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Explore Similar Homes Within 2 Miles of Portland, FL

  • /46

    $615,000

    • 5 Beds
    • 3 Baths
    • 2,767 Sq Ft

    100 Haven Way, Freeport, FL 32439

    An outstanding opportunity, as this home is back on the market due to circumstances unrelated to the seller.Tucked away on a quiet cul-de-sac in The Haven at Hammock Bay, this beautifully maintained brick home offers privacy, space, and custom upgrades.Inside you'll find 4 bedrooms plus an office, with wide-plank hardwood floors throughout, soaring ceilings, crown molding, and

    Agent Photo

    Dahler & Co.

    Scenic Sotheby's International Realty

    (850) 820-7796

    100 Haven Way, Freeport, FL 32439
  • /56

    $545,000

    • 4 Beds
    • 3 Baths
    • 2,610 Sq Ft

    100 Autumn Ave, Freeport, FL 32439

    For Sale in Hammock Bay, Freeport FL! Spacious 4BR/3BA single-level home with office, bonus room, and large laundry. Enjoy a 480+ sq. ft. covered patio with 6-person spa, fenced backyard, greenhouse, and powered workshop. Features include a soaking tub in the primary suite, Generac whole-house generator, and Culligan water filtration system. Walk to Hammock Bay's resort-style pools, fitness

    Agent Photo

    Yvonne Summerfield

    RE/MAX Coastal Properties

    (850) 750-7951

    100 Autumn Ave, Freeport, FL 32439
  • /105

    $799,000

    • 4 Beds
    • 3 Baths
    • 2,829 Sq Ft

    221 Buxtons Way, Freeport, FL 32439

    Welcome to 221 Buxtons Way in the highly sought-after Buxton's Mill neighborhood of Hammock Bay. Built by Truland Homes, this home is filled with high-end finishes and thoughtful upgrades, offering both luxury and functionality. Step outside to the screened-in patio overlooking the heated saltwater gunite pool and spa — the perfect retreat for year-round relaxation. Inside, enjoy high ceilings,

    Agent Photo

    Julie Pruitt-Gann

    Real Broker LLC

    (850) 852-1166

    221 Buxtons Way, Freeport, FL 32439
  • /57

    $650,000

    • 4 Beds
    • 3.5 Baths
    • 3,354 Sq Ft

    170 Windchime Way, Freeport, FL 32439

    Welcome to The Whispers at Hammock Bay!This beautifully designed two-story home offers the perfect blend of comfort, space, and style. Located in the highly desirable Whispers neighborhood, the home welcomes you with a charming front porch and opens into a thoughtfully laid-out floor plan featuring 4 spacious bedrooms and 3.5 bathrooms. The primary suite is conveniently located on the main

    William Kuzila Redfin Corporation

    170 Windchime Way, Freeport, FL 32439
  • /55

    $728,000

    • 4 Beds
    • 3 Baths
    • 2,836 Sq Ft

    301 Mill Pond Cove, Freeport, FL 32439

    **Welcome to Your Dream Home in Hammock Bay's Buxton's Mill Community!**Nestled in the heart of the coveted Hammock Bay neighborhood, this stunning 4-bedroom, 3-bathroom home at 301 Mill Pond Cv offers the perfect blend of luxury, comfort, and community living.**Key Features:** **Spacious & Elegant Design:** Step inside to a bright and open floor plan with high ceilings

    Shannon Wade Henley World Impact Real Estate

    301 Mill Pond Cove, Freeport, FL 32439
  • /36

    $569,900

    • 4 Beds
    • 3 Baths
    • 2,260 Sq Ft

    107 Magnolia Landing Dr, Freeport, FL 32439

    A Home Where Style Meets Comfort & Offering Amazing Seller Incentives for your convenience & Peace of Mind w/acceptable offer ($6,500 towards the buyer's closing costs and 1 Year Home Warranty!!)Nestled on nearly half an acre of beautifully landscaped land, this 2023-built home is the perfect blend of modern elegance and everyday comfort. Beyond the pristine fenced backyard, a wooded

    Donna Orlando Coldwell Banker Realty

    107 Magnolia Landing Dr, Freeport, FL 32439
  • /36

    $479,900

    • 2 Beds
    • 2 Baths
    • 1,200 Sq Ft

    158 Johns Ln, Freeport, FL 32439

    Owner Builder, Custom Built - Waterfront Florida Cottage on Alaqua Creek.This MUST SEE one-of-a-kind, custom waterfront home--designed by Designs by Vision—showcases exceptional craftsmanship and innovation. It features the patented Ty-Rite System, a revolutionary piling installation method where no wood touches the ground, ensuring superior durability and longevity. This system makes

    Beverly Buck Coldwell Banker Realty

    158 Johns Ln, Freeport, FL 32439
  • /86

    $620,000

    • 3 Beds
    • 2.5 Baths
    • 2,283 Sq Ft

    500 Meadow Lake Dr, Freeport, FL 32439

    Welcome to the exclusive Meadows neighborhood in Hammock Bay-where living is more than a home but it's a lifestyle. Home features 3 bedrooms, 2.5 baths plus a large flex space. The backyard landscaping is beautifully designed to be enjoyed from inside of the home, creating a seamless indoor-outdoor connection. The open gourmet kitchen features stainless steel appliances, an industrial

    Renata Loubriel HomeBiz Properties

    500 Meadow Lake Dr, Freeport, FL 32439
  • /82

    $550,000

    • 4 Beds
    • 2 Baths
    • 2,043 Sq Ft

    482 Meadow Lake Dr, Freeport, FL 32439

    Discover coastal elegance in this stunning home built by renowned Randy Wise Homes, a trusted Northwest FL builder celebrated for award-winning designs and craftsmanship! Step into an open-concept layout spanning over 2,000 SF of thoughtfully designed space with $32k in upgrades! The heart of the home is the gourmet kitchen featuring quartz countertops, stainless appliances, gas cooktop and a

    Anne Winjum Hammock Bay

    482 Meadow Lake Dr, Freeport, FL 32439
  • /52

    $599,000

    • 4 Beds
    • 3 Baths
    • 2,477 Sq Ft

    307 S J Hunter's Way Unit Lot 79, Freeport, FL 32439

    Under Contract with a 48 hour Kick out Clause. READY NOW!!! Up to $21K in Upgrades/CC on contracts written by 09/30/25. Must use Traton Homes Preferred Lender. New construction in Freeport. Magnolia Bay Estates is a gated community, located conveniently off FL-20. This highly desirable ranch plan home reflects one level living at its finest. The Marco home plan which sits on Lot 79 boasts 4

    Ted Turner TH Coastal Realty LLC

    307 S J Hunter's Way Unit Lot 79, Freeport, FL 32439
  • /38

    $525,000

    • 4 Beds
    • 2 Baths
    • 2,314 Sq Ft

    258 Blaze Blvd, Freeport, FL 32439

    Welcome to 258 Blaze Boulevard, located in the highly desirable Trails at Hammock Bay community in Freeport, Florida. This beautifully crafted Comstock III H floor plan offers 4 bedrooms, 2 full bathrooms, and 2,314 square feet of heated and cooled living space, all on one level. Built in 2022, the home is situated on a 0.24-acre corner lot and showcases a timeless traditional design enhanced by

    Anthony Rose Coldwell Banker Realty

    258 Blaze Blvd, Freeport, FL 32439
  • /70

    $649,900

    • 4 Beds
    • 3 Baths
    • 2,482 Sq Ft

    37 Madiera Dr, Freeport, FL 32439

    Impeccable residence built with quality craftsmanship on a tree-lined cul-de-sac in Hammock Bay. Enjoy complimentary professional pool cleaning—on the sellers—through the end of 2025. With a new heated saltwater inground pool and spa with a soothing waterfall feature, surrounded by an expansive paver patio and an inviting screened lanai, it's easy to relax. A fully fenced and immaculately

    Julie Endsley Gulf Realty 30A LLC

    37 Madiera Dr, Freeport, FL 32439
  • /40

    $529,000

    • 4 Beds
    • 3 Baths
    • 2,406 Sq Ft

    466 Brighton Cove, Freeport, FL 32439

    PERFECTLY MAINTAINED! 4 Bedrooms, 3 full baths, 3-car garage on a highly sought-after private preserve lot. This gorgeous, well-appointed home comes with hardwood flooring, an auto on-demand 22 KW whole-house generator. Graced with an elegantly etched glass front-door, the entryway welcomes you into the light and airy, open floor-plan. The large kitchen features granite countertops, farm style

    Beth Jones Hammock Bay

    466 Brighton Cove, Freeport, FL 32439
  • /71

    $649,000

    • 4 Beds
    • 3 Baths
    • 3,064 Sq Ft

    86 Freshfield Way, Freeport, FL 32439

    At the end of a quiet cul-de-sac on a premium lot, this exceptional residence blends craftsmanship, elegance, and modern comfort. A stately carriage-style 3-car garage and an extended driveway—large enough for 10 vehicles—set the tone for both convenience and grandeur. Inside, an expansive open-concept layout seamlessly connects the chef's kitchen and living area, where soaring coffered ceilings,

    BRYAN CHRISTENSEN Keller Williams Realty FWB

    86 Freshfield Way, Freeport, FL 32439
  • /62

    $537,000

    • 4 Beds
    • 3 Baths
    • 2,486 Sq Ft

    35 Hammock Cir, Freeport, FL 32439

    UNDER CONTRACT ACCEPTING BACK-UP OFFERS!Just 20 minutes from the white-sand beaches of South Walton and the emerald-green waters of the Gulf, this stunning 2022 Craftsman-style home offers a rare combination of refined design, comfort, and natural beauty. Set on an oversized lot overlooking a peaceful pond and preserved wetlands, the 4-bedroom, 3-bath home invites you to enjoy daily views of

    Teresa Pattison Coldwell Banker Realty

    35 Hammock Cir, Freeport, FL 32439
  • /44

    $515,000

    • 4 Beds
    • 2.5 Baths
    • 2,324 Sq Ft

    490 Cornelia St, Freeport, FL 32439

    Come On Home. 490 Cornelia Street is a meticulously maintained 4-bedroom, 2.5-bathroom single-family home nestled in the amenity-rich Hammock Bay community of Freeport, Florida. Built in 2018, this Craftsman-style residence shows like new, offering ±2,324 sq. ft. of open-designed living space on a ±0.2-acre lot. Its layout and high-quality finishes make it ideal for both family living and

    Terri Harris Rigel Capital

    490 Cornelia St, Freeport, FL 32439
  • /76

    $515,000

    • 4 Beds
    • 2 Baths
    • 2,204 Sq Ft

    170 Campfire Cove, Freeport, FL 32439

    Under contract - taking one back up! Stunning 4 bed, 2 bath retreat in Hammock Bay's Trails! This 2204 SF Craftsman beauty features an open layout with 10' ceilings, wood-look tile flooring, and a chef's kitchen with stainless appliances, quartz counters, and a spacious island. The primary suite includes dual sinks, large tiled shower, and oversized closet. Relax on the screened lanai

    Anne Winjum Hammock Bay

    170 Campfire Cove, Freeport, FL 32439
  • /53

    $529,900 Open Sat 1PM - 3PM

    • 5 Beds
    • 4 Baths
    • 2,783 Sq Ft

    197 J Hunter's Way S Unit Lot 29, Freeport, FL 32439

    Ready Now! Priced to sell! Up to $11K in Closing Costs with Preferred Lender. Magnolia Bay Estates is a gated community, located conveniently off FL-20. This highly desirable 2 story home reflects living at its finest. The Fulmont home plan which will sit on Lot 29, boasts 5 bedrooms (1 on the main level) and 4 full baths with a 2-car garage. The kitchen is bright and airy with quartz counter

    Ted Turner TH Coastal Realty LLC

    197 J Hunter's Way S Unit Lot 29, Freeport, FL 32439
  • /62

    $539,000

    • 4 Beds
    • 3 Baths
    • 2,521 Sq Ft

    219 Canopy Cove, Freeport, FL 32439

    Renovated w/ Designer Touches!This Stunning home offers quality finishes & a modern, yet comfortable feel. Luxury flooring, paint, custom closets, designer lighting & fans & so much more. Step inside to a bright, open, & spacious layout with high ceilings & a desirable split-bedroom floor plan. The gourmet kitchen features gas appliances & stylish finishes, while the cozy gas fireplace adds

    Silvia Madriaga The Premier Property Group

    219 Canopy Cove, Freeport, FL 32439
  • /72

    $517,000

    • 3 Beds
    • 2.5 Baths
    • 2,402 Sq Ft

    51 Leap Year Ln, Freeport, FL 32439

    Discover your dream home in the sought-after Seasons Neighborhood of Hammock Bay! This spacious Randy Wise-built residence offers a well-designed open floor plan ideal for modern living. Nestled on a private 0.25-acre lot with serene preserve views from the back and lake views from the front, this home provides both comfort and tranquility. Relax and unwind on the covered front porch or the

    Bridgett Hall A List Beach Realty LLC

    51 Leap Year Ln, Freeport, FL 32439
  • /2

    $544,900 New Construction

    • 4 Beds
    • 3 Baths
    • 2,336 Sq Ft

    Captiva – Magnolia Bay Plan at Magnolia Bay Estates, Freeport, FL 32439

    Introducing the Captiva, a stunning one-level floorplan that offers luxurious and functional living spaces. The open concept floorplan is perfect for entertaining, featuring a gorgeous kitchen with a large island and walk-in pantry for all your kitchen storage needs. The bright family room provides ample space for relaxation and socializing with loved ones. The owner's suite is a true retreat,

    Builder Photo

    Traton Homes

    Builder

    20 Mackenzie Ln Unit 36486502, Freeport, FL 32439
  • /11

    $450,000

    00 Dexton King, Freeport, FL 32439

    Build your dream waterfront retreat in Freeport!This cleared residential lot on Dexton King Road offers 70 feet of waterfront on Alaqua Bayou and a peaceful setting at the very end of a quiet dead-end street. With the hard work of clearing already done, the property is ready for your vision—whether that's a full-time residence, a vacation getaway, or an investment

    Barbara Wade Beachy Beach Real Estate

    00 Dexton King, Freeport, FL 32439
  • /43

    $339,900

    • 3 Beds
    • 2 Baths
    • 1,797 Sq Ft

    7 Ettie Lee Ln, Freeport, FL 32439

    HOA COVERS ALL YARD WORK!! Excellent upgrades include Elite Gas Cooktop and Oven. and gas water heater. No carpet, matching laminate flooring throughout. Interior and Garage painted in July 2025. Owner added lots of landscape for interest and privacy, along with back patio. A corner lot with pleasant views from house interior and an extra long drive way which is alley located. 5 minute

    Linda Stewart La Florida Coastal Properties

    7 Ettie Lee Ln, Freeport, FL 32439
  • /34

    $500,000

    • 4 Beds
    • 2.5 Baths
    • 2,318 Sq Ft

    456 Windchime Way, Freeport, FL 32439

    A must see in Whispers at Hammock Bay. This immaculate four bedroom, two and one half bath home was built by well known Boswell Builders, and features 2318 sqft with an open concept floorplan and crown molding throughout. Renowned for the quality of construction, this home has a higher level of finishes and stands apart from others in the developed community. Enjoy the large great room which

    Jesse Robinson Pinnacle Beach Properties

    456 Windchime Way, Freeport, FL 32439
  • /2

    $135,000

    • Land
    • 0.22 Acre
    • $613,636 per Acre

    36 Madiera Dr, Freeport, FL 32439

    Beautiful homesite in the desirable Hammock Bay. Cleared and ready for your new build. On a cul-de-sac. Flood zone X. Hoa is 392.04 per quarter. Fantastic Amenities!

    Donald West Northwest Florida Realty LLC

    36 Madiera Dr, Freeport, FL 32439
  • /49

    $349,990

    • 3 Beds
    • 2 Baths
    • 1,662 Sq Ft

    46 Cornelia St, Freeport, FL 32439

    Welcome to Schooner Landing in Hammock Bay—where convenience meets lifestyle. Inside, you'll love the light-filled spaces, new flooring, and a spacious kitchen with plenty of room to cook, gather, and create. The oversized primary suite offers peaceful views, room to stretch out, and a double vanity in the en-suite bath. A smart split floor plan gives privacy to the sunny secondary bedrooms. Step

    Paige Brown Coldwell Banker Realty

    46 Cornelia St, Freeport, FL 32439
  • /48

    $469,000

    • 5 Beds
    • 3 Baths
    • 2,535 Sq Ft

    305 This Way, Freeport, FL 32439

    If you've been searching for that perfect home in Hammock Bay and waiting for one at a price that just instantly makes sense, you've found it. 305 This Way is priced aggressively for a quick sale all while offering over 2500 square feet, 5 bedrooms, 3 baths and on a large corner lot. Once inside, you'll find an open floorplan that flows effortlessly. Immediately upon entering you'll find 1 of 2

    Brett Bianca Compass

    305 This Way, Freeport, FL 32439
  • /75

    $889,000

    • 5 Beds
    • 3 Baths
    • 3,474 Sq Ft

    208 Meadow Lake Dr, Freeport, FL 32439

    Best VALUE in Hammock Bay Meadows - Priced to sell!! Step into a world of elegance and comfort with this stunning two-story home, a true gem crafted by Randy Wise Homes, now available in the coveted Meadows at Hammock Bay. This unique Craftsman-style residence captivates from the moment you arrive, with its striking architecture and meticulously landscaped grounds. The backyard is an

    Chad Mitchell Randy Wise Realty LLC

    208 Meadow Lake Dr, Freeport, FL 32439
  • /28

    $329,000

    • 1 Bed
    • 1 Bath
    • 480 Sq Ft

    156 Mccloud Rd, Freeport, FL 32439

    Newly constructed home nestled on over an acre of cleared land in the heart of Freeport. With utilities in place and a new septic system installed, this property offers ample room to expand—build a larger home or a second residence! This uniquely decorated home was operated as a successful short-term vacation rental with a strong rental history. Complete with hardwood floors throughout, a kitchen

    Melina Diaz Four Seasons Realty of Northwest FL LLC

    156 Mccloud Rd, Freeport, FL 32439
  • /48

    $590,000

    • 4 Beds
    • 3 Baths
    • 2,578 Sq Ft

    212 Blaze Blvd, Freeport, FL 32439

    Discover Elevated Living in Hammock Bay! Welcome to this beautifully designed home in the sought-after community of Hammock Bay. Step into the spacious master suite, where a spa-like bath awaits with dual vanities, a garden tub, a separate custom-tiled shower, and a generous walk-in closet. The second bath also offers a double vanity for added convenience. Custom barn doors lead to a stylish

    Judy Griffin Coastal Villages Real Estate

    212 Blaze Blvd, Freeport, FL 32439
  • /54

    $415,000

    • 4 Beds
    • 2 Baths
    • 2,020 Sq Ft

    121 Lightning Bug Ln, Freeport, FL 32439

    STOP the search, this is THE ONE! 4 bedrooms, 2 bathrooms, and great BONUSES! Freshly painted in August 2025 (that's right, new!), carpets professionally cleaned so you can move in mess-free, washer & dryer included, PLUS an Aqua Pro water filtration system already installed.. that's pure, clean water on the house! Upgraded fixtures in the living room and bedrooms, custom blinds with remote

    Candace Floyd The Property Group 850 Inc

    121 Lightning Bug Ln, Freeport, FL 32439
  • /32

    $449,000

    • 3 Beds
    • 2 Baths
    • 1,958 Sq Ft

    36 Dickens Dr, Freeport, FL 32439

    This home is located in the highly sought after, environmentally responsible, master planned community of Hammock Bay, located in Freeport, FL. This craftsman style 3-bedroom, 2-bathroom home is nestled in the Passages subdivision of Hammock Bay and backs up to Passages Pond. There's a separate room with French doors for a home office, reading room or whatever you desire. The private, spacious

    Robert Ward RE/MAX by the Sea

    36 Dickens Dr, Freeport, FL 32439
  • /62

    $949,000

    • 4 Beds
    • 3 Baths
    • 2,825 Sq Ft

    193 Portland Park Rd, Freeport, FL 32439

    Deep-water access with boat slip! This high-elevation waterfront home features a 15' deep water dock and slip just minutes to Choctawhatchee Bay. Located on a quiet street with a public boat launch nearby, the property offers new LVP flooring throughout, new dock decking, and spacious living areas on both levels—ideal for entertaining or rental potential. Enjoy the wraparound porch (partially

    Christoper Lawson Realty ONE Group Emerald Coast

    193 Portland Park Rd, Freeport, FL 32439
  • /21

    $245,500

    • 3 Beds
    • 2 Baths
    • 1,440 Sq Ft

    42 Cypress Ln, Freeport, FL 32439

    Welcome to this charming home featuring 3 bedrooms and 2 full bathrooms, nestled on a generously sized lot 1,1 ac. Step into a spacious living room complete with a cozy fireplace- perfect for relaxing evenings. The open dining area flows into a well appointed kitchen with a breakfast nook ideal for casual meals. Enjoy outdoor living at its finest with a large, covered front porch- great for

    M S Lokation

    42 Cypress Ln, Freeport, FL 32439
  • /8

    $250,000

    • Land
    • 0.22 Acre
    • $1,136,364 per Acre

    305 Portland Park Rd, Freeport, FL 32439

    Located on deep water, this tranquil 77'x156' lot is private and ready for you to build your new home. The lot is surrounded by mature trees, providing a sense of seclusion and tranquility.This waterfront bayou lot offers easy access to the water for boating, fishing, and other water activities. The covered boat dock is perfect for storing your boat and enjoying the beautiful

    Kimberly Gordon On The Coast Real Estate Group

    305 Portland Park Rd, Freeport, FL 32439
  • /43

    $375,000

    • 3 Beds
    • 2 Baths
    • 1,829 Sq Ft

    268 Cornelia St, Freeport, FL 32439

    This adorable Florida Cottage style home in Hammock Bay features 3bedrooms and 2 bathrooms and sits across the street from Central Park and 1 minute away from all of Hammock Bay's amazing amenities. As you walk inside, you'll appreciate the open floor plan. The kitchen has a sit down counter bar and there's a separate dining area a window that overlooks the park. There are 2

    Tania Grady Real Broker LLC

    268 Cornelia St, Freeport, FL 32439
  • /7

    $250,000

    • Land
    • 28 Acres
    • $8,929 per Acre

    01 Alaqua Cove Rd, Freeport, FL 32439

    28 acres strategically located just off Highway 20, this parcel offers a unique opportunity in one of the fastest-growing areas of Northwest Florida. Situated near Goodwin Creek and Alaqua Creek, this property provides a rare combination of size, location, and access to channels that lead to Choctawhatchee Bay! What sets this listing apart is the optional inclusion of four adjoining parcels, also

    Lacey Stewart Century 21 AllPoints Realty

    01 Alaqua Cove Rd, Freeport, FL 32439
  • /46

    $369,900

    • 3 Beds
    • 2 Baths
    • 1,594 Sq Ft

    245 This Way, Freeport, FL 32439

    Welcome to Mill Cottages at Hammock Bay, where quality construction, thoughtful design, and resort-style amenities come together in one of Freeport's most desirable neighborhoods.Built in 2021 and beautifully maintained, this one-story home offers all the benefits of recent construction without the stress of starting from scratch. Inside, the open-concept layout features a spacious living and

    Spears Group Compass

    245 This Way, Freeport, FL 32439
  • /62

    $735,000

    • 4 Beds
    • 2.5 Baths
    • 2,258 Sq Ft

    541 Waterview Cove Dr, Freeport, FL 32439

    Fantastic house, all brick and completely updated with many extra features. 4 bedrooms and 2.5 bathrooms. Expansive living room with fireplace. Separate main suite with sumptuous ensuite featuring dual shower, double sinks, and dual walk-in wardrobes. Kitchen with extra area with counter tops and ample cabinets for storage along with a breakfast bar and luxury appliance suite. Spacious, enclosed

    Irene Kinsley Corcoran Reverie SRB

    541 Waterview Cove Dr, Freeport, FL 32439
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