Great Expectations Realty - St. Augustine & Jacksonville

Great Expectations Realty - St. Augustine & Jacksonville This Local Family Owned Real Estate Brokerage specializes in Traditional Listings as well as Auction Augustine.
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Searching for your dream home isn’t always a seamless journey on your own, but one thing’s certain: A professional team can make a dream-home miracle happen. As market analysts and negotiation experts, we at Great Expectations are only the most dedicated realty professionals in St. With decades of combined broker experience and passionate problem solving, our growing team meets every new client wi

th the answers they need to feel confident about the next big step. From empty-nesters and first-timers to retirees and high-end sellers, we are there to help you navigate the market without ever compromising the needs that make your journey unique. Each of their partnerships extends beyond a transaction -- it’s our promise to help you invest in a future that exceeds your expectations.

Thank you St. Johns County Chamber & Tiffany for inviting me to speak 🙏❤️
06/06/2026

Thank you St. Johns County Chamber & Tiffany for inviting me to speak 🙏❤️

🔑 OPEN HOUSE 🔑 $469,900🗓️ Sunday, June 7 from 1-3 PM📍163 Bella DriveSaint Augustine, FL 320864 bedrooms, 2 bath 2014 sq ...
06/04/2026

🔑 OPEN HOUSE 🔑 $469,900

🗓️ Sunday, June 7 from 1-3 PM
📍163 Bella Drive
Saint Augustine, FL 32086

4 bedrooms, 2 bath
2014 sq ft

📲 Jena Dennis
904-877-4352

Set in the highly sought-after Villages of Valencia, 163 Bella Dr enjoys a peaceful setting where a shimmering pond provides a beautiful backdrop to daily life. Built in 2019, this 3 bed, 2 bath Craftsman-style home blends modern comfort with enduring quality and thoughtful architectural details give it timeless charm.

🍽️ The Gathering Table: A Seasonal Dinner Experience featuring Chef Ellie Schultze will take place on Saturday, June 2...
06/04/2026

🍽️ The Gathering Table: A Seasonal Dinner Experience featuring Chef Ellie Schultze will take place on
Saturday, June 27 from 5:30-8:30 p.m. at The Venue - Hastings,
301 N. Main St., in Hastings, Florida! 🎟️ TICKETS: https://www.hastingsfl.org/event/gathering-table-ellie-schultze/

This intimate dining event celebrates the abundance of the season through a thoughtfully crafted multi-course menu featuring fresh ingredients sourced from local farms and producers. Guests will enjoy a relaxed evening of handcrafted cocktails, passed hors d’oeuvres, live music, and meaningful conversation in a beautiful setting designed to bring people together around the table.

Whether you’re a passionate foodie, a supporter of local agriculture, or simply looking for a unique night out, The Gathering Table offers an opportunity to savor the best of our region while supporting a great cause. A portion of all ticket sales will benefit Hastings Main Street and its mission to strengthen the community, support local businesses, and preserve the unique character of Hastings.

Your Evening Includes:

Multi-course seasonal dinner prepared by Chef Ellie Schultze

Beer, wine, and signature cocktails
Passed hors d’oeuvres during cocktail hour
Live music throughout the evening
A welcoming atmosphere celebrating local food, agriculture, and community
Evening Schedule:
5:30 p.m. – 6:00 p.m. | Cocktails & Passed Hors d’oeuvres
6:00 p.m. | Seating & Seasonal Salad Course
6:30 p.m. | Dinner Service Begins
7:15 p.m. | Dessert Course

🏖️POOL HOME 🏖️ $399,000385 Whisper Ridge DrSaint Augustine, FL 32092📲 Jena Dennis 904-877-4352Located in the welcoming W...
06/03/2026

🏖️POOL HOME 🏖️ $399,000

385 Whisper Ridge Dr
Saint Augustine, FL 32092

📲 Jena Dennis
904-877-4352

Located in the welcoming Whisper Ridge HOA community, 385 Whisper Ridge Drive offers a bright and beautifully maintained setting with thoughtful upgrades, scenic outdoor living, and a spacious split floor plan designed for both comfort and functionality. Built in 2005, this 3-bedroom, 2-bath home features 1,692 square feet of conditioned living space. A new roof and windows were installed in 2025, and the HVAC system was updated this year, offering both style and peace of mind. Inside, the home feels light, airy, and cohesive, with neutral colors.

French doors open directly from the living area to the screened pool enclosure, extending the living space outdoors and allowing natural light to pour in.

The spacious eat-in kitchen offers an abundance of counter space, stainless steel appliances, and a pantry for additional storage. Just beyond the breakfast nook, the dining room is surrounded by windows that bring in beautiful natural light and provide peaceful views of the back pool lanai, pond and surrounding nature.

The owner’s suite serves as a relaxing retreat with two walk-in closets, a double vanity, a separate shower, and a soaking tub. Two additional bedrooms provide comfortable accommodations for guests, additional household space, or the flexibility to create a home office or creative studio.

The second bathroom includes a bath and shower combination along with a large vanity and oversized mirror that enhances the sense of openness and light. A large laundry room adds further practicality, featuring storage, shelving and plenty of additional space for organization.

Outside, the screened enclosure surrounds a private saltwater pool and spa, both solar heated for year-round enjoyment.

🏝️🗝️State Parks & National Parks in the St. Augustine area: 🗝️Castillo de San Marcos National Monument 🗝️Fort Matanzas...
06/03/2026

🏝️🗝️State Parks & National Parks in the St. Augustine area:

🗝️Castillo de San Marcos National Monument

🗝️Fort Matanzas National Monument

🗝️Fort Mose Historic State Park

🗝️Anastasia State Park

🗝️Faver-Dykes State Park

📍Palatka, Florida:

🗝️Ravine Gardens State Park

📍Flagler County, Florida:

🗝️Washington Oaks Gardens State Park

🗝️Gamble Rogers Memorial State Recreation Area

🗝️Bulow Plantation Ruins State Park

🗝️Bulow Creek State Park

🗝️North Peninsula State Park

🏝️ JUST LISTED 🏝️$299,0002500 Vista Cove RdSaint Augustine, FL📲 Jena Dennis904-877-4352Located along the scenic San Seba...
06/02/2026

🏝️ JUST LISTED 🏝️$299,000

2500 Vista Cove Rd
Saint Augustine, FL

📲 Jena Dennis
904-877-4352

Located along the scenic San Sebastian River in the city of St. Augustine, 2500 Vista Cove offers a bright and welcoming ground-floor condo just minutes from the charm, dining, shopping, and attractions of the historic downtown district. Built in 2001 and offering 1,448 square feet of living space, this 3-bedroom, 2-bath residence combines comfort, convenience, and beautiful riverfront surroundings in one of the area’s most desirable locations. Inside, the home feels fresh and airy, with neutral colors, abundant natural light, and a clean, modern aesthetic throughout.

The kitchen has been thoughtfully updated with stainless steel appliances, granite countertops, and an open design that flows seamlessly into the dining and living areas. A breakfast bar creates an additional gathering space while maintaining connection between the kitchen and main living areas. The spacious owner’s suite offers a peaceful retreat with soft neutral carpeting, two walk-in closets, and a refreshed bathroom featuring a double vanity and a tub-and-shower combination.

The second bedroom is also comfortably carpeted and includes its own walk-in closet, while the third bedroom features durable wood-vinyl flooring that continues through much of the home. This flexible space could easily function as a guest room, office, or creative studio. The second bathroom includes a full bath and shower combination, complemented by large mirrors and bright lighting that enhance the home’s crisp, contemporary feel.

📍Historic St. Augustine House + Commercial Space 📍$2,175,00050 Charlotte StSaint Augustine, FL 32084An Iconic Corner in ...
06/01/2026

📍Historic St. Augustine House + Commercial Space 📍$2,175,000

50 Charlotte St
Saint Augustine, FL 32084

An Iconic Corner in the Heart of the Historic District positioned at the prominent corner of Charlotte and Hypolita Streets, 50 Charlotte Street presents a truly rare offering in the heart of St. Augustine’s historic district that has been lovingly held as a legacy property by the same family for over 50 years. Just one block from the Matanzas River bayfront, this exceptional property is surrounded by renowned restaurants, boutique shops, and the city’s most celebrated attractions.

📲 Jena Dennis
904-877-4352

With unmatched walkability, high visibility, and constant pedestrian and trolley traffic throughout the day, the location stands among the most desirable in one of Florida’s most iconic destinations. Originally constructed in 1900, this two-story historic building embodies the timeless character and architectural heritage that define St. Augustine. Set on a fully walled lot, the property reveals a private, brick-pavered courtyard shaded by mature trees - an inviting and tranquil retreat that contrasts beautifully with the vibrant energy just beyond its walls. A classic wooden second-story balcony overlooks Charlotte Street, offering a charming vantage point of the lively streetscape with glimpses toward the bayfront.

👉🏽View the full listing here: https://jenadennis.greatexpectationsrealty.us/property/62-261691-50-charlotte-st-FL-32084

🏝️☀️JUNE EVENTS in St. Augustine and St. Johns County, Florida:☀️June-July: America 250 discount on General Admission an...
06/01/2026

🏝️☀️JUNE EVENTS in St. Augustine and St. Johns County, Florida:

☀️June-July: America 250 discount on General Admission and Ghost Tours at the St. Augustine Lighthouse & Maritime Museum
🔗Use code USA15 at staugustinelighthouse.org and click on tickets

☀️June 3, June 10, June 17, June 24: Music by the Sea concerts every Wednesday at 7 PM at St. Augustine Beach Pier Park. FREE admission
🔗freebeachconcerts.com

☀️June 4: Mini Vintage Flea market from 5-9 PM at Muggsy’s, 213 W King Street. This is a benefit event for House of Prism.

☀️June 4-Sept 3: Concerts in the Plaza every Thursday 6-8 PM in the Plaza de la Constitucion. FREE admission

☀️June 7-28 (July5-Aug 16): Reggae Sunset Cruise with Florida Water Tours
🔗floridawatertour.com

☀️June 4-July 31: St. Augustine Book Crawl at locally owned bookstores!
📚Book in Hand
📚No Shelf Control
📚Midnight Moon
📚Needful Books & Things

☀️June 4: Music & Words by EMMA Concerts with the Classical Guitar Ensemble from 1-2 PM in The Waterworks. Free admission.

☀️June 5: Opening of Alex Devereux: The American Traveler Exhibition at Lightner Museum

☀️June 5-21: The Battle of Shallowford at Limelight Theatre
🔗 www.limelight-theatre.org

☀️June 11: Rosé Blind Wine Tasting at Michael’s St. Augustine
Reservations on OpenTable
🔗https://www.opentable.com/r/michaels-st-augustine-st-augustine

☀️June 12: Mrs. Roper Romp at Marina Munch 5-8 PM with yacht rock by DJ Dan from Tone Vendor

☀️June 13: National Rosé Day celebration at The Bart on Aviles with live music by ZaZa Flamenca from 3-6 PM and Rosé wine specials all day long

☀️June 13: Pride Parade, Festival and Tea Party hosted by House of Prism

☀️June 13: Summer Splash Indoor Market at Coconut Barrel 10 AM-3 PM

☀️June 13-19: Juneteenth events at the Lincolnville Museum and Cultural Center

☀️June 14: National Puerto Rican Heritage Day Celebration from 4-9 PM at AC Hotel by Marriott St. Augustine — live music, dance, food cultural events, artisans and more. Free admission.

☀️June 16: St. Augustine Amp Night Market from 5-9 PM

☀️June 19-21, June 26-28, and July 3: 20th Annual St. Augustine Music Festival
🔗staugustinemusicfestival.org

☀️June 20: Guy Davis at The Waterworks hosted by Gamble Roger’s Folk Festival
🔗 www.gamblerogersfest.org

☀️June 21: Zora’s Table Juneteenth Sunday Supper at The Waterworks. 🔗Tickets available at https://tinyurl.com/ZorasTable

☀️June 27: Strawberry Social at Graet Goods, 228 W King Street 6:30-9 PM

☀️June 27: Artisan Market at The Wobbly Whale 11 AM-2 PM

📸 Photo of Treasury Street by Lorae Gamsey. Her photography can be found at High Tide Gallery St. Augustine FL

Address

105 S Ponce De Leon Boulevard
Saint Augustine, FL
32084

Opening Hours

Monday 9am - 6pm
Tuesday 9am - 6pm
Wednesday 9am - 6pm
Thursday 9am - 6pm
Friday 9am - 6pm
Saturday 9am - 6pm
Sunday 9am - 6pm

Website

https://linktr.ee/JenaDennis

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