Winter Park, FL 55+ rental communities & homes for rent

6 communities near Winter Park

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Rosalia Winter Park

$1,800s - $2600s / mo

Base rent from $1,802

Rosalia Winter Park, Winter Park, FL

New Construction | 55+ age-restricted | Built 2022 - present | 178 rental homes

The Pointe at Siena Ridge

$1,625 / mo

Base rent from $1,625

The Pointe at Siena Ridge, Davenport, FL

New Construction | 55+ age-restricted | Built 2021 - present | 163 rental homes

Overture Hamlin

$2,047 / mo

Base rent from $1,932

Overture Hamlin, Winter Garden, FL

New Construction | 55+ age-restricted | Built 2021 - present | 163 rental homes

Mariblu Hunters Creek

$1,500s - $2200s / mo

Base rent from $1,638

Mariblu Hunters Creek, Kissimmee, FL

New Construction | 55+ age-restricted | Built 2022 - 2023 | 152 rental homes

Album Monterey Pointe

$1,700s - $3300s / mo

Base rent from $1,763

Album Monterey Pointe, Kissimmee, FL

New Construction | 55+ age-restricted | 150 rental homes

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RISE Viera

RISE Viera, Viera, FL

| 55+ age-restricted

Read the Ultimate 55+ Rental Guide Thinking about renting in a 55+ active adult community? Our free guide has all the must-know info and practical tips to help you navigate 55+ renting and find your ideal next home in a 55+ community.

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The Villages®

$309,900

2 beds

2 baths

1,322 sq ft

Villa

1822 ATHENS LN, THE VILLAGES, FL, 32162

Community: The Villages®

Legacy of Leesburg

5135 AURORA DR, LEESBURG, FL, 34748, Leesburg, FL 34748

$344,900

3 beds

2 baths

2,055 sq ft

House

5135 AURORA DR, LEESBURG, FL, 34748

Community: Legacy of Leesburg

The Villages®

$469,000

3 beds

2 baths

1,982 sq ft

House

913 SOLEDAD WAY, THE VILLAGES, FL, 32159

Community: The Villages®

Pelican Bay Daytona Beach

5 SKIMMER CIR, DAYTONA BEACH, FL, 32119, Daytona Beach, FL 32119

$337,900

3 beds

3 baths

2,086 sq ft

House

5 SKIMMER CIR, DAYTONA BEACH, FL, 32119

Community: Pelican Bay Daytona Beach

Venetian Bay

3362 MARSILI AVE, NEW SMYRNA BEACH, FL, ..., New Smyrna Beach, FL 32168

$399,000

3 beds

2 baths

1,952 sq ft

House

3362 MARSILI AVE, NEW SMYRNA BEACH, FL, ...

Community: Venetian Bay

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The Villages®

$429,999

3 beds

2 baths

1,927 sq ft

House

611 ALLENWOOD LOOP, THE VILLAGES, FL, 32...

Community: The Villages®

Venetian Bay

3566 MARIBELLA DR, NEW SMYRNA BEACH, FL,..., New Smyrna Beach, FL 32168

$725,000

5 beds

3 baths

2,405 sq ft

House

3566 MARIBELLA DR, NEW SMYRNA BEACH, FL,...

Community: Venetian Bay

Pelican Bay Daytona Beach

157 WOODCOCK CT, DAYTONA BEACH, FL, 3211..., Daytona Beach, FL 32119

$354,499

3 beds

3 baths

2,137 sq ft

House

157 WOODCOCK CT, DAYTONA BEACH, FL, 3211...

Community: Pelican Bay Daytona Beach

Pelican Bay Daytona Beach

102 BLUE HERON DR A, DAYTONA BEACH, FL, ..., Daytona Beach, FL 32119

$198,000

2 beds

2 baths

1,237 sq ft

Condo

102 BLUE HERON DR A, DAYTONA BEACH, FL, ...

Community: Pelican Bay Daytona Beach

New Latitude Margaritaville

121 OCEAN HAMMOCK LOOP, DAYTONA BEACH, F..., Daytona Beach, FL 32124

$424,900

2 beds

2 baths

1,466 sq ft

Townhouse

121 OCEAN HAMMOCK LOOP, DAYTONA BEACH, F...

Community: Latitude Margaritaville

Del Webb at Viera

3132 TIDEPOOL PL, MELBOURNE, FL, 32940, Melbourne, FL 32940

$724,982

3 beds

2 baths

1,902 sq ft

House

3132 TIDEPOOL PL, MELBOURNE, FL, 32940

Community: Del Webb at Viera

New Venetian Bay

3617 ROMEA CIR, NEW SMYRNA BEACH, FL, 32..., New Smyrna Beach, FL 32168

$328,000

3 beds

3 baths

1,824 sq ft

Townhouse

3617 ROMEA CIR, NEW SMYRNA BEACH, FL, 32...

Community: Venetian Bay

The Villages®

$310,000

2 beds

2 baths

1,344 sq ft

House

2117 ZARAGOZA PL, THE VILLAGES, FL, 3215...

Community: The Villages®

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Carillon Lakes

4048 WINDCHIME LN, LAKELAND, FL, 33811, Lakeland, FL 33811

$399,000

5 beds

3 baths

2,788 sq ft

House

4048 WINDCHIME LN, LAKELAND, FL, 33811

Community: Carillon Lakes

VillageWalk at Lake Nona

11846 NAUTICA DR, ORLANDO, FL, 32827, Orlando, FL 32827

$425,000

3 beds

3 baths

1,810 sq ft

Townhouse

11846 NAUTICA DR, ORLANDO, FL, 32827

Community: VillageWalk at Lake Nona

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Spruce Creek Country Club

13485 SE 93RD COURT RD, SUMMERFIELD, FL,..., Summerfield, FL 34491

$349,900

2 beds

2 baths

1,826 sq ft

House

13485 SE 93RD COURT RD, SUMMERFIELD, FL,...

Community: Spruce Creek Country Club

Stonecrest

12135 SE 172ND LN, SUMMERFIELD, FL, 3449..., Summerfield, FL 34491

$450,000

3 beds

2 baths

2,031 sq ft

House

12135 SE 172ND LN, SUMMERFIELD, FL, 3449...

Community: Stonecrest

The Villages®

$271,900

2 beds

2 baths

1,163 sq ft

House

16938 SE 94TH SUNNYBROOK CIR, THE VILLAG...

Community: The Villages®

The Villages®

$685,900

3 beds

2 baths

1,831 sq ft

House

219 CARRERA DR, THE VILLAGES, FL, 32159

Community: The Villages®

Latitude Margaritaville

1082 CASTAWAY CT, DAYTONA BEACH, FL, 321..., Daytona Beach, FL 32124

$535,000

2 beds

2 baths

1,684 sq ft

House

1082 CASTAWAY CT, DAYTONA BEACH, FL, 321...

Community: Latitude Margaritaville

The Villages®

5609 HANCOCK DR, WILDWOOD, FL, 34785, Wildwood, FL 34785

$135,000

2 beds

1 baths

660 sq ft

Mobile Home

5609 HANCOCK DR, WILDWOOD, FL, 34785

Community: The Villages®

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The Villages®

$698,000

3 beds

2 baths

2,579 sq ft

House

1865 CLAVERTON ST, THE VILLAGES, FL, 321...

Community: The Villages®

Venetian Bay

354 N AIRPORT RD, NEW SMYRNA BEACH, FL, ..., New Smyrna Beach, FL 32168

$329,999

2 beds

3 baths

1,837 sq ft

Townhouse

354 N AIRPORT RD, NEW SMYRNA BEACH, FL, ...

Community: Venetian Bay

New Halifax Plantation

1324 TULLAMORE BLVD, ORMOND BEACH, FL, 3..., Ormond Beach, FL 32174

$695,000

4 beds

3 baths

2,598 sq ft

House

1324 TULLAMORE BLVD, ORMOND BEACH, FL, 3...

Community: Halifax Plantation

Venetian Bay

360 N AIRPORT RD, NEW SMYRNA BEACH, FL, ..., New Smyrna Beach, FL 32168

$299,000

2 beds

3 baths

1,837 sq ft

Townhouse

360 N AIRPORT RD, NEW SMYRNA BEACH, FL, ...

Community: Venetian Bay

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The Villages®

$575,000

3 beds

2 baths

2,350 sq ft

House

17211 SE 85TH WILLOWICK CIR, THE VILLAGE...

Community: The Villages®

The Villages®

$224,900

2 beds

2 baths

1,149 sq ft

Manufactured Home

1001 MATTHEW AVE, THE VILLAGES, FL, 3215...

Community: The Villages®

The Villages®

$280,000

2 beds

2 baths

1,156 sq ft

Villa

2063 THORNTON TER, THE VILLAGES, FL, 321...

Community: The Villages®

The Villages®

$449,999

3 beds

2 baths

1,541 sq ft

House

926 LONG LEAF LN, THE VILLAGES, FL, 3216...

Community: The Villages®

The Villages®

$439,900

3 beds

2 baths

1,621 sq ft

House

879 CHAPMAN LOOP, THE VILLAGES, FL, 3216...

Community: The Villages®

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The Villages®

$448,500

3 beds

2 baths

1,918 sq ft

House

7177 SE 172ND HAZELWOOD LOOP, THE VILLAG...

Community: The Villages®

The Villages®

$299,900

2 beds

2 baths

1,156 sq ft

Villa

1999 KELMSCOTT ST, THE VILLAGES, FL, 321...

Community: The Villages®

New Latitude Margaritaville

488 HIGH TIDE LN, DAYTONA BEACH, FL, 321..., Daytona Beach, FL 32124

$375,000

2 beds

2 baths

1,308 sq ft

House

488 HIGH TIDE LN, DAYTONA BEACH, FL, 321...

Community: Latitude Margaritaville

Kings Ridge

3412 CAPLAND AVE, CLERMONT, FL, 34711, Clermont, FL 34711

$365,000

3 beds

2 baths

1,728 sq ft

House

3412 CAPLAND AVE, CLERMONT, FL, 34711

Community: Kings Ridge

Royal Palm

5415 SWORDFERN CT, PORT ORANGE, FL, 3212..., Port Orange, FL 32128

$414,900

3 beds

3 baths

1,942 sq ft

House

5415 SWORDFERN CT, PORT ORANGE, FL, 3212...

Community: Royal Palm

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Colonnades

$290,000

2 beds

2 baths

1,751 sq ft

House

1635 COLONNADES CIR, LAKELAND, FL, 33811

Community: Colonnades

Summit Greens

793 HAWKS BLF, CLERMONT, FL, 34711, Clermont, FL 34711

$480,000

2 beds

3 baths

2,209 sq ft

House

793 HAWKS BLF, CLERMONT, FL, 34711

Community: Summit Greens

The Villages®

$304,900

2 beds

2 baths

1,351 sq ft

Villa

1001 GREYFORD LN, THE VILLAGES, FL, 3216...

Community: The Villages®

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New Halifax Plantation

3639 MALLOW DR, ORMOND BEACH, FL, 32174, Ormond Beach, FL 32174

$525,000

3 beds

2 baths

2,176 sq ft

House

3639 MALLOW DR, ORMOND BEACH, FL, 32174

Community: Halifax Plantation

The Villages®

$289,900

2 beds

2 baths

1,174 sq ft

Villa

1221 SANTA CRUZ DR, THE VILLAGES, FL, 32...

Community: The Villages®

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6 communities

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Winter Park, FL 55+ rental communities & homes for rent

6 communities near Winter Park

2,298 homes near Winter Park

2 beds

2 baths

1,322 sq ft

Villa

3 beds

2 baths

2,055 sq ft

House

3 beds

2 baths

1,982 sq ft

House

3 beds

3 baths

2,086 sq ft

House

3 beds

2 baths

1,952 sq ft

House

3 beds

2 baths

1,927 sq ft

House

5 beds

3 baths

2,405 sq ft

House

3 beds

3 baths

2,137 sq ft

House

2 beds

2 baths

1,237 sq ft

Condo

2 beds

2 baths

1,466 sq ft

Townhouse

3 beds

2 baths

1,902 sq ft

House

3 beds

3 baths

1,824 sq ft

Townhouse

2 beds

2 baths

1,344 sq ft

House

5 beds

3 baths

2,788 sq ft

House

3 beds

3 baths

1,810 sq ft

Townhouse

2 beds

2 baths

1,826 sq ft

House

3 beds

2 baths

2,031 sq ft

House

2 beds

2 baths

1,163 sq ft

House

3 beds

2 baths

1,831 sq ft

House

2 beds