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

318 homes 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
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 - $500Ks
Noble's Pond, Dover, DE
New and Resale | 55+ age-restricted | Built 2007 - present | 800 homes
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Holiday City at Monroe
$200Ks - $400Ks
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
Four Seasons at Millville, Millville, NJ
New and Resale | 55+ age-restricted | Built 2008 - present | 610 homes
The Ponds at Bayberry
$500Ks - $600Ks
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
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
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
Four Seasons at Weatherby, Woolwich, NJ
Resale Only | 55+ age-restricted | Built 2005 - 2013 | 428 homes
Parke Place
$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
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
$500Ks - $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
$300Ks - $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
Cranberry Creek, Little Egg Harbor, NJ
Resale Only | 55+ age-restricted | Built 2003 - 2010 | 325 homes
3 rating (2 reviews) Spring Arbor
$400Ks
Spring Arbor, Middletown, DE
Resale Only | 55+ age-restricted | Built 2007 - 2018 | 317 homes
Four Seasons at Silver Ma...
$500Ks
Four Seasons at Silver Ma..., Middletown, DE
Resale Only | 55+ age-restricted | Built 2011 - 2017 | 299 homes
The Village Grande at Lit...
$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 - $600Ks
Four Seasons at Baymont F..., Middletown, DE
New Construction | Age-targeted | Built 2019 - present | 288 homes
Forest Landing at Bethany...
$400Ks
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
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
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
The Villas at The Preserve at Robinson Farms 1071 ROBINSON RD DELRAY PLAN, TOWNSEND, ..., Townsend, DE 19734
$439,900

3 beds

|

2 baths

|

2,004 sq ft

1071 ROBINSON RD DELRAY PLAN, TOWNSEND, ...
The Villas at The Preserve at Robinson Farms 1020 ROBINSON RD, TOWNSEND, DE, 19734, Townsend, DE 19734
$504,900

3 beds

|

2 baths

1020 ROBINSON RD, TOWNSEND, DE, 19734
The Villas at The Preserve at Robinson Farms 1067 ROBINSON RD LAKELAND PLAN, TOWNSEND..., Townsend, DE 19734
$467,900

3 beds

|

2 baths

|

2,534 sq ft

1067 ROBINSON RD LAKELAND PLAN, TOWNSEND...
The Villas at The Preserve at Robinson Farms 1019 ROBINSON RD, TOWNSEND, DE, 19734, Townsend, DE 19734
$449,900

3 beds

|

2 baths

|

1,637 sq ft

1019 ROBINSON RD, TOWNSEND, DE, 19734
The Villas at The Preserve at Robinson Farms 1027 ROBINSON RD, TOWNSEND, DE, 19734, Townsend, DE 19734
$489,017

2 beds

|

2 baths

|

1,637 sq ft

1027 ROBINSON RD, TOWNSEND, DE, 19734
Want to learn more about 55+ communities in Milton? 55places can help!
Questions? Call us: (302) 329-3970
The Villas at The Preserve at Robinson Farms 1069 ROBINSON RD PEMBROOK PLAN, TOWNSEND..., Townsend, DE 19734
$452,900

3 beds

|

2 baths

|

2,439 sq ft

1069 ROBINSON RD PEMBROOK PLAN, TOWNSEND...
The Villas at The Preserve at Robinson Farms 1063 ROBINSON RD WHITFIELD PLAN, TOWNSEN..., Townsend, DE 19734
$494,900

3 beds

|

2 baths

|

2,826 sq ft

1063 ROBINSON RD WHITFIELD PLAN, TOWNSEN...
The Ponds at Bayberry 624 VIVALDI DR, MIDDLETOWN, DE, 19709, Middletown, DE 19709
$609,999

3 beds

|

2 baths

|

2,050 sq ft

624 VIVALDI DR, MIDDLETOWN, DE, 19709
Heritage Shores 106 WATERSIDE DR, BRIDGEVILLE, DE, 19933, Bridgeville, DE 19933
$399,900

4 beds

|

3 baths

|

1,859 sq ft

106 WATERSIDE DR, BRIDGEVILLE, DE, 19933
Community: Heritage Shores
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
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.
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
Bay Crossing 34944 COMPASS CV, LEWES, DE, 19958, Lewes, DE 19958
$649,900

3 beds

|

3 baths

|

2,400 sq ft

34944 COMPASS CV, LEWES, DE, 19958
Community: Bay Crossing
Traditions at Whitehall 548 LONGHORN LOOP LOT 33 CHELSEA, MIDDLE..., Middletown, DE 19709
$688,893

3 beds

|

2 baths

|

2,296 sq ft

548 LONGHORN LOOP LOT 33 CHELSEA, MIDDLE...
Ashland 2 CYCLOPS TRL, SMYRNA, DE, 19977, Smyrna, DE 19977
$459,000

2 beds

|

2 baths

|

1,612 sq ft

2 CYCLOPS TRL, SMYRNA, DE, 19977
Community: Ashland
Heritage Shores 134 WATERSIDE DR, BRIDGEVILLE, DE, 19933, Bridgeville, DE 19933
$344,900

2 beds

|

2 baths

|

1,320 sq ft

134 WATERSIDE DR, BRIDGEVILLE, DE, 19933
Community: Heritage Shores
Want to learn more about 55+ communities in Milton? 55places can help!
Questions? Call us: (302) 329-3970
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
Four Seasons at Belle Terre 21336 DAUPHINE ST, LEWES, DE, 19958, Lewes, DE 19958
$670,000

3 beds

|

2 baths

|

2,087 sq ft

21336 DAUPHINE ST, LEWES, DE, 19958
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
Noble's Pond 3 NOBLES POND XING, DOVER, DE, 19904, Dover, DE 19904
$439,900

2 beds

|

2 baths

|

1,750 sq ft

3 NOBLES POND XING, DOVER, DE, 19904
Community: Noble's Pond
Heritage Shores 38 ROYAL VIEW DR, BRIDGEVILLE, DE, 19933, Bridgeville, DE 19933
$599,990

3 beds

|

3 baths

|

3,309 sq ft

38 ROYAL VIEW DR, BRIDGEVILLE, DE, 19933
Community: Heritage Shores
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 at Red Mill Pond 17513 YELLOW BELL DR, LEWES, DE, 19958, Lewes, DE 19958
$614,900

3 beds

|

2 baths

|

2,100 sq ft

17513 YELLOW BELL DR, LEWES, DE, 19958
The Ponds at Bayberry 5338 NEWMAN LN, MIDDLETOWN, DE, 19709, Middletown, DE 19709
$639,000

3 beds

|

2 baths

|

1,925 sq ft

5338 NEWMAN LN, MIDDLETOWN, DE, 19709
Heritage Shores 312 HERITAGE SHORES CIR, BRIDGEVILLE, DE..., Bridgeville, DE 19933
$399,990

3 beds

|

2 baths

|

1,792 sq ft

312 HERITAGE SHORES CIR, BRIDGEVILLE, DE...
Community: Heritage Shores
Village of Eastridge 00 FELIX VIEW CT BAYARD, SMYRNA, DE, 199..., Smyrna, DE 19977
$395,000

2 beds

|

2 baths

|

1,580 sq ft

00 FELIX VIEW CT BAYARD, SMYRNA, DE, 199...
Village of Eastridge 00 FELIX VIEW CT BAYARD CLASSIC, SMYRNA,..., Smyrna, DE 19977
$382,000

2 beds

|

2 baths

|

1,600 sq ft

00 FELIX VIEW CT BAYARD CLASSIC, SMYRNA,...
Want to learn more about 55+ communities in Milton? 55places can help!
Questions? Call us: (302) 329-3970
Bay Crossing 34729 MARITIME WAY, LEWES, DE, 19958, Lewes, DE 19958
$550,000

3 beds

|

3 baths

|

2,761 sq ft

34729 MARITIME WAY, LEWES, DE, 19958
Community: Bay Crossing
Four Seasons at Baymont Farms 505 CHERRY BARK RD, MIDDLETOWN, DE, 1970..., Middletown, DE 19709
$565,000

3 beds

|

3 baths

|

2,650 sq ft

505 CHERRY BARK RD, MIDDLETOWN, DE, 1970...
Heritage Shores 338 HERITAGE SHORES CIR, BRIDGEVILLE, DE..., Bridgeville, DE 19933
$474,900

3 beds

|

2 baths

|

1,576 sq ft

338 HERITAGE SHORES CIR, BRIDGEVILLE, DE...
Community: Heritage Shores
Windstone 29575 FIELDSTONE DR, MILTON, DE, 19968, Milton, DE 19968
$475,000

3 beds

|

2 baths

|

2,056 sq ft

29575 FIELDSTONE DR, MILTON, DE, 19968
Community: Windstone
Venue at Winchelsea 3104 PETT LEVEL DR, MIDDLETOWN, DE, 1970..., Middletown, DE 19709
$469,509

3 beds

|

3 baths

|

2,443 sq ft

3104 PETT LEVEL DR, MIDDLETOWN, DE, 1970...
Community: Venue at Winchelsea
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.
Venue at Winchelsea 3108 PETT LEVEL DR, MIDDLETOWN, DE, 1970..., Middletown, DE 19709
$412,800

5 beds

|

2 baths

|

2,669 sq ft

3108 PETT LEVEL DR, MIDDLETOWN, DE, 1970...
Community: Venue at Winchelsea
Venue at Winchelsea 3502 PIPEWELL LN, MIDDLETOWN, DE, 19709, Middletown, DE 19709
$519,750

3 beds

|

3 baths

|

3,397 sq ft

3502 PIPEWELL LN, MIDDLETOWN, DE, 19709
Community: Venue at Winchelsea
Noble's Pond 809 RESORT BLVD, DOVER, DE, 19904, Dover, DE 19904
$339,810

3 beds

|

2 baths

|

1,453 sq ft

809 RESORT BLVD, DOVER, DE, 19904
Community: Noble's Pond
Auburn Meadows 15 SADDLEFORD RD, SMYRNA, DE, 19977, Smyrna, DE 19977
$411,318

2 beds

|

2 baths

|

1,728 sq ft

15 SADDLEFORD RD, SMYRNA, DE, 19977
Community: Auburn Meadows
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
Want to learn more about 55+ communities in Milton? 55places can help!
Questions? Call us: (302) 329-3970
Auburn Meadows 43 ARDMONT DR, SMYRNA, DE, 19977, Smyrna, DE 19977
$409,818

2 beds

|

2 baths

|

1,778 sq ft

43 ARDMONT DR, SMYRNA, DE, 19977
Community: Auburn Meadows
Legacy at The Village of Fox Meadow 433 PIERCE RUN, NEWARK, DE, 19702, Newark, DE 19702
$429,000

3 beds

|

4 baths

|

2,625 sq ft

433 PIERCE RUN, NEWARK, DE, 19702
The Villages at Red Mill Pond 18682 GOLDEN SUNRISE PL, LEWES, DE, 1995..., Lewes, DE 19958
$489,900

3 beds

|

2 baths

|

1,498 sq ft

18682 GOLDEN SUNRISE PL, LEWES, DE, 1995...
The Villages at Red Mill Pond 31454 VIVID VIEW DR, LEWES, DE, 19958, Lewes, DE 19958
$624,900

3 beds

|

2 baths

|

2,392 sq ft

31454 VIVID VIEW DR, LEWES, DE, 19958
Bishop's Landing 33298 LONE CEDAR LNDG # 5802, MILLVILLE,..., Millville, DE 19967
$588,900

4 beds

|

3 baths

|

2,600 sq ft

33298 LONE CEDAR LNDG # 5802, MILLVILLE,...
Community: Bishop's Landing
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318 homes near Milton
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