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Winter Park, FL 55+ active adult communities & homes for sale - Page 3
98 communities near Winter Park
2,715 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
$300ks
- $1Ms
Venetian Bay, New Smyrna Beach, FL
New and Resale
|
Age-targeted
|
Built 2004 - present
|
1,561 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
4.7 rating (18 reviews)
![Solivita]()
$300ks
- $700ks
Solivita, Kissimmee, FL
New and Resale
|
55+ age-restricted
|
Built 2000 - present
|
5,900 homes
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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
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)
![Twin Lakes]()
$200ks
- $600ks
Twin Lakes, St. Cloud, FL
New and Resale
|
55+ age-restricted
|
Built 2016 - present
|
2,000 homes
$100ks
- $600ks
Pelican Bay Daytona Beach, Daytona Beach, FL
Resale Only
|
Age-targeted
|
Built 1980 - 2006
|
1,806 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
- $800ks
Grand Haven, Palm Coast, FL
New and Resale
|
Age-targeted
|
Built 1997 - present
|
1,901 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 (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)
![Lake Ashton]()
$200ks
- $500ks
Lake Ashton, Lake Wales, FL
Resale Only
|
55+ age-restricted
|
Built 2002 - present
|
1,600 homes
5 rating (8 reviews)
![Royal Highlands]()
$200ks
- $400ks
Royal Highlands, Leesburg, FL
Resale Only
|
55+ age-restricted
|
Built 1999 - 2006
|
1,500 homes
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
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2.8 rating (6 reviews)
![Arlington Ridge]()
$200ks
- $500ks
Arlington Ridge, Leesburg, FL
New and Resale
|
55+ age-restricted
|
Built 2005 - present
|
629 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
$300ks
- $1Ms
Halifax Plantation, Ormond Beach, FL
New and Resale
|
Age-targeted
|
Built 1980 - present
|
1,000 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
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
5 rating (1 reviews)
![Cresswind at Victoria Gar...]()
$300ks
- $500ks
Cresswind at Victoria Gar..., DeLand, FL
Resale Only
|
55+ age-restricted
|
Built 2001 - 2022
|
1,070 homes
$100ks
- $300ks
Highland Fairways, Lakeland, FL
Resale Only
|
55+ age-restricted
|
Built 1983 - 1998
|
660 homes
$400ks
- $800ks
Breakaway Trails, Ormond Beach, FL
New and Resale
|
Age-targeted
|
Built 1985 - present
|
976 homes
$200ks
- $1Ms
The Country Club of Mount..., Mount Dora, FL
Resale Only
|
Age-targeted
|
Built 1991 - 2005
|
827 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)
![Royal Harbor]()
$200ks
- $800ks
Royal Harbor, Tavares, FL
Resale Only
|
55+ age-restricted
|
Built 1999 - 2008
|
755 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)
![Del Webb Sunbridge]()
$400ks
- $800ks
Del Webb Sunbridge, St. Cloud, FL
New and Resale
|
55+ age-restricted
|
Built 2019 - present
|
1,300 homes
$300ks
- $400ks
Gatherings of Lake Nona, Orlando, FL
New and Resale
|
55+ age-restricted
|
Built 2017 - present
|
216 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
Heritage - The Cottages o..., Okahumpka, FL
New Construction
|
55+ age-restricted
|
Built 2022 - present
|
179 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
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
$100ks
- $200ks
Foxwood Lake Estates, Lakeland, FL
Resale Only
|
55+ age-restricted
|
Built 1982 - 1987
|
545 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
- $500ks
The Timbers at Everlands, Palm Bay, FL
New Construction
|
55+ age-restricted
|
Built 2023 - present
|
450 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
Want to learn more about 55+ communities in Winter Park?
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$300ks
- $600ks
Four Seasons at Orlando, Kissimmee, FL
New Construction
|
55+ age-restricted
|
Built 2017 - present
|
557 homes
$100ks
- $200ks
Colonnades, Lakeland, FL
Resale Only
|
55+ age-restricted
|
Built 1985 - 1994
|
360 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.
New
Bridgewater at Viera
![2230 CARAVAN PL, MELBOURNE, FL, 32940, Melbourne, FL 32940]()
3 beds
|3 baths
|2,453 sq ft
|House
2230 CARAVAN PL, MELBOURNE, FL, 32940
Community: Bridgewater at Viera
MLS 1085679 • RE/MAX Aerospace Realty, Kathy Ferd... • RE/MAX Aerospace Realty
New
Royal Harbor
![5154 INDIAN OCEAN LOOP, TAVARES, FL, 327..., Tavares, FL 32778]()
3 beds
|2 baths
|2,095 sq ft
|House
5154 INDIAN OCEAN LOOP, TAVARES, FL, 327...
Community: Royal Harbor
MLS G5116779 • HARRISON REAL PROPERTY GROUP, Aman... • HARRISON REAL PROPERTY GROUP
New
Solivita
![896 BARCELONA DR, POINCIANA, FL, 34759, Poinciana, FL 34759]()
MLS O6435573 • HOME WISE REALTY GROUP, INC., John... • HOME WISE REALTY GROUP, INC.
New
Lakes of Mount Dora
![3945 KENNEBUNK LOOP, MOUNT DORA, FL, 327..., Mount Dora, FL 32757]()
3 beds
|2 baths
|1,614 sq ft
|House
3945 KENNEBUNK LOOP, MOUNT DORA, FL, 327...
Community: Lakes of Mount Dora
MLS O6435612 • DR HORTON REALTY OF CENTRAL FLORID... • DR HORTON REALTY OF CENTRAL FLORIDA LLC
New
Plantation at Leesburg
![24941 PINE HL, LEESBURG, FL, 34748, Leesburg, FL 34748]()
3 beds
|2 baths
|1,724 sq ft
|Manufactured Home
24941 PINE HL, LEESBURG, FL, 34748
Community: Plantation at Leesburg
MLS O6432785 • REDFIN CORPORATION, Jo Holton • REDFIN CORPORATION
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New
Grand Isle
![1566 GRAND ISLE BLVD, MELBOURNE, FL, 329..., Melbourne, FL 32940]()
3 beds
|2 baths
|2,178 sq ft
|House
1566 GRAND ISLE BLVD, MELBOURNE, FL, 329...
Community: Grand Isle
MLS 1085545 • Watson Realty Corp, Mitchel Craig R... • Watson Realty Corp
New
The Villages®
![16562 SE 77TH NORTHRIDGE CT, THE VILLAGE..., The Villages, FL 32162]()
2 beds
|2 baths
|1,824 sq ft
|House
16562 SE 77TH NORTHRIDGE CT, THE VILLAGE...
Community: The Villages®
MLS G5116625 • REALTY EXECUTIVES IN THE VILLAGES,... • REALTY EXECUTIVES IN THE VILLAGES
New
The Country Club of Mount Dora
![7004 PINE HOLLOW DR, MOUNT DORA, FL, 327..., Mount Dora, FL 32757]()
2 beds
|2 baths
|2,205 sq ft
|House
7004 PINE HOLLOW DR, MOUNT DORA, FL, 327...
Community: The Country Club of Mount Dora
MLS G5116751 • BHHS FLORIDA REALTY, Jorge Felicia... • BHHS FLORIDA REALTY
New
Venetian Bay
![424 LUNA BELLA LN 332, NEW SMYRNA BEACH,..., New Smyrna Beach, FL 32168]()
3 beds
|2 baths
|1,659 sq ft
|Condo
424 LUNA BELLA LN 332, NEW SMYRNA BEACH,...
Community: Venetian Bay
MLS V4950867 • ADAMS, CAMERON & CO., REALTORS, Ka... • ADAMS, CAMERON & CO., REALTORS
New
The Villages®
![208 ARAGON LN, LADY LAKE, FL, 32159, Lady Lake, FL 32159]()
2 beds
|2 baths
|1,383 sq ft
|House
208 ARAGON LN, LADY LAKE, FL, 32159
Community: The Villages®
MLS OM728971 • VAUGHT REALTY, Billy Vaught • VAUGHT REALTY
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
The Villages®
![1026 SMYRNA ST, THE VILLAGES, FL, 32162, The Villages, FL 32162]()
2 beds
|2 baths
|1,740 sq ft
|House
1026 SMYRNA ST, THE VILLAGES, FL, 32162
Community: The Villages®
MLS A4703650 • LPT REALTY, LLC, Jason Kranz • LPT REALTY, LLC
New
Pennbrooke Fairways
![815 GRAND VISTA TRL, LEESBURG, FL, 34748, Leesburg, FL 34748]()
3 beds
|2 baths
|1,538 sq ft
|House
815 GRAND VISTA TRL, LEESBURG, FL, 34748
Community: Pennbrooke Fairways
MLS G5116655 • CARLINO REAL ESTATE GROUP INC, Jon... • CARLINO REAL ESTATE GROUP INC
New
Spruce Creek Country Club
![9215 SE 118TH LOOP, SUMMERFIELD, FL, 344..., Summerfield, FL 34491]()
3 beds
|2 baths
|1,720 sq ft
|House
9215 SE 118TH LOOP, SUMMERFIELD, FL, 344...
Community: Spruce Creek Country Club
MLS OM730550 • GUS GALLOWAY REALTY INC, Lisa Rock... • GUS GALLOWAY REALTY INC
New
Del Webb Orlando
![442 DEL SOL AVE, DAVENPORT, FL, 33837, Davenport, FL 33837]()
3 beds
|3 baths
|2,581 sq ft
|House
442 DEL SOL AVE, DAVENPORT, FL, 33837
Community: Del Webb Orlando
MLS S5155861 • REALTY ONE GROUP INSPIRATION, Fern... • REALTY ONE GROUP INSPIRATION
New
![5332 LOGGIA LN, KISSIMMEE, FL, 34758, Kissimmee, FL 34758]()
Cindy Certified
New
Highland Lakes
![6501 BORG ST, LEESBURG, FL, 34748, Leesburg, FL 34748]()
MLS TB8538306 • OPTIMA ONE REALTY, Matthew Griffi... • OPTIMA ONE REALTY
Want to learn more about 55+ communities in Winter Park?
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New
The Villages®
![1209 BARCELONA DR, THE VILLAGES, FL, 321..., The Villages, FL 32159]()
3 beds
|2 baths
|2,092 sq ft
|House
1209 BARCELONA DR, THE VILLAGES, FL, 321...
Community: The Villages®
MLS G5116597 • WORTH CLARK REALTY, Roxanne Ryan • WORTH CLARK REALTY
New
The Villages®
![1706 FLEMINGS PL, THE VILLAGES, FL, 3216..., The Villages, FL 32162]()
2 beds
|2 baths
|1,200 sq ft
|Villa
1706 FLEMINGS PL, THE VILLAGES, FL, 3216...
Community: The Villages®
MLS G5116514 • RE/MAX PREMIER REALTY, Guy William... • RE/MAX PREMIER REALTY
New
The Villages®
![1695 VINEWOOD AVE, THE VILLAGES, FL, 321..., The Villages, FL 32162]()
3 beds
|2 baths
|1,397 sq ft
|House
1695 VINEWOOD AVE, THE VILLAGES, FL, 321...
Community: The Villages®
MLS G5116537 • KELLER WILLIAMS CORNERSTONE RE, Ka... • KELLER WILLIAMS CORNERSTONE RE
New
The Villages®
![716 BOLIVAR ST, LADY LAKE, FL, 32159, Lady Lake, FL 32159]()
2 beds
|2 baths
|1,383 sq ft
|House
716 BOLIVAR ST, LADY LAKE, FL, 32159
Community: The Villages®
MLS O6435131 • REALTY ZOOM, Ryan Call • REALTY ZOOM
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
The Villages®
![490 LITTLE RIVER PATH, THE VILLAGES, FL,..., The Villages, FL 32162]()
3 beds
|2 baths
|1,887 sq ft
|House
490 LITTLE RIVER PATH, THE VILLAGES, FL,...
Community: The Villages®
MLS G5116276 • REALTY EXECUTIVES IN THE VILLAGES,... • REALTY EXECUTIVES IN THE VILLAGES
New
The Villages®
![1251 ALABAMA AVE, LADY LAKE, FL, 32159, Lady Lake, FL 32159]()
3 beds
|3 baths
|3,053 sq ft
|House
1251 ALABAMA AVE, LADY LAKE, FL, 32159
Community: The Villages®
MLS G5116422 • CHARLES RUTENBERG REALTY ORLANDO, ... • CHARLES RUTENBERG REALTY ORLANDO
New
The Villages®
![583 ARTEAGA WAY, THE VILLAGES, FL, 32162, The Villages, FL 32162]()
3 beds
|2 baths
|1,726 sq ft
|Villa
583 ARTEAGA WAY, THE VILLAGES, FL, 32162
Community: The Villages®
MLS G5116636 • COLDWELL BANKER VANGUARD LIFESTYLE... • COLDWELL BANKER VANGUARD LIFESTYLE REALTY
New
The Villages®
![2608 CASSO CT, THE VILLAGES, FL, 32162, The Villages, FL 32162]()
3 beds
|2 baths
|2,192 sq ft
|House
2608 CASSO CT, THE VILLAGES, FL, 32162
Community: The Villages®
MLS G5116637 • COLDWELL BANKER VANGUARD LIFESTYLE... • COLDWELL BANKER VANGUARD LIFESTYLE REALTY
New
The Villages®
![2527 BOTELLO AVE, THE VILLAGES, FL, 3216..., The Villages, FL 32162]()
3 beds
|2 baths
|1,392 sq ft
|House
2527 BOTELLO AVE, THE VILLAGES, FL, 3216...
Community: The Villages®
MLS G5116738 • COMPASS FLORIDA LLC, Michele Hart • COMPASS FLORIDA LLC
New
Highland Fairways
![1804 MASTERS LN, LAKELAND, FL, 33810, Lakeland, FL 33810]()
3 beds
|2 baths
|2,065 sq ft
|House
1804 MASTERS LN, LAKELAND, FL, 33810
Community: Highland Fairways
MLS L4964433 • DALTON WADE INC, Carolyn Christian • DALTON WADE INC
New
Silver Lakes
![2191 SILVER RE DR, LAKELAND, FL, 33810, Lakeland, FL 33810]()
2 beds
|2 baths
|1,812 sq ft
|House
2191 SILVER RE DR, LAKELAND, FL, 33810
Community: Silver Lakes
MLS L4964426 • KELLER WILLIAMS REALTY, Meghan Stu... • KELLER WILLIAMS REALTY
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New
![5349 SANDPINE HAVEN LN, PORT ORANGE, FL,..., Port Orange, FL 32128]()
Cindy Certified
New
The Lakes at Harmony
![3128 SONGBIRD CIR, HARMONY, FL, 34773, Harmony, FL 34773]()
2 beds
|2 baths
|1,408 sq ft
|House
3128 SONGBIRD CIR, HARMONY, FL, 34773
Community: The Lakes at Harmony
MLS O6435144 • ORCHARD BROKERAGE, LLC, Jamey Bris... • ORCHARD BROKERAGE, LLC
New
The Villages®
![1479 OLYMPIA ST, THE VILLAGES, FL, 32163, The Villages, FL 32163]()
2 beds
|2 baths
|1,188 sq ft
|Villa
1479 OLYMPIA ST, THE VILLAGES, FL, 32163
Community: The Villages®
MLS G5116703 • RE/MAX SELECT PARTNERS, Jacob Pfaf... • RE/MAX SELECT PARTNERS
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
Plantation Bay Golf & Country Club
![214 ASHWOOD CT, ORMOND BEACH, FL, 32174, Ormond Beach, FL 32174]()
3 beds
|3 baths
|2,995 sq ft
|House
214 ASHWOOD CT, ORMOND BEACH, FL, 32174
Community: Plantation Bay Golf & Country Club
MLS FC320836 • VENTURE DEVELOPMENT REALTY,INC, El... • VENTURE DEVELOPMENT REALTY,INC
New
Trilogy® Orlando
![312 SALT MARSH LN, GROVELAND, FL, 34736, Groveland, FL 34736]()
2 beds
|2 baths
|1,948 sq ft
|House
312 SALT MARSH LN, GROVELAND, FL, 34736
Community: Trilogy® Orlando
MLS G5116652 • KELLER WILLIAMS ELITE PARTNERS III... • KELLER WILLIAMS ELITE PARTNERS III REALTY
New
![4440 PAGOSA SPRINGS CIR, MELBOURNE, FL, ..., Melbourne, FL 32901]()
Cindy Certified
New
![13361 SE 101ST AVE, BELLEVIEW, FL, 34420, Belleview, FL 34420]()
Cindy Certified
New
Spruce Creek Country Club
![14179 SE 88TH CT, SUMMERFIELD, FL, 34491, Summerfield, FL 34491]()
2 beds
|2 baths
|1,699 sq ft
|House
14179 SE 88TH CT, SUMMERFIELD, FL, 34491
Community: Spruce Creek Country Club
MLS OM730589 • BROKER ASSOCIATES REALTY, Rich Den... • BROKER ASSOCIATES REALTY
New
Grand Haven
![4 CROSSBAR WAY, PALM COAST, FL, 32137, Palm Coast, FL 32137]()
MLS FC320841 • CULVER REALTY & PROPERTY MGMT, Tyc... • CULVER REALTY & PROPERTY MGMT
New
Spruce Creek Country Club
![9155 SE 134TH PL, SUMMERFIELD, FL, 34491, Summerfield, FL 34491]()
3 beds
|2 baths
|1,718 sq ft
|House
9155 SE 134TH PL, SUMMERFIELD, FL, 34491
Community: Spruce Creek Country Club
MLS OM727663 • BROKER ASSOCIATES REALTY, Rich Den... • BROKER ASSOCIATES REALTY
New
Pennbrooke Fairways
![328 GRAND VISTA TRL, LEESBURG, FL, 34748, Leesburg, FL 34748]()
3 beds
|2 baths
|1,937 sq ft
|House
328 GRAND VISTA TRL, LEESBURG, FL, 34748
Community: Pennbrooke Fairways
MLS G5116337 • KELLER WILLIAMS ELITE PARTNERS III... • KELLER WILLIAMS ELITE PARTNERS III REALTY
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New
The Timbers at Everlands
![1251 MIRAFLORES TRL, PALM BAY, FL, 32907, Palm Bay, FL 32907]()
2 beds
|2 baths
|1,310 sq ft
|Townhouse
1251 MIRAFLORES TRL, PALM BAY, FL, 32907
Community: The Timbers at Everlands
MLS 1085532 • Legacy Real Estate Partners, Joan K... • Legacy Real Estate Partners
New
![769 GRAND RESERVE DR, BUNNELL, FL, 32110, Bunnell, FL 32110]()
Cindy Certified
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?
2,715
homes
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REIN updates its listings on a daily basis. Data last updated: Aug 25, 2026.
This application does not include information on all of the properties available for sale at this time.
