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Winter Park, FL 55+ active adult communities & homes for sale - Page 38

2,513 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
Venetian Bay
$300ks - $1Ms
Venetian Bay, New Smyrna Beach, FL
New and Resale | Age-targeted | Built 2004 - present | 1,561 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
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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
5 rating (3 reviews) Stonecrest
$200ks - $500ks
Stonecrest, Summerfield, FL
New and Resale | 55+ age-restricted | Built 1990 - present | 2,200 homes
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
5 rating (3 reviews) Lake Ashton
$200ks - $500ks
Lake Ashton, Lake Wales, FL
Resale Only | 55+ age-restricted | Built 2002 - present | 1,600 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.
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
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 (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
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Grand Haven
$200ks - $800ks
Grand Haven, Palm Coast, FL
New and Resale | Age-targeted | Built 1997 - present | 1,901 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
Halifax Plantation
$300ks - $1Ms
Halifax Plantation, Ormond Beach, FL
New and Resale | Age-targeted | Built 1980 - present | 1,000 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.
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
2.8 rating (6 reviews) Arlington Ridge
$200ks - $500ks
Arlington Ridge, Leesburg, FL
New and Resale | 55+ age-restricted | Built 2005 - present | 629 homes
Pelican Bay Daytona Beach
$100ks - $600ks
Pelican Bay Daytona Beach, Daytona Beach, FL
Resale Only | Age-targeted | Built 1980 - 2006 | 1,806 homes
4 rating (4 reviews) Lakes of Mount Dora
$300ks - $900ks
Lakes of Mount Dora, Mount Dora, FL
New and Resale | 55+ age-restricted | Built 2006 - present | 950 homes
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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
1 rating (1 reviews) Sullivan Ranch
$200ks - $500ks
Sullivan Ranch, Mount Dora, FL
Resale Only | 55+ age-restricted | Built 2005 - 2020 | 692 homes
5 rating (2 reviews) Heritage Isle
$300ks - $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) Pennbrooke Fairways
<$100k - $300ks
Pennbrooke Fairways, Leesburg, FL
Resale Only | 55+ age-restricted | Built 1980 - 2004 | 1,200 homes
4.8 rating (6 reviews) Highland Lakes
$100ks - $200ks
Highland Lakes, Leesburg, FL
Resale Only | 55+ age-restricted | Built 1990 - 1999 | 938 homes
5 rating (1 reviews) Royal Harbor
$200ks - $800ks
Royal Harbor, Tavares, FL
Resale Only | 55+ age-restricted | Built 1999 - 2008 | 755 homes
Four Seasons at Orlando
$300ks - $600ks
Four Seasons at Orlando, Kissimmee, FL
New Construction | 55+ age-restricted | Built 2017 - present | 557 homes
5 rating (1 reviews) Cresswind at Victoria Gar...
$200ks - $600ks
Cresswind at Victoria Gar..., DeLand, FL
Resale Only | 55+ age-restricted | Built 2001 - 2022 | 1,070 homes
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Questions? Call us: (888) 625-4885
Scottish Highlands
$100ks - $200ks
Scottish Highlands, Leesburg, FL
Resale Only | 55+ age-restricted | Built 1983 - 1992 | 653 homes
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
Tohoqua Reserve
$300ks - $600ks
Tohoqua Reserve, Kissimmee, FL
New Construction | 55+ age-restricted | Built 2021 - present | 258 homes
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
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.
3.8 rating (5 reviews) Traditions at Lake Ruby
$200ks - $300ks
Traditions at Lake Ruby, Winter Haven, FL
Resale Only | 55+ age-restricted | Built 2005 - 2020 | 552 homes
The Lakes at Harmony
$200ks - $400ks
The Lakes at Harmony, Harmony, FL
New and Resale | 55+ age-restricted | Built 2016 - present | 400 homes
Summer Trees
$200ks - $400ks
Summer Trees, Port Orange, FL
Resale Only | 55+ age-restricted | Built 1976 - 2005 | 500 homes
Breakaway Trails
$400ks - $800ks
Breakaway Trails, Ormond Beach, FL
New and Resale | Age-targeted | Built 1985 - present | 976 homes
Want to learn more about 55+ communities in Winter Park? 55places can help!
Questions? Call us: (888) 625-4885
Foxwood Lake Estates
$100ks - $200ks
Foxwood Lake Estates, Lakeland, FL
Resale Only | 55+ age-restricted | Built 1982 - 1987 | 545 homes
Gatherings of Lake Nona
$300ks - $400ks
Gatherings of Lake Nona, Orlando, FL
New and Resale | 55+ age-restricted | Built 2017 - present | 216 homes
12...3
Del Webb Sunbridge 6523 TRAILBLAZE ST, ST CLOUD, FL, 34771, St Cloud, FL 34771
$357,990

3 beds

|

3 baths

|

1,744 sq ft

|

Townhouse

6523 TRAILBLAZE ST, ST CLOUD, FL, 34771
Community: Del Webb Sunbridge
Spruce Creek Country Club 9612 SE 124TH LOOP, SUMMERFIELD, FL, 344..., Summerfield, FL 34491
$357,000

2 beds

|

2 baths

|

2,075 sq ft

|

House

9612 SE 124TH LOOP, SUMMERFIELD, FL, 344...
Twin Lakes 4911 CATALPA DR, ST CLOUD, FL, 34772, St Cloud, FL 34772
$424,000

3 beds

|

2 baths

|

1,863 sq ft

|

House

4911 CATALPA DR, ST CLOUD, FL, 34772
Community: Twin Lakes
The Villages® 1479 JOSHUA CT, THE VILLAGES, FL, 32163, The Villages, FL 32163
$289,000

3 beds

|

2 baths

|

1,440 sq ft

|

Villa

1479 JOSHUA CT, THE VILLAGES, FL, 32163
Community: The Villages®
Stonecrest 17532 SE 119TH CIR, SUMMERFIELD, FL, 344..., Summerfield, FL 34491
$315,000

3 beds

|

2 baths

|

1,544 sq ft

|

House

17532 SE 119TH CIR, SUMMERFIELD, FL, 344...
Community: Stonecrest
Want to learn more about 55+ communities in Winter Park? 55places can help!
Questions? Call us: (888) 625-4885
The Villages® 9089 SE 177TH BELMONT PL, THE VILLAGES, ..., The Villages, FL 32162
$294,000

2 beds

|

2 baths

|

1,283 sq ft

|

Villa

9089 SE 177TH BELMONT PL, THE VILLAGES, ...
Community: The Villages®
Stonecrest 17031 SE 115TH TERRACE RD, SUMMERFIELD, ..., Summerfield, FL 34491
$389,900

2 beds

|

2 baths

|

1,925 sq ft

|

House

17031 SE 115TH TERRACE RD, SUMMERFIELD, ...
Community: Stonecrest
Gatherings of Lake Nona 7517 LAUREATE BLVD 4206, ORLANDO, FL, 32..., Orlando, FL 32827
$370,000

2 beds

|

2 baths

|

1,549 sq ft

|

Condo

7517 LAUREATE BLVD 4206, ORLANDO, FL, 32...
Heritage Isle 6838 TOLAND DR 104, MELBOURNE, FL, 32940, Melbourne, FL 32940
$235,000

2 beds

|

2 baths

|

1,194 sq ft

|

Condo

6838 TOLAND DR 104, MELBOURNE, FL, 32940
Community: Heritage Isle
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 23 PINE HARBOR DR, PALM COAST, FL, 32137, Palm Coast, FL 32137
$380,000

3 beds

|

2 baths

|

1,499 sq ft

|

House

23 PINE HARBOR DR, PALM COAST, FL, 32137
Community: Grand Haven
The Villages® 8017 SE 175TH COLUMBIA PL, THE VILLAGES,..., The Villages, FL 32162
$319,900

3 beds

|

2 baths

|

1,527 sq ft

|

House

8017 SE 175TH COLUMBIA PL, THE VILLAGES,...
Community: The Villages®
Four Seasons at Orlando 1998 KEY BAY TRL # 524, KISSIMMEE, FL, 3..., Kissimmee, FL 34747
$395,000

2 beds

|

2 baths

|

1,583 sq ft

|

Villa

1998 KEY BAY TRL # 524, KISSIMMEE, FL, 3...
Lake Ashton 6308 PINEHURST LOOP, WINTER HAVEN, FL, 3..., Winter Haven, FL 33884
$459,900

3 beds

|

2 baths

|

2,045 sq ft

|

House

6308 PINEHURST LOOP, WINTER HAVEN, FL, 3...
Community: Lake Ashton
Want to learn more about 55+ communities in Winter Park? 55places can help!
Questions? Call us: (888) 625-4885
Stonecrest 17648 SE 117TH CIR, SUMMERFIELD, FL, 344..., Summerfield, FL 34491
$315,000

2 beds

|

2 baths

|

1,731 sq ft

|

House

17648 SE 117TH CIR, SUMMERFIELD, FL, 344...
Community: Stonecrest
Lakeside Landings 5000 SANDPIPER DR, OXFORD, FL, 34484, Oxford, FL 34484
$340,000

3 beds

|

2 baths

|

1,658 sq ft

|

House

5000 SANDPIPER DR, OXFORD, FL, 34484
Community: Lakeside Landings
Tohoqua Reserve 1833 SPRING SHOWER CIR, KISSIMMEE, FL, 3..., Kissimmee, FL 34744
$375,000

2 beds

|

2 baths

|

1,559 sq ft

|

Villa

1833 SPRING SHOWER CIR, KISSIMMEE, FL, 3...
Community: Tohoqua Reserve
Solivita 176 CAPE FLORIDA DR, POINCIANA, FL, 3475..., Poinciana, FL 34759
$349,000

2 beds

|

2 baths

|

1,440 sq ft

|

House

176 CAPE FLORIDA DR, POINCIANA, FL, 3475...
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.
Breakaway Trails 3 DOUBLE BRANCH WAY, ORMOND BEACH, FL, 3..., Ormond Beach, FL 32174
$789,000

5 beds

|

3 baths

|

3,078 sq ft

|

House

3 DOUBLE BRANCH WAY, ORMOND BEACH, FL, 3...
Community: Breakaway Trails
Four Seasons at Orlando 7843 STONEY BAY LOOP, KISSIMMEE, FL, 347..., Kissimmee, FL 34747
$549,900

3 beds

|

2 baths

|

2,066 sq ft

|

House

7843 STONEY BAY LOOP, KISSIMMEE, FL, 347...
The Villages® 867 CORTEZ AVE, THE VILLAGES, FL, 32159, The Villages, FL 32159
$389,000

3 beds

|

2 baths

|

1,770 sq ft

|

House

867 CORTEZ AVE, THE VILLAGES, FL, 32159
Community: The Villages®
Spruce Creek Country Club 12783 SE 91ST CT, SUMMERFIELD, FL, 34491, Summerfield, FL 34491
$349,900

2 beds

|

2 baths

|

1,745 sq ft

|

House

12783 SE 91ST CT, SUMMERFIELD, FL, 34491
Want to learn more about 55+ communities in Winter Park? 55places can help!
Questions? Call us: (888) 625-4885
Lakes of Mount Dora 3054 NEW HAVEN PL, MOUNT DORA, FL, 32757, Mount Dora, FL 32757
$550,000

3 beds

|

2 baths

|

2,227 sq ft

|

House

3054 NEW HAVEN PL, MOUNT DORA, FL, 32757
Community: Lakes of Mount Dora
The Villages® 109 LYONIA LN, WILDWOOD, FL, 34785, Wildwood, FL 34785
$98,000

2 beds

|

2 baths

|

1,152 sq ft

|

Manufactured Home

109 LYONIA LN, WILDWOOD, FL, 34785
Community: The Villages®
Twin Lakes 2709 GREENLANDS ST, ST CLOUD, FL, 34772, St Cloud, FL 34772
$589,900

4 beds

|

4 baths

|

2,870 sq ft

|

House

2709 GREENLANDS ST, ST CLOUD, FL, 34772
Community: Twin Lakes
Spruce Creek South 10492 SE 178TH ST, SUMMERFIELD, FL, 3449..., Summerfield, FL 34491
$244,900

2 beds

|

2 baths

|

1,066 sq ft

|

House

10492 SE 178TH ST, SUMMERFIELD, FL, 3449...
Community: Spruce Creek South
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.
Carmel Condominium 1420 HUNTINGTON LN 2405, ROCKLEDGE, FL, ..., Rockledge, FL 32955
$175,000

2 beds

|

2 baths

|

1,008 sq ft

|

Condo

1420 HUNTINGTON LN 2405, ROCKLEDGE, FL, ...
Community: Carmel Condominium
Indian River Colony Club 1579 INDEPENDENCE AVE, MELBOURNE, FL, 32..., Melbourne, FL 32940
$345,000

3 beds

|

2 baths

|

1,886 sq ft

|

House

1579 INDEPENDENCE AVE, MELBOURNE, FL, 32...
Solivita 661 CARMEL LN, POINCIANA, FL, 34759, Poinciana, FL 34759
$413,990

2 beds

|

2 baths

|

2,130 sq ft

|

House

661 CARMEL LN, POINCIANA, FL, 34759
Community: Solivita
Latitude Margaritaville 207 GYPSY PALACE LN, DAYTONA BEACH, FL, ..., Daytona Beach, FL 32124
$569,900

3 beds

|

2 baths

|

1,848 sq ft

|

House

207 GYPSY PALACE LN, DAYTONA BEACH, FL, ...
Esplanade at Highland Ranch 1284 ZEEK RIDGE ST, CLERMONT, FL, 34715, Clermont, FL 34715
$420,900

2 beds

|

2 baths

|

1,722 sq ft

|

House

1284 ZEEK RIDGE ST, CLERMONT, FL, 34715
Want to learn more about 55+ communities in Winter Park? 55places can help!
Questions? Call us: (888) 625-4885
The Villages® 1069 BURNETTOWN PL, THE VILLAGES, FL, 32..., The Villages, FL 32162
$359,900

2 beds

|

2 baths

|

1,300 sq ft

|

House

1069 BURNETTOWN PL, THE VILLAGES, FL, 32...
Community: The Villages®
The Lakes at Harmony 3212 OXBOW CT, HARMONY, FL, 34773, Harmony, FL 34773
$374,999

3 beds

|

2 baths

|

1,580 sq ft

|

House

3212 OXBOW CT, HARMONY, FL, 34773
Spruce Creek Country Club 13864 SE 85TH CT, SUMMERFIELD, FL, 34491, Summerfield, FL 34491
$274,780

2 beds

|

2 baths

|

1,555 sq ft

|

House

13864 SE 85TH CT, SUMMERFIELD, FL, 34491
Venetian Bay 3091 MELETO BLVD, NEW SMYRNA BEACH, FL, ..., New Smyrna Beach, FL 32168
$325,000

3 beds

|

3 baths

|

1,672 sq ft

|

House

3091 MELETO BLVD, NEW SMYRNA BEACH, FL, ...
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.
The Villages® 1006 ANN AVE, LADY LAKE, FL, 32159, Lady Lake, FL 32159
$349,900

3 beds

|

2 baths

|

1,708 sq ft

|

House

1006 ANN AVE, LADY LAKE, FL, 32159
Community: The Villages®
Enclave at VillageWalk 10938 SAVONA WAY, ORLANDO, FL, 32827, Orlando, FL 32827
$1,599,000

6 beds

|

6 baths

|

5,334 sq ft

|

House

10938 SAVONA WAY, ORLANDO, FL, 32827
Venetian Bay 3322 PINO AVE, NEW SMYRNA BEACH, FL, 321..., New Smyrna Beach, FL 32168
$495,000

4 beds

|

3 baths

|

2,921 sq ft

|

House

3322 PINO AVE, NEW SMYRNA BEACH, FL, 321...
Community: Venetian Bay
The Villages® 1762 MEADOWLARK AVE, THE VILLAGES, FL, 3..., The Villages, FL 32162
$339,500

3 beds

|

2 baths

|

1,392 sq ft

|

Villa

1762 MEADOWLARK AVE, THE VILLAGES, FL, 3...
Community: The Villages®
Want to learn more about 55+ communities in Winter Park? 55places can help!
Questions? Call us: (888) 625-4885
Del Webb Sunbridge 2745 NATURE VIEW RD, ST CLOUD, FL, 34771, St Cloud, FL 34771
$875,000

3 beds

|

4 baths

|

2,806 sq ft

|

House

2745 NATURE VIEW RD, ST CLOUD, FL, 34771
Community: Del Webb Sunbridge
Spruce Creek South 17738 SE 95TH CIR, SUMMERFIELD, FL, 3449..., Summerfield, FL 34491
$270,000

3 beds

|

2 baths

|

1,466 sq ft

|

House

17738 SE 95TH CIR, SUMMERFIELD, FL, 3449...
Community: Spruce Creek South

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2,513 homes
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