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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 314 AUGUSTA NATIONAL DR, MAGNOLIA, DE, 1..., Magnolia, DE 19962
$330,000

2 beds

|

2 baths

|

1,566 sq ft

314 AUGUSTA NATIONAL DR, MAGNOLIA, DE, 1...
Community: Champions' Club
Longacre Village 21 STARFIRE CT, DOVER, DE, 19901, Dover, DE 19901
$299,900

2 beds

|

2 baths

|

1,198 sq ft

21 STARFIRE CT, DOVER, DE, 19901
Community: Longacre Village
Four Seasons at Baymont Farms 411 PAPER BIRCH ST, MIDDLETOWN, DE, 1970..., Middletown, DE 19709
$725,000

4 beds

|

4 baths

|

2,378 sq ft

411 PAPER BIRCH ST, MIDDLETOWN, DE, 1970...
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
Silver Woods 390 SCRANTON LN, OCEAN VIEW, DE, 19970, Ocean View, DE 19970
$469,990

3 beds

|

3 baths

|

2,178 sq ft

390 SCRANTON LN, 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
Silver Woods 138 KINGSTON AVE, OCEAN VIEW, DE, 19970, Ocean View, DE 19970
$429,990

3 beds

|

3 baths

|

2,088 sq ft

138 KINGSTON AVE, OCEAN VIEW, DE, 19970
Community: Silver Woods
Windstone 16618 BLUESTONE TER, MILTON, DE, 19968, Milton, DE 19968
$499,000

3 beds

|

2 baths

|

1,899 sq ft

16618 BLUESTONE TER, MILTON, DE, 19968
Community: Windstone
Silver Woods HOMESITE 18 GALLAGHER DR, OCEAN VIEW, DE..., Ocean View, DE 19970
$514,990

4 beds

|

4 baths

|

2,443 sq ft

HOMESITE 18 GALLAGHER DR, OCEAN VIEW, DE...
Community: Silver Woods
Forest Landing at Bethany Beach HOMESITE 18 GALLAGHER DR, OCEAN VIEW, DE..., Ocean View, DE 19970
$514,990

4 beds

|

4 baths

|

2,443 sq ft

HOMESITE 18 GALLAGHER DR, OCEAN VIEW, DE...
Ashland 14 GORGONS AVE, SMYRNA, DE, 19977, Smyrna, DE 19977
$509,900

2 beds

|

2 baths

|

2,073 sq ft

14 GORGONS AVE, SMYRNA, DE, 19977
Community: Ashland
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 Fountainview 3000 FOUNTAINVIEW CIR # 3311, NEWARK, DE..., Newark, DE 19713
$190,000

2 beds

|

2 baths

|

825 sq ft

|

Condo

3000 FOUNTAINVIEW CIR # 3311, NEWARK, DE...
The Villages at Red Mill Pond 18682 GOLDEN SUNRISE PL, LEWES, DE, 1995..., Lewes, DE 19958
$489,900

3 beds

|

2 baths

|

1,593 sq ft

18682 GOLDEN SUNRISE PL, LEWES, DE, 1995...
Bishop's Landing 19127 GREYS NECK CT, MILLVILLE, DE, 1996..., Millville, DE 19967
$622,000

5 beds

|

4 baths

|

3,010 sq ft

19127 GREYS NECK CT, MILLVILLE, DE, 1996...
Community: Bishop's Landing
Longacre Village 68 CRESTHAVEN LN, DOVER, DE, 19901, Dover, DE 19901
$309,900

2 beds

|

2 baths

|

1,163 sq ft

68 CRESTHAVEN LN, DOVER, DE, 19901
Community: Longacre Village
Heritage Shores 54 RUDDY DUCK LN, BRIDGEVILLE, DE, 19933, Bridgeville, DE 19933
$359,900

3 beds

|

2 baths

|

2,010 sq ft

54 RUDDY DUCK LN, BRIDGEVILLE, DE, 19933
Community: Heritage Shores
Want to learn more about 55+ communities in Milton? 55places can help!
Questions? Call us: (302) 329-3970
Heritage Shores 65 CANVASBACK CIR, BRIDGEVILLE, DE, 1993..., Bridgeville, DE 19933
$455,000

3 beds

|

3 baths

|

2,402 sq ft

65 CANVASBACK CIR, BRIDGEVILLE, DE, 1993...
Community: Heritage Shores
Independence 23855 BETSY ROSS LN, MILLSBORO, DE, 1996..., Millsboro, DE 19966
$599,999

3 beds

|

2 baths

|

2,200 sq ft

23855 BETSY ROSS LN, MILLSBORO, DE, 1996...
Community: Independence
Longacre Village 45 HARCREST CT, DOVER, DE, 19901, Dover, DE 19901
$364,900

3 beds

|

3 baths

|

2,010 sq ft

45 HARCREST CT, DOVER, DE, 19901
Community: Longacre Village
Noble's Pond 126 FAIRMONT LN, DOVER, DE, 19904, Dover, DE 19904
$474,900

2 beds

|

2 baths

|

1,798 sq ft

126 FAIRMONT LN, DOVER, DE, 19904
Community: Noble's Pond
Heritage Shores 312 HERITAGE SHORES CIR, BRIDGEVILLE, DE..., Bridgeville, DE 19933
$424,990

3 beds

|

2 baths

|

1,792 sq ft

312 HERITAGE SHORES CIR, BRIDGEVILLE, DE...
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.
Heritage Shores 318 HERITAGE SHORES CIR, BRIDGEVILLE, DE..., Bridgeville, DE 19933
$449,990

3 beds

|

2 baths

|

2,018 sq ft

318 HERITAGE SHORES CIR, BRIDGEVILLE, DE...
Community: Heritage Shores
Southern Meadow 112 LAVENDER DR, MAGNOLIA, DE, 19962, Magnolia, DE 19962
$195,000

2 beds

|

2 baths

|

1,740 sq ft

112 LAVENDER DR, MAGNOLIA, DE, 19962
Community: Southern Meadow
The Village of Cinderberry 25 BAYBERRY ST # 13, GEORGETOWN, DE, 199..., Georgetown, DE 19947
$310,000

3 beds

|

2 baths

|

1,690 sq ft

|

Condo

25 BAYBERRY ST # 13, GEORGETOWN, DE, 199...
Heritage Shores 8 GADWALL CIR, BRIDGEVILLE, DE, 19933, Bridgeville, DE 19933
$379,000

3 beds

|

3 baths

|

2,200 sq ft

8 GADWALL CIR, BRIDGEVILLE, DE, 19933
Community: Heritage Shores
The Ponds at Bayberry 650 VIVALDI DR, MIDDLETOWN, DE, 19709, Middletown, DE 19709
$660,000

4 beds

|

3 baths

|

3,000 sq ft

|

Condo

650 VIVALDI DR, MIDDLETOWN, DE, 19709
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 1143 KAYLA LN, TOWNSEND, DE, 19734, Townsend, DE 19734
$495,000

3 beds

|

2 baths

|

1,850 sq ft

1143 KAYLA LN, TOWNSEND, DE, 19734
Four Seasons at Belle Terre 21336 DAUPHINE ST, LEWES, DE, 19958, Lewes, DE 19958
$685,000

3 beds

|

2 baths

|

2,087 sq ft

21336 DAUPHINE ST, LEWES, DE, 19958
Village of Fountainview 3000 FOUNTAINVIEW CIR # 3107, NEWARK, DE..., Newark, DE 19713
$220,000

2 beds

|

2 baths

|

1,075 sq ft

|

Condo

3000 FOUNTAINVIEW CIR # 3107, NEWARK, DE...
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...
Heritage Shores 11 RUDDY DUCK LN, BRIDGEVILLE, DE, 19933, Bridgeville, DE 19933
$417,500

3 beds

|

2 baths

|

2,156 sq ft

11 RUDDY DUCK LN, 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.
Heritage Creek 202 HAY ST, MILTON, DE, 19968, Milton, DE 19968
$448,900

3 beds

|

3 baths

|

2,046 sq ft

202 HAY ST, MILTON, DE, 19968
Community: Heritage Creek
Traditions at Whitehall 1102 HIGHLAND ST, MIDDLETOWN, DE, 19709, Middletown, DE 19709
$504,900

2 beds

|

3 baths

|

1,794 sq ft

1102 HIGHLAND ST, MIDDLETOWN, DE, 19709
Heritage Creek 217 FOX ST, MILTON, DE, 19968, Milton, DE 19968
$575,000

3 beds

|

3 baths

|

2,182 sq ft

217 FOX ST, MILTON, DE, 19968
Community: Heritage Creek
Champions' Club 11 BAY HILL RD, MAGNOLIA, DE, 19962, Magnolia, DE 19962
$385,000

2 beds

|

2 baths

|

1,739 sq ft

11 BAY HILL RD, MAGNOLIA, DE, 19962
Community: Champions' Club
Silver Woods 385 SCRANTON LN, OCEAN VIEW, DE, 19970, Ocean View, DE 19970
$449,990

3 beds

|

3 baths

|

2,178 sq ft

385 SCRANTON LN, 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
Silver Woods 392 SCRANTON LN, OCEAN VIEW, DE, 19970, Ocean View, DE 19970
$479,990

3 beds

|

3 baths

|

2,267 sq ft

392 SCRANTON LN, OCEAN VIEW, DE, 19970
Community: Silver Woods
Noble's Pond 2 NOBLES POND XING, DOVER, DE, 19904, Dover, DE 19904
$420,900

2 beds

|

2 baths

|

1,510 sq ft

2 NOBLES POND XING, DOVER, DE, 19904
Community: Noble's Pond
Heritage Creek 306 PROSPECT ST, MILTON, DE, 19968, Milton, DE 19968
$435,000

4 beds

|

4 baths

|

2,666 sq ft

306 PROSPECT ST, MILTON, DE, 19968
Community: Heritage Creek
Heritage Shores 3 AMANDAS TEAL DR, BRIDGEVILLE, DE, 1993..., Bridgeville, DE 19933
$450,000

3 beds

|

2 baths

|

2,420 sq ft

3 AMANDAS TEAL DR, BRIDGEVILLE, DE, 1993...
Community: Heritage Shores
The Cascades 679 MAYFIELD FALLS DR, NEWARK, DE, 19702, Newark, DE 19702
$539,900

3 beds

|

3 baths

|

2,554 sq ft

679 MAYFIELD FALLS DR, NEWARK, DE, 19702
Community: The Cascades

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344 homes near Milton
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