1663 Jessamine Dr, Woodruff, SC 29388
Property image
Property image
OFF MARKET

1663 Jessamine Dr
Woodruff, SC 29388

  • 3 Beds
  • 2 Baths
  • 1,900 sqft

$364,500

Trulia Estimate
as of Aug 10, 2026
Est. Refi. Payment $2,115/mo*
Refinance Your Home

$364,500

Trulia Estimate
as of Aug 10, 2026
Est. Refi. Payment $2,115/mo*
Refinance Your Home
3 Beds
2 Baths
1,900 sqft

Local Information

  • Map ViewExplore the area around 1663 Jessamine Dr.
  • Schools1 Preschool School2 Elementary Schools1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Living Area
1,900 sqft
Price/Sqft
$192
Parking
Attached Garage

About this House

Welcome to this beautiful 3-bed, 2-bath single-story ranch with just under 2,000 sq. ft. Perfectly situated across from Willow Creek Golf Course, only 5 minutes to Five Forks shopping and dining, 25 minutes to Downtown Greenville with quick access to I-85 and GSP airport.

What truly sets this home apart is its state-of-the-art solar system with Tesla backup battery. Enjoy no or low monthly energy bills and the comfort of knowing you'll never lose power.

Inside, enjoy effortless living with hardwood surfaces throughout, a stone fireplace, and a modern wall oven kitchen. Step out to your covered screened porch overlooking a fenced yard where professional lawn care is included for stress-free enjoyment.

Community Amenities:
Enjoy resort-style living with a junior Olympic pool, covered pavilion with fireplace and picnic space, playground, fire pits, and a dedicated dog park.

Home Features:
- Spacious first-floor owner's suite with a luxurious Roman shower
- Great room with a beautiful stone fireplace
- Modern kitchen with a gas range and wall oven
- Tesla solar panels with battery backup, stay connected even during outages
- Relax and entertain in the screened-in covered porch with fireplace
- 2-car garage

Included with Rent:
- Professional lawn care service
- Professional pest control
- Weekly curbside trash services

Please reach out by phone call or text message to the below phone number at bottom of listing.

1 year lease term with automatic move month-to-month at expiration of original term. Landlord provides weekly curbside trash pickup, professional landscaping services and pest control.
1663 Jessamine Dr, Woodruff, SC 29388 is a 3 bedroom, 2 bathroom, 1,900 sqft single-family home. It last sold for $346,830 on Jun 2, 2023 (12,746% above the $2,700 asking price). More recently, it was listed as a rental in January 2026 with an asking price of $2,700 per month. That rental listing was removed on January 15, 2026. It is currently off market. The Trulia Estimate is $364,500, with a rent estimate of $2,025/month.

Home Details for 1663 Jessamine Dr

Interior Features

Heating & Cooling
Heating: Forced AirAir ConditioningCooling System: Central AirHeating Fuel: Forced Air
Appliances & Utilities
DishwasherDryerMicrowaveRefrigeratorWasher
Levels, Entrance, & Accessibility
Floors: Hardwood, Tile

Property Information

Property Type / Style
Property Type: Single Family Home

Rental Terms, Policies & Fees

Lease Term: 1 YearAvailable: now

Exterior Features

Pool
Pool
Parking & Garage
Parking: Attached Off Street, On Site

Community

Other
Playground

Additional Information

Playground

Price History for 1663 Jessamine Dr

DatePriceEventSource
01/15/2026$2,700ListingRemovedZillow Rentals
01/07/2026$2,700Listed For RentZillow Rentals
10/05/2025$2,999ListingRemovedZillow Rentals
10/02/2025$2,999Listed For RentZillow Rentals
06/02/2023$346,830Sold
N/A

Market trends in Woodruff

Last updated June 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
113
5MoM
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Property Tax and Assessment

Year2025
Tax
Assessment$346,600
Home facts updated by county records

Comparable Sales for 1663 Jessamine Dr

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
1627 Jessamine Dr, Woodruff, SC
0.09
Single-Family Home
$379,999
10/29/25
3
2
1,898
1676 Jessamine Dr, Woodruff, SC
0.05
Single-Family Home
$319,000
03/20/26
3
2
1,450
1650 Jessamine Dr, Woodruff, SC
0.04
Single-Family Home
$280,000
11/21/25
3
2
1,410
1277 Fiddletree Ln, Woodruff, SC
0.07
Single-Family Home
$434,000
05/19/26
3
3
2,477
1301 Fiddletree Ln, Woodruff, SC
0.06
Single-Family Home
$438,000
09/03/25
3
3
2,640
941 Bee Balm Way, Woodruff, SC
0.10
Single-Family Home
$369,999
06/04/26
3
2.5
2,114
965 Bee Balm Way, Woodruff, SC
0.13
Single-Family Home
$399,999
05/22/26
4
2.5
2,739
291 Dean Rd, Greer, SC
0.29
Single-Family Home
$525,000
02/27/26
3
2.5
2,135
982 Bee Balm Way, Woodruff, SC
0.18
Single-Family Home
$442,916
01/28/26
5
3
3,068
726 Lady Fern Dr, Woodruff, SC
0.25
Single-Family Home
$460,000
09/29/25
4
2.5
3,040

Nearby homes

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Assigned Schools

These are the assigned schools for 1663 Jessamine Dr.
View nearby schools on GreatSchools
The GreatSchools Rating compares schools on a variety of school quality indicators including test scores, college readiness, equity and more. Learn more.

What Locals Say about Woodruff

At least 35 Trulia users voted on each feature.

  • 88 % Say yards are well-kept

  • 86 % Say parking is easy

  • 82 % Say there's holiday spirit

  • 77 % Say car is needed

  • 72 % Say kids play outside

  • 69 % Say it's dog friendly

  • 59 % Say there are sidewalks

  • 58 % Say it's quiet

  • 55 % Say neighbors are friendly

  • 54 % Say there's wildlife

  • 49 % Say people would walk alone at night

  • 48 % Say they plan to stay for at least 5 years

  • 43 % Say streets are well-lit

  • 42 % Say it's walkable to restaurants

  • 39 % Say it's walkable to grocery stores

  • 37 % Say there are community events

Sourced by Trulia users. Learn more about our methodology.
  • Katie Anderson
    "We live in an isolated area in the outlying area around Spartanburg. We have a Woodruff address, but seldom go to the actual town of Woodruff. It is growing, and the old downtown is being restored which is good to see. New industries in the area are driving the growth and the demand for housing, but it is very sad to me to see the open land being plowed up for crowded and cheaply built housing developments "
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  • Fwjvh7qkfm
    "Not a lot of after school activities in the area. However the are is up and coming and thriving. Good school district in Spartanburg district 4."
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    Flag
  • Marleneunicelp
    "They make events for the holidays, and we can all be part of that. "
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    Flag
  • Michelle W.
    "Across the street there's a gully. We see deer cross it frequently. We've seen as many as 10 crossing through it at all once!! I would say that it was a quiet neighborhood, but you can hear nature all day ! The birds start in the morning and the cicadas and frogs take over in the evenings. "
    31
    Flag
  • Bwkiggins
    "Great area, quiet, but close to shopping and restaurants."
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  • Nicikiddo
    "We live in Woodruff, SC - pretty cool little town. Needs more businesses on Main Street to put some neat old buildings to good use. Could use a major store for clothes and general shopping (i.e. Kohl's, Penneys). People are friendly, there are some good places to eat, two grocery stores (Food Lion and Bi-Lo) and pharmacies (CVS, Rite Aid), and everything is pretty nearby."
    18
    Flag

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Apartments for Rent

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Explore by feature - Pet Friendly

21 pet-friendly rentals in Woodruff, SC

Explore by feature - Garage

18 rentals with a garage in Woodruff, SC

Explore by feature - Air Conditioning

27 rentals with air conditioning in Woodruff, SC

Explore by feature - Pool

9 rentals with a pool in Woodruff, SC

Explore by feature - Washer/dryer

27 rentals with a washer/dryer in Woodruff, SC

Explore by feature - Outdoor Space

19 rentals with an outdoor space in Woodruff, SC

Homes for sale near 1663 Jessamine Dr

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Off Market Homes Near 1663 Jessamine Dr

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Frequently asked questions about 1663 Jessamine Dr

  • What is 1663 Jessamine Dr estimated to be worth?
    Trulia's estimated value for 1663 Jessamine Dr in Woodruff, SC is $364,500.
  • What is the price history for 1663 Jessamine Dr?
    1663 Jessamine Dr in Woodruff, SC last sold for $346,830 in June 2023.
  • Is Woodruff a buyer's or seller's market?
    Woodruff is currently a buyer's market, based on recent for-sale activity.
  • What do residents say about Woodruff?
    Residents describe Woodruff, SC as well-kept, easy to park in, and dog-friendly. Most residents say you need a car. See recently sold homes in Woodruff, SC.
  • Does 1663 Jessamine Dr have air conditioning?
    Yes, 1663 Jessamine Dr in Woodruff, SC has air conditioning.
  • Does 1663 Jessamine Dr have a pool?
    Yes, 1663 Jessamine Dr in Woodruff, SC has a pool.