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Winter Park, FL 55+ active adult communities & homes for sale - Page 45

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
New The Villages® 16777 SE 74 SOULLIERE AVE, THE VILLAGES,..., The Villages, FL 32162
$525,000

3 beds

|

2 baths

|

1,804 sq ft

|

Villa

16777 SE 74 SOULLIERE AVE, THE VILLAGES,...
Community: The Villages®
New The Villages® 1884 POPPY CIR, THE VILLAGES, FL, 32162, The Villages, FL 32162
$379,000

3 beds

|

2 baths

|

1,512 sq ft

|

House

1884 POPPY CIR, THE VILLAGES, FL, 32162
Community: The Villages®
New Carillon Lakes 4145 WHISTLEWOOD CIR, LAKELAND, FL, 3381..., Lakeland, FL 33811
$345,900

3 beds

|

2 baths

|

2,408 sq ft

|

House

4145 WHISTLEWOOD CIR, LAKELAND, FL, 3381...
Community: Carillon Lakes
Trilogy® Orlando 168 SILVER MAPLE RD, GROVELAND, FL, 3473..., Groveland, FL 34736
$625,000

3 beds

|

3 baths

|

2,392 sq ft

|

House

168 SILVER MAPLE RD, GROVELAND, FL, 3473...
Community: Trilogy® Orlando
Del Webb Orlando 336 DEL SOL AVE, DAVENPORT, FL, 33837, Davenport, FL 33837
$429,900

3 beds

|

3 baths

|

2,086 sq ft

|

House

336 DEL SOL AVE, DAVENPORT, FL, 33837
Community: Del Webb Orlando
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Kings Ridge 2292 EDMONTON CT, CLERMONT, FL, 34711, Clermont, FL 34711
$349,000

2 beds

|

2 baths

|

1,554 sq ft

|

House

2292 EDMONTON CT, CLERMONT, FL, 34711
Community: Kings Ridge
New Plantation at Leesburg 4512 PEACH TREE ST, LEESBURG, FL, 34748, Leesburg, FL 34748
$260,000

2 beds

|

2 baths

|

1,486 sq ft

|

House

4512 PEACH TREE ST, LEESBURG, FL, 34748
The Villages® 1542 WYATT AVE, THE VILLAGES, FL, 32162, The Villages, FL 32162
$389,000

3 beds

|

2 baths

|

1,530 sq ft

|

House

1542 WYATT AVE, THE VILLAGES, FL, 32162
Community: The Villages®
The Villages® 3437 SIPSEY ST, THE VILLAGES, FL, 32162, The Villages, FL 32162
$329,000

3 beds

|

2 baths

|

1,240 sq ft

|

House

3437 SIPSEY ST, 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.
The Villages® 3248 KILLINGTON LOOP, THE VILLAGES, FL, ..., The Villages, FL 32163
$525,000

3 beds

|

2 baths

|

1,842 sq ft

|

House

3248 KILLINGTON LOOP, THE VILLAGES, FL, ...
Community: The Villages®
The Villages® 2294 TRAILWINDS TER, THE VILLAGES, FL, 3..., The Villages, FL 32162
$329,999

3 beds

|

2 baths

|

1,398 sq ft

|

House

2294 TRAILWINDS TER, THE VILLAGES, FL, 3...
Community: The Villages®
The Villages® 3499 AUBURNDALE AVE, THE VILLAGES, FL, 3..., The Villages, FL 32162
$329,900

3 beds

|

2 baths

|

1,392 sq ft

|

House

3499 AUBURNDALE AVE, THE VILLAGES, FL, 3...
Community: The Villages®
The Villages® 1729 MOUNTVILLE CT, THE VILLAGES, FL, 32..., The Villages, FL 32162
$339,000

3 beds

|

2 baths

|

1,392 sq ft

|

House

1729 MOUNTVILLE CT, 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
Grand Haven 24 N PARK CIR, PALM COAST, FL, 32137, Palm Coast, FL 32137
$775,000

4 beds

|

4 baths

|

3,580 sq ft

|

House

24 N PARK CIR, PALM COAST, FL, 32137
Community: Grand Haven
Spruce Creek South 9900 SE 175TH PL, SUMMERFIELD, FL, 34491, Summerfield, FL 34491
$400,000

3 beds

|

2 baths

|

2,349 sq ft

|

House

9900 SE 175TH PL, SUMMERFIELD, FL, 34491
Community: Spruce Creek South
The Villages® 1110 SALIDO AVE, THE VILLAGES, FL, 32159, The Villages, FL 32159
$469,900

3 beds

|

2 baths

|

1,483 sq ft

|

House

1110 SALIDO AVE, THE VILLAGES, FL, 32159
Community: The Villages®
The Villages® 805 CAMELIA CT, LADY LAKE, FL, 32159, Lady Lake, FL 32159
$192,900

2 beds

|

2 baths

|

1,324 sq ft

|

Manufactured Home

805 CAMELIA CT, 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.
The Villages® 972 GREG TER, THE VILLAGES, FL, 32163, The Villages, FL 32163
$314,900

2 beds

|

2 baths

|

1,266 sq ft

|

House

972 GREG TER, THE VILLAGES, FL, 32163
Community: The Villages®
The Villages® 651 D ANGELO LN, THE VILLAGES, FL, 32162, The Villages, FL 32162
$435,000

3 beds

|

2 baths

|

1,357 sq ft

|

Villa

651 D ANGELO LN, THE VILLAGES, FL, 32162
Community: The Villages®
Halifax Plantation 3158 CONNEMARA DR, ORMOND BEACH, FL, 321..., Ormond Beach, FL 32174
$408,000

3 beds

|

2 baths

|

1,741 sq ft

|

House

3158 CONNEMARA DR, ORMOND BEACH, FL, 321...
Community: Halifax Plantation
The Villages® 3360 OAKDALE PL, THE VILLAGES, FL, 32162, The Villages, FL 32162
$377,000

3 beds

|

2 baths

|

1,392 sq ft

|

House

3360 OAKDALE PL, THE VILLAGES, FL, 32162
Community: The Villages®
Want to learn more about 55+ communities in Winter Park? 55places can help!
Questions? Call us: (888) 625-4885
Grand Haven 52 N WATERVIEW DR, PALM COAST, FL, 32137, Palm Coast, FL 32137
$1,850,000

3 beds

|

4 baths

|

4,012 sq ft

|

House

52 N WATERVIEW DR, PALM COAST, FL, 32137
Community: Grand Haven
The Villages® 9653 SE 171ST ARGYLL ST, THE VILLAGES, F..., The Villages, FL 32162
$337,000

3 beds

|

2 baths

|

1,392 sq ft

|

House

9653 SE 171ST ARGYLL ST, THE VILLAGES, F...
Community: The Villages®
The Villages® 5617 STRICKLIN ST, THE VILLAGES, FL, 321..., The Villages, FL 32163
$499,000

3 beds

|

2 baths

|

1,696 sq ft

|

House

5617 STRICKLIN ST, THE VILLAGES, FL, 321...
Community: The Villages®
Venetian Bay 3329 TUSCANO AVE, NEW SMYRNA BEACH, FL, ..., New Smyrna Beach, FL 32168
$349,900

3 beds

|

2 baths

|

1,469 sq ft

|

House

3329 TUSCANO AVE, 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® 512 AINSWORTH CIR, THE VILLAGES, FL, 321..., The Villages, FL 32162
$589,000

3 beds

|

2 baths

|

1,678 sq ft

|

House

512 AINSWORTH CIR, THE VILLAGES, FL, 321...
Community: The Villages®
The Villages® 2053 BEECHER PATH, THE VILLAGES, FL, 321..., The Villages, FL 32162
$489,000

3 beds

|

2 baths

|

1,876 sq ft

|

House

2053 BEECHER PATH, THE VILLAGES, FL, 321...
Community: The Villages®
Royal Harbor 5676 GULF STREAM ST, TAVARES, FL, 32778, Tavares, FL 32778
$349,000

4 beds

|

3 baths

|

1,915 sq ft

|

House

5676 GULF STREAM ST, TAVARES, FL, 32778
Community: Royal Harbor
The Villages® 1371 OWL DR, THE VILLAGES, FL, 32163, The Villages, FL 32163
$629,900

3 beds

|

3 baths

|

2,400 sq ft

|

House

1371 OWL DR, THE VILLAGES, FL, 32163
Community: The Villages®
Venetian Bay 552 CARO CT, NEW SMYRNA BEACH, FL, 32168, New Smyrna Beach, FL 32168
$469,000

3 beds

|

2 baths

|

1,728 sq ft

|

House

552 CARO CT, NEW SMYRNA BEACH, FL, 32168
Community: Venetian Bay
Want to learn more about 55+ communities in Winter Park? 55places can help!
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The Villages® 17271 SE 93RD DEMOSS CT, THE VILLAGES, F..., The Villages, FL 32162
$253,000

2 beds

|

2 baths

|

1,167 sq ft

|

House

17271 SE 93RD DEMOSS CT, THE VILLAGES, F...
Community: The Villages®
The Villages® 3753 COYNE LOOP, THE VILLAGES, FL, 32163, The Villages, FL 32163
$672,800

3 beds

|

2 baths

|

1,956 sq ft

|

House

3753 COYNE LOOP, THE VILLAGES, FL, 32163
Community: The Villages®
The Villages® 9671 SE 168TH MAPLESONG LN, THE VILLAGES..., The Villages, FL 32162
$335,000

3 beds

|

2 baths

|

1,527 sq ft

|

House

9671 SE 168TH MAPLESONG LN, THE VILLAGES...
Community: The Villages®
The Villages® 6370 DANIELSON LOOP, THE VILLAGES, FL, 3..., The Villages, FL 32163
$418,000

3 beds

|

2 baths

|

1,459 sq ft

|

House

6370 DANIELSON LOOP, THE VILLAGES, FL, 3...
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® 1818 PUERTO BELLO DR, LADY LAKE, FL, 321..., Lady Lake, FL 32159
$698,640

3 beds

|

3 baths

|

2,366 sq ft

|

Villa

1818 PUERTO BELLO DR, LADY LAKE, FL, 321...
Community: The Villages®
The Villages® 3167 SPANISH MOSS WAY, THE VILLAGES, FL,..., The Villages, FL 32163
$379,500

3 beds

|

2 baths

|

1,569 sq ft

|

House

3167 SPANISH MOSS WAY, THE VILLAGES, FL,...
Community: The Villages®
Legacy of Leesburg 5401 WATER LILY CT, LEESBURG, FL, 34748, Leesburg, FL 34748
$395,000

3 beds

|

2 baths

|

2,033 sq ft

|

House

5401 WATER LILY CT, LEESBURG, FL, 34748
Community: Legacy of Leesburg
Carillon Lakes 4048 WINDCHIME LN, LAKELAND, FL, 33811, Lakeland, FL 33811
$399,000

5 beds

|

3 baths

|

2,788 sq ft

|

House

4048 WINDCHIME LN, LAKELAND, FL, 33811
Community: Carillon Lakes
Want to learn more about 55+ communities in Winter Park? 55places can help!
Questions? Call us: (888) 625-4885
Venetian Bay 3106 BORASSUS DR, NEW SMYRNA BEACH, FL, ..., New Smyrna Beach, FL 32168
$370,000

3 beds

|

2 baths

|

1,505 sq ft

|

House

3106 BORASSUS DR, NEW SMYRNA BEACH, FL, ...
Community: Venetian Bay
Spruce Creek South 17903 SE 106TH CT, SUMMERFIELD, FL, 3449..., Summerfield, FL 34491
$229,900

3 beds

|

2 baths

|

1,498 sq ft

|

House

17903 SE 106TH CT, SUMMERFIELD, FL, 3449...
Community: Spruce Creek South

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2,398 homes
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