Milton, DE 55+ active adult communities & homes for sale - Page 2

464 homes near Milton

Sort by:

Relevance

5 rating (3 reviews)

Four Seasons at Smithvill...

$300ks - $400ks

Four Seasons at Smithvill..., Galloway, NJ

Resale Only | 55+ age-restricted | Built 1998 - 2006 | 1,215 homes

Coves at Ocean Club

$400ks - $500ks

Coves at Ocean Club, Egg Harbor Township, NJ

New Construction | 55+ age-restricted | Built 2024 - present | 258 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)

Heritage Shores

$200ks - $500ks

Heritage Shores, Bridgeville, DE

New and Resale | 55+ age-restricted | Built 2004 - present | 1,816 homes

5 rating (2 reviews)

Noble's Pond

$200ks - $300ks

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

Traditions at Whitehall

$400ks - $500ks

Traditions at Whitehall, Middletown, DE

New Construction | 55+ age-restricted | Built 2019 - present | 250 homes

1.7 rating (3 reviews)

Silver Woods

$400ks - $500ks

Silver Woods, Ocean View, DE

New and Resale | Age-targeted | Built 2005 - present | 111 homes

The Villas at The Preserv...

$400ks

The Villas at The Preserv..., Townsend, DE

New Construction | 55+ age-restricted | Built 2017 - present | 144 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

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.

3 rating (5 reviews)

Heritage Creek

$300ks - $500ks

Heritage Creek, Milton, DE

New and Resale | Age-targeted | Built 2008 - present | 400 homes

5 rating (1 reviews)

Symphony Village

$300ks - $500ks

Symphony Village, Centreville, MD

Resale Only | 55+ age-restricted | Built 2003 - 2016 | 395 homes

The Village of Cinderberr...

$200ks - $300ks

The Village of Cinderberr..., Georgetown, DE

New and Resale | 55+ age-restricted | Built 2003 - present | 170 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

4 rating (54 reviews)

Cranberry Creek

$200ks - $300ks

Cranberry Creek, Little Egg Harbor, NJ

Resale Only | 55+ age-restricted | Built 2003 - 2010 | 325 homes

Venue at Winchelsea

$400ks - $600ks

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

5 rating (3 reviews)

Village of Eastridge

$300ks - $400ks

Village of Eastridge, Smyrna, DE

New Construction | 55+ age-restricted | Built 2014 - present | 189 homes

Holiday City at Monroe

$200ks

Holiday City at Monroe, Williamstown, NJ

Resale Only | 55+ age-restricted | Built 1989 - 2007 | 682 homes

4 rating (1 reviews)

Mystic Shores

$100ks - $200ks

Mystic Shores, Little Egg Harbor, NJ

Resale Only | 55+ age-restricted | Built 1975 - 1994 | 365 homes

3 rating (2 reviews)

Spring Arbor

$300ks - $500ks

Spring Arbor, Middletown, DE

Resale Only | 55+ age-restricted | Built 2007 - 2018 | 317 homes

Verona Woods

$300ks - $400ks

Verona Woods, Dover, DE

Resale Only | 55+ age-restricted | Built 2020 - present | 148 homes

Independence

$400ks - $800ks

Independence, Millsboro, DE

Resale Only | 55+ age-restricted | Built 2007 - 2021 | 455 homes

Ashland

$300ks - $400ks

Ashland, Smyrna, DE

Resale Only | 55+ age-restricted | Built 2016 - 2020 | 150 homes

Chesapeake

$300ks - $400ks

Chesapeake, Easton, MD

Resale Only | 55+ age-restricted | Built 2002 - 2011 | 452 homes

Forest Landing at Bethany...

$300ks - $500ks

Forest Landing at Bethany..., Frankford, DE

New and Resale | Age-targeted | Built 2012 - present | 280 homes

4.5 rating (2 reviews)

Southern Meadow

$100ks - $200ks

Southern Meadow, Magnolia, DE

Resale Only | 55+ age-restricted | Built 2007 - 2015 | 120 homes

The Village at Linwood

$200ks

The Village at Linwood, Linwood, NJ

Resale Only | 55+ age-restricted | Built 1988 - 1990 | 188 homes

Want to learn more about 55+ communities in Milton? 55places can help!

Questions? Call us: (302) 329-3970

Woods Landing

$300ks - $400ks

Woods Landing, Mays Landing, NJ

Resale Only | 55+ age-restricted | Built 2006 - 2022 | 249 homes

Four Seasons at Baymont F...

$400ks - $500ks

Four Seasons at Baymont F..., Middletown, DE

New Construction | Age-targeted | Built 2019 - present | 288 homes

Four Seasons at Belle Ter...

$400ks - $600ks

Four Seasons at Belle Ter..., Lewes, DE

New Construction | 55+ age-restricted | Built 2019 - present | 269 homes

3.3 rating (3 reviews)

Windstone

$400ks

Windstone, Milton, DE

Resale Only | Age-targeted | Built 2017 - 2022 | 260 homes

Liberty West

$400ks

Liberty West, Georgetown, DE

New Construction | Age-targeted | Built 2025 - present | 181 homes

5 rating (1 reviews)

Whitehall Gardens

$300ks - $400ks

Whitehall Gardens, Williamstown, NJ

New Construction | 55+ age-restricted | Built 2020 - present | 225 homes

5 rating (2 reviews)

Spring Meadow

$300ks - $400ks

Spring Meadow, Smyrna, DE

Resale Only | 55+ age-restricted | Built 2006 - 2014 | 246 homes

Woodland Village

$100ks

Woodland Village, Absecon, NJ

Resale Only | 55+ age-restricted | Built 1991 - 2007 | 108 homes

The Cascades

$400ks - $500ks

The Cascades, Newark, DE

New Construction | 55+ age-restricted | Built 2021 - present | 113 homes

5 rating (1 reviews)

Bishop's Landing

$300ks - $500ks

Bishop's Landing, Millville, DE

New and Resale | Age-targeted | Built 2013 - present | 449 homes

5 rating (1 reviews)

Springmill

$300ks - $400ks

Springmill, Middletown, DE

Resale Only | 55+ age-restricted | Built 2000 - 2007 | 362 homes

Want to learn more about 55+ communities in Milton? 55places can help!

Questions? Call us: (302) 329-3970

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

Osprey Point

$300ks - $400ks

Osprey Point, Upper Township, NJ

Resale Only | 55+ age-restricted | Built 2004 - 2004 | 149 homes

1 2...3

Village of Cecil Woods

123 WOODS WAY, ELKTON, MD, 21921, Elkton, MD 21921

$195,000

2 beds

2 baths

1,384 sq ft

123 WOODS WAY, ELKTON, MD, 21921

Community: Village of Cecil Woods

Noble's Pond

631 RESORT BLVD, DOVER, DE, 19904, Dover, DE 19904

$486,500

2 beds

2 baths

631 RESORT BLVD, DOVER, DE, 19904

Community: Noble's Pond

Southern Meadow

121 BLUEBELL DR 11, MAGNOLIA, DE, 19962, Magnolia, DE 19962

$159,900

2 beds

2 baths

1,092 sq ft

121 BLUEBELL DR 11, MAGNOLIA, DE, 19962

Community: Southern Meadow

Mystic Shores

250 LEXINGTON, LITTLE EGG HARBOR, NJ, 08..., Little Egg Harbor, NJ 08087

$330,000

2 beds

2 baths

1,538 sq ft

House

250 LEXINGTON, LITTLE EGG HARBOR, NJ, 08...

Community: Mystic Shores

Village of Eastridge

54 OSCAR MILL LN, SMYRNA, DE, 19977, Smyrna, DE 19977

$415,000

2 beds

2 baths

2,218 sq ft

54 OSCAR MILL LN, SMYRNA, DE, 19977

Community: Village of Eastridge

Want to learn more about 55+ communities in Milton? 55places can help!

Questions? Call us: (302) 329-3970

Tavistock at Mays Landing

122 GASKO RD, MAYS LANDING, NJ, 08330, Mays Landing, NJ 08330

$389,900

3 beds

2 baths

House

122 GASKO RD, MAYS LANDING, NJ, 08330

Community: Tavistock at Mays Landing

Chesapeake

29684 SULLIVAN DR, EASTON, MD, 21601, Easton, MD 21601

$500,000

3 beds

3 baths

2,990 sq ft

29684 SULLIVAN DR, EASTON, MD, 21601

Community: Chesapeake

Holiday City at Monroe

536 DORAL DR, WILLIAMSTOWN, NJ, 08094, Williamstown, NJ 08094

$325,000

2 beds

2 baths

1,369 sq ft

536 DORAL DR, WILLIAMSTOWN, NJ, 08094

Community: Holiday City at Monroe

Four Seasons at Smithville

121 SOUTHAMPTON, GALLOWAY TOWNSHIP, NJ, ..., Galloway Township, NJ 08205

$419,000

2 beds

2 baths

House

121 SOUTHAMPTON, GALLOWAY TOWNSHIP, NJ, ...

Community: Four Seasons at Smithville

Four Seasons at Hatteras Hills

895 BUXTON CIR, MAGNOLIA, DE, 19962, Magnolia, DE 19962

$455,000

3 beds

2 baths

2,499 sq ft

895 BUXTON CIR, MAGNOLIA, DE, 19962

Community: Four Seasons at Hatteras Hills

The Village of Cinderberry

2 HUCKLEBERRY DR 59, GEORGETOWN, DE, 199..., Georgetown, DE 19947

$349,900

2 beds

2 baths

1,628 sq ft

2 HUCKLEBERRY DR 59, GEORGETOWN, DE, 199...

Community: The Village of Cinderberry

Four Seasons at Smithville

530 EMERSON, GALLOWAY TOWNSHIP, NJ, 0820..., Galloway Township, NJ 08205

$425,000

2 beds

2 baths

2,144 sq ft

House

530 EMERSON, GALLOWAY TOWNSHIP, NJ, 0820...

Community: Four Seasons at Smithville

Liberty West

36778 W OLD GATE DR, GEORGETOWN, DE, 199..., Georgetown, DE 19947

$494,990

4 beds

2 baths

2,366 sq ft

36778 W OLD GATE DR, GEORGETOWN, DE, 199...

Community: Liberty West

The Fairways at Mays Landing

9 BALTUSROL, MAYS LANDING, NJ, 08330, Mays Landing, NJ 08330

$170,000

3 beds

2 baths

Mobile Home

9 BALTUSROL, MAYS LANDING, NJ, 08330

Community: The Fairways at Mays Landing

Crossings at Christiana

623 KENDALL DR, BEAR, DE, 19701, Bear, DE 19701

$360,000

2 beds

2 baths

1,300 sq ft

623 KENDALL DR, BEAR, DE, 19701

Community: Crossings at Christiana

Woodland Village

43 E WOODLAND 43, ABSECON, NJ, 08201, Absecon, NJ 08201

$239,000

2 beds

2 baths

1,045 sq ft

Condo

43 E WOODLAND 43, ABSECON, NJ, 08201

Community: Woodland Village

Want to learn more about 55+ communities in Milton? 55places can help!

Questions? Call us: (302) 329-3970

Woodland Village

48 E WOODLAND 48, ABSECON, NJ, 08201, Absecon, NJ 08201

$249,000

3 beds

2 baths

1,358 sq ft

Condo

48 E WOODLAND 48, ABSECON, NJ, 08201

Community: Woodland Village

Four Seasons at Smithville

537 CHATHAM, GALLOWAY TOWNSHIP, NJ, 0820..., Galloway Township, NJ 08205

$458,000

2 beds

2 baths

1,995 sq ft

House

537 CHATHAM, GALLOWAY TOWNSHIP, NJ, 0820...

Community: Four Seasons at Smithville

Independence

29569 PATRICK HENRY CIR, MILLSBORO, DE, ..., Millsboro, DE 19966

$585,000

3 beds

2 baths

1,971 sq ft

29569 PATRICK HENRY CIR, MILLSBORO, DE, ...

Community: Independence

Four Seasons at Smithville

116 NEWCASTLE, GALLOWAY TOWNSHIP, NJ, 08..., Galloway Township, NJ 08205

$515,000

3 beds

2 baths

2,300 sq ft

House

116 NEWCASTLE, GALLOWAY TOWNSHIP, NJ, 08...

Community: Four Seasons at Smithville

Windstone

34670 VILLA CIR 2206, LEWES, DE, 19958, Lewes, DE 19958

$359,000

2 beds

2 baths

986 sq ft

Condo

34670 VILLA CIR 2206, LEWES, DE, 19958

Community: Windstone

The Villas at The Preserve at Robinson Farms

1003 ROBINSON RD, TOWNSEND, DE, 19734, Townsend, DE 19734

$541,197

3 beds

2 baths

1,913 sq ft

Condo

1003 ROBINSON RD, TOWNSEND, DE, 19734

Community: The Villas at The Preserve at Robinson Farms

Cranberry Creek

70 IVY CREEK DR, LITTLE EGG HARBOR, NJ, ..., Little Egg Harbor, NJ 08087

$425,000

2 beds

2 baths

1,658 sq ft

Ranch

70 IVY CREEK DR, LITTLE EGG HARBOR, NJ, ...

Community: Cranberry Creek

The Oaks of Weymouth

29 REDWOOD LN, MAYS LANDING, NJ, 08330, Mays Landing, NJ 08330

$219,900

3 beds

2 baths

1,350 sq ft

29 REDWOOD LN, MAYS LANDING, NJ, 08330

Community: The Oaks of Weymouth

Chesapeake

7449 KEVIN AVE, EASTON, MD, 21601, Easton, MD 21601

$520,000

3 beds

3 baths

2,342 sq ft

7449 KEVIN AVE, EASTON, MD, 21601

Community: Chesapeake

Symphony Village

149 SONATA WAY, CENTREVILLE, MD, 21617, Centreville, MD 21617

$450,000

3 beds

2 baths

2,248 sq ft

149 SONATA WAY, CENTREVILLE, MD, 21617

Community: Symphony Village

The Oaks of Weymouth

16 DOGWOOD LN, MAYS LANDING, NJ, 08330, Mays Landing, NJ 08330

$223,000

2 beds

2 baths

1,400 sq ft

16 DOGWOOD LN, MAYS LANDING, NJ, 08330

Community: The Oaks of Weymouth

Want to learn more about 55+ communities in Milton? 55places can help!

Questions? Call us: (302) 329-3970

Holiday City at Monroe

756 BARBADOS DR, WILLIAMSTOWN, NJ, 08094, Williamstown, NJ 08094

$339,900

2 beds

2 baths

1,576 sq ft

756 BARBADOS DR, WILLIAMSTOWN, NJ, 08094

Community: Holiday City at Monroe

The Oaks of Weymouth

16 DOGWOOD, MAYS LANDING, NJ, 08330, Mays Landing, NJ 08330

$223,000

2 beds

2 baths

1,400 sq ft

Mobile Home

16 DOGWOOD, MAYS LANDING, NJ, 08330

Community: The Oaks of Weymouth

Four Seasons at Hatteras Hills

1005 BUXTON CIR, MAGNOLIA, DE, 19962, Magnolia, DE 19962

$550,000

4 beds

4 baths

2,800 sq ft

1005 BUXTON CIR, MAGNOLIA, DE, 19962

Community: Four Seasons at Hatteras Hills

Symphony Village

126 ENCORE CT, CENTREVILLE, MD, 21617, Centreville, MD 21617

$549,900

3 beds

2 baths

2,404 sq ft

126 ENCORE CT, CENTREVILLE, MD, 21617

Community: Symphony Village

Spring Arbor

3 ESPALIER LN, MIDDLETOWN, DE, 19709, Middletown, DE 19709

$497,000

3 beds

2 baths

2,025 sq ft

3 ESPALIER LN, MIDDLETOWN, DE, 19709

Community: Spring Arbor

Noble's Pond

$523,900

3 beds

3 baths

2,475 sq ft

300 NOBLES POND XING, DOVER, DE, 19904

Community: Noble's Pond

The Fairways at Mays Landing

265 PEBBLE BCH, MAYS LANDING, NJ, 08330, Mays Landing, NJ 08330

$259,000

2 beds

2 baths

Mobile Home

265 PEBBLE BCH, MAYS LANDING, NJ, 08330

Community: The Fairways at Mays Landing

Silver Woods

17 LUZERNE DR, OCEAN VIEW, DE, 19970, Ocean View, DE 19970

$509,000

3 beds

2 baths

1,637 sq ft

17 LUZERNE DR, OCEAN VIEW, DE, 19970

Community: Silver Woods

Mystic Shores

119 MOHICAN LN, LITTLE EGG HARBOR TWP, N..., Little Egg Harbor Twp, NJ 08087

$335,000

2 beds

2 baths

1,056 sq ft

119 MOHICAN LN, LITTLE EGG HARBOR TWP, N...

Community: Mystic Shores

The Fairways at Mays Landing

18 KNOLLWOOD, MAYS LANDING, NJ, 08330, Mays Landing, NJ 08330

$239,999

2 beds

2 baths

1,800 sq ft

Mobile Home

18 KNOLLWOOD, MAYS LANDING, NJ, 08330

Community: The Fairways at Mays Landing

The Oaks of Weymouth

21 HICKORY, MAYS LANDING, NJ, 08330, Mays Landing, NJ 08330

$159,900

2 beds

2 baths

Mobile Home

21 HICKORY, MAYS LANDING, NJ, 08330

Community: The Oaks of Weymouth

Want to learn more about 55+ communities in Milton? 55places can help!

Questions? Call us: (302) 329-3970

The Oaks of Weymouth

37 HICKORY, HAMILTON TOWNSHIP, NJ, 08330, Hamilton Township, NJ 08330

$79,000

2 beds

2 baths

Mobile Home

37 HICKORY, HAMILTON TOWNSHIP, NJ, 08330

Community: The Oaks of Weymouth

Ashland

45 CYCLOPS TRL, SMYRNA, DE, 19977, Smyrna, DE 19977

$420,000

3 beds

2 baths

1,597 sq ft

45 CYCLOPS TRL, SMYRNA, DE, 19977

Community: Ashland

1 2 3 4 5 6 7 8 9 10 11…12

Frequently Asked Questions

What size 55+ communities are there in Milton?

In Milton, there are no large communities, no medium communities, and 2 small communities with less than 500 homes.

How many homes are there in the smallest, largest, and average 55+ communities in Milton?

The smallest 55+ communities in Milton has 260 homes, the largest has 400 homes, and the average communities consists of 330 homes.

Are there new 55+ homes available in Milton?

Yes, there is new 55+ home available in Milton. The most recent communities started in Milton include Windstone, Heritage Creek. There is also 1 communities in Milton that offers new construction homes, including Heritage Creek.

Are there gated 55+ communities in Milton?

Yes, there is gated 55+ communities in Milton. Approximately 50.0% of 55+ communities in the area are gated. For instance, Windstone is a gated communities with 260 homes.

How long do listings in 55+ communities in Milton typically stay on the market, and what is the average price of homes for sale?

On average, listings in 55+ communities in Milton stay on the market for around 586 days. The average price of homes for sale in these communities is approximately $492,086, though prices can range widely based on the size, location, and amenities of the communities. For example, homes in Heritage Creek average around $499,938, while homes in Windstone average around $484,234.

Want more information about active adult communities around Milton?

Global - Lead Form - Buyer or Renter

First Name

Last Name

Phone/Mobile

Text

I'm looking to:

Rent

Buy

*55places does not provide or maintain community HOA information.

Yes, I want to subscribe to email updates from 55places.com, including newsletters, community announcements, and more.

I agree to receive SMS messages to connect me with a local expert.

By requesting more information, you agree that 55places may call, text, or email you about your inquiry, which may be made with automated means (including recorded voice messages, SMS, or text messages). You understand that your consent is not a prerequisite for buying, selling or renting a property. You may revoke your consent at any time by contacting [email protected]. Message/data rates may apply. You also agree to 55places.com’s Privacy Policy and Terms of Use.

Want to learn more about 55+ communities in Milton?

Call us: (302) 329-3970

464 homes

Remove Boundaries ×

Map Satellite

The listings data displayed on this medium comes in part from the Real Estate Information Network Inc. (REIN) and has been authorized by participating listing Broker Members of REIN for display. REIN's listings are based upon Data submitted by its Broker Members, and REIN therefore makes no representation or warranty regarding the accuracy of the Data. All users of REIN's listings database should confirm the accuracy of the listing information directly with the listing agent.
© 2026 REIN. REIN's listings Data and information is protected under federal copyright laws. Federal law prohibits, among other acts, the unauthorized copying or alteration of, or preparation of derivative works from, all or any part of copyrighted materials, including certain compilations of Data and information. COPYRIGHT VIOLATORS MAY BE SUBJECT TO SEVERE FINES AND PENALTIES UNDER FEDERAL LAW.
REIN updates its listings on a daily basis. Data last updated: May 25, 2026.
This application does not include information on all of the properties available for sale at this time.

Call Us Call Us

Milton, DE 55+ active adult communities & homes for sale - Page 2

85 communities near Milton

464 homes near Milton

2 beds

2 baths

1,384 sq ft

2 beds

2 baths

2 beds

2 baths

1,092 sq ft

2 beds

2 baths

1,538 sq ft

House

2 beds

2 baths

2,218 sq ft

3 beds

2 baths

House

3 beds

3 baths

2,990 sq ft

2 beds

2 baths

1,369 sq ft

2 beds

2 baths

House

3 beds

2 baths

2,499 sq ft

2 beds

2 baths

1,628 sq ft

2 beds

2 baths

2,144 sq ft

House

4 beds

2 baths

2,366 sq ft

3 beds

2 baths

Mobile Home

2 beds

2 baths

1,300 sq ft

2 beds

2 baths

1,045 sq ft

Condo

3 beds

2 baths

1,358 sq ft

Condo

2 beds

2 baths

1,995 sq ft

House

3 beds

2 baths

1,971 sq ft

3 beds

2 baths

2,300 sq ft

House

2 beds

2 baths

986 sq ft

Condo

3 beds

2 baths

1,913 sq ft

Condo

2 beds

2 baths

1,658 sq ft

Ranch