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Milton, DE 55+ active adult communities & homes for sale
82 communities near Milton
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
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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
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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
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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
![Longacre Village]()
$200Ks
- $300Ks
Longacre Village, Dover, DE
Resale Only
|
55+ age-restricted
|
Built 2006 - 2016
|
250 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
![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
Spring Arbor
![107 GAZEBO LN, MIDDLETOWN, DE, 19709, Middletown, DE 19709]()
MLS DENC2085238 • Tesla Realty Group, LLC, Gary V...
Legacy at The Village of Fox Meadow
![228 ANITA CT, NEWARK, DE, 19702, Newark, DE 19702]()
4 beds
|4 baths
|2,900 sq ft
228 ANITA CT, NEWARK, DE, 19702
Community: Legacy at The Village of Fox Meadow
MLS DENC2083640 • BHHS Fox & Roach-Christiana, Er...
New
Bay Crossing
![34729 MARITIME WAY, LEWES, DE, 19958, Lewes, DE 19958]()
MLS DESU2099320 • Berkshire Hathaway HomeServices...
Venue at Winchelsea
![2918 CORDWAINERS LN, MIDDLETOWN, DE, 197..., Middletown, DE 19709]()
2 beds
|3 baths
|3,422 sq ft
2918 CORDWAINERS LN, MIDDLETOWN, DE, 197...
Community: Venue at Winchelsea
MLS DENC2090886 • Atlantic Five Realty, David Vas...
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Questions? Call us:
(302) 329-3970
Venue at Winchelsea
![3112 PETT LEVEL DR, MIDDLETOWN, DE, 1970..., Middletown, DE 19709]()
3 beds
|3 baths
|2,443 sq ft
3112 PETT LEVEL DR, MIDDLETOWN, DE, 1970...
Community: Venue at Winchelsea
MLS DENC2090798 • Atlantic Five Realty, David Vas...
Legacy at The Village of Fox Meadow
![339 PIERCE RUN, NEWARK, DE, 19702, Newark, DE 19702]()
4 beds
|4 baths
|3,558 sq ft
339 PIERCE RUN, NEWARK, DE, 19702
Community: Legacy at The Village of Fox Meadow
MLS DENC2087250 • Crown Homes Real Estate, Melvin...
Venue at Winchelsea
![2674 FAIRLIGHT DR, MIDDLETOWN, DE, 19709, Middletown, DE 19709]()
5 beds
|2 baths
|2,669 sq ft
2674 FAIRLIGHT DR, MIDDLETOWN, DE, 19709
Community: Venue at Winchelsea
MLS DENC2090434 • Atlantic Five Realty, David Vas...
Forest Landing at Bethany Beach
![36725 PAR LN # 98, FRANKFORD, DE, 19945, Frankford, DE 19945]()
4 beds
|3 baths
|2,400 sq ft
|Condo
36725 PAR LN # 98, FRANKFORD, DE, 19945
Community: Forest Landing at Bethany Beach
MLS DESU2096162 • Keller Williams Realty, STEPHEN...
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
The Cascades
![663 MAYFIELD FALLS DR, NEWARK, DE, 19702, Newark, DE 19702]()
MLS DENC2091220 • Real Broker, LLC, Dawn A Wilson
Heritage Shores
![103 WINGED FOOT DR, BRIDGEVILLE, DE, 199..., Bridgeville, DE 19933]()
3 beds
|2 baths
|1,952 sq ft
103 WINGED FOOT DR, BRIDGEVILLE, DE, 199...
Community: Heritage Shores
MLS DESU2085820 • Worthington Realty Group, LLC, ...
Village of Fountainview
![5 FOUNTAINVIEW DR # 23, NEWARK, DE, 1971..., Newark, DE 19713]()
2 beds
|2 baths
|1,350 sq ft
|Condo
5 FOUNTAINVIEW DR # 23, NEWARK, DE, 1971...
Community: Village of Fountainview
MLS DENC2083560 • Long & Foster Real Estate, Inc....
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(302) 329-3970
Village of Fountainview
![1000 FOUNTAINVIEW CIR # 1113, NEWARK, DE..., Newark, DE 19713]()
2 beds
|2 baths
|1,025 sq ft
1000 FOUNTAINVIEW CIR # 1113, NEWARK, DE...
Community: Village of Fountainview
MLS DENC2090060 • Foraker Realty Co., Brian D. Fo...
Four Seasons at Belle Terre
![21160 CONTI ST, LEWES, DE, 19958, Lewes, DE 19958]()
4 beds
|3 baths
|3,630 sq ft
21160 CONTI ST, LEWES, DE, 19958
Community: Four Seasons at Belle Terre
MLS DESU2097842 • Coldwell Banker Realty, Stephan...
Forest Landing at Bethany Beach
![37092 FAIRWAY DR, FRANKFORD, DE, 19945, Frankford, DE 19945]()
4 beds
|3 baths
|2,400 sq ft
|Condo
37092 FAIRWAY DR, FRANKFORD, DE, 19945
Community: Forest Landing at Bethany Beach
MLS DESU2099142 • Long & Foster Real Estate, Inc....
Champions' Club
![221 NICKLAUS LN, MAGNOLIA, DE, 19962, Magnolia, DE 19962]()
MLS DEKT2040294 • Active Adults Realty, Lori A Mc...
Village of Eastridge
![131 HENGST FARM LN, SMYRNA, DE, 19977, Smyrna, DE 19977]()
2 beds
|2 baths
|1,684 sq ft
131 HENGST FARM LN, SMYRNA, DE, 19977
Community: Village of Eastridge
MLS DEKT2037574 • RE/MAX Elite, Lindsay L Shaffer
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
![123 HENGST FARM LN, SMYRNA, DE, 19977, Smyrna, DE 19977]()
2 beds
|2 baths
|1,581 sq ft
123 HENGST FARM LN, SMYRNA, DE, 19977
Community: Village of Eastridge
MLS DEKT2041328 • RE/MAX Elite, Lindsay L Shaffer
Village of Eastridge
![00 FELIX VIEW CT BAYARD CLASSIC, SMYRNA,..., Smyrna, DE 19977]()
2 beds
|2 baths
|1,600 sq ft
00 FELIX VIEW CT BAYARD CLASSIC, SMYRNA,...
Community: Village of Eastridge
MLS DEKT2036724 • RE/MAX Elite, Lindsay L Shaffer
Village of Eastridge
![00 FELIX VIEW CT ASTON, SMYRNA, DE, 1997..., Smyrna, DE 19977]()
2 beds
|2 baths
|1,720 sq ft
00 FELIX VIEW CT ASTON, SMYRNA, DE, 1997...
Community: Village of Eastridge
MLS DEKT2036722 • RE/MAX Elite, Lindsay L Shaffer
Bay Crossing
![34774 SCHOONER PASS, LEWES, DE, 19958, Lewes, DE 19958]()
MLS DESU2095602 • Berkshire Hathaway HomeServices...
Heritage Shores
![106 WATERSIDE DR, BRIDGEVILLE, DE, 19933, Bridgeville, DE 19933]()
MLS DESU2092858 • Coldwell Banker Realty, Kelley ...
Want to learn more about 55+ communities in Milton?
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(302) 329-3970
Bay Crossing
![34743 MARITIME WAY, LEWES, DE, 19958, Lewes, DE 19958]()
MLS DESU2098872 • Coldwell Banker Premier - Lewes...
Independence
![24006 BENJAMIN HARRISON CIR, MILLSBORO, ..., Millsboro, DE 19966]()
MLS DESU2092206 • Active Adults Realty, Christine...
Independence
![23792 SAMUEL ADAMS CIR, MILLSBORO, DE, 1..., Millsboro, DE 19966]()
MLS DESU2097524 • Active Adults Realty, Ingrid Ko...
The Ponds at Bayberry
![515 BARRYMORE PKWY, MIDDLETOWN, DE, 1970..., Middletown, DE 19709]()
3 beds
|2 baths
|2,400 sq ft
515 BARRYMORE PKWY, MIDDLETOWN, DE, 1970...
Community: The Ponds at Bayberry
MLS DENC2090258 • Long & Foster Real Estate, Inc....
Fieldstone Village
![37 SILTSTONE DR, DOVER, DE, 19901, Dover, DE 19901]()
MLS DEKT2041716 • Real Broker LLC, Ashley Falkows...
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
![35179 SEAPORT LOOP, LEWES, DE, 19958, Lewes, DE 19958]()
MLS DESU2090494 • Redfin Corporation, Kelley J Jo...
New
The Ponds at Bayberry
![4116 LAUGHTON LN, MIDDLETOWN, DE, 19709, Middletown, DE 19709]()
3 beds
|3 baths
|2,650 sq ft
4116 LAUGHTON LN, MIDDLETOWN, DE, 19709
Community: The Ponds at Bayberry
MLS DENC2091776 • BHHS Fox & Roach - Hockessin, A...
Springmill
![415 MORNING GLORY LN, MIDDLETOWN, DE, 19..., Middletown, DE 19709]()
MLS DENC2090086 • Patterson-Schwartz-Middletown, ...
The Villages at Red Mill Pond
![17547 CLOUD NINE DR, LEWES, DE, 19958, Lewes, DE 19958]()
3 beds
|2 baths
|1,668 sq ft
17547 CLOUD NINE DR, LEWES, DE, 19958
Community: The Villages at Red Mill Pond
MLS DESU2088116 • Barksdale & Affiliates Realty, ...
Want to learn more about 55+ communities in Milton?
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Heritage Shores
![100 EMILYS PINTAIL DR, BRIDGEVILLE, DE, ..., Bridgeville, DE 19933]()
3 beds
|3 baths
|2,912 sq ft
100 EMILYS PINTAIL DR, BRIDGEVILLE, DE, ...
Community: Heritage Shores
MLS DESU2090724 • Long & Foster Real Estate, Inc....
New
Independence
![26446 COTTONTAIL CV, MILLSBORO, DE, 1996..., Millsboro, DE 19966]()
MLS DESU2099262 • Keller Williams Realty, Russell...
Traditions at Whitehall
![222 BALDY LN, MIDDLETOWN, DE, 19709, Middletown, DE 19709]()
3 beds
|3 baths
|2,305 sq ft
222 BALDY LN, MIDDLETOWN, DE, 19709
Community: Traditions at Whitehall
MLS DENC2083848 • RE/MAX Associates - Newark, Jus...
The Villas at The Preserve at Robinson Farms
![1060 ROBINSON RD WHITFIELD PLAN, TOWNSEN..., Townsend, DE 19734]()
3 beds
|2 baths
|2,240 sq ft
1060 ROBINSON RD WHITFIELD PLAN, TOWNSEN...
Community: The Villas at The Preserve at Robinson Farms
MLS DENC2082670 • Mark L Handler Real Estate, Mar...
The Villas at The Preserve at Robinson Farms
![1066 ROBINSON RD PEMBROOK PLAN, TOWNSEND..., Townsend, DE 19734]()
3 beds
|2 baths
|1,637 sq ft
1066 ROBINSON RD PEMBROOK PLAN, TOWNSEND...
Community: The Villas at The Preserve at Robinson Farms
MLS DENC2082668 • Mark L Handler Real Estate, Mar...
Frequently Asked Questions
In Milton, there are no large communities, no medium communities, and 2 small communities with less than 500 homes.
The smallest 55+ communities in Milton has 260 homes, the largest has 400 homes, and the average communities consists of 330 homes.
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.
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.
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?
Want to learn more about 55+ communities in Milton?
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REIN updates its listings on a daily basis. Data last updated: Oct 28, 2025.
This application does not include information on all of the properties available for sale at this time.
