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Winter Park, FL 55+ active adult communities & homes for sale - Page 21
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 (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 (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
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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
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
1 rating (1 reviews)
![Sullivan Ranch]()
$200ks
- $500ks
Sullivan Ranch, Mount Dora, FL
Resale Only
|
55+ age-restricted
|
Built 2005 - 2020
|
692 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.
5 rating (8 reviews)
![Pennbrooke Fairways]()
<$100k
- $300ks
Pennbrooke Fairways, Leesburg, FL
Resale Only
|
55+ age-restricted
|
Built 1980 - 2004
|
1,200 homes
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
$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
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
$300ks
- $600ks
Tohoqua Reserve, Kissimmee, FL
New Construction
|
55+ age-restricted
|
Built 2021 - present
|
258 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
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.
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
$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 Hills
![2876 SANDY CAY ST, CLERMONT, FL, 34711, Clermont, FL 34711]()
3 beds
|2 baths
|2,123 sq ft
|House
2876 SANDY CAY ST, CLERMONT, FL, 34711
Community: Heritage Hills
MLS O6386650 • BHHS FLORIDA REALTY, Patti Kincaid
The Villages®
![2000 GOLDENROD CT, THE VILLAGES, FL, 321..., The Villages, FL 32162]()
3 beds
|2 baths
|1,398 sq ft
|Villa
2000 GOLDENROD CT, THE VILLAGES, FL, 321...
Community: The Villages®
MLS G5108940 • REALTY EXECUTIVES IN THE VILLAGES,...
The Villages®
![16872 SE 80TH ASHGROVE TER, THE VILLAGES..., The Villages, FL 32162]()
2 beds
|2 baths
|1,194 sq ft
|Villa
16872 SE 80TH ASHGROVE TER, THE VILLAGES...
Community: The Villages®
MLS G5108935 • WORTH CLARK REALTY, Steve Vena
The Villages®
![2672 SANDHILL CT, THE VILLAGES, FL, 3216..., The Villages, FL 32162]()
2 beds
|2 baths
|1,156 sq ft
|Villa
2672 SANDHILL CT, THE VILLAGES, FL, 3216...
Community: The Villages®
MLS G5108938 • WORTH CLARK REALTY, Chris Day
Sandpiper Golf & Country Club
![6093 SEAGULL LN, LAKELAND, FL, 33809, Lakeland, FL 33809]()
2 beds
|2 baths
|1,586 sq ft
|House
6093 SEAGULL LN, LAKELAND, FL, 33809
Community: Sandpiper Golf & Country Club
MLS L4959565 • COLDWELL BANKER REALTY, Kelley Bla...
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Heritage Landings
![2788 GRANDBURY GROVE RD, LAKELAND, FL, 3..., Lakeland, FL 33811]()
3 beds
|2 baths
|1,711 sq ft
|House
2788 GRANDBURY GROVE RD, LAKELAND, FL, 3...
Community: Heritage Landings
MLS L4959816 • S & D REAL ESTATE SERVICE LLC, Tam...
Lakes at Laurel Highlands
![2788 GRANDBURY GROVE RD, LAKELAND, FL, 3..., Lakeland, FL 33811]()
3 beds
|2 baths
|1,711 sq ft
|House
2788 GRANDBURY GROVE RD, LAKELAND, FL, 3...
Community: Lakes at Laurel Highlands
MLS L4959816 • S & D REAL ESTATE SERVICE LLC, Tam...
The Villages®
![1637 MOUNT CROGHAN TRL, THE VILLAGES, FL..., The Villages, FL 32162]()
3 beds
|2 baths
|1,887 sq ft
|House
1637 MOUNT CROGHAN TRL, THE VILLAGES, FL...
Community: The Villages®
MLS G5108910 • SALLY LOVE REAL ESTATE, Caroline F...
Solivita
![531 VILLA PARK RD, KISSIMMEE, FL, 34759, Kissimmee, FL 34759]()
MLS S5144738 • ARISTA REALTY GROUP, LLC, Douglas ...
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 Harbor
![6210 SAILBOAT AVE, TAVARES, FL, 32778, Tavares, FL 32778]()
3 beds
|2 baths
|1,594 sq ft
|House
6210 SAILBOAT AVE, TAVARES, FL, 32778
Community: Royal Harbor
MLS OM719416 • INVICTUS REAL ESTATE LLC, David Cu...
The Villages®
![2074 BILLER CIR, THE VILLAGES, FL, 32163, The Villages, FL 32163]()
3 beds
|3 baths
|2,013 sq ft
|House
2074 BILLER CIR, THE VILLAGES, FL, 32163
Community: The Villages®
MLS G5108759 • REALTY EXECUTIVES IN THE VILLAGES,...
Trilogy® Orlando
![163 BAYOU BEND RD, GROVELAND, FL, 34736, Groveland, FL 34736]()
2 beds
|2 baths
|2,197 sq ft
|House
163 BAYOU BEND RD, GROVELAND, FL, 34736
Community: Trilogy® Orlando
MLS G5108800 • COMMUNITY ELITE REALTY, Nancy Aitk...
Solivita
![521 GRAND CANAL DR, KISSIMMEE, FL, 34759, Kissimmee, FL 34759]()
MLS S5144371 • PELLEGO, LLC, Paul Maiatico
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Grand Isle
![1575 BOCA RIO DR, MELBOURNE, FL, 32940, Melbourne, FL 32940]()
MLS 1070606 • Denovo Realty, Cartama Ramos Crafto...
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 1223517 • Heritage Realty Associates, Lori Cl...
Del Webb Sunbridge
![6362 SHIMMERING SHORES LN, ST CLOUD, FL,..., St Cloud, FL 34771]()
3 beds
|3 baths
|2,249 sq ft
|House
6362 SHIMMERING SHORES LN, ST CLOUD, FL,...
Community: Del Webb Sunbridge
MLS O6384729 • REAL BROKER, LLC, Abby Anderson Ha...
Latitude Margaritaville
![672 HANG LOOSE WAY, DAYTONA BEACH, FL, 3..., Daytona Beach, FL 32124]()
3 beds
|4 baths
|2,542 sq ft
|House
672 HANG LOOSE WAY, DAYTONA BEACH, FL, 3...
Community: Latitude Margaritaville
MLS FC316294 • REALTY PROS ASSURED, Daniel Robins...
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.
Harbor Hills Country Club
![39545 HARBOR HILLS BLVD, LADY LAKE, FL, ..., Lady Lake, FL 32159]()
4 beds
|3 baths
|2,954 sq ft
|House
39545 HARBOR HILLS BLVD, LADY LAKE, FL, ...
Community: Harbor Hills Country Club
MLS O6386381 • COLDWELL BANKER REALTY, Harry Pool
The Villages®
![5186 NE 122ND BLVD, OXFORD, FL, 34484, Oxford, FL 34484]()
3 beds
|4 baths
|1,929 sq ft
|House
5186 NE 122ND BLVD, OXFORD, FL, 34484
Community: The Villages®
MLS OM719308 • KELLER WILLIAMS CORNERSTONE RE, Ci...
Stonecrest
![17584 SE 119TH CIR, SUMMERFIELD, FL, 344..., Summerfield, FL 34491]()
2 beds
|2 baths
|1,482 sq ft
|House
17584 SE 119TH CIR, SUMMERFIELD, FL, 344...
Community: Stonecrest
MLS OM719422 • KELLER WILLIAMS CORNERSTONE RE, Ri...
Plantation at Leesburg
![25039 PINE HL, LEESBURG, FL, 34748, Leesburg, FL 34748]()
2 beds
|2 baths
|1,440 sq ft
|Manufactured Home
25039 PINE HL, LEESBURG, FL, 34748
Community: Plantation at Leesburg
MLS G5108806 • OLYMPUS EXECUTIVE REALTY INC, Denn...
Want to learn more about 55+ communities in Winter Park?
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(888) 625-4885
The Villages®
![3188 HUDSON CT, THE VILLAGES, FL, 32162, The Villages, FL 32162]()
3 beds
|2 baths
|1,662 sq ft
|House
3188 HUDSON CT, THE VILLAGES, FL, 32162
Community: The Villages®
MLS OM719696 • COLDWELL REALTY SOLD GUARANTEE, Sc...
Highland Fairways
![3202 OTTER CREEK CT, LAKELAND, FL, 33810, Lakeland, FL 33810]()
2 beds
|2 baths
|1,274 sq ft
|Manufactured Home
3202 OTTER CREEK CT, LAKELAND, FL, 33810
Community: Highland Fairways
MLS L4959809 • COLDWELL BANKER REALTY, Ginger Qui...
Lakeside Landings
![5076 NEPTUNE CIR, OXFORD, FL, 34484, Oxford, FL 34484]()
3 beds
|2 baths
|1,404 sq ft
|House
5076 NEPTUNE CIR, OXFORD, FL, 34484
Community: Lakeside Landings
MLS G5108745 • LPT REALTY, LLC, Dave Monty
Sullivan Ranch
![30337 GIDRAN TER, MOUNT DORA, FL, 32757, Mount Dora, FL 32757]()
4 beds
|3 baths
|2,307 sq ft
|House
30337 GIDRAN TER, MOUNT DORA, FL, 32757
Community: Sullivan Ranch
MLS G5107968 • OLYMPUS EXECUTIVE REALTY INC, Brya...
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.
Bridgewater at Viera
![1765 VELKY LN, MELBOURNE, FL, 32940, Melbourne, FL 32940]()
2 beds
|2 baths
|1,565 sq ft
|House
1765 VELKY LN, MELBOURNE, FL, 32940
Community: Bridgewater at Viera
MLS 1070216 • EXP Realty, LLC, David S Jelinek
Lakeside Landings
![5392 ADMIRAL WAY, OXFORD, FL, 34484, Oxford, FL 34484]()
2 beds
|2 baths
|1,281 sq ft
|Condotel
5392 ADMIRAL WAY, OXFORD, FL, 34484
Community: Lakeside Landings
MLS OM719712 • LPT REALTY, LLC, Anthony Filone
Pelican Bay Daytona Beach
![134 BLUE HERON DR C, DAYTONA BEACH, FL, ..., Daytona Beach, FL 32119]()
1 beds
|2 baths
|1,106 sq ft
|Condo
134 BLUE HERON DR C, DAYTONA BEACH, FL, ...
Community: Pelican Bay Daytona Beach
MLS V4947561 • GAFF'S REALTY COMPANY, Theresa Hea...
The Villages®
![2004 FLOWERSVILLE PL, THE VILLAGES, FL, ..., The Villages, FL 32163]()
3 beds
|2 baths
|1,589 sq ft
|House
2004 FLOWERSVILLE PL, THE VILLAGES, FL, ...
Community: The Villages®
MLS P4937987 • COLDWELL BANKER PALM BEACHES, Jean...
The Villages®
![5837 STORMS AVE, THE VILLAGES, FL, 32163, The Villages, FL 32163]()
3 beds
|2 baths
|1,933 sq ft
|House
5837 STORMS AVE, THE VILLAGES, FL, 32163
Community: The Villages®
MLS G5108751 • REALTY EXECUTIVES IN THE VILLAGES,...
Want to learn more about 55+ communities in Winter Park?
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(888) 625-4885
Arlington Ridge
![4504 SHENANDOAH RIVER TRL, LEESBURG, FL,..., Leesburg, FL 34748]()
2 beds
|2 baths
|1,584 sq ft
|House
4504 SHENANDOAH RIVER TRL, LEESBURG, FL,...
Community: Arlington Ridge
MLS G5108757 • LOKATION, Steven Simpkins
The Villages®
![1935 MCCONNELLS AVE, THE VILLAGES, FL, 3..., The Villages, FL 32162]()
2 beds
|2 baths
|1,123 sq ft
|Villa
1935 MCCONNELLS AVE, THE VILLAGES, FL, 3...
Community: The Villages®
MLS G5107276 • BROKER ASSOCIATES REALTY, Jeff Kah...
Lake Ashton
![4115 ABERDEEN LN, LAKE WALES, FL, 33859, Lake Wales, FL 33859]()
2 beds
|2 baths
|1,688 sq ft
|House
4115 ABERDEEN LN, LAKE WALES, FL, 33859
Community: Lake Ashton
MLS P4937967 • LAKE ASHTON REALTY INC., Lori Raat...
Latitude Margaritaville
![202 CATAMARAN CV, DAYTONA BEACH, FL, 321..., Daytona Beach, FL 32124]()
3 beds
|3 baths
|2,468 sq ft
|House
202 CATAMARAN CV, DAYTONA BEACH, FL, 321...
Community: Latitude Margaritaville
MLS 1223486 • Bob Hodges and Sons Realty, Kelley ...
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.
Traditions at Lake Ruby
![3357 GRENVILLE DR, WINTER HAVEN, FL, 338..., Winter Haven, FL 33884]()
3 beds
|2 baths
|1,823 sq ft
|House
3357 GRENVILLE DR, WINTER HAVEN, FL, 338...
Community: Traditions at Lake Ruby
MLS L4959735 • THE STONES REAL ESTATE FIRM, Jessi...
The Villages®
![2737 CRAVEN WAY, THE VILLAGES, FL, 32162, The Villages, FL 32162]()
2 beds
|2 baths
|1,156 sq ft
|Villa
2737 CRAVEN WAY, THE VILLAGES, FL, 32162
Community: The Villages®
MLS G5108686 • FLORIDA REALTY INVESTMENTS, Robyn ...
Solivita
![3781 VIA MAZZINI CT, KISSIMMEE, FL, 3475..., Kissimmee, FL 34759]()
4 beds
|3 baths
|2,406 sq ft
|House
3781 VIA MAZZINI CT, KISSIMMEE, FL, 3475...
Community: Solivita
MLS S5144462 • BORCHINI REALTY, Cherie Pontes
Latitude Margaritaville
![866 MARGARITAVILLE AVE, DAYTONA BEACH, F..., Daytona Beach, FL 32124]()
2 beds
|2 baths
|1,563 sq ft
|House
866 MARGARITAVILLE AVE, DAYTONA BEACH, F...
Community: Latitude Margaritaville
MLS O6386240 • NEW STREET REALTY, John Katker
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Harbor Hills Country Club
![38701 OAK PLACE CT, LADY LAKE, FL, 32159, Lady Lake, FL 32159]()
3 beds
|3 baths
|2,377 sq ft
|House
38701 OAK PLACE CT, LADY LAKE, FL, 32159
Community: Harbor Hills Country Club
MLS G5108689 • SALLY LOVE REAL ESTATE, Julie Nay ...
Spruce Creek Country Club
![12711 SE 97TH TERRACE RD R, SUMMERFIELD,..., Summerfield, FL 34491]()
2 beds
|2 baths
|1,725 sq ft
|House
12711 SE 97TH TERRACE RD R, SUMMERFIELD,...
Community: Spruce Creek Country Club
MLS OM719730 • BROKER ASSOCIATES REALTY, Rich Den...
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2,513
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