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Winter Park, FL 55+ active adult communities & homes for sale - Page 53

2,414 homes near Winter Park

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4 rating (17 reviews) The Villages®
$100ks - $1Ms
The Villages®, The Villages, FL
New and Resale | 55+ age-restricted | Built 1978 - present | 70,000 homes
4.7 rating (18 reviews) Solivita
$300ks - $700ks
Solivita, Kissimmee, FL
New and Resale | 55+ age-restricted | Built 2000 - present | 5,900 homes
4.5 rating (11 reviews) Spruce Creek Country Club
$100ks - $400ks
Spruce Creek Country Club, Summerfield, FL
Resale Only | 55+ age-restricted | Built 1996 - 2007 | 3,250 homes
5 rating (2 reviews) Plantation at Leesburg
$100ks - $300ks
Plantation at Leesburg, Leesburg, FL
Resale Only | 55+ age-restricted | Built 1987 - 2008 | 2,820 homes
3.6 rating (48 reviews) Latitude Margaritaville
$300ks - $800ks
Latitude Margaritaville, Daytona Beach, FL
Resale Only | 55+ age-restricted | Built 2017 - 2025 | 3,900 homes
Want to learn more about 55+ communities in Winter Park? 55places can help!
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5 rating (1 reviews) Plantation Bay Golf &...
$400ks - $2Ms
Plantation Bay Golf &..., Ormond Beach, FL
New and Resale | Age-targeted | Built 1988 - present | 3,500 homes
Venetian Bay
$300ks - $1Ms
Venetian Bay, New Smyrna Beach, FL
New and Resale | Age-targeted | Built 2004 - present | 1,561 homes
5 rating (3 reviews) Lake Ashton
$200ks - $500ks
Lake Ashton, Lake Wales, FL
Resale Only | 55+ age-restricted | Built 2002 - present | 1,600 homes
5 rating (3 reviews) Stonecrest
$200ks - $500ks
Stonecrest, Summerfield, FL
Resale Only | 55+ age-restricted | Built 1990 - 2024 | 2,224 homes
Grand Haven
$200ks - $800ks
Grand Haven, Palm Coast, FL
New and Resale | Age-targeted | Built 1997 - present | 1,901 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.
2.8 rating (6 reviews) Arlington Ridge
$200ks - $500ks
Arlington Ridge, Leesburg, FL
New and Resale | 55+ age-restricted | Built 2005 - present | 629 homes
3.8 rating (6 reviews) Trilogy® Orlando
$200ks - $500ks
Trilogy® Orlando, Groveland, FL
Resale Only | 55+ age-restricted | Built 2005 - 2022 | 1,500 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
5 rating (8 reviews) Royal Highlands
$200ks - $400ks
Royal Highlands, Leesburg, FL
Resale Only | 55+ age-restricted | Built 1999 - 2006 | 1,500 homes
5 rating (7 reviews) Kings Ridge
$200ks - $400ks
Kings Ridge, Clermont, FL
Resale Only | 55+ age-restricted | Built 1995 - 2000 | 2,088 homes
3.8 rating (4 reviews) Spruce Creek South
$100ks - $200ks
Spruce Creek South, Summerfield, FL
Resale Only | 55+ age-restricted | Built 1989 - 1995 | 1,650 homes
Want to learn more about 55+ communities in Winter Park? 55places can help!
Questions? Call us: (888) 625-4885
Pelican Bay Daytona Beach
$100ks - $600ks
Pelican Bay Daytona Beach, Daytona Beach, FL
Resale Only | Age-targeted | Built 1980 - 2006 | 1,806 homes
Halifax Plantation
$300ks - $1Ms
Halifax Plantation, Ormond Beach, FL
New and Resale | Age-targeted | Built 1980 - present | 1,000 homes
5 rating (1 reviews) Sandpiper Golf & Coun...
$100ks - $300ks
Sandpiper Golf & Coun..., Lakeland, FL
New and Resale | 55+ age-restricted | Built 1985 - present | 1,193 homes
4 rating (4 reviews) Lakes of Mount Dora
$300ks - $1Ms
Lakes of Mount Dora, Mount Dora, FL
New and Resale | 55+ age-restricted | Built 2006 - present | 950 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 rating (2 reviews) Harbor Hills Country Club
$300ks - $900ks
Harbor Hills Country Club, Lady Lake, FL
New and Resale | Age-targeted | Built 1989 - present | 940 homes
3.6 rating (5 reviews) Heritage Hills
$200ks - $400ks
Heritage Hills, Clermont, FL
New and Resale | 55+ age-restricted | Built 2006 - present | 1,154 homes
5 rating (1 reviews) Del Webb Sunbridge
$400ks - $800ks
Del Webb Sunbridge, St. Cloud, FL
New and Resale | 55+ age-restricted | Built 2019 - present | 1,300 homes
5 rating (1 reviews) Cresswind at Victoria Gar...
$200ks - $500ks
Cresswind at Victoria Gar..., DeLand, FL
Resale Only | 55+ age-restricted | Built 2001 - 2022 | 1,070 homes
Summer Trees
$200ks - $400ks
Summer Trees, Port Orange, FL
Resale Only | 55+ age-restricted | Built 1976 - 2005 | 500 homes
The Lakes at Harmony
$200ks - $400ks
The Lakes at Harmony, Harmony, FL
New and Resale | 55+ age-restricted | Built 2016 - present | 400 homes
5 rating (1 reviews) Royal Harbor
$200ks - $800ks
Royal Harbor, Tavares, FL
Resale Only | 55+ age-restricted | Built 1999 - 2008 | 755 homes
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Questions? Call us: (888) 625-4885
5 rating (2 reviews) Heritage Isle
$300ks - $500ks
Heritage Isle, Viera, FL
Resale Only | 55+ age-restricted | Built 2005 - 2017 | 1,500 homes
5 rating (8 reviews) Pennbrooke Fairways
<$100k - $300ks
Pennbrooke Fairways, Leesburg, FL
Resale Only | 55+ age-restricted | Built 1980 - 2004 | 1,200 homes
Breakaway Trails
$400ks - $800ks
Breakaway Trails, Ormond Beach, FL
New and Resale | Age-targeted | Built 1985 - present | 976 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.
Four Seasons at Orlando
$300ks - $600ks
Four Seasons at Orlando, Kissimmee, FL
New Construction | 55+ age-restricted | Built 2017 - present | 557 homes
Ridgehaven
$300ks - $600ks
Ridgehaven, Ormond Beach, FL
New Construction | 55+ age-restricted
Scottish Highlands
$100ks - $200ks
Scottish Highlands, Leesburg, FL
Resale Only | 55+ age-restricted | Built 1983 - 1992 | 653 homes
4.8 rating (6 reviews) Highland Lakes
$100ks - $200ks
Highland Lakes, Leesburg, FL
Resale Only | 55+ age-restricted | Built 1990 - 1999 | 938 homes
1 rating (1 reviews) Sullivan Ranch
$200ks - $500ks
Sullivan Ranch, Mount Dora, FL
Resale Only | 55+ age-restricted | Built 2005 - 2020 | 692 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
5 rating (1 reviews) VillageWalk at Lake Nona
$300ks - $700ks
VillageWalk at Lake Nona, Orlando, FL
Resale Only | Age-targeted | Built 2006 - 2016 | 1,300 homes
Foxwood Lake Estates
$100ks - $200ks
Foxwood Lake Estates, Lakeland, FL
Resale Only | 55+ age-restricted | Built 1982 - 1987 | 545 homes
Want to learn more about 55+ communities in Winter Park? 55places can help!
Questions? Call us: (888) 625-4885
4.4 rating (16 reviews) Del Webb Orlando
$200ks - $500ks
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
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.
12...3
Spruce Creek Country Club 13520 SE 87TH CIR, SUMMERFIELD, FL, 3449..., Summerfield, FL 34491
$340,000

2 beds

|

2 baths

|

1,554 sq ft

|

House

13520 SE 87TH CIR, SUMMERFIELD, FL, 3449...
Heritage Landings 2667 CANYON CREST DR, LAKELAND, FL, 3381..., Lakeland, FL 33811
$319,000

3 beds

|

2 baths

|

1,710 sq ft

|

House

2667 CANYON CREST DR, LAKELAND, FL, 3381...
Community: Heritage Landings
Lakes at Laurel Highlands 2667 CANYON CREST DR, LAKELAND, FL, 3381..., Lakeland, FL 33811
$319,000

3 beds

|

2 baths

|

1,710 sq ft

|

House

2667 CANYON CREST DR, LAKELAND, FL, 3381...
Latitude Margaritaville 472 LANDSHARK BLVD, DAYTONA BEACH, FL, 3..., Daytona Beach, FL 32124
$405,000

2 beds

|

2 baths

|

1,464 sq ft

|

House

472 LANDSHARK BLVD, DAYTONA BEACH, FL, 3...
The Villages® 2845 CHARITY LOOP, THE VILLAGES, FL, 321..., The Villages, FL 32163
$309,900

2 beds

|

2 baths

|

1,206 sq ft

|

House

2845 CHARITY LOOP, THE VILLAGES, FL, 321...
Community: The Villages®
Want to learn more about 55+ communities in Winter Park? 55places can help!
Questions? Call us: (888) 625-4885
Scottish Highlands 304 BRIGADOON CIR, LEESBURG, FL, 34788, Leesburg, FL 34788
$193,000

2 beds

|

2 baths

|

1,278 sq ft

|

House

304 BRIGADOON CIR, LEESBURG, FL, 34788
Community: Scottish Highlands
Trilogy® Orlando 133 CREPE MYRTLE DR, GROVELAND, FL, 3473..., Groveland, FL 34736
$289,900

2 beds

|

2 baths

|

1,483 sq ft

|

House

133 CREPE MYRTLE DR, GROVELAND, FL, 3473...
Community: Trilogy® Orlando
Foxwood Lake Estates 1576 LONGBOW DR, LAKELAND, FL, 33810, Lakeland, FL 33810
$199,000

3 beds

|

2 baths

|

1,152 sq ft

|

Manufactured Home

1576 LONGBOW DR, LAKELAND, FL, 33810
Summer Trees 109 UNDERBRUSH TRL, PORT ORANGE, FL, 321..., Port Orange, FL 32128
$270,809

2 beds

|

2 baths

|

1,259 sq ft

|

House

109 UNDERBRUSH TRL, PORT ORANGE, FL, 321...
Community: Summer Trees
The Villages® 1850 KYRLE TER, THE VILLAGES, FL, 32162, The Villages, FL 32162
$925,000

3 beds

|

2 baths

|

2,227 sq ft

|

House

1850 KYRLE TER, THE VILLAGES, FL, 32162
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.
Four Seasons at Orlando 2074 FLORA PASS PL, KISSIMMEE, FL, 34747, Kissimmee, FL 34747
$599,000

3 beds

|

2 baths

|

2,130 sq ft

|

House

2074 FLORA PASS PL, KISSIMMEE, FL, 34747
Solivita 328 INDIAN WELLS AVE, POINCIANA, FL, 347..., Poinciana, FL 34759
$323,500

2 beds

|

2 baths

|

1,548 sq ft

|

House

328 INDIAN WELLS AVE, POINCIANA, FL, 347...
Community: Solivita
Twin Lakes 4921 CATALPA DR, ST CLOUD, FL, 34772, St Cloud, FL 34772
$539,900

3 beds

|

3 baths

|

2,365 sq ft

|

House

4921 CATALPA DR, ST CLOUD, FL, 34772
Community: Twin Lakes
Royal Harbor 3592 TROPICAL SEAS LOOP, TAVARES, FL, 32..., Tavares, FL 32778
$314,000

2 beds

|

2 baths

|

1,452 sq ft

|

House

3592 TROPICAL SEAS LOOP, TAVARES, FL, 32...
Community: Royal Harbor
Sullivan Ranch 21846 BELGIAN CT, MOUNT DORA, FL, 32757, Mount Dora, FL 32757
$290,000

2 beds

|

2 baths

|

1,437 sq ft

|

House

21846 BELGIAN CT, MOUNT DORA, FL, 32757
Community: Sullivan Ranch
High Vista at Ridgewood Lakes 247 TRAVIS LN, DAVENPORT, FL, 33837, Davenport, FL 33837
$289,900

2 beds

|

2 baths

|

1,596 sq ft

|

House

247 TRAVIS LN, DAVENPORT, FL, 33837
Want to learn more about 55+ communities in Winter Park? 55places can help!
Questions? Call us: (888) 625-4885
Spruce Creek South 10339 SE 179TH ST, SUMMERFIELD, FL, 3449..., Summerfield, FL 34491
$194,000

2 beds

|

2 baths

|

1,008 sq ft

|

House

10339 SE 179TH ST, SUMMERFIELD, FL, 3449...
Community: Spruce Creek South
The Villages® 1923 USEPPA OAKS LN, THE VILLAGES, FL, 3..., The Villages, FL 32163
$379,900

3 beds

|

2 baths

|

1,875 sq ft

|

House

1923 USEPPA OAKS LN, THE VILLAGES, FL, 3...
Community: The Villages®
The Villages® 2167 KERWOOD LOOP, THE VILLAGES, FL, 321..., The Villages, FL 32162
$394,500

3 beds

|

2 baths

|

1,467 sq ft

|

House

2167 KERWOOD LOOP, THE VILLAGES, FL, 321...
Community: The Villages®
Indian River Colony Club 1484 INDEPENDENCE AVE, MELBOURNE, FL, 32..., Melbourne, FL 32940
$374,000

3 beds

|

2 baths

|

1,728 sq ft

|

House

1484 INDEPENDENCE AVE, MELBOURNE, FL, 32...
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
$249,900

3 beds

|

2 baths

|

1,726 sq ft

|

House

9033 SE 135TH LOOP, SUMMERFIELD, FL, 344...
Royal Palm 5415 SWORDFERN CT, PORT ORANGE, FL, 3212..., Port Orange, FL 32128
$375,000

3 beds

|

3 baths

|

1,942 sq ft

|

House

5415 SWORDFERN CT, PORT ORANGE, FL, 3212...
Community: Royal Palm
Traditions at Lake Ruby 3686 PLYMOUTH DR, WINTER HAVEN, FL, 3388..., Winter Haven, FL 33884
$369,900

4 beds

|

3 baths

|

2,404 sq ft

|

House

3686 PLYMOUTH DR, WINTER HAVEN, FL, 3388...
Huntington at Hunter's Ridge 42 HUNTINGTON PL, ORMOND BEACH, FL, 3217..., Ormond Beach, FL 32174
$389,900

4 beds

|

2 baths

|

2,003 sq ft

|

House

42 HUNTINGTON PL, ORMOND BEACH, FL, 3217...
The Villages® 5180 LEXINGTON CIR, WILDWOOD, FL, 34785, Wildwood, FL 34785
$224,000

3 beds

|

2 baths

|

1,932 sq ft

|

Manufactured Home

5180 LEXINGTON CIR, WILDWOOD, FL, 34785
Community: The Villages®
The Villages® 511 LOMA PASEO DR, THE VILLAGES, FL, 321..., The Villages, FL 32159
$369,000

2 beds

|

2 baths

|

1,832 sq ft

|

House

511 LOMA PASEO DR, THE VILLAGES, FL, 321...
Community: The Villages®
Carlsberg Estates on Lake Suzanne 364 LAKE SUZANNE DR, LAKE WALES, FL, 338..., Lake Wales, FL 33859
$284,900

2 beds

|

2 baths

|

1,387 sq ft

|

House

364 LAKE SUZANNE DR, LAKE WALES, FL, 338...
Want to learn more about 55+ communities in Winter Park? 55places can help!
Questions? Call us: (888) 625-4885
Venetian Bay 3304 MODENA WAY, NEW SMYRNA BEACH, FL, 3..., New Smyrna Beach, FL 32168
$570,000

3 beds

|

2 baths

|

2,147 sq ft

|

House

3304 MODENA WAY, NEW SMYRNA BEACH, FL, 3...
Community: Venetian Bay
Highland Lakes 5616 LAVER ST, LEESBURG, FL, 34748, Leesburg, FL 34748
$269,900

2 beds

|

2 baths

|

2,003 sq ft

|

House

5616 LAVER ST, LEESBURG, FL, 34748
Community: Highland Lakes
Summit Greens 791 WOLF CREEK ST, CLERMONT, FL, 34711, Clermont, FL 34711
$289,000

2 beds

|

2 baths

|

1,256 sq ft

|

House

791 WOLF CREEK ST, CLERMONT, FL, 34711
Community: Summit Greens
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.
Lake Ashton 5337 HOGAN LN, WINTER HAVEN, FL, 33884, Winter Haven, FL 33884
$359,000

3 beds

|

2 baths

|

1,833 sq ft

|

House

5337 HOGAN LN, WINTER HAVEN, FL, 33884
Community: Lake Ashton
The Villages® 5371 WARM SPRINGS AVE, WILDWOOD, FL, 347..., Wildwood, FL 34785
$275,000

2 beds

|

1 baths

|

696 sq ft

|

House

5371 WARM SPRINGS AVE, WILDWOOD, FL, 347...
Community: The Villages®
Venetian Bay 2937 MELETO BLVD, NEW SMYRNA BEACH, FL, ..., New Smyrna Beach, FL 32168
$330,000

4 beds

|

3 baths

|

2,070 sq ft

|

House

2937 MELETO BLVD, NEW SMYRNA BEACH, FL, ...
Community: Venetian Bay
Spruce Creek Country Club 9330 SE 132ND PL, SUMMERFIELD, FL, 34491, Summerfield, FL 34491
$379,900

3 beds

|

3 baths

|

2,333 sq ft

|

House

9330 SE 132ND PL, SUMMERFIELD, FL, 34491
The Villages® 1822 ATHENS LN, THE VILLAGES, FL, 32162, The Villages, FL 32162
$289,000

2 beds

|

2 baths

|

1,322 sq ft

|

Villa

1822 ATHENS LN, THE VILLAGES, FL, 32162
Community: The Villages®
Plantation Bay Golf & Country Club 1047 KILKENNY LN, ORMOND BEACH, FL, 3217..., Ormond Beach, FL 32174
$355,000

3 beds

|

3 baths

|

2,081 sq ft

|

Townhouse

1047 KILKENNY LN, ORMOND BEACH, FL, 3217...
Venetian Bay 3056 ISLES WAY, NEW SMYRNA BEACH, FL, 32..., New Smyrna Beach, FL 32168
$544,990

3 beds

|

4 baths

|

1,847 sq ft

|

Townhouse

3056 ISLES WAY, NEW SMYRNA BEACH, FL, 32...
Community: Venetian Bay
Trilogy® Orlando 134 SILVER MAPLE RD, GROVELAND, FL, 3473..., Groveland, FL 34736
$340,000

3 beds

|

2 baths

|

1,644 sq ft

|

House

134 SILVER MAPLE RD, GROVELAND, FL, 3473...
Community: Trilogy® Orlando
Want to learn more about 55+ communities in Winter Park? 55places can help!
Questions? Call us: (888) 625-4885
Grand Haven 9 CREEKSIDE DR, PALM COAST, FL, 32137, Palm Coast, FL 32137
$656,000

4 beds

|

4 baths

|

3,562 sq ft

|

House

9 CREEKSIDE DR, PALM COAST, FL, 32137
Community: Grand Haven
Twin Lakes 2600 MEADOWEDGE LOOP, ST CLOUD, FL, 3477..., St Cloud, FL 34772
$638,800

3 beds

|

3 baths

|

2,935 sq ft

|

House

2600 MEADOWEDGE LOOP, ST CLOUD, FL, 3477...
Community: Twin Lakes
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.

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