Cutler Bay, FL 33190
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Montego Bay Houses Sold
Results 29 of 102
Last Sold Date
Sold - Oct 13, 2026

$335,000
- 2 Beds
- 2 Baths
- 1,136 SqFt
- $295/SqFt
- $119/mo HOA
Entry-Level
House sold in Montego Bay22101 SW 100th Pl, Cutler Bay, FL 33190
Listing Courtesy Of: EXP Realty LLC
Sold - Sep 8, 2026

$465,500
- 3 Beds
- 2 Baths
- 1,425 SqFt
- $327/SqFt
- $339/mo HOA
Entry-Level
House sold in Montego Bay10001 SW 218th St, Cutler Bay, FL 33190
Listing Courtesy Of: Urbaniza Realty
Sold - Jul 9, 2026
$479,800$101K
- 3 Beds
- 2 Baths
- 1,650 SqFt
- $291/SqFt
- $155/mo HOA
Entry-Level
House sold in Montego Bay21839 SW 100th Pl, Cutler Bay, FL 33190
Listing Courtesy Of: EXP Realty, LLC
Sold - Jun 5, 2026

$575,000
- 3 Beds
- 2 Baths
- 1,425 SqFt
- $404/SqFt
- $152/mo HOA
Entry-Level
House sold in Montego Bay9928 SW 218th Ter, Cutler Bay, FL 33190
Listing Courtesy Of: Equity Real Property and Mgt.
Sold - Mar 9, 2026

$405,000$15K
- 3 Beds
- 2 Baths
- 1,425 SqFt
- $284/SqFt
- $130/mo HOA
Entry-Level
House sold in Montego Bay9928 SW 218th Ter, Cutler Bay, FL 33190
Listing Courtesy Of: Mainstay Brokerage LLC
Sold - Feb 12, 2026

$390,000$120K
- 3 Beds
- 21/2 Baths
- 1,650 SqFt
- $236/SqFt
- $89/mo HOA
Entry-Level
House sold in Montego Bay21808 SW 99th Ave, Cutler Bay, FL 33190
Listing Courtesy Of: Coldwell Banker Realty
Sold - Feb 9, 2026

$453,000$47K
- 3 Beds
- 2 Baths
- 1,558 SqFt
- $291/SqFt
- $150/mo HOA
Entry-Level
House sold in Montego Bay10013 SW 218th St, Cutler Bay, FL 33190
Listing Courtesy Of: Trexy International Realty, Inc
Sold - Dec 22, 2025

$443,500
- 2 Beds
- 2 Baths
- 1,136 SqFt
- $390/SqFt
- $157/mo HOA
Entry-Level
House sold in Montego Bay10042 SW 220th St, Cutler Bay, FL 33190
Listing Courtesy Of: Lifestyle International Realty
Sold - Sep 30, 2025

$620,000
- 4 Beds
- 21/2 Baths
- 1,808 SqFt
- $343/SqFt
- $105/mo HOA
Entry-Level
House for sale in Montego Bay9916 SW 218th Ter, Cutler Bay, FL 33190
Listing Courtesy Of: Real Estate TeamMates LLC
Sold - Sep 15, 2025

$505,000$45K
- 3 Beds
- 2 Baths
- 1,425 SqFt
- $354/SqFt
- $161/mo HOA
Entry-Level
House for sale in Montego Bay9951 SW 218th Ter, Cutler Bay, FL 33190
Listing Courtesy Of: Grand Beach Realty LLC
Sold - Aug 19, 2025

$440,000
- 2 Beds
- 2 Baths
- 1,136 SqFt
- $387/SqFt
- $147/mo HOA
Entry-Level
House for sale in Montego Bay21760 SW 99th Pl, Cutler Bay, FL 33190
Listing Courtesy Of: Cutler Realty, Inc.
Sold - Jul 14, 2025

$560,000
- 4 Beds
- 21/2 Baths
- 1,506 SqFt
- $372/SqFt
- $152/mo HOA
Entry-Level
House for sale in Montego Bay21820 SW 98th Pl, Cutler Bay, FL 33190
Listing Courtesy Of: Keller Williams Capital Realty
Sold - May 30, 2025

$499,900$30K
- 4 Beds
- 3 Baths
- 1,808 SqFt
- $276/SqFt
- $157/mo HOA
Entry-Level
House for sale in Montego Bay21664 SW 98th Pl, Cutler Bay, FL 33190
Listing Courtesy Of: The Keyes Company
Sold - Apr 28, 2025

$525,000$25K
- 3 Beds
- 2 Baths
- 1,425 SqFt
- $368/SqFt
- $275/mo HOA
Entry-Level
Townhouse for sale in Montego Bay9921 SW 218th Ter, Cutler Bay, FL 33190
Listing Courtesy Of: Realty Golden Group PA
Sold - Feb 28, 2025

$515,000$515K
- 3 Beds
- 2 Baths
- 1,425 SqFt
- $361/SqFt
- $157/mo HOA
Entry-Level
House for sale in Montego Bay9971 SW 218th Ter, Cutler Bay, FL 33190
Listing Courtesy Of: London Foster Realty
Sold - Feb 13, 2025

$449,000$21K
- 2 Beds
- 2 Baths
- 1,136 SqFt
- $395/SqFt
- $79/mo HOA
Entry-Level
House for sale in Montego Bay21806 SW 98th Pl, Cutler Bay, FL 33190
Listing Courtesy Of: Skyline Trust Realty, Inc
Sold - Oct 30, 2024

$510,000
- 3 Beds
- 2 Baths
- 1,425 SqFt
- $358/SqFt
- $157/mo HOA
Entry-Level
House for sale in Montego Bay21736 SW 99th Ave, Cutler Bay, FL 33190
Listing Courtesy Of: Florida Capital Realty
Sold - Oct 21, 2024

$710,000$49K
- 4 Beds
- 31/2 Baths
- 1,888 SqFt
- $376/SqFt
- $127/mo HOA
Entry-Level
House for sale in Montego Bay9908 SW 218th Ter, Cutler Bay, FL 33190
Listing Courtesy Of: RE/MAX Advance Realty II
Sold - Sep 26, 2024

$440,000
- 2 Beds
- 2 Baths
- 1,136 SqFt
- $387/SqFt
- $119/mo HOA
Entry-Level
House for sale in Montego Bay21732 SW 99th Ave, Cutler Bay, FL 33190
Listing Courtesy Of: Keller Williams Capital Realty
Sold - Sep 25, 2024

$480,000$50K
- 3 Beds
- 21/2 Baths
- 1,650 SqFt
- $291/SqFt
- $157/mo HOA
Entry-Level
House for sale in Montego Bay22005 SW 100th Pl, Cutler Bay, FL 33190
Listing Courtesy Of: Luxe Properties
Sold - Sep 13, 2024

$470,000
- 2 Beds
- 2 Baths
- 1,136 SqFt
- $414/SqFt
- $163/mo HOA
Entry-Level
House for sale in Montego Bay21611 SW 98th Pl, Cutler Bay, FL 33190
Listing Courtesy Of: The Canero Group
Sold - Aug 27, 2024

$485,000$65K
- 3 Beds
- 21/2 Baths
- 1,650 SqFt
- $294/SqFt
- $157/mo HOA
Entry-Level
House for sale in Montego Bay10045 SW 218th St, Cutler Bay, FL 33190
Listing Courtesy Of: EXP Realty LLC
Sold - Aug 19, 2024

$500,000
- 3 Beds
- 2 Baths
- 1,425 SqFt
- $351/SqFt
- $160/mo HOA
Entry-Level
House for sale in Montego Bay21654 SW 98th Pl, Cutler Bay, FL 33190
Listing Courtesy Of: Pronto Realty LLC
Sold - May 28, 2024

$450,000$25K
- 4 Beds
- 31/2 Baths
- 1,888 SqFt
- $238/SqFt
- $127/mo HOA
Entry-Level
House for sale in Montego Bay9908 SW 218th Ter, Cutler Bay, FL 33190
Listing Courtesy Of: RE/MAX Advance Realty II
Sold - Jan 26, 2024

$545,000$5K
- 4 Beds
- 3 Baths
- 1,925 SqFt
- $283/SqFt
- $100/mo HOA
Entry-Level
House for sale in Montego Bay22020 SW 100th Pl, Cutler Bay, FL 33190
Listing Courtesy Of: Coldwell Banker Realty
Sold - Jan 24, 2024

$510,000
- 3 Beds
- 2 Baths
- 1,650 SqFt
- $309/SqFt
- $100/mo HOA
Entry-Level
House for sale in Montego Bay10015 SW 218th St, Cutler Bay, FL 33190
Listing Courtesy Of: BZG International, LLC
Sold - Jan 5, 2024

$525,000$5K
- 3 Beds
- 2 Baths
- 1,425 SqFt
- $368/SqFt
- $132/mo HOA
Entry-Level
House for sale in Montego Bay9901 SW 218th Ter, Cutler Bay, FL 33190
Listing Courtesy Of: The Keyes Company
Sold - Jan 4, 2024

$515,000
- 3 Beds
- 2 Baths
- 1,425 SqFt
- $361/SqFt
- $132/mo HOA
Entry-Level
House for sale in Montego Bay9971 SW 218th Ter, Cutler Bay, FL 33190
Listing Courtesy Of: LoKation
Sold - Oct 23, 2023

$434,500
- 2 Beds
- 2 Baths
- 1,306 SqFt
- $333/SqFt
- $118/mo HOA
Entry-Level
House for sale in Montego Bay21814 SW 98th Pl, Cutler Bay, FL 33190
Listing Courtesy Of: Redfin Corporation
1 - 29 of 102 Results
Community Snapshot
3 – 3 BR
Bedrooms
1986
Year Build
1
Total Floors
Subdivision Amenities
Clubhouse
Maintenance
Pool
HOA Cost Benchmark
$0.09 / Sq.Ft.
Monthly ownership cost
↑80%above peers
↓31%below city avg
Higher than peers, lower than the city average
Frequently Asked Questions
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Preconstruction in Cutler Bay
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Schools
Scores
15
100
33
100
53
100
75
100
0
100
32
100
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100
All Cutler Bay, FL Entry-Level Entry-Level Homes & Condos
- Black Creek Villas Townhouse0
- Breeze At Ficus Creek Condo0
- Cantamar House2
- Crystal Cay Townhouse1
- Cutler Cay House17
- Cutler Lakes Condo0
- Eagles Nest House0
- Enclave At Black Point Marina House0
- Galloway Lakefront Condo0
- Garden View Apartments Condo0
- Laguna Point North House4
- Le Club At Old Cutler Condo12
- Montego Bay House2
- Paradise Pointe Condo2
- Ridgeview Gardens Condo0
- Royale Point Townvillas Mixed0
- Saga Bay Gardens Condo7
- Saga Bay Townhomes Townhouse8
- Santa Barbara Townhouse5
- Seagrape House2
- Sol Vista Condo0
- The Courts At Isles Of Bayshore Mixed25
- The Cove Condo2
- The Cove At Isles Of Bayshore Townhouse5
- The Enclave At Isles Of Bayshore House2
- The Palms At Isles Of Bayshore Townhouse3
- The Ridges Mixed1
- The Shores At Isles Of Bayshore Mixed8
- The Tides At Isles Of Bayshore House1
- The Waterways At Isles Of Bayshore Townhouse3
- Trellis At Isles Of Bayshore Mixed2
- Villas Of Old Cutler House0
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