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Winter Park, FL 55+ active adult communities & homes for sale - Page 57
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
Heritage Isle
![6939 MCGRADY DR, MELBOURNE, FL, 32940, Melbourne, FL 32940]()
3 beds
|2 baths
|2,015 sq ft
|House
6939 MCGRADY DR, MELBOURNE, FL, 32940
Community: Heritage Isle
MLS 1055131 • Denovo Realty, Rachael Renee Hull
Solivita
![141 LEMON GROVE DR, KISSIMMEE, FL, 34759, Kissimmee, FL 34759]()
MLS S5132413 • PELLEGO, LLC, Stan Wilson
The Villages®
![1497 ALEXANDRIA PL, THE VILLAGES, FL, 32..., The Villages, FL 32162]()
2 beds
|2 baths
|1,132 sq ft
|Villa
1497 ALEXANDRIA PL, THE VILLAGES, FL, 32...
Community: The Villages®
MLS G5100937 • EXP REALTY LLC, Dena Manning
Sullivan Ranch
![30308 LIPIZZAN TER, MOUNT DORA, FL, 3275..., Mount Dora, FL 32757]()
3 beds
|2 baths
|1,769 sq ft
|Villa
30308 LIPIZZAN TER, MOUNT DORA, FL, 3275...
Community: Sullivan Ranch
MLS G5100916 • COLDWELL BANKER VANGUARD EDGE, Mic...
Spruce Creek South
![17551 SE 96TH CT, SUMMERFIELD, FL, 34491, Summerfield, FL 34491]()
3 beds
|2 baths
|1,498 sq ft
|House
17551 SE 96TH CT, SUMMERFIELD, FL, 34491
Community: Spruce Creek South
MLS G5100914 • RE/MAX FOXFIRE - SUMMERFIELD, Jill...
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Breakaway Trails
![8 WILD CREEK WAY, ORMOND BEACH, FL, 3217..., Ormond Beach, FL 32174]()
5 beds
|4 baths
|3,367 sq ft
|House
8 WILD CREEK WAY, ORMOND BEACH, FL, 3217...
Community: Breakaway Trails
MLS 1216806 • Oceans Luxury Realty Full Service L...
Highland Fairways
![2324 SEA ISLAND CIR, LAKELAND, FL, 33810, Lakeland, FL 33810]()
2 beds
|2 baths
|1,355 sq ft
|House
2324 SEA ISLAND CIR, LAKELAND, FL, 33810
Community: Highland Fairways
MLS L4955169 • LAKELAND REAL ESTATE GROUP, Petra ...
Spruce Creek Country Club
![12896 SE 91ST TERRACE RD, SUMMERFIELD, F..., Summerfield, FL 34491]()
3 beds
|2 baths
|1,935 sq ft
|House
12896 SE 91ST TERRACE RD, SUMMERFIELD, F...
Community: Spruce Creek Country Club
MLS OM707637 • RE/MAX PREMIER REALTY LADY LK, Jay...
Plantation Bay Golf & Country Club
![21 JASMINE RUN, ORMOND BEACH, FL, 32174, Ormond Beach, FL 32174]()
2 beds
|2 baths
|1,424 sq ft
|House
21 JASMINE RUN, ORMOND BEACH, FL, 32174
Community: Plantation Bay Golf & Country Club
MLS 1216701 • Venture Development Realty, Inc, Sc...
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.
Huntington at Hunter's Ridge
![51 WRENDALE LOOP, ORMOND BEACH, FL, 3217..., Ormond Beach, FL 32174]()
2 beds
|2 baths
|1,603 sq ft
|House
51 WRENDALE LOOP, ORMOND BEACH, FL, 3217...
Community: Huntington at Hunter's Ridge
MLS 1216716 • Realty Pros Assured, Aillyn Gildon
Lake Ashton
![5357 HOGAN LN, WINTER HAVEN, FL, 33884, Winter Haven, FL 33884]()
3 beds
|2 baths
|2,363 sq ft
|House
5357 HOGAN LN, WINTER HAVEN, FL, 33884
Community: Lake Ashton
MLS P4935902 • A+ REALTY LLC, Emily Muscarella
Pennbrooke Fairways
![721 TIMBERCREST DR, LEESBURG, FL, 34748, Leesburg, FL 34748]()
3 beds
|2 baths
|1,667 sq ft
|House
721 TIMBERCREST DR, LEESBURG, FL, 34748
Community: Pennbrooke Fairways
MLS G5100419 • ERA GRIZZARD REAL ESTATE, Dalemari...
Venetian Bay
![668 JUNONIA BLVD, NEW SMYRNA BEACH, FL, ..., New Smyrna Beach, FL 32168]()
5 beds
|4 baths
|3,221 sq ft
|House
668 JUNONIA BLVD, NEW SMYRNA BEACH, FL, ...
Community: Venetian Bay
MLS O6334879 • TAYLOR MORRISON REALTY OF FLORIDA ...
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Venetian Bay
![672 JUNONIA BLVD, NEW SMYRNA BEACH, FL, ..., New Smyrna Beach, FL 32168]()
4 beds
|4 baths
|2,748 sq ft
|House
672 JUNONIA BLVD, NEW SMYRNA BEACH, FL, ...
Community: Venetian Bay
MLS O6334874 • TAYLOR MORRISON REALTY OF FLORIDA ...
Plantation at Leesburg
![24502 PARLANGE CT, LEESBURG, FL, 34748, Leesburg, FL 34748]()
2 beds
|2 baths
|1,880 sq ft
|House
24502 PARLANGE CT, LEESBURG, FL, 34748
Community: Plantation at Leesburg
MLS G5100654 • COLDWELL BANKER VANGUARD EDGE, Deb...
Royal Highlands
![4917 KELSO ST, LEESBURG, FL, 34748, Leesburg, FL 34748]()
3 beds
|2 baths
|1,601 sq ft
|House
4917 KELSO ST, LEESBURG, FL, 34748
Community: Royal Highlands
MLS G5100437 • FLORIDA PLUS REALTY, LLC, Tonya Ti...
Traditions at Lake Ruby
![3923 BALDWIN LN, WINTER HAVEN, FL, 33884, Winter Haven, FL 33884]()
3 beds
|2 baths
|1,719 sq ft
|House
3923 BALDWIN LN, WINTER HAVEN, FL, 33884
Community: Traditions at Lake Ruby
MLS P4935847 • LPT REALTY, LLC, Brian Reeves
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®
![4157 COLLERETTE CT, THE VILLAGES, FL, 32..., The Villages, FL 32163]()
3 beds
|2 baths
|1,949 sq ft
|House
4157 COLLERETTE CT, THE VILLAGES, FL, 32...
Community: The Villages®
MLS G5100610 • IM REALTY, Ira Miller
High Vista at Ridgewood Lakes
![221 PRATHER DR, DAVENPORT, FL, 33837, Davenport, FL 33837]()
2 beds
|2 baths
|1,435 sq ft
|House
221 PRATHER DR, DAVENPORT, FL, 33837
Community: High Vista at Ridgewood Lakes
MLS O6334475 • PALMANO GROUP RE BROKERAGE LLC, Jo...
Del Webb Sunbridge
![6376 SHIMMERING SHORES LN, ST CLOUD, FL,..., St Cloud, FL 34771]()
2 beds
|2 baths
|1,781 sq ft
|House
6376 SHIMMERING SHORES LN, ST CLOUD, FL,...
Community: Del Webb Sunbridge
MLS O6334315 • GALLOWAY REAL ESTATE, Sidney Gallo...
Spruce Creek Country Club
![13089 SE 86TH CT, SUMMERFIELD, FL, 34491, Summerfield, FL 34491]()
2 beds
|2 baths
|1,870 sq ft
|House
13089 SE 86TH CT, SUMMERFIELD, FL, 34491
Community: Spruce Creek Country Club
MLS G5100565 • RE/MAX FOXFIRE - SUMMERFIELD, Caro...
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The Villages®
![4406 CREIGHTON LOOP, THE VILLAGES, FL, 3..., The Villages, FL 32163]()
3 beds
|2 baths
|2,061 sq ft
|House
4406 CREIGHTON LOOP, THE VILLAGES, FL, 3...
Community: The Villages®
MLS G5100580 • WORTH CLARK REALTY, Nathan Piotrow...
Spruce Creek Country Club
![12150 SE 91ST TER, SUMMERFIELD, FL, 3449..., Summerfield, FL 34491]()
2 beds
|2 baths
|1,870 sq ft
|House
12150 SE 91ST TER, SUMMERFIELD, FL, 3449...
Community: Spruce Creek Country Club
MLS G5100462 • RE/MAX PREMIER REALTY LADY LK, Rob...
Traditions at Lake Ruby
![3614 PLYMOUTH DR, WINTER HAVEN, FL, 3388..., Winter Haven, FL 33884]()
3 beds
|2 baths
|2,109 sq ft
|House
3614 PLYMOUTH DR, WINTER HAVEN, FL, 3388...
Community: Traditions at Lake Ruby
MLS P4935794 • CENTURY 21 MYERS REALTY LAKE WALES...
Lake James
![7895 LAKE JAMES BLVD, LAKELAND, FL, 3381..., Lakeland, FL 33810]()
3 beds
|2 baths
|1,886 sq ft
|House
7895 LAKE JAMES BLVD, LAKELAND, FL, 3381...
Community: Lake James
MLS L4954926 • COLDWELL BANKER REALTY, Nicole Alv...
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®
![3772 VISCAYA CT, THE VILLAGES, FL, 32163, The Villages, FL 32163]()
2 beds
|2 baths
|1,156 sq ft
|Villa
3772 VISCAYA CT, THE VILLAGES, FL, 32163
Community: The Villages®
MLS G5100399 • REALTY EXECUTIVES IN THE VILLAGES,...
Stonecrest
![17435 SE 112TH AVE, SUMMERFIELD, FL, 344..., Summerfield, FL 34491]()
3 beds
|2 baths
|1,682 sq ft
|House
17435 SE 112TH AVE, SUMMERFIELD, FL, 344...
Community: Stonecrest
MLS OM706907 • RE/MAX PREMIER REALTY LADY LK, Don...
Grand Haven
![19 LAKEVIEW LN, PALM COAST, FL, 32137, Palm Coast, FL 32137]()
MLS FC311591 • EXP REALTY LLC, TERRY HOOKER
The Villages®
![16822 SE 80TH BELLAVISTA CIR, THE VILLAG..., The Villages, FL 32162]()
3 beds
|2 baths
|1,995 sq ft
|House
16822 SE 80TH BELLAVISTA CIR, THE VILLAG...
Community: The Villages®
MLS G5100420 • REALTY EXECUTIVES IN THE VILLAGES,...
Venetian Bay
![3583 MARIBELLA DR, NEW SMYRNA BEACH, FL,..., New Smyrna Beach, FL 32168]()
3 beds
|2 baths
|2,273 sq ft
|House
3583 MARIBELLA DR, NEW SMYRNA BEACH, FL,...
Community: Venetian Bay
MLS 1216388 • Beechler Realty Group, Kelly Beechl...
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(888) 625-4885
The Villages®
![1410 NATALIE LN, THE VILLAGES, FL, 32162, The Villages, FL 32162]()
2 beds
|2 baths
|1,196 sq ft
|Villa
1410 NATALIE LN, THE VILLAGES, FL, 32162
Community: The Villages®
MLS OM705098 • FONTANA REALTY, Javier Rojas
Sandpiper Golf & Country Club
![6004 SANDERLING DR, LAKELAND, FL, 33809, Lakeland, FL 33809]()
2 beds
|2 baths
|1,606 sq ft
|House
6004 SANDERLING DR, LAKELAND, FL, 33809
Community: Sandpiper Golf & Country Club
MLS L4954816 • COLDWELL BANKER REALTY, Ginger Qui...
Venetian Bay
![236 CARYOTA CT, NEW SMYRNA BEACH, FL, 32..., New Smyrna Beach, FL 32168]()
3 beds
|2 baths
|1,610 sq ft
|House
236 CARYOTA CT, NEW SMYRNA BEACH, FL, 32...
Community: Venetian Bay
MLS O6332615 • COLLADO REAL ESTATE, Sharon Snow
Stonecrest
![17974 SE 115TH CIR, SUMMERFIELD, FL, 344..., Summerfield, FL 34491]()
2 beds
|2 baths
|1,617 sq ft
|House
17974 SE 115TH CIR, SUMMERFIELD, FL, 344...
Community: Stonecrest
MLS OM706767 • KIEFER REALTY, PA, Scott Kiefer
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 Sunbridge
![2948 SCOUT ST, ST CLOUD, FL, 34771, St Cloud, FL 34771]()
5 beds
|5 baths
|3,517 sq ft
|House
2948 SCOUT ST, ST CLOUD, FL, 34771
Community: Del Webb Sunbridge
MLS S5131846 • CHARLES RUTENBERG REALTY ORLANDO, ...
Gatherings of Lake Nona
![7557 LAUREATE BLVD 6301, ORLANDO, FL, 32..., Orlando, FL 32827]()
2 beds
|2 baths
|1,368 sq ft
|Condo
7557 LAUREATE BLVD 6301, ORLANDO, FL, 32...
Community: Gatherings of Lake Nona
MLS O6331464 • KELLER WILLIAMS ADVANTAGE REALTY, ...
Sullivan Ranch
![22011 BELGIAN CT, MOUNT DORA, FL, 32757, Mount Dora, FL 32757]()
3 beds
|2 baths
|1,762 sq ft
|Villa
22011 BELGIAN CT, MOUNT DORA, FL, 32757
Community: Sullivan Ranch
MLS A4659996 • SAVVY AVENUE, LLC, Moe Mossa
The Villages®
![610 DANBURY ST, THE VILLAGES, FL, 32162, The Villages, FL 32162]()
3 beds
|2 baths
|1,407 sq ft
|Villa
610 DANBURY ST, THE VILLAGES, FL, 32162
Community: The Villages®
MLS G5099804 • LPT REALTY, LLC, Kerry Hanson
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Del Webb Orlando
![672 CORDOBA DR, DAVENPORT, FL, 33837, Davenport, FL 33837]()
2 beds
|2 baths
|1,956 sq ft
|House
672 CORDOBA DR, DAVENPORT, FL, 33837
Community: Del Webb Orlando
MLS S5131374 • REALTY ONE GROUP INSPIRATION, Fern...
Spruce Creek South
![17888 SE 106TH TER, SUMMERFIELD, FL, 344..., Summerfield, FL 34491]()
2 beds
|2 baths
|1,356 sq ft
|House
17888 SE 106TH TER, SUMMERFIELD, FL, 344...
Community: Spruce Creek South
MLS OM706131 • JUDY L. TROUT REALTY, Charles Camp...
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2,513
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