My Office's Listings

Some or all of the listings below are provided by the Main Street Properties office.
$1,690,000 (USD)
Active

Portofino Area Single Family Home

Active

5 Portofino Dr 1301 Pensacola Beach, FL 32561

3 Bed
4 Baths
2032 sqft
MLS# 680425
Virtual Tour
DESIGNED FOR THOSE WHO BELIEVE A HOME SHOULD FEEL LIKE BOTH AN ESCAPE AND A REWARD. Exceptional Gulf views define this beautifully updated coastal condo. An expansive wraparound balcony showcases sweeping, unobstructed vistas and offers generous space for both dining and lounging — creating the perfect setting for relaxed outdoor living and effortless entertaining. The thoughtfully designed floor plan features three ensuite bedrooms, a powder room, a spacious great room, and a kitchen with many updates that opens seamlessly to the main living areas. The third bedroom offers valuable flexibility as a home office or multipurpose space. We suggest in in our virtual staging a future Murphy bed for additional guest use. RECENT ENHANCEMENTS INCLUDE NEW KITCHEN APPLIANCES, A CUSTOM CLOSET SYSTEM IN THE PRIMARY SUITE, UPDATED LED RECESSED LIGHTING, PROFESSIONALLY CLEANED GROUT THROUGHOUT THE RESIDENCE AND BALCONY, AUTOMATED BEDROOM BLINDS, A NEW FOYER CHANDELIER, UPDATED BEDROOM SCONCES, AND FRESH INTERIOR PAINT THROUGHOUT. Residents enjoy a true resort-style environment with beautifully maintained grounds, individual tower pools and hot tubs, a European-style spa and lifestyle center, five Rubicon clay tennis courts, and a state-of-the-art fitness facility. With a strong rental history, this property offers both exceptional personal enjoyment and compelling investment appeal — AN EXCEPTIONAL COASTAL OFFERING THAT SEAMLESSLY COMBINES BREATHTAKING SURROUNDINGS, REFINED COMFORT, AND MEANINGFUL LONG-TERM POTENTIAL.
Listing Courtesy of PENSACOLA / Listed By: Annie "Ann" Guthrie, Better Homes And Gardens Real Estate Main Street Properties
$975,000 (USD)
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Admiral'S Quarters Area Single Family Home

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26200 Perdido Beach Blvd 508 Orange Beach, AL 36561

3 Bed
3 Baths
1687 sqft
MLS# 676203
Admirals Quarters 508 is a premier three-bedroom, three-bathroom beachfront condominium situated on the fifth floor of one of Orange Beach’s most desirable low-density complexes. Spanning approximately 1,700 square feet, this upscale residence is designed with an open-concept layout and floor-to-ceiling windows that offer panoramic, unobstructed views of the Gulf of Mexico. The heart of the unit is a gourmet kitchen featuring granite countertops, stainless steel appliances, and a breakfast bar that flows seamlessly into the dining and living areas. One of the standout features of this specific unit is the oversized private balcony, which is accessible from both the main living space and the primary suite, providing a perfect vantage point for watching dolphins or enjoying the sea breeze. The primary suite serves as a private retreat, anchored by a King-sized bed and a spa-like en-suite bathroom equipped with a double-sink vanity, a separate walk-in shower, and a large jetted whirlpool tub. The guest accommodations are equally comfortable, with the second bedroom typically offering a King bed and its own private bathroom, while the third bedroom often features two Full beds to accommodate children or additional guests. When utilizing the sleeper sofa in the living room, the unit can comfortably host up to ten people. Practical amenities within the unit include a full-sized laundry room and high-speed wireless internet. Beyond the unit itself, guests have access to the extensive resort-style amenities of Admirals Quarters. The property features a massive Gulf-front outdoor pool, a heated indoor pool for year-round swimming, a fitness center, a sauna, and a steam room. A gated boardwalk provides direct and easy access to over 300 feet of private, sugar-white sand beach. Located at 26200 Perdido Beach Blvd, the complex is within walking distance of local restaurants and shopping. Please note that the facility is strictly pet-free and non-smoking, and the unit includes
Listing Courtesy of PENSACOLA / Listed By: Alison Davenport, Better Homes And Gardens Real Estate Main Street Properties
$950,000 (USD)
Active

Portofino Area Single Family Home

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1 Portofino Dr Ph3 Pensacola Beach, FL 32561

2 Bed
3 Baths
1333 sqft
MLS# 674330
Virtual Tour
Imagine an EXQUISITE PENTHOUSE whose sweeping vistas stretch uninterrupted from the shimmering turquoise of the Gulf of Mexico to the serene expanse of the Santa Rosa Sound—an exceptional panorama reserved for the fortunate few. This is not merely a residence but a refined lifestyle, framed by manicured grounds, five distinguished towers each with its own pool and hot tub, and full access to an elegant EUROPEAN-STYLE SPA & LIFESTYLE CENTER. Tennis aficionados will appreciate the five Rubico clay courts, while wellness-minded residents can recharge in the state-of-the-art fitness facility. All of it set within the Portofino Island Resort—where EVERY DAY FEELS CURATED, INTENTIONAL, AND IMPECCABLY MAINTAINED. Step onto your private balcony and the rarity of this penthouse becomes unmistakable. WESTERN VIEWS CAPTURE THE MOST DRAMATIC SUNSETS IMAGINABLE—brilliant color pouring across the horizon and reflecting off the water in a nightly display of nature at its finest. Inside, the split-floor plan offers TWO LUXURIOUS ENSUITE BEDROOMS—each providing privacy without sacrificing the generous sense of space. The interiors are elegant, inviting, and thoughtfully arranged, creating a place that feels both like a sanctuary and a statement. ELEGANT. RARE. TIMELESS…this penthouse doesn’t simply offer a home; it elevates the way you live
Listing Courtesy of PENSACOLA / Listed By: Annie "Ann" Guthrie, Better Homes And Gardens Real Estate Main Street Properties
$900,000 (USD)
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Milton Area Single Family Home

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6749 Oser Rd Milton, FL 32570

3 Bed
3 Baths
2190 sqft
MLS# 683382
Virtual Tour
Welcome to your own private retreat, where luxury craftsmanship meets peaceful country living. This 2,190 SF custom-built home offers over 4,000 SF under roof. Surrounded by natural views this property offers the perfect setting for relaxation, recreation and entertaining. The inviting front porch features stained concrete, stone ledges, timber beams, and a tin ceiling. Inside, the great room has stained concrete floors, tongue-and-groove ceilings, crown molding, cathedral ceilings, a wood-burning fireplace, and large windows overlooking the backyard. The kitchen includes soft-close cabinets, granite countertops, stainless steel appliances, double pantries, a large bar, and breakfast nook. The master suite features cathedral ceilings, an electric fireplace, double vanities, a walk-in shower, travertine tile, and a spacious walk-in closet with laundry room access. This split floor plan includes two additional bedrooms and a guest bath with an antique clawfoot tub. The oversized two-car garage offers attic access and extra storage. Outside is where this property truly shines. Step out back and relax on the back porch complete with tongue-and-groove ceilings, large ceiling fan and wood beams. The outdoor kitchen area is the perfect place to entertain and has granite countertops and a gas cooktop. The property also has a stocked pond with bass and bream, irrigation system and fruit trees. There is 540 feet of creek frontage on Pond Creek as well as Reeder Creek and a nice swimming area for those hot summer days. This property is truly a hunter's paradise with abundant deer and turkey and four-wheeler trails that lead to the shooting house and creek. The 50x40 workshop includes high ceilings, utility sink, half bath, roll-up door, fish-cleaning station, and 30/50-amp RV hookup. Located less than 10 minutes from Pace and Milton, this property offers peaceful country living with the convenience of nearby town amenities. Call today to schedule a showing!
Listing Courtesy of PENSACOLA / Listed By: Jodi Jackson, Better Homes And Gardens Real Estate Main Street Properties
$900,000 (USD)
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Innerarity Island Area Single Family Home

Active

16298 North Shore Dr Pensacola, FL 32507

3 Bed
3 Baths
2547 sqft
MLS# 678163
ENJOY THE FLORIDA LIFESTYLE ~ UNDER APPRAISAL ~ 15 minutes to Beach/Gulf ~ 10 minutes to Restaurants & Shopping ~ 5 minutes to Innerarity Point Park ~ Gated Community on North Side of Innerarity Island ~ Builder's Custom Built Personal Home ~ 88 Feet on Perdido Bay with Boat Ramp ~ Stunning Views of Perdido Bay from the Main Living Area ~ Huge Windows ~ No Hurricane Damage ever to the home ~ has Hurricane Panels ~ No Flooding Ever (Owner has flood Insurance - Transferable) ~ Boat Launch ~ New Sea Wall (2018) ~ New Roof (2020) ~ New Paint (2026) ~ New Pella Windows (2013) Hardee Plank Siding ~ 9 Foot Ceilings ~ Gray Pavers in Driveway and Walkway in Front (2009) ~ Beautiful Leaded Front Door ~ Beautiful Stain Glass Panel on window in Staircase ~ Custom Made Solid Oak Cabinets ~ Beautiful Quartz Countertop ~ Stainless Steel Appliances ~ Counter Depth Side by Side Refrigerator ~ 30” Electric Built-in Self-Cleaning Wall Oven with Microwave ~ Pull Out Drawers in lower cabinets ~ Smooth Top Range in Huge Island ~ Large Pantry ~ Large Brick Electric Fireplace ~ Hardwood Flooring – Carpet in Bedrooms ~ Two Inch Plantation Blinds ~ Large Whirlpool Tub in Master ~ Ceiling Fans ~ 50 Gallon Rheem Water Heater ~ Rainfall Shower Head ~ Private Water Closet ~ Bonus Room/Office on First Floor can be a Bedroom~ Sheet Pile Seawall ~ Don't Miss this One! Dock & Pier can be replaced - there are existing pilings
Listing Courtesy of PENSACOLA / Listed By: Daniel "Dan" Lawrence, Better Homes And Gardens Real Estate Main Street Properties
$850,000 (USD)
Active

Innerarity Shores Area Single Family Home

Active

5450 N Shore Rd Pensacola, FL 32507

3 Bed
2 Baths
2610 sqft
MLS# 666446
Virtual Tour
Great deal on a waterfront home! Here's your chance to enjoy the shores of Perdido Bay at Innerarity Island in a gated community on half an acre! This stunning home features a full 100 feet of waterfront with breathtaking views. You can enjoy these views from almost every single room in the house too! Feel the summer breeze as you relax on your screened in back porch overlooking the pool. Gaze at the bay while herons observe you from the seawall. Great room has a cathedral ceiling and tiled floor plus fireplace. Breakfast area, living area, primary suite and additional bedroom all face the waterfront. Primary bedroom features two walk in closets with a roomy primary bath that boasts a large soaking tub and a separate tiled shower plus dual vanities. On the other side of the home, are two bedrooms plus a flex room to use as an office, game room or an additional bedroom. Spare bedroom walks right out to the pool deck offering a great opportunity for a mother in law suite or guest room. Large laundry room next to spacious two car garage. Community park with a dock and pickleball court is one block away. There are so many amenities in this home - gas appliances, whole house generator, granite countertops, all tile floors, water softener system, outdoor gas grill, outdoor shower, hurricane shutters, fireplace, wired for surround sound, roof from 2024, 2022 AC, brand new pool pump, 2022 pool liner, Ring doorbell, very reasonable insurance costs for waterfront, and so much more! Innerarity Island offers an incredible community with plenty of neighborhood events planned throughout the year. The island is also home to over 100 acres of conservation lands. Come see what makes neighbors say that they feel like they live in a postcard. If you've been dreaming about a waterfront home, this is it!
Listing Courtesy of PENSACOLA / Listed By: Kristen "Kristy" Hintz, Better Homes And Gardens Real Estate Main Street Properties
$725,000 (USD)
Contingent

New City Tract Area Multi-Family Home

Contingent

1601 E Cervantes Pensacola, FL 32501

Bed
0 Baths
2162 sqft
MLS# 680916
Exceptional opportunity to acquire a fully renovated, income-producing 4-plex in the highly sought-after East Hill neighborhood. The property generates approximately $10,000+ per month in gross rental income, with annual revenue exceeding $120,000. Ideally located just 4 blocks from Publix, 5 minutes to downtown Pensacola, and 15 minutes to the white sands of Pensacola Beach, this meticulously updated property consistently attracts both short-term and extended-stay guests. The property is currently operated as a 4-unit income-producing STR asset or rented as a whole for larger groups. It may also qualify for FHA financing, which allows an owner-occupant buyer to live in one unit while using the remaining units as income-producing rentals. The property features four thoughtfully designed units (A–D) with a versatile mix of layouts: Unit A offers a spacious king bedroom, full kitchen, and private laundry room. Unit B features a king suite with updated bath and a standout outdoor entertaining area complete with fire pit, grill, and dining space. Unit C is a fully renovated second-floor 2BR with dual king suites, smart TVs, and comfortable living space suited for families or groups. Units B & C have shared laundry utilities. Unit D is a stylish studio with a king bed, walk-in rain shower, in-unit laundry, and private deck with outdoor seating and grill. Recent improvements include full roof replacement in 2021, updated plumbing in B/C laundry area and installation of tankless water heater, all completed by a licensed plumber, enhancing efficiency and long-term reliability. The property demonstrates consistent rental performance with established income history and immediate cash flow potential for its new owner. Contact for showings of available units. Financial documents furnished upon request. The property is currently fully furnished, with furnishings available for purchase or negotiation with an acceptable offer.
Listing Courtesy of PENSACOLA / Listed By: Jessica "Blair" Beck, Better Homes And Gardens Real Estate Main Street Properties