Recently Viewed Properties
See This Home
Save This Listing
Close

View All Photos

$637,900 Sale Pending

  • For Sale
  • Pending
  • 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

  • Price: $637,900
  • HOA FEE: $414/month
  • HOA FEE FREQ.: Quarterly
  • Status: Pending
  • Type: Single Family
  • Source: BrightMLSMidAtlantic
  • MLS ID: DESU2082980
  • Updated: 12/17/2025
  • Added to Site: 289 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

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.

Listed by Berkshire Hathaway HomeServices PenFed Realty, Lee Ann Wilkinson

Quickly Find Out More

* Indicates a required field

Yes, I would like more information. Please use and/or share my information with a Coldwell Banker ® affiliated agent to contact me about my real estate needs. By clicking Send Message, I request to be contacted by phone or text message and consent to being contacted by automated means. I understand that my consent to receive calls or texts is not a condition of purchasing any property, goods, or services. Alternatively, I understand that I can access real estate services by email or I can contact the agent myself.

If an Coldwell Banker affiliated agent is not available in the area where I need assistance, I agree to be contacted by a real estate agent affiliated with another brand owned or licensed by Anywhere Real Estate (BHGRE®, CENTURY 21®, Corcoran®, ERA®, or Sotheby’s International Realty®). I acknowledge that I have read and agree to the Terms of Use and Privacy Notice.

We Value Your Privacy

Listing agent

— 29738 Oliver Wolcott Dr —

  • Lee Ann Wilkinson

    Berkshire Hathaway HomeServices PenFed Realty

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 Get Price Alerts and Save Property

Date
Details
Price
Change
Source
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
38.42%
MLS
2/14/2014
Sold
$480,358
—
Public Record
Get Price Alerts and Save Property
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Tax History for 29738 Oliver Wolcott Dr

Year
Property Taxes
Change
Tax Assessment
Change
2025
$1,091
-27%
$40,650
—
2023
$1,502
5%
$40,650
—
2022
$1,432
-5%
$40,650
—
2021
$1,514
—
$40,650
—
2020
$1,508
—
$40,650
—
2019
$1,511
9%
$40,650
—
2018
$1,385
-19%
$40,650
—
2017
$1,710
5%
$40,650
—
2016
$1,624
8%
$40,650
3%
2015
$1,504
717%
$39,400
688%
2013
$184
—
$5,000
—
View All
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Estimate the Cost for 29738 Oliver Wolcott Dr

$
Down Payment
%
$
%

$
$
$

*These costs are estimates, and the interest rates assume exceptional credit standing.

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Listed by Berkshire Hathaway HomeServices PenFed Realty, Lee Ann Wilkinson

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.

29516 Tree Swallow Dr, Millsboro, DE 19966 - Photo 1
$639,900

29516 Tree Swallow Dr  Millsboro, DE 19966

  • Single Family
  • Active
  • 4
    Beds
  • 3
    Total Baths
  • 2,783
    Sq. Ft.
Listed by Northrop Realty, Mary SCHROCK
31755 Shl Crk Ln, Harbeson, DE 19951 - Photo 1
$629,900

31755 Shl Crk Ln  Harbeson, DE 19951

  • Single Family
  • Active
  • 4
    Beds
  • 3
    Total Baths
  • 2,720
    Sq. Ft.
Listed by Compass, Joshua Wilt
292 Pond Rd, Millsboro, DE 19966 - Photo 1 Just Listed
$649,900

292 Pond Rd  Millsboro, DE 19966

  • Single Family
  • Active
  • Updated 6 days ago
  • 4
    Beds
  • 3
    Total Baths
  • 3,020
    Sq. Ft.
Listed by Realty Mark Cityscape, ROB HICKEN
24571 Inkberry Dr, Harbeson, DE 19951 - Photo 1
$619,900

24571 Inkberry Dr  Harbeson, DE 19951

  • Single Family
  • Active
  • 4
    Beds
  • 3
    Total Baths
  • 2,571
    Sq. Ft.
Listed by Compass, MICHAEL KENNEDY

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.

29445 Turnberry Dr, Dagsboro, DE 19939 - Photo 1 Just Listed
$625,000

29445 Turnberry Dr  Dagsboro, DE 19939

  • Single Family
  • Active
  • Updated 1 day ago
  • 3
    Beds
  • 3
    Total Baths
  • 2,197
    Sq. Ft.
Listed by The Real McCoy Group (302) 339-5368
30249 Armory Rd, Dagsboro, DE 19939 - Photo 1 Just Listed
$698,000

30249 Armory Rd  Dagsboro, DE 19939

  • Single Family
  • Active
  • Updated 1 day ago
  • 4
    Beds
  • 3
    Total Baths
  • 2,786
    Sq. Ft.
Listed by Redfin Corporation, Scott J Swahl
Lots 49 & 50 Dupont Blvd, Dagsboro, DE 19939 - Photo 1 Just Listed
$259,900

Lots 49 & 50 Dupont Blvd  Dagsboro, DE 19939

  • Lots/Land
  • Active
  • Updated 5 days ago
  • 2.86
    Acres
Listed by Long & Foster Real Estate, Inc., CHRISTINA ANTONIOLI and Long & Foster Real Estate, Inc., LAURIE MCFAUL
37203 Silvan Wood Wy, Dagsboro, DE 19939 - Photo 1 Just Listed
$635,000
Open House

37203 Silvan Wood Wy  Dagsboro, DE 19939

  • Single Family
  • Active
  • Updated 2 days ago
  • 4
    Beds
  • 3
    Total Baths
  • 2,432
    Sq. Ft.
Listed by EXP Realty, LLC, James H Stephens

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.

34238 Dupont Blvd, Frankford, DE 19945 - Photo 1 Price Reduced
-$35,000 (-4.05%)
$829,000

34238 Dupont Blvd  Frankford, DE 19945

  • Commercial Service
  • Active
Listed by ZREC Advisors of Coldwell Banker Realty (443) 880-1273
36532 Burleson Dr, Frankford, DE 19945 - Photo 1 Price Reduced
-$26,606 (-5.05%)
$499,990
Open House

36532 Burleson Dr  Frankford, DE 19945

  • Single Family
  • Active
  • Updated 6 days ago
  • 3
    Beds
  • 2
    Total Baths
  • 1,570
    Sq. Ft.
Listed by Atlantic Five Realty, David Vasso
37479 Ocean Air Ln, Frankford, DE 19945 - Photo 1 Price Reduced
-$5,000 (-1.21%)
$409,900

37479 Ocean Air Ln  Frankford, DE 19945

  • Single Family
  • Active
  • Updated 2 days ago
  • 3
    Beds
  • 2
    Total Baths
  • 1,660
    Sq. Ft.
Listed by EXP Realty, LLC, JEFFREY KEMP
32492 W Haven Wood Dr, Frankford, DE 19945 - Photo 1 Price Reduced
-$10,000 (-1.71%)
$575,000

32492 W Haven Wood Dr  Frankford, DE 19945

  • Single Family
  • Active
  • Updated 3 days ago
  • 3
    Beds
  • 3
    Total Baths
  • 2,409
    Sq. Ft.
Listed by Northrop Realty, Phillip W Knight

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
  • Updated 3 days ago
  • 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
29486 Andrew Jackson Dr, Millsboro, DE 19966 - Photo 1 Sold
$660,000

29486 Andrew Jackson Dr  Millsboro, DE 19966

  • Single Family
  • Closed
  • 4
    Beds
  • 4
    Total Baths
  • 2,927
    Sq. Ft.
Listed by Berkshire Hathaway HomeServices PenFed Realty, Lee Ann Wilkinson
Sold by Northrop Realty, ADAM LINDER
29134 Harmons Hill Rd, Millsboro, DE 19966 - Photo 1 Sold
$675,000

29134 Harmons Hill Rd  Millsboro, DE 19966

  • Single Family
  • Closed
  • 4
    Beds
  • 3
    Total Baths
  • 3,100
    Sq. Ft.
Listed by Jack Lingo - Lewes, JOHN E LINGO, III
Sold by Active Adults Realty, Melissa Graver
29325 Andrew Jackson Dr, Millsboro, DE 19966 - Photo 1 Sold
$645,000

29325 Andrew Jackson Dr  Millsboro, DE 19966

  • Single Family
  • Closed
  • 3
    Beds
  • 2
    Total Baths
  • 2,232
    Sq. Ft.
Listed by Keller Williams Realty, Leslie C Bauer
Sold by Keller Williams Realty, Matthew Lunden

29738 Oliver Wolcott Drive, Millsboro, DE 19966 (MLS# DESU2082980) is a Single Family property with 4 bedrooms, 2 full bathrooms and 1 partial bathroom. 29738 Oliver Wolcott Drive is currently listed for $637,900 and was received on April 04, 2025. 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.

Tour this property