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Winter Park, FL 55+ active adult communities & homes for sale - Page 30

2,398 homes near Winter Park

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4 rating (17 reviews) The Villages®
<$100k - $2Ms
The Villages®, The Villages, FL
New and Resale | 55+ age-restricted | Built 1978 - present | 70,000 homes
4.7 rating (18 reviews) Solivita
$100Ks - $600Ks
Solivita, Kissimmee, FL
New and Resale | 55+ age-restricted | Built 2000 - present | 5,900 homes
3.6 rating (48 reviews) Latitude Margaritaville
$300Ks - $900Ks
Latitude Margaritaville, Daytona Beach, FL
Resale Only | 55+ age-restricted | Built 2017 - 2025 | 3,900 homes
5 rating (1 reviews) Plantation Bay Golf &...
$200Ks - $3Ms
Plantation Bay Golf &..., Ormond Beach, FL
New and Resale | Age-targeted | Built 1988 - present | 3,500 homes
4.5 rating (11 reviews) Spruce Creek Country Club
$200Ks - $500Ks
Spruce Creek Country Club, Summerfield, FL
Resale Only | 55+ age-restricted | Built 1996 - 2007 | 3,250 homes
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5 rating (2 reviews) Plantation at Leesburg
$100Ks - $500Ks
Plantation at Leesburg, Leesburg, FL
Resale Only | 55+ age-restricted | Built 1987 - 2008 | 2,820 homes
5 rating (3 reviews) Stonecrest
$200Ks - $500Ks
Stonecrest, Summerfield, FL
New and Resale | 55+ age-restricted | Built 1990 - present | 2,200 homes
5 rating (7 reviews) Kings Ridge
$200Ks - $400Ks
Kings Ridge, Clermont, FL
Resale Only | 55+ age-restricted | Built 1995 - 2000 | 2,088 homes
5 rating (3 reviews) Twin Lakes
$200Ks - $600Ks
Twin Lakes, St. Cloud, FL
New and Resale | 55+ age-restricted | Built 2016 - present | 2,000 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.
Grand Haven
$300Ks - $1Ms
Grand Haven, Palm Coast, FL
New and Resale | Age-targeted | Built 1997 - present | 1,901 homes
Pelican Bay Daytona Beach
$100Ks - $400Ks
Pelican Bay Daytona Beach, Daytona Beach, FL
Resale Only | Age-targeted | Built 1980 - 2006 | 1,806 homes
4.7 rating (3 reviews) Spruce Creek South
$100Ks - $400Ks
Spruce Creek South, Summerfield, FL
Resale Only | 55+ age-restricted | Built 1989 - 1995 | 1,650 homes
5 rating (1 reviews) Cypress Lakes
$100Ks - $200Ks
Cypress Lakes, Lakeland, FL
Resale Only | 55+ age-restricted | Built 1987 - 2016 | 1,604 homes
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5 rating (3 reviews) Lake Ashton
$200Ks - $800Ks
Lake Ashton, Lake Wales, FL
Resale Only | 55+ age-restricted | Built 2002 - present | 1,600 homes
Venetian Bay
$200Ks - $1Ms
Venetian Bay, New Smyrna Beach, FL
New and Resale | Age-targeted | Built 2004 - present | 1,561 homes
3.8 rating (6 reviews) Trilogy® Orlando
$200Ks - $600Ks
Trilogy® Orlando, Groveland, FL
Resale Only | 55+ age-restricted | Built 2005 - 2022 | 1,500 homes
5 rating (2 reviews) Heritage Isle
$200Ks - $500Ks
Heritage Isle, Viera, FL
Resale Only | 55+ age-restricted | Built 2005 - 2017 | 1,500 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.
5 rating (8 reviews) Royal Highlands
$200Ks - $400Ks
Royal Highlands, Leesburg, FL
Resale Only | 55+ age-restricted | Built 1999 - 2006 | 1,500 homes
Del Webb at Viera
$400Ks - $1Ms
Del Webb at Viera, Melbourne, FL
New Construction | 55+ age-restricted | Built 2021 - present | 1,300 homes
5 rating (1 reviews) Del Webb Sunbridge
$300Ks - $1Ms
Del Webb Sunbridge, St. Cloud, FL
New and Resale | 55+ age-restricted | Built 2019 - present | 1,300 homes
5 rating (1 reviews) VillageWalk at Lake Nona
$300Ks - $1Ms
VillageWalk at Lake Nona, Orlando, FL
Resale Only | Age-targeted | Built 2006 - 2016 | 1,300 homes
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5 rating (8 reviews) Pennbrooke Fairways
<$100k - $300Ks
Pennbrooke Fairways, Leesburg, FL
Resale Only | 55+ age-restricted | Built 1980 - 2004 | 1,200 homes
5 rating (1 reviews) Sandpiper Golf & Coun...
$200Ks - $400Ks
Sandpiper Golf & Coun..., Lakeland, FL
New and Resale | 55+ age-restricted | Built 1985 - present | 1,193 homes
3.6 rating (5 reviews) Heritage Hills
$200Ks - $500Ks
Heritage Hills, Clermont, FL
New and Resale | 55+ age-restricted | Built 2006 - present | 1,154 homes
5 rating (1 reviews) Cresswind at Victoria Gar...
$300Ks - $600Ks
Cresswind at Victoria Gar..., DeLand, FL
Resale Only | 55+ age-restricted | Built 2001 - 2022 | 1,070 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.
Halifax Plantation
$200Ks - $700Ks
Halifax Plantation, Ormond Beach, FL
New and Resale | Age-targeted | Built 1980 - present | 1,000 homes
5 rating (1 reviews) Legacy of Leesburg
$200Ks - $400Ks
Legacy of Leesburg, Leesburg, FL
Resale Only | 55+ age-restricted | Built 1999 - 2017 | 1,000 homes
Breakaway Trails
$400Ks - $800Ks
Breakaway Trails, Ormond Beach, FL
New and Resale | Age-targeted | Built 1985 - present | 976 homes
4 rating (4 reviews) Lakes of Mount Dora
$400Ks - $900Ks
Lakes of Mount Dora, Mount Dora, FL
New and Resale | 55+ age-restricted | Built 2006 - present | 950 homes
4 rating (2 reviews) Harbor Hills Country Club
$200Ks - $1Ms
Harbor Hills Country Club, Lady Lake, FL
New and Resale | Age-targeted | Built 1989 - present | 940 homes
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4.8 rating (6 reviews) Highland Lakes
$100Ks - $300Ks
Highland Lakes, Leesburg, FL
Resale Only | 55+ age-restricted | Built 1990 - 1999 | 938 homes
4.4 rating (16 reviews) Del Webb Orlando
$300Ks - $400Ks
Del Webb Orlando, Davenport, FL
Resale Only | 55+ age-restricted | Built 2007 - 2021 | 937 homes
5 rating (2 reviews) Bridgewater at Viera
$300Ks - $800Ks
Bridgewater at Viera, Melbourne, FL
Resale Only | 55+ age-restricted | Built 2017 - 2023 | 870 homes
The Country Club of Mount...
$200Ks - $1Ms
The Country Club of Mount..., Mount Dora, FL
Resale Only | Age-targeted | Built 1991 - 2005 | 827 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.
4.1 rating (9 reviews) Indian River Colony Club
$200Ks - $400Ks
Indian River Colony Club, Melbourne, FL
New and Resale | 55+ age-restricted | Built 1986 - present | 777 homes
3.9 rating (7 reviews) Summit Greens
$300Ks - $400Ks
Summit Greens, Clermont, FL
Resale Only | 55+ age-restricted | Built 2001 - 2019 | 769 homes
5 rating (1 reviews) Royal Harbor
$200Ks - $400Ks
Royal Harbor, Tavares, FL
Resale Only | 55+ age-restricted | Built 1999 - 2008 | 755 homes
Lakeside Landings
$200Ks - $500Ks
Lakeside Landings, Oxford, FL
New and Resale | Age-targeted | Built 2005 - present | 700 homes
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1 rating (1 reviews) Sullivan Ranch
$200Ks - $700Ks
Sullivan Ranch, Mount Dora, FL
Resale Only | 55+ age-restricted | Built 2005 - 2020 | 692 homes
Highland Fairways
$100Ks - $300Ks
Highland Fairways, Lakeland, FL
Resale Only | 55+ age-restricted | Built 1983 - 1998 | 660 homes
The Villages® 335 LOGAN ST, THE VILLAGES, FL, 32163, The Villages, FL 32163
$309,900

2 beds

|

2 baths

|

1,266 sq ft

|

House

335 LOGAN ST, THE VILLAGES, FL, 32163
Community: The Villages®
The Villages® 1008 LAREDO LN, THE VILLAGES, FL, 32159, The Villages, FL 32159
$339,900

2 beds

|

2 baths

|

1,268 sq ft

|

House

1008 LAREDO LN, THE VILLAGES, FL, 32159
Community: The Villages®
Foxwood Lake Estates 1560 LONGBOW DR, LAKELAND, FL, 33810, Lakeland, FL 33810
$159,000

2 beds

|

2 baths

|

1,040 sq ft

|

Manufactured Home

1560 LONGBOW DR, LAKELAND, FL, 33810
The Villages® 509 DEL MAR DR, THE VILLAGES, FL, 32159, The Villages, FL 32159
$327,500

2 beds

|

2 baths

|

1,314 sq ft

|

House

509 DEL MAR DR, THE VILLAGES, FL, 32159
Community: The Villages®
Lakes of Mount Dora 8464 BRIDGEPORT BAY CIR, MOUNT DORA, FL,..., Mount Dora, FL 32757
$550,000

2 beds

|

2 baths

|

2,033 sq ft

|

House

8464 BRIDGEPORT BAY CIR, MOUNT DORA, FL,...
Community: Lakes of Mount Dora
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Questions? Call us: (888) 625-4885
Traditions at Lake Ruby 2853 ATTWATER LOOP, WINTER HAVEN, FL, 33..., Winter Haven, FL 33884
$215,000

2 beds

|

2 baths

|

1,385 sq ft

|

Villa

2853 ATTWATER LOOP, WINTER HAVEN, FL, 33...
Latitude Margaritaville 309 GYPSY PALACE LN, DAYTONA BEACH, FL, ..., Daytona Beach, FL 32124
$375,000

2 beds

|

2 baths

|

1,205 sq ft

|

Villa

309 GYPSY PALACE LN, DAYTONA BEACH, FL, ...
The Villages® 1694 NELSON TER, THE VILLAGES, FL, 32162, The Villages, FL 32162
$569,900

3 beds

|

2 baths

|

2,021 sq ft

|

House

1694 NELSON TER, THE VILLAGES, FL, 32162
Community: The Villages®
Carlsberg Estates on Lake Suzanne 246 CHALET ESTATES ST, LAKE WALES, FL, 3..., Lake Wales, FL 33859
$242,000

2 beds

|

2 baths

|

1,385 sq ft

|

House

246 CHALET ESTATES ST, LAKE WALES, FL, 3...
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.
Indian River Colony Club 1198 CONTINENTAL AVE, MELBOURNE, FL, 329..., Melbourne, FL 32940
$355,000

3 beds

|

3 baths

|

2,304 sq ft

|

House

1198 CONTINENTAL AVE, MELBOURNE, FL, 329...
Pelican Bay Daytona Beach 108 MARSH WREN CT, DAYTONA BEACH, FL, 32..., Daytona Beach, FL 32119
$239,900

3 beds

|

2 baths

|

1,384 sq ft

|

House

108 MARSH WREN CT, DAYTONA BEACH, FL, 32...
Stonecrest 11037 SE 173RD PL, SUMMERFIELD, FL, 3449..., Summerfield, FL 34491
$289,000

3 beds

|

2 baths

|

1,328 sq ft

|

House

11037 SE 173RD PL, SUMMERFIELD, FL, 3449...
Community: Stonecrest
Plantation at Leesburg 5036 SAWGRASS LAKE CIR, LEESBURG, FL, 34..., Leesburg, FL 34748
$369,900

3 beds

|

3 baths

|

2,439 sq ft

|

House

5036 SAWGRASS LAKE CIR, LEESBURG, FL, 34...
Want to learn more about 55+ communities in Winter Park? 55places can help!
Questions? Call us: (888) 625-4885
Venetian Bay 2816 E VENETIAN LAKE CIR, NEW SMYRNA BEA..., New Smyrna Beach, FL 32168
$810,000

3 beds

|

3 baths

|

2,536 sq ft

|

House

2816 E VENETIAN LAKE CIR, NEW SMYRNA BEA...
Community: Venetian Bay
Lake Ashton 4249 BERWICK DR, LAKE WALES, FL, 33859, Lake Wales, FL 33859
$389,900

2 beds

|

2 baths

|

1,847 sq ft

|

House

4249 BERWICK DR, LAKE WALES, FL, 33859
Community: Lake Ashton
Compass Pointe 645 BROCKTON WAY, WEST MELBOURNE, FL, 32..., West Melbourne, FL 32904
$324,990

3 beds

|

2 baths

|

2,010 sq ft

|

House

645 BROCKTON WAY, WEST MELBOURNE, FL, 32...
Community: Compass Pointe
The Villages® 1309 MIZELL AVE, THE VILLAGES, FL, 32163, The Villages, FL 32163
$272,500

2 beds

|

2 baths

|

961 sq ft

|

Villa

1309 MIZELL AVE, THE VILLAGES, FL, 32163
Community: The Villages®
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.
Royal Highlands 5401 ESSEX CT, LEESBURG, FL, 34748, Leesburg, FL 34748
$380,000

2 beds

|

3 baths

|

2,009 sq ft

|

House

5401 ESSEX CT, LEESBURG, FL, 34748
Community: Royal Highlands
Royal Highlands 20700 QUEEN ALEXANDRA DR, LEESBURG, FL, ..., Leesburg, FL 34748
$284,000

2 beds

|

2 baths

|

1,332 sq ft

|

House

20700 QUEEN ALEXANDRA DR, LEESBURG, FL, ...
Community: Royal Highlands
Royal Highlands 20642 PRINCE RANIER PL, LEESBURG, FL, 34..., Leesburg, FL 34748
$310,000

2 beds

|

2 baths

|

1,592 sq ft

|

House

20642 PRINCE RANIER PL, LEESBURG, FL, 34...
Community: Royal Highlands
Pennbrooke Fairways 32819 TIMBERWOOD DR, LEESBURG, FL, 34748, Leesburg, FL 34748
$210,000

2 beds

|

2 baths

|

1,162 sq ft

|

House

32819 TIMBERWOOD DR, LEESBURG, FL, 34748
Community: Pennbrooke Fairways
Want to learn more about 55+ communities in Winter Park? 55places can help!
Questions? Call us: (888) 625-4885
Grand Isle 1690 LAGO MAR DR, MELBOURNE, FL, 32940, Melbourne, FL 32940
$436,000

3 beds

|

2 baths

|

1,997 sq ft

|

House

1690 LAGO MAR DR, MELBOURNE, FL, 32940
Community: Grand Isle
VillageWalk at Lake Nona 8430 LEATHERLEAF LN, ORLANDO, FL, 32827, Orlando, FL 32827
$399,000

3 beds

|

3 baths

|

1,810 sq ft

|

Townhouse

8430 LEATHERLEAF LN, ORLANDO, FL, 32827
VillageWalk at Lake Nona 11959 FIORE DR, ORLANDO, FL, 32827, Orlando, FL 32827
$429,900

3 beds

|

2 baths

|

1,554 sq ft

|

Halfplex

11959 FIORE DR, ORLANDO, FL, 32827
Venetian Bay 3211 MODENA WAY, NEW SMYRNA BEACH, FL, 3..., New Smyrna Beach, FL 32168
$924,932

3 beds

|

3 baths

|

2,542 sq ft

|

House

3211 MODENA WAY, NEW SMYRNA BEACH, FL, 3...
Community: Venetian Bay
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.
Heritage Isle 3664 GURRERO DR, MELBOURNE, FL, 32940, Melbourne, FL 32940
$575,000

3 beds

|

2 baths

|

2,061 sq ft

|

House

3664 GURRERO DR, MELBOURNE, FL, 32940
Community: Heritage Isle
New Lake Ashton 4577 BACK NINE DR, WINTER HAVEN, FL, 338..., Winter Haven, FL 33884
$375,900

3 beds

|

2 baths

|

1,918 sq ft

|

House

4577 BACK NINE DR, WINTER HAVEN, FL, 338...
Community: Lake Ashton
New Lake Ashton 4016 DUNMORE DR, LAKE WALES, FL, 33859, Lake Wales, FL 33859
$379,900

3 beds

|

2 baths

|

2,120 sq ft

|

House

4016 DUNMORE DR, LAKE WALES, FL, 33859
Community: Lake Ashton
New Lake Ashton 4193 LIMERICK DR, LAKE WALES, FL, 33859, Lake Wales, FL 33859
$465,000

3 beds

|

3 baths

|

2,639 sq ft

|

House

4193 LIMERICK DR, LAKE WALES, FL, 33859
Community: Lake Ashton
New VillageWalk at Lake Nona 11925 BIANCA LN, ORLANDO, FL, 32827, Orlando, FL 32827
$455,000

3 beds

|

3 baths

|

1,830 sq ft

|

Townhouse

11925 BIANCA LN, ORLANDO, FL, 32827
Want to learn more about 55+ communities in Winter Park? 55places can help!
Questions? Call us: (888) 625-4885
Halifax Plantation 3013 GLIN CIR, ORMOND BEACH, FL, 32174, Ormond Beach, FL 32174
$340,000

3 beds

|

2 baths

|

1,684 sq ft

|

House

3013 GLIN CIR, ORMOND BEACH, FL, 32174
Community: Halifax Plantation
Venetian Bay 3583 MARIBELLA DR, NEW SMYRNA BEACH, FL,..., New Smyrna Beach, FL 32168
$750,000

3 beds

|

2 baths

|

2,273 sq ft

|

House

3583 MARIBELLA DR, NEW SMYRNA BEACH, FL,...
Community: Venetian Bay
Summer Trees 79 CYPRESS POND RD, PORT ORANGE, FL, 321..., Port Orange, FL 32128
$227,000

2 beds

|

2 baths

|

1,300 sq ft

|

House

79 CYPRESS POND RD, PORT ORANGE, FL, 321...
Community: Summer Trees
Summer Trees 103 LAZY FOX LAIR, PORT ORANGE, FL, 3212..., Port Orange, FL 32128
$279,902

2 beds

|

2 baths

|

1,404 sq ft

|

House

103 LAZY FOX LAIR, PORT ORANGE, FL, 3212...
Community: Summer Trees
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.
Plantation Bay Golf & Country Club 626 ELK RIVER DR, ORMOND BEACH, FL, 3217..., Ormond Beach, FL 32174
$575,000

3 beds

|

3 baths

|

2,251 sq ft

|

House

626 ELK RIVER DR, ORMOND BEACH, FL, 3217...
Summer Trees 109 CROOKED PINE RD, PORT ORANGE, FL, 32..., Port Orange, FL 32128
$273,827

2 beds

|

2 baths

|

1,106 sq ft

|

House

109 CROOKED PINE RD, PORT ORANGE, FL, 32...
Community: Summer Trees
Latitude Margaritaville 171 CATAMARAN CV, DAYTONA BEACH, FL, 321..., Daytona Beach, FL 32124
$929,900

3 beds

|

3 baths

|

2,468 sq ft

|

House

171 CATAMARAN CV, DAYTONA BEACH, FL, 321...
Latitude Margaritaville 842 ATTITUDE AVE, DAYTONA BEACH, FL, 321..., Daytona Beach, FL 32124
$679,900

2 beds

|

3 baths

|

2,310 sq ft

|

House

842 ATTITUDE AVE, DAYTONA BEACH, FL, 321...
Want to learn more about 55+ communities in Winter Park? 55places can help!
Questions? Call us: (888) 625-4885
Latitude Margaritaville 575 BEACH BUM BLVD, DAYTONA BEACH, FL, 3..., Daytona Beach, FL 32124
$919,900

2 beds

|

3 baths

|

2,339 sq ft

|

House

575 BEACH BUM BLVD, DAYTONA BEACH, FL, 3...
Heritage Isle 6378 VAN NESS DR, MELBOURNE, FL, 32940, Melbourne, FL 32940
$448,000

3 beds

|

2 baths

|

1,861 sq ft

|

House

6378 VAN NESS DR, MELBOURNE, FL, 32940
Community: Heritage Isle

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2,398 homes
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