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Winter Park, FL 55+ active adult communities & homes for sale - Page 18
95 communities near Winter Park
2,259 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
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
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
$300ks
- $1Ms
Venetian Bay, New Smyrna Beach, FL
New and Resale
|
Age-targeted
|
Built 2004 - present
|
1,561 homes
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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
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)
![Stonecrest]()
$200ks
- $500ks
Stonecrest, Summerfield, FL
Resale Only
|
55+ age-restricted
|
Built 1990 - 2024
|
2,224 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
$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.
$300ks
- $1Ms
Halifax Plantation, Ormond Beach, FL
New and Resale
|
Age-targeted
|
Built 1980 - present
|
1,000 homes
5 rating (8 reviews)
![Royal Highlands]()
$200ks
- $400ks
Royal Highlands, Leesburg, FL
Resale Only
|
55+ age-restricted
|
Built 1999 - 2006
|
1,500 homes
$100ks
- $600ks
Pelican Bay Daytona Beach, Daytona Beach, FL
Resale Only
|
Age-targeted
|
Built 1980 - 2006
|
1,806 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
3.8 rating (6 reviews)
![Trilogy® Orlando]()
$200ks
- $500ks
Trilogy® Orlando, Groveland, FL
Resale Only
|
55+ age-restricted
|
Built 2005 - 2022
|
1,500 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
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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
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
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
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
$400ks
- $800ks
Breakaway Trails, Ormond Beach, FL
New and Resale
|
Age-targeted
|
Built 1985 - present
|
976 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)
![Royal Harbor]()
$200ks
- $800ks
Royal Harbor, Tavares, FL
Resale Only
|
55+ age-restricted
|
Built 1999 - 2008
|
755 homes
1 rating (1 reviews)
![Sullivan Ranch]()
$200ks
- $500ks
Sullivan Ranch, Mount Dora, FL
Resale Only
|
55+ age-restricted
|
Built 2005 - 2020
|
692 homes
4.8 rating (6 reviews)
![Highland Lakes]()
$100ks
- $200ks
Highland Lakes, Leesburg, FL
Resale Only
|
55+ age-restricted
|
Built 1990 - 1999
|
938 homes
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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
$200ks
- $400ks
Summer Trees, Port Orange, FL
Resale Only
|
55+ age-restricted
|
Built 1976 - 2005
|
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
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.
$200ks
- $400ks
The Lakes at Harmony, Harmony, FL
New and Resale
|
55+ age-restricted
|
Built 2016 - present
|
400 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
$200ks
- $1Ms
The Country Club of Mount..., Mount Dora, FL
Resale Only
|
Age-targeted
|
Built 1991 - 2005
|
827 homes
$100ks
- $200ks
Foxwood Lake Estates, Lakeland, FL
Resale Only
|
55+ age-restricted
|
Built 1982 - 1987
|
545 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
$300ks
- $400ks
Gatherings of Lake Nona, Orlando, FL
New and Resale
|
55+ age-restricted
|
Built 2017 - present
|
216 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
$200ks
- $500ks
The Timbers at Everlands, Palm Bay, FL
New Construction
|
55+ age-restricted
|
Built 2023 - present
|
450 homes
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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
$100ks
- $200ks
Scottish Highlands, Leesburg, FL
Resale Only
|
55+ age-restricted
|
Built 1983 - 1992
|
653 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.
Royal Highlands
![21325 ROYAL TROON DR, LEESBURG, FL, 3474..., Leesburg, FL 34748]()
3 beds
|2 baths
|2,333 sq ft
|House
21325 ROYAL TROON DR, LEESBURG, FL, 3474...
Community: Royal Highlands
MLS O6412866 • LPT REALTY, LLC, Suzanne Cox
The Villages®
![736 CORTEZ AVE, THE VILLAGES, FL, 32159, The Villages, FL 32159]()
2 beds
|2 baths
|1,242 sq ft
|House
736 CORTEZ AVE, THE VILLAGES, FL, 32159
Community: The Villages®
MLS G5112203 • RE/MAX PREMIER REALTY LADY LK, Lyn...
The Villages®
![810 ROSEAPPLE AVE, LADY LAKE, FL, 32159, Lady Lake, FL 32159]()
2 beds
|2 baths
|1,203 sq ft
|House
810 ROSEAPPLE AVE, LADY LAKE, FL, 32159
Community: The Villages®
MLS G5113284 • REALTY EXECUTIVES IN THE VILLAGES,...
Breakaway Trails
![47 CARRIAGE CREEK WAY, ORMOND BEACH, FL,..., Ormond Beach, FL 32174]()
3 beds
|2 baths
|2,334 sq ft
|House
47 CARRIAGE CREEK WAY, ORMOND BEACH, FL,...
Community: Breakaway Trails
MLS FC319040 • EXP REALTY LLC, Tas Coroneos
Solivita
![136 SORRENTO RD, POINCIANA, FL, 34759, Poinciana, FL 34759]()
MLS S5151238 • BORCHINI REALTY, Yamile Osorio Var...
Want to learn more about 55+ communities in Winter Park?
55places can help!
Questions? Call us:
(888) 625-4885
The Villages®
![3104 BLACKSTOCK WAY, THE VILLAGES, FL, 3..., The Villages, FL 32163]()
3 beds
|2 baths
|1,596 sq ft
|House
3104 BLACKSTOCK WAY, THE VILLAGES, FL, 3...
Community: The Villages®
MLS G5112946 • LPT REALTY, LLC, Rae Pearson
Silver Lakes
![6341 SILVER LAKES DR, LAKELAND, FL, 3381..., Lakeland, FL 33810]()
3 beds
|2 baths
|1,637 sq ft
|House
6341 SILVER LAKES DR, LAKELAND, FL, 3381...
Community: Silver Lakes
MLS L4962461 • COLDWELL BANKER REALTY, Kelley Bla...
Plantation Bay Golf & Country Club
![205 HEATHERWOOD CT, ORMOND BEACH, FL, 32..., Ormond Beach, FL 32174]()
4 beds
|3 baths
|2,503 sq ft
|House
205 HEATHERWOOD CT, ORMOND BEACH, FL, 32...
Community: Plantation Bay Golf & Country Club
MLS 2148646 • FLORIDA HOMES REALTY & MTG LLC, BRA...
Trilogy® Orlando
![397 SILVER MAPLE RD, GROVELAND, FL, 3473..., Groveland, FL 34736]()
3 beds
|2 baths
|1,950 sq ft
|House
397 SILVER MAPLE RD, GROVELAND, FL, 3473...
Community: Trilogy® Orlando
MLS O6413580 • WATSON REALTY CORP, Tim Veigle
Spruce Creek South
![9498 SE 174TH LOOP, SUMMERFIELD, FL, 344..., Summerfield, FL 34491]()
2 beds
|2 baths
|1,884 sq ft
|House
9498 SE 174TH LOOP, SUMMERFIELD, FL, 344...
Community: Spruce Creek South
MLS OM725767 • KELLER WILLIAMS CORNERSTONE RE, Ci...
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®
![892 NASH LOOP, THE VILLAGES, FL, 32162, The Villages, FL 32162]()
2 beds
|2 baths
|1,090 sq ft
|House
892 NASH LOOP, THE VILLAGES, FL, 32162
Community: The Villages®
MLS OM725973 • GLOBALWIDE REALTY LLC, Natalie Hay...
Lakes of Mount Dora
![7879 CROSSWINDS WAY, MOUNT DORA, FL, 327..., Mount Dora, FL 32757]()
3 beds
|2 baths
|2,455 sq ft
|House
7879 CROSSWINDS WAY, MOUNT DORA, FL, 327...
Community: Lakes of Mount Dora
MLS O6412955 • KELLER WILLIAMS ADVANTAGE REALTY, ...
Gatherings of Lake Nona
![7557 LAUREATE BLVD 6208, ORLANDO, FL, 32..., Orlando, FL 32827]()
2 beds
|2 baths
|1,445 sq ft
|Condo
7557 LAUREATE BLVD 6208, ORLANDO, FL, 32...
Community: Gatherings of Lake Nona
MLS O6413123 • KELLER WILLIAMS REALTY AT THE PARK...
The Villages®
![2529 EDENVILLE PATH, THE VILLAGES, FL, 3..., The Villages, FL 32162]()
3 beds
|2 baths
|1,856 sq ft
|House
2529 EDENVILLE PATH, THE VILLAGES, FL, 3...
Community: The Villages®
MLS G5113232 • SOUNDINGS, LLC, Lili Whittington
Westhaven at Ovation - Townes Collection
![13861 EASDALE ALY, WINTER GARDEN, FL, 34..., Winter Garden, FL 34787]()
4 beds
|3 baths
|2,031 sq ft
|Townhouse
13861 EASDALE ALY, WINTER GARDEN, FL, 34...
Community: Westhaven at Ovation - Townes Collection
MLS O6413534 • ORLANDO TBI REALTY LLC, Dayene Gru...
Westhaven at Ovation - Townes Collection
![12808 SUNSET WALK DR, WINTER GARDEN, FL,..., Winter Garden, FL 34787]()
4 beds
|3 baths
|1,897 sq ft
|Townhouse
12808 SUNSET WALK DR, WINTER GARDEN, FL,...
Community: Westhaven at Ovation - Townes Collection
MLS O6413517 • ORLANDO TBI REALTY LLC, Dayene Gru...
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Indian River Colony Club
![1531 TIPPICANOE CT, MELBOURNE, FL, 32940, Melbourne, FL 32940]()
4 beds
|3 baths
|2,235 sq ft
|House
1531 TIPPICANOE CT, MELBOURNE, FL, 32940
Community: Indian River Colony Club
MLS 1078972 • Four Star Real Estate LLC, Shellie ...
Lakeside Landings
![10367 ADDISON SHORE WAY, OXFORD, FL, 344..., Oxford, FL 34484]()
3 beds
|2 baths
|1,756 sq ft
|House
10367 ADDISON SHORE WAY, OXFORD, FL, 344...
Community: Lakeside Landings
MLS OM725939 • EXP REALTY LLC, Rhonda Cassidy
The Villages®
![1718 MEANS LN, THE VILLAGES, FL, 32162, The Villages, FL 32162]()
3 beds
|2 baths
|1,927 sq ft
|House
1718 MEANS LN, THE VILLAGES, FL, 32162
Community: The Villages®
MLS G5113264 • DOWN HOME REALTY, LLLP, Rachel Sow...
VillageWalk at Lake Nona
![11800 ZELKOVA LN, ORLANDO, FL, 32827, Orlando, FL 32827]()
3 beds
|2 baths
|2,005 sq ft
|House
11800 ZELKOVA LN, ORLANDO, FL, 32827
Community: VillageWalk at Lake Nona
MLS O6413233 • CORCORAN PREMIER REALTY, Crystal G...
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®
![2331 RILEY RD, THE VILLAGES, FL, 32162, The Villages, FL 32162]()
2 beds
|2 baths
|1,156 sq ft
|Villa
2331 RILEY RD, THE VILLAGES, FL, 32162
Community: The Villages®
MLS O6412538 • BETTER HOMES & GARDENS LIFESTYLES ...
The Villages®
![3108 MELVILLE LOOP, THE VILLAGES, FL, 32..., The Villages, FL 32162]()
3 beds
|2 baths
|1,392 sq ft
|House
3108 MELVILLE LOOP, THE VILLAGES, FL, 32...
Community: The Villages®
MLS OM725839 • LPT REALTY, LLC, Gary Martin
Legacy of Leesburg
![27326 ORCHID GLADE ST, LEESBURG, FL, 347..., Leesburg, FL 34748]()
3 beds
|2 baths
|1,480 sq ft
|House
27326 ORCHID GLADE ST, LEESBURG, FL, 347...
Community: Legacy of Leesburg
MLS O6405542 • AAA GLOBAL VENTURES PA, George McG...
The Villages®
![116 CYPRESS RD, WILDWOOD, FL, 34785, Wildwood, FL 34785]()
2 beds
|2 baths
|1,040 sq ft
|Manufactured Home
116 CYPRESS RD, WILDWOOD, FL, 34785
Community: The Villages®
MLS G5113244 • LPT REALTY, LLC, Austin Drawdy
Spruce Creek Country Club
![12224 SE 91ST AVE, SUMMERFIELD, FL, 3449..., Summerfield, FL 34491]()
3 beds
|2 baths
|1,958 sq ft
|House
12224 SE 91ST AVE, SUMMERFIELD, FL, 3449...
Community: Spruce Creek Country Club
MLS OM725529 • JUDY L. TROUT REALTY, Judy Trout
VillageWalk at Lake Nona
![12019 ULETA LN, ORLANDO, FL, 32827, Orlando, FL 32827]()
5 beds
|4 baths
|4,093 sq ft
|House
12019 ULETA LN, ORLANDO, FL, 32827
Community: VillageWalk at Lake Nona
MLS O6413119 • CHARLES RUTENBERG REALTY ORLANDO, ...
Royal Harbor
![5052 CHINA SEA DR, TAVARES, FL, 32778, Tavares, FL 32778]()
3 beds
|2 baths
|1,613 sq ft
|House
5052 CHINA SEA DR, TAVARES, FL, 32778
Community: Royal Harbor
MLS G5113217 • ERA GRIZZARD REAL ESTATE, Tammy Ki...
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Pennbrooke Fairways
![420 GLEN ARBOR LN, LEESBURG, FL, 34748, Leesburg, FL 34748]()
2 beds
|2 baths
|1,559 sq ft
|Condo
420 GLEN ARBOR LN, LEESBURG, FL, 34748
Community: Pennbrooke Fairways
MLS O6412207 • KELLER WILLIAMS WINTER PARK, Taylo...
Lakes of Mount Dora
![3958 KENNEBUNK LOOP, MOUNT DORA, FL, 327..., Mount Dora, FL 32757]()
2 beds
|2 baths
|1,816 sq ft
|House
3958 KENNEBUNK LOOP, MOUNT DORA, FL, 327...
Community: Lakes of Mount Dora
MLS O6413126 • DR HORTON REALTY OF CENTRAL FLORID...
Heritage Isle
![2999 VALLEJO WAY, MELBOURNE, FL, 32940, Melbourne, FL 32940]()
2 beds
|2 baths
|1,407 sq ft
|Townhouse
2999 VALLEJO WAY, MELBOURNE, FL, 32940
Community: Heritage Isle
MLS 1078862 • Barrier Island Properties, Stephani...
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
![114 SHADOWCREEK WAY, ORMOND BEACH, FL, 3..., Ormond Beach, FL 32174]()
3 beds
|3 baths
|2,754 sq ft
|House
114 SHADOWCREEK WAY, ORMOND BEACH, FL, 3...
Community: Breakaway Trails
MLS FC318937 • HEARTLAND REAL ESTATE SERVICES, Do...
Freedom Homes at Grand Reserve
![1 CADDY CT, BUNNELL, FL, 32110, Bunnell, FL 32110]()
4 beds
|2 baths
|1,779 sq ft
|House
1 CADDY CT, BUNNELL, FL, 32110
Community: Freedom Homes at Grand Reserve
MLS FC318966 • REALTY EXECUTIVES OCEANSIDE, Sarah...
Cresswind at Hammock Oaks
![442 TURIN WAY, LADY LAKE, FL, 32159, Lady Lake, FL 32159]()
3 beds
|3 baths
|2,554 sq ft
|House
442 TURIN WAY, LADY LAKE, FL, 32159
Community: Cresswind at Hammock Oaks
MLS W7886348 • MALTBIE REALTY GROUP, Bill Maltbie
The Reserve at Victoria
![1068 LILIANA DR, DELAND, FL, 32724, Deland, FL 32724]()
3 beds
|3 baths
|2,360 sq ft
|House
1068 LILIANA DR, DELAND, FL, 32724
Community: The Reserve at Victoria
MLS W7886344 • MALTBIE REALTY GROUP, Bill Maltbie
Del Webb Oasis
![15806 GEM VIEW ST, WINTER GARDEN, FL, 34..., Winter Garden, FL 34787]()
2 beds
|2 baths
|1,574 sq ft
|Villa
15806 GEM VIEW ST, WINTER GARDEN, FL, 34...
Community: Del Webb Oasis
MLS C7526682 • FAST ACTION REALTY INC, Yanely Fer...
Cresswind at Hammock Oaks
![960 CLUB CRESSWIND DR, LADY LAKE, FL, 32..., Lady Lake, FL 32159]()
3 beds
|3 baths
|2,490 sq ft
|House
960 CLUB CRESSWIND DR, LADY LAKE, FL, 32...
Community: Cresswind at Hammock Oaks
MLS W7886101 • MALTBIE REALTY GROUP, Bill Maltbie
The Villages®
![1109 TIPTON LN, THE VILLAGES, FL, 32163, The Villages, FL 32163]()
2 beds
|2 baths
|1,161 sq ft
|Villa
1109 TIPTON LN, THE VILLAGES, FL, 32163
Community: The Villages®
MLS G5113036 • REALTY EXECUTIVES IN THE VILLAGES,...
Lakes of Mount Dora
![8461 BRIDGEPORT BAY CIR, MOUNT DORA, FL,..., Mount Dora, FL 32757]()
3 beds
|3 baths
|3,147 sq ft
|House
8461 BRIDGEPORT BAY CIR, MOUNT DORA, FL,...
Community: Lakes of Mount Dora
MLS G5112548 • EXP REALTY LLC, Kimberly Koch
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Lakes at Laurel Highlands
![2145 BLUE HIGHLANDS DR, LAKELAND, FL, 33..., Lakeland, FL 33811]()
3 beds
|2 baths
|1,711 sq ft
|House
2145 BLUE HIGHLANDS DR, LAKELAND, FL, 33...
Community: Lakes at Laurel Highlands
MLS L4962374 • KELLER WILLIAMS REALTY SMART, Mind...
Plantation at Leesburg
![25114 CRANES ROOST CIR, LEESBURG, FL, 34..., Leesburg, FL 34748]()
2 beds
|2 baths
|1,343 sq ft
|House
25114 CRANES ROOST CIR, LEESBURG, FL, 34...
Community: Plantation at Leesburg
MLS G5113165 • CENTURY 21 MYERS ROSE REALTY, Mary...
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.
Frequently Asked Questions
In Winter Park, there is 1 small community with less than 500 homes.
The smallest 55+ community in Winter Park has 178 homes, the largest has 178 homes, and the average community consists of 178 homes.
Yes, there is new 55+ home available in Winter Park. The most recent community started in Winter Park include Rosalia Winter Park. There is also 1 community in Winter Park that offers new construction homes, including Rosalia Winter Park.
Yes, there is gated 55+ community in Winter Park. The only 55+ community in Winter Park is gated. For instance, Rosalia Winter Park is a gated community with 178 homes.
Want more information about active adult communities around Winter Park?
Want to learn more about 55+ communities in Winter Park?
2,259
homes
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REIN updates its listings on a daily basis. Data last updated: Jul 10, 2026.
This application does not include information on all of the properties available for sale at this time.
