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Winter Park, FL 55+ active adult communities & homes for sale - Page 29

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
Want to learn more about 55+ communities in Winter Park? 55places can help!
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
Solivita 144 SORRENTO RD, POINCIANA, FL, 34759, Poinciana, FL 34759
$265,000

2 beds

|

2 baths

|

1,467 sq ft

|

House

144 SORRENTO RD, POINCIANA, FL, 34759
Community: Solivita
The Villages® 2983 SAINT THOMAS LN, THE VILLAGES, FL, ..., The Villages, FL 32162
$615,000

3 beds

|

2 baths

|

2,228 sq ft

|

House

2983 SAINT THOMAS LN, THE VILLAGES, FL, ...
Community: The Villages®
Latitude Margaritaville 737 LANDSHARK BLVD, DAYTONA BEACH, FL, 3..., Daytona Beach, FL 32124
$614,900

2 beds

|

2 baths

|

1,937 sq ft

|

House

737 LANDSHARK BLVD, DAYTONA BEACH, FL, 3...
Lake Ashton 1347 OAKMONT DR, WINTER HAVEN, FL, 33884, Winter Haven, FL 33884
$384,900

3 beds

|

2 baths

|

1,712 sq ft

|

House

1347 OAKMONT DR, WINTER HAVEN, FL, 33884
Community: Lake Ashton
Scottish Highlands 1144 BEN MORE DR, LEESBURG, FL, 34788, Leesburg, FL 34788
$210,000

2 beds

|

2 baths

|

1,213 sq ft

|

House

1144 BEN MORE DR, LEESBURG, FL, 34788
Community: Scottish Highlands
Want to learn more about 55+ communities in Winter Park? 55places can help!
Questions? Call us: (888) 625-4885
Arlington Ridge 26657 MANASSAS DR, LEESBURG, FL, 34748, Leesburg, FL 34748
$430,000

3 beds

|

2 baths

|

1,832 sq ft

|

House

26657 MANASSAS DR, LEESBURG, FL, 34748
Community: Arlington Ridge
Royal Highlands 21811 KING HENRY AVE, LEESBURG, FL, 3474..., Leesburg, FL 34748
$334,900

3 beds

|

2 baths

|

1,918 sq ft

|

House

21811 KING HENRY AVE, LEESBURG, FL, 3474...
Community: Royal Highlands
Compass Pointe 620 BROCKTON WAY, MELBOURNE, FL, 32904, Melbourne, FL 32904
$325,000

3 beds

|

2 baths

|

1,814 sq ft

|

House

620 BROCKTON WAY, MELBOURNE, FL, 32904
Community: Compass Pointe
The Villages® 1569 OLAR CT, THE VILLAGES, FL, 32162, The Villages, FL 32162
$485,900

3 beds

|

2 baths

|

1,999 sq ft

|

House

1569 OLAR CT, THE VILLAGES, FL, 32162
Community: The Villages®
Trilogy® Orlando 329 SILVER MAPLE RD, GROVELAND, FL, 3473..., Groveland, FL 34736
$425,000

2 beds

|

2 baths

|

1,808 sq ft

|

House

329 SILVER MAPLE RD, GROVELAND, FL, 3473...
Community: Trilogy® Orlando
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.
The Villages® 1134 FIELDBROOK WAY, THE VILLAGES, FL, 3..., The Villages, FL 32163
$485,500

3 beds

|

2 baths

|

1,860 sq ft

|

House

1134 FIELDBROOK WAY, THE VILLAGES, FL, 3...
Community: The Villages®
The Villages® 510 BONITA DR, THE VILLAGES, FL, 32159, The Villages, FL 32159
$180,000

2 beds

|

2 baths

|

1,040 sq ft

|

Manufactured Home

510 BONITA DR, THE VILLAGES, FL, 32159
Community: The Villages®
Latitude Margaritaville 128 RED LIGHTHOUSE PT, DAYTONA BEACH, FL..., Daytona Beach, FL 32124
$619,500

2 beds

|

2 baths

|

1,922 sq ft

|

House

128 RED LIGHTHOUSE PT, DAYTONA BEACH, FL...
The Villages® 1449 MURRELLS INLET LOOP, THE VILLAGES, ..., The Villages, FL 32162
$329,000

3 beds

|

2 baths

|

1,392 sq ft

|

House

1449 MURRELLS INLET LOOP, THE VILLAGES, ...
Community: The Villages®
Twin Lakes 2388 DATURA LOOP, ST CLOUD, FL, 34772, St Cloud, FL 34772
$299,999

2 beds

|

2 baths

|

1,464 sq ft

|

House

2388 DATURA LOOP, ST CLOUD, FL, 34772
Community: Twin Lakes
Heritage Isle 2952 BODDINGTON WAY, MELBOURNE, FL, 3294..., Melbourne, FL 32940
$398,000

3 beds

|

2 baths

|

2,034 sq ft

|

House

2952 BODDINGTON WAY, MELBOURNE, FL, 3294...
Community: Heritage Isle
Want to learn more about 55+ communities in Winter Park? 55places can help!
Questions? Call us: (888) 625-4885
Solivita 112 SEVILLA CT, KISSIMMEE, FL, 34759, Kissimmee, FL 34759
$465,000

3 beds

|

3 baths

|

2,450 sq ft

|

House

112 SEVILLA CT, KISSIMMEE, FL, 34759
Community: Solivita
Royal Highlands 5729 KING JAMES AVE, LEESBURG, FL, 34748, Leesburg, FL 34748
$436,900

3 beds

|

3 baths

|

2,402 sq ft

|

House

5729 KING JAMES AVE, LEESBURG, FL, 34748
Community: Royal Highlands
The Villages® 17385 SE 78TH DRAUGHTON CT, THE VILLAGES..., The Villages, FL 32162
$250,000

2 beds

|

2 baths

|

1,160 sq ft

|

Villa

17385 SE 78TH DRAUGHTON CT, THE VILLAGES...
Community: The Villages®
The Villages® 5719 SPARTINA TER, THE VILLAGES, FL, 321..., The Villages, FL 32163
$279,000

2 beds

|

2 baths

|

1,258 sq ft

|

Villa

5719 SPARTINA TER, THE VILLAGES, FL, 321...
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.
The Villages® 3552 GROUBY RD, THE VILLAGES, FL, 32163, The Villages, FL 32163
$309,900

2 beds

|

2 baths

|

1,203 sq ft

|

House

3552 GROUBY RD, THE VILLAGES, FL, 32163
Community: The Villages®
Park Place 133 PARK PLACE CIR, PALM COAST, FL, 3216..., Palm Coast, FL 32164
$365,000

3 beds

|

2 baths

|

1,879 sq ft

|

House

133 PARK PLACE CIR, PALM COAST, FL, 3216...
Community: Park Place
The Villages® 2129 ZARAGOZA PL, THE VILLAGES, FL, 3215..., The Villages, FL 32159
$370,000

3 beds

|

2 baths

|

1,669 sq ft

|

House

2129 ZARAGOZA PL, THE VILLAGES, FL, 3215...
Community: The Villages®
Four Seasons at Orlando 7774 FOUR SEASONS BLVD, KISSIMMEE, FL, 3..., Kissimmee, FL 34747
$685,000

3 beds

|

2 baths

|

1,969 sq ft

|

House

7774 FOUR SEASONS BLVD, KISSIMMEE, FL, 3...
Kings Ridge 2282 FENTON AVE, CLERMONT, FL, 34711, Clermont, FL 34711
$350,000

3 beds

|

2 baths

|

1,896 sq ft

|

House

2282 FENTON AVE, CLERMONT, FL, 34711
Community: Kings Ridge
The Villages® 1717 FRANCISCO ST, THE VILLAGES, FL, 321..., The Villages, FL 32159
$329,000

2 beds

|

2 baths

|

1,214 sq ft

|

Villa

1717 FRANCISCO ST, THE VILLAGES, FL, 321...
Community: The Villages®
Summer Trees 6034 WINDING RIDGE LN, PORT ORANGE, FL, ..., Port Orange, FL 32128
$499,900

4 beds

|

2 baths

|

1,880 sq ft

|

House

6034 WINDING RIDGE LN, PORT ORANGE, FL, ...
Community: Summer Trees
Want to learn more about 55+ communities in Winter Park? 55places can help!
Questions? Call us: (888) 625-4885
The Villages® 2747 DYSON LOOP, THE VILLAGES, FL, 32163, The Villages, FL 32163
$280,000

2 beds

|

2 baths

|

1,203 sq ft

|

Villa

2747 DYSON LOOP, THE VILLAGES, FL, 32163
Community: The Villages®
The Villages® 4362 WATCH HILL ST, THE VILLAGES, FL, 32..., The Villages, FL 32163
$499,500

3 beds

|

2 baths

|

1,950 sq ft

|

House

4362 WATCH HILL ST, THE VILLAGES, FL, 32...
Community: The Villages®
Solivita 524 GLENDORA RD, KISSIMMEE, FL, 34759, Kissimmee, FL 34759
$218,000

2 beds

|

2 baths

|

1,159 sq ft

|

Halfplex

524 GLENDORA RD, KISSIMMEE, FL, 34759
Community: Solivita
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 1234 CROWN POINTE LN, ORMOND BEACH, FL, ..., Ormond Beach, FL 32174
$550,000

3 beds

|

2 baths

|

1,926 sq ft

|

House

1234 CROWN POINTE LN, ORMOND BEACH, FL, ...
Venetian Bay 3377 CATERINA DR, NEW SMYRNA BEACH, FL, ..., New Smyrna Beach, FL 32168
$860,000

4 beds

|

4 baths

|

3,882 sq ft

|

House

3377 CATERINA DR, NEW SMYRNA BEACH, FL, ...
Community: Venetian Bay
Plantation Bay Golf & Country Club 534 WINGSPAN DR, ORMOND BEACH, FL, 32174, Ormond Beach, FL 32174
$1,650,000

4 beds

|

4 baths

|

3,713 sq ft

|

House

534 WINGSPAN DR, ORMOND BEACH, FL, 32174
Plantation Bay Golf & Country Club 409 SEABROOK RD, ORMOND BEACH, FL, 32174, Ormond Beach, FL 32174
$479,900

3 beds

|

2 baths

|

2,153 sq ft

|

House

409 SEABROOK RD, ORMOND BEACH, FL, 32174
The Villages® 1271 WHEELING WAY, THE VILLAGES, FL, 321..., The Villages, FL 32162
$399,999

3 beds

|

2 baths

|

2,088 sq ft

|

House

1271 WHEELING WAY, THE VILLAGES, FL, 321...
Community: The Villages®
The Villages® 771 FENWICK LOOP, THE VILLAGES, FL, 3216..., The Villages, FL 32163
$305,000

2 beds

|

2 baths

|

1,275 sq ft

|

House

771 FENWICK LOOP, THE VILLAGES, FL, 3216...
Community: The Villages®
Gatherings of Lake Nona 7521 LAUREATE BLVD 5306, ORLANDO, FL, 32..., Orlando, FL 32827
$444,900

2 beds

|

2 baths

|

1,549 sq ft

|

Condo

7521 LAUREATE BLVD 5306, ORLANDO, FL, 32...
The Villages® 529 RAINBOW BLVD, THE VILLAGES, FL, 3215..., The Villages, FL 32159
$220,000

2 beds

|

2 baths

|

1,344 sq ft

|

Manufactured Home

529 RAINBOW BLVD, THE VILLAGES, FL, 3215...
Community: The Villages®
Want to learn more about 55+ communities in Winter Park? 55places can help!
Questions? Call us: (888) 625-4885
Heritage Hills 4052 SERENA LN, CLERMONT, FL, 34711, Clermont, FL 34711
$400,000

3 beds

|

2 baths

|

1,672 sq ft

|

House

4052 SERENA LN, CLERMONT, FL, 34711
Community: Heritage Hills
The Villages® 2558 CARRINGTON CT, THE VILLAGES, FL, 32..., The Villages, FL 32162
$289,900

2 beds

|

2 baths

|

1,156 sq ft

|

Villa

2558 CARRINGTON CT, 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.

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