Jack Papaleonti Real Estate Agent - Academy Realty Inc.

402 Fair Hill Ct, Annapolis, MD For Sale $784,900 - listed by Jack Papaleonti — For Sale $784,900

Jack Papaleonti listing agent for 2900 Shipmaster Way Unit 104, Annapolis, MD - sold for $340,000 — Sold $340,000

2615 Point Lookout Cove, Annapolis, MD For Rent $3,750/month - listed by Jack Papaleonti — For Rent $3,750/month

847 Rudder Way, Annapolis, MD Under Contract $669,900 - listed by Jack Papaleonti — Under Contract $669,900

Jack Papaleonti buyer's agent for 19 Dorset Ct, Annapolis, MD - sold for $515,000 — Sold $515,000

Jack Papaleonti

Annapolis MD

1 Review

Academy Realty Inc.

171 Closed Sales

$87.9M Total Value

$320K - $2.2M Price Range

$514.3K Average Price

Prior 5 years

About Jack

Growing up in Homewood and currently living in the Hunt Meadow Community, Jack knows Annapolis and its surrounding areas well. He partnered with Joni Jones in 2004 to transform Jones Realty into Academy Realty, combining experience and love of the profession to help home buyers and sellers achieve their goals. Together, they continue to streamline their processes and evolve the business to keep up with ever-changing technology and improve the buyer and seller experience.

Jack has a longstanding reputation as a formidable leader in business. From owning his own photography business at 22, to working within the mortgage, financing, banking, and investment sectors to also owning an Allstate Insurance Agency. He has successfully closed over 500 transactions.

Jack is married, has five children and three grandchildren. There is never a dull moment in the life of a businessman, he enjoys spending quality time with his “Big Fat Greek Family” and volunteering at his church, The Optimist Club of Annapolis, and the Annapolis High School Sports Boosters.

Home Types: House, Condo, Townhouse, Co-op, Multifamily, Lot/Land

Years of Experience: 21

Education: University of Maryland, College Park

Transaction History

1 Year
2 Year
5 Year

Seller Deals
Total Deals	38
Total Value	$20,227,200
Average Sale Price	$532,295
Price Range	$140K - $1.1M

Buyer Deals
Total Deals	12
Total Value	$8,306,500
Average Sale Price	$692,208
Price Range	$355K - $2.2M

1 Year View by Quarter

Seller Deals
Total Deals	67
Total Value	$35,762,600
Average Sale Price	$533,770
Price Range	$140K - $1.1M

Buyer Deals
Total Deals	24
Total Value	$14,207,000
Average Sale Price	$591,958
Price Range	$225K - $2.2M

2 Year View by Quarter

Seller Deals
Total Deals	127
Total Value	$65,112,441
Average Sale Price	$512,696
Price Range	$140K - $1.1M

Buyer Deals
Total Deals	44
Total Value	$22,825,795
Average Sale Price	$518,768
Price Range	$55K - $2.2M

5 Year View

Areas Jack is Experienced In

Jack's Listings and Deals

Jack's Active Listings

$784,900
- 4 Beds
- 2.5 Baths
- 3,177 Sq Ft
402 Fair Hill Ct

Annapolis, MD
Welcome to this wonderfully updated and beautifully decorated home in sought-after Hunt Meadow! Ideally situated on a corner lot with a large yard, this cozy and inviting home offers the perfect blend of comfort, style, and location. One of the home’s standout features is the main-level primary bedroom, providing convenience and easy one-level living. With 4 bedrooms and 2½ baths, there is plenty

Jack Papaleonti Academy Realty Inc.

$344,900
- 2 Beds
- 2 Baths
- 1,400 Sq Ft
8612 Fluttering Leaf Trail

Unit 208

Odenton, MD
PRICE IMPROVEMENT! The Sellers have moved out and are motivated to sell, making this an excellent opportunity to own in the sought-after 55+ Cedar Ridge Condominium community at Piney Orchard!Welcome to easy, active living in this spacious condominium featuring a bright, open floor plan filled with natural light, creating a warm and inviting atmosphere throughout.One of the home's

Jack Papaleonti Academy Realty Inc.

$669,900

Under Contract
- 2 Beds
- 2 Baths
- 1,810 Sq Ft
847 Rudder Way

Annapolis, MD
Welcome to easy, active living in Heritage Harbour! This beautifully maintained villa offers a desirable open floor plan with hardwood floors, 2 bedrooms plus a versatile den that can easily serve as a 3rd bedroom, office, or guest space. The spacious screened-in porch is the perfect place to enjoy your morning coffee, relax with a good book, or entertain friends while overlooking the beautifully

Jack Papaleonti Academy Realty Inc.

$484,900

Under Contract
- 2 Beds
- 2 Baths
- 1,234 Sq Ft
2729 Yeomans Lantern Ct

Annapolis, MD
Welcome to effortless living in the highly sought-after 55+ community of Heritage Harbour! This exceptional 2-bedroom, 2-bath villa has been completely renovated with quality craftsmanship and attention to detail throughout. Every major component has been thoughtfully updated, making this a truly move-in-ready home where you can simply unpack and begin enjoying the Heritage Harbour

Jack Papaleonti Academy Realty Inc.

$624,900

Under Contract
- 3 Beds
- 2 Baths
- 1,900 Sq Ft
8 Granada Rd

Pasadena, MD
Welcome to Sunset Beach, where every day feels like a vacation! This beautifully updated waterfront home is move-in ready and offers spectacular panoramic views overlooking Stoney Creek at its intersection with Nabbs Creek. Relax year-round in the heated and cooled sunroom while enjoying breathtaking water views and some of the community's famous sunsets. This is not a drive-by, the interior and

Jack Papaleonti Academy Realty Inc.

$289,000

Under Contract
- 1 Bed
- 1.5 Baths
- 1,152 Sq Ft
930 Astern Way

Unit 510

Annapolis, MD
Price Improvement! Welcome to 930 Astern Way — now featuring a brand-new HVAC system and a new improved price! This completely renovated, spacious 1-bedroom, 1½-bath condominium is located in the sought-after 55+ community of Heritage Harbour and offers modern comfort with worry-free, low-maintenance living.The open floor plan creates a bright and airy atmosphere, with abundant natural

Jack Papaleonti Academy Realty Inc.

$3,750 per month
- 2 Beds
- 2.5 Baths
- 2,006 Sq Ft
2615 Point Lookout Cove

Annapolis, MD
This spacious 2-bedroom, 2.5-bath home offers a comfortable and flexible layout with LVP flooring throughout much of the living space. The main level features a bright living area, functional kitchen, and an enclosed sunroom just off the kitchen providing additional space to relax or entertain. Downstairs, the walkout lower level offers valuable additional living space with direct access to the

Jack Papaleonti Academy Realty Inc.

$2,500 per month
- 3 Beds
- 2 Baths
- 1,402 Sq Ft
9 Silverwood Cir

Unit 11

Annapolis, MD
Jack Papaleonti Academy Realty Inc.

Recently Sold

$340,000

Sold Sep 4, 2026
- 2 Beds
- 2 Baths
- 1,046 Sq Ft
2900 Shipmaster Way

Unit 104

Annapolis, MD
- 3% Below List
- 0 Days On Market
- $325/SF
Jack Papaleonti Academy Realty Inc.

$325,000

Sold Aug 28, 2026
- 2 Beds
- 2 Baths
- 1,136 Sq Ft
2900 Shipmaster Way

Unit 309

Annapolis, MD
- 0 Days On Market
- $286/SF
Jack Papaleonti Academy Realty Inc.

$810,000

Sold Aug 26, 2026
- 3 Beds
- 3 Baths
- 2,450 Sq Ft
816 Boatswain Way

Annapolis, MD
- 1% Below List
- 3 Days On Market
- $331/SF
Jack Papaleonti Academy Realty Inc.

$301,000

Sold Aug 17, 2026
- 2 Beds
- 2 Baths
- 1,018 Sq Ft
2900 Shipmaster Way

Annapolis, MD
- 6% Above List
- 9 Days On Market
- $296/SF
Jack Papaleonti Academy Realty Inc.

$630,000

Sold Aug 14, 2026
- 2 Beds
- 2 Baths
- 1,547 Sq Ft
804 Coxswain Way

Annapolis, MD
- 1 Day On Market
- $407/SF
Jack Papaleonti Academy Realty Inc.

$540,000

Sold Jul 31, 2026
- 2 Beds
- 2.5 Baths
- 1,906 Sq Ft
2607 Compass Dr

Annapolis, MD
- 2% Below List
- 26 Days On Market
- $283/SF
Jack Papaleonti Academy Realty Inc.

$665,000

Sold Jul 23, 2026
- 2 Beds
- 2 Baths
- 2,113 Sq Ft
940 Astern Way

Unit 602

Annapolis, MD
- 1% Below List
- 9 Days On Market
- $315/SF
Jack Papaleonti Academy Realty Inc.

$585,000

Sold Jul 15, 2026
- 3 Beds
- 2 Baths
- 1,707 Sq Ft
2616 Vantage Cove

Annapolis, MD
- 2% Below List
- 18 Days On Market
- $343/SF
Jack Papaleonti Academy Realty Inc.

$525,000

Sold Jul 10, 2026
- 2 Beds
- 2.5 Baths
- 2,569 Sq Ft
906 Perry Landing Ct

Annapolis, MD
- 14% Below List
- 71 Days On Market
- $204/SF
Jack Papaleonti Academy Realty Inc.

Awards and Designations

GRI - Graduate REALTOR Institute

10/11/16Debra Leopold

Homes.com Review

If I could give Jack Papaleonti ten stars for his work in selling my Mom's unit, I would do it in a second. From start to finish, Jack gave us sage advice and always had our best interests at heart. He painstakingly went through every detail of the agency contract, helped us set a good price, and within weeks, we had three solid offers on the condo. Jack was always upbeat, quick to respond, and an absolute pleasure to work with at every phase of the negotiation process. I always felt that he went the extra mile and his word was golden. Every promise was delivered on and then some. Of course, he came highly recommended to us, so I want to make sure that I add to the solid recommendations.

Agent License: Maryland 523377

Jack Papaleonti

(667) 270-7069

Academy Realty Inc.

(667) 270-7069

Nearby Homes

Jack Papaleonti

About Jack

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 Jack is Experienced In

Jack's Listings and Deals

Jack's Active Listings

Recently Sold

Awards and Designations

Jack's Reviews