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Winter Park, FL 55+ active adult communities & homes for sale - Page 62
90 communities near Winter Park
2,513 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
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
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
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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 (3 reviews)
![Stonecrest]()
$200ks
- $500ks
Stonecrest, Summerfield, FL
New and Resale
|
55+ age-restricted
|
Built 1990 - present
|
2,200 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)
![Lake Ashton]()
$200ks
- $500ks
Lake Ashton, Lake Wales, FL
Resale Only
|
55+ age-restricted
|
Built 2002 - present
|
1,600 homes
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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 (8 reviews)
![Royal Highlands]()
$200ks
- $400ks
Royal Highlands, Leesburg, FL
Resale Only
|
55+ age-restricted
|
Built 1999 - 2006
|
1,500 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 (7 reviews)
![Kings Ridge]()
$200ks
- $400ks
Kings Ridge, Clermont, FL
Resale Only
|
55+ age-restricted
|
Built 1995 - 2000
|
2,088 homes
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$200ks
- $800ks
Grand Haven, Palm Coast, FL
New and Resale
|
Age-targeted
|
Built 1997 - present
|
1,901 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
$300ks
- $1Ms
Halifax Plantation, Ormond Beach, FL
New and Resale
|
Age-targeted
|
Built 1980 - present
|
1,000 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.
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
2.8 rating (6 reviews)
![Arlington Ridge]()
$200ks
- $500ks
Arlington Ridge, Leesburg, FL
New and Resale
|
55+ age-restricted
|
Built 2005 - present
|
629 homes
$100ks
- $600ks
Pelican Bay Daytona Beach, Daytona Beach, FL
Resale Only
|
Age-targeted
|
Built 1980 - 2006
|
1,806 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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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
1 rating (1 reviews)
![Sullivan Ranch]()
$200ks
- $500ks
Sullivan Ranch, Mount Dora, FL
Resale Only
|
55+ age-restricted
|
Built 2005 - 2020
|
692 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 (2 reviews)
![Heritage Isle]()
$300ks
- $500ks
Heritage Isle, Viera, FL
Resale Only
|
55+ age-restricted
|
Built 2005 - 2017
|
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.
4.8 rating (6 reviews)
![Highland Lakes]()
$100ks
- $200ks
Highland Lakes, Leesburg, FL
Resale Only
|
55+ age-restricted
|
Built 1990 - 1999
|
938 homes
5 rating (1 reviews)
![Royal Harbor]()
$200ks
- $800ks
Royal Harbor, Tavares, FL
Resale Only
|
55+ age-restricted
|
Built 1999 - 2008
|
755 homes
5 rating (8 reviews)
![Pennbrooke Fairways]()
<$100k
- $300ks
Pennbrooke Fairways, Leesburg, FL
Resale Only
|
55+ age-restricted
|
Built 1980 - 2004
|
1,200 homes
$300ks
- $600ks
Four Seasons at Orlando, Kissimmee, FL
New Construction
|
55+ age-restricted
|
Built 2017 - present
|
557 homes
5 rating (1 reviews)
![Cresswind at Victoria Gar...]()
$200ks
- $600ks
Cresswind at Victoria Gar..., DeLand, FL
Resale Only
|
55+ age-restricted
|
Built 2001 - 2022
|
1,070 homes
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$100ks
- $200ks
Scottish Highlands, Leesburg, FL
Resale Only
|
55+ age-restricted
|
Built 1983 - 1992
|
653 homes
3.8 rating (5 reviews)
![Traditions at Lake Ruby]()
$200ks
- $300ks
Traditions at Lake Ruby, Winter Haven, FL
Resale Only
|
55+ age-restricted
|
Built 2005 - 2020
|
552 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
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
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
Tohoqua Reserve, Kissimmee, FL
New Construction
|
55+ age-restricted
|
Built 2021 - present
|
258 homes
$200ks
- $400ks
The Lakes at Harmony, Harmony, FL
New and Resale
|
55+ age-restricted
|
Built 2016 - present
|
400 homes
$200ks
- $400ks
Summer Trees, Port Orange, FL
Resale Only
|
55+ age-restricted
|
Built 1976 - 2005
|
500 homes
$400ks
- $800ks
Breakaway Trails, Ormond Beach, FL
New and Resale
|
Age-targeted
|
Built 1985 - present
|
976 homes
Want to learn more about 55+ communities in Winter Park?
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Questions? Call us:
(888) 625-4885
$100ks
- $200ks
Foxwood Lake Estates, Lakeland, FL
Resale Only
|
55+ age-restricted
|
Built 1982 - 1987
|
545 homes
Solivita
![702 TORREY PINES WAY WAY, POINCIANA, FL,..., Poinciana, FL 34759]()
3 beds
|3 baths
|2,190 sq ft
|House
702 TORREY PINES WAY WAY, POINCIANA, FL,...
Community: Solivita
MLS 2077347 • MARYKATE & CO REALTY, MARY KATHLEEN...
Cresswind at Victoria Gardens
![1079 LINCOLNSHIRE DR, DELAND, FL, 32724, Deland, FL 32724]()
2 beds
|2 baths
|1,651 sq ft
|House
1079 LINCOLNSHIRE DR, DELAND, FL, 32724
Community: Cresswind at Victoria Gardens
MLS V4941300 • CHARLES RUTENBERG REALTY ORLANDO, ...
The Villages®
![1007 ALOHA WAY, THE VILLAGES, FL, 32159, The Villages, FL 32159]()
2 beds
|2 baths
|1,152 sq ft
|Mobile Home
1007 ALOHA WAY, THE VILLAGES, FL, 32159
Community: The Villages®
MLS G5094400 • REALTY EXECUTIVES IN THE VILLAGES,...
Harbor Hills Country Club
![6200 TOPSAIL RD, LADY LAKE, FL, 32159, Lady Lake, FL 32159]()
2 beds
|2 baths
|1,537 sq ft
|Villa
6200 TOPSAIL RD, LADY LAKE, FL, 32159
Community: Harbor Hills Country Club
MLS G5094340 • HARBOR HILLS SALES, INC, Sean Rich
Royal Highlands
![20751 QUEEN ALEXANDRA DR, LEESBURG, FL, ..., Leesburg, FL 34748]()
3 beds
|3 baths
|2,224 sq ft
|House
20751 QUEEN ALEXANDRA DR, LEESBURG, FL, ...
Community: Royal Highlands
MLS G5094138 • VANGIE BERRY SIGNATURE REALTY, Ang...
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Plantation at Leesburg
![3909 RIVER CREST CIR, LEESBURG, FL, 3474..., Leesburg, FL 34748]()
3 beds
|2 baths
|1,690 sq ft
|House
3909 RIVER CREST CIR, LEESBURG, FL, 3474...
Community: Plantation at Leesburg
MLS G5093974 • FLAMINGO REAL ESTATE & MNGMT, Kody...
Plantation at Leesburg
![25527 OAK ALY, LEESBURG, FL, 34748, Leesburg, FL 34748]()
2 beds
|2 baths
|1,518 sq ft
|House
25527 OAK ALY, LEESBURG, FL, 34748
Community: Plantation at Leesburg
MLS G5093909 • CARLINO REAL ESTATE GROUP INC, Mar...
The Villages®
![2935 CEDAR GROVE LOOP, THE VILLAGES, FL,..., The Villages, FL 32163]()
3 beds
|2 baths
|3,466 sq ft
|House
2935 CEDAR GROVE LOOP, THE VILLAGES, FL,...
Community: The Villages®
MLS G5093034 • REALTY EXECUTIVES IN THE VILLAGES,...
Carmel Condominium
![1420 HUNTINGTON LN 2304, ROCKLEDGE, FL, ..., Rockledge, FL 32955]()
2 beds
|2 baths
|1,008 sq ft
|Condo
1420 HUNTINGTON LN 2304, ROCKLEDGE, FL, ...
Community: Carmel Condominium
MLS 1039122 • Ellingson Properties, Gregory Ellin...
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.
Summit Greens
![993 EVEREST ST, CLERMONT, FL, 34711, Clermont, FL 34711]()
MLS S5121766 • CENTURY 21 WOLF'S CROSSING REALTY,...
Carmel Condominium
![1420 HUNTINGTON LN 2101, ROCKLEDGE, FL, ..., Rockledge, FL 32955]()
2 beds
|2 baths
|1,228 sq ft
|Condo
1420 HUNTINGTON LN 2101, ROCKLEDGE, FL, ...
Community: Carmel Condominium
MLS 1038868 • Ellingson Properties, Gregory Ellin...
Stonecrest
![12225 SE 173RD PL, SUMMERFIELD,, FL, 344..., Summerfield,, FL 34491]()
3 beds
|2 baths
|1,475 sq ft
|House
12225 SE 173RD PL, SUMMERFIELD,, FL, 344...
Community: Stonecrest
MLS G5093609 • CHARLES RUTENBERG REALTY ORLANDO, ...
Plantation Bay Golf & Country Club
![842 ALDENHAM LN, ORMOND BEACH, FL, 32174, Ormond Beach, FL 32174]()
2 beds
|2 baths
|1,562 sq ft
|Townhouse
842 ALDENHAM LN, ORMOND BEACH, FL, 32174
Community: Plantation Bay Golf & Country Club
MLS 1210070 • Premier Sotheby's International Rea...
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Trilogy® Orlando
![112 FLAME VINE WAY, GROVELAND, FL, 34736, Groveland, FL 34736]()
2 beds
|2 baths
|1,556 sq ft
|House
112 FLAME VINE WAY, GROVELAND, FL, 34736
Community: Trilogy® Orlando
MLS G5093580 • WATSON REALTY CORP., REALTORS, Mic...
Gatherings of Lake Nona
![7545 LAUREATE BLVD 7203, ORLANDO, FL, 32..., Orlando, FL 32827]()
2 beds
|2 baths
|1,549 sq ft
|Condo
7545 LAUREATE BLVD 7203, ORLANDO, FL, 32...
Community: Gatherings of Lake Nona
MLS O6284954 • KELLER WILLIAMS ADVANTAGE REALTY, ...
Vienna Square
![1703 LINZ CT, WINTER HAVEN, FL, 33884, Winter Haven, FL 33884]()
2 beds
|2 baths
|1,164 sq ft
|Villa
1703 LINZ CT, WINTER HAVEN, FL, 33884
Community: Vienna Square
MLS P4933885 • DGCF REALTY ADVISORS LLC, Austin S...
Lakes of Mount Dora
![3969 KENNEBUNK LOOP, MOUNT DORA, FL, 327..., Mount Dora, FL 32757]()
2 beds
|2 baths
|1,402 sq ft
|House
3969 KENNEBUNK LOOP, MOUNT DORA, FL, 327...
Community: Lakes of Mount Dora
MLS O6283826 • DR HORTON REALTY OF CENTRAL FLORID...
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®
![1532 W SCHWARTZ BLVD, LADY LAKE, FL, 321..., Lady Lake, FL 32159]()
2 beds
|2 baths
|1,092 sq ft
|Manufactured Home
1532 W SCHWARTZ BLVD, LADY LAKE, FL, 321...
Community: The Villages®
MLS G5093052 • US REALTY HUB LLC, Tina Alsina
Heritage Isle
![3140 LE CONTE ST, MELBOURNE, FL, 32940, Melbourne, FL 32940]()
2 beds
|2 baths
|1,407 sq ft
|Townhouse
3140 LE CONTE ST, MELBOURNE, FL, 32940
Community: Heritage Isle
MLS 1038080 • Kimco Real Estate, Kim Forbes Stewa...
Solivita
![159 VENTANA DR, KISSIMMEE, FL, 34759, Kissimmee, FL 34759]()
MLS S5120654 • FAIRWAY REALTY OF SOLIVITA, Bonnie...
Heritage Isle
![7174 EGBERT ST, MELBOURNE, FL, 32940, Melbourne, FL 32940]()
3 beds
|2 baths
|1,770 sq ft
|House
7174 EGBERT ST, MELBOURNE, FL, 32940
Community: Heritage Isle
MLS 1038008 • Thomas J. O Brien, Thomas J O Brien
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Sullivan Ranch
![22004 BELGIAN CT, MOUNT DORA, FL, 32757, Mount Dora, FL 32757]()
3 beds
|2 baths
|1,437 sq ft
|House
22004 BELGIAN CT, MOUNT DORA, FL, 32757
Community: Sullivan Ranch
MLS W7872180 • HOME LAND REAL ESTATE INC, Elizabe...
Del Webb Orlando
![280 DEL SOL AVE, DAVENPORT, FL, 33837, Davenport, FL 33837]()
3 beds
|2 baths
|2,365 sq ft
|House
280 DEL SOL AVE, DAVENPORT, FL, 33837
Community: Del Webb Orlando
MLS S5120347 • RIDGE REALTY GROUP LLC, Deborah Ba...
The Villages®
![1613 CHERRY HILL RD, THE VILLAGES, FL, 3..., The Villages, FL 32159]()
2 beds
|2 baths
|1,357 sq ft
|House
1613 CHERRY HILL RD, THE VILLAGES, FL, 3...
Community: The Villages®
MLS G5092223 • FLORIDA FINE HOMES REALTY, LLC, Ca...
The Villages®
![901 CHULA CT, THE VILLAGES, FL, 32159, The Villages, FL 32159]()
2 beds
|2 baths
|1,248 sq ft
|House
901 CHULA CT, THE VILLAGES, FL, 32159
Community: The Villages®
MLS G5092725 • FLORIDA FINE HOMES REALTY, LLC, Ca...
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.
Summer Trees
![109 CROOKED PINE RD, PORT ORANGE, FL, 32..., Port Orange, FL 32128]()
2 beds
|2 baths
|1,106 sq ft
|House
109 CROOKED PINE RD, PORT ORANGE, FL, 32...
Community: Summer Trees
MLS 1209437 • Heritage Realty Associates, Lori Cl...
Plantation Bay Golf & Country Club
![51 BAY POINTE DR, ORMOND BEACH, FL, 3217..., Ormond Beach, FL 32174]()
3 beds
|2 baths
|1,996 sq ft
|House
51 BAY POINTE DR, ORMOND BEACH, FL, 3217...
Community: Plantation Bay Golf & Country Club
MLS 1209215 • Realty Evolution Inc, Marsha Thayer
Lakes at Laurel Highlands
![2816 IVY LAKE CT, LAKELAND, FL, 33811, Lakeland, FL 33811]()
5 beds
|3 baths
|2,696 sq ft
|House
2816 IVY LAKE CT, LAKELAND, FL, 33811
Community: Lakes at Laurel Highlands
MLS L4950519 • COLDWELL BANKER REALTY, Lori Edwar...
Lakes of Mount Dora
![8456 NORWICH WAY, MOUNT DORA, FL, 32757, Mount Dora, FL 32757]()
3 beds
|3 baths
|2,460 sq ft
|House
8456 NORWICH WAY, MOUNT DORA, FL, 32757
Community: Lakes of Mount Dora
MLS O6278226 • KELLER WILLIAMS LEGACY, Thomas Hix...
Kings Ridge
![3667 KINGSWOOD CT, CLERMONT, FL, 34711, Clermont, FL 34711]()
2 beds
|2 baths
|1,552 sq ft
|House
3667 KINGSWOOD CT, CLERMONT, FL, 34711
Community: Kings Ridge
MLS O6275507 • FLORIDA PRESTIGIOUS HOMES INC, Ian...
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Del Webb Orlando
![336 DEL SOL AVE, DAVENPORT, FL, 33837, Davenport, FL 33837]()
3 beds
|3 baths
|2,086 sq ft
|House
336 DEL SOL AVE, DAVENPORT, FL, 33837
Community: Del Webb Orlando
MLS S5118919 • RIDGE REALTY GROUP LLC, Stephen Ne...
Heritage - The Cottages of Sanders Grove
![6342 SANDERS GROVE CIR, OKAHUMPKA, FL, 3..., Okahumpka, FL 34762]()
3 beds
|2 baths
|1,788 sq ft
|House
6342 SANDERS GROVE CIR, OKAHUMPKA, FL, 3...
Community: Heritage - The Cottages of Sanders Grove
MLS G5091903 • ERA GRIZZARD REAL ESTATE, Craig Yo...
Halifax Plantation
![3169 CONNEMARA DR, ORMOND BEACH, FL, 321..., Ormond Beach, FL 32174]()
3 beds
|2 baths
|1,919 sq ft
|House
3169 CONNEMARA DR, ORMOND BEACH, FL, 321...
Community: Halifax Plantation
MLS V4940513 • CENTURY 21 SUNDANCE REALTY, Nicole...
Royal Highlands
![5004 SAINT ANDREWS ARC, LEESBURG, FL, 34..., Leesburg, FL 34748]()
2 beds
|2 baths
|1,483 sq ft
|House
5004 SAINT ANDREWS ARC, LEESBURG, FL, 34...
Community: Royal Highlands
MLS G5090900 • FLORIDA PLUS REALTY, LLC, Tonya Ti...
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.
Pennbrooke Fairways
![32712 TIMBERWOOD DR, LEESBURG, FL, 34748, Leesburg, FL 34748]()
3 beds
|2 baths
|1,909 sq ft
|House
32712 TIMBERWOOD DR, LEESBURG, FL, 34748
Community: Pennbrooke Fairways
MLS O6273298 • VELEZ COURTESY MANAGEMENT, Gerry K...
Spruce Creek Country Club
![12592 SE 97TH TERRACE RD, SUMMERFIELD, F..., Summerfield, FL 34491]()
3 beds
|2 baths
|2,413 sq ft
|House
12592 SE 97TH TERRACE RD, SUMMERFIELD, F...
Community: Spruce Creek Country Club
MLS G5091462 • PREMIER SOTHEBYS INT'L REALTY, Kei...
Four Seasons at Orlando
![1987 KEY BAY TRL, KISSIMMEE, FL, 34747, Kissimmee, FL 34747]()
2 beds
|2 baths
|1,437 sq ft
|Villa
1987 KEY BAY TRL, KISSIMMEE, FL, 34747
Community: Four Seasons at Orlando
MLS O6270026 • KELLER WILLIAMS ADVANTAGE III, Nat...
Plantation Bay Golf & Country Club
![1221 HARWICK LN, ORMOND BEACH, FL, 32174, Ormond Beach, FL 32174]()
3 beds
|2 baths
|2,151 sq ft
|House
1221 HARWICK LN, ORMOND BEACH, FL, 32174
Community: Plantation Bay Golf & Country Club
MLS FC306494 • ADAMS, CAMERON & CO., REALTORS, Ry...
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Solivita
![2448 PALM TREE DR, KISSIMMEE, FL, 34759, Kissimmee, FL 34759]()
MLS S5117943 • PELLEGO, LLC, Paul Maiatico
Venetian Bay
![3069 ISLES WAY, NEW SMYRNA BEACH, FL, 32..., New Smyrna Beach, FL 32168]()
2 beds
|2 baths
|1,003 sq ft
|Townhouse
3069 ISLES WAY, NEW SMYRNA BEACH, FL, 32...
Community: Venetian Bay
MLS NS1083506 • EXIT REAL ESTATE PROPERTY SOL, Ca...
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2,513
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