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Winter Park, FL 55+ active adult communities & homes for sale
90 communities near Winter Park
2,487 homes near Winter Park
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4 rating (17 reviews)
![The Villages®]()
<$100k
- $1Ms
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
$300Ks
- $1Ms
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.
$100Ks
- $500Ks
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
- $300Ks
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
5 rating (3 reviews)
![Lake Ashton]()
$200Ks
- $800Ks
Lake Ashton, Lake Wales, FL
Resale Only
|
55+ age-restricted
|
Built 2002 - present
|
1,600 homes
$200Ks
- $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)
![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
- $500Ks
Trilogy® Orlando, Groveland, FL
Resale Only
|
55+ age-restricted
|
Built 2005 - 2022
|
1,500 homes
5 rating (8 reviews)
![Royal Highlands]()
$200Ks
- $500Ks
Royal Highlands, Leesburg, FL
Resale Only
|
55+ age-restricted
|
Built 1999 - 2006
|
1,500 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
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
Download the Ultimate 55+ Homebuying Guide
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$300Ks
- $800Ks
Del Webb at Viera, Melbourne, FL
New Construction
|
55+ age-restricted
|
Built 2021 - present
|
1,300 homes
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
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$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
$400Ks
- $700Ks
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
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
- $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
- $600Ks
Bridgewater at Viera, Melbourne, FL
Resale Only
|
55+ age-restricted
|
Built 2017 - 2023
|
870 homes
$200Ks
- $1Ms
The Country Club of Mount..., Mount Dora, FL
Resale Only
|
Age-targeted
|
Built 1991 - 2005
|
827 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
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Questions? Call us:
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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]()
$200Ks
- $400Ks
Royal Harbor, Tavares, FL
Resale Only
|
55+ age-restricted
|
Built 1999 - 2008
|
755 homes
$200Ks
- $500Ks
Lakeside Landings, Oxford, FL
New and Resale
|
Age-targeted
|
Built 2005 - present
|
700 homes
1 rating (1 reviews)
![Sullivan Ranch]()
$300Ks
- $600Ks
Sullivan Ranch, Mount Dora, FL
Resale Only
|
55+ age-restricted
|
Built 2005 - 2020
|
692 homes
Summer Trees
![6037 WHISPERING TREES LN, PORT ORANGE, F..., Port Orange, FL 32128]()
3 beds
|2 baths
|1,820 sq ft
|House
6037 WHISPERING TREES LN, PORT ORANGE, F...
Community: Summer Trees
MLS 1212722 • Heritage Realty Associates, Pam Aci...
Royal Highlands
![5619 PRINCE ANDREW CT, LEESBURG, FL, 347..., Leesburg, FL 34748]()
3 beds
|2 baths
|1,776 sq ft
|House
5619 PRINCE ANDREW CT, LEESBURG, FL, 347...
Community: Royal Highlands
MLS G5103006 • FLORIDA PLUS REALTY, LLC, Claire B...
Royal Highlands
![5124 LINKS LN, LEESBURG, FL, 34748, Leesburg, FL 34748]()
3 beds
|2 baths
|1,759 sq ft
|House
5124 LINKS LN, LEESBURG, FL, 34748
Community: Royal Highlands
MLS G5103861 • FLORIDA PLUS REALTY, LLC, Claire B...
Lake Ashton
![4429 TURNBERRY LN, LAKE WALES, FL, 33859, Lake Wales, FL 33859]()
3 beds
|2 baths
|1,847 sq ft
|House
4429 TURNBERRY LN, LAKE WALES, FL, 33859
Community: Lake Ashton
MLS P4936246 • COLDWELL BANKER REALTY, Julie Seay
Serenity Reserve
![2335 SYMPHONY CIR, SAINT CLOUD, FL, 3477..., Saint Cloud, FL 34771]()
3 beds
|4 baths
|2,625 sq ft
|House
2335 SYMPHONY CIR, SAINT CLOUD, FL, 3477...
Community: Serenity Reserve
MLS O6352975 • ROBERT SLACK LLC, Romesh Panchal
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Latitude Margaritaville
![842 ATTITUDE AVE, DAYTONA BEACH, FL, 321..., Daytona Beach, FL 32124]()
2 beds
|3 baths
|2,310 sq ft
|House
842 ATTITUDE AVE, DAYTONA BEACH, FL, 321...
Community: Latitude Margaritaville
MLS 1218439 • Bob Hodges and Sons Realty, Kelley ...
Baytree
![100 JUNIPER WAY, TAVARES, FL, 32778, Tavares, FL 32778]()
MLS G5102797 • COLDWELL BANKER VANGUARD EDGE, Aly...
Indian River Colony Club
![1484 INDEPENDENCE AVE, MELBOURNE, FL, 32..., Melbourne, FL 32940]()
3 beds
|2 baths
|1,728 sq ft
|House
1484 INDEPENDENCE AVE, MELBOURNE, FL, 32...
Community: Indian River Colony Club
MLS 1060790 • Four Star Real Estate LLC, Robin St...
Stonecrest
![12125 SE 175TH ST, SUMMERFIELD, FL, 3449..., Summerfield, FL 34491]()
3 beds
|2 baths
|1,695 sq ft
|House
12125 SE 175TH ST, SUMMERFIELD, FL, 3449...
Community: Stonecrest
MLS G5103820 • BHHS FLORIDA REALTY, Kristie Baumg...
Heritage Isle
![3664 GURRERO DR, MELBOURNE, FL, 32940, Melbourne, FL 32940]()
3 beds
|2 baths
|2,061 sq ft
|House
3664 GURRERO DR, MELBOURNE, FL, 32940
Community: Heritage Isle
MLS O6356266 • RE/MAX SOLUTIONS, Elisia Chan
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 Palm
![5415 SWORDFERN CT, PORT ORANGE, FL, 3212..., Port Orange, FL 32128]()
3 beds
|3 baths
|1,942 sq ft
|House
5415 SWORDFERN CT, PORT ORANGE, FL, 3212...
Community: Royal Palm
MLS NS1086360 • EXECUTIVE REALTY GROUP LLC, Lee T...
The Villages®
![520 SAINT ANDREWS BLVD, THE VILLAGES, FL..., The Villages, FL 32159]()
2 beds
|2 baths
|1,040 sq ft
|Manufactured Home
520 SAINT ANDREWS BLVD, THE VILLAGES, FL...
Community: The Villages®
MLS G5092940 • LPT REALTY, LLC, Rae Pearson
The Villages®
![3261 WISE WAY, THE VILLAGES, FL, 32163, The Villages, FL 32163]()
3 beds
|3 baths
|2,376 sq ft
|House
3261 WISE WAY, THE VILLAGES, FL, 32163
Community: The Villages®
MLS G5103385 • NEXTHOME ORANGE PREMIER REALTY, Sc...
Lake Ashton
![1394 OAKMONT DR, WINTER HAVEN, FL, 33884, Winter Haven, FL 33884]()
3 beds
|2 baths
|2,606 sq ft
|House
1394 OAKMONT DR, WINTER HAVEN, FL, 33884
Community: Lake Ashton
MLS L4952569 • AGILE GROUP REALTY, Cindy Thornton
Summer Trees
![102 UNDERBRUSH TRL, PORT ORANGE, FL, 321..., Port Orange, FL 32128]()
2 beds
|2 baths
|1,370 sq ft
|House
102 UNDERBRUSH TRL, PORT ORANGE, FL, 321...
Community: Summer Trees
MLS V4941482 • GAFF'S REALTY COMPANY, Tom Grasber...
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Sandpiper Golf & Country Club
![6132 MAGPIE DR, LAKELAND, FL, 33809, Lakeland, FL 33809]()
2 beds
|2 baths
|1,496 sq ft
|House
6132 MAGPIE DR, LAKELAND, FL, 33809
Community: Sandpiper Golf & Country Club
MLS TB8441116 • MARZUCCO REAL ESTATE, Danielle Jo...
The Villages®
![2530 FOXBRIDGE TER, THE VILLAGES, FL, 32..., The Villages, FL 32162]()
3 beds
|2 baths
|1,392 sq ft
|House
2530 FOXBRIDGE TER, THE VILLAGES, FL, 32...
Community: The Villages®
MLS OM710879 • REAL BROKER, LLC, Ashley Grieg
Summit Greens
![2366 PRAIRIE DUNES, CLERMONT, FL, 34711, Clermont, FL 34711]()
3 beds
|2 baths
|1,725 sq ft
|House
2366 PRAIRIE DUNES, CLERMONT, FL, 34711
Community: Summit Greens
MLS G5103325 • FLORIDA PLUS REALTY, LLC, Mary Mat...
Breakaway Trails
![8 FOX CLIFF WAY, ORMOND BEACH, FL, 32174, Ormond Beach, FL 32174]()
4 beds
|3 baths
|2,566 sq ft
|House
8 FOX CLIFF WAY, ORMOND BEACH, FL, 32174
Community: Breakaway Trails
MLS 1216580 • RE/MAX Signature, David Glidewell
Del Webb Sunbridge
![3135 VANGUARD CT, SAINT CLOUD, FL, 34771, Saint Cloud, FL 34771]()
4 beds
|4 baths
|2,813 sq ft
|House
3135 VANGUARD CT, SAINT CLOUD, FL, 34771
Community: Del Webb Sunbridge
MLS O6330680 • ARINTON REALTY, LLC, Jose Basabe
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®
![817 HIBISCUS DR, THE VILLAGES, FL, 32159, The Villages, FL 32159]()
2 beds
|2 baths
|1,092 sq ft
|Manufactured Home
817 HIBISCUS DR, THE VILLAGES, FL, 32159
Community: The Villages®
MLS G5102801 • REAL BROKER, LLC, Katy Kelly
Pennbrooke Fairways
![33409 PENNBROOKE PKWY, LEESBURG, FL, 347..., Leesburg, FL 34748]()
3 beds
|2 baths
|2,111 sq ft
|House
33409 PENNBROOKE PKWY, LEESBURG, FL, 347...
Community: Pennbrooke Fairways
MLS G5092982 • MAXREV LLC, Jayne Marvin
Plantation at Leesburg
![25129 RIVERWALK DR, LEESBURG, FL, 34748, Leesburg, FL 34748]()
2 beds
|2 baths
|2,063 sq ft
|House
25129 RIVERWALK DR, LEESBURG, FL, 34748
Community: Plantation at Leesburg
MLS G5096346 • CENTURY 21 MYERS REALTY, Cary Fier
Latitude Margaritaville
![351 LOST SHAKER WAY, DAYTONA BEACH, FL, ..., Daytona Beach, FL 32124]()
2 beds
|2 baths
|1,558 sq ft
|House
351 LOST SHAKER WAY, DAYTONA BEACH, FL, ...
Community: Latitude Margaritaville
MLS 1217079 • Bob Hodges and Sons Realty, Susan W...
Sandpiper Golf & Country Club
![6381 EGRET DR 28, LAKELAND, FL, 33809, Lakeland, FL 33809]()
2 beds
|2 baths
|941 sq ft
|Villa
6381 EGRET DR 28, LAKELAND, FL, 33809
Community: Sandpiper Golf & Country Club
MLS L4955500 • KELLER WILLIAMS REALTY SMART, Alle...
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Grand Haven
![67 LAGARE ST, PALM COAST, FL, 32137, Palm Coast, FL 32137]()
MLS FC310984 • TAKE ACTION PROPERTIES, LLC, Lucia...
Poinsettia Heights
![1818 SAN SALVADOR CT, WINTER HAVEN, FL, ..., Winter Haven, FL 33881]()
2 beds
|2 baths
|1,271 sq ft
|House
1818 SAN SALVADOR CT, WINTER HAVEN, FL, ...
Community: Poinsettia Heights
MLS P4935578 • KELLER WILLIAMS REALTY SMART 1, Br...
Sullivan Ranch
![22035 BELGIAN CT, MOUNT DORA, FL, 32757, Mount Dora, FL 32757]()
3 beds
|2 baths
|1,663 sq ft
|Villa
22035 BELGIAN CT, MOUNT DORA, FL, 32757
Community: Sullivan Ranch
MLS O6356010 • SPARROW REALTY & RENTALS, Marc Spe...
Spruce Creek Country Club
![9063 SE 120TH LOOP, SUMMERFIELD, FL, 344..., Summerfield, FL 34491]()
2 beds
|2 baths
|1,346 sq ft
|House
9063 SE 120TH LOOP, SUMMERFIELD, FL, 344...
Community: Spruce Creek Country Club
MLS OM712093 • EXP REALTY LLC, Kelly LaFave
Trilogy® Orlando
![623 CONSERVATION BLVD, GROVELAND, FL, 34..., Groveland, FL 34736]()
3 beds
|3 baths
|2,360 sq ft
|House
623 CONSERVATION BLVD, GROVELAND, FL, 34...
Community: Trilogy® Orlando
MLS G5103706 • COMMUNITY ELITE REALTY, Nancy Aitk...
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®
![16900 SE 81ST ELLERSLIE CT, THE VILLAGES..., The Villages, FL 32162]()
2 beds
|2 baths
|1,160 sq ft
|Villa
16900 SE 81ST ELLERSLIE CT, THE VILLAGES...
Community: The Villages®
MLS OM711133 • KELLER WILLIAMS CORNERSTONE RE, Cr...
Del Webb at Viera
![2914 KARELIAN DR, MELBOURNE, FL, 32940, Melbourne, FL 32940]()
3 beds
|3 baths
|2,259 sq ft
|House
2914 KARELIAN DR, MELBOURNE, FL, 32940
Community: Del Webb at Viera
MLS 1034575 • Viera Builders Realty, Inc., C Scot...
Royal Highlands
![5610 KING JAMES AVE, LEESBURG, FL, 34748, Leesburg, FL 34748]()
3 beds
|2 baths
|1,606 sq ft
|House
5610 KING JAMES AVE, LEESBURG, FL, 34748
Community: Royal Highlands
MLS G5103826 • RE/MAX PREMIER REALTY, Hope Wilson
Silver Lakes
![2206 SILVER LAKES DR, LAKELAND, FL, 3381..., Lakeland, FL 33810]()
3 beds
|2 baths
|1,597 sq ft
|House
2206 SILVER LAKES DR, LAKELAND, FL, 3381...
Community: Silver Lakes
MLS L4956889 • REMAX EXPERTS, Kara Severit
Huntington at Hunter's Ridge
![42 HUNTINGTON PL, ORMOND BEACH, FL, 3217..., Ormond Beach, FL 32174]()
4 beds
|2 baths
|2,003 sq ft
|House
42 HUNTINGTON PL, ORMOND BEACH, FL, 3217...
Community: Huntington at Hunter's Ridge
MLS V4945587 • RE/MAX SIGNATURE, Rola Michael
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(888) 625-4885
The Villages®
![4280 GALE LN, THE VILLAGES, FL, 32163, The Villages, FL 32163]()
3 beds
|2 baths
|1,440 sq ft
|Villa
4280 GALE LN, THE VILLAGES, FL, 32163
Community: The Villages®
MLS G5103666 • HOAD REALTY GROUP LLC, Lisa Hoad
Traditions at Lake Ruby
![3686 PLYMOUTH DR, WINTER HAVEN, FL, 3388..., Winter Haven, FL 33884]()
4 beds
|3 baths
|2,404 sq ft
|House
3686 PLYMOUTH DR, WINTER HAVEN, FL, 3388...
Community: Traditions at Lake Ruby
MLS P4936787 • CENTURY 21 MYERS REALTY LAKE WALES...
Highland Fairways
![3341 HIGHLAND FAIRWAYS BLVD, LAKELAND, F..., Lakeland, FL 33810]()
2 beds
|2 baths
|1,235 sq ft
|House
3341 HIGHLAND FAIRWAYS BLVD, LAKELAND, F...
Community: Highland Fairways
MLS L4952748 • REMAX EXPERTS, Lorrie Clark
Arlington Ridge
![4411 WINCHESTER CT, LEESBURG, FL, 34748, Leesburg, FL 34748]()
3 beds
|2 baths
|2,428 sq ft
|House
4411 WINCHESTER CT, LEESBURG, FL, 34748
Community: Arlington Ridge
MLS G5100901 • FLORIDA PLUS REALTY, LLC, Tonya Ti...
Del Webb Sunbridge
![2458 CLIFF WAY, SAINT CLOUD, FL, 34771, Saint Cloud, FL 34771]()
2 beds
|2 baths
|1,584 sq ft
|Townhouse
2458 CLIFF WAY, SAINT CLOUD, FL, 34771
Community: Del Webb Sunbridge
MLS O6343338 • COLDWELL BANKER REALTY, Cherry St ...
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2,487
homes
near Winter Park
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