Winter Park, FL 55+ active adult communities & homes for sale - Page 3

90 communities near Winter Park

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Heritage - The Cottages o...

$300ks

Heritage - The Cottages o..., Okahumpka, FL

New Construction | 55+ age-restricted | Built 2022 - present | 179 homes

5 rating (1 reviews)

Cypress Lakes

$100ks

Cypress Lakes, Lakeland, FL

Resale Only | 55+ age-restricted | Built 1987 - 2016 | 1,604 homes

Serenity Reserve

$400ks

Serenity Reserve, St. Cloud, FL

Resale Only | 55+ age-restricted | Built 2016 - 2020 | 85 homes

Preserve at Lakeside Land...

$200ks - $300ks

Preserve at Lakeside Land..., Winter Haven, FL

Resale Only | 55+ age-restricted | Built 2016 - 2019 | 44 homes

Fountain View

$300ks - $400ks

Fountain View, Ormond Beach, FL

New Construction | 55+ age-restricted | Built 2023 - present | 100 homes

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The Wellington

$100ks - $200ks

The Wellington, Winter Haven, FL

Resale Only | 55+ age-restricted | Built 1969 - 1981 | 77 homes

Summit Chase Villas

$100ks

Summit Chase Villas, Tavares, FL

Resale Only | 55+ age-restricted | Built 1982 - 1989 | 60 homes

Poinsettia Heights

$100ks - $200ks

Poinsettia Heights, Winter Haven, FL

Resale Only | 55+ age-restricted | Built 1978 - 2000 | 49 homes

Ormond Renaissance

$300ks - $400ks

Ormond Renaissance, Ormond Beach, FL

New Construction | 55+ age-restricted | Built 2016 - present | 280 homes

Download the Ultimate 55+ Homebuying Guide Whether you’re searching for a 55+ community, downsizing, or exploring other housing options, our free-to-download guide will assist you in finding the ideal home for your needs.

Freedom Homes at Grand Re...

$300ks - $400ks

Freedom Homes at Grand Re..., Bunnell, FL

Resale Only | 55+ age-restricted | Built 2018 - 2022 | 55 homes

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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1 2 3

New Lakes at Laurel Highlands

2788 GRANDBURY GROVE RD, LAKELAND, FL, 3..., Lakeland, FL 33811

$314,000

3 beds

2 baths

1,711 sq ft

House

2788 GRANDBURY GROVE RD, LAKELAND, FL, 3...

Community: Lakes at Laurel Highlands

New Heritage Landings

$314,000

3 beds

2 baths

1,711 sq ft

House

2788 GRANDBURY GROVE RD, LAKELAND, FL, 3...

Community: Heritage Landings

New Solivita

314 SCRIPPS RANCH RD, POINCIANA, FL, 347..., Poinciana, FL 34759

$330,000

3 beds

2 baths

1,827 sq ft

House

314 SCRIPPS RANCH RD, POINCIANA, FL, 347...

Community: Solivita

New The Villages®

1637 MOUNT CROGHAN TRL, THE VILLAGES, FL..., The Villages, FL 32162

$500,000

3 beds

2 baths

1,887 sq ft

House

1637 MOUNT CROGHAN TRL, THE VILLAGES, FL...

Community: The Villages®

New Highland Fairways

3604 WILDCAT RUN, LAKELAND, FL, 33810, Lakeland, FL 33810

$289,000

3 beds

2 baths

2,213 sq ft

House

3604 WILDCAT RUN, LAKELAND, FL, 33810

Community: Highland Fairways

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New Solivita

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

$399,000

3 beds

3 baths

2,307 sq ft

House

531 VILLA PARK RD, KISSIMMEE, FL, 34759

Community: Solivita

New Venetian Bay

452 VENETIAN VILLA DR, NEW SMYRNA BEACH,..., New Smyrna Beach, FL 32168

$519,900

2 beds

2 baths

2,267 sq ft

House

452 VENETIAN VILLA DR, NEW SMYRNA BEACH,...

Community: Venetian Bay

New Royal Harbor

6210 SAILBOAT AVE, TAVARES, FL, 32778, Tavares, FL 32778

$315,000

3 beds

2 baths

1,594 sq ft

House

6210 SAILBOAT AVE, TAVARES, FL, 32778

Community: Royal Harbor

New The Villages®

2074 BILLER CIR, THE VILLAGES, FL, 32163, The Villages, FL 32163

$929,000

3 beds

3 baths

2,013 sq ft

House

2074 BILLER CIR, THE VILLAGES, FL, 32163

Community: The Villages®

New Trilogy® Orlando

163 BAYOU BEND RD, GROVELAND, FL, 34736, Groveland, FL 34736

$450,000

2 beds

2 baths

2,197 sq ft

House

163 BAYOU BEND RD, GROVELAND, FL, 34736

Community: Trilogy® Orlando

New Trilogy® Orlando

95 BAYOU BEND RD, GROVELAND, FL, 34736, Groveland, FL 34736

$319,000

2 beds

2 baths

1,568 sq ft

House

95 BAYOU BEND RD, GROVELAND, FL, 34736

Community: Trilogy® Orlando

New The Villages®

2083 JASPER WAY, THE VILLAGES, FL, 32162, The Villages, FL 32162

$339,900

3 beds

2 baths

1,397 sq ft

Villa

2083 JASPER WAY, THE VILLAGES, FL, 32162

Community: The Villages®

New Solivita

521 GRAND CANAL DR, KISSIMMEE, FL, 34759, Kissimmee, FL 34759

$249,000

2 beds

2 baths

1,258 sq ft

House

521 GRAND CANAL DR, KISSIMMEE, FL, 34759

Community: Solivita

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New The Villages®

2405 KINGSTREE PL, THE VILLAGES, FL, 321..., The Villages, FL 32162

$278,000

2 beds

2 baths

1,188 sq ft

House

2405 KINGSTREE PL, THE VILLAGES, FL, 321...

Community: The Villages®

New Grand Isle

1575 BOCA RIO DR, MELBOURNE, FL, 32940, Melbourne, FL 32940

$439,999

3 beds

2 baths

1,764 sq ft

House

1575 BOCA RIO DR, MELBOURNE, FL, 32940

Community: Grand Isle

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New The Villages®

2012 ENRIQUE DR, THE VILLAGES, FL, 32159, The Villages, FL 32159

$584,900

3 beds

2 baths

1,842 sq ft

House

2012 ENRIQUE DR, THE VILLAGES, FL, 32159

Community: The Villages®

New Grand Isle

1766 GRAND ISLE BLVD, MELBOURNE, FL, 329..., Melbourne, FL 32940

$560,000

4 beds

2 baths

2,204 sq ft

House

1766 GRAND ISLE BLVD, MELBOURNE, FL, 329...

Community: Grand Isle

New Spruce Creek South

10410 SE 179TH PL, SUMMERFIELD, FL, 3449..., Summerfield, FL 34491

$215,000

3 beds

2 baths

1,526 sq ft

House

10410 SE 179TH PL, SUMMERFIELD, FL, 3449...

Community: Spruce Creek South

New The Villages®

4239 DESKIN LN, THE VILLAGES, FL, 32163, The Villages, FL 32163

$855,000

3 beds

2 baths

1,925 sq ft

House

4239 DESKIN LN, THE VILLAGES, FL, 32163

Community: The Villages®

New The Villages®

3976 IRONWOOD LN, THE VILLAGES, FL, 3216..., The Villages, FL 32163

$725,000

3 beds

2 baths

1,935 sq ft

House

3976 IRONWOOD LN, THE VILLAGES, FL, 3216...

Community: The Villages®

New Summer Trees

102 UNDERBRUSH TRL, PORT ORANGE, FL, 321..., Port Orange, FL 32128

$275,000

2 beds

2 baths

1,370 sq ft

House

102 UNDERBRUSH TRL, PORT ORANGE, FL, 321...

Community: Summer Trees

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New Del Webb Sunbridge

6362 SHIMMERING SHORES LN, ST CLOUD, FL,..., St Cloud, FL 34771

$724,900

3 beds

3 baths

2,249 sq ft

House

6362 SHIMMERING SHORES LN, ST CLOUD, FL,...

Community: Del Webb Sunbridge

New Latitude Margaritaville

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

$775,000

3 beds

4 baths

2,542 sq ft

House

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

Community: Latitude Margaritaville

New Harbor Hills Country Club

39545 HARBOR HILLS BLVD, LADY LAKE, FL, ..., Lady Lake, FL 32159

$639,000

4 beds

3 baths

2,954 sq ft

House

39545 HARBOR HILLS BLVD, LADY LAKE, FL, ...

Community: Harbor Hills Country Club

New The Villages®

5186 NE 122ND BLVD, OXFORD, FL, 34484, Oxford, FL 34484

$280,000

3 beds

4 baths

1,929 sq ft

House

5186 NE 122ND BLVD, OXFORD, FL, 34484

Community: The Villages®

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New Summer Trees

49 CROOKED PINE RD, PORT ORANGE, FL, 321..., Port Orange, FL 32128

$265,000

2 beds

2 baths

1,295 sq ft

House

49 CROOKED PINE RD, PORT ORANGE, FL, 321...

Community: Summer Trees

New Stonecrest

17584 SE 119TH CIR, SUMMERFIELD, FL, 344..., Summerfield, FL 34491

$329,000

2 beds

2 baths

1,482 sq ft

House

17584 SE 119TH CIR, SUMMERFIELD, FL, 344...

Community: Stonecrest

New Plantation at Leesburg

25039 PINE HL, LEESBURG, FL, 34748, Leesburg, FL 34748

$179,000

2 beds

2 baths

1,440 sq ft

Manufactured Home

25039 PINE HL, LEESBURG, FL, 34748

Community: Plantation at Leesburg

New The Villages®

3188 HUDSON CT, THE VILLAGES, FL, 32162, The Villages, FL 32162

$350,000

3 beds

2 baths

1,662 sq ft

House

3188 HUDSON CT, THE VILLAGES, FL, 32162

Community: The Villages®

New Summer Trees

47 CROOKED PINE RD, PORT ORANGE, FL, 321..., Port Orange, FL 32128

$269,000

2 beds

2 baths

1,502 sq ft

House

47 CROOKED PINE RD, PORT ORANGE, FL, 321...

Community: Summer Trees

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New The Villages®

9041 SE 166TH KATHY LOOP, THE VILLAGES, ..., The Villages, FL 32162

$520,000

3 beds

2 baths

1,808 sq ft

Villa

9041 SE 166TH KATHY LOOP, THE VILLAGES, ...

Community: The Villages®

New Highland Fairways

3202 OTTER CREEK CT, LAKELAND, FL, 33810, Lakeland, FL 33810

$169,900

2 beds

2 baths

1,274 sq ft

Manufactured Home

3202 OTTER CREEK CT, LAKELAND, FL, 33810

Community: Highland Fairways

New Lakeside Landings

5076 NEPTUNE CIR, OXFORD, FL, 34484, Oxford, FL 34484

$262,500

3 beds

2 baths

1,404 sq ft

House

5076 NEPTUNE CIR, OXFORD, FL, 34484

Community: Lakeside Landings

New Sullivan Ranch

30337 GIDRAN TER, MOUNT DORA, FL, 32757, Mount Dora, FL 32757

$544,000

4 beds

3 baths

2,307 sq ft

House

30337 GIDRAN TER, MOUNT DORA, FL, 32757

Community: Sullivan Ranch

New Bridgewater at Viera

1765 VELKY LN, MELBOURNE, FL, 32940, Melbourne, FL 32940

$425,000

2 beds

2 baths

1,565 sq ft

House

1765 VELKY LN, MELBOURNE, FL, 32940

Community: Bridgewater at Viera

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New The Villages®

906 CAMINO DEL REY DR, THE VILLAGES, FL,..., The Villages, FL 32159

$500,000

3 beds

2 baths

2,240 sq ft

House

906 CAMINO DEL REY DR, THE VILLAGES, FL,...

Community: The Villages®

New Lakeside Landings

5392 ADMIRAL WAY, OXFORD, FL, 34484, Oxford, FL 34484

$234,000

2 beds

2 baths

1,281 sq ft

Condotel

5392 ADMIRAL WAY, OXFORD, FL, 34484

Community: Lakeside Landings

New Pelican Bay Daytona Beach

134 BLUE HERON DR C, DAYTONA BEACH, FL, ..., Daytona Beach, FL 32119

$169,900

1 beds

2 baths

1,106 sq ft

Condo

134 BLUE HERON DR C, DAYTONA BEACH, FL, ...

Community: Pelican Bay Daytona Beach

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New The Villages®

2004 FLOWERSVILLE PL, THE VILLAGES, FL, ..., The Villages, FL 32163

$429,850

3 beds

2 baths

1,589 sq ft

House

2004 FLOWERSVILLE PL, THE VILLAGES, FL, ...

Community: The Villages®

New The Villages®

5837 STORMS AVE, THE VILLAGES, FL, 32163, The Villages, FL 32163

$710,000

3 beds

2 baths

1,933 sq ft

House

5837 STORMS AVE, THE VILLAGES, FL, 32163

Community: The Villages®

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90 communities

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Winter Park, FL 55+ active adult communities & homes for sale - Page 3

90 communities near Winter Park

2,540 homes near Winter Park

3 beds

2 baths

1,711 sq ft

House

3 beds

2 baths

1,711 sq ft

House

3 beds

2 baths

1,827 sq ft

House

3 beds

2 baths

1,887 sq ft

House

3 beds

2 baths

2,213 sq ft

House

3 beds

3 baths

2,307 sq ft

House

2 beds

2 baths

2,267 sq ft

House

3 beds

2 baths

1,594 sq ft

House

3 beds

3 baths

2,013 sq ft

House

2 beds

2 baths

2,197 sq ft

House

2 beds

2 baths

1,568 sq ft

House

3 beds

2 baths

1,397 sq ft

Villa

2 beds

2 baths

1,258 sq ft

House

2 beds

2 baths

1,188 sq ft

House

3 beds

2 baths

1,764 sq ft

House

3 beds

2 baths

1,842 sq ft

House

4 beds

2 baths

2,204 sq ft

House

3 beds

2 baths

1,526 sq ft

House

3 beds

2 baths

1,925 sq ft

House

3 beds