Recently Viewed Properties
See This Home
Save This Listing
Close

$595,000

  • Sold
  • Closed
  • Single Family
  • 4 Beds
  • 2 Full Baths
  • 1 Partial Bath
  • 3,284 Sq. Ft.
  • 2 Car Garage
See This Home
Save This Home
See This Home
Save This Home
CAREFREE LIVING awaits you in this gorgeous 4 bedroom, 2.5 bath home in the amenity-rich, 55+ community of Independence! Home features beautifully kept hardwood flooring throughout main living areas, a welcoming living room with behind the walls surround sound, open to the gourmet kitchen with stainless steel appliances, granite countertops & breakfast bar, as well as the dining room, light-filled sunroom, Lutron Smart Shades, & 4' garage and bonus room extension. Other features include a private & spacious owner's suite with two walk-in closets, tray ceiling, & luxury en-suite bath, a home office, second-floor loft with impeccable surround sound system, three second-floor bedrooms, and more. Relax on the 3-season (EZ-Breeze), 18x18 screened porch or extensive paver patio, wired for audio and including a planter speaker (great for entertaining), the perfect setting to enjoy your morning coffee in the warm spring and summer months, while listening to the beautiful sounds of the water feature. Community amenities include a gorgeous clubhouse that offers tons of events & activities with fitness center, indoor & outdoor pools, tennis, sauna, billiards room, and so much more. All within a short drive to beaches, shopping and dining. Call today!

Full Property Details for 29738 Oliver Wolcott Dr

General

  • Sold For: $595,000
  • HOA FEE: $414/month
  • HOA FEE FREQ.: Quarterly
  • Status: Closed
  • Type: Single Family
  • Source: BrightMLSMidAtlantic
  • MLS ID: DESU2082980
  • Added to Site: 335 day(s) ago

Interior

  • Rooms/Areas: Living Room, Dining Room, Primary Bedroom, Bedroom 2, Bedroom 3, Bedroom 4, Kitchen, Sun/Florida Room, Laundry, Loft, Office, Bathroom 2, Primary Bathroom, Half Bath, Screened Porch
  • Interior Features: Attic, Ceiling Fan(s), Floor Plan - Open, Kitchen - Gourmet, Pantry, Primary Bath(s), Recessed Lighting, Bathroom - Soaking Tub, Upgraded Countertops, Walk-in Closet(s), Stove - Pellet, Sound System
  • Appliances: Cooktop, Disposal, Dryer, Dishwasher, Exhaust Fan, Microwave, Oven - Wall, Refrigerator, Range Hood, Stainless Steel Appliances, Washer, Water Heater - Tankless
  • Flooring: Ceramic Tile, Carpet, Hardwood

Rooms

Bathrooms

  • Total Bathrooms: 3
  • Full Bathrooms: 2
  • Half Bathrooms: 1
  • Upper Floor Baths: 1
  • Upper - Full Baths: 1
  • Main Floor Baths: 2
  • Main - Full Baths: 1
  • Main - 1/2 Baths: 1

Bedrooms

  • Total Bedrooms: 4
  • Bedrooms Upper: 3
  • Bedrooms Main & Up: 1

Additional Information

  • Shared Amenities: Bar/Lounge, Club House, Common Grounds, Fitness Center, Library, Mooring Area, Party Room, Pool - Indoor, Pool - Outdoor, Tennis Courts, Tot Lots/Playground
  • Shared Pool: Yes
  • Pool: Yes

Exterior

  • Exterior Features: Underground Lawn Sprinkler
  • Porch/Patio/Deck: Patio(s), Porch(es), Screened

Parking

  • Garage: Yes
  • Garage Spaces: 2
  • Total Spaces: 6
  • Parking Type: Attached Garage, Driveway
  • Garage Description: Garage - Front Entry, Garage Door Opener

Location

  • Area: Indian River Hundred (31008)
  • County: SUSSEX
  • Subdivision: INDEPENDENCE
  • Driving Directions: Enter Independence, left on Samuel Adams Dr, right on Thomas Paine Dr, left on Oliver Wolcott Dr, home on left.

School Information

  • School District: Cape Henlopen

Community

  • Association: Yes
  • Assoc. Fees Include: Common Area Maintenance, Lawn Maintenance, Management, Pool(s), Snow Removal, Trash
  • Adult Community: Yes

Heating & Cooling

  • Central air: Yes
  • Cooling Type: Central A/C, Zoned
  • Cooling Fuel: Electric
  • Heating Type: Heat Pump(s), Zoned
  • Heating Fuel: Propane - Metered
  • Water Heater: Tankless, Propane

Utilities

  • Sewer: Public Sewer
  • Water: Public

Structural Information

  • Architectural Style: Contemporary, Coastal
  • Structure Type: Detached
  • Construction: Stick Built, Vinyl Siding
  • Foundation: Crawl Space
  • Roof: Architectural Shingle
  • Walls/Ceilings: 9'+ Ceilings
  • Windows: Screens
  • Stories Description: Main, Upper 1
  • Square Feet: 3,284
  • Sq. Ft. Source: Estimated
  • Living Area: 3,284 Sq. Ft.
  • Finished Above Grnd: 3,284 Sq. Ft.
  • Year Built: 2014
  • Year Built Source: Estimated

Lot Features

  • Lot Size (Acres): 0.3
  • Lot Size (Sq. Ft.): 13,068
  • Lot Size Source: Assessor
  • Lot Dimensions: 74.00 x 139.00
  • Zoning: MR
  • Lot Description: Landscaping, Corner

Financial Considerations

  • Price Per Sq. Ft.: $194.24
  • Association Fee: $1,243
  • Assoc Fee Freq.: Quarterly
  • Other Fee: $175
  • Other Fee Freq.: One Time
  • Terms: Standard Sale

Disclosures and Reports

  • Ownership: Fee Simple
  • Exclusions: Primary bath WC cabinet, primary bedroom TV and cabinet, 3 seasons room TV cabinets and TV, stained glass window (1) hanging in sunroom, stone bench on patio, magnifying mirror in upstairs bath. Subwoofer and receiver amp for sound system.
  • Inclusions: Surround sound - speakers and wiring will stay.

Meet the selling agent

Meet the selling agent
— 29738 Oliver Wolcott Dr —

Get Pre-Approved Today

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Schools serving 29738 Oliver Wolcott Dr

School District:Cape Henlopen School District
NameGradesDistance
Mariner Middle School
16391 Harbeson Road, Milton, DE 19968
5-88.2 mi
Cape Henlopen High School
1250 Kings Highway, Lewes, DE 19958
8-127.8 mi
Disclaimer: School attendance boundaries provided by Pitney Bowes and are for reference only. Contact the school directly to verify enrollment eligibility.

Price & Sales History for 29738 Oliver Wolcott Dr

Date
Details
Price
Change
Source
1/30/2026
Sold
$595,000
-6.73%
MLS
10/01/2025
Price Reduced
$637,900
-1.09%
MLS
7/10/2025
Price Reduced
$644,900
-1.68%
MLS
5/02/2025
Price Reduced
$655,900
-1.35%
MLS
4/04/2025
Listed
$664,900
—
MLS
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Similar Properties near 29738 Oliver Wolcott Dr

This is a carousel with tiles that activate property listing cards. Use the previous and next buttons to navigate.

29480 Andrew Jackson Dr, Millsboro, DE 19966 - Photo 1 Just Listed
$599,900

29480 Andrew Jackson Dr  Millsboro, DE 19966

  • Single Family
  • Active
  • Updated 2 days ago
  • 4
    Beds
  • 3
    Total Baths
  • 2,510
    Sq. Ft.
Listed by Berkshire Hathaway HomeServices PenFed Realty, Lee Ann Wilkinson and Berkshire Hathaway HomeServices PenFed Realty, Lucy Rose Wilkinson
00002 Mount Joy Rd, Millsboro, DE 19966 - Photo 1
$604,000

00002 Mount Joy Rd  Millsboro, DE 19966

  • Single Family
  • Active
  • 4
    Beds
  • 3
    Total Baths
  • 3,365
    Sq. Ft.
Listed by Century 21 Emerald, David Litz Jr.
34552 Sipple Dr, Harbeson, DE 19951 - Photo 1
$604,900

34552 Sipple Dr  Harbeson, DE 19951

  • Single Family
  • Active
  • 4
    Beds
  • 3
    Total Baths
  • 2,431
    Sq. Ft.
Listed by Doreen Brown (973) 202-7216
28839 W Henry Pl, Millsboro, DE 19966 - Photo 1
$585,000

28839 W Henry Pl  Millsboro, DE 19966

  • Single Family
  • Active
  • 4
    Beds
  • 3
    Total Baths
  • 3,000
    Sq. Ft.
Listed by Monument Sotheby's International Realty, Jeffrey Hecker

Just Listed near 29738 Oliver Wolcott Dr

This is a carousel with tiles that activate property listing cards. Use the previous and next buttons to navigate.

34833 Seagrass Plantation Ln, Dagsboro, DE 19939 - Photo 1 Just Listed
$510,000

34833 Seagrass Plantation Ln  Dagsboro, DE 19939

  • Single Family
  • Active
  • Updated 2 days ago
  • 4
    Beds
  • 3
    Total Baths
  • 2,100
    Sq. Ft.
Listed by Keller Williams Realty, Brigit R Taylor
30200 Kent Rd, Dagsboro, DE 19939 - Photo 1 Just Listed
$485,000

30200 Kent Rd  Dagsboro, DE 19939

  • Single Family
  • Active
  • Updated 9 hours ago
  • 3
    Beds
  • 2
    Total Baths
  • 1,040
    Sq. Ft.
Listed by Active Adults Realty, Melissa Graver
32908 Swamp Rd, Dagsboro, DE 19939 - Photo 1 Just Listed
$350,000

32908 Swamp Rd  Dagsboro, DE 19939

  • Single Family
  • Active
  • Updated 1 day ago
  • 2
    Beds
  • 1
    Total Bath
  • 414
    Sq. Ft.
Listed by Long & Foster Real Estate, Inc., ELIZABETH KAPP
37471 Underwood Wy, Dagsboro, DE 19939 - Photo 1 Just Listed
$639,999
Open House

37471 Underwood Wy  Dagsboro, DE 19939

  • Single Family
  • Active
  • Updated 17 hours ago
  • 4
    Beds
  • 3
    Total Baths
  • 2,800
    Sq. Ft.
Listed by Keller Williams Realty, Krystal Casey

Price Reduced near 29738 Oliver Wolcott Dr

This is a carousel with tiles that activate property listing cards. Use the previous and next buttons to navigate.

Lot 4B Mollyfield Rd, Dagsboro, DE 19939 - Photo 1 Price Reduced
-$50,000 (-19.23%)
$210,000

Lot 4B Mollyfield Rd  Dagsboro, DE 19939

  • Lots/Land
  • Active
  • Updated 4 days ago
  • 10.15
    Acres
Listed by Long & Foster Real Estate, Inc., BECKY GLOVER
31093 Sea Spray Ln, Frankford, DE 19945 - Photo 1 Price Reduced
-$56,000 (-7.42%)
$699,000
Open House

31093 Sea Spray Ln  Frankford, DE 19945

  • Single Family
  • Active
  • Updated 9 hours ago
  • 5
    Beds
  • 3
    Total Baths
  • 2,923
    Sq. Ft.
Listed by Compass, Dustin Oldfather and Compass, DIANA HARBERT
37479 Ocean Air Ln, Frankford, DE 19945 - Photo 1 Price Reduced
-$4,100 (-1.03%)
$394,900

37479 Ocean Air Ln  Frankford, DE 19945

  • Single Family
  • Active
  • Updated 9 hours ago
  • 3
    Beds
  • 2
    Total Baths
  • 1,660
    Sq. Ft.
Listed by EXP Realty, LLC, JEFFREY KEMP
36263 Windsor Park Dr, Frankford, DE 19945 - Photo 1 Price Reduced
-$5,100 (-0.82%)
$619,900

36263 Windsor Park Dr  Frankford, DE 19945

  • Single Family
  • Active
  • Updated 9 hours ago
  • 4
    Beds
  • 4
    Total Baths
  • 2,702
    Sq. Ft.
Listed by Compass, Michael Paul Mazur

Recent Sales near 29738 Oliver Wolcott Dr

This is a carousel with tiles that activate property listing cards. Use the previous and next buttons to navigate.

23862 Samuel Adams Cir, Millsboro, DE 19966 - Photo 1 Sold
$565,000

23862 Samuel Adams Cir  Millsboro, DE 19966

  • Single Family
  • Closed
  • 4
    Beds
  • 4
    Total Baths
  • 2,320
    Sq. Ft.
Listed by Bluefin Premier Properties, Inc., Terry Scott
Sold by Monument Sotheby's International Realty, Pat Campbell-White
29117 Abigail Adams Dr, Millsboro, DE 19966 - Photo 1 Sold
$665,000

29117 Abigail Adams Dr  Millsboro, DE 19966

  • Single Family
  • Closed
  • 3
    Beds
  • 2
    Total Baths
  • 3,503
    Sq. Ft.
Listed by Monument Sotheby's International Realty, Kimberly Lear Hamer
Sold by The Real McCoy Group
23100 Hollyville Rd, Harbeson, DE 19951 - Photo 1 Sold
$600,000

23100 Hollyville Rd  Harbeson, DE 19951

  • Single Family
  • Closed
  • Updated 12 days ago
  • 3
    Beds
  • 2
    Total Baths
  • 1,680
    Sq. Ft.
Listed by Century 21 Emerald, David Litz Jr.
Sold by Jack Lingo - Lewes, CARRIE LINGO
24906 Long Cove Ct, Millsboro, DE 19966 - Photo 1 Sold
$560,000

24906 Long Cove Ct  Millsboro, DE 19966

  • Single Family
  • Closed
  • 4
    Beds
  • 3
    Total Baths
  • 2,826
    Sq. Ft.
Listed by Jack Lingo - Lewes, Shawn McDonnell
Sold by Berkshire Hathaway HomeServices PenFed Realty, Lee Ann Wilkinson

29738 Oliver Wolcott Drive, Millsboro, DE 19966 (MLS# DESU2082980) is a Single Family property that was sold at $595,000 on January 30, 2026. This property was sold by ShowTime Real Estate Team from our Wilmington Office.Want to learn more about 29738 Oliver Wolcott Drive? Do you have questions about finding other Single Family real estate for sale in Millsboro? You can browse all Millsboro real estate or contact a Coldwell Banker agent to request more information.