$740,000
Active
$740,000
20221 85th
Cutler Bay, FL 33189
4 bd2 ba1,782 sqft
Century Star Sub
Cutler Bay, FL
Whispering Pines Estates Homes for Sale
Browse active MLS listings in Whispering Pines Estates, Cutler Bay, FL. Local expertise, free buyer representation, 1% listing commission.
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Community Type
Whispering Pines Estates — Active Listings
10 active listings
$770,000
Active
$770,000
8824 197th
Cutler Bay, FL 33157
3 bd2 ba1,292 sqft
Whispering Pines Park
$449,000
Active
10d
$449,000
9050 203rd
Cutler Bay, FL 33189
4 bd3 ba1,934 sqft
Old Cutler Cove Addn
$694,500
Active
16d
$694,500
21045 Condado
Cutler Bay, FL 33189
4 bd2 ba1,737 sqft
Cutler Ridge Sec 6
$575,000
Active
53d
$575,000
22751 92nd
Cutler Bay, FL 33189
4 bd2.5 ba2,186 sqft
Lakes By The Bay Faye Replat
$339,000
Active
79d
$339,000
22411 88th #14-26
Cutler Bay, FL 33190
3 bd2.5 ba1,515 sqft
The Courts At Bayshore I Condo
$629,000
Active
131d
$629,000
9471 Jamaica
Cutler Bay, FL 33189
3 bd2 ba1,095 sqft
South Coral Homes Sec 2
$399,999
Active
182d
$399,999
9155 227th #9
Cutler Bay, FL 33190
3 bd2.5 ba1,325 sqft
The Shores Condo No 2
$644,999
Active
223d
$644,999
21053 88th
Cutler Bay, FL 33189
3 bd2.5 ba2,128 sqft
Pelican Bay At Old Cutler
$587,000
Active
243d
$587,000
25123 118th
Cutler Bay, FL 33032
4 bd2.5 ba1,829 sqft
Hemingway Point
Information is provided exclusively for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Data deemed reliable but not guaranteed. © 2026 Beaches MLS, Inc.
Whispering Pines Estates — Recent Sales
273 recent sales
$735,000
Closed
14d
$735,000
18422 87th
Cutler Bay, FL 33157
3 bd2 ba2,408 sqft
Bel-Aire Sec 23
$419,900
Closed
1d
$419,900
9928 218th
Cutler Bay, FL 33190
3 bd2 ba1,425 sqft
Lakes By Bay Sec 02
$592,490
Closed
105d
$592,490
19900 87th
Cutler Bay, FL 33157
3 bd2 ba1,596 sqft
Cutler Ridge Pines
$455,000
Closed
25d
$455,000
10381 205th
Cutler Bay, FL 33189
3 bd2 ba1,185 sqft
Cutler Creek Club Sec 2 Amend
$595,000
Closed
73d
$595,000
10041 Haitian
Cutler Bay, FL 33189
3 bd2 ba1,445 sqft
S Coral Homes Sec 3
$663,900
Closed
70d
$663,900
8911 197th
Cutler Bay, FL 33157
3 bd2 ba1,799 sqft
Whispering Pines Estates Sec 3
$589,000
Closed
20d
$589,000
9120 227th
Cutler Bay, FL 33190
3 bd2.5 ba1,968 sqft
Lakes By The Bay Faye Rep
$649,900
Closed
53d
$649,900
8471 198th
Cutler Bay, FL 33189
4 bd2.5 ba2,404 sqft
Eagles Nest
$489,000
Closed
49d
$489,000
20810 86th
Cutler Bay, FL 33189
4 bd2.5 ba1,725 sqft
Centennial Sec 03
$488,000
Closed
55d
$488,000
20826 85th
Cutler Bay, FL 33189
3 bd2 ba1,439 sqft
Centennial Sec 02
$430,000
Closed
124d
$430,000
9105 227th #1
Cutler Bay, FL 33190
3 bd2.5 ba1,542 sqft
Isle At Bayshore
$589,999
Closed
210d
$589,999
8786 221st
Cutler Bay, FL 33190
3 bd2.5 ba1,876 sqft
Lakes/Bay Kaye
$534,900
Closed
262d
$534,900
22808 89th
Cutler Bay, FL 33190
4 bd2.5 ba2,201 sqft
Trellis
$435,000
Closed
34d
$435,000
21926 88th #0
Cutler Bay, FL 33190
3 bd2.5 ba1,812 sqft
Lake By The Bay
$519,900
Closed
70d
$519,900
9805 222nd
Cutler Bay, FL 33190
3 bd2 ba1,423 sqft
Lakes By The Bay Sec 05
$560,000
Closed
211d
$560,000
22835 89th
Cutler Bay, FL 33190
4 bd2.5 ba2,201 sqft
Trellis/Bayshore
$600,000
Closed
98d
$600,000
22773 88th
Cutler Bay, FL 33190
4 bd3.5 ba2,000 sqft
Trellis At Bayshore
$340,000
Closed
16d
$340,000
22277 103 Av #22277
Cutler Bay, FL 33190
2 bd2.5 ba1,458 sqft
Black Creek Villas
$304,000
Closed
108d
$304,000
22801 88th #206
Cutler Bay, FL 33190
3 bd2 ba1,032 sqft
Courts At Bayshore Ii
$775,000
Closed
50d
$775,000
20833 86
Cutler Bay, FL 33189
4 bd2.5 ba2,980 sqft
Centennial
$409,900
Closed
5d
$409,900
10371 208 #10371
Cutler Bay, FL 33189
3 bd1 ba1,024 sqft
Cutler Creek Club
$420,000
Closed
300d
$420,000
21545 87
Cutler Bay, FL 33189
2 bd2 ba1,172 sqft
Lakes By The Bay
$285,000
Closed
20d
$285,000
8590 212th #103
Cutler Bay, FL 33189
2 bd2 ba1,113 sqft
Le Club At Old Cutler Condo
$849,900
Closed
4d
$849,900
8250 204th
Cutler Bay, FL 33189
4 bd3 ba2,336 sqft
Saga Bay Sec 1 Pt 3
Information is provided exclusively for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Data deemed reliable but not guaranteed. © 2026 Beaches MLS, Inc.
Home Valuation
What is Your Whispering Pines Estates Home Worth?
Get a free, no-obligation home valuation from our local Cutler Bay specialists. We'll analyze recent sales and current market conditions to give you an accurate estimate.
Mortgage Pre-Approval
Get Pre-Approved to Buy in Whispering Pines Estates
Mortgage Capital: FHA, VA, Conventional, Jumbo, DSCR, Non-QM
Looking for Whispering Pines Estates homes for sale? Pure Equity Realty covers Whispering Pines Estates and the Cutler Bay, Florida market. We charge 1% listing commission for sellers and provide free buyer representation. Our local agents know this community and can arrange showings within 24 hours.
About Whispering Pines Estates
Whispering Pines Estates Community Guide
Whispering Pines Estates is an age-restricted 55+ community in Cutler Bay, Miami-Dade County, Florida, governed under the Housing for Older Persons Act (HOPA). Homes are priced from $725,000 to $3.3M. At least one resident per home must be 55 or older. Pure Equity Realty represents buyers and sellers in Whispering Pines Estates at 1% listing commission. Free buyer representation.
Pure Equity Realty covers Whispering Pines Estates and the Cutler Bay area. We list for 1%, which includes photography, MLS syndication, and negotiation support. Buyers pay nothing for representation. For current market data, see Florida Realtors' market statistics.
South Florida MLS
Featured Whispering Pines Estates Homes for Sale
10 active listings
$740,000
Active
$740,000
20221 85th
Cutler Bay, FL 33189
4 bd2 ba1,782 sqft
Century Star Sub
$770,000
Active
$770,000
8824 197th
Cutler Bay, FL 33157
3 bd2 ba1,292 sqft
Whispering Pines Park
$449,000
Active
10d
$449,000
9050 203rd
Cutler Bay, FL 33189
4 bd3 ba1,934 sqft
Old Cutler Cove Addn
$694,500
Active
16d
$694,500
21045 Condado
Cutler Bay, FL 33189
4 bd2 ba1,737 sqft
Cutler Ridge Sec 6
$575,000
Active
53d
$575,000
22751 92nd
Cutler Bay, FL 33189
4 bd2.5 ba2,186 sqft
Lakes By The Bay Faye Replat
$339,000
Active
79d
$339,000
22411 88th #14-26
Cutler Bay, FL 33190
3 bd2.5 ba1,515 sqft
The Courts At Bayshore I Condo
$629,000
Active
131d
$629,000
9471 Jamaica
Cutler Bay, FL 33189
3 bd2 ba1,095 sqft
South Coral Homes Sec 2
$399,999
Active
182d
$399,999
9155 227th #9
Cutler Bay, FL 33190
3 bd2.5 ba1,325 sqft
The Shores Condo No 2
$644,999
Active
223d
$644,999
21053 88th
Cutler Bay, FL 33189
3 bd2.5 ba2,128 sqft
Pelican Bay At Old Cutler
$587,000
Active
243d
$587,000
25123 118th
Cutler Bay, FL 33032
4 bd2.5 ba1,829 sqft
Hemingway Point
Information is provided exclusively for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Data deemed reliable but not guaranteed. © 2026 Beaches MLS, Inc.
Amenities & Community Details
Whispering Pines Estates Amenities
Active Price Range
$339K–$770K
Whispering Pines Estates is a residential community in Cutler Bay. Call (561) 835-5400 for a current amenities list and availability.
Age-Restricted Community
Whispering Pines Estates is an age-restricted community under the Housing for Older Persons Act (HOPA). At least one occupant per home must be 55 years of age or older. All prospective buyers must meet HOPA age verification requirements before purchase. Contact us for current occupancy rules and any guest or visitor policies.
Location & Map
Whispering Pines Estates Location
Map is approximate. Contact us for exact community boundaries.
View on Google Maps →Frequently Asked Questions
Whispering Pines Estates FAQ
What type of community is Whispering Pines Estates?+
Whispering Pines Estates is a residential community in Cutler Bay, Florida.
What is the price range in Whispering Pines Estates?+
Homes in Whispering Pines Estates are currently listed from $339K–$770K. Prices shift with market conditions. Contact us or set a listing alert on this page for real-time availability and accurate pricing from our local Cutler Bay specialists.
Does Whispering Pines Estates allow rentals?+
Whispering Pines Estates currently restricts rentals per HOA rules. This is common in 55+ and gated communities. Exceptions and waiting lists may exist. Contact us for the most up-to-date rental policy details.
How do I schedule a showing in Whispering Pines Estates?+
Call us at (561) 835-5400 or use the listing alert form on this page. Our agents specialize in Whispering Pines Estates and the broader Cutler Bay market and can typically arrange private showings within 24 hours, including evenings and weekends.
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Looking to Rent?
Browse all rental listings in Cutler Bay, FL, including homes near Whispering Pines Estates.