29 Windsor Rd, Rehoboth Beach, DE 19971
Property image
Property image
OFF MARKET

$971,500

Trulia Estimate
  • 5 Beds
  • 3.5 Baths
  • 2,600 sqft (on 0.27 acres)

29 Windsor Rd, Rehoboth Beach, DE 19971

Refinance Your Home
Currently Off Market - Sold Dec 5, 2023 for $717,500

Home Value

Trulia Estimate
$972K
Since last month
Decreased$4K (-0.4%)
Since last year
Increased$120K (+14.1%)
Since last sale
Increased$252K (+35.1%)
Learn more about this home's value by checking out its Trulia Estimate, the value of nearby homes, and how much similar homes have sold for.

Trulia Estimate

The of this home's value increased by +67% in the last 10 years
MonthEstimated value
2026
August 2026$969K
August 2026$969K
July 2026$974K
June 2026$983K
May 2026$976K
April 2026$964K
March 2026$890K
February 2026$895K
January 2026$872K
2025
2024
2023
2022
2021
2020
2019
2018
2017
2016

Comparable sales

These are recently sold homes that have a similar location or other similar features to this home, like bedrooms, bathrooms, and square footage. Get a sense of the expected prices in the area by viewing these homes.
Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
14 Doolin Ln, Rehoboth Beach, DE
0.17
Single-Family Home
$804,000
08/28/26
4
3.5
2,301
7 Oranmore Ave, Rehoboth Beach, DE
0.26
Single-Family Home
$845,000
04/15/26
4
3
2,440
13 Sheffield Rd, Rehoboth Beach, DE
0.31
Single-Family Home
$850,000
05/13/26
4
2.5
2,863
107 Cheshire Way, Rehoboth Beach, DE
0.34
Single-Family Home
$880,000
06/26/26
4
3.5
2,944
36837 Winner Cir, Rehoboth Beach, DE
0.31
Single-Family Home
$975,000
03/04/26
4
3.5
3,000
134 E Buckingham Dr, Rehoboth Beach, DE
0.39
Single-Family Home
$950,000
02/12/26
5
4
3,075
40 Eagle Dr, Rehoboth Beach, DE
0.37
Single-Family Home
$750,000
08/21/26
4
3.5
3,496
36815 Winner Cir, Rehoboth Beach, DE
0.27
Single-Family Home
$700,000
04/09/26
3
2
2,049
20332 Saddle Ct, Rehoboth Beach, DE
0.22
Single-Family Home
$650,000
02/19/26
3
2
1,898
115 Cornwall Rd, Rehoboth Beach, DE
0.42
Single-Family Home
$997,500
08/07/26
4
3.5
3,400

Nearby home prices

Get a sense of expected prices in the area by checking the value of nearby homes.
Address
Distance
Price
Bed
Bath
Sqft
Status
1 Wellington Pl, Rehoboth Beach, DE 19971
0.07
-
-
-
-
Off Market
3 Wellington Pl, Rehoboth Beach, DE 19971
0.07
$1,142,800
4
3
2,960
Off Market
4 Kingsbridge Rd, Rehoboth Beach, DE 19971
0.10
$1,364,200
5
4.5
3,700
Off Market
27 W Buckingham Dr, Rehoboth Beach, DE 19971
0.11
$1,130,400
4
3.5
2,772
Off Market
16 Coventry Rd, Rehoboth Beach, DE 19971
0.14
$726,500
4
3.5
3,200
Off Market
20374 Thompson Way, Rehoboth Beach, DE 19971
0.16
$1,227,600
3
2.5
-
Off Market
10 Wellington Pl, Rehoboth Beach, DE 19971
0.14
$977,800
3
2.5
2,700
Off Market
14 Doolin Ln, Rehoboth Beach, DE 19971
0.17
$804,000
4
3.5
2,301
Recently Sold
101 W Buckingham Dr, Rehoboth Beach, DE 19971
0.13
$735,800
3
2
1,900
Off Market
100 Kingsbridge Rd, Rehoboth Beach, DE 19971
0.14
$1,300,000
5
3.5
3,500
Recently Sold
22 W Buckingham Dr, Rehoboth Beach, DE 19971
0.15
$951,800
3
2.5
2,300
Off Market

Local Information

  • Map ViewExplore the area around 29 Windsor Rd.
  • Schools1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Single-Family Home
Built in 2003
0.27 acre lot
2,600 sqft
$374/sqft
2 Car Garage
HOA $29/mo

About this House

A diamond in the rough best describes this 5 Bedroom 3 and half bath home located in Rehoboth Beach Yacht and Country Club. This is a house with good bones, but in need of some TLC, specifically paint and new carpet and is being sold "as is". Upon entering, you will find a floor plan that can be as casual or as formal as you want to make it. The room to left was used as a formal living room, but it could be easily converted to a den or office space. Likewise, the formal dining room across the hall could be repurposed to casual dining or entertaining space. Once you pass through the front of the house you will find a large great room and eat-in kitchen that nearly span the entire rear of the home. The great room features a cathedral ceiling and gas fireplace, while the kitchen features 42" cabinets, marble countertops and a large island for casual dining or food prep. Off the kitchen, you will find an oversized screened porch perfect for outdoor dining or entertaining. Rounding out the first floor is a half bath and the primary bedroom with a trayed ceiling, sitting area and walk-in closets. The primary bath features tiled flooring, a double vanity, whirlpool tub with tiled surround and separate walk-in shower. Hardwood floors run throughout the down stairs. One notable aspect of this house is the generous size of the rooms, particularly evident in the second floor bedrooms. There is a bedroom at the top of the stairs with its own bath that could easily be a primary bedroom. Down the hall you will find a shared bath and three more bedrooms, though the largest of the three could easily be used as a playroom. This particular space also has a bonus room off of it that would make an ideal computer room. With a little creativity and a dose of TLC, this house could be a showplace. Make your appointment today.
29 Windsor Rd, Rehoboth Beach, DE 19971 is a 5 bedroom, 4 bathroom, 2,600 sqft single-family home built in 2003. It last sold for $717,500 on Dec 5, 2023 (4% below the $750,000 asking price). More recently, it was listed as a rental in September 2024 with an asking price of $3,500 per month. That rental listing was removed on September 13, 2024. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $971,500, with a rent estimate of $3,628/month.
Last check for updates: about 2 hours ago
Listed by GREG WOOD, (302) 645-2207
Jack Lingo - Lewes
Co-Listing Agent: Kathie Wood, (302) 645-2207
Jack Lingo - Lewes
Bought with: Leslie Savage, (302) 381-4034, Jack Lingo - Lewes
Source: Bright MLS, MLS#DESU2037232

Home Details for 29 Windsor Rd

Interior Features

Interior Details
Number of Rooms: 1Types of Rooms: Basement
Beds & Baths
Number of Bedrooms: 5Main Level Bedrooms: 1Number of Bathrooms: 4Number of Bathrooms (full): 3Number of Bathrooms (half): 1Number of Bathrooms (main level): 2
Dimensions and Layout
Living Area: 2600 Square Feet
Appliances & Utilities
Utilities: Cable Connected, PropaneAppliances: Dishwasher, Disposal, Dryer, Microwave, Washer, Water HeaterDishwasherDisposalDryerMicrowaveWasher
Heating & Cooling
Heating: Forced Air,Heat Pump,Electric,PropaneHas CoolingAir Conditioning: Central Air,ElectricHas HeatingHeating Fuel: Forced Air
Fireplace & Spa
Number of Fireplaces: 1Spa: BathHas a FireplaceHas a Spa
Gas & Electric
Electric: 200+ Amp Service
Windows, Doors, Floors & Walls
Flooring: Carpet, Hardwood
Levels, Entrance, & Accessibility
Stories: 2Levels: TwoAccessibility: NoneFloors: Carpet, Hardwood
View
No View

Exterior Features

Exterior Home Features
Roof: Architectural ShingleOther Structures: Above Grade, Below GradeFoundation: BlockNo Private Pool
Parking & Garage
Number of Garage Spaces: 2Number of Covered Spaces: 2No CarportHas a GarageHas an Attached GarageHas Open ParkingParking Spaces: 2Parking: Garage Faces Side,Garage Door Opener,Driveway,Attached
Pool
Pool: None
Frontage
Not on Waterfront
Water & Sewer
Sewer: Public Sewer
Finished Area
Finished Area (above surface): 2600 Square Feet

Property Information

Year Built
Year Built: 2003
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family ResidenceStructure Type: DetachedArchitecture: Coastal,Traditional
Building
Building Name: None AvailableConstruction Materials: Frame, Vinyl SidingNot a New Construction
Property Information
Parcel Number: 33419.001374.00

Price & Status

Price
List Price: $750,000
Status Change & Dates
Off Market Date: Tue Dec 05 2023Possession Timing: Coin w/Sell Sett

Active Status

MLS Status: CLOSED

Location

Direction & Address
City: REHOBOTH BEACHCommunity: Rehoboth Beach Yacht And Cc
School Information
Elementary School District: Cape HenlopenJr High / Middle School District: Cape HenlopenHigh School District: Cape Henlopen

Building

Building Area
Building Area: 2600 Square Feet

Community

Not Senior Community

HOA

Has an HOAHOA Fee: $350/Annually

Lot Information

Lot Area: 0.27 acres

Listing Info

Special Conditions: Standard

Offer

Listing Agreement Type: Exclusive Right To Sell

Business

Business Information
Ownership: Fee Simple

Miscellaneous

Mls Number: DESU2037232Above Grade Unfinished Area: 2600

Price and Tax history

DateEventPrice
Sep 13, 2024
Source: Zillow Rentals
ListingRemoved
$3,500
Sep 3, 2024
Source: Zillow Rentals
Listed For Rent
$3,500
Aug 24, 2024
Source: Zillow Rentals
ListingRemoved
Jul 25, 2024
Source: Zillow Rentals
Listed For Rent
$3,500
Dec 5, 2023
Source: Bright MLS #DESU2037232
Sold
$717,500

Market trends in Rehoboth Beach

Last updated July 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$621K
$105KMoM
Sale-to-List Price
97.7%
0.1%MoM
Price per sq ft
$385
$2MoM
Available listings
163
6MoM

Around this home

What Locals Say about Rehoboth Beach

At least 96 Trulia users voted on each feature.

  • 88 % Say it's dog friendly

  • 81 % Say people would walk alone at night

  • 79 % Say car is needed

  • 75 % Say it's quiet

  • 75 % Say there's holiday spirit

  • 70 % Say yards are well-kept

  • 66 % Say they plan to stay for at least 5 years

  • 63 % Say streets are well-lit

  • 63 % Say parking is easy

  • 59 % Say it's walkable to restaurants

  • 53 % Say there's wildlife

  • 52 % Say there are sidewalks

  • 49 % Say it's walkable to grocery stores

  • 48 % Say neighbors are friendly

  • 44 % Say kids play outside

  • 41 % Say there are community events

Sourced by Trulia users. Learn more about our methodology.
  • Chrissy Delcampo
    "Born and raised in Rehoboth beach Delaware! Things have changed a lot but the locals are always so friendly and we understand "
    0
    Flag
  • Blackbug329
    "Great access and parking opportunities. I love it here. Hood police presence. I have said all I have to say. "
    0
    Flag
  • Bigcheese907
    "They would love it , most of our neighbors have dogs. There are pick up stations all over the neighborhood."
    0
    Flag
  • Eziotorres
    "Lots of places to walk dogs including the beach in the off season. There are other dogs to play with your dog."
    0
    Flag
  • Trulia User
    "Near the beach. Easy parking. Good public transportation. Well maintained homes. Nice restaurants nearby"
    2
    Flag
  • Bill W.
    "Close to bay quiet peaceful nice neighbors. Good walking. Close to family. Has pool dock park boat slips"
    15
    Flag
  • Cate
    "Not a lot of kids and unclear how good the schools are although great for vacations and fun! Worth a visit but worth checking on the amenities for kids. "
    4
    Flag
  • TB
    "Almost everybody is within biking distance to a beach. Fantastic restaurants. Town is very walkable. "
    3
    Flag
  • Barbara H.
    "Beautiful vacation town without all the loud inappropriate music. Great for families. Well taken care of town"
    3
    Flag
  • Heather K.
    "I have lived in this neighborhood almost my whole life. It's homey and resort friendly. Lots of stores and the beach."
    4
    Flag
  • SPECIAL-ME1
    "Quite...Friendly...Peaceful...Economical.............................................................. "
    2
    Flag
  • Nazarethmedeliza
    "Very dog friendly area, almost everyone says hi to the dogs. They pet shops almost everywhere and mobile groomers are an option too. we just don’t have a dog park that’s a little cheaper than the one in Lewes. NY has dog parks that are free which is really great. "
    7
    Flag
  • 2zemps
    "dogs are everywhere! its a great dog friendly town. lots of dog water bowls at stores as well. Town is very clean, everyone cleans up after their dogs"
    4
    Flag
  • Cindy G.
    "I am retired and live less than 5 miles to beach, downtown, and shopping. I am fortunate that I no longer have a commute to work. The gym, doctors, hospital, grocery stores, restaurants, and community events are close by."
    4
    Flag
  • Themaxstanley
    "I think rehoboth May have started out as, or had recently been kind of a popular retirement area, so the population seems to to be very geriatric. There are some younger couples around town and I do see children, but not as many I am used to seeing in Berlin, MD where I lived previously. The area does seem to be safe as far as crime rates and criminal activity goes, but the traffic here is almost absurd. Outlet markets are everywhere and people come to rehoboth in swarms to shop "
    4
    Flag
  • Reverendbb
    " Silver View Farms is a supremely well kept mobile home Park with strict rules. No rentals are allowed which keeps it quiet."
    6
    Flag
  • Teri S.
    "this is an amazing beach town. the schools are awesome. the people are nice and the community is quite supportive and hands on. "
    1
    Flag
  • Jordan B.
    "not cheap, but a really nice neighborhood and shore town. i wish i could afford it. we shall see how life goes..."
    4
    Flag
  • Rmd12345
    "Close to beach, town, shopping and transportation, yet still very quiet and beautiful. Properties are meticulously taken care of by owners."
    7
    Flag
  • Lth
    "There aren’t a ton of kids in this neighborhood but it is a safe and friendly place to live with lots of amenities "
    1
    Flag
  • Hljones12
    "the population is growing rapidly, and I'm not sure how the school systems will handle this. it's a very friend area "
    0
    Flag
  • Mel
    "Moved here this year.... I love it! Neighbor are super friendly, and a very safe environment. We live 3 miles to the beach and boardwalk."
    6
    Flag
  • Richard C.
    "This is a second home and so I have no idea what the commute is like! Honestly, the town itself is small and so I wouldn’t think commutes would be terribly bad."
    2
    Flag
  • Trishasantamaria
    "I’m retired. No commuting any more, but the traffic is easy to manage most times, with the exception of July and August. "
    0
    Flag

LGBTQ Local Legal Protections

The data relating to real estate for sale on this website appears in part through the BRIGHT Internet Data Exchange program, a voluntary cooperative exchange of property listing data between licensed real estate brokerage firms, and is provided by BRIGHT through a licensing agreement. Listing information is from various brokers who participate in the Bright MLS IDX program and not all listings may be visible on the site. The property information being provided on or through the website is for the personal, non-commercial use of consumers and such information may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Some properties which appear for sale on the website may no longer be available because they are for instance, under contract, sold or are no longer being offered for sale. Property information displayed is deemed reliable but is not guaranteed. Copyright 2026 Bright MLS, Inc. Click here for more information

Frequently asked questions about 29 Windsor Rd

  • What is 29 Windsor Rd estimated to be worth?
    Trulia's estimated value for 29 Windsor Rd in Rehoboth Beach, DE is $971,500.
  • What is the price history for 29 Windsor Rd?
    29 Windsor Rd in Rehoboth Beach, DE last sold for $717,500 in December 2023.
  • Is Rehoboth Beach a buyer's or seller's market?
    Rehoboth Beach is currently a balanced market, based on recent for-sale activity.
  • What's the median sale price in Rehoboth Beach?
    The median sale price in Rehoboth Beach is $621K. That is down $105K from the prior month.
  • Does 29 Windsor Rd have air conditioning?
    Yes, 29 Windsor Rd in Rehoboth Beach, DE has air conditioning.
  • Does 29 Windsor Rd have laundry facilities?
    Yes, 29 Windsor Rd in Rehoboth Beach, DE has in-unit laundry.

Explore by feature - Pet Friendly

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Explore by feature - Garage

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Explore by feature - Air Conditioning

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Explore by feature - Pool

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Explore by feature - Washer/dryer

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Explore by feature - Outdoor Space

6 rentals with an outdoor space in Rehoboth Beach, DE

Apartments for Rent

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Off Market Homes Near 29 Windsor Rd

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Homes for sale near 29 Windsor Rd

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