Call us at (888) 625-4885 to learn more about active adult communities in Winter Park
Winter Park, FL 55+ active adult communities & homes for sale - Page 4
93 communities near Winter Park
2,414 homes near Winter Park
Sort by:
Relevance
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
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
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
Want to learn more about 55+ communities in Winter Park?
55places can help!
Questions? Call us:
(888) 625-4885
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
$300ks
- $1Ms
Venetian Bay, New Smyrna Beach, FL
New and Resale
|
Age-targeted
|
Built 2004 - present
|
1,561 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
5 rating (3 reviews)
![Stonecrest]()
$200ks
- $500ks
Stonecrest, Summerfield, FL
Resale Only
|
55+ age-restricted
|
Built 1990 - 2024
|
2,224 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.
2.8 rating (6 reviews)
![Arlington Ridge]()
$200ks
- $500ks
Arlington Ridge, Leesburg, FL
New and Resale
|
55+ age-restricted
|
Built 2005 - present
|
629 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
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
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
Want to learn more about 55+ communities in Winter Park?
55places can help!
Questions? Call us:
(888) 625-4885
$100ks
- $600ks
Pelican Bay Daytona Beach, Daytona Beach, FL
Resale Only
|
Age-targeted
|
Built 1980 - 2006
|
1,806 homes
$300ks
- $1Ms
Halifax Plantation, Ormond Beach, FL
New and Resale
|
Age-targeted
|
Built 1980 - present
|
1,000 homes
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
4 rating (4 reviews)
![Lakes of Mount Dora]()
$300ks
- $1Ms
Lakes of Mount Dora, Mount Dora, FL
New and Resale
|
55+ age-restricted
|
Built 2006 - present
|
950 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
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)
![Cresswind at Victoria Gar...]()
$200ks
- $500ks
Cresswind at Victoria Gar..., DeLand, FL
Resale Only
|
55+ age-restricted
|
Built 2001 - 2022
|
1,070 homes
$200ks
- $400ks
Summer Trees, Port Orange, FL
Resale Only
|
55+ age-restricted
|
Built 1976 - 2005
|
500 homes
$200ks
- $400ks
The Lakes at Harmony, Harmony, FL
New and Resale
|
55+ age-restricted
|
Built 2016 - present
|
400 homes
5 rating (1 reviews)
![Royal Harbor]()
$200ks
- $800ks
Royal Harbor, Tavares, FL
Resale Only
|
55+ age-restricted
|
Built 1999 - 2008
|
755 homes
Want to learn more about 55+ communities in Winter Park?
55places can help!
Questions? Call us:
(888) 625-4885
5 rating (2 reviews)
![Heritage Isle]()
$300ks
- $500ks
Heritage Isle, Viera, FL
Resale Only
|
55+ age-restricted
|
Built 2005 - 2017
|
1,500 homes
5 rating (8 reviews)
![Pennbrooke Fairways]()
<$100k
- $300ks
Pennbrooke Fairways, Leesburg, FL
Resale Only
|
55+ age-restricted
|
Built 1980 - 2004
|
1,200 homes
$400ks
- $800ks
Breakaway Trails, Ormond Beach, FL
New and Resale
|
Age-targeted
|
Built 1985 - present
|
976 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
- $600ks
Four Seasons at Orlando, Kissimmee, FL
New Construction
|
55+ age-restricted
|
Built 2017 - present
|
557 homes
$100ks
- $200ks
Scottish Highlands, Leesburg, FL
Resale Only
|
55+ age-restricted
|
Built 1983 - 1992
|
653 homes
4.8 rating (6 reviews)
![Highland Lakes]()
$100ks
- $200ks
Highland Lakes, Leesburg, FL
Resale Only
|
55+ age-restricted
|
Built 1990 - 1999
|
938 homes
1 rating (1 reviews)
![Sullivan Ranch]()
$200ks
- $500ks
Sullivan Ranch, Mount Dora, FL
Resale Only
|
55+ age-restricted
|
Built 2005 - 2020
|
692 homes
$200ks
- $1Ms
The Country Club of Mount..., Mount Dora, FL
Resale Only
|
Age-targeted
|
Built 1991 - 2005
|
827 homes
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
Foxwood Lake Estates, Lakeland, FL
Resale Only
|
55+ age-restricted
|
Built 1982 - 1987
|
545 homes
Want to learn more about 55+ communities in Winter Park?
55places can help!
Questions? Call us:
(888) 625-4885
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
5 rating (2 reviews)
![Bridgewater at Viera]()
$300ks
- $800ks
Bridgewater at Viera, Melbourne, FL
Resale Only
|
55+ age-restricted
|
Built 2017 - 2023
|
870 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.
Latitude Margaritaville
![601 MARGARITAVILLE AVE, DAYTONA BEACH, F..., Daytona Beach, FL 32124]()
2 beds
|2 baths
|1,308 sq ft
|House
601 MARGARITAVILLE AVE, DAYTONA BEACH, F...
Community: Latitude Margaritaville
MLS 1226621 • RE/MAX Signature, Karen Basak-Carey
Plantation at Leesburg
![24345 AMBERLEAF CT, LEESBURG, FL, 34748, Leesburg, FL 34748]()
3 beds
|2 baths
|1,898 sq ft
|House
24345 AMBERLEAF CT, LEESBURG, FL, 34748
Community: Plantation at Leesburg
MLS G5112285 • DORAN REAL ESTATE COMPANY, Georgin...
Plantation at Leesburg
![5044 EL DESTINO DR, LEESBURG, FL, 34748, Leesburg, FL 34748]()
3 beds
|2 baths
|1,610 sq ft
|House
5044 EL DESTINO DR, LEESBURG, FL, 34748
Community: Plantation at Leesburg
MLS G5111860 • OLYMPUS EXECUTIVE REALTY INC, Mari...
Solivita
![454 COLONY ORCHARD CT, KISSIMMEE, FL, 34..., Kissimmee, FL 34759]()
4 beds
|3 baths
|2,506 sq ft
|House
454 COLONY ORCHARD CT, KISSIMMEE, FL, 34...
Community: Solivita
MLS G5112148 • EPIQUE REALTY, INC., Kelly Wheeler
The Villages®
![17350 SE 77TH SYCAMORE AVE, THE VILLAGES..., The Villages, FL 32162]()
2 beds
|1 baths
|1,071 sq ft
|Villa
17350 SE 77TH SYCAMORE AVE, THE VILLAGES...
Community: The Villages®
MLS G5112584 • DOWN HOME REALTY, LLLP, Kevin Russ...
Want to learn more about 55+ communities in Winter Park?
55places can help!
Questions? Call us:
(888) 625-4885
The Villages®
![17300 SE 93RD HEYWARD AVE, THE VILLAGES,..., The Villages, FL 32162]()
2 beds
|2 baths
|1,160 sq ft
|Villa
17300 SE 93RD HEYWARD AVE, THE VILLAGES,...
Community: The Villages®
MLS G5112530 • REALTY EXECUTIVES IN THE VILLAGES,...
The Villages®
![1672 GUMWOOD DR, THE VILLAGES, FL, 32162, The Villages, FL 32162]()
3 beds
|2 baths
|1,621 sq ft
|House
1672 GUMWOOD DR, THE VILLAGES, FL, 32162
Community: The Villages®
MLS O6409290 • HOUWZER INC, Daniel Robinson
Kings Ridge
![3811 WESTERHAM DR, CLERMONT, FL, 34711, Clermont, FL 34711]()
2 beds
|2 baths
|1,679 sq ft
|House
3811 WESTERHAM DR, CLERMONT, FL, 34711
Community: Kings Ridge
MLS S5149915 • CHAMPION HOMES, Tammy Moore
The Villages®
![1616 BAYHILL DR, LADY LAKE, FL, 32159, Lady Lake, FL 32159]()
2 beds
|2 baths
|1,300 sq ft
|Manufactured Home
1616 BAYHILL DR, LADY LAKE, FL, 32159
Community: The Villages®
MLS G5112561 • EXP REALTY LLC, Michael Barbier
The Villages®
![1979 REMBERT RD, THE VILLAGES, FL, 32162, The Villages, FL 32162]()
3 beds
|2 baths
|2,179 sq ft
|House
1979 REMBERT RD, THE VILLAGES, FL, 32162
Community: The Villages®
MLS G5112569 • SALLY LOVE REAL ESTATE, Sally Love
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®
![1507 E SCHWARTZ BLVD, THE VILLAGES, FL, ..., The Villages, FL 32159]()
2 beds
|2 baths
|1,040 sq ft
|Manufactured Home
1507 E SCHWARTZ BLVD, THE VILLAGES, FL, ...
Community: The Villages®
MLS G5112316 • RE/MAX PREMIER REALTY, Guy William...
VillageWalk at Lake Nona
![11943 XENIA LN, ORLANDO, FL, 32827, Orlando, FL 32827]()
3 beds
|2 baths
|1,958 sq ft
|House
11943 XENIA LN, ORLANDO, FL, 32827
Community: VillageWalk at Lake Nona
MLS O6409250 • EXP REALTY LLC, Elizabeth Quinones
The Villages®
![7372 SE 168TH MITZI ST, THE VILLAGES, FL..., The Villages, FL 32162]()
3 beds
|2 baths
|1,442 sq ft
|Villa
7372 SE 168TH MITZI ST, THE VILLAGES, FL...
Community: The Villages®
MLS G5112534 • REALTY EXECUTIVES IN THE VILLAGES,...
Cresswind at Hammock Oaks
![948 CLUB CRESSWIND DR, LADY LAKE, FL, 32..., Lady Lake, FL 32159]()
3 beds
|3 baths
|2,289 sq ft
|House
948 CLUB CRESSWIND DR, LADY LAKE, FL, 32...
Community: Cresswind at Hammock Oaks
MLS W7885907 • MALTBIE REALTY GROUP, Bill Maltbie
Del Webb Orlando
![500 ARENA DR, DAVENPORT, FL, 33837, Davenport, FL 33837]()
3 beds
|2 baths
|2,249 sq ft
|House
500 ARENA DR, DAVENPORT, FL, 33837
Community: Del Webb Orlando
MLS L4962006 • KELLER WILLIAMS REALTY SMART, Casa...
The Villages®
![2885 INTERLOCHEN RD, THE VILLAGES, FL, 3..., The Villages, FL 32163]()
3 beds
|2 baths
|1,851 sq ft
|Villa
2885 INTERLOCHEN RD, THE VILLAGES, FL, 3...
Community: The Villages®
MLS G5112501 • WORTH CLARK REALTY, David Nelson
Want to learn more about 55+ communities in Winter Park?
55places can help!
Questions? Call us:
(888) 625-4885
Cresswind at Lake Harris
![1613 BELLAGIO LOOP, TAVARES, FL, 32778, Tavares, FL 32778]()
3 beds
|3 baths
|2,490 sq ft
|House
1613 BELLAGIO LOOP, TAVARES, FL, 32778
Community: Cresswind at Lake Harris
MLS W7885896 • MALTBIE REALTY GROUP, Bill Maltbie
Sullivan Ranch
![21345 SULLIVAN RANCH BLVD, MOUNT DORA, F..., Mount Dora, FL 32757]()
4 beds
|4 baths
|3,544 sq ft
|House
21345 SULLIVAN RANCH BLVD, MOUNT DORA, F...
Community: Sullivan Ranch
MLS G5112399 • ERA GRIZZARD REAL ESTATE, Shawn Be...
Lake Henry Estates
![494 SWEETWATER WAY, HAINES CITY, FL, 338..., Haines City, FL 33844]()
3 beds
|2 baths
|1,727 sq ft
|House
494 SWEETWATER WAY, HAINES CITY, FL, 338...
Community: Lake Henry Estates
MLS O6408650 • LIONHEART BROKERS, Claudia Centesi...
Arlington Ridge
![27103 ROANOKE DR, LEESBURG, FL, 34748, Leesburg, FL 34748]()
2 beds
|2 baths
|1,589 sq ft
|House
27103 ROANOKE DR, LEESBURG, FL, 34748
Community: Arlington Ridge
MLS G5112480 • LOKATION, Steven Simpkins
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.
Del Webb Orlando
![423 ARMADA LN, DAVENPORT, FL, 33837, Davenport, FL 33837]()
2 beds
|2 baths
|1,970 sq ft
|House
423 ARMADA LN, DAVENPORT, FL, 33837
Community: Del Webb Orlando
MLS S5149772 • GATHERING ROOM REAL ESTATE, Shelly...
Plantation at Leesburg
![4750 SAWGRASS LAKE CIR, LEESBURG, FL, 34..., Leesburg, FL 34748]()
2 beds
|2 baths
|1,880 sq ft
|House
4750 SAWGRASS LAKE CIR, LEESBURG, FL, 34...
Community: Plantation at Leesburg
MLS G5112522 • FLORIDA PLUS REALTY, LLC, Sandy Tw...
Lake Ashton
![4436 TURNBERRY LN, LAKE WALES, FL, 33859, Lake Wales, FL 33859]()
2 beds
|2 baths
|1,083 sq ft
|House
4436 TURNBERRY LN, LAKE WALES, FL, 33859
Community: Lake Ashton
MLS P4938746 • LPT REALTY, LLC, Laurie Nock
The Villages®
![1606 SNELLING AVE, THE VILLAGES, FL, 321..., The Villages, FL 32162]()
3 beds
|2 baths
|1,684 sq ft
|House
1606 SNELLING AVE, THE VILLAGES, FL, 321...
Community: The Villages®
MLS G5112096 • REALTY EXECUTIVES IN THE VILLAGES,...
Pelican Bay Daytona Beach
![520 BROWN PELICAN DR, DAYTONA BEACH, FL,..., Daytona Beach, FL 32119]()
3 beds
|2 baths
|1,630 sq ft
|House
520 BROWN PELICAN DR, DAYTONA BEACH, FL,...
Community: Pelican Bay Daytona Beach
MLS 1226577 • Florida Global International Realty...
The Villages®
![1033 ALOHA WAY, LADY LAKE, FL, 32159, Lady Lake, FL 32159]()
3 beds
|2 baths
|1,527 sq ft
|House
1033 ALOHA WAY, LADY LAKE, FL, 32159
Community: The Villages®
MLS G5112117 • SALLY LOVE REAL ESTATE, Jim Grider
Plantation at Leesburg
![25335 CRANES ROOST CIR, LEESBURG, FL, 34..., Leesburg, FL 34748]()
2 beds
|2 baths
|1,386 sq ft
|House
25335 CRANES ROOST CIR, LEESBURG, FL, 34...
Community: Plantation at Leesburg
MLS G5112540 • HARRISON REAL PROPERTY GROUP, Aman...
Want to learn more about 55+ communities in Winter Park?
55places can help!
Questions? Call us:
(888) 625-4885
The Villages®
![871 AMBER CT, THE VILLAGES, FL, 32163, The Villages, FL 32163]()
3 beds
|2 baths
|1,357 sq ft
|Villa
871 AMBER CT, THE VILLAGES, FL, 32163
Community: The Villages®
MLS G5111962 • REALTY EXECUTIVES IN THE VILLAGES,...
Solivita
![453 SORRENTO RD, KISSIMMEE, FL, 34759, Kissimmee, FL 34759]()
MLS O6408903 • MARKET CONNECT REALTY LLC, Corey S...
Grand Haven
![102 LAGARE ST, PALM COAST, FL, 32137, Palm Coast, FL 32137]()
MLS FC318212 • COASTAL GATEWAY REAL ESTATE GR, An...
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 James
![7783 LAKE JAMES BLVD, LAKELAND, FL, 3381..., Lakeland, FL 33810]()
2 beds
|2 baths
|1,925 sq ft
|House
7783 LAKE JAMES BLVD, LAKELAND, FL, 3381...
Community: Lake James
MLS TB8508066 • LA ROSA REALTY LLC, Marlana Alvar...
Vienna Square
![1590 VIENNA SQUARE DR, WINTER HAVEN, FL,..., Winter Haven, FL 33884]()
2 beds
|2 baths
|1,231 sq ft
|Villa
1590 VIENNA SQUARE DR, WINTER HAVEN, FL,...
Community: Vienna Square
MLS O6406908 • RE/MAX PRIME PROPERTIES, Tina Birc...
Plantation at Leesburg
![5106 CHANTICLEER DR, LEESBURG, FL, 34748, Leesburg, FL 34748]()
3 beds
|3 baths
|3,112 sq ft
|House
5106 CHANTICLEER DR, LEESBURG, FL, 34748
Community: Plantation at Leesburg
MLS G5112349 • CENTURY 21 MYERS ROSE REALTY, Mary...
The Villages®
![1428 CARRILLO ST, THE VILLAGES, FL, 3216..., The Villages, FL 32162]()
3 beds
|2 baths
|1,520 sq ft
|House
1428 CARRILLO ST, THE VILLAGES, FL, 3216...
Community: The Villages®
MLS G5112416 • RE/MAX PREMIER REALTY, Matthew Rob...
The Villages®
![403 MCLEOD LN, THE VILLAGES, FL, 32162, The Villages, FL 32162]()
3 beds
|2 baths
|1,512 sq ft
|House
403 MCLEOD LN, THE VILLAGES, FL, 32162
Community: The Villages®
MLS G5112383 • RE/MAX PREMIER REALTY, Matthew Rob...
Heritage - The Cottages of Sanders Grove
![6201 SANDERS GROVE CIR, OKAHUMPKA, FL, 3..., Okahumpka, FL 34762]()
4 beds
|2 baths
|1,625 sq ft
|House
6201 SANDERS GROVE CIR, OKAHUMPKA, FL, 3...
Community: Heritage - The Cottages of Sanders Grove
MLS G5112515 • UNRELATED BROKERAGE LLC, Mac Rushi...
Lake Ashton
![4572 TURNBERRY LN, LAKE WALES, FL, 33859, Lake Wales, FL 33859]()
2 beds
|2 baths
|1,530 sq ft
|House
4572 TURNBERRY LN, LAKE WALES, FL, 33859
Community: Lake Ashton
MLS P4938734 • LAKE ASHTON REALTY INC., Lori Raat...
Twin Lakes
![5019 DANCY LN, ST CLOUD, FL, 34772, St Cloud, FL 34772]()
MLS O6408641 • AAA GLOBAL VENTURES PA, Selina Son...
Want to learn more about 55+ communities in Winter Park?
55places can help!
Questions? Call us:
(888) 625-4885
Harbor Hills Country Club
![5009 HARBOR HEIGHTS, LADY LAKE, FL, 3215..., Lady Lake, FL 32159]()
3 beds
|2 baths
|2,018 sq ft
|House
5009 HARBOR HEIGHTS, LADY LAKE, FL, 3215...
Community: Harbor Hills Country Club
MLS G5112409 • MORRIS REALTY AND INVESTMENTS, Cam...
Heritage - The Cottages of Sanders Grove
![6205 SANDERS GROVE CIR, OKAHUMPKA, FL, 3..., Okahumpka, FL 34762]()
3 beds
|2 baths
|1,407 sq ft
|House
6205 SANDERS GROVE CIR, OKAHUMPKA, FL, 3...
Community: Heritage - The Cottages of Sanders Grove
MLS G5112506 • UNRELATED BROKERAGE LLC, Sean Reyn...
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?
2,414
homes
Remove Boundaries ×
Map
Satellite
The listings data displayed on this medium comes in part from the Real Estate Information Network Inc. (REIN) and has been authorized by participating listing Broker Members of REIN for display. REIN's listings are based upon Data submitted by its Broker Members, and REIN therefore makes no representation or warranty regarding the accuracy of the Data. All users of REIN's listings database should confirm the accuracy of the listing information directly with the listing agent.
© 2026 REIN. REIN's listings Data and information is protected under federal copyright laws. Federal law prohibits, among other acts, the unauthorized copying or alteration of, or preparation of derivative works from, all or any part of copyrighted materials, including certain compilations of Data and information. COPYRIGHT VIOLATORS MAY BE SUBJECT TO SEVERE FINES AND PENALTIES UNDER FEDERAL LAW.
REIN updates its listings on a daily basis. Data last updated: May 25, 2026.
This application does not include information on all of the properties available for sale at this time.
