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Jennings Cutler Estates 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 14 of 14
Sold - Mar 17, 2026
Jennings Cutler Estates, 8010 SW 188th St, Cutler Bay, Florida 33157, image 1
$925,000
  • 3 Beds
  • 2 Baths
  • 1,916 SqFt
  • $483/SqFt
Mid-Tier
House sold in Jennings Cutler Estates
8010 SW 188th St, Cutler Bay, FL 33157
Single-family home with luxury finishes and screen-enclosed pool! This stunning 3-bedroom, 2-bathroom residence sits on an expansive 15, 000 sq ft lot, offering elegant design with everyday functionality. The home features a spacious, light-filled interior with sleek tile flooring, recessed lighting, and an open-concept living area ideal for entertaining. High-end finishes are showcased throughout, including premium flooring, designer lighting, and a chef-inspired kitchen with upscale appliances and custom cabinetry. Enjoy florida living with a beautiful screened-in pool, perfect for relaxing or hosting guests, along with a large two-car garage providing ample storage and workspace. The oversized lot offers abundant outdoor space and rv parking. This home is a rare find, delivering modern luxury, spacious living, and quality craftsmanship throughout.
Sold - Jan 6, 2026
Jennings Cutler Estates, 8110 SW 188th St, Cutler Bay, Florida 33157, image 1
Jennings Cutler Estates, 8110 SW 188th St, Cutler Bay, Florida 33157, image 2
$1,050,000194K
  • 4 Beds
  • 3 Baths
  • 2,584 SqFt
  • $406/SqFt
Mid-Tier
House sold in Jennings Cutler Estates
8110 SW 188th St, Cutler Bay, FL 33157
Step into your own slice of south florida paradise in cutler bay. This beautifully designed 4-bed, 3-bath home offers a bright, open layout with soaring ceilings and abundant natural light throughout. A private in-law suite—with its own entrance—provides flexible options for guests, extended family, or home office needs. Outside, entertain with ease around the sparkling pool, tucked beside a charming gazebo and outdoor kitchen built for year-round grilling and gatherings. Love your toys? The spacious double car garage and additional room in the years for your boat, bikes, or weekend gear. Just minutes from south pointe marina, this property delivers the perfect balance of style, comfort, and coastal convenience.
Sold - Dec 18, 2025
Jennings Cutler Estates, 8091 SW 188th St, Cutler Bay, Florida 33157, image 1
Jennings Cutler Estates, 8091 SW 188th St, Cutler Bay, Florida 33157, image 2
Jennings Cutler Estates, 8091 SW 188th St, Cutler Bay, Florida 33157, image 3
$895,000
  • 4 Beds
  • 3 Baths
  • 2,500 SqFt
  • $358/SqFt
Mid-Tier
House sold in Jennings Cutler Estates
8091 SW 188th St, Cutler Bay, FL 33157
Beautiful and spacious 4-bedroom, 3-bath home in a quiet cutler bay neighborhood. Situated on a large 15, 000+ sqft lot, this 2, 500 sqft home features a screened-in pool and resurfaced patio, perfect for relaxing or entertaining. Impact windows and doors, pvc plumbing, and two newer ac units offer peace of mind. Great layout with tons of potential. Located on a quiet street close to parks, schools, and shopping.
Jennings Cutler Estates, 8220 SW 192nd St, Cutler Bay, Florida 33157, image 1
Jennings Cutler Estates, 8220 SW 192nd St, Cutler Bay, Florida 33157, image 2
Jennings Cutler Estates, 8220 SW 192nd St, Cutler Bay, Florida 33157, image 3
$864,00015K
  • 4 Beds
  • 3 Baths
  • 2,342 SqFt
  • $369/SqFt
Mid-Tier
House for sale in Jennings Cutler Estates
8220 SW 192nd St, Cutler Bay, FL 33157
Welcome to a canvas of endless possibilities in this cutler bay haven! Nestled in a serene cul-de-sac, this spacious split floorplan features 4 bedrooms, 3 full baths, and vaulted ceilings exuding openness and light. Modern comfort meets timeless charm in the updated kitchen that flows effortlessly into the cozy family room. With its spacious covered patio and expansive backyard, this home is an entertainer's dream. The versatile layout and contemporary design of this home invites you to unleash your creativity and personalize every corner to your unique style.
Jennings Cutler Estates, 8240 SW 192nd St, Cutler Bay, Florida 33157, image 1
Jennings Cutler Estates, 8240 SW 192nd St, Cutler Bay, Florida 33157, image 2
Jennings Cutler Estates, 8240 SW 192nd St, Cutler Bay, Florida 33157, image 3
$900,000
  • 4 Beds
  • 21/2 Baths
  • 2,538 SqFt
  • $355/SqFt
Mid-Tier
House for sale in Jennings Cutler Estates
8240 SW 192nd St, Cutler Bay, FL 33157
Highly sought-after location off old cutler road! This alluring retreat sits on a tranquil cul de sac with no hoa - features: screened in pool recently resurfaced pebble patio on a builder's half acre lot surrounded by lush trees of all kinds (see attached list). This spacious home is perfect for entertaining with unique touches such as coy fish pond, fireplace and plantation shutters. Centrally located about 5 miles from fl turnpike with easy access to zoo miami, downtown miami, shopping, fairchild tropical garden, historic deering estate, and black pointe marina. Which is great for fishing near biscayne bay that faces the atlantic coast. A short trip to key largo and key west! Bronze mermaid does not convey
Jennings Cutler Estates, 8151 SW 192nd St, Cutler Bay, Florida 33157, image 1
Jennings Cutler Estates, 8151 SW 192nd St, Cutler Bay, Florida 33157, image 2
$925,000
  • 4 Beds
  • 2 Baths
  • 2,875 SqFt
  • $322/SqFt
Mid-Tier
House for sale in Jennings Cutler Estates
8151 SW 192nd St, Cutler Bay, FL 33157
Gorgeous cutler bay home in a quiet cul-de-sac, located in a highly desired neighborhood. From the moment you drive in, you know you found the home you've been looking for. Walk into your forever home w/ immediate views of the pool & tranquil backyard. This 4bdrm/2bath home in an oversized lot of 16, 350 sq. Ft., features a renovated kitchen which opens to the family room overlooking the fireplace.The home comes with many updates just to name a few, renovated bathrooms, new roof, impact doors & more updates for your immediate comfort. Impact doors lead to pool & covered outdoor terrace perfect for family gatherings. Garage currently used as a 5th bedroom & can easily return to its original use. Surrounded by nature activities, shops, dining, boaters paradise & minutes away from prime schools.
Jennings Cutler Estates, 8150 SW 187th Ter, Cutler Bay, Florida 33157, image 1
Jennings Cutler Estates, 8150 SW 187th Ter, Cutler Bay, Florida 33157, image 2
$740,00050K
  • 4 Beds
  • 2 Baths
Mid-Tier
House for sale in Jennings Cutler Estates
8150 SW 187th Ter, Cutler Bay, FL 33157
Best buy in the area, stunning cutler bay home with lost of natural light, screened in the pool, on oversized lot with enough space for rv and or boat. Accordion shutters home is a rare find with plenty of potential to update. Shed is part of sale, 15 x 30, insulated, air conditioner whit permit. Give me an offer with the best high price
Jennings Cutler Estates, 8149 SW 190th St, Cutler Bay, Florida 33157, image 1
Jennings Cutler Estates, 8149 SW 190th St, Cutler Bay, Florida 33157, image 2
$770,000
  • 3 Beds
  • 2 Baths
  • 1,896 SqFt
  • $406/SqFt
Mid-Tier
House for sale in Jennings Cutler Estates
8149 SW 190th St, Cutler Bay, FL 33157
An impeccable... Completely updated 3/2 family home with a pool and 2 car garage. This house has it all. Check out all the pictures for yourself. This home is ready to move in. Come witness it yourself. Please read broker remarks.
Jennings Cutler Estates, 8150 SW 191st St, Cutler Bay, Florida 33157, image 1
Jennings Cutler Estates, 8150 SW 191st St, Cutler Bay, Florida 33157, image 2
$770,000
  • 4 Beds
  • 2 Baths
  • 3,202 SqFt
  • $240/SqFt
Mid-Tier
House for sale in Jennings Cutler Estates
8150 SW 191st St, Cutler Bay, FL 33157
Gorgeous pool home on a peaceful cul-de-sac in cutler bay! This turn key, perfect family home features 4 bright spacious bedrooms, 2 baths w/ an open kitchen overlooking the pool area and backyard. The property is meticulously maintained and has been updated with attention to details. 2 new a/c units, new air ducts, new flooring, 4 years old roof, impact windows/doors, crown molding and much more... Beautiful private outdoor space is ideal for your family and guest entertainment! Resurfaced inviting pool, large backyard with fruit trees and space to store your boat/ rv. Just minutes away from black point marina, deering estate, nature parks/paths, old cutler road and the turnpike. A must see! No association or cdd. Easy to show.
Jennings Cutler Estates, 8150 SW 188th St, Cutler Bay, Florida 33157, image 1
Jennings Cutler Estates, 8150 SW 188th St, Cutler Bay, Florida 33157, image 2
Jennings Cutler Estates, 8150 SW 188th St, Cutler Bay, Florida 33157, image 3
$625,000
  • 4 Beds
  • 21/2 Baths
  • 2,836 SqFt
  • $220/SqFt
Mid-Tier
House for sale in Jennings Cutler Estates
8150 SW 188th St, Cutler Bay, FL 33157
Spectacular 4-bedroom, 2.5-bath home in cutler bay. This sprawling home offers abundant space and comfort throughout, along with recessed lighting, tile in the living area, and carpet in the bedrooms. Eat-in kitchen with stainless steel appliances overlooking family room with fireplace. The backyard will be your private oasis featuring a large pool, jacuzzi all within the screened patio—extra lawn space for room to play, along with space for rv or boat on the side. For an added sense of security, the home has partial impact windows on the bedrooms. Fenced in, private and perfect for relaxing! A must-see to appreciate! Call for a showing today.
Jennings Cutler Estates, 8150 SW 189th, Cutler Bay, Florida 33157, image 1
Jennings Cutler Estates, 8150 SW 189th, Cutler Bay, Florida 33157, image 2
$500,00045K
  • 4 Beds
  • 2 Baths
  • 2,250 SqFt
  • $222/SqFt
Mid-Tier
House for sale in Jennings Cutler Estates
8150 SW 189th, Cutler Bay, FL 33157
Spectacular 4-bedroom, 2-bath updated home in cutler bay. This sprawling home offers abundant space and comfort throughout. Beautiful formal living room boasts hardwood floors, domed ceilings and access to huge screened-in patio. Upgraded eat-in kitchen is complete with granite counter tops and breakfast bar overlooking family room with fireplace. Master bedroom is huge and offers incredible private bath with soaking tub and 2 showers, one indoors and one outdoors. Three additional good-sized bedrooms too! The backyard will be your private oasis featuring large pool, jacuzzi all within the screened patio. Extra lawn space for room to play, along with rv carport, electric sprinkler system, shed and attached garage. Fenced in, private and perfect for relaxing! This is a must see!
Jennings Cutler Estates, 8180 SW 188th St, Cutler Bay, Florida 33157, image 1
Jennings Cutler Estates, 8180 SW 188th St, Cutler Bay, Florida 33157, image 2
$535,000
  • 4 Beds
  • 3 Baths
  • 2,472 SqFt
  • $216/SqFt
Mid-Tier
House for sale in Jennings Cutler Estates
8180 SW 188th St, Cutler Bay, FL 33157
Impressive corner home with 4 bdrm/3 bath and actual area of 3, 476 sq. Ft. Sits on an oversized lot of 16, 135 sq. Ft., features a plentiful kitchen with a large pantry room and a breakfast nook which opens to a spacious family room. French doors in the family room lead to the tranquil pool. Enjoy the oversized extended screened patio and gather the friends and family to a barbecue or a swim in the pool. The master bedroom wing boasts ample space with french doors leading to the pool area and a very large master bathroom for relaxing comfort. Garage is currently used as a game room and also a hobby and sports equipment room but can be easily returned to its original use. Laundry room has a sink and lots of cabinetry and counter for folding clothes. Large open area feeling throughout.
Jennings Cutler Estates, 7990 SW 188th St, Cutler Bay, Florida 33157, image 1
Jennings Cutler Estates, 7990 SW 188th St, Cutler Bay, Florida 33157, image 2
$551,500
  • 4 Beds
  • 4 Baths
  • 3,767 SqFt
  • $146/SqFt
Mid-Tier
House for sale in Jennings Cutler Estates
7990 SW 188th St, Cutler Bay, FL 33157
Charming 4 bedroom 4 bathroom mediterranean style with north-south exposure on a corner lot with a 2 car garage. This home is ideal for entertaining with remodeled kitchen and open family room. The kitchen has granite counter tops, stainless steel appliances, and wooden cabinetry. Additional features are vaulted ceilings, plantation shutters, beautiful caged pool with wet bar and views from the home. The fenced back yard has mature landscaping for complete privacy. Some of the native trees are avocado, mango, banana, and starfruit as well as numerous orchids and bromeliads. Private schools in the area are palmer trinity, holy rosary and gulliver. Public marinas are black point marina and matheson hammock marina. This home is not in a flood zone
Jennings Cutler Estates, 8151 SW 192nd St, Cutler Bay, Florida 33157, image 1
Jennings Cutler Estates, 8151 SW 192nd St, Cutler Bay, Florida 33157, image 2
$989,000
  • 4 Beds
  • 2 Baths
  • 2,875 SqFt
  • $344/SqFt
Mid-Tier
House for sale in Jennings Cutler Estates
8151 SW 192nd St, Cutler Bay, FL 33157
Look no further! This beautiful, renovated, home is in a cul-de-sac right next to old cutler road! The home offers 4 bedrooms and 2 baths, a converted garage with storage space that is currently used as a 5th bedroom and can easily be converted back to a large 2 car garage. The open concept living, dining, and family rooms all surround the renovated kitchen. There is a working fireplace in the family and a designated laundry room. Impact window and doors lead to a covered terrace to enjoy a large backyard and pool with your family and friends! There is also a large avocado tree, beautiful palms, impact windows, and a large driveway. Located next to great schools and a neighborhood perfect for outdoor activities!

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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
0.17 miles
Mid-Tier
0.20 miles
Entry-Level
0.27 miles
Premium
0.27 miles
For Sale (1)
$989K - $989K
Mid-Tier
0.37 miles
For Sale (2)
$949K - $1.5M

Schools

Scores

Walk Score®
Car-Dependent. Almost all errands require a car
12

100
Transit Score®
Minimal Transit. It is possible to get on a bus
19

100
Bike Score®
Somewhat Bikeable. Minimal bike infrastructure
46

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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Mid-Tier Homes & Condos

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