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

6 communities near Winter Park

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The Pointe at Siena Ridge

$1,774.65 - - $2,263.88 / mo

Base rent from $1,650

The Pointe at Siena Ridge, Davenport, FL

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

Mariblu Hunters Creek

$1,886 - - $2,184 / mo

Base rent from $1,721

Mariblu Hunters Creek, Kissimmee, FL

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

Album Monterey Pointe

$1,996 - - $2,216 / mo

Base rent from $1,880

Album Monterey Pointe, Kissimmee, FL

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

Rosalia Winter Park

$1,917 - - $2,746 / mo

Base rent from $1,802

Rosalia Winter Park, Winter Park, FL

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

RISE Viera

RISE Viera, Viera, FL

| 55+ age-restricted

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Overture Hamlin

$2,122.78 - - $2,797.78 / mo

Base rent from $2,007

Overture Hamlin, Winter Garden, FL

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

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New Four Seasons at Orlando

7956 HANSON BAY PL, KISSIMMEE, FL, 34747, Kissimmee, FL 34747

$550,000

3 beds

3 baths

2,360 sq ft

House

7956 HANSON BAY PL, KISSIMMEE, FL, 34747

Community: Four Seasons at Orlando

New The Villages®

1228 MARIA CT, LADY LAKE, FL, 32159, Lady Lake, FL 32159

$249,900

2 beds

2 baths

1,432 sq ft

Manufactured Home

1228 MARIA CT, LADY LAKE, FL, 32159

Community: The Villages®

New Solivita

819 SAN RAPHAEL ST, KISSIMMEE, FL, 34759, Kissimmee, FL 34759

$494,900

3 beds

3 baths

2,427 sq ft

House

819 SAN RAPHAEL ST, KISSIMMEE, FL, 34759

Community: Solivita

New Latitude Margaritaville

345 HANG LOOSE WAY, DAYTONA BEACH, FL, 3..., Daytona Beach, FL 32124

$399,900

2 beds

2 baths

1,308 sq ft

House

345 HANG LOOSE WAY, DAYTONA BEACH, FL, 3...

Community: Latitude Margaritaville

New Cresswind at Victoria Gardens

1375 HAZELDENE MNR, DELAND, FL, 32724, Deland, FL 32724

$349,900

3 beds

2 baths

1,670 sq ft

House

1375 HAZELDENE MNR, DELAND, FL, 32724

Community: Cresswind at Victoria Gardens

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Questions? Call us: (888) 625-4885

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Questions? Call us: (888) 625-4885

New Kings Ridge

3673 ROLLINGBROOK ST, CLERMONT, FL, 3471..., Clermont, FL 34711

$322,000

2 beds

2 baths

1,334 sq ft

House

3673 ROLLINGBROOK ST, CLERMONT, FL, 3471...

Community: Kings Ridge

New Kings Ridge

3513 ROLLINGBROOK ST, CLERMONT, FL, 3471..., Clermont, FL 34711

$324,900

2 beds

2 baths

1,460 sq ft

House

3513 ROLLINGBROOK ST, CLERMONT, FL, 3471...

Community: Kings Ridge

New Venetian Bay

112 PORTOFINO BLVD, NEW SMYRNA BEACH, FL..., New Smyrna Beach, FL 32168

$729,000

3 beds

2 baths

2,372 sq ft

House

112 PORTOFINO BLVD, NEW SMYRNA BEACH, FL...

Community: Venetian Bay

New Solivita

214 PRIMA DR, POINCIANA, FL, 34759, Poinciana, FL 34759

$309,900

3 beds

2 baths

1,939 sq ft

House

214 PRIMA DR, POINCIANA, FL, 34759

Community: Solivita

New The Villages®

724 ROYAL PALM AVE, LADY LAKE, FL, 32159, Lady Lake, FL 32159

$179,900

2 beds

2 baths

1,152 sq ft

Manufactured Home

724 ROYAL PALM AVE, LADY LAKE, FL, 32159

Community: The Villages®

New Solivita

537 VILLA PARK RD, KISSIMMEE, FL, 34759, Kissimmee, FL 34759

$489,000

3 beds

3 baths

2,394 sq ft

House

537 VILLA PARK RD, KISSIMMEE, FL, 34759

Community: Solivita

New The Villages®

1305 LEONE LN, THE VILLAGES, FL, 32159, The Villages, FL 32159

$345,000

3 beds

2 baths

1,527 sq ft

House

1305 LEONE LN, THE VILLAGES, FL, 32159

Community: The Villages®

New Summit Greens

2390 CALEDONIAN ST, CLERMONT, FL, 34711, Clermont, FL 34711

$450,000

3 beds

2 baths

1,961 sq ft

House

2390 CALEDONIAN ST, CLERMONT, FL, 34711

Community: Summit Greens

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New Kings Ridge

3617 KINGSWOOD CT, CLERMONT, FL, 34711, Clermont, FL 34711

$329,900

2 beds

2 baths

1,681 sq ft

House

3617 KINGSWOOD CT, CLERMONT, FL, 34711

Community: Kings Ridge

New Kings Ridge

2190 CAXTON AVE, CLERMONT, FL, 34711, Clermont, FL 34711

$425,000

3 beds

2 baths

1,892 sq ft

House

2190 CAXTON AVE, CLERMONT, FL, 34711

Community: Kings Ridge

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New The Villages®

8761 SE 168TH KITTREDGE LOOP, THE VILLAG..., The Villages, FL 32162

$481,000

3 beds

2 baths

1,916 sq ft

House

8761 SE 168TH KITTREDGE LOOP, THE VILLAG...

Community: The Villages®

New Alamanda Key

475 LORELEI AVE, MELBOURNE, FL, 32901, Melbourne, FL 32901

$450,000

3 beds

2 baths

1,731 sq ft

House

475 LORELEI AVE, MELBOURNE, FL, 32901

Community: Alamanda Key

New Royal Harbor

5732 FREEPORT DR, TAVARES, FL, 32778, Tavares, FL 32778

$359,000

3 beds

2 baths

1,756 sq ft

House

5732 FREEPORT DR, TAVARES, FL, 32778

Community: Royal Harbor

New The Villages®

17360 SE 78TH DRAUGHTON CT, THE VILLAGES..., The Villages, FL 32162

$242,000

2 beds

2 baths

1,160 sq ft

Villa

17360 SE 78TH DRAUGHTON CT, THE VILLAGES...

Community: The Villages®

New The Villages®

3449 KEITH LN, THE VILLAGES, FL, 32163, The Villages, FL 32163

$459,000

3 beds

2 baths

1,492 sq ft

Villa

3449 KEITH LN, THE VILLAGES, FL, 32163

Community: The Villages®

New Colonnades

1768 BIRCHWOOD LOOP, LAKELAND, FL, 33811, Lakeland, FL 33811

$325,000

2 beds

2 baths

1,849 sq ft

House

1768 BIRCHWOOD LOOP, LAKELAND, FL, 33811

Community: Colonnades

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New Plantation at Leesburg

25323 CASA DEL LAGO LN, LEESBURG, FL, 34..., Leesburg, FL 34748

$137,000

2 beds

2 baths

1,040 sq ft

Manufactured Home

25323 CASA DEL LAGO LN, LEESBURG, FL, 34...

Community: Plantation at Leesburg

New The Villages®

2436 HILL ST, THE VILLAGES, FL, 32163, The Villages, FL 32163

$350,000

2 beds

2 baths

1,314 sq ft

Villa

2436 HILL ST, THE VILLAGES, FL, 32163

Community: The Villages®

New The Villages®

2251 OPAL CT, THE VILLAGES, FL, 32162, The Villages, FL 32162

$600,000

3 beds

2 baths

1,978 sq ft

House

2251 OPAL CT, THE VILLAGES, FL, 32162

Community: The Villages®

New The Villages®

741 ROYAL PALM AVE, THE VILLAGES, FL, 32..., The Villages, FL 32159

$169,900

2 beds

2 baths

1,056 sq ft

Manufactured Home

741 ROYAL PALM AVE, THE VILLAGES, FL, 32...

Community: The Villages®

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New Scottish Highlands

1625 NEW ABBEY AVE, LEESBURG, FL, 34788, Leesburg, FL 34788

$225,000

2 beds

2 baths

1,040 sq ft

House

1625 NEW ABBEY AVE, LEESBURG, FL, 34788

Community: Scottish Highlands

New The Villages®

2569 ERROL TER, THE VILLAGES, FL, 32162, The Villages, FL 32162

$307,000

2 beds

2 baths

1,156 sq ft

Villa

2569 ERROL TER, THE VILLAGES, FL, 32162

Community: The Villages®

New Heritage Isle

3811 FUNSTON CIR, MELBOURNE, FL, 32940, Melbourne, FL 32940

$545,900

4 beds

3 baths

2,425 sq ft

House

3811 FUNSTON CIR, MELBOURNE, FL, 32940

Community: Heritage Isle

New Lakeside Landings

5427 COMPASS PT # 1, OXFORD, FL, 34484, Oxford, FL 34484

$224,900

2 beds

2 baths

1,281 sq ft

Condo

5427 COMPASS PT # 1, OXFORD, FL, 34484

Community: Lakeside Landings

New Cresswind at Victoria Gardens

526 HERON POINT WAY, DELAND, FL, 32724, Deland, FL 32724

$449,000

3 beds

2 baths

2,119 sq ft

House

526 HERON POINT WAY, DELAND, FL, 32724

Community: Cresswind at Victoria Gardens

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New The Villages®

1003 MATTHEW AVE, LADY LAKE, FL, 32159, Lady Lake, FL 32159

$228,000

2 beds

2 baths

1,191 sq ft

Manufactured Home

1003 MATTHEW AVE, LADY LAKE, FL, 32159

Community: The Villages®

New Sullivan Ranch

20913 SULLIVAN RANCH BLVD, MOUNT DORA, F..., Mount Dora, FL 32757

$409,000

3 beds

2 baths

1,990 sq ft

House

20913 SULLIVAN RANCH BLVD, MOUNT DORA, F...

Community: Sullivan Ranch

New Venetian Bay

3004 BORASSUS DR, NEW SMYRNA BEACH, FL, ..., New Smyrna Beach, FL 32168

$589,000

4 beds

3 baths

2,115 sq ft

House

3004 BORASSUS DR, NEW SMYRNA BEACH, FL, ...

Community: Venetian Bay

New The Villages®

3448 INVERARY AVE, THE VILLAGES, FL, 321..., The Villages, FL 32163

$350,000

3 beds

2 baths

1,392 sq ft

House

3448 INVERARY AVE, THE VILLAGES, FL, 321...

Community: The Villages®

New Plantation at Leesburg

3715 MULBERRY GROVE LOOP, LEESBURG, FL, ..., Leesburg, FL 34748

$349,999

3 beds

3 baths

2,173 sq ft

House

3715 MULBERRY GROVE LOOP, LEESBURG, FL, ...

Community: Plantation at Leesburg

Want to learn more about 55+ rental communities in Winter Park? 55places can help!

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New Arlington Ridge

3519 ARLINGTON RIDGE BLVD, LEESBURG, FL,..., Leesburg, FL 34748

$419,900

2 beds

2 baths

2,270 sq ft

House

3519 ARLINGTON RIDGE BLVD, LEESBURG, FL,...

Community: Arlington Ridge

New The Villages®

8338 SE 178TH DEVEAUX LN, THE VILLAGES, ..., The Villages, FL 32162

$350,000

3 beds

2 baths

1,392 sq ft

House

8338 SE 178TH DEVEAUX LN, THE VILLAGES, ...

Community: The Villages®

New Gatherings of Lake Nona

7545 LAUREATE BLVD UNIT 7305, ORLANDO, F..., Orlando, FL 32827

$459,990

2 beds

2 baths

1,486 sq ft

Condo

7545 LAUREATE BLVD UNIT 7305, ORLANDO, F...

Community: Gatherings of Lake Nona

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New Harbor Hills Country Club

39644 HARBOR HILLS BLVD, LADY LAKE, FL, ..., Lady Lake, FL 32159

$425,000

3 beds

2 baths

2,009 sq ft

House

39644 HARBOR HILLS BLVD, LADY LAKE, FL, ...

Community: Harbor Hills Country Club

New The Villages®

210 PALERMO PL, THE VILLAGES, FL, 32159, The Villages, FL 32159

$450,000

3 beds

3 baths

2,118 sq ft

House

210 PALERMO PL, THE VILLAGES, FL, 32159

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

2,569 homes near Winter Park

3 beds

3 baths

2,360 sq ft

House

2 beds

2 baths

1,432 sq ft

Manufactured Home

3 beds

3 baths

2,427 sq ft

House

2 beds

2 baths

1,308 sq ft

House

3 beds

2 baths

1,670 sq ft

House

2 beds

2 baths

1,334 sq ft

House

2 beds

2 baths

1,460 sq ft

House

3 beds

2 baths

2,372 sq ft

House

3 beds

2 baths

1,939 sq ft

House

2 beds

2 baths

1,152 sq ft

Manufactured Home

3 beds

3 baths

2,394 sq ft

House

3 beds

2 baths

1,527 sq ft

House

3 beds

2 baths

1,961 sq ft

House

2 beds

2 baths

1,681 sq ft

House

3 beds

2 baths

1,892 sq ft

House

3 beds

2 baths

1,916 sq ft

House

3 beds

2 baths

1,731 sq ft

House

3 beds

2 baths

1,756 sq ft

House

2 beds

2 baths

1,160 sq ft

Villa

3 beds