Riley Smith

Riley Smith

President of Riley Smith Group
Riley@RileySmithGroup.com
M: 305-342-1623

Revenue

Over $2B Sold Since 2004

3,100+ Homes Sold in Miami
 
Over $328M Sold in 2025

444+ Miami Clients Supported in 2025

Awards

#1 Real Estate Team in Coconut Grove for Over 15 Years

#2 Top Mega Team in Miami by RealTrends + America's Best

#5 Producer at Compass

#6 Top Miami-Dade County Agent/Team by The Real Deal

Best Real Estate Team in Miami by Miami Herald

Most Homes Sold in Miami-Dade County 4 Consecutive Years

Charity



Founder of The Coconut Grove Community Foundation | Established 2022

About Riley
Riley Smith is a nationally recognized REALTOR® and the founder of Riley Smith Group, one of South Florida’s top-producing real estate teams. Licensed for over 20 years and born and raised in Coconut Grove, Riley has closed more than $2 billion in sales and 3,100+ transactions since 2004. In 2025 alone, he and his team sold over $328 million in Miami real estate, supporting more than 444 clients. With a reputation for market expertise, negotiation skill, and local insight, Riley consistently ranks in the top 1% of Miami-Dade real estate agents.

Under his leadership, Riley Smith Group has been the #1 real estate team in Coconut Grove for 15+ years, ranked the #2 Top Mega Team in Miami by RealTrends, the #5 producer at Compass, and the #6 team in Miami-Dade by The Real Deal. In 2023, the Miami Herald named them the Best Real Estate Team in Miami. The team specializes in luxury estates, waterfront properties, new developments, investment opportunities, and relocation across Miami’s most desirable neighborhoods, including Coconut Grove, Coral Gables, Pinecrest, South Miami, Key Biscayne, Palmetto Bay, Brickell, Shenandoah, and Silver Bluff.

Beyond sales, Riley is a frequent speaker at industry panels, including The Real Deal South Florida Real Estate Forum, and is featured regularly in local and national media. He also serves on the Board of Directors for Act 4 Me, helping children with neurological disorders access therapy, and the Board of Trustees at Saint Philip’s Episcopal Day School. Deeply connected to the Miami community, Riley lives in Coconut Grove with his wife and two daughters.

Riley Smith’s Listings

$8,900,000 | 1701 Micanopy Avenue, Coconut Grove, FL 33133
1/35
Listed By CompassOpen: 9/20 11:00AM - 01:00PM

$8,900,000

6
Bedrooms
Unavailable
Square Feet
Unavailable
Acres

1701 Micanopy Avenue, Coconut Grove, FL 33133

Contact Agent | 66 Samana Drive, Coconut Grove, FL 33133
1/17
Compass Coming Soon

Contact Agent

5
Bedrooms
4,747
Square Feet
0.22
Acres

66 Samana Drive, Coconut Grove, FL 33133

$7,500,000 | 6520 San Vicente Street, Coral Gables, FL 33146
1/16
Listed By Compass

$7,500,000

6
Bedrooms
5,020
Square Feet
0.25
Acres

6520 San Vicente Street, Coral Gables, FL 33146

$7,350,000 | 475 Amalfi Avenue, Coral Gables, FL 33146
1/40
Compass Coming SoonVirtual Tour

$7,350,000

5
Bedrooms
5,084
Square Feet
0.28
Acres

475 Amalfi Avenue, Coral Gables, FL 33146

$6,710,000 | 3471 Main Highway, Unit 1204, Coconut Grove, FL 33133
1/45
Listed By Compass

$6,710,000

4
Bedrooms
6,140
Square Feet
Unavailable
Acres

3471 Main Highway, Unit 1204, Coconut Grove, FL 33133

$5,900,000 | 1645 South Bayshore Drive, Coconut Grove, FL 33133
1/45
Listed By CompassActive With Contract

$5,900,000

5
Bedrooms
3,271
Square Feet
0.45
Acres

1645 South Bayshore Drive, Coconut Grove, FL 33133

$5,900,000 | 1645 South Bayshore Drive, Coconut Grove, FL 33133
1/41
Listed By CompassActive With Contract

$5,900,000

Unavailable
Bedrooms
Unavailable
Bathrooms
Unavailable
Square Feet
0.45
Acres

1645 South Bayshore Drive, Coconut Grove, FL 33133

$5,250,000 | 444 Bargello Avenue, Coral Gables, FL 33146
1/41
Listed By Compass

$5,250,000

5
Bedrooms
3,529
Square Feet
0.29
Acres

444 Bargello Avenue, Coral Gables, FL 33146

$4,950,000 | 2575 South Bayshore Drive, Unit 10A & 10B, Coconut Grove, FL 33133
Compass Coming Soon

$4,950,000

4
Bedrooms
3,564
Square Feet

2575 South Bayshore Drive, Unit 10A & 10B, Coconut Grove, FL 33133

$4,499,000 | 7430 Southwest 66th Street, Miami, FL 33143
1/43
Listed By Compass

$4,499,000

6
Bedrooms
5,609
Square Feet
0.94
Acres

7430 Southwest 66th Street, Miami, FL 33143

a front view of a house with a garden
1/37
Listed By Compass

$4,150,000

4
Bedrooms
3,031
Square Feet
0.21
Acres

3303 Halissee Street, Coconut Grove, FL 33133

$3,900,000 | 7325 Southwest 102nd Street, Pinecrest, FL 33156
1/46
Listed By Compass

$3,900,000

4
Bedrooms
1,786
Square Feet
1.05
Acres

7325 Southwest 102nd Street, Pinecrest, FL 33156

a front view of a building with garden
1/31
Listed By CompassPending

$3,595,000

4
Bedrooms
3,485
Square Feet
Unavailable
Acres

641 Almeria Avenue, Coral Gables, FL 33134

front view of a house with a yard
1/30
Listed By Compass

$3,550,000

4
Bedrooms
2,177
Square Feet
0.18
Acres

255 Ridgewood Road, Key Biscayne, FL 33149

a view of a house with a tree
1/41
Compass Coming Soon

$3,500,000

4
Bedrooms
3,642
Square Feet
0.15
Acres

3710 Frantz Road, Coconut Grove, FL 33133

$3,495,000 | 3740 Irvington Avenue, Coconut Grove, FL 33133
1/37
Listed By CompassActive With Contract

$3,495,000

4
Bedrooms
3,357
Square Feet
0.16
Acres

3740 Irvington Avenue, Coconut Grove, FL 33133

$3,150,000 | 6255 Southwest 120th Street, Pinecrest, FL 33156
1/62
Listed By CompassPending

$3,150,000

6
Bedrooms
5,035
Square Feet
0.84
Acres

6255 Southwest 120th Street, Pinecrest, FL 33156

$2,975,000 | 2986 Coconut Avenue, Coconut Grove, FL 33133
1/31
Listed By Compass

$2,975,000

4
Bedrooms
3,108
Square Feet
Unavailable
Acres

2986 Coconut Avenue, Coconut Grove, FL 33133

$2,900,000 | 2 Grove Isle Drive, Unit B1109, Coconut Grove, FL 33133
1/28
Listed By Compass

$2,900,000

3
Bedrooms
2,614
Square Feet

2 Grove Isle Drive, Unit B1109, Coconut Grove, FL 33133

$2,700,000 | 2957 Coconut Avenue, Coconut Grove, FL 33133
1/31
Listed By Compass

$2,700,000

4
Bedrooms
3,055
Square Feet
Unavailable
Acres

2957 Coconut Avenue, Coconut Grove, FL 33133

$2,695,000 | 8841 Southwest 103rd Street, Miami, FL 33176
1/46
Listed By CompassActive With Contract

$2,695,000

6
Bedrooms
4,216
Square Feet
0.53
Acres

8841 Southwest 103rd Street, Miami, FL 33176

$2,425,000 | 3000 Southwest 130th Avenue, Miami, FL 33175
1/53
Listed By CompassPending

$2,425,000

4
Bedrooms
4,104
Square Feet
0.83
Acres

3000 Southwest 130th Avenue, Miami, FL 33175

$2,395,000 | 8111 Southwest 178th Street, Palmetto Bay, FL 33157
1/43
Listed By Compass

$2,395,000

4
Bedrooms
3,662
Square Feet
0.36
Acres

8111 Southwest 178th Street, Palmetto Bay, FL 33157

$2,350,000 | 2831 South Bayshore Drive, Unit 804, Coconut Grove, FL 33133
1/49
Listed By CompassVirtual Tour

$2,350,000

2
Bedrooms
978
Square Feet

2831 South Bayshore Drive, Unit 804, Coconut Grove, FL 33133

$1,975,000 | 406 Miller Road, Coral Gables, FL 33146
1/28
Listed By Compass

$1,975,000

3
Bedrooms
1,593
Square Feet
0.14
Acres

406 Miller Road, Coral Gables, FL 33146

$1,800,000 | 2301 Collins Avenue, Unit 526, Miami Beach, FL 33139
1/29
Listed By Compass

$1,800,000

3
Bedrooms
1,180
Square Feet

2301 Collins Avenue, Unit 526, Miami Beach, FL 33139

$1,800,000 | 2655 South Bayshore Drive, Unit 1505, Coconut Grove, FL 33133
1/29
Listed By Compass

$1,800,000

2
Bedrooms
1,046
Square Feet

2655 South Bayshore Drive, Unit 1505, Coconut Grove, FL 33133

$1,745,000 | 8345 Southwest 90th Street, Miami, FL 33156
1/25
Listed By Compass

$1,745,000

5
Bedrooms
3,460
Square Feet
0.34
Acres

8345 Southwest 90th Street, Miami, FL 33156

$1,595,000 | 20450 Southwest 198th Avenue, Miami, FL 33187
1/64
Listed By Compass

$1,595,000

4
Bedrooms
4,238
Square Feet
2.42
Acres

20450 Southwest 198th Avenue, Miami, FL 33187

$1,475,000 | 20 Northeast 11th Street, Unit 4503, Miami, FL 33132
1/25
Listed By CompassNew Construction

$1,475,000

2
Bedrooms
945
Square Feet

20 Northeast 11th Street, Unit 4503, Miami, FL 33132

$1,333,000 | 1400 Biscayne Boulevard, Unit 2304, Miami, FL 33132
1/28
Listed By Compass

$1,333,000

1
Bedrooms
1,216
Square Feet

1400 Biscayne Boulevard, Unit 2304, Miami, FL 33132

$1,200,000 | 408 Viscaya Avenue, Coral Gables, FL 33134
1/25
Listed By CompassOpen: 9/20 12:00PM - 04:00PM

$1,200,000

2
Bedrooms
1,528
Square Feet
0.06
Acres

408 Viscaya Avenue, Coral Gables, FL 33134

$1,175,000 | 1353 Van Buren Street, Hollywood, FL 33019
1/29
Listed By Compass

$1,175,000

3
Bedrooms
1,756
Square Feet
0.15
Acres

1353 Van Buren Street, Hollywood, FL 33019

$1,100,000 | 2952 Louise Street, Coconut Grove, FL 33133
1/12
Listed By Compass

$1,100,000

3
Bedrooms
1,924
Square Feet
0.07
Acres

2952 Louise Street, Coconut Grove, FL 33133

$1,100,000 | 2952 Louise Street, Coconut Grove, FL 33133
1/12
Listed By Compass

$1,100,000

Unavailable
Bedrooms
Unavailable
Bathrooms
Unavailable
Square Feet
0.07
Acres

2952 Louise Street, Coconut Grove, FL 33133

$1,000,000 | 2939 Southwest 5th Street, Miami, FL 33135
1/3
Listed By Compass

$1,000,000

4
Bedrooms
1,555
Square Feet
0.23
Acres

2939 Southwest 5th Street, Miami, FL 33135

$755,000 | 1331 Brickell Bay Drive, Unit 904, Miami, FL 33131
1/34
Listed By Compass

$755,000

1
Bedrooms
895
Square Feet

1331 Brickell Bay Drive, Unit 904, Miami, FL 33131

$650,000 | 100 Edgewater Drive, Unit 142, Coral Gables, FL 33133
1/25
Listed By Compass

$650,000

2
Bedrooms
1,221
Square Feet

100 Edgewater Drive, Unit 142, Coral Gables, FL 33133

$599,999 | 601 North Fort Lauderdale Beach Boulevard, Unit 903, Fort Lauderdale, FL 33304
1/24
Listed By Compass

$599,999

1
Bedrooms
600
Square Feet

601 North Fort Lauderdale Beach Boulevard, Unit 903, Fort Lauderdale, FL 33304

a picture of city view
1/15
Listed By Compass

$599,000

2
Bedrooms
1,441
Square Feet

41 Southeast 5th Street, Unit 1210, Miami, FL 33131

a vase of flowers sitting on a table with a potted plant
1/32
Listed By CompassActive With Contract

$599,000

2
Bedrooms
1,013
Square Feet

79 Southwest 12th Street, Unit PH3904S, Miami, FL 33130

$580,000 | 1750 North Bayshore Drive, Unit 3801, Miami, FL 33132
1/23
Listed By Compass

$580,000

2
Bedrooms
1,048
Square Feet

1750 North Bayshore Drive, Unit 3801, Miami, FL 33132

$560,000 | 357 Almeria Avenue, Unit 1507, Coral Gables, FL 33134
1/24
Listed By Compass

$560,000

2
Bedrooms
1,023
Square Feet

357 Almeria Avenue, Unit 1507, Coral Gables, FL 33134

$550,000 | 16525 Southwest 97th Terrace, Miami, FL 33196
1/15
Listed By Compass

$550,000

3
Bedrooms
1,490
Square Feet
Unavailable
Acres

16525 Southwest 97th Terrace, Miami, FL 33196

$499,000 | 2300 Northeast 3rd Court, Homestead, FL 33033
1/25
Listed By Compass

$499,000

4
Bedrooms
2,007
Square Feet
0.09
Acres

2300 Northeast 3rd Court, Homestead, FL 33033

a view of a city with tall buildings
1/12
Listed By Compass

$475,000

1
Bedrooms
1,067
Square Feet

1717 North Bayshore Drive, Unit A3144, Miami, FL 33132

a kitchen with stainless steel appliances granite countertop a sink and a refrigerator
1/29
Listed By Compass

$469,000

1
Bedrooms
1,128
Square Feet

1050 Brickell Avenue, Unit 2418, Miami, FL 33131

$425,000 | 1717 North Bayshore Drive, Unit A3042, Miami, FL 33132
1/29
Listed By Compass

$425,000

1
Bedrooms
1,094
Square Feet

1717 North Bayshore Drive, Unit A3042, Miami, FL 33132

$409,999 | 2421 Northeast 65th Street, Unit 211, Fort Lauderdale, FL 33308
1/29
Listed By Compass

$409,999

2
Bedrooms
1,120
Square Feet

2421 Northeast 65th Street, Unit 211, Fort Lauderdale, FL 33308

a view of a dining room with furniture and a window
1/22
Listed By Compass

$389,000

1
Bedrooms
808
Square Feet

100 Edgewater Drive, Unit 309, Coral Gables, FL 33133

$385,000 | 365 Ranier Avenue, Lehigh Acres, FL 33974
1/50
Listed By Compass

$385,000

3
Bedrooms
1,644
Square Feet
Unavailable
Acres

365 Ranier Avenue, Lehigh Acres, FL 33974

$375,000 | 520 Brickell Key Drive, Unit A1001, Miami, FL 33131
1/21
Listed By CompassPending

$375,000

1
Bedrooms
724
Square Feet

520 Brickell Key Drive, Unit A1001, Miami, FL 33131

an aerial view of a city
1/50
Listed By Compass

$320,000

1
Bedrooms
768
Square Feet

600 Northeast 36th Street, Unit 1109, Miami, FL 33137

$310,000 | 555 Northeast 15th Street, Unit 14G, Miami, FL 33132
1/15
Listed By Compass

$310,000

1
Bedrooms
800
Square Feet

555 Northeast 15th Street, Unit 14G, Miami, FL 33132

a bedroom with a bed and a flat screen tv
1/33
Listed By Compass

$249,000

Studio
Bedrooms
465
Square Feet

3915 Meridian Avenue, Unit 201, Miami Beach, FL 33140

$249,000 | 331 San Gabriel Street, Winter Springs, FL 32708
1/32
Listed By Compass

$249,000

3
Bedrooms
Unavailable
Square Feet
Unavailable
Acres

331 San Gabriel Street, Winter Springs, FL 32708

a kitchen with a sink a stove and refrigerator
1/25
Compass Coming Soon

$245,000

2
Bedrooms
980
Square Feet

750 Southeast 6th Avenue, Unit 223, Deerfield Beach, FL 33441

$177,777 | 750 Southeast 6th Avenue, Unit 322, Deerfield Beach, FL 33441
1/29
Listed By Compass

$177,777

2
Bedrooms
980
Square Feet

750 Southeast 6th Avenue, Unit 322, Deerfield Beach, FL 33441

Riley Smith’s Transactions

Past Sales
a view of a city with tall buildings

$30,000,000

4
Bedrooms

6800 Fisher Island, Unit PH6803, Miami Beach, FL 33109

a front view of a house with garden

$15,000,000

7
Bedrooms
10,044
Square Feet
1.08
Acres

9400 Southwest 60th Court, Pinecrest, FL 33156

$14,200,000 | 505 Solano Prado, Coral Gables, FL 33156

$14,200,000

6
Bedrooms
6,070
Square Feet
0.47
Acres

505 Solano Prado, Coral Gables, FL 33156

$12,550,000

6
Bedrooms

The Grove, Miami, FL 33133

$12,550,000

6
Bedrooms

The Grove, Miami, FL 33133

$11,200,000 | 6800 Fisher Island Drive, Unit 6831, Miami Beach, FL 33109

$11,200,000

3
Bedrooms
3,807
Square Feet

6800 Fisher Island Drive, Unit 6831, Miami Beach, FL 33109

$10,250,000 | 125 Ocean Drive, Unit U0602, Miami Beach, FL 33139

$10,250,000

4
Bedrooms
3,936
Square Feet

125 Ocean Drive, Unit U0602, Miami Beach, FL 33139

front view of a house with a yard

$9,000,000

6
Bedrooms
5,387
Square Feet
1.86
Acres

9755 Southwest 60th Avenue, Pinecrest, FL 33156

an aerial view of a house with a yard

$8,800,000

3
Bedrooms
3,298
Square Feet
1.43
Acres

240 Edgewater Drive, Coral Gables, FL 33133

a living room with patio furniture and a floor to ceiling window

$8,500,000

4
Bedrooms
3,791
Square Feet

360 Ocean Drive, Unit 1101S, Key Biscayne, FL 33149

a front view of a house with a garden

$7,600,000

5
Bedrooms
4,676
Square Feet
0.24
Acres

3470 Poinciana Avenue, Coconut Grove, FL 33133

$7,525,000 | 30 Samana Drive, Coconut Grove, FL 33133

$7,525,000

5
Bedrooms
4,964
Square Feet
0.22
Acres

30 Samana Drive, Coconut Grove, FL 33133

a front view of a house with a yard

$7,525,000

7
Bedrooms
5,780
Square Feet
0.29
Acres

7401 Southwest 54th Avenue, Miami, FL 33143

$7,400,000

8
Bedrooms

Kendall, Miami, FL 33156

$6,790,000 | 2821 South Bayshore Drive, Unit 8A, Coconut Grove, FL 33133

$6,790,000

3
Bedrooms
3,233
Square Feet

2821 South Bayshore Drive, Unit 8A, Coconut Grove, FL 33133

$6,575,000 | 12220 Rock Garden Lane, Pinecrest, FL 33156

$6,575,000

7
Bedrooms
6,065
Square Feet
0.94
Acres

12220 Rock Garden Lane, Pinecrest, FL 33156

$6,550,000

4
Bedrooms

South Grove, Miami, FL 33133

a view of a lake with a yard

$6,500,000

3
Bedrooms
3,580
Square Feet

5132 Fisher Island Drive, Unit 5132, Miami Beach, FL 33109

Past Rentals
a view of a dining room with furniture

$108,000

2
Bedrooms
2,114
Square Feet

3400 Southwest 27th Avenue, Unit 1805, Miami, FL 33133

a view of building with outdoor space

$55,000

6
Bedrooms
5,376
Square Feet
0.43
Acres

3503 Banyan Circle, Coconut Grove, FL 33133

$50,000 | 4860 Southwest 76th Street, Miami, FL 33143

$50,000

7
Bedrooms
7,904
Square Feet
0.53
Acres

4860 Southwest 76th Street, Miami, FL 33143

$35,000 | 5 Grove Isle Drive, Unit L506, Coconut Grove, FL 33133

$35,000

3
Bedrooms
2,622
Square Feet

5 Grove Isle Drive, Unit L506, Coconut Grove, FL 33133

a living room with furniture and a large window

$30,000

3
Bedrooms
2,930
Square Feet

500 Alton Road, Unit 4102, Miami Beach, FL 33139

a living room with furniture kitchen view and a potted plant

$28,467

2
Bedrooms
1,230
Square Feet

Mid Beach, Miami Beach, FL 33139

a living room with furniture fireplace and large windows

$28,000

3
Bedrooms
3,080
Square Feet

15701 Collins Avenue, Unit 4101, Sunny Isles Beach, FL 33160

a front view of a house with a yard

$26,000

4
Bedrooms
4,338
Square Feet
0.35
Acres

3500 Munroe Drive, Coconut Grove, FL 33133

a front view of a house with a yard

$25,000

4
Bedrooms
4,338
Square Feet
0.35
Acres

3500 Munroe Drive, Coconut Grove, FL 33133

$25,000 | 3425 Alhambra Circle, Coral Gables, FL 33134

$25,000

5
Bedrooms
3,976
Square Feet
0.46
Acres

3425 Alhambra Circle, Coral Gables, FL 33134

$25,000 | 7545 Southwest 55th Avenue, Miami, FL 33143

$25,000

5
Bedrooms
4,243
Square Feet
0.25
Acres

7545 Southwest 55th Avenue, Miami, FL 33143

$23,000 | 224 South Coconut Lane, Miami Beach, FL 33139

$23,000

5
Bedrooms
3,462
Square Feet
0.18
Acres

224 South Coconut Lane, Miami Beach, FL 33139

a front view of a house with a yard

$22,917

5
Bedrooms
3,976
Square Feet
0.46
Acres

3425 Alhambra Circle, Coral Gables, FL 33134

$22,000 | 7251 Monaco Street, Coral Gables, FL 33143

$22,000

4
Bedrooms
3,726
Square Feet
0.50
Acres

7251 Monaco Street, Coral Gables, FL 33143

a front view of a house with a yard and garage

$22,000

4
Bedrooms
3,446
Square Feet
0.37
Acres

371 Isla Dorada Boulevard, Coral Gables, FL 33143

a front view of a house with a yard

$20,000

4
Bedrooms
3,501
Square Feet
0.46
Acres

3425 Alhambra Circle, Coral Gables, FL 33134

a living room with furniture and a large window

$20,000

3
Bedrooms
2,058
Square Feet

2678 Tigertail Avenue, Unit 1802, Coconut Grove, FL 33133

$3,300 | 1010 Brickell Avenue, Unit 1908, Miami, FL 33131

$3,300

1
Bedrooms
850
Square Feet

1010 Brickell Avenue, Unit 1908, Miami, FL 33131