Call us at (904) 606-1284 to learn more about active adult communities in Middleburg

Middleburg, FL 55+ active adult communities & homes for sale

1,074 homes near Middleburg

Sort by:

Relevance

Relevance

4.2 rating (10 reviews) Stone Creek
$200ks - $500ks
Stone Creek, Ocala, FL
New and Resale | 55+ age-restricted | Built 2006 - present | 3,800 homes
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
4.6 rating (5 reviews) Ocala Preserve
$100ks - $500ks
Ocala Preserve, Ocala, FL
New and Resale | 55+ age-restricted | Built 2014 - present | 1,800 homes
5 rating (1 reviews) Ocala Palms
$200ks - $300ks
Ocala Palms, Ocala, FL
Resale Only | 55+ age-restricted | Built 1994 - 1997 | 1,076 homes
Want to learn more about 55+ communities in Middleburg? 55places can help!
Questions? Call us: (904) 606-1284
Grand Haven
$200ks - $800ks
Grand Haven, Palm Coast, FL
New and Resale | Age-targeted | Built 1997 - present | 1,901 homes
4.8 rating (26 reviews) Del Webb Ponte Vedra
$300ks - $800ks
Del Webb Ponte Vedra, Ponte Vedra, FL
Resale Only | 55+ age-restricted | Built 2007 - 2022 | 1,988 homes
Halifax Plantation
$300ks - $1Ms
Halifax Plantation, Ormond Beach, FL
New and Resale | Age-targeted | Built 1980 - present | 1,000 homes
Stillwater
$400ks - $700ks
Stillwater, St. Johns, FL
New Construction | 55+ age-restricted | Built 2019 - present | 549 homes
Breakaway Trails
$400ks - $800ks
Breakaway Trails, Ormond Beach, FL
New and Resale | Age-targeted | Built 1985 - present | 976 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.
Quail Meadow
$200ks - $400ks
Quail Meadow, Ocala, FL
Resale Only | 55+ age-restricted | Built 1988 - 2006 | 460 homes
Del Webb Nocatee
$400ks - $1Ms
Del Webb Nocatee, Ponte Vedra, FL
New and Resale | 55+ age-restricted | Built 2019 - present | 845 homes
Edenbrooke at Hyland Trai...
$300ks - $500ks
Edenbrooke at Hyland Trai..., Green Cove Springs, FL
New Construction | 55+ age-restricted | Built 2023 - present
Reverie at Silverleaf
$300ks - $400ks
Reverie at Silverleaf, St. Augustine, FL
New Construction | 55+ age-restricted | Built 2023 - present | 360 homes
WaterSong at RiverTown
$400ks - $600ks
WaterSong at RiverTown, St. Johns, FL
New and Resale | 55+ age-restricted | Built 2019 - present | 800 homes
5 rating (1 reviews) Freedom at Sawmill Branch
$300ks - $400ks
Freedom at Sawmill Branch, Palm Coast, FL
New Construction | 55+ age-restricted | Built 2024 - present | 203 homes
Want to learn more about 55+ communities in Middleburg? 55places can help!
Questions? Call us: (904) 606-1284
Reverie at Palm Coast
$300ks - $400ks
Reverie at Palm Coast, Palm Coast, FL
New Construction | 55+ age-restricted | Built 2023 - present | 421 homes
Regency at EverRange
$500ks - $600ks
Regency at EverRange, Jacksonville, FL
New Construction | 55+ age-restricted | Built 2025 - present | 132 homes
Del Webb Wildlight
$300ks - $600ks
Del Webb Wildlight, Yulee, FL
New Construction | 55+ age-restricted | Built 2022 - present | 660 homes
Ridgehaven
$300ks - $600ks
Ridgehaven, Ormond Beach, FL
New Construction | 55+ age-restricted
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 Ri...
$300ks
Huntington at Hunter's Ri..., Ormond Beach, FL
New Construction | 55+ age-restricted | Built 2015 - present | 326 homes
5 rating (3 reviews) Sweetwater
$200ks - $400ks
Sweetwater, Jacksonville, FL
Resale Only | 55+ age-restricted | Built 2005 - 2016 | 950 homes
Summer Bay at Grand Oaks
$300ks - $500ks
Summer Bay at Grand Oaks, St. Augustine, FL
New Construction | 55+ age-restricted | Built 2021 - present | 306 homes
3 rating (1 reviews) Matanzas Lakes
$200ks - $300ks
Matanzas Lakes, Palm Coast, FL
New Construction | 55+ age-restricted | 107 homes
Everlake at Mandarin
$300ks - $400ks
Everlake at Mandarin, Jacksonville, FL
New Construction | 55+ age-restricted | Built 2021 - present | 192 homes
El Dorado
$400ks - $600ks
El Dorado, Ocala, FL
Resale Only | Age-targeted | Built 1978 - 2003 | 56 homes
Parkland Preserve
$400ks
Parkland Preserve, St. Augustine, FL
New Construction | 55+ age-restricted | Built 2019 - present | 367 homes
Want to learn more about 55+ communities in Middleburg? 55places can help!
Questions? Call us: (904) 606-1284
5 rating (2 reviews) American Village
$100ks - $300ks
American Village, Palm Coast, FL
New Construction | 55+ age-restricted | Built 2018 - present | 141 homes
Bridge Bay at Bannon Lake...
$200ks - $400ks
Bridge Bay at Bannon Lake..., St. Augustine, FL
Resale Only | 55+ age-restricted | Built 2017 - 2022 | 167 homes
5 rating (3 reviews) Cascades at World Golf Vi...
$300ks - $500ks
Cascades at World Golf Vi..., St. Augustine, FL
Resale Only | 55+ age-restricted | Built 2004 - 2015 | 450 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.
The Residences at World G...
$200ks - $400ks
The Residences at World G..., St. Augustine, FL
Resale Only | Age-targeted | Built 2003 - 2017 | 78 homes
Freedom at San Salito
$400ks
Freedom at San Salito, St. Augustine, FL
Resale Only | 55+ age-restricted | Built 2017 - present | 96 homes
5 rating (1 reviews) Park Place
$200ks - $400ks
Park Place, Palm Coast, FL
Resale Only | 55+ age-restricted | Built 2015 - present | 123 homes
Freedom at Azalea Ridge
$300ks - $400ks
Freedom at Azalea Ridge, Middleburg, FL
Resale Only | 55+ age-restricted | Built 2017 - 2021 | 136 homes
Del Webb eTown
$400ks - $500ks
Del Webb eTown, Jacksonville, FL
New Construction | 55+ age-restricted | Built 2019 - present | 517 homes
Reverie at TrailMark
$400ks - $500ks
Reverie at TrailMark, St. Augustine, FL
New and Resale | 55+ age-restricted | Built 2020 - present | 250 homes
Haven at Palm Valley
$1Ms - $2Ms
Haven at Palm Valley, Ponte Vedra, FL
New Construction | Age-targeted | Built 2026 - present | 20 homes
Freedom Homes at Grand Re...
$300ks - $400ks
Freedom Homes at Grand Re..., Bunnell, FL
Resale Only | 55+ age-restricted | Built 2018 - 2022 | 55 homes
Want to learn more about 55+ communities in Middleburg? 55places can help!
Questions? Call us: (904) 606-1284
Archers Mill
$300ks - $500ks
Archers Mill, Ormond Beach, FL
New Construction | Age-targeted | 94 homes
3.5 rating (2 reviews) Artisan Lakes
$300ks - $700ks
Artisan Lakes, Ponte Vedra, FL
New Construction | 55+ age-restricted | Built 2016 - 2020 | 196 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.
1...2
Del Webb Ponte Vedra 352 ORCHARD PASS AVE, PONTE VEDRA, FL, 3..., Ponte Vedra, FL 32081
$400,000

2 beds

|

2 baths

|

1,815 sq ft

|

Condo

352 ORCHARD PASS AVE, PONTE VEDRA, FL, 3...
Stone Creek 9137 SW 70TH LOOP, OCALA, FL, 34481, Ocala, FL 34481
$264,000

2 beds

|

2 baths

|

1,437 sq ft

|

House

9137 SW 70TH LOOP, OCALA, FL, 34481
Community: Stone Creek
Cindy Certified
75733 LILY POND CT, YULEE, FL, 32097, Yulee, FL 32097
$449,999

4 beds

|

3 baths

|

2,267 sq ft

|

House

75733 LILY POND CT, YULEE, FL, 32097
Cindy Certified
75725 LILY POND CT, YULEE, FL, 32097, Yulee, FL 32097
$481,000

4 beds

|

3 baths

|

2,028 sq ft

|

House

75725 LILY POND CT, YULEE, FL, 32097
Sweetwater 11852 SURFBIRD CIR 41G, JACKSONVILLE, FL..., Jacksonville, FL 32256
$285,000

2 beds

|

2 baths

|

1,536 sq ft

|

Condo

11852 SURFBIRD CIR 41G, JACKSONVILLE, FL...
Community: Sweetwater
Want to learn more about 55+ communities in Middleburg? 55places can help!
Questions? Call us: (904) 606-1284
Breakaway Trails 1 CROOKED BRIDGE WAY, ORMOND BEACH, FL, ..., Ormond Beach, FL 32174
$765,000

5 beds

|

3 baths

|

3,193 sq ft

|

House

1 CROOKED BRIDGE WAY, ORMOND BEACH, FL, ...
Community: Breakaway Trails
Del Webb Wildlight 212 ETHEREAL SQ, YULEE, FL, 32097, Yulee, FL 32097
$450,000

2 beds

|

2 baths

|

1,872 sq ft

|

House

212 ETHEREAL SQ, YULEE, FL, 32097
Community: Del Webb Wildlight
Sweetwater 11927 SURFBIRD CIR 12E, JACKSONVILLE, FL..., Jacksonville, FL 32256
$275,000

2 beds

|

2 baths

|

1,536 sq ft

|

Condo

11927 SURFBIRD CIR 12E, JACKSONVILLE, FL...
Community: Sweetwater
Latitude Margaritaville 224 GYPSY PALACE LN, DAYTONA BEACH, FL, ..., Daytona Beach, FL 32124
$357,900

2 beds

|

2 baths

|

1,308 sq ft

|

House

224 GYPSY PALACE LN, DAYTONA BEACH, FL, ...
Stone Creek 9027 SW 52ND PLACE RD, OCALA, FL, 34481, Ocala, FL 34481
$405,000

2 beds

|

2 baths

|

1,976 sq ft

|

House

9027 SW 52ND PLACE RD, OCALA, FL, 34481
Community: Stone Creek
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.
Latitude Margaritaville 444 LIME AVE, DAYTONA BEACH, FL, 32124, Daytona Beach, FL 32124
$359,900

2 beds

|

2 baths

|

1,308 sq ft

|

House

444 LIME AVE, DAYTONA BEACH, FL, 32124
Stone Creek 5882 SW 93RD CIR, OCALA, FL, 34481, Ocala, FL 34481
$294,900

2 beds

|

2 baths

|

1,469 sq ft

|

House

5882 SW 93RD CIR, OCALA, FL, 34481
Community: Stone Creek
Latitude Margaritaville 373 HANG LOOSE WAY, DAYTONA BEACH, FL, 3..., Daytona Beach, FL 32124
$399,900

2 beds

|

2 baths

|

1,466 sq ft

|

House

373 HANG LOOSE WAY, DAYTONA BEACH, FL, 3...
Stone Creek 9419 SW 53RD PL, OCALA, FL, 34481, Ocala, FL 34481
$329,900

2 beds

|

2 baths

|

1,432 sq ft

|

House

9419 SW 53RD PL, OCALA, FL, 34481
Community: Stone Creek
Latitude Margaritaville 198 GYPSY PALACE LN, DAYTONA BEACH, FL, ..., Daytona Beach, FL 32124
$386,495

2 beds

|

2 baths

|

1,464 sq ft

|

House

198 GYPSY PALACE LN, DAYTONA BEACH, FL, ...
Edenbrooke at Hyland Trails 3108 TUPELO LOOP, GREEN COVE SPRINGS, FL..., Green Cove Springs, FL 32043
$397,000

3 beds

|

3 baths

|

2,388 sq ft

|

House

3108 TUPELO LOOP, GREEN COVE SPRINGS, FL...
Want to learn more about 55+ communities in Middleburg? 55places can help!
Questions? Call us: (904) 606-1284
Stillwater 56 ROUND ROBIN RUN, ST. JOHNS, FL, 32259, St. Johns, FL 32259
$400,000

3 beds

|

2 baths

|

1,891 sq ft

|

House

56 ROUND ROBIN RUN, ST. JOHNS, FL, 32259
Community: Stillwater
Stillwater 64 ROUND ROBIN RUN, ST. JOHNS, FL, 32259, St. Johns, FL 32259
$351,000

2 beds

|

2 baths

|

1,623 sq ft

|

House

64 ROUND ROBIN RUN, ST. JOHNS, FL, 32259
Community: Stillwater
New WaterSong at RiverTown 341 HARROW CV, ST. JOHNS, FL, 32259, St. Johns, FL 32259
$394,990

3 beds

|

3 baths

|

1,866 sq ft

|

Townhouse

341 HARROW CV, ST. JOHNS, FL, 32259
New WaterSong at RiverTown 365 HARROW CV, ST. JOHNS, FL, 32259, St. Johns, FL 32259
$401,990

3 beds

|

3 baths

|

1,866 sq ft

|

Townhouse

365 HARROW CV, ST. JOHNS, FL, 32259
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 WaterSong at RiverTown 352 HARROW CV, ST. JOHNS, FL, 32259, St. Johns, FL 32259
$394,990

3 beds

|

3 baths

|

1,866 sq ft

|

Townhouse

352 HARROW CV, ST. JOHNS, FL, 32259
New WaterSong at RiverTown 351 HARROW CV, ST. JOHNS, FL, 32259, St. Johns, FL 32259
$357,490

3 beds

|

3 baths

|

1,629 sq ft

|

Townhouse

351 HARROW CV, ST. JOHNS, FL, 32259
New WaterSong at RiverTown 346 HARROW CV, ST. JOHNS, FL, 32259, St. Johns, FL 32259
$357,490

3 beds

|

3 baths

|

1,629 sq ft

|

Townhouse

346 HARROW CV, ST. JOHNS, FL, 32259
New WaterSong at RiverTown 342 HARROW CV, ST. JOHNS, FL, 32259, St. Johns, FL 32259
$357,490

3 beds

|

3 baths

|

1,629 sq ft

|

Townhouse

342 HARROW CV, ST. JOHNS, FL, 32259
New WaterSong at RiverTown 347 HARROW CV, ST. JOHNS, FL, 32259, St. Johns, FL 32259
$355,490

3 beds

|

3 baths

|

1,617 sq ft

|

Townhouse

347 HARROW CV, ST. JOHNS, FL, 32259
New WaterSong at RiverTown 355 HARROW CV, ST. JOHNS, FL, 32259, St. Johns, FL 32259
$355,490

3 beds

|

3 baths

|

1,617 sq ft

|

Townhouse

355 HARROW CV, ST. JOHNS, FL, 32259
New WaterSong at RiverTown 359 HARROW CV, ST. JOHNS, FL, 32259, St. Johns, FL 32259
$357,490

3 beds

|

3 baths

|

1,629 sq ft

|

Townhouse

359 HARROW CV, ST. JOHNS, FL, 32259
Want to learn more about 55+ communities in Middleburg? 55places can help!
Questions? Call us: (904) 606-1284
New Stillwater 346 DOGLEG RUN, ST. JOHNS, FL, 32259, St. Johns, FL 32259
$654,970

3 beds

|

3 baths

|

2,055 sq ft

|

Townhouse

346 DOGLEG RUN, ST. JOHNS, FL, 32259
Community: Stillwater
New WaterSong at RiverTown 338 HARROW CV, ST. JOHNS, FL, 32259, St. Johns, FL 32259
$355,490

3 beds

|

3 baths

|

1,617 sq ft

|

Townhouse

338 HARROW CV, ST. JOHNS, FL, 32259
New Ocala Palms 2089 NW 50TH CIR, OCALA, FL, 34482, Ocala, FL 34482
$234,900

2 beds

|

2 baths

|

1,811 sq ft

|

House

2089 NW 50TH CIR, OCALA, FL, 34482
Community: Ocala Palms
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 Huntington at Hunter's Ridge 6 FOX LAIR CT, ORMOND BEACH, FL, 32174, Ormond Beach, FL 32174
$357,500

3 beds

|

2 baths

|

1,637 sq ft

|

House

6 FOX LAIR CT, ORMOND BEACH, FL, 32174
New Stillwater 332 DOGLEG RUN, ST. JOHNS, FL, 32259, St. Johns, FL 32259
$647,970

3 beds

|

3 baths

|

1,957 sq ft

|

Townhouse

332 DOGLEG RUN, ST. JOHNS, FL, 32259
Community: Stillwater
New
Cindy Certified
63 WALLOON CV, ST. AUGUSTINE, FL, 32092, St. Augustine, FL 32092
$457,990

4 beds

|

3 baths

|

1,875 sq ft

|

House

63 WALLOON CV, ST. AUGUSTINE, FL, 32092
New Stone Creek 9508 SW 66TH LOOP, OCALA, FL, 34481, Ocala, FL 34481
$359,600

2 beds

|

2 baths

|

1,600 sq ft

|

House

9508 SW 66TH LOOP, OCALA, FL, 34481
Community: Stone Creek
New Stone Creek 9664 SW 63RD LOOP, OCALA, FL, 34481, Ocala, FL 34481
$334,900

3 beds

|

2 baths

|

1,660 sq ft

|

House

9664 SW 63RD LOOP, OCALA, FL, 34481
Community: Stone Creek
New Stone Creek 6107 SW 86TH CIR, OCALA, FL, 34481, Ocala, FL 34481
$775,000

3 beds

|

3 baths

|

2,523 sq ft

|

House

6107 SW 86TH CIR, OCALA, FL, 34481
Community: Stone Creek
New Freedom at Sawmill Branch 59 HARDWOOD TRL, PALM COAST, FL, 32137, Palm Coast, FL 32137
$366,750

3 beds

|

2 baths

|

1,604 sq ft

|

House

59 HARDWOOD TRL, PALM COAST, FL, 32137
New Ocala Palms 2160 NW 50TH CIR, OCALA, FL, 34482, Ocala, FL 34482
$349,000

3 beds

|

2 baths

|

2,138 sq ft

|

House

2160 NW 50TH CIR, OCALA, FL, 34482
Community: Ocala Palms
Want to learn more about 55+ communities in Middleburg? 55places can help!
Questions? Call us: (904) 606-1284
New Freedom at Sawmill Branch 63 HARDWOOD TRL, PALM COAST, FL, 32137, Palm Coast, FL 32137
$379,895

2 beds

|

2 baths

|

1,799 sq ft

|

House

63 HARDWOOD TRL, PALM COAST, FL, 32137
New
Cindy Certified
514 LATROBE AVE, ST. AUGUSTINE, FL, 3209..., St. Augustine, FL 32095
$899,000

3 beds

|

3 baths

|

2,807 sq ft

|

House

514 LATROBE AVE, ST. AUGUSTINE, FL, 3209...
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


Jacksonville Area 55+ Housing Market Trends

Trend Shown:

Number of Listings

Jacksonville Area 55+ Housing Market Trends Jacksonville Area 55+ Housing Market Trends

Want more information about active adult communities around Middleburg?

Global - Lead Form - Buyer or Renter
*55places does not provide or maintain community HOA information.
By requesting more information, you agree that 55places may call, text, or email you about your inquiry, which may be made with automated means (including recorded voice messages, SMS, or text messages). You understand that your consent is not a prerequisite for buying, selling or renting a property. You may revoke your consent at any time by contacting optout@55places.com. Message/data rates may apply. You also agree to 55places.com’s Privacy Policy and Terms of Use.

Want to learn more about 55+ communities in Middleburg?

Call us: (904) 606-1284
1,074 homes
Remove Boundaries ×
Map Satellite

Reinmlsx

The listings data displayed on this medium comes in part from the Real Estate Information Network Inc. (REIN) and has been authorized by participating listing Broker Members of REIN for display. REIN's listings are based upon Data submitted by its Broker Members, and REIN therefore makes no representation or warranty regarding the accuracy of the Data. All users of REIN's listings database should confirm the accuracy of the listing information directly with the listing agent.
© 2026 REIN. REIN's listings Data and information is protected under federal copyright laws. Federal law prohibits, among other acts, the unauthorized copying or alteration of, or preparation of derivative works from, all or any part of copyrighted materials, including certain compilations of Data and information. COPYRIGHT VIOLATORS MAY BE SUBJECT TO SEVERE FINES AND PENALTIES UNDER FEDERAL LAW.
REIN updates its listings on a daily basis. Data last updated: Aug 28, 2026.
This application does not include information on all of the properties available for sale at this time.

Call Us Call Us
Scroll to Top