David Woolford Real Estate Agent - CHARLES RUTENBERG REALTY ORLANDO

3126 S Osceola Ave, Orlando, FL For Sale $545,000 - listed by David Woolford — For Sale $545,000

David Woolford listing agent for 2019 Siesta Ln, Orlando, FL - sold for $834,000 — Sold $834,000

11825 Overlook Dr, Clermont, FL Under Contract $609,000 - listed by David Woolford — Under Contract $609,000

David Woolford buyer's agent for 9072 Woodbreeze Blvd, Windermere, FL - sold for $549,900 — Sold $549,900

5060 Andrea Blvd, Orlando, FL For Sale $435,000 - listed by David Woolford — For Sale $435,000

David Woolford

Winter Park FL

CHARLES RUTENBERG REALTY ORLANDO

62 Closed Sales

$28.4M Total Value

$208K - $2M Price Range

$457.9K Average Price

Prior 5 years

About David

David will provide value and exceptional service to his customers by listening, building relationships, and striving to do his best always. David's goals will be reached with God's help and a sincere and steadfast commitment to integrity.

He would love to help you find a home, if buying, or sell and get top dollar for your home, if selling!

Home Types: House, Mobile Homes, Condo, Lot/Land, Townhouse

Years of Experience: 22

Education: University of Central Florida (UCF); University of Miami

Transaction History

1 Year
2 Year
5 Year

Seller Deals
Total Deals	15
Total Value	$6,955,000
Average Sale Price	$463,667
Price Range	$125K - $834K

Buyer Deals
Total Deals	4
Total Value	$1,896,150
Average Sale Price	$474,038
Price Range	$236K - $559K

1 Year View by Quarter

Seller Deals
Total Deals	25
Total Value	$12,812,000
Average Sale Price	$512,480
Price Range	$125K - $2M

Buyer Deals
Total Deals	7
Total Value	$3,049,150
Average Sale Price	$435,593
Price Range	$208K - $620K

2 Year View by Quarter

Seller Deals
Total Deals	43
Total Value	$21,002,800
Average Sale Price	$488,437
Price Range	$87K - $2M

Buyer Deals
Total Deals	19
Total Value	$7,389,955
Average Sale Price	$388,945
Price Range	$154K - $645K

5 Year View

Areas David is Experienced In

David's Listings and Deals

David's Active Listings

$545,000
- 3 Beds
- 2.5 Baths
- 2,739 Sq Ft
3126 S Osceola Ave

Orlando, FL
Spacious South Orlando Home with Great Location & OpportunityGreat South Orlando location, spacious floor plan, excellent schools, and plenty of room to make this home your own!Located in one of South Orlando’s most desirable areas, this 3-bedroom, 2.5-bath home with a den offers 2,739 heated square feet and sits on a generous 0.30-acre lot. You’ll enjoy convenient access to Downtown

David Woolford CHARLES RUTENBERG REALTY ORLANDO

$435,000
- 4 Beds
- 2 Baths
- 1,826 Sq Ft
5060 Andrea Blvd

Orlando, FL
Virtually Staged. $10,000 IN SELLER-CONTRIBUTED CLOSING COSTS WITH AN ACCEPTABLE CONTRACT!Move-In Ready Conway/Dover Shores Model Home with $45K in Recent Updates & Improvements! Includes professional interior and exterior painting, new carpet and padding throughout, and new electrical panels... both the inside and outside boxes, installed by a licensed electrician. A brand-new roof was

David Woolford CHARLES RUTENBERG REALTY ORLANDO

$305,000
- Land
- 4.55 Acres
- $67,033 per Acre
XXXX N Hiawassee Rd

Apopka, FL
Looking for a great piece of land at a fantastic Price? This is it! Property is 4.55 Acres. A lot of options with this property. Some land is cleared and timber/woods are on most of it. Location is directly on Hiawassee with about 510 ft. of frontage to a four lane road (Hiawassee). Less than 1/2 mile south of 441/Orange Blossom Trail and is .3 miles from Highway 414. Zoned A-1. Zoning changes

David Woolford CHARLES RUTENBERG REALTY ORLANDO

$609,000

Under Contract
- 4 Beds
- 3 Baths
- 2,516 Sq Ft
11825 Overlook Dr

Clermont, FL
Under contract-accepting backup offers. Updated Price! Awesome and beautiful, well cared for, and maintained pool home located in Clermont in the Lake Ridge neighborhood. This four bedroom, three bath, plus a study and screened in pool and spa home with a large lanai is absolutely beautiful! This property sits just up the hill from the shores of Lake Minnehaha. This home has a custom built

David Woolford CHARLES RUTENBERG REALTY ORLANDO

$326,900

Pending
- 3 Beds
- 2 Baths
- 1,680 Sq Ft
4607 Kalispell Rd

Kissimmee, FL
Competitively priced at $326,900! Seller is offering $7,000 toward the buyer's closing costs plus a $2,000 flooring credit with an acceptable Contract. Even better, this home features a brand-new roof installed on July 8, 2026, with the solar panels professionally reinstalled following completion. The extended days on market were due solely to the roof replacement process through the homeowner's

David Woolford CHARLES RUTENBERG REALTY ORLANDO

Recently Sold

$125,000

Sold Aug 14, 2026
- Land
- 0.34 Acres Lot
XXXX E Holly St

Howey-In-the-hills, FL
- 29% Below List
- 153 Days On Market
David Woolford CHARLES RUTENBERG REALTY ORLANDO

$432,000

Sold Jul 15, 2026
- 4 Beds
- 3 Baths
- 2,909 Sq Ft
3939 Rose Petal Ln

Orlando, FL
- 4% Below List
- 94 Days On Market
- $149/SF
- Current Est. Value $426K
David Woolford CHARLES RUTENBERG REALTY ORLANDO

$834,000

Sold May 28, 2026
- 3 Beds
- 2 Baths
- 2,725 Sq Ft
2019 Siesta Ln

Orlando, FL
- 1 Day On Market
- $306/SF
- Current Est. Value $824K
David Woolford CHARLES RUTENBERG REALTY ORLANDO

$250,000

Sold May 21, 2026
- 3 Beds
- 1.5 Baths
- 1,244 Sq Ft
308 S Palm Ave

Howey In the Hills, FL
- 9% Below List
- 95 Days On Market
- $201/SF
- Current Est. Value $250K
David Woolford CHARLES RUTENBERG REALTY ORLANDO

$155,000

Sold Mar 25, 2026
- 2 Beds
- 1.5 Baths
- 1,116 Sq Ft
772 E Michigan St

Unit 67

Orlando, FL
- 5% Below List
- 26 Days On Market
- $139/SF
- Current Est. Value $157K
David Woolford CHARLES RUTENBERG REALTY ORLANDO

$388,000

Sold Mar 3, 2026
- 3 Beds
- 2 Baths
- 1,348 Sq Ft
810 Morocco Ave

Orlando, FL
- 6% Below List
- 64 Days On Market
- $288/SF
- Current Est. Value $385K
David Woolford CHARLES RUTENBERG REALTY ORLANDO

$544,000

Sold Dec 19, 2025
- 3 Beds
- 2 Baths
- 1,724 Sq Ft
1326 Altaloma Ave

Orlando, FL
- 9% Below List
- 11 Days On Market
- $316/SF
- Current Est. Value $563K
David Woolford CHARLES RUTENBERG REALTY ORLANDO

$740,000

Sold Nov 26, 2025
- 5 Beds
- 3 Baths
- 3,284 Sq Ft
3516 Battersea Ct

Belle Isle, FL
- 5% Below List
- 65 Days On Market
- $225/SF
- Current Est. Value $762K
David Woolford CHARLES RUTENBERG REALTY ORLANDO

$369,000

Sold Nov 21, 2025
- 3 Beds
- 2 Baths
- 1,884 Sq Ft
2124 Grafton Ave

Clermont, FL
- 2 Days On Market
- $196/SF
- Current Est. Value $369K
David Woolford CHARLES RUTENBERG REALTY ORLANDO

Agent License: Florida 3044707

David Woolford

(321) 732-8602

Nearby Homes

David Woolford

About David

Transaction History

Seller Deals

Buyer Deals

Production Over Time

1 Year View by Quarter

Seller Deals

Buyer Deals

Production Over Time

2 Year View by Quarter

Seller Deals

Buyer Deals

Production Over Time

5 Year View

Areas David is Experienced In

David's Listings and Deals

David's Active Listings

Recently Sold