Baths
  • 1,558 SqFt
  • $340/SqFt
Premium
House for sale in Montego Bay
21801 SW 99th Ave, Cutler Bay, FL 33190
This is your chance to own a piece of paradise in lakes of the bay. Nestled away on a corner lot, this two-story home has plenty of character and space to make you feel right at home. A covered patio in the backyard is perfect for enjoying sunny days or evening barbecues with family and friends. And if that's not enough, you're also just minutes away from some of the best shopping and dining that miami has to offer. Don't wait, call today!
Pending
Montego Bay, Cutler Bay, Florida 33190, image 1
Montego Bay, Cutler Bay, Florida 33190, image 2
$497,00027K
  • 3 Beds
  • 2 Baths
  • 1,650 SqFt
  • $301/SqFt
Premium
House for sale in Montego Bay
Undisclosed Address, Cutler Bay, FL 33190
Nestled in the highly desirable, family-friendly neighborhood of lakes by the bay, this exceptional single-family home offers the perfect blend of comfort, convenience, and location. Located on a quiet cul-de-sac, this property features 3 generously sized bedrooms and 2 well-appointed bathrooms with elegant tile flooring. The kitchen boasts beautiful granite countertops, combining sophistication and practicality. The spacious master suite includes a private en-suite bathroom, providing a tranquil retreat. Accordion shutters on all windows and sliding glass doors offer added security. Enjoy serene outdoor living with easy access to the community pool, lake, walking trails, and tennis courts. The hoa covers amenities, lawn care, and patrol night security. Schedule a private viewing today!
1 - 13 of 100 Results

Subdivision Amenities

Clubhouse
Maintenance
Pool

HOA Cost Benchmark

$0.09 / Sq.Ft.

Monthly ownership cost
80%above peers
31%below city avg
This Community
$0.09
Comparable Premium Avg
$0.05
Cutler Bay, FL Avg
$0.13
$0.00
$0.08
$0.15
Higher than peers, lower than the city average
Peer Set · 9 comparable communities
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Preconstruction in Cutler BayShow All

Caribbean Isles 2
Caribbean Isles 2
Caribbean Isles 2
Condos in Cutler Bay, FL 33157
  • Units
    142
  • Stories
    8

Miami-based Caribbean Village LTD., an affiliate of Pinnacle Housing, hopes to get approval for revised plans regarding the second phase of Caribbean Isles.

The first phase, which finished construction in 2019, currently offers 123 units geared toward seniors. The second phase would offer 142 affordable housing units in an eight-story building. This is a 42 percent increase from the initially proposed 100 in 2022.

According to the South Florida Business Journal, plans call for the construction of 90 one-bedroom and 52 two-bedroom units, with communal amenities including a fitness center and club room. There would also be a two-story parking garage featuring 96 parking spots, averaging to less than one per unit. Behar Font & Partners designed the venture.

The second phase would take shape on a 3.23-acre site.

Caribbean Isles’ second phase is slated for 19755 S.W. 110th Court, Miami, FL, 33157, in Miami-Dade County. It’ll be west of the Florida Turnpike in the South Miami Heights neighborhood.

APARTMENT AMENITIES

  • LVT Flooring
  • Over the Range Microwave
  • Quartz Countertops
  • Tile Throughout
  • Energy Efficient Appliances
  • Ceiling Fans
  • Washer & Dryer (available for an additional fee)

COMMUNITY AMENITIES

  • BBQ Area
  • Smoke Free Community
  • Computer Workstations
  • Fitness Center
  • Elevators
  • Parcel Lockers
  • Community Room
  • Yoga Room
  • 24 Hour Maintenance Emergency Services
Details

Nearby Subdivisions

Entry-Level
0.05 miles
Entry-Level
0.32 miles
Premium
0.32 miles
For Sale (1)
$700K - $700K
Premium
0.34 miles
Premium
0.36 miles
For Sale (3)
$500K - $515K
For Rent (2)
$4K - $4K

Schools

Scores

Walk Score®
Car-Dependent. Almost all errands require a car
15

100
Transit Score®
Some Transit. A few nearby public transportation options
33

100
Bike Score®
Bikeable. Some bike infrastructure
59

100
Sound Score®
Bearable noise
75

100
Airport Score
Close to airports. Noticeable airport activity
0

100
Traffic Score
Congested area. Frequent traffic delays
32

100
Local Score
Limited local amenities nearby
0

100

Cutler Bay
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