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Winter Park, FL 55+ active adult communities & homes for sale - Page 49

2,377 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 - $4Ms
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
$300Ks - $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
Want to learn more about 55+ communities in Winter Park? 55places can help!
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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
Colonnades 1690 COLONNADES CIR, LAKELAND, FL, 33811, Lakeland, FL 33811
$229,900

2 beds

|

2 baths

|

1,317 sq ft

|

House

1690 COLONNADES CIR, LAKELAND, FL, 33811
Community: Colonnades
The Villages® 2598 HIALEAH AVE, THE VILLAGES, FL, 3216..., The Villages, FL 32162
$225,000

1 beds

|

1 baths

|

875 sq ft

|

Villa

2598 HIALEAH AVE, THE VILLAGES, FL, 3216...
Community: The Villages®
Carillon Lakes 3913 SERENADE LN # 4, LAKELAND, FL, 3381..., Lakeland, FL 33811
$309,500

2 beds

|

2 baths

|

1,722 sq ft

|

Condo

3913 SERENADE LN # 4, LAKELAND, FL, 3381...
Community: Carillon Lakes
The Villages® 1964 RHETT RD, THE VILLAGES, FL, 32163, The Villages, FL 32163
$299,900

2 beds

|

2 baths

|

1,148 sq ft

|

Villa

1964 RHETT RD, THE VILLAGES, FL, 32163
Community: The Villages®
Halifax Plantation 1121 KILLARNEY DR, ORMOND BEACH, FL, 321..., Ormond Beach, FL 32174
$634,900

3 beds

|

2 baths

|

2,131 sq ft

|

House

1121 KILLARNEY DR, ORMOND BEACH, FL, 321...
Community: Halifax Plantation
Want to learn more about 55+ communities in Winter Park? 55places can help!
Questions? Call us: (888) 625-4885
Pennbrooke Fairways 32831 TIMBERWOOD DR, LEESBURG, FL, 34748, Leesburg, FL 34748
$312,016

3 beds

|

2 baths

|

1,757 sq ft

|

House

32831 TIMBERWOOD DR, LEESBURG, FL, 34748
Community: Pennbrooke Fairways
The Villages® 5162 NE 122ND BLVD, OXFORD, FL, 34484, Oxford, FL 34484
$274,900

3 beds

|

2 baths

|

1,314 sq ft

|

House

5162 NE 122ND BLVD, OXFORD, FL, 34484
Community: The Villages®
The Lakes at Harmony 3430 SAGEBRUSH ST, HARMONY, FL, 34773, Harmony, FL 34773
$419,900

3 beds

|

2 baths

|

1,876 sq ft

|

House

3430 SAGEBRUSH ST, HARMONY, FL, 34773
Plantation at Leesburg 4928 HERON RUN CIR CIR, LEESBURG, FL, 34..., Leesburg, FL 34748
$278,900

2 beds

|

2 baths

|

1,424 sq ft

|

House

4928 HERON RUN CIR CIR, LEESBURG, FL, 34...
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.
Bridgewater at Viera 2572 CHAPEL BRIDGE LN, MELBOURNE, FL, 32..., Melbourne, FL 32940
$647,000

3 beds

|

3 baths

|

2,683 sq ft

|

House

2572 CHAPEL BRIDGE LN, MELBOURNE, FL, 32...
Arlington Ridge 4002 RICHMOND XING, LEESBURG, FL, 34748, Leesburg, FL 34748
$399,999

3 beds

|

2 baths

|

2,188 sq ft

|

House

4002 RICHMOND XING, LEESBURG, FL, 34748
Community: Arlington Ridge
The Villages® 1899 GROESSER PL, THE VILLAGES, FL, 3216..., The Villages, FL 32163
$329,900

2 beds

|

2 baths

|

1,203 sq ft

|

Villa

1899 GROESSER PL, THE VILLAGES, FL, 3216...
Community: The Villages®
Arlington Ridge 26747 WHITE PLAINS WAY, LEESBURG, FL, 34..., Leesburg, FL 34748
$410,000

3 beds

|

2 baths

|

2,004 sq ft

|

House

26747 WHITE PLAINS WAY, LEESBURG, FL, 34...
Community: Arlington Ridge
Want to learn more about 55+ communities in Winter Park? 55places can help!
Questions? Call us: (888) 625-4885
Spruce Creek Country Club 9333 SE 124TH PL, SUMMERFIELD, FL, 34491, Summerfield, FL 34491
$425,000

2 beds

|

2 baths

|

2,148 sq ft

|

House

9333 SE 124TH PL, SUMMERFIELD, FL, 34491
Spruce Creek Country Club 9343 SE 124TH PL, SUMMERFIELD, FL, 34491, Summerfield, FL 34491
$469,000

3 beds

|

3 baths

|

2,324 sq ft

|

House

9343 SE 124TH PL, SUMMERFIELD, FL, 34491
Spruce Creek Country Club 11977 SE 91ST CIR, SUMMERFIELD, FL, 3449..., Summerfield, FL 34491
$289,900

3 beds

|

2 baths

|

1,720 sq ft

|

House

11977 SE 91ST CIR, SUMMERFIELD, FL, 3449...
Spruce Creek Country Club 13863 SE 85TH CIR, SUMMERFIELD, FL, 3449..., Summerfield, FL 34491
$299,000

3 beds

|

2 baths

|

1,844 sq ft

|

House

13863 SE 85TH CIR, SUMMERFIELD, FL, 3449...
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 at Leesburg 25348 CRESTWATER DR, LEESBURG, FL, 34748, Leesburg, FL 34748
$295,000

3 beds

|

2 baths

|

1,762 sq ft

|

House

25348 CRESTWATER DR, LEESBURG, FL, 34748
Spruce Creek Country Club 12771 SE 92ND TER, SUMMERFIELD, FL, 3449..., Summerfield, FL 34491
$289,000

2 beds

|

2 baths

|

1,237 sq ft

|

House

12771 SE 92ND TER, SUMMERFIELD, FL, 3449...
Spruce Creek Country Club 13914 SE 96TH CIR, SUMMERFIELD, FL, 3449..., Summerfield, FL 34491
$369,900

3 beds

|

2 baths

|

1,958 sq ft

|

House

13914 SE 96TH CIR, SUMMERFIELD, FL, 3449...
Lake Ashton 4496 STRATHMORE DR, LAKE WALES, FL, 3385..., Lake Wales, FL 33859
$399,900

3 beds

|

2 baths

|

2,312 sq ft

|

House

4496 STRATHMORE DR, LAKE WALES, FL, 3385...
Community: Lake Ashton
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Plantation at Leesburg 24841 PINE HL, LEESBURG, FL, 34748, Leesburg, FL 34748
$159,000

2 beds

|

2 baths

|

1,040 sq ft

|

Manufactured Home

24841 PINE HL, LEESBURG, FL, 34748
Highland Fairways 2324 SEA ISLAND CIR, LAKELAND, FL, 33810, Lakeland, FL 33810
$210,000

2 beds

|

2 baths

|

1,355 sq ft

|

House

2324 SEA ISLAND CIR, LAKELAND, FL, 33810
Community: Highland Fairways
The Country Club of Mount Dora 1741 EDGEWATER DR, MOUNT DORA, FL, 32757, Mount Dora, FL 32757
$1,500,000

5 beds

|

5 baths

|

5,573 sq ft

|

House

1741 EDGEWATER DR, MOUNT DORA, FL, 32757
Scottish Highlands 918 DUNDEE CIR, LEESBURG, FL, 34788, Leesburg, FL 34788
$245,000

2 beds

|

2 baths

|

1,380 sq ft

|

House

918 DUNDEE CIR, LEESBURG, FL, 34788
Community: Scottish Highlands
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 6212 PINEHURST LOOP, WINTER HAVEN, FL, 3..., Winter Haven, FL 33884
$412,000

3 beds

|

2 baths

|

2,175 sq ft

|

House

6212 PINEHURST LOOP, WINTER HAVEN, FL, 3...
Community: Lake Ashton
Solivita 729 SAN RAPHAEL ST, KISSIMMEE, FL, 34759, Kissimmee, FL 34759
$509,900

4 beds

|

4 baths

|

2,616 sq ft

|

House

729 SAN RAPHAEL ST, KISSIMMEE, FL, 34759
Community: Solivita
Plantation Bay Golf & Country Club 875 PINEWOOD DR, ORMOND BEACH, FL, 32174, Ormond Beach, FL 32174
$408,000

3 beds

|

3 baths

|

2,101 sq ft

|

Townhouse

875 PINEWOOD DR, ORMOND BEACH, FL, 32174
Halifax Plantation 3709 DONEGAL CIR, ORMOND BEACH, FL, 3217..., Ormond Beach, FL 32174
$489,000

3 beds

|

2 baths

|

2,186 sq ft

|

House

3709 DONEGAL CIR, ORMOND BEACH, FL, 3217...
Community: Halifax Plantation
Highland Lakes 26104 NEWCOMBE CIR, LEESBURG, FL, 34748, Leesburg, FL 34748
$235,000

2 beds

|

2 baths

|

1,124 sq ft

|

House

26104 NEWCOMBE CIR, LEESBURG, FL, 34748
Community: Highland Lakes
Want to learn more about 55+ communities in Winter Park? 55places can help!
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Plantation Bay Golf & Country Club 1245 HAMPSTEAD LN, ORMOND BEACH, FL, 321..., Ormond Beach, FL 32174
$499,900

3 beds

|

2 baths

|

1,870 sq ft

|

House

1245 HAMPSTEAD LN, ORMOND BEACH, FL, 321...
Pennbrooke Fairways 730 COTTAGE PARK LN, LEESBURG, FL, 34748, Leesburg, FL 34748
$135,247

2 beds

|

2 baths

|

850 sq ft

|

Manufactured Home

730 COTTAGE PARK LN, LEESBURG, FL, 34748
Community: Pennbrooke Fairways
Latitude Margaritaville 333 POP TOP LN, DAYTONA BEACH, FL, 32124, Daytona Beach, FL 32124
$399,900

2 beds

|

2 baths

|

1,308 sq ft

|

House

333 POP TOP LN, DAYTONA BEACH, FL, 32124
Plantation Bay Golf & Country Club 39 MAGNOLIA DR, ORMOND BEACH, FL, 32174, Ormond Beach, FL 32174
$285,000

2 beds

|

2 baths

|

1,300 sq ft

|

Condo

39 MAGNOLIA DR, ORMOND BEACH, FL, 32174
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.
Summit Greens 2503 SQUAW CRK, CLERMONT, FL, 34711, Clermont, FL 34711
$374,900

3 beds

|

2 baths

|

1,919 sq ft

|

House

2503 SQUAW CRK, CLERMONT, FL, 34711
Community: Summit Greens
Lakeside Landings 4846 AUDREY MARIE CT, OXFORD, FL, 34484, Oxford, FL 34484
$449,700

4 beds

|

2 baths

|

2,200 sq ft

|

House

4846 AUDREY MARIE CT, OXFORD, FL, 34484
Community: Lakeside Landings
The Villages® 1532 W SCHWARTZ BLVD, LADY LAKE, FL, 321..., Lady Lake, FL 32159
$282,000

2 beds

|

2 baths

|

1,092 sq ft

|

Manufactured Home

1532 W SCHWARTZ BLVD, LADY LAKE, FL, 321...
Community: The Villages®
Solivita 619 TAPATIO LN, KISSIMMEE, FL, 34759, Kissimmee, FL 34759
$540,000

5 beds

|

5 baths

|

2,881 sq ft

|

House

619 TAPATIO LN, KISSIMMEE, FL, 34759
Community: Solivita
Want to learn more about 55+ communities in Winter Park? 55places can help!
Questions? Call us: (888) 625-4885
The Villages® 375 SIMPSON ST, THE VILLAGES, FL, 32162, The Villages, FL 32162
$439,900

3 beds

|

2 baths

|

1,887 sq ft

|

House

375 SIMPSON ST, THE VILLAGES, FL, 32162
Community: The Villages®
Spruce Creek Country Club 12592 SE 97TH TERRACE RD, SUMMERFIELD, F..., Summerfield, FL 34491
$470,000

3 beds

|

2 baths

|

2,413 sq ft

|

House

12592 SE 97TH TERRACE RD, SUMMERFIELD, F...

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2,377 homes
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