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Winter Park, FL 55+ active adult communities & homes for sale - Page 17

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
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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
Del Webb at Viera 3466 EBBING LN, VIERA, FL, 32940, Viera, FL 32940
$505,000

2 beds

|

2 baths

|

1,561 sq ft

|

House

3466 EBBING LN, VIERA, FL, 32940
Community: Del Webb at Viera
Legacy of Leesburg 5351 AURORA DR, LEESBURG, FL, 34748, Leesburg, FL 34748
$464,900

4 beds

|

5 baths

|

3,125 sq ft

|

House

5351 AURORA DR, LEESBURG, FL, 34748
Community: Legacy of Leesburg
Traditions at Lake Ruby 3348 RALEIGH DR, WINTER HAVEN, FL, 33884, Winter Haven, FL 33884
$235,000

2 beds

|

2 baths

|

1,185 sq ft

|

House

3348 RALEIGH DR, WINTER HAVEN, FL, 33884
Solivita 504 GRAND CANAL DR, KISSIMMEE, FL, 34759, Kissimmee, FL 34759
$275,000

2 beds

|

2 baths

|

1,543 sq ft

|

House

504 GRAND CANAL DR, KISSIMMEE, FL, 34759
Community: Solivita
Highland Lakes 5500 LAVER ST, LEESBURG, FL, 34748, Leesburg, FL 34748
$284,000

3 beds

|

2 baths

|

1,591 sq ft

|

House

5500 LAVER ST, LEESBURG, FL, 34748
Community: Highland Lakes
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Questions? Call us: (888) 625-4885
Highland Lakes 5507 LAVER ST, LEESBURG, FL, 34748, Leesburg, FL 34748
$219,990

2 beds

|

2 baths

|

1,160 sq ft

|

House

5507 LAVER ST, LEESBURG, FL, 34748
Community: Highland Lakes
Solivita 161 CAPE FLORIDA DR, KISSIMMEE, FL, 3475..., Kissimmee, FL 34759
$285,000

2 beds

|

2 baths

|

1,491 sq ft

|

House

161 CAPE FLORIDA DR, KISSIMMEE, FL, 3475...
Community: Solivita
The Villages® 2969 CANYON AVE, THE VILLAGES, FL, 32163, The Villages, FL 32163
$875,000

3 beds

|

2 baths

|

1,956 sq ft

|

House

2969 CANYON AVE, THE VILLAGES, FL, 32163
Community: The Villages®
Carillon Lakes 4344 WHISTLEWOOD CIR, LAKELAND, FL, 3381..., Lakeland, FL 33811
$627,000

5 beds

|

4 baths

|

3,461 sq ft

|

House

4344 WHISTLEWOOD CIR, LAKELAND, FL, 3381...
Community: Carillon 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.
The Villages® 2924 FRENCH OAK AVE, THE VILLAGES, FL, 3..., The Villages, FL 32163
$414,900

3 beds

|

2 baths

|

1,723 sq ft

|

House

2924 FRENCH OAK AVE, THE VILLAGES, FL, 3...
Community: The Villages®
Spruce Creek Country Club 9203 SE 130TH LOOP, SUMMERFIELD, FL, 344..., Summerfield, FL 34491
$348,300

2 beds

|

2 baths

|

1,870 sq ft

|

House

9203 SE 130TH LOOP, SUMMERFIELD, FL, 344...
Sullivan Ranch 30106 KLADRUBY PT, MOUNT DORA, FL, 32757, Mount Dora, FL 32757
$677,500

4 beds

|

4 baths

|

3,544 sq ft

|

House

30106 KLADRUBY PT, MOUNT DORA, FL, 32757
Community: Sullivan Ranch
The Villages® 111 SUGAR MAPLE AVE, WILDWOOD, FL, 34785, Wildwood, FL 34785
$143,000

2 beds

|

2 baths

|

1,152 sq ft

|

Manufactured Home

111 SUGAR MAPLE AVE, WILDWOOD, FL, 34785
Community: The Villages®
Want to learn more about 55+ communities in Winter Park? 55places can help!
Questions? Call us: (888) 625-4885
Legacy of Leesburg 27401 PINE STRAW RD, LEESBURG, FL, 34748, Leesburg, FL 34748
$329,900

3 beds

|

2 baths

|

2,031 sq ft

|

House

27401 PINE STRAW RD, LEESBURG, FL, 34748
Community: Legacy of Leesburg
New The Villages® 309 CHULA VISTA AVE, LADY LAKE, FL, 3215..., Lady Lake, FL 32159
$369,369

3 beds

|

2 baths

|

1,550 sq ft

|

House

309 CHULA VISTA AVE, LADY LAKE, FL, 3215...
Community: The Villages®
New Summer Trees 49 CYPRESS POND RD, PORT ORANGE, FL, 321..., Port Orange, FL 32128
$235,000

2 beds

|

2 baths

|

1,048 sq ft

|

House

49 CYPRESS POND RD, PORT ORANGE, FL, 321...
Community: Summer Trees
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
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 1405 NEWRY CIR, ORMOND BEACH, FL, 32174, Ormond Beach, FL 32174
$699,900

4 beds

|

2 baths

|

2,344 sq ft

|

House

1405 NEWRY CIR, ORMOND BEACH, FL, 32174
Community: Halifax Plantation
Plantation at Leesburg 4936 SAWGRASS LAKE CIR, LEESBURG, FL, 34..., Leesburg, FL 34748
$329,900

3 beds

|

2 baths

|

1,784 sq ft

|

House

4936 SAWGRASS LAKE CIR, LEESBURG, FL, 34...
The Villages® 8617 SE 168TH KITTREDGE LOOP, THE VILLAG..., The Villages, FL 32162
$450,000

3 beds

|

2 baths

|

1,850 sq ft

|

House

8617 SE 168TH KITTREDGE LOOP, THE VILLAG...
Community: The Villages®
Plantation at Leesburg 25633 LAUREL VALLEY RD, LEESBURG, FL, 34..., Leesburg, FL 34748
$419,900

3 beds

|

2 baths

|

2,098 sq ft

|

House

25633 LAUREL VALLEY RD, LEESBURG, FL, 34...
Want to learn more about 55+ communities in Winter Park? 55places can help!
Questions? Call us: (888) 625-4885
Summit Greens 2366 PRAIRIE DUNES, CLERMONT, FL, 34711, Clermont, FL 34711
$368,000

3 beds

|

2 baths

|

1,725 sq ft

|

House

2366 PRAIRIE DUNES, CLERMONT, FL, 34711
Community: Summit Greens
Trilogy® Orlando 108 CRESCENT MOON DR, GROVELAND, FL, 347..., Groveland, FL 34736
$275,000

3 beds

|

2 baths

|

1,974 sq ft

|

House

108 CRESCENT MOON DR, GROVELAND, FL, 347...
Community: Trilogy® Orlando
New Spruce Creek Country Club 13185 SE 93RD TERRACE RD, SUMMERFIELD, F..., Summerfield, FL 34491
$277,000

2 beds

|

2 baths

|

1,244 sq ft

|

House

13185 SE 93RD TERRACE RD, SUMMERFIELD, F...
Plantation at Leesburg 24817 CRANES ROOST CIR, LEESBURG, FL, 34..., Leesburg, FL 34748
$249,900

2 beds

|

2 baths

|

1,837 sq ft

|

House

24817 CRANES ROOST 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.
Venetian Bay 3057 MELETO BLVD, NEW SMYRNA BEACH, FL, ..., New Smyrna Beach, FL 32168
$299,900

3 beds

|

3 baths

|

1,614 sq ft

|

Townhouse

3057 MELETO BLVD, NEW SMYRNA BEACH, FL, ...
Community: Venetian Bay
Pelican Bay Daytona Beach 348 BOB WHITE CT APT 9, DAYTONA BEACH, F..., Daytona Beach, FL 32119
$225,000

3 beds

|

3 baths

|

1,527 sq ft

|

Condo

348 BOB WHITE CT APT 9, DAYTONA BEACH, F...
Latitude Margaritaville 179 GYPSY PALACE LN, DAYTONA BEACH, FL, ..., Daytona Beach, FL 32124
$565,000

2 beds

|

2 baths

|

1,937 sq ft

|

House

179 GYPSY PALACE LN, DAYTONA BEACH, FL, ...
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® 1201 DE LA FUENTE CT, THE VILLAGES, FL, ..., The Villages, FL 32162
$300,000

2 beds

|

2 baths

|

1,383 sq ft

|

House

1201 DE LA FUENTE CT, THE VILLAGES, FL, ...
Community: The Villages®
Want to learn more about 55+ communities in Winter Park? 55places can help!
Questions? Call us: (888) 625-4885
Latitude Margaritaville 378 LANDSHARK BLVD, DAYTONA BEACH, FL, 3..., Daytona Beach, FL 32124
$424,900

2 beds

|

2 baths

|

1,464 sq ft

|

House

378 LANDSHARK BLVD, DAYTONA BEACH, FL, 3...
The Villages® 306 S TIMBER TRL, WILDWOOD, FL, 34785, Wildwood, FL 34785
$117,500

2 beds

|

2 baths

|

832 sq ft

|

Manufactured Home

306 S TIMBER TRL, WILDWOOD, FL, 34785
Community: The Villages®
The Villages® 610 ESPANA ST, THE VILLAGES, FL, 32159, The Villages, FL 32159
$650,000

3 beds

|

3 baths

|

2,086 sq ft

|

House

610 ESPANA ST, THE VILLAGES, FL, 32159
Community: The Villages®
The Villages® 1252 WEATON CT, THE VILLAGES, FL, 32162, The Villages, FL 32162
$350,000

3 beds

|

2 baths

|

1,905 sq ft

|

House

1252 WEATON CT, 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.
New Venetian Bay 3595 ROMEA CIR, NEW SMYRNA BEACH, FL, 32..., New Smyrna Beach, FL 32168
$340,000

3 beds

|

3 baths

|

2,036 sq ft

|

Townhouse

3595 ROMEA CIR, NEW SMYRNA BEACH, FL, 32...
Community: Venetian Bay
Sandpiper Golf & Country Club 6256 SANDPIPERS DR, LAKELAND, FL, 33809, Lakeland, FL 33809
$287,500

2 beds

|

2 baths

|

1,627 sq ft

|

House

6256 SANDPIPERS DR, LAKELAND, FL, 33809
The Villages® 2121 ABER LN, THE VILLAGES, FL, 32163, The Villages, FL 32163
$399,000

3 beds

|

2 baths

|

1,357 sq ft

|

Villa

2121 ABER LN, THE VILLAGES, FL, 32163
Community: The Villages®
Spruce Creek Country Club 9033 SE 135TH LOOP, SUMMERFIELD, FL, 344..., Summerfield, FL 34491
$274,900

3 beds

|

2 baths

|

1,726 sq ft

|

House

9033 SE 135TH LOOP, SUMMERFIELD, FL, 344...
Want to learn more about 55+ communities in Winter Park? 55places can help!
Questions? Call us: (888) 625-4885
Highland Lakes 6142 WADE ST, LEESBURG, FL, 34748, Leesburg, FL 34748
$274,900

3 beds

|

2 baths

|

1,841 sq ft

|

House

6142 WADE ST, LEESBURG, FL, 34748
Community: Highland Lakes
Pelican Bay Daytona Beach 102 BOB WHITE CT C, DAYTONA BEACH, FL, 3..., Daytona Beach, FL 32119
$200,000

2 beds

|

2 baths

|

1,165 sq ft

|

Condo

102 BOB WHITE CT C, DAYTONA BEACH, FL, 3...

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2,377 homes
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