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The Isles At Bayshore Real Estate For Sale

Entry-Level
Ultra Luxury — Above $1,000 per SqFt
High-End — $650 - $1,000 per SqFt
Mid-Tier — $400 - $650 per SqFt
Premium — $300 - $400 per SqFt
Entry-Level — Below $300 per SqFt
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Results 19 of 48
The Waterways At Isles Of Bayshore, 9267 SW 220th Ter, Cutler Bay, Florida 33190, image 1
$420,000
  • 3 Beds
  • 21/2 Baths
  • 1,562 SqFt
  • $269/SqFt
Entry-Level
Townhouse for sale in The Waterways At Isles Of Bayshore
9267 SW 220th Ter, Cutler Bay, FL 33190
A versatile opportunity in the highly sought-after isles of bayshore community, ideal for both owner-occupants and investors. This well-maintained 3br/2.5ba home features full impact windows for added storm protection, energy efficiency, and reduced maintenance. Enjoy a 1-car garage, fenced patio, spacious primary suite with walk-in closet, and ample storage throughout. Residents enjoy resort-style amenities including clubhouse, olympic-size pool, fitness center, playground, basketball court, walking trails, and more. Dual hoa community offers exceptional upkeep and strong long-term value. Perfect for families or investors seeking comfort, convenience, and strong rental demand.
The Courts At Isles Of Bayshore, 22631 SW 88th Pl #5-18, Cutler Bay, Florida 33190, image 1
$310,000
  • 2 Beds
  • 21/2 Baths
  • 1,139 SqFt
  • $272/SqFt
Entry-Level
Condo for sale in The Courts At Isles Of Bayshore
22631 SW 88th Pl #5-18, Cutler Bay, FL 33190
Spacious 2-bedroom, 2 full bathroom townhouse-style residence at the courts at bayshore i. This family-friendly community offers excellent amenities including a resort-style pool, fitness center, clubhouse, walking paths, and 24-hour gated security. Conveniently located near shops, restaurants, services, and schools. Ideal for investors — unit currently rented through june 30, 2027.
The Shores At Isles Of Bayshore, 9051 SW 227th St #11, Cutler Bay, Florida 33190, image 1
$430,000
  • 3 Beds
  • 21/2 Baths
  • 1,542 SqFt
  • $279/SqFt
Entry-Level
Townhouse for sale in The Shores At Isles Of Bayshore
9051 SW 227th St #11, Cutler Bay, FL 33190
Beautiful and well-maintained townhome in the desirable community at isles at bayshore! 3 bedrooms, 2 full baths, 1 half bath, two story townhome w. 2 assigned parking spaces in front of unit! Spacious living and dining area. Perfect starter home for a first time home buyer or an investor looking for rent cash flow. Home features updated master bathroom! Updated upstairs full bathroom! Custom master bedroom built in closet! Exterior recently painted by association. Beautiful zen patio for relaxation and enjoyment! Community amenities include pool, hot tube, gym, kids park, ect. Great schools, minutes from black point marina, parks, grocery stores, close to turnpike and old cutler road with restaurants nearby. Come make this your new home! Easy to show!!
Trellis At Isles Of Bayshore, 8879 SW 227th Ter, Cutler Bay, Florida 33190, image 1
$529,900$10K
  • 3 Beds
  • 21/2 Baths
  • 1,895 SqFt
  • $280/SqFt
Entry-Level
House for sale in Trellis At Isles Of Bayshore
8879 SW 227th Ter, Cutler Bay, FL 33190
Beautiful corner-unit home in isles at bayshore! ? 3 bedrooms | 2.5 bathrooms | 1-car garage well-maintained corner-unit home featuring a spacious living and dining area, bright family room, and an updated kitchen with granite countertops and pantry. Upstairs offers a large primary suite with walk-in closet and a convenient laundry room. Enjoy a fully fenced patio with brick pavers, accordion shutters throughout, and parking for up to 3 vehicles plus guest parking. ?? Resort-style community amenities: • huge swimming pool • remodeled fitness center • beautiful clubhouse ?? Prime location: just minutes from us-1, florida turnpike, old cutler road, and black point marina. A perfect combination of comfort, convenience, and lifestyle!
The Courts At Isles Of Bayshore, 22911 SW 88th Pl #9-21, Cutler Bay, Florida 33190, image 1
$330,000
  • 2 Beds
  • 21/2 Baths
  • 1,139 SqFt
  • $290/SqFt
Entry-Level
Condo for sale in The Courts At Isles Of Bayshore
22911 SW 88th Pl #9-21, Cutler Bay, FL 33190
Beautiful 2-bedroom, 2.5-bath condo located in the desirable courts at bayshore community in cutler bay. This spacious unit offers a bright open layout, first-floor entry, walk-in closets, and a convenient in-unit laundry. Enjoy resort-style amenities including a clubhouse, pool, fitness center, and 24-hour gated security. Well-maintained community with low hoa. Ideal for both homeowners and investors—property can be leased. Conveniently located near shopping, dining, and major highways. Don’t miss this great opportunity!
The Courts At Isles Of Bayshore, 22441 SW 88th Pl #201-5, Cutler Bay, Florida 33190, image 1
$309,900
  • 3 Beds
  • 2 Baths
  • 1,032 SqFt
  • $300/SqFt
Entry-Level
Condo for sale in The Courts At Isles Of Bayshore
22441 SW 88th Pl #201-5, Cutler Bay, FL 33190
Beautiful 3 bed/ 2 bath corner unit condo with a private entrance, offering extra privacy and natural light. Features tile floors in the main living areas and cozy carpet in the bedrooms. The kitchen boasts granite countertops and stainless steel appliances, plus a washer and dryer conveniently located inside the unit. Situated in the courts at bayshore—one of cutler bay’s most desirable gated communities—this home includes access to 24/7 security and resort-style amenities: clubhouse, swimming pool, fitness center, playground, sports courts, and expansive green areas. Prime location near us1, the florida turnpike, black point marina, top-rated schools, and shopping centers. Includes full access to clubhouse amenities. Don’t miss this opportunity!
The Courts At Isles Of Bayshore, 22621 SW 88th Pl #106-8, Cutler Bay, Florida 33190, image 1
$310,000
  • 3 Beds
  • 2 Baths
  • 1,018 SqFt
  • $305/SqFt
Entry-Level
Condo for sale in The Courts At Isles Of Bayshore
22621 SW 88th Pl #106-8, Cutler Bay, FL 33190
Income generating property ideal for investors - welcome to the courts at bayshore, a well-maintained gated community in cutler bay. This 3-bedroom, 2-bathroom offers a comfortable layout and access to a great selection of resort-style amenities.... Residents enjoy a large swimming pool, clubhouse, fitness center, playgrounds, green spaces, lakes, and nature trails, along with pet-friendly community policies.... Conveniently located near the florida turnpike, shopping centers, dining, schools, and black point marina, with easy access to major roads and surrounding areas. The community features well-maintained common areas and a peaceful setting while still being close to everything you need.....Currently leased please do not disturb tenants
The Cove At Isles Of Bayshore, 8900 SW 226th Ter, Cutler Bay, Florida 33190, image 1
$530,000
  • 4 Beds
  • 3 Baths
  • 1,712 SqFt
  • $310/SqFt
Entry-Level
Townhouse for sale in The Cove At Isles Of Bayshore
8900 SW 226th Ter, Cutler Bay, FL 33190
Experience the pinnacle of modern living in this stunning, fully reimagined 4-bedroom, 3-full-bathroom townhouse. No detail has been spared in this complete top-to-bottom renovation. Step inside to discover an expansive, pristine & fully renovated home where modern luxury meets turn-key convenience. Brand-new, sleek tile flooring throughout, offering a seamless and durable aesthetic in every room. The heart of the home is the chef-inspired kitchen, boasting custom cabinetry, elegant countertops, and brand-new stainless steel appliances. With three full, designer-remodeled bathrooms and a versatile 4-bedroom layout, 1 bedroom on the first floor, this home provides ample space for a home office, guests, or a growing family. From the fresh paint to the modern fixtures, everything is brand new and move-in ready. Don’t miss your chance to own a "new" home in an established, sought-after community.
The Waterways At Isles Of Bayshore, 9315 SW 221st St, Cutler Bay, Florida 33190, image 1
$399,999
  • 2 Beds
  • 21/2 Baths
  • 1,282 SqFt
  • $312/SqFt
Entry-Level
Townhouse for sale in The Waterways At Isles Of Bayshore
9315 SW 221st St, Cutler Bay, FL 33190
Welcome to this beautiful 2-bedroom, 2.5-bath townhome in the desirable lakes by the bay community in cutler bay! This home features a 1-car garage plus a spacious driveway with parking for two additional vehicles. Bright and inviting layout with numerous recent upgrades, including a brand new a/c system, brand new water heater, and a full suite of brand new stainless steel kitchen appliances, including the refrigerator, range, microwave, and dishwasher. Upstairs, you'll find a convenient laundry area with a washer and dryer, along with two generously sized bedrooms. Second bathroom is remodeled with modern finishes, updated lighting, and contemporary fixtures. Enjoy outdoor living in your private, fully fenced backyard—perfect for entertaining, relaxing, or letting pets play. Conveniently located near parks, shopping, dining, schools, and major highways, this home offers everyday convenience. Don't miss the opportunity to make this turnkey townhome your own!
The Courts At Isles Of Bayshore, 22831 SW 88th Pl #303, Cutler Bay, Florida 33190, image 1
$255,000
  • 2 Beds
  • 2 Baths
  • 817 SqFt
  • $312/SqFt
Entry-Level
Condo for sale in The Courts At Isles Of Bayshore
22831 SW 88th Pl #303, Cutler Bay, FL 33190
Best deal at the courts at bayshore! Don’t miss this incredible investment opportunity! This 2-bedroom, 2-bathroom unit is currently the lowest-priced 2/2 on the market in the community. Outstanding value with excellent investment potential. Whether you’re an investor or looking for a great property at an unbeatable price, this is the one! Priced aggressively to sell—schedule your showing today before it’s gone! Unit is vacant
The Breakers At Isles Of Bayshore, 22023 SW 95th Pl, Cutler Bay, Florida 33190, image 1
$670,000
  • 3 Beds
  • 2 Baths
  • 2,062 SqFt
  • $325/SqFt
Premium
House for sale in The Breakers At Isles Of Bayshore
22023 SW 95th Pl, Cutler Bay, FL 33190
Welcome to lakes by the bay, one of cutler bay’s most desirable communities! This spacious and inviting home features 3 bedrooms, 2 full bathrooms, plus a separate mother-in-law quarters, offering additional flexibility for extended family, guests, or a private home office. The well-designed floor plan provides generous living and entertaining spaces. The primary suite features a large walk-in closet, dual vanities, and a separate shower. Ceramic tile flooring throughout offers both style and easy maintenance. Hurricane shutters provide added storm protection and peace of mind. Step outside to a beautiful backyard with a spacious  patio area—perfect for entertaining family and friends, relaxing, or enjoying south florida’s year-round outdoor lifestyle. A wonderful opportunity to own a versatile home in the highly sought-after lakes by the bay community! Low hoa near black point marina this is a great opportunity.
The Courts At Isles Of Bayshore, 22801 SW 88th Pl #202, Cutler Bay, Florida 33190, image 1
$269,000$9K
  • 2 Beds
  • 2 Baths
  • 817 SqFt
  • $329/SqFt
Entry-Level
Condo for sale in The Courts At Isles Of Bayshore
22801 SW 88th Pl #202, Cutler Bay, FL 33190
Wonderful unit in the courts at bayshore, offers a charming and comfortable space. The primary bedroom integrated with its bathroom, offers comfort and space. All of their appliances are quality stainless steel, washer and dryer in unit. Its club house offers a variety of services and entertainment that will be enjoyed by all its residents. Tenant occupied until 12/01/2026, rent amount $2, 200
The Courts At Isles Of Bayshore, 22801 SW 88th Pl #203, Cutler Bay, Florida 33190, image 1
$270,000
  • 2 Beds
  • 2 Baths
  • 817 SqFt
  • $330/SqFt
Entry-Level
Condo for sale in The Courts At Isles Of Bayshore
22801 SW 88th Pl #203, Cutler Bay, FL 33190
Living like a resort style. Prestigious unit-condo in the courts / isles at bayshore. You and your family can enjoy the clubhouse with pool, playground, gym, bar, and rooms for parties. Great layout 2/2. Tile floors, almost brand new ss appliances, washer and dryer inside the unit. Beautiful lakes and views in entire complex. Near public parks, us1, florida turnpike, plenty of restaurants, private schools, hospitals, airport and beaches.
The Courts At Isles Of Bayshore, 22731 SW 88th Pl #303, Cutler Bay, Florida 33190, image 1
$272,000
  • 2 Beds
  • 2 Baths
  • 817 SqFt
  • $333/SqFt
Entry-Level
Condo for sale in The Courts At Isles Of Bayshore
22731 SW 88th Pl #303, Cutler Bay, FL 33190
Come live in beautiful isles at bayshore! The courts at bayshore is a condo community within the greater community of isles at bayshore and you will have access to the elegant resort-like lifestyle that this community has to offer. This 2 bedroom / 2 bathroom condo unit is on the 3rd & top floor of the building which offers the advantage of high vaulted ceilings that create a sense of space and volume. The unit is in great condition and offers recently updated flooring in the bedrooms. Washer & dryer inside the unit. The condo maintenance fees are very low compared to similar condo communities.
The Courts At Isles Of Bayshore, 22621 SW 88th Pl #302-8, Cutler Bay, Florida 33190, image 1
$280,000
  • 2 Beds
  • 2 Baths
  • 817 SqFt
  • $343/SqFt
Entry-Level
Condo for sale in The Courts At Isles Of Bayshore
22621 SW 88th Pl #302-8, Cutler Bay, FL 33190
Comfortable apartment in the courts of bayshore, a quiet and family-friendly community perfect for families or young professionals. This 2-bedroom, 2-bathroom unit offers comfortable living within a well-maintained community featuring a large clubhouse, a fully equipped gym, and a spacious pool. Bedrooms with laminated floors. Conveniently located near old cutler road, blackpoint marina, and just minutes from the turnpike. Washer & dryer inside the unit. Rented until march 31, 2027
The Courts At Isles Of Bayshore, 22541 SW 88th Pl #105-6, Cutler Bay, Florida 33190, image 1
$285,000
  • 2 Beds
  • 2 Baths
  • 817 SqFt
  • $349/SqFt
Entry-Level
Condo for sale in The Courts At Isles Of Bayshore
22541 SW 88th Pl #105-6, Cutler Bay, FL 33190
Welcome to the courts at bayshore in desirable cutler bay! This beautifully maintained 2-bedroom, 2-bathroom ground-floor corner condo offers a comfortable and functional layout featuring tile floor, stainless steel appliances, and washer and dryer in unit for added convenience. Enjoy peaceful garden views and the extra privacy that comes with a corner-unit location. Residents enjoy access to outstanding community amenities, including a resort-style clubhouse, swimming pool, fitness center, playground, and social gathering rooms, 24 hours security guard, and more!. Ideally located near shopping, dining, parks, black point marina, major roadways, and highly rated schools, this home combines convenience with an exceptional lifestyle. Excellent opportunity for homeowners and investors alike! With low maintenance fees of only $356 per month, no rental restrictions, and strong rental demand in the area, this property offers outstanding income-producing potential and long-term value. The condominium association maintains reserves, which may be beneficial for buyers seeking financing. Don't miss this investor's dream property in one of cutler bay's most sought-after communities.
The Courts At Isles Of Bayshore, 22901 SW 88th Pl #205, Cutler Bay, Florida 33190, image 1
$285,000
  • 2 Beds
  • 2 Baths
  • 809 SqFt
  • $352/SqFt
Entry-Level
Condo for sale in The Courts At Isles Of Bayshore
22901 SW 88th Pl #205, Cutler Bay, FL 33190
Cozy 2-bedroom, 2-bath condo featuring ceramic floors in the main living areas and wood flooring in the bedrooms. Spacious kitchen and well-designed layout. Located in a beautifully maintained community offering resort-style amenities. Excellent cutler bay location, just minutes from major roads, the turnpike, and us-1. Easy to show.
The Courts At Isles Of Bayshore, 22441 SW 88th Pl #202-5, Cutler Bay, Florida 33190, image 1
$289,999$10K
  • 2 Beds
  • 2 Baths
  • 817 SqFt
  • $355/SqFt
Entry-Level
Condo for sale in The Courts At Isles Of Bayshore
22441 SW 88th Pl #202-5, Cutler Bay, FL 33190
Move-in ready 2/2 condo in a prime location! Updated, cozy, and close to everything, turnpike, shopping, and dining. Enjoy a family-friendly community with a stunning clubhouse and ample parking.
The Courts At Isles Of Bayshore, 22551 SW 88th Pl #203-1, Cutler Bay, Florida 33190, image 1
$290,000
  • 2 Beds
  • 2 Baths
  • 817 SqFt
  • $355/SqFt
Entry-Level
Condo for sale in The Courts At Isles Of Bayshore
22551 SW 88th Pl #203-1, Cutler Bay, FL 33190
Spacious 2-bedroom, 2-bathroom second-floor condo located in the sought-after gated community of the courts at bayshore in cutler bay. This move-in-ready unit features an open living and dining area, tile flooring throughout the main living spaces, a functional kitchen with stainless steel appliances, in-unit laundry, and a split-bedroom floor plan for added privacy. The primary suite includes a walk-in closet and private bath. Residents enjoy access to resort-style amenities, including a clubhouse, pool, fitness center, playground, and scenic lakes. Conveniently located near shopping, dining, schools, parks, black point marina, and major highways. Ideal for homeowners or investors seeking value in a well-maintained community.
1 - 19 of 48 Results

Subdivision Amenities

Barbecue
Clubhouse
Fitness Center
Maintenance
Playground
Pool
Security

HOA Cost Benchmark

$0.12 / Sq.Ft.

Monthly ownership cost
37%below peers
8%below city avg
This Community
$0.12
Comparable Entry-Level Avg
$0.19
Cutler Bay, FL Avg
$0.13
$0.00
$0.13
$0.25
Lower than peers, lower than the city average
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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
0.15 miles
For Sale (5)
$410K - $530K
Entry-Level
0.20 miles
For Sale (26)
$2K - $400K
For Rent (8)
$2K - $3K
Entry-Level
0.38 miles
For Sale (1)
$455K - $455K
For Rent (1)
$3K - $3K
Entry-Level
0.38 miles
For Sale (1)
$630K - $630K
For Rent (1)
$4K - $4K
Entry-Level
0.41 miles
For Sale (7)
$325K - $430K
For Rent (7)
$2K - $3K

Schools

Scores

Walk Score®
Car-Dependent. Almost all errands require a car
2

100
Transit Score®
Minimal Transit. It is possible to get on a bus
18

100
Bike Score®
Somewhat Bikeable. Minimal bike infrastructure
42

100
Sound Score®
Bearable noise
77

100
Airport Score
Close to airports. Noticeable airport activity
0

100
Traffic Score
Congested area. Frequent traffic delays
30

100
Local Score
Limited local amenities nearby
0

100

The Isles At Bayshore Communities in Cutler Bay, FL

Cutler Bay
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