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Milton, DE 55+ active adult communities & homes for sale

82 communities near Milton

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3 rating (5 reviews) Heritage Creek
$400Ks - $500Ks
Heritage Creek, Milton, DE
New and Resale | Age-targeted | Built 2008 - present | 400 homes
3.3 rating (3 reviews) Windstone
$400Ks - $400Ks
Windstone, Milton, DE
Resale Only | Age-targeted | Built 2017 - 2022 | 260 homes
5 rating (2 reviews) Heritage Shores
$300Ks - $500Ks
Heritage Shores, Bridgeville, DE
New and Resale | 55+ age-restricted | Built 2004 - present | 1,816 homes
5 rating (3 reviews) Four Seasons at Smithvill...
$300Ks - $500Ks
Four Seasons at Smithvill..., Galloway, NJ
Resale Only | 55+ age-restricted | Built 1998 - 2006 | 1,215 homes
5 rating (2 reviews) Noble's Pond
$300Ks - $400Ks
Noble's Pond, Dover, DE
New and Resale | 55+ age-restricted | Built 2007 - present | 800 homes
Want to learn more about 55+ communities in Milton? 55places can help!
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Holiday City at Monroe
$300Ks - $300Ks
Holiday City at Monroe, Williamstown, NJ
Resale Only | 55+ age-restricted | Built 1989 - 2007 | 682 homes
The Oaks of Weymouth
$100Ks - $200Ks
The Oaks of Weymouth, Mays Landing, NJ
Resale Only | 55+ age-restricted | Built 1984 - 2022 | 625 homes
5 rating (2 reviews) Four Seasons at Millville
$300Ks - $300Ks
Four Seasons at Millville, Millville, NJ
New and Resale | 55+ age-restricted | Built 2008 - present | 610 homes
The Ponds at Bayberry
$500Ks - $500Ks
The Ponds at Bayberry, Middletown, DE
New and Resale | 55+ age-restricted | Built 2015 - present | 572 homes
2.8 rating (4 reviews) The Villages at Red Mill ...
$400Ks - $600Ks
The Villages at Red Mill ..., Lewes, DE
New and Resale | Age-targeted | Built 2009 - present | 520 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 (2 reviews) The Parke at Ocean Pines
$200Ks - $600Ks
The Parke at Ocean Pines, Ocean Pines, MD
Resale Only | 55+ age-restricted | Built 2001 - 2005 | 503 homes
Roesville
$300Ks - $300Ks
Roesville, Felton, DE
Resale Only | 55+ age-restricted | Built 2008 - 2014 | 470 homes
2.5 rating (2 reviews) The Fairways at Mays Land...
$100Ks - $200Ks
The Fairways at Mays Land..., Mays Landing, NJ
Resale Only | 55+ age-restricted | Built 1999 - 2005 | 465 homes
Independence
$100Ks - $700Ks
Independence, Millsboro, DE
Resale Only | 55+ age-restricted | Built 2007 - 2021 | 455 homes
Chesapeake
$400Ks - $500Ks
Chesapeake, Easton, MD
Resale Only | 55+ age-restricted | Built 2002 - 2011 | 452 homes
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Questions? Call us: (302) 329-3970
The Village Grande at Cam...
$400Ks - $500Ks
The Village Grande at Cam..., Glassboro, NJ
Resale Only | 55+ age-restricted | Built 2008 - present | 450 homes
5 rating (1 reviews) Bishop's Landing
$500Ks - $600Ks
Bishop's Landing, Millville, DE
New and Resale | Age-targeted | Built 2013 - present | 449 homes
5 rating (1 reviews) Four Seasons at Weatherby
$400Ks - $400Ks
Four Seasons at Weatherby, Woolwich, NJ
Resale Only | 55+ age-restricted | Built 2005 - 2013 | 428 homes
Parke Place
$200Ks - $200Ks
Parke Place, Sewell, NJ
Resale Only | 55+ age-restricted | Built 1999 - 2003 | 406 homes
Four Seasons at Hatteras ...
$400Ks - $500Ks
Four Seasons at Hatteras ..., Magnolia, DE
New Construction | 55+ age-restricted | Built 2023 - present | 400 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 Village Grande at Eng...
$400Ks - $400Ks
The Village Grande at Eng..., Egg Harbor Township, NJ
Resale Only | 55+ age-restricted | Built 2006 - 2016 | 397 homes
5 rating (1 reviews) Symphony Village
$400Ks - $700Ks
Symphony Village, Centreville, MD
Resale Only | 55+ age-restricted | Built 2003 - 2016 | 395 homes
4 rating (1 reviews) Mystic Shores
$200Ks - $300Ks
Mystic Shores, Little Egg Harbor, NJ
Resale Only | 55+ age-restricted | Built 1975 - 1994 | 365 homes
5 rating (1 reviews) Springmill
$400Ks - $400Ks
Springmill, Middletown, DE
Resale Only | 55+ age-restricted | Built 2000 - 2007 | 362 homes
Venue at Winchelsea
$400Ks - $500Ks
Venue at Winchelsea, Middletown, DE
New Construction | 55+ age-restricted | Built 2024 - present | 336 homes
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Questions? Call us: (302) 329-3970
Champions' Club
$300Ks - $400Ks
Champions' Club, Magnolia, DE
Resale Only | 55+ age-restricted | Built 2007 - 2022 | 326 homes
4 rating (54 reviews) Cranberry Creek
$300Ks - $300Ks
Cranberry Creek, Little Egg Harbor, NJ
Resale Only | 55+ age-restricted | Built 2003 - 2010 | 325 homes
3 rating (2 reviews) Spring Arbor
$400Ks - $400Ks
Spring Arbor, Middletown, DE
Resale Only | 55+ age-restricted | Built 2007 - 2018 | 317 homes
Four Seasons at Silver Ma...
$500Ks - $500Ks
Four Seasons at Silver Ma..., Middletown, DE
Resale Only | 55+ age-restricted | Built 2011 - 2017 | 299 homes
The Village Grande at Lit...
$400Ks - $400Ks
The Village Grande at Lit..., Egg Harbor Township, NJ
Resale Only | 55+ age-restricted | Built 2002 - 2006 | 299 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.
Four Seasons at Baymont F...
$500Ks - $700Ks
Four Seasons at Baymont F..., Middletown, DE
New Construction | Age-targeted | Built 2019 - present | 288 homes
Forest Landing at Bethany...
$400Ks - $500Ks
Forest Landing at Bethany..., Frankford, DE
New and Resale | Age-targeted | Built 2012 - present | 280 homes
Four Seasons at Belle Ter...
$600Ks - $700Ks
Four Seasons at Belle Ter..., Lewes, DE
New Construction | 55+ age-restricted | Built 2019 - present | 269 homes
Auburn Meadows
$400Ks - $400Ks
Auburn Meadows, Smyrna, DE
New Construction | 55+ age-restricted | Built 2022 - present | 262 homes
Coves at Ocean Club
$300Ks - $400Ks
Coves at Ocean Club, Egg Harbor Township, NJ
New Construction | 55+ age-restricted | Built 2024 - present | 258 homes
Want to learn more about 55+ communities in Milton? 55places can help!
Questions? Call us: (302) 329-3970
Bay Crossing
$400Ks - $700Ks
Bay Crossing, Lewes, DE
Resale Only | 55+ age-restricted | Built 2005 - 2016 | 256 homes
Traditions at Whitehall
$400Ks - $600Ks
Traditions at Whitehall, Middletown, DE
New Construction | 55+ age-restricted | Built 2019 - present | 250 homes
Longacre Village
$200Ks - $300Ks
Longacre Village, Dover, DE
Resale Only | 55+ age-restricted | Built 2006 - 2016 | 250 homes
Woods Landing
$400Ks - $400Ks
Woods Landing, Mays Landing, NJ
Resale Only | 55+ age-restricted | Built 2006 - 2022 | 249 homes
5 rating (2 reviews) Spring Meadow
$300Ks - $400Ks
Spring Meadow, Smyrna, DE
Resale Only | 55+ age-restricted | Built 2006 - 2014 | 246 homes
Venue at Winchelsea 2918 CORDWAINERS LN, MIDDLETOWN, DE, 197..., Middletown, DE 19709
$559,900

2 beds

|

3 baths

|

3,422 sq ft

2918 CORDWAINERS LN, MIDDLETOWN, DE, 197...
Community: Venue at Winchelsea
The Villages at Red Mill Pond 17927 TORRY PINES PL, LEWES, DE, 19958, Lewes, DE 19958
$529,000

3 beds

|

3 baths

|

3,736 sq ft

17927 TORRY PINES PL, LEWES, DE, 19958
Champions' Club 673 AUGUSTA NATIONAL DR, MAGNOLIA, DE, 1..., Magnolia, DE 19962
$370,000

2 beds

|

2 baths

|

1,599 sq ft

673 AUGUSTA NATIONAL DR, MAGNOLIA, DE, 1...
Community: Champions' Club
Milltown Village 414 CLANE DR, WILMINGTON, DE, 19808, Wilmington, DE 19808
$619,900

2 beds

|

3 baths

|

2,025 sq ft

414 CLANE DR, WILMINGTON, DE, 19808
Community: Milltown Village
Silver Woods 138 KINGSTON AVE, OCEAN VIEW, DE, 19970, Ocean View, DE 19970
$424,990

3 beds

|

3 baths

|

2,088 sq ft

138 KINGSTON AVE, OCEAN VIEW, DE, 19970
Community: Silver Woods
Want to learn more about 55+ communities in Milton? 55places can help!
Questions? Call us: (302) 329-3970
New The Cascades 511 DAVIS FALLS DR, NEWARK, DE, 19702, Newark, DE 19702
$539,900

2 beds

|

2 baths

|

1,900 sq ft

511 DAVIS FALLS DR, NEWARK, DE, 19702
Community: The Cascades
New The Village of Cinderberry 2 CASTLEBERRY LN, GEORGETOWN, DE, 19947, Georgetown, DE 19947
$340,000

3 beds

|

2 baths

|

1,986 sq ft

2 CASTLEBERRY LN, GEORGETOWN, DE, 19947
Independence 26446 COTTONTAIL CV, MILLSBORO, DE, 1996..., Millsboro, DE 19966
$150,000

3 beds

|

2 baths

|

1,344 sq ft

26446 COTTONTAIL CV, MILLSBORO, DE, 1996...
Community: Independence
Four Seasons at Belle Terre 21160 CONTI ST, LEWES, DE, 19958, Lewes, DE 19958
$759,900

4 beds

|

3 baths

|

3,630 sq ft

21160 CONTI ST, LEWES, DE, 19958
New Southern Meadow 104 LAVENDER DR # 10, MAGNOLIA, DE, 1996..., Magnolia, DE 19962
$185,000

2 beds

|

2 baths

|

1,750 sq ft

104 LAVENDER DR # 10, MAGNOLIA, DE, 1996...
Community: Southern Meadow
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.
Ashland 26 CYCLOPS TRL, SMYRNA, DE, 19977, Smyrna, DE 19977
$435,000

3 beds

|

3 baths

|

1,848 sq ft

26 CYCLOPS TRL, SMYRNA, DE, 19977
Community: Ashland
Venue at Winchelsea 3112 PETT LEVEL DR, MIDDLETOWN, DE, 1970..., Middletown, DE 19709
$464,409

3 beds

|

3 baths

|

2,443 sq ft

3112 PETT LEVEL DR, MIDDLETOWN, DE, 1970...
Community: Venue at Winchelsea
Noble's Pond 247 CARNEY CT, DOVER, DE, 19904, Dover, DE 19904
$354,900

3 beds

|

2 baths

|

1,453 sq ft

247 CARNEY CT, DOVER, DE, 19904
Community: Noble's Pond
Noble's Pond 208 CARNEY CT, DOVER, DE, 19904, Dover, DE 19904
$371,647

3 beds

|

3 baths

|

2,142 sq ft

208 CARNEY CT, DOVER, DE, 19904
Community: Noble's Pond
New Noble's Pond 631 RESORT BLVD, DOVER, DE, 19904, Dover, DE 19904
$487,900

2 beds

|

2 baths

|

1,800 sq ft

631 RESORT BLVD, DOVER, DE, 19904
Community: Noble's Pond
Want to learn more about 55+ communities in Milton? 55places can help!
Questions? Call us: (302) 329-3970
Village of Eastridge 100 NEW VILLAGE LN, SMYRNA, DE, 19977, Smyrna, DE 19977
$479,500

3 beds

|

2 baths

|

1,842 sq ft

100 NEW VILLAGE LN, SMYRNA, DE, 19977
Windstone 29635 RIVERSTONE DR, MILTON, DE, 19968, Milton, DE 19968
$399,900

3 beds

|

2 baths

|

1,732 sq ft

29635 RIVERSTONE DR, MILTON, DE, 19968
Community: Windstone
Noble's Pond 227 CARNEY CT, DOVER, DE, 19904, Dover, DE 19904
$369,245

3 beds

|

3 baths

|

2,142 sq ft

227 CARNEY CT, DOVER, DE, 19904
Community: Noble's Pond
Riverbend 548 ARROWGRASS LN, NEW CASTLE, DE, 19720, New Castle, DE 19720
$450,578

3 beds

|

3 baths

|

2,278 sq ft

548 ARROWGRASS LN, NEW CASTLE, DE, 19720
Community: Riverbend
Independence 29432 ANDREW JACKSON DR, MILLSBORO, DE, ..., Millsboro, DE 19966
$715,000

3 beds

|

2 baths

|

2,900 sq ft

29432 ANDREW JACKSON DR, MILLSBORO, DE, ...
Community: Independence
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.
Bay Crossing 34743 MARITIME WAY, LEWES, DE, 19958, Lewes, DE 19958
$539,900

3 beds

|

3 baths

|

2,125 sq ft

34743 MARITIME WAY, LEWES, DE, 19958
Community: Bay Crossing
Fieldstone Village 175 CLAYSTONE DR, DOVER, DE, 19901, Dover, DE 19901
$369,900

3 beds

|

2 baths

|

1,945 sq ft

175 CLAYSTONE DR, DOVER, DE, 19901
Community: Fieldstone Village
Heritage Shores 9 LINKS DR, BRIDGEVILLE, DE, 19933, Bridgeville, DE 19933
$425,000

3 beds

|

2 baths

|

1,810 sq ft

9 LINKS DR, BRIDGEVILLE, DE, 19933
Community: Heritage Shores
The Village of Cinderberry 20 FRANKENBERRY DR # 146, GEORGETOWN, DE..., Georgetown, DE 19947
$379,500

3 beds

|

2 baths

|

1,444 sq ft

|

Condo

20 FRANKENBERRY DR # 146, GEORGETOWN, DE...
New Four Seasons at Baymont Farms 798 HONEY LOCUST RD, MIDDLETOWN, DE, 197..., Middletown, DE 19709
$650,000

3 beds

|

3 baths

|

1,875 sq ft

798 HONEY LOCUST RD, MIDDLETOWN, DE, 197...
Want to learn more about 55+ communities in Milton? 55places can help!
Questions? Call us: (302) 329-3970
Riverbend 216 HERON CIR, NEW CASTLE, DE, 19720, New Castle, DE 19720
$529,888

3 beds

|

2 baths

|

2,390 sq ft

216 HERON CIR, NEW CASTLE, DE, 19720
Community: Riverbend
New Silver Woods 380 SCRANTON LN, OCEAN VIEW, DE, 19970, Ocean View, DE 19970
$450,000

4 beds

|

3 baths

|

2,026 sq ft

380 SCRANTON LN, OCEAN VIEW, DE, 19970
Community: Silver Woods
Windstone 29608 RIVERSTONE DR, MILTON, DE, 19968, Milton, DE 19968
$469,900

4 beds

|

3 baths

|

2,450 sq ft

29608 RIVERSTONE DR, MILTON, DE, 19968
Community: Windstone
Four Seasons at Hatteras Hills 179 BUXTON CIR, MAGNOLIA, DE, 19962, Magnolia, DE 19962
$534,900

3 beds

|

2 baths

|

1,778 sq ft

179 BUXTON CIR, MAGNOLIA, DE, 19962
Four Seasons at Hatteras Hills 74 WANCHESE DR, MAGNOLIA, DE, 19962, Magnolia, DE 19962
$444,900

3 beds

|

2 baths

|

1,627 sq ft

74 WANCHESE DR, MAGNOLIA, DE, 19962
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.
Four Seasons at Hatteras Hills 88 WANCHESE DR, MAGNOLIA, DE, 19962, Magnolia, DE 19962
$509,900

3 beds

|

2 baths

|

1,951 sq ft

88 WANCHESE DR, MAGNOLIA, DE, 19962
Heritage Shores 46 CANVASBACK CIR, BRIDGEVILLE, DE, 1993..., Bridgeville, DE 19933
$359,900

3 beds

|

2 baths

|

2,052 sq ft

46 CANVASBACK CIR, BRIDGEVILLE, DE, 1993...
Community: Heritage Shores
Heritage Shores 108 EMILYS PINTAIL DR, BRIDGEVILLE, DE, ..., Bridgeville, DE 19933
$385,000

4 beds

|

3 baths

|

2,400 sq ft

108 EMILYS PINTAIL DR, BRIDGEVILLE, DE, ...
Community: Heritage Shores
Champions' Club 34 SAHALEE CT, MAGNOLIA, DE, 19962, Magnolia, DE 19962
$415,000

3 beds

|

3 baths

|

2,109 sq ft

34 SAHALEE CT, MAGNOLIA, DE, 19962
Community: Champions' Club
The Villages at Red Mill Pond 17547 CLOUD NINE DR, LEWES, DE, 19958, Lewes, DE 19958
$545,000

3 beds

|

2 baths

|

1,668 sq ft

17547 CLOUD NINE DR, LEWES, DE, 19958
Want to learn more about 55+ communities in Milton? 55places can help!
Questions? Call us: (302) 329-3970
Bishop's Landing 33285 LONE CEDAR LNDG, MILLVILLE, DE, 19..., Millville, DE 19967
$565,000

4 beds

|

3 baths

|

2,800 sq ft

33285 LONE CEDAR LNDG, MILLVILLE, DE, 19...
Community: Bishop's Landing
Heritage Shores 103 WINGED FOOT DR, BRIDGEVILLE, DE, 199..., Bridgeville, DE 19933
$399,900

3 beds

|

2 baths

|

1,952 sq ft

103 WINGED FOOT DR, BRIDGEVILLE, DE, 199...
Community: Heritage Shores
Bay Crossing 34953 COMPASS CV, LEWES, DE, 19958, Lewes, DE 19958
$725,000

4 beds

|

4 baths

|

4,061 sq ft

34953 COMPASS CV, LEWES, DE, 19958
Community: Bay Crossing
Ashland 117 E CLARENDON DR, SMYRNA, DE, 19977, Smyrna, DE 19977
$339,997

2 beds

|

2 baths

|

1,504 sq ft

117 E CLARENDON DR, SMYRNA, DE, 19977
Community: Ashland
Independence 23792 SAMUEL ADAMS CIR, MILLSBORO, DE, 1..., Millsboro, DE 19966
$715,000

4 beds

|

3 baths

|

3,142 sq ft

23792 SAMUEL ADAMS CIR, MILLSBORO, DE, 1...
Community: Independence

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82 communities near Milton
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