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Winter Park, FL 55+ active adult communities & homes for sale - Page 43

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
5 rating (2 reviews) Heritage Isle
$200Ks - $500Ks
Heritage Isle, Viera, FL
Resale Only | 55+ age-restricted | Built 2005 - 2017 | 1,500 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
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) VillageWalk at Lake Nona
$300Ks - $1Ms
VillageWalk at Lake Nona, Orlando, FL
Resale Only | Age-targeted | Built 2006 - 2016 | 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
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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® 219 CARRERA DR, THE VILLAGES, FL, 32159, The Villages, FL 32159
$685,900

3 beds

|

2 baths

|

1,831 sq ft

|

House

219 CARRERA DR, THE VILLAGES, FL, 32159
Community: The Villages®
Spruce Creek South 17747 SE 97TH AVE, SUMMERFIELD, FL, 3449..., Summerfield, FL 34491
$289,900

3 beds

|

2 baths

|

2,026 sq ft

|

House

17747 SE 97TH AVE, SUMMERFIELD, FL, 3449...
Community: Spruce Creek South
Huntington at Hunter's Ridge 5 CRANE FIELD RD, ORMOND BEACH, FL, 3217..., Ormond Beach, FL 32174
$477,700

3 beds

|

2 baths

|

2,034 sq ft

|

House

5 CRANE FIELD RD, ORMOND BEACH, FL, 3217...
Spruce Creek Country Club 13536 SE 97TH TERRACE RD, SUMMERFIELD, F..., Summerfield, FL 34491
$419,000

2 beds

|

2 baths

|

1,936 sq ft

|

House

13536 SE 97TH TERRACE RD, SUMMERFIELD, F...
Spruce Creek Country Club 13885 DEL WEBB BLVD, SUMMERFIELD, FL, 34..., Summerfield, FL 34491
$375,000

3 beds

|

2 baths

|

2,213 sq ft

|

House

13885 DEL WEBB BLVD, SUMMERFIELD, FL, 34...
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Pelican Bay Daytona Beach 114 BLUE HERON DR D, DAYTONA BEACH, FL, ..., Daytona Beach, FL 32119
$169,000

2 beds

|

2 baths

|

1,242 sq ft

|

Condo

114 BLUE HERON DR D, DAYTONA BEACH, FL, ...
The Villages® 4176 WIDMANN PL, THE VILLAGES, FL, 32163, The Villages, FL 32163
$524,000

3 beds

|

2 baths

|

1,959 sq ft

|

House

4176 WIDMANN PL, THE VILLAGES, FL, 32163
Community: The Villages®
New The Villages® 3153 GOODING PL, THE VILLAGES, FL, 32162, The Villages, FL 32162
$435,000

3 beds

|

2 baths

|

1,911 sq ft

|

House

3153 GOODING PL, THE VILLAGES, FL, 32162
Community: The Villages®
New Stonecrest 17167 SE 113TH AVE, SUMMERFIELD, FL, 344..., Summerfield, FL 34491
$424,888

3 beds

|

2 baths

|

1,504 sq ft

|

House

17167 SE 113TH AVE, SUMMERFIELD, FL, 344...
Community: Stonecrest
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.
New Spruce Creek South 17554 SE 104TH CIR, SUMMERFIELD, FL, 344..., Summerfield, FL 34491
$265,000

2 beds

|

2 baths

|

1,296 sq ft

|

House

17554 SE 104TH CIR, SUMMERFIELD, FL, 344...
Community: Spruce Creek South
Venetian Bay 3403 TORRE BLVD, NEW SMYRNA BEACH, FL, 3..., New Smyrna Beach, FL 32168
$421,500

2 beds

|

2 baths

|

1,916 sq ft

|

Villa

3403 TORRE BLVD, NEW SMYRNA BEACH, FL, 3...
Community: Venetian Bay
The Villages® 1028 COTTAGE DR, THE VILLAGES, FL, 32162, The Villages, FL 32162
$1,199,000

2 beds

|

2 baths

|

2,525 sq ft

|

House

1028 COTTAGE DR, THE VILLAGES, FL, 32162
Community: The Villages®
The Villages® 1852 SASSPARILLA WAY, THE VILLAGES, FL, ..., The Villages, FL 32162
$579,000

3 beds

|

2 baths

|

1,939 sq ft

|

House

1852 SASSPARILLA WAY, THE VILLAGES, FL, ...
Community: The Villages®
Want to learn more about 55+ communities in Winter Park? 55places can help!
Questions? Call us: (888) 625-4885
Venetian Bay 354 CARYOTA CT, NEW SMYRNA BEACH, FL, 32..., New Smyrna Beach, FL 32168
$370,000

3 beds

|

2 baths

|

1,520 sq ft

|

House

354 CARYOTA CT, NEW SMYRNA BEACH, FL, 32...
Community: Venetian Bay
Lakeside Landings 10158 JULIA ISLES AVE, OXFORD, FL, 34484, Oxford, FL 34484
$384,500

3 beds

|

2 baths

|

1,889 sq ft

|

House

10158 JULIA ISLES AVE, OXFORD, FL, 34484
Community: Lakeside Landings
Four Seasons at Orlando 1598 WHITEWOOD CT, KISSIMMEE, FL, 34747, Kissimmee, FL 34747
$490,000

3 beds

|

2 baths

|

2,066 sq ft

|

House

1598 WHITEWOOD CT, KISSIMMEE, FL, 34747
The Villages® 392 ROSE CROFT TER, THE VILLAGES, FL, 32..., The Villages, FL 32162
$298,000

2 beds

|

2 baths

|

1,188 sq ft

|

Villa

392 ROSE CROFT TER, THE VILLAGES, FL, 32...
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.
Spruce Creek South 9750 SE 179TH PL, SUMMERFIELD, FL, 34491, Summerfield, FL 34491
$260,000

2 beds

|

2 baths

|

1,596 sq ft

|

House

9750 SE 179TH PL, SUMMERFIELD, FL, 34491
Community: Spruce Creek South
Venetian Bay 3078 MELETO BLVD, NEW SMYRNA BEACH, FL, ..., New Smyrna Beach, FL 32168
$329,500

3 beds

|

3 baths

|

1,614 sq ft

|

Townhouse

3078 MELETO BLVD, NEW SMYRNA BEACH, FL, ...
Community: Venetian Bay
Grand Haven 55 RIVERBEND DR, PALM COAST, FL, 32137, Palm Coast, FL 32137
$650,000

3 beds

|

3 baths

|

2,900 sq ft

|

House

55 RIVERBEND DR, PALM COAST, FL, 32137
Community: Grand Haven
Stonecrest 11019 SE 170TH LANE RD, SUMMERFIELD, FL,..., Summerfield, FL 34491
$289,900

3 beds

|

2 baths

|

1,324 sq ft

|

House

11019 SE 170TH LANE RD, SUMMERFIELD, FL,...
Community: Stonecrest
Want to learn more about 55+ communities in Winter Park? 55places can help!
Questions? Call us: (888) 625-4885
Stonecrest 11041 SE 169TH PL, SUMMERFIELD, FL, 3449..., Summerfield, FL 34491
$315,000

3 beds

|

2 baths

|

1,417 sq ft

|

House

11041 SE 169TH PL, SUMMERFIELD, FL, 3449...
Community: Stonecrest
Spruce Creek Country Club 12463 SE 93RD COURT RD, SUMMERFIELD, FL,..., Summerfield, FL 34491
$489,900

3 beds

|

3 baths

|

2,459 sq ft

|

House

12463 SE 93RD COURT RD, SUMMERFIELD, FL,...
Spruce Creek South 17960 SE 108TH CT, SUMMERFIELD, FL, 3449..., Summerfield, FL 34491
$249,900

3 beds

|

2 baths

|

1,570 sq ft

|

House

17960 SE 108TH CT, SUMMERFIELD, FL, 3449...
Community: Spruce Creek South
The Villages® 16812 SE 86TH ALBANY AVE, THE VILLAGES, ..., The Villages, FL 32162
$409,900

3 beds

|

2 baths

|

1,884 sq ft

|

House

16812 SE 86TH ALBANY AVE, THE VILLAGES, ...
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.
Venetian Bay 3009 MELETO BLVD, NEW SMYRNA BEACH, FL, ..., New Smyrna Beach, FL 32168
$321,000

3 beds

|

3 baths

|

1,614 sq ft

|

Townhouse

3009 MELETO BLVD, NEW SMYRNA BEACH, FL, ...
Community: Venetian Bay
The Villages® 828 SILVER OAK AVE, THE VILLAGES, FL, 32..., The Villages, FL 32159
$350,000

3 beds

|

2 baths

|

1,632 sq ft

|

House

828 SILVER OAK AVE, THE VILLAGES, FL, 32...
Community: The Villages®
Venetian Bay 3367 TORRE BLVD, NEW SMYRNA BEACH, FL, 3..., New Smyrna Beach, FL 32168
$477,000

3 beds

|

2 baths

|

1,976 sq ft

|

Halfplex

3367 TORRE BLVD, NEW SMYRNA BEACH, FL, 3...
Community: Venetian Bay
Pelican Bay Daytona Beach 156 KINGBIRD CIR 2120, DAYTONA BEACH, FL..., Daytona Beach, FL 32119
$220,000

2 beds

|

2 baths

|

1,562 sq ft

|

Halfplex

156 KINGBIRD CIR 2120, DAYTONA BEACH, FL...
The Villages® 1579 MCELDOWNEY PL, THE VILLAGES, FL, 32..., The Villages, FL 32163
$1,300,000

3 beds

|

2 baths

|

2,403 sq ft

|

House

1579 MCELDOWNEY PL, THE VILLAGES, FL, 32...
Community: The Villages®
Want to learn more about 55+ communities in Winter Park? 55places can help!
Questions? Call us: (888) 625-4885
Spruce Creek Country Club 9203 SE 130TH LOOP, SUMMERFIELD, FL, 344..., Summerfield, FL 34491
$348,300

2 beds

|

2 baths

|

1,870 sq ft

|

House

9203 SE 130TH LOOP, SUMMERFIELD, FL, 344...
Spruce Creek South 10476 SE 178TH ST, SUMMERFIELD, FL, 3449..., Summerfield, FL 34491
$234,000

2 beds

|

2 baths

|

1,473 sq ft

|

House

10476 SE 178TH ST, SUMMERFIELD, FL, 3449...
Community: Spruce Creek South
Sandpiper Golf & Country Club 6325 EGRET DR, LAKELAND, FL, 33809, Lakeland, FL 33809
$276,500

3 beds

|

2 baths

|

1,441 sq ft

|

House

6325 EGRET DR, LAKELAND, FL, 33809
The Villages® 515 LOMA PASEO DR, LADY LAKE, FL, 32159, Lady Lake, FL 32159
$525,000

3 beds

|

2 baths

|

2,322 sq ft

|

House

515 LOMA PASEO DR, LADY LAKE, FL, 32159
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.
Spruce Creek Country Club 9033 SE 135TH LOOP, SUMMERFIELD, FL, 344..., Summerfield, FL 34491
$274,900

3 beds

|

2 baths

|

1,726 sq ft

|

House

9033 SE 135TH LOOP, SUMMERFIELD, FL, 344...
Carillon Lakes 4220 WINDCHIME LN, LAKELAND, FL, 33811, Lakeland, FL 33811
$335,000

3 beds

|

2 baths

|

1,735 sq ft

|

House

4220 WINDCHIME LN, LAKELAND, FL, 33811
Community: Carillon Lakes
Spruce Creek Country Club 9330 SE 132ND PL, SUMMERFIELD, FL, 34491, Summerfield, FL 34491
$437,900

3 beds

|

3 baths

|

2,333 sq ft

|

House

9330 SE 132ND PL, SUMMERFIELD, FL, 34491
The Villages® 733 PALMA DR, THE VILLAGES, FL, 32159, The Villages, FL 32159
$340,000

3 beds

|

2 baths

|

1,936 sq ft

|

House

733 PALMA DR, THE VILLAGES, FL, 32159
Community: The Villages®
Want to learn more about 55+ communities in Winter Park? 55places can help!
Questions? Call us: (888) 625-4885
The Villages® 1501 ALFONSO LN, THE VILLAGES, FL, 32159, The Villages, FL 32159
$257,000

2 beds

|

2 baths

|

1,014 sq ft

|

House

1501 ALFONSO LN, THE VILLAGES, FL, 32159
Community: The Villages®
Cresswind at Victoria Gardens 1385 LONGLEY PL, DELAND, FL, 32724, Deland, FL 32724
$379,900

3 beds

|

2 baths

|

1,658 sq ft

|

House

1385 LONGLEY PL, DELAND, FL, 32724

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2,398 homes
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