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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
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...
$400Ks - $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
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.
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
Read the Ultimate 55+ Rental Guide Thinking about renting in a 55+ active adult community? Our free guide has all the must-know info and practical tips to help you navigate 55+ renting and find your ideal next home in a 55+ community.
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
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
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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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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
Bishop's Landing, Millville, DE
New and Resale | Age-targeted | Built 2013 - present | 449 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) 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
Read the Ultimate 55+ Rental Guide Thinking about renting in a 55+ active adult community? Our free guide has all the must-know info and practical tips to help you navigate 55+ renting and find your ideal next home in a 55+ community.
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
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5 rating (1 reviews) Symphony Village
$500Ks
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
$300Ks - $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
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.
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
Want to learn more about 55+ communities in Milton? 55places can help!
Questions? Call us: (302) 329-3970
Read the Ultimate 55+ Rental Guide Thinking about renting in a 55+ active adult community? Our free guide has all the must-know info and practical tips to help you navigate 55+ renting and find your ideal next home in a 55+ community.
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 - $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
Auburn Meadows, Smyrna, DE
New Construction | 55+ age-restricted | Built 2022 - present | 262 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.
Coves at Ocean Club
$400Ks
Coves at Ocean Club, Egg Harbor Township, NJ
New Construction | 55+ age-restricted | Built 2024 - present | 258 homes
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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
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Questions? Call us: (302) 329-3970
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
New Mystic Shores 224 DANBURY DR, LITTLE EGG HARBOR TWP, N..., Little Egg Harbor Twp, NJ 08087
$289,900

2 beds

|

2 baths

|

1,400 sq ft

|

Ranch

224 DANBURY DR, LITTLE EGG HARBOR TWP, N...
Community: Mystic Shores
Stirling Glen 215 KIPPEN DR, WILLIAMSTOWN, NJ, 08094, Williamstown, NJ 08094
$499,000

2 beds

|

2 baths

|

2,171 sq ft

215 KIPPEN DR, WILLIAMSTOWN, NJ, 08094
Community: Stirling Glen
The Oaks of Weymouth 7 COTTONWOOD CT, MAYS LANDING, NJ, 08330, Mays Landing, NJ 08330
$215,000

3 beds

|

2 baths

|

Mobile Home

7 COTTONWOOD CT, MAYS LANDING, NJ, 08330
Holiday City at Monroe 515 SAINT KITTS DR, WILLIAMSTOWN, NJ, 08..., Williamstown, NJ 08094
$350,000

2 beds

|

2 baths

|

1,369 sq ft

515 SAINT KITTS DR, WILLIAMSTOWN, NJ, 08...
The Fairways at Mays Landing 308 AUGUSTA CT, MAYS LANDING, NJ, 08330, Mays Landing, NJ 08330
$170,000

2 beds

|

2 baths

|

Mobile Home

308 AUGUSTA CT, MAYS LANDING, NJ, 08330
Want to learn more about 55+ communities in Milton? 55places can help!
Questions? Call us: (302) 329-3970
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Questions? Call us: (302) 329-3970
Mystic Shores 105 LEXINGTON DR, LITTLE EGG HARBOR TWP,..., Little Egg Harbor Twp, NJ 08087
$325,000

2 beds

|

2 baths

|

1,260 sq ft

|

House

105 LEXINGTON DR, LITTLE EGG HARBOR TWP,...
Community: Mystic Shores
Bishop's Landing 30195 BRANDYWINE DR, MILLVILLE, DE, 1996..., Millville, DE 19967
$665,000

4 beds

|

4 baths

|

3,152 sq ft

30195 BRANDYWINE DR, MILLVILLE, DE, 1996...
Community: Bishop's Landing
New Auburn Meadows 303 VIRDIN DR, SMYRNA, DE, 19977, Smyrna, DE 19977
$459,000

2 beds

|

2 baths

|

2,176 sq ft

303 VIRDIN DR, SMYRNA, DE, 19977
Community: Auburn Meadows
The Villas at The Preserve at Robinson Farms 1143 KAYLA LN, TOWNSEND, DE, 19734, Townsend, DE 19734
$479,900

3 beds

|

2 baths

|

1,850 sq ft

1143 KAYLA LN, TOWNSEND, DE, 19734
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.
Heritage Shores 134 WATERSIDE DR, BRIDGEVILLE, DE, 19933, Bridgeville, DE 19933
$334,900

2 beds

|

2 baths

|

1,320 sq ft

134 WATERSIDE DR, BRIDGEVILLE, DE, 19933
Community: Heritage Shores
Read the Ultimate 55+ Rental Guide Thinking about renting in a 55+ active adult community? Our free guide has all the must-know info and practical tips to help you navigate 55+ renting and find your ideal next home in a 55+ community.
Noble's Pond 213 NOBLES POND XING, DOVER, DE, 19904, Dover, DE 19904
$424,900

3 beds

|

2 baths

|

2,535 sq ft

213 NOBLES POND XING, DOVER, DE, 19904
Community: Noble's Pond
Parks Edge at Bayberry 3037 BARBER LN, MIDDLETOWN, DE, 19709, Middletown, DE 19709
$539,000

2 beds

|

2 baths

|

1,800 sq ft

3037 BARBER LN, MIDDLETOWN, DE, 19709
Crossings at Christiana 221 GLADSTONE WAY, BEAR, DE, 19701, Bear, DE 19701
$320,000

2 beds

|

2 baths

|

1,425 sq ft

221 GLADSTONE WAY, BEAR, DE, 19701
Want to learn more about 55+ communities in Milton? 55places can help!
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New Windstone 29645 RIVERSTONE DR, MILTON, DE, 19968, Milton, DE 19968
$475,000

3 beds

|

2 baths

|

1,730 sq ft

29645 RIVERSTONE DR, MILTON, DE, 19968
Community: Windstone
Champions' Club 673 AUGUSTA NATIONAL DR, MAGNOLIA, DE, 1..., Magnolia, DE 19962
$365,000

2 beds

|

2 baths

|

1,599 sq ft

673 AUGUSTA NATIONAL DR, MAGNOLIA, DE, 1...
Community: Champions' Club
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Questions? Call us: (302) 329-3970
Independence 24006 BENJAMIN HARRISON CIR, MILLSBORO, ..., Millsboro, DE 19966
$510,000

3 beds

|

2 baths

|

1,776 sq ft

24006 BENJAMIN HARRISON CIR, MILLSBORO, ...
Community: Independence
Champions' Club 221 NICKLAUS LN, MAGNOLIA, DE, 19962, Magnolia, DE 19962
$419,900

2 beds

|

2 baths

|

1,623 sq ft

221 NICKLAUS LN, MAGNOLIA, DE, 19962
Community: Champions' Club
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 Southern Meadow 148 DAFFODIL DR # 148, MAGNOLIA, DE, 199..., Magnolia, DE 19962
$144,900

3 beds

|

2 baths

|

1,568 sq ft

148 DAFFODIL DR # 148, MAGNOLIA, DE, 199...
Community: Southern Meadow
The Villas at The Preserve at Robinson Farms 1027 ROBINSON RD, TOWNSEND, DE, 19734, Townsend, DE 19734
$499,017

2 beds

|

2 baths

|

1,637 sq ft

1027 ROBINSON RD, TOWNSEND, DE, 19734
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
Read the Ultimate 55+ Rental Guide Thinking about renting in a 55+ active adult community? Our free guide has all the must-know info and practical tips to help you navigate 55+ renting and find your ideal next home in a 55+ community.
The Villas at The Preserve at Robinson Farms 1020 ROBINSON RD, TOWNSEND, DE, 19734, Townsend, DE 19734
$514,900

3 beds

|

2 baths

1020 ROBINSON RD, TOWNSEND, DE, 19734
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Noble's Pond 786 RESORT BLVD, DOVER, DE, 19904, Dover, DE 19904
$416,380

2 beds

|

2 baths

|

1,728 sq ft

786 RESORT BLVD, DOVER, DE, 19904
Community: Noble's Pond
Noble's Pond 812 RESORT BLVD, DOVER, DE, 19904, Dover, DE 19904
$460,320

3 beds

|

3 baths

|

2,151 sq ft

812 RESORT BLVD, DOVER, DE, 19904
Community: Noble's Pond
Venue at Winchelsea 3506 PIPEWELL LN, MIDDLETOWN, DE, 19709, Middletown, DE 19709
$565,825

3 beds

|

3 baths

|

3,397 sq ft

3506 PIPEWELL LN, MIDDLETOWN, DE, 19709
Community: Venue at Winchelsea
Noble's Pond 1175 RESORT BLVD, DOVER, DE, 19904, Dover, DE 19904
$365,800

2 beds

|

2 baths

|

1,518 sq ft

1175 RESORT BLVD, DOVER, DE, 19904
Community: Noble's Pond
Want to learn more about 55+ rental communities in Milton? 55places can help!
Questions? Call us: (302) 329-3970
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 3502 PIPEWELL LN, MIDDLETOWN, DE, 19709, Middletown, DE 19709
$499,995

3 beds

|

3 baths

|

3,397 sq ft

3502 PIPEWELL LN, MIDDLETOWN, DE, 19709
Community: Venue at Winchelsea
Venue at Winchelsea 3104 PETT LEVEL DR, MIDDLETOWN, DE, 1970..., Middletown, DE 19709
$459,509

3 beds

|

3 baths

|

2,443 sq ft

3104 PETT LEVEL DR, MIDDLETOWN, DE, 1970...
Community: Venue at Winchelsea
Venue at Winchelsea 2674 FAIRLIGHT DR, MIDDLETOWN, DE, 19709, Middletown, DE 19709
$379,990

5 beds

|

2 baths

|

2,669 sq ft

2674 FAIRLIGHT DR, MIDDLETOWN, DE, 19709
Community: Venue at Winchelsea
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
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
Want to learn more about 55+ communities in Milton? 55places can help!
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Read the Ultimate 55+ Rental Guide Thinking about renting in a 55+ active adult community? Our free guide has all the must-know info and practical tips to help you navigate 55+ renting and find your ideal next home in a 55+ community.
Noble's Pond 208 CARNEY CT, DOVER, DE, 19904, Dover, DE 19904
$369,647

3 beds

|

3 baths

|

2,142 sq ft

208 CARNEY CT, DOVER, DE, 19904
Community: Noble's Pond
Cedar Bay 30611 CEDAR NECK RD UNIT 2204, OCEAN VIE..., Ocean View, DE 19970
$295,000

2 beds

|

2 baths

|

1,134 sq ft

|

Condo

30611 CEDAR NECK RD UNIT 2204, OCEAN VIE...
Community: Cedar Bay
Heritage Shores 338 HERITAGE SHORES CIR, BRIDGEVILLE, DE..., Bridgeville, DE 19933
$464,900

3 beds

|

2 baths

|

1,576 sq ft

338 HERITAGE SHORES CIR, BRIDGEVILLE, DE...
Community: Heritage Shores
Champions' Club 85 BAY HILL RD, MAGNOLIA, DE, 19962, Magnolia, DE 19962
$325,000

2 beds

|

2 baths

|

1,967 sq ft

85 BAY HILL RD, MAGNOLIA, DE, 19962
Community: Champions' Club
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.
Village of Eastridge 131 LUPINE DR, SMYRNA, DE, 19977, Smyrna, DE 19977
$430,000

2 beds

|

2 baths

|

2,303 sq ft

131 LUPINE DR, SMYRNA, DE, 19977
Want to learn more about 55+ rental communities in Milton? 55places can help!
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New Heritage Shores 79 EMILYS PINTAIL DR, BRIDGEVILLE, DE, 1..., Bridgeville, DE 19933
$394,900

2 beds

|

2 baths

|

2,033 sq ft

79 EMILYS PINTAIL DR, BRIDGEVILLE, DE, 1...
Community: Heritage Shores
Bishop's Landing 25512 FOX POINT LN, MILLVILLE, DE, 19967, Millville, DE 19967
$689,000

4 beds

|

3 baths

|

2,982 sq ft

25512 FOX POINT LN, MILLVILLE, DE, 19967
Community: Bishop's Landing
Heritage Shores 99 EMILYS PINTAIL DR, BRIDGEVILLE, DE, 1..., Bridgeville, DE 19933
$417,500

4 beds

|

3 baths

|

3,091 sq ft

99 EMILYS PINTAIL DR, BRIDGEVILLE, DE, 1...
Community: Heritage Shores
Want to learn more about 55+ communities in Milton? 55places can help!
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Forest Landing at Bethany Beach HOMESITE 22 GALLAGHER DR, OCEAN VIEW, DE..., Ocean View, DE 19970
$479,990

3 beds

|

3 baths

|

2,070 sq ft

HOMESITE 22 GALLAGHER DR, OCEAN VIEW, DE...
Silver Woods HOMESITE 22 GALLAGHER DR, OCEAN VIEW, DE..., Ocean View, DE 19970
$479,990

3 beds

|

3 baths

|

2,070 sq ft

HOMESITE 22 GALLAGHER DR, OCEAN VIEW, DE...
Community: Silver Woods

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