Shenandoah Fort Myers

Shenandoah is a gated community of single family homes in Fort Myers, Florida, with a range of options priced between $765,000 and $2,595,000. The smallest Shenandoah home in the community is a three bedroom three bathroom residence that is 6,553 square feet (2,963SF Under Air living space), and the largest of the Shenandoah homes has six beds and six baths and is a 11,237 square foot (6,372SF Under Air) residence.

Sports facilities include tennis courts, and shuffleboard. There is also a community park, a playground, as well as walking or jogging trails.

Pets are allowed in Shenandoah.

There are three commercial airports that serve Shenandoah - Page Field (FMY), which is nine miles away; Southwest Florida International Airport (RSW), which is fourteen miles away, and Punta Gorda (PGD), which is twenty nine miles away.

Shenandoah real estate activity on the Fort Myers MLS during the past year (as of January 2026) reflects two homes changing hands, with an average asking price of $2,472,500 and an average selling price of $2,360,000. This represents a healthy list-to-sell price ratio of 95% and $262 per square foot. During this period, Shenandoah homes for sale have taken an average of 105 days to sell.

In addition, there are numerous other communities in Fort Myers to choose from, or you may browse all available Fort Myers Real Estate, including some new construction opportunities. Homes for sale in Shenandoah are selling quickly. Set up a new listing alert, and we will notify you immediately when a new home in Shenandoah hits the market. You can also always contact your ZFC Real Estate agent, who would happily assist you further with all your real estate needs on Florida's southwest coast.

Shenandoah Homes For Sale

SOLD 09/20/21

$1,875,000

MLS#221045717

16291 Shenandoah Cir
Fort Myers, FL 33908

6

6

4

10,301 SqFt

Pool

Water Front

1.004 Acres

SOLD 10/26/18

$1,250,000

MLS#218059306

16211 Shenandoah Cir
Fort Myers, FL 33908

5

6

3

6,974 SqFt

Pool

Water Front

0.92 Acres

SOLD 03/14/18

$982,000

MLS#218004361

16371 Shenandoah Cir
Fort Myers, FL 33908

4

4

3

6,814 SqFt

Pool

Water Front

1 Acre

SOLD 02/07/18

$765,000

$906,000

MLS#217057073

16211 Shenandoah Cir
Fort Myers, FL 33908

4

6

3

6,974 SqFt

Pool

Water Front

0.92 Acres

SOLD 05/21/18

$1,185,000

$1,200,000

MLS#217045410

16231 Shenandoah Cir
Fort Myers, FL 33908

5

6

4

6,942 SqFt

Pool

Water Front

1 Acre

SOLD 11/14/16

$1,225,000

MLS#216015186

16310 Shenandoah Cir
Fort Myers, FL 33908

3

4

3

6,867 SqFt

Pool

1.01 Acres

New Construction

SOLD 05/16/16

$1,298,000

$1,425,000

MLS#215050383

16381 Shenandoah Cir
Fort Myers, FL 33908

5

6

4

10,656 SqFt

Pool

Water Front

1 Acre

SOLD 03/24/15

$849,000

$979,000

MLS#214064847

16341 Shenandoah Cir
Fort Myers, FL 33908

4

5

2

7,246 SqFt

Pool

Water Front

1 Acre

SOLD 05/05/15

$889,000

$895,000

MLS#214050308

16201 Shenandoah Cir
Fort Myers, FL 33908

3

4

3

6,910 SqFt

Pool

Water Front

0.93 Acres

SOLD 07/02/15

$924,000

$1,099,000

MLS#214005871

16361 Shenandoah Cir
Fort Myers, FL 33908

3

4

4

7,482 SqFt

Pool

Water Front

1 Acre

SOLD 05/03/23

$1,498,800

$1,749,000

MLS#222040450

16391 Shenandoah Cir
Fort Myers, FL 33908

6

5

4

9,832 SqFt

Pool

Water Front

2.25 Acres

SOLD 05/29/24

$1,650,000

$2,250,000

MLS#223080461

16261 Shenandoah Cir
Fort Myers, FL 33908

5

6

4

6,643 SqFt

Pool

Water Front

1.004 Acres

SOLD 04/15/24

$1,190,000

$1,990,000

MLS#223093632

16251 Shenandoah Cir
Fort Myers, FL 33908

4

5

3

8,652 SqFt

Pool

Water Front

1.01 Acres

SOLD 10/22/24

$1,490,000

$1,949,000

MLS#223091678

16310 Shenandoah Cir
Fort Myers, FL 33908

3

4

3

7,059 SqFt

Pool

1.01 Acres

SOLD 03/01/23

$2 Million

MLS#223016586

16201 Shenandoah Cir
Fort Myers, FL 33908

3

4

3

7,198 SqFt

Pool

Water Front

0.926 Acres

SOLD 06/07/19

$1,225,000

MLS#219043639

16261 Shenandoah Cir
Fort Myers, FL 33908

5

6

4

6,643 SqFt

Pool

Water Front

1 Acre

SOLD 11/26/24

$1,649,000

$1,699,000

MLS#224072074

16231 Shenandoah Cir
Fort Myers, FL 33908

5

6

4

6,942 SqFt

Pool

Water Front

0.923 Acres

SOLD 11/14/24

$1,695,000

MLS#224084989

16301 Shenandoah Cir
Fort Myers, FL 33908

3

4

4

6,553 SqFt

Pool

Water Front

1.007 Acres

SOLD 05/29/25

$2,350,000

$2,415,000

MLS#224097813

16341 Shenandoah Cir
Fort Myers, FL 33908

5

5

3

6,767 SqFt

Pool

Water Front

1 Acre

SOLD 12/10/25

$2.595 Million

MLS#225074237

16221 Shenandoah Cir
Fort Myers, FL 33908

6

7

3

11,237 SqFt

Pool

Water Front

1.002 Acres

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We do not have any properties available for sale in Shenandoah.

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0 Active Listings in Shenandoah