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

344 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 - $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!
Questions? Call us: (302) 329-3970
No reviews yet Holiday City at Monroe
$100Ks - $300Ks
Holiday City at Monroe, Williamstown, NJ
Resale Only | 55+ age-restricted | Built 1989 - 2007 | 682 homes
No reviews yet 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
No reviews yet 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 - $300Ks
The Parke at Ocean Pines, Ocean Pines, MD
Resale Only | 55+ age-restricted | Built 2001 - 2005 | 503 homes
No reviews yet 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
No reviews yet Independence
$500Ks - $700Ks
Independence, Millsboro, DE
Resale Only | 55+ age-restricted | Built 2007 - 2021 | 455 homes
No reviews yet Chesapeake
$400Ks - $500Ks
Chesapeake, Easton, MD
Resale Only | 55+ age-restricted | Built 2002 - 2011 | 452 homes
Want to learn more about 55+ communities in Milton? 55places can help!
Questions? Call us: (302) 329-3970
No reviews yet 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
No reviews yet Parke Place
$200Ks - $200Ks
Parke Place, Sewell, NJ
Resale Only | 55+ age-restricted | Built 1999 - 2003 | 406 homes
No reviews yet 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.
No reviews yet The Village Grande at Eng...
$300Ks - $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
$300Ks - $400Ks
Springmill, Middletown, DE
Resale Only | 55+ age-restricted | Built 2000 - 2007 | 362 homes
No reviews yet Venue at Winchelsea
$400Ks - $500Ks
Venue at Winchelsea, Middletown, DE
New Construction | 55+ age-restricted | Built 2024 - present | 336 homes
Want to learn more about 55+ communities in Milton? 55places can help!
Questions? Call us: (302) 329-3970
No reviews yet 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
No reviews yet Four Seasons at Silver Ma...
$500Ks - $500Ks
Four Seasons at Silver Ma..., Middletown, DE
Resale Only | 55+ age-restricted | Built 2011 - 2017 | 299 homes
No reviews yet 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.
No reviews yet Four Seasons at Baymont F...
$500Ks - $700Ks
Four Seasons at Baymont F..., Middletown, DE
New Construction | Age-targeted | Built 2019 - present | 288 homes
No reviews yet Forest Landing at Bethany...
$500Ks - $500Ks
Forest Landing at Bethany..., Frankford, DE
New and Resale | Age-targeted | Built 2012 - present | 280 homes
No reviews yet Four Seasons at Belle Ter...
$600Ks - $700Ks
Four Seasons at Belle Ter..., Lewes, DE
New Construction | 55+ age-restricted | Built 2019 - present | 269 homes
No reviews yet Auburn Meadows
$300Ks - $300Ks
Auburn Meadows, Smyrna, DE
New Construction | 55+ age-restricted | Built 2022 - present | 262 homes
No reviews yet Coves at Ocean Club
$400Ks - $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
No reviews yet Bay Crossing
$400Ks - $700Ks
Bay Crossing, Lewes, DE
Resale Only | 55+ age-restricted | Built 2005 - 2016 | 256 homes
No reviews yet Traditions at Whitehall
$400Ks - $600Ks
Traditions at Whitehall, Middletown, DE
New Construction | 55+ age-restricted | Built 2019 - present | 250 homes
No reviews yet Longacre Village
$200Ks - $300Ks
Longacre Village, Dover, DE
Resale Only | 55+ age-restricted | Built 2006 - 2016 | 250 homes
No reviews yet 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
Champions' Club 532 AUGUSTA NATIONAL DR, MAGNOLIA, DE, 1..., Magnolia, DE 19962
$339,000

2 beds

|

2 baths

|

1,696 sq ft

532 AUGUSTA NATIONAL DR, MAGNOLIA, DE, 1...
Community: Champions' Club
The Cascades 632 MAYFIELD FALLS DR, NEWARK, DE, 19702, Newark, DE 19702
$515,000

2 beds

|

2 baths

|

1,950 sq ft

632 MAYFIELD FALLS DR, NEWARK, DE, 19702
Community: The Cascades
Heritage Shores 8 HARLEQUIN LOOP, BRIDGEVILLE, DE, 19933, Bridgeville, DE 19933
$345,900

3 beds

|

2 baths

|

1,845 sq ft

8 HARLEQUIN LOOP, BRIDGEVILLE, DE, 19933
Community: Heritage Shores
Four Seasons at Baymont Farms 505 CHERRY BARK RD, MIDDLETOWN, DE, 1970..., Middletown, DE 19709
$585,000

3 beds

|

3 baths

|

2,650 sq ft

505 CHERRY BARK RD, MIDDLETOWN, DE, 1970...
Heritage Shores 328 HERITAGE SHORES CIR, BRIDGEVILLE, DE..., Bridgeville, DE 19933
$499,990

3 beds

|

2 baths

|

2,018 sq ft

328 HERITAGE SHORES CIR, BRIDGEVILLE, DE...
Community: Heritage Shores
Want to learn more about 55+ communities in Milton? 55places can help!
Questions? Call us: (302) 329-3970
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
Bishop's Landing 33285 LONE CEDAR LNDG, MILLVILLE, DE, 19..., Millville, DE 19967
$575,000

4 beds

|

3 baths

|

2,800 sq ft

33285 LONE CEDAR LNDG, MILLVILLE, DE, 19...
Community: Bishop's Landing
Silver Woods HOMESITE 12 MERRICK WAY, OCEAN VIEW, DE,..., Ocean View, DE 19970
$449,990

3 beds

|

3 baths

|

2,201 sq ft

HOMESITE 12 MERRICK WAY, OCEAN VIEW, DE,...
Community: Silver Woods
The Villages at Red Mill Pond 17513 YELLOW BELL DR, LEWES, DE, 19958, Lewes, DE 19958
$619,900

3 beds

|

2 baths

|

2,100 sq ft

17513 YELLOW BELL DR, LEWES, DE, 19958
Crossings at Christiana 613 KENDALL DR, BEAR, DE, 19701, Bear, DE 19701
$359,900

2 beds

|

2 baths

|

1,575 sq ft

613 KENDALL DR, BEAR, DE, 19701
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.
Springmill 56 SPRINGMILL DR, MIDDLETOWN, DE, 19709, Middletown, DE 19709
$474,000

2 beds

|

2 baths

|

3,450 sq ft

56 SPRINGMILL DR, MIDDLETOWN, DE, 19709
Community: Springmill
Heritage Shores 345 HERITAGE SHORES CIR, BRIDGEVILLE, DE..., Bridgeville, DE 19933
$474,990

3 beds

|

2 baths

|

2,018 sq ft

345 HERITAGE SHORES CIR, BRIDGEVILLE, DE...
Community: Heritage Shores
Forest Landing at Bethany Beach 36261 TEE BOX BLVD # 122, FRANKFORD, DE,..., Frankford, DE 19945
$570,000

4 beds

|

3 baths

|

2,400 sq ft

|

Condo

36261 TEE BOX BLVD # 122, FRANKFORD, DE,...
Heritage Shores 34 WHITE PELICAN CT, BRIDGEVILLE, DE, 19..., Bridgeville, DE 19933
$309,000

2 beds

|

2 baths

|

1,645 sq ft

34 WHITE PELICAN CT, BRIDGEVILLE, DE, 19...
Community: Heritage Shores
Springmill 102 SPRINGMILL DR, MIDDLETOWN, DE, 19709, Middletown, DE 19709
$475,000

2 beds

|

2 baths

|

2,100 sq ft

102 SPRINGMILL DR, MIDDLETOWN, DE, 19709
Community: Springmill
Want to learn more about 55+ communities in Milton? 55places can help!
Questions? Call us: (302) 329-3970
Springmill 51 SPRINGMILL DR, MIDDLETOWN, DE, 19709, Middletown, DE 19709
$397,000

2 beds

|

2 baths

|

1,875 sq ft

51 SPRINGMILL DR, MIDDLETOWN, DE, 19709
Community: Springmill
Noble's Pond 122 CASSELBERRY LN, DOVER, DE, 19904, Dover, DE 19904
$349,900

2 beds

|

2 baths

|

1,379 sq ft

122 CASSELBERRY LN, DOVER, DE, 19904
Community: Noble's Pond
Four Seasons at Hatteras Hills 253 BUXTON CIR, MAGNOLIA, DE, 19962, Magnolia, DE 19962
$399,900

3 beds

|

2 baths

|

1,627 sq ft

253 BUXTON CIR, MAGNOLIA, DE, 19962
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
Parks Edge at Bayberry 3006 BARBER LN, MIDDLETOWN, DE, 19709, Middletown, DE 19709
$568,500

2 beds

|

2 baths

|

2,016 sq ft

3006 BARBER LN, MIDDLETOWN, DE, 19709
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 34677 VILLA CIR 504, LEWES, DE, 19958, Lewes, DE 19958
$399,900

3 beds

|

2 baths

|

1,215 sq ft

34677 VILLA CIR 504, LEWES, DE, 19958
Community: Bay Crossing
The Villages at Red Mill Pond 36396 BABBLING BROOK WAY, LEWES, DE, 199..., Lewes, DE 19958
$650,000

4 beds

|

4 baths

|

2,600 sq ft

36396 BABBLING BROOK WAY, LEWES, DE, 199...
Heritage Shores 12 HARLEQUIN LOOP, BRIDGEVILLE, DE, 1993..., Bridgeville, DE 19933
$349,900

3 beds

|

2 baths

|

1,845 sq ft

12 HARLEQUIN LOOP, BRIDGEVILLE, DE, 1993...
Community: Heritage Shores
The Villages at Red Mill Pond 34378 SPRING BROOK AVE, LEWES, DE, 19958, Lewes, DE 19958
$625,000

3 beds

|

2 baths

|

1,922 sq ft

34378 SPRING BROOK AVE, LEWES, DE, 19958
Southern Meadow 192 DAFFODIL DR # 36, MAGNOLIA, DE, 1996..., Magnolia, DE 19962
$192,500

2 beds

|

2 baths

|

1,720 sq ft

192 DAFFODIL DR # 36, MAGNOLIA, DE, 1996...
Community: Southern Meadow
Want to learn more about 55+ communities in Milton? 55places can help!
Questions? Call us: (302) 329-3970
Four Seasons at Hatteras Hills 74 WANCHESE DR, MAGNOLIA, DE, 19962, Magnolia, DE 19962
$449,900

3 beds

|

2 baths

|

1,627 sq ft

74 WANCHESE DR, MAGNOLIA, DE, 19962
Heritage Shores 133 WATERSIDE DR, BRIDGEVILLE, DE, 19933, Bridgeville, DE 19933
$339,900

2 beds

|

2 baths

|

1,530 sq ft

133 WATERSIDE DR, BRIDGEVILLE, DE, 19933
Community: Heritage Shores
Silver Woods 205 LACKAWANNA LN, OCEAN VIEW, DE, 19970, Ocean View, DE 19970
$489,990

3 beds

|

3 baths

|

2,267 sq ft

205 LACKAWANNA LN, OCEAN VIEW, DE, 19970
Community: Silver Woods
Silver Woods 207 LACKAWANNA LN, OCEAN VIEW, DE, 19970, Ocean View, DE 19970
$474,990

3 beds

|

3 baths

|

2,178 sq ft

207 LACKAWANNA LN, OCEAN VIEW, DE, 19970
Community: Silver Woods
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
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.
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
Parks Edge at Bayberry 3037 BARBER LN, MIDDLETOWN, DE, 19709, Middletown, DE 19709
$549,000

2 beds

|

2 baths

|

1,800 sq ft

3037 BARBER LN, MIDDLETOWN, DE, 19709
Four Seasons at Hatteras Hills 179 BUXTON CIR, MAGNOLIA, DE, 19962, Magnolia, DE 19962
$539,900

3 beds

|

2 baths

|

1,778 sq ft

179 BUXTON CIR, MAGNOLIA, DE, 19962
Riverbend 219 HERON CIR, NEW CASTLE, DE, 19720, New Castle, DE 19720
$494,998

3 beds

|

3 baths

|

2,375 sq ft

219 HERON CIR, NEW CASTLE, DE, 19720
Community: Riverbend
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
Want to learn more about 55+ communities in Milton? 55places can help!
Questions? Call us: (302) 329-3970
Village of Eastridge 76 VOLPE WAY, SMYRNA, DE, 19977, Smyrna, DE 19977
$397,500

2 beds

|

2 baths

|

1,639 sq ft

76 VOLPE WAY, SMYRNA, DE, 19977
Cedar Bay 30611 CEDAR NECK RD UNIT 2204, OCEAN VIE..., Ocean View, DE 19970
$319,000

2 beds

|

2 baths

|

1,134 sq ft

|

Condo

30611 CEDAR NECK RD UNIT 2204, OCEAN VIE...
Community: Cedar Bay
Heritage Shores 30 AMANDAS TEAL DR, BRIDGEVILLE, DE, 199..., Bridgeville, DE 19933
$365,000

3 beds

|

2 baths

|

2,010 sq ft

30 AMANDAS TEAL DR, BRIDGEVILLE, DE, 199...
Community: Heritage Shores
Legacy at The Village of Fox Meadow 212 ANITA CT, NEWARK, DE, 19702, Newark, DE 19702
$415,000

3 beds

|

3 baths

|

2,025 sq ft

212 ANITA CT, NEWARK, DE, 19702
Village of Fountainview 3000 FOUNTAINVIEW CIR # 3206, NEWARK, DE..., Newark, DE 19713
$190,000

2 beds

|

2 baths

|

825 sq ft

|

Condo

3000 FOUNTAINVIEW CIR # 3206, NEWARK, DE...

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344 homes near Milton
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