Milton, DE 55+ active adult communities & homes for sale - Page 6

287 homes near Milton

Sort by:

Relevance

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

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

Questions? Call us: (302) 329-3970

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

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

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

Questions? Call us: (302) 329-3970

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

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

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

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

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

Questions? Call us: (302) 329-3970

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

$100Ks - $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

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 - $400Ks

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...

$300Ks - $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

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

Coves at Ocean Club

$400Ks

Coves at Ocean Club, Egg Harbor Township, NJ

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

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

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

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

1 2...3

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

Silver Woods

185 MERRICK WAY, OCEAN VIEW, DE, 19970, Ocean View, DE 19970

$419,990

3 beds

3 baths

2,201 sq ft

185 MERRICK WAY, OCEAN VIEW, DE, 19970

Community: Silver Woods

Bishop's Landing

17010 BELLEVUE CT, MILLVILLE, DE, 19967, Millville, DE 19967

$614,000

5 beds

4 baths

3,010 sq ft

17010 BELLEVUE CT, MILLVILLE, DE, 19967

Community: Bishop's Landing

Four Seasons at Hatteras Hills

103 WANCHESE DR, MAGNOLIA, DE, 19962, Magnolia, DE 19962

$502,900

3 beds

2 baths

1,778 sq ft

103 WANCHESE DR, MAGNOLIA, DE, 19962

Community: Four Seasons at Hatteras Hills

Champions' Club

532 AUGUSTA NATIONAL DR, MAGNOLIA, DE, 1..., Magnolia, DE 19962

$338,000

2 beds

2 baths

1,696 sq ft

532 AUGUSTA NATIONAL DR, MAGNOLIA, DE, 1...

Community: Champions' Club

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

Questions? Call us: (302) 329-3970

Independence

26603 WHITEWATER CV, MILLSBORO, DE, 1996..., Millsboro, DE 19966

$175,000

3 beds

2 baths

1,550 sq ft

26603 WHITEWATER CV, MILLSBORO, DE, 1996...

Community: Independence

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

Community: Legacy at The Village of Fox Meadow

Spring Meadow

$334,900

2 beds

2 baths

1,509 sq ft

200 SPRING MEADOW DR, SMYRNA, DE, 19977

Community: Spring Meadow

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

Legacy at The Preserve at Deep Creek

1611 ELLINOR CT, MIDDLETOWN, DE, 19709, Middletown, DE 19709

$649,900

3 beds

4 baths

3,525 sq ft

1611 ELLINOR CT, MIDDLETOWN, DE, 19709

Community: Legacy at The Preserve at Deep Creek

Bay Crossing

34775 SCHOONER PASS, LEWES, DE, 19958, Lewes, DE 19958

$460,000

3 beds

3 baths

1,600 sq ft

34775 SCHOONER PASS, LEWES, DE, 19958

Community: Bay Crossing

Heritage Shores

33 WATERSIDE DR, BRIDGEVILLE, DE, 19933, Bridgeville, DE 19933

$425,000

2 beds

2 baths

1,952 sq ft

33 WATERSIDE DR, BRIDGEVILLE, DE, 19933

Community: Heritage Shores

Independence

23792 SAMUEL ADAMS CIR, MILLSBORO, DE, 1..., Millsboro, DE 19966

$715,000

4 beds

3 baths

3,142 sq ft

23792 SAMUEL ADAMS CIR, MILLSBORO, DE, 1...

1,565 sq ft

Condo

23 FRANKENBERRY DR, GEORGETOWN, DE, 1994...

Community: The Village of Cinderberry

Silver Woods

380 SCRANTON LN, OCEAN VIEW, DE, 19970, Ocean View, DE 19970

$445,000

4 beds

3 baths

2,026 sq ft

380 SCRANTON LN, OCEAN VIEW, DE, 19970

Community: Silver Woods

Heritage Shores

$449,990

3 beds

2 baths

2,018 sq ft

318 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

Heritage Shores

16 BLUE HERON CT, BRIDGEVILLE, DE, 19933, Bridgeville, DE 19933

$419,900

3 beds

2 baths

1,890 sq ft

16 BLUE HERON CT, BRIDGEVILLE, DE, 19933

Community: Heritage Shores

The Village of Hershey Run

65 STANDIFORD CT, WILMINGTON, DE, 19804, Wilmington, DE 19804

$299,500

2 beds

2 baths

1,502 sq ft

Condo

65 STANDIFORD CT, WILMINGTON, DE, 19804

Community: The Village of Hershey Run

Heritage Shores

3 AMANDAS TEAL DR, BRIDGEVILLE, DE, 1993..., Bridgeville, DE 19933

$399,900

3 beds

2 baths

2,420 sq ft

3 AMANDAS TEAL DR, BRIDGEVILLE, DE, 1993...

Community: Heritage Shores

The Ponds at Bayberry

4116 LAUGHTON LN, MIDDLETOWN, DE, 19709, Middletown, DE 19709

$579,000

4 beds

3 baths

2,650 sq ft

4116 LAUGHTON LN, MIDDLETOWN, DE, 19709

Community: The Ponds at Bayberry

Legacy at The Village of Fox Meadow

246 ANITA CT, NEWARK, DE, 19702, Newark, DE 19702

$464,900

3 beds

4 baths

2,225 sq ft

246 ANITA CT, NEWARK, DE, 19702

Community: Legacy at The Village of Fox Meadow

Village of Eastridge

100 NEW VILLAGE LN, SMYRNA, DE, 19977, Smyrna, DE 19977

$479,500

3 beds

2 baths

1,842 sq ft

100 NEW VILLAGE LN, SMYRNA, DE, 19977

Community: Village of Eastridge

Traditions at Whitehall

204 BALDY LN COTTONWOOD, MIDDLETOWN, DE,..., Middletown, DE 19709

$614,000

3 beds

2 baths

2,477 sq ft

204 BALDY LN COTTONWOOD, MIDDLETOWN, DE,...

Community: Traditions at Whitehall

Traditions at Whitehall

204 BALDY LN CHELSEA, MIDDLETOWN, DE, 19..., Middletown, DE 19709

$599,000

3 beds

2 baths

2,296 sq ft

204 BALDY LN CHELSEA, MIDDLETOWN, DE, 19...

Community: Traditions at Whitehall

Traditions at Whitehall

204 BALDY LN CAYOT, MIDDLETOWN, DE, 1970..., Middletown, DE 19709

$579,000

3 beds

2 baths

2,004 sq ft

204 BALDY LN CAYOT, MIDDLETOWN, DE, 1970...

Community: Traditions at Whitehall

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

Questions? Call us: (302) 329-3970

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...

Community: The Village of Cinderberry

Four Seasons at Baymont Farms

798 HONEY LOCUST RD, MIDDLETOWN, DE, 197..., Middletown, DE 19709

$620,000

3 beds

3 baths

1,875 sq ft

798 HONEY LOCUST RD, MIDDLETOWN, DE, 197...

Community: Four Seasons at Baymont Farms

Spring Arbor

107 GAZEBO LN, MIDDLETOWN, DE, 19709, Middletown, DE 19709

$409,900

2 beds

2 baths

1,675 sq ft

107 GAZEBO LN, MIDDLETOWN, DE, 19709

Community: Spring Arbor

Champions' Club

34 SAHALEE CT, MAGNOLIA, DE, 19962, Magnolia, DE 19962

$415,000

3 beds

3 baths

2,109 sq ft

34 SAHALEE CT, MAGNOLIA, DE, 19962

Community: Champions' Club

Springmill

561 WHISPERING TRL, MIDDLETOWN, DE, 1970..., Middletown, DE 19709

$384,900

2 beds

2 baths

1,650 sq ft

561 WHISPERING TRL, MIDDLETOWN, DE, 1970...

Community: Springmill

Silver Woods

207 LACKAWANNA LN, OCEAN VIEW, DE, 19970, Ocean View, DE 19970

$424,990

3 beds

3 baths

2,178 sq ft

207 LACKAWANNA LN, OCEAN VIEW, DE, 19970

Community: Silver Woods

The Cascades

663 MAYFIELD FALLS DR, NEWARK, DE, 19702, Newark, DE 19702

$499,000

2 beds

2 baths

1,875 sq ft

663 MAYFIELD FALLS DR, NEWARK, DE, 19702

Community: The Cascades

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

Community: The Villages at Red Mill Pond

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

Questions? Call us: (302) 329-3970

Heritage Shores

103 WINGED FOOT DR, BRIDGEVILLE, DE, 199..., Bridgeville, DE 19933

$399,900

3 beds

2 baths

1,952 sq ft

103 WINGED FOOT DR, BRIDGEVILLE, DE, 199...

Community: Heritage Shores

The Villas at The Preserve at Robinson Farms

1065 ROBINSON RD WHITFIELD RANCH PLAN, T..., Townsend, DE 19734

$473,900

3 beds

2 baths

2,449 sq ft

1065 ROBINSON RD WHITFIELD RANCH PLAN, T...

Community: The Villas at The Preserve at Robinson Farms

1 2 3 4 5 6 7…8

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 394 days. The average price of homes for sale in these communities is approximately $487,905, though prices can range widely based on the size, location, and amenities of the communities. For example, homes in Heritage Creek average around $490,116, while homes in Windstone average around $485,694.

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

287 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: Jan 10, 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 6

82 communities near Milton

287 homes near Milton

3 beds

3 baths

2,070 sq ft

3 beds

3 baths

2,201 sq ft

5 beds

4 baths

3,010 sq ft

3 beds

2 baths

1,778 sq ft

2 beds

2 baths

1,696 sq ft

3 beds

2 baths

1,550 sq ft

3 beds

4 baths

2,625 sq ft

2 beds

2 baths

1,509 sq ft

3 beds

2 baths

1,845 sq ft

3 beds

4 baths

3,525 sq ft

3 beds

3 baths

1,600 sq ft

2 beds

2 baths

1,952 sq ft

4 beds

3 baths

3,142 sq ft

2 beds

3 baths

1,794 sq ft

3 beds

2 baths

2,296 sq ft

2 beds

2 baths

2,053 sq ft

3 beds

2 baths

2,441 sq ft

2 beds

2 baths

2,059 sq ft

2 beds

2 baths

1,565 sq ft

Condo

4 beds

3 baths

2,026 sq ft

3 beds

2 baths

2,018 sq ft

3 beds

2 baths

1,890 sq ft

2 beds

2 baths

1,502 sq ft

Condo

3 beds

2 baths

2,420 sq ft

4 beds

3 baths

2,650 sq ft