Greg Wood Real Estate Agent - Freedom Realty & Property Management

420 Calmes Blvd, Winchester, KY For Sale $359,900 - co-listed by Greg Wood — For Sale $359,900 • Co-Listing Agent

Greg Wood co-listing agent for 314 Snowden Dr, Winchester, KY - sold for $220,000 — Sold $220,000 • Co-Listing Agent

215 Robyn Dr, Winchester, KY For Sale $249,900 - co-listed by Greg Wood — For Sale $249,900 • Co-Listing Agent

Greg Wood buyer's agent for 188 Big Stoner Rd, Winchester, KY - sold for $410,000 — Sold $410,000

528 Estes Dr, Winchester, KY For Sale $234,900 - co-listed by Greg Wood — For Sale $234,900 • Co-Listing Agent

Greg Wood

Winchester KY

Freedom Realty & Property Management

147 Closed Sales

$33.1M Total Value

$89K - $719K Price Range

$225.3K Average Price

Prior 5 years

About Greg

Greg Wood was born and raised in Winchester, and is a graduate of Clark Co., BCTCS, and University of Ky. He has attended school and worked in Lexington over 30 years, so he is familiar with the Central Kentucky area. As a retiree of IBM/Lexmark and his years of working as a business professional in the Bluegrass has prepared him well for working as a Real Estate Broker. He is currently President of the Clark County Landlord Association and a Director at the Winchester Clark County Chamber of Commerce. Greg believes in providing excellent customer care and will work diligently to provide you with the best possible experience, whether you are buying or selling a property. Buy or sell with him and use their moving truck for FREE!

Home Types: Lot/Land, House, Multifamily, Other, Mobile Homes, Commercial, Townhouse

Years of Experience: 16

Education: University of Kentucky

Transaction History

1 Year
2 Year
5 Year

Seller Deals
Total Deals	2
Total Value	$480,000
Average Sale Price	$240,000
Price Range	$220K - $260K

Buyer Deals
Total Deals	3
Total Value	$1,049,000
Average Sale Price	$349,667
Price Range	$260K - $410K

Seller Deals
Total Deals	23
Total Value	$6,080,800
Average Sale Price	$264,383
Price Range	$20K - $719K

Buyer Deals
Total Deals	5
Total Value	$1,531,000
Average Sale Price	$306,200
Price Range	$166K - $410K

Seller Deals
Total Deals	107
Total Value	$23,089,782
Average Sale Price	$215,792
Price Range	$11K - $719K

Buyer Deals
Total Deals	40
Total Value	$10,032,020
Average Sale Price	$250,801
Price Range	$18K - $626K

5 Year View

Areas Greg is Experienced In

Greg's Listings and Deals

Greg's Recent Active Listings

Co-Listing Agent

$359,900
- 3 Beds
- 2.5 Baths
- 1,846 Sq Ft
420 Calmes Blvd

Winchester, KY
Location is prime on the west side of Clark county, close to Lexington, schools, shopping and in a well established neighborhood. Pride shows in the care of this 1-1/2 story brick home. Everything you need can be found on the 1st level - master bedroom with a door leading to a hot tub on the back patio. This home has a large living room, with wood floors and fireplace, kitchen with new major

Greg Wood Freedom Realty & Property Management

Co-Listing Agent

$249,900
- 3 Beds
- 1 Bath
- 1,250 Sq Ft
215 Robyn Dr

Winchester, KY
Welcome home to this beautifully updated property offering modern finishes, a functional layout, and a fantastic location! Major improvements include an updated HVAC system, water heater, roof, windows, doors, lighting, flooring, fresh paint and more, giving the next owner plenty to appreciate from day one. Inside, the open kitchen and living area creates an inviting space for everyday living and

Greg Wood Freedom Realty & Property Management

Co-Listing Agent

$234,900
- 3 Beds
- 2 Baths
- 1,904 Sq Ft
528 Estes Dr

Winchester, KY
*NEW ROOF!* Welcome home to this well-maintained 3-bedroom, 2-bath brick ranch offering easy one-level living in a convenient location close to shopping, dining, parks, and the community pool. The spacious open family room flows into the kitchen, featuring bamboo wood flooring, a large granite island, newer stainless steel appliances, and a gas range—perfect for everyday living and entertaining.

Greg Wood Freedom Realty & Property Management

Co-Listing Agent

$359,900
- 3 Beds
- 2 Baths
- 2,269 Sq Ft
15 Moundale Ave

Winchester, KY
Welcome to this beautifully maintained all-brick home nestled in one of Winchester's most established and desirable neighborhoods. Offering over 2,200 square feet of finished living space, this 3-bedroom, 2-bath home combines timeless character with an impressive list of thoughtful updates. The main level features a spacious family room with ventless gas logs, a beautifully updated kitchen with

Greg Wood Freedom Realty & Property Management

Co-Listing Agent

$254,900
- 3 Beds
- 2.5 Baths
- 1,664 Sq Ft
127 Bay Hill Dr

Winchester, KY
Welcome home to this spacious, low-maintenance townhome offering 3 levels of living space in a well established neighborhood. Thoughtfully maintained, a 3 year old roof, with recently replaced windows. This home offers plenty of room to spread out while keeping everyday living comfortable and convenient. The main level features a generously sized kitchen and family room with plenty of space for

Greg Wood Freedom Realty & Property Management

Co-Listing Agent

$544,900
- 5 Beds
- 3.5 Baths
- 3,741 Sq Ft
130 Winterberry Cir

Winchester, KY
Welcome to this beautifully maintained modern home located in the highly sought-after Royal Oaks Estates, perfectly positioned on the edge of Winchester with quick access to shopping, dining, and more. From the moment you step inside, you'll be captivated by the soaring vaulted ceilings in the central great room--an impressive space filled with natural light and designed for both comfort and

Greg Wood Freedom Realty & Property Management

Co-Listing Agent

$219,900
- Land
- 24 Acres
- $9,228 per Acre
3686 Crowe Ridge Rd

Winchester, KY
Discover the possibilities with this unique dual-property offering at 3686 & 3688 Crowe Ridge Road. Enjoy the peace and privacy of a beautiful country setting with room to spread out and endless potential. Whether you're looking for a primary residence with additional living space, an investment opportunity, or housing for extended family, this property offers versatility that's hard to find.

Greg Wood Freedom Realty & Property Management

Co-Listing Agent

$309,900
- 3 Beds
- 2.5 Baths
- 1,904 Sq Ft
335 Newcastle Ln

Winchester, KY
Welcome to this well-maintained home located in a quiet, established neighborhood with convenient access to everything Winchester has to offer. The first floor features an open and inviting layout, creating a comfortable space for everyday living and entertaining alike. Upstairs, you'll find a traditional three-bedroom floor plan with generously sized bedrooms, including a spacious primary suite.

Greg Wood Freedom Realty & Property Management

Co-Listing Agent

$369,900
- 3 Beds
- 2.5 Baths
- 2,015 Sq Ft
1233 Dog Trot Rd

Frenchburg, KY
**Click on the Virtual Tour section to see the video walk through!** Escape to the peace and privacy of the Kentucky countryside with this charming home nestled on a beautiful rural 4.12 acre homesite per plat/survey. This well built home features a spacious layout, vaulted ceilings in the main level primary bedroom. The unfinished walkout basement offering endless possibilities for expansion.

Greg Wood Freedom Realty & Property Management

Recently Sold

$260,000

Sold Sep 9, 2025
- 3 Beds
- 1 Bath
- 1,633 Sq Ft
7934 Ironworks Rd

Winchester, KY
- 12% Below List
- 4 Days On Market
- $159/SF
- Current Est. Value $267K
Greg Wood Freedom Realty & Property Management

$20,000

Sold Oct 17, 2024
- Land
- 5.00 Acres Lot
2697 Pine Ridge Rd

Winchester, KY
Escape from the city to your own private piece of unspoiled paradise! Located on the edge of Clark County with fairly easy access to the Mountain Parkway exit on Kiddville Rd, this could be the location of your private hunting retreat or cleared to make way for a new home.

Greg Wood Freedom Realty & Property Management

Awards and Designations

Voted "Best" Real Estate Agent and Agency in Winchester/Clark Co. 5 years running by Readers' Choice Awards
CPM - Certified Property Manager

Agent License: Kentucky 216122

Greg Wood

(859) 681-7495

Freedom Realty & Property Management

(859) 681-7495

Nearby Homes

Greg Wood

About Greg

Transaction History

Seller Deals

Buyer Deals

Seller Deals

Buyer Deals

Seller Deals

Buyer Deals

Production Over Time

5 Year View

Areas Greg is Experienced In

Greg's Listings and Deals

Greg's Recent Active Listings

Recently Sold

Awards and Designations