Florida Homes for Sale with a Guest House

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  $2,499,999

  • 4 Beds
  • 3.5 Baths
  • 3,655 Sq Ft

  433 E Zaragoza St, Pensacola, FL 32502

  This beautifully restored Victorian home blends timeless architecture with modern luxury in one of downtown Pensacola’s most desirable neighborhoods. This residence offers a rare opportunity to own a piece of Pensacola’s history while enjoying modern comfort and design. Every detail has been thoughtfully updated, preserving the home’s character while adding designer finishes throughout. Ideally

  Mark Lee Team Levin Rinke Realty

  433 E Zaragoza St, Pensacola, FL 32502
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  /26

  $585,000

  • 4 Beds
  • 3 Baths
  • 1,548 Sq Ft

  222 NW 14th St, Homestead, FL 33030

  4/2 MAIN AND 1/1 GUEST COTTAGE ON LARGE LOT WITH ESTABLISHED TREES IN THE HEART OF HOMESTEAD. THIS IS A PERFECT NEXT GEN HOUSE. A SPLIT FLOORPLAN 4/2 MAIN HOUSE W/ 2 CAR GARAGE, COVERED BACK PATIO & CROSS FENCED FROM THE COTTAGE W/ A 2021 ROOF. THE COTTAGE IS UPDATED W/ A 10 YR OLD +/- ROOF, NEW ROMEX ELECTRICAL WIRING, & MOSTLY IMPACT WINDOWS. THE PROPERTY HAS A DUPLEX DESIGNATION. SITTING IN

  Nancy O'Brien The Keyes Company

  222 NW 14th St, Homestead, FL 33030
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  /39

  $1,875,000

  • 4 Beds
  • 4 Baths
  • 2,086 Sq Ft

  219 33rd St, West Palm Beach, FL 33407

  Just one block from the water, this beautifully updated 1940s home blends timeless charm with modern living. The main house features 3 bedrooms and 3 full baths, a bright open layout, hardwood floors, and an updated kitchen. Natural light highlights the home's original character and thoughtful upgrades. Step outside to a private oasis with deep dip pool and inviting patio, perfect for relaxing or

  MAEVE MCGOWAN Sotheby's International Realty, Inc.

  219 33rd St, West Palm Beach, FL 33407
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  /40

  $349,900

  • 3 Beds
  • 3 Baths
  • 1,767 Sq Ft

  5916 NW 27th Place, Ocala, FL 34482

  COMPLETELY RENOVATED 3BD/3BA POOL HOUSE with Mother-in-Law suite for extra income or a family member who wants their own space. NEW A/C (1-2025) NEW WATER HEATER (1-2025) NEWLY PAINTED INTERIOR (1-2025) ALL NEW APPLIANCES (1-2025), NEW ROOF (3-2023) NEW GARAGE DOOR WITH WINDOW (2-2025) MOVE-IN READY describes this completely remodeled house. Just bring your toothbrush and move in. The courtyard

  Rebecca Alexander LOKATION

  5916 NW 27th Place, Ocala, FL 34482
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  /100

  $869,000

  • 5 Beds
  • 3 Baths
  • 3,834 Sq Ft

  321 Cressida Cir, Spring Hill, FL 34609

  Magnificent Multi-Generational Compound with Resort-Style Amenities & No HOA.Welcome to a truly unique opportunity for flexible living and long-term investment in the desirable Huntington Woods community of Spring Hill, FL. This magnificent corner property sits on over 1.25 acres across two oversized lots, offering a rare blend of privacy, space, and convenience. Ideal for accommodating aging

  Mindy Ramirez 1 REALTY GROUP LLC

  321 Cressida Cir, Spring Hill, FL 34609
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  $3,150,000

  • 5 Beds
  • 7 Baths
  • 4,685 Sq Ft

  305 Pollard Cove E Unit Lot 94, Inlet Beach, FL 32413

  The Evangeline Plan by Key Lime Construction showcases timeless coastal architecture blended with refined modern design, offering 4 bedrooms, 4 full baths, 2 half bathrooms and a 2-car garage across 4,212 square feet in the main house and a 473 square feet carriage bedroom with a full bathroom and kitchenette over the detached garage. From the moment you enter through the brick-arched foyer, the

  Builder Services Watersound Real Estate

  305 Pollard Cove E Unit Lot 94, Inlet Beach, FL 32413
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  /96

  $7,000,000

  • 6 Beds
  • 8 Baths
  • 5,826 Sq Ft

  431 Pisces Dr, Santa Rosa Beach, FL 32459

  Expertly designed and built by Coastal Elements with architecture by Greg Jazayeri, 431 Pisces Drive is a newly completed bayfront estate where contemporary coastal design meets elevated craftsmanship. Set on over half an acre with 100+ feet of private water frontage, the home sits along a quiet cul-de-sac of just fourteen bayfront residences, offering private deep-water access, protected

  Blake Jones Scenic Sotheby's International Realty

  431 Pisces Dr, Santa Rosa Beach, FL 32459
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  /51

  $565,000

  • 3 Beds
  • 2.5 Baths
  • 1,840 Sq Ft

  1202 Watson Ave, Pensacola, FL 32503

  Beautifully Updated Home with Detached Guest Suite in Prime Location! This spacious and versatile property offers over 1,760 sq. ft. of main living space plus a detached 762 sq. ft. guest suite, creating endless possibilities for comfortable living and entertaining. Step inside the main home to find modern updates throughout, including a fully remodeled kitchen, new flooring, fresh interior and

  Amanda Waddell LPT Realty

  1202 Watson Ave, Pensacola, FL 32503
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  /79

  $650,000

  • 5 Beds
  • 5 Baths
  • 3,473 Sq Ft

  1528 Blair Rd, Jacksonville, FL 32221

  NEWLY REDUCED PRICE!!! Welcome home to your perfect multi-generational refuge.This spacious 3473 SF home sits on a 1.76 acre lot and is close to everything the Bold City of Jacksonville Florida has to offer. It is truly the perfect blend of comfort, convenience and charm. The ingeniously remastered kitchen is a culinary sanctuary. Designed with both aesthetics and efficiency in mind it

  Melissa Herman KELLER WILLIAMS ST JOHNS

  1528 Blair Rd, Jacksonville, FL 32221
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  /107

  $3,349,000

  • 5 Beds
  • 5.5 Baths
  • 3,801 Sq Ft

  5 Bayshore Dr, Miramar Beach, FL 32550

  5 Bayshore Drive | Miramar Beach, Florida Bayfront Luxury. Endless Horizons. Effortless Living No HOA Along the tranquil expanse of Choctawhatchee Bay, 5 Bayshore Drive stands as a masterwork of modern coastal living — a residence where architecture, light, and landscape exist in effortless harmony.Each morning, the water glimmers just beyond your window. Each evening, the horizon melts into

  Debra Jourdan Corcoran Reverie Destin

  5 Bayshore Dr, Miramar Beach, FL 32550
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  /91

  $565,000

  • 4 Beds
  • 3 Baths
  • 2,995 Sq Ft

  301 S Prospect St, Crescent City, FL 32112

  Step back in time- with a view! This navigable waterfront 1912 Craftsman took a short break from the MLS to install a NEW metal roof on home & garage, HVAC, & water heater. Crescent City is well known for historical buildings, fishing tournaments, festivals & more. Crescent Lake is navigable to Dunns Creek, St. Johns River, Lake George, & the Atlantic Ocean. Easy car ride to St. Augustine,

  DENISE JOHNSON UNITED REAL ESTATE GALLERY

  301 S Prospect St, Crescent City, FL 32112
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  $2,145,000

  • 5 Beds
  • 5.5 Baths
  • 3,108 Sq Ft

  32 E Park Place Ave Unit 601, Panama City Beach, FL 32413

  **FULL VIDEO WALKTHROUGH AVAILABLE** Welcome to Enclave at Inlet Beach 601, a gorgeous single-family home that captures stunning views of the Gulf of America and sits only 0.2mi from a quiet beach access. With over $170,000 in projected rental income, this property is a rarity on 30a; it offers a private heated pool, one-car garage, and gulf views - the only home East of Grayton Beach to boast

  Caleb Spears Compass

  32 E Park Place Ave Unit 601, Panama City Beach, FL 32413
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  /59

  $924,900

  • 4 Beds
  • 3 Baths
  • 2,010 Sq Ft

  877 Sunset Dr, Melbourne, FL 32935

  This 2025 remodeled riverfront sanctuary has been completely reimagined, blending sleek modern design with the timeless beauty of Old Florida. Nestled beneath moss-draped oaks on nearly half an acre, the property offers just over 2,000 square feet between the main home and detached guest suite. Taken down to the studs and rebuilt to today's highest standards, every element is new—roof, AC,

  Ryan Malone Endless Summer Real Estate

  877 Sunset Dr, Melbourne, FL 32935
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  /57

  $11,495,000

  • 6 Beds
  • 8 Baths
  • 8,128 Sq Ft

  4330 S Fletcher Ave, Fernandina Beach, FL 32034

  Welcome to 4330 S Fletcher Ave—an unparalleled oceanfront compound set on nearly an acre of land w/ 85' of pristine ocean frontage. Finished in 2023, this four-story, commercial-grade concrete and steel home rises 55 ft from grade. Exquisite interior finishes include hand-troweled Venetian plaster over 5/8'' sheetrock, hand-finished European white oak floors over gypcrete for added

  JAMES MILLER ONE SOTHEBY S INTERNATIONAL REALTY

  4330 S Fletcher Ave, Fernandina Beach, FL 32034
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  /99

  $2,225,000

  • 4 Beds
  • 2 Baths
  • 3,324 Sq Ft

  19820 SW 244th St, Homestead, FL 33031

  Lovely Redland Estate House 5 AcreRelaxing unique chimney, french doors, family room overlooking fish pond & waterfall, & 1,500 sq. ft. custom built gazebo with pavers, kitchen, BBQ, lighting, & 2 outdoor bthrms.Garage convert., metal roof. Whole house electrical panel flip from FPL to generator. Peaceful living, opportunity to create a profitable Airbnb & host rustic yet elegant event

  Legna Rodriguez Espina Lapeyre Realty Inc

  19820 SW 244th St, Homestead, FL 33031
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  /65

  $1,295,000

  • 5 Beds
  • 4 Baths
  • 1,620 Sq Ft

  1181 W Gorrie Dr, Saint George Island, FL 32328

  "The Corner at SGI" Updated Vintage Ground-Level St. George Island 1st Tier home with Separate Guest Suite and Private Heated Pool! Expansive, multi-level covered and open raised decks offer panoramic Gulf views and stellar stargazing. Step across the street to the Gulf of Mexico and acclaimed white sand beach. Beautifully renovated throughout in classic coastal style. The vaulted and beamed open

  Pandora Schlitt Naumann Group Real Estate, Inc. - SGI

  1181 W Gorrie Dr, Saint George Island, FL 32328
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  $5,995,000

  • 9 Beds
  • 10.5 Baths
  • 9,587 Sq Ft

  425 Beachfront Trail, Santa Rosa Beach, FL 32459

  A bespoke coastal retreat with timeless elegance. Nestled behind the private gates of Seclusion Dunes, this refined Seagrove estate offers exceptional privacy, thoughtful scale, and the enduring charm of a true coastal home. Positioned within one of 30A's most exclusive and low-density enclaves, the residence is surrounded by lush native landscape and set on a quiet private lane just steps from

  Beau Blankenship Christies International Real Estate Emerald Coast

  425 Beachfront Trail, Santa Rosa Beach, FL 32459
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  /94

  $1,049,900

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

  620 Willow Pond Ln, Osteen, FL 32764

  Looking for the perfect blend of peaceful country living and modern functionality? Welcome to this impressive 10.52-acre fully fenced and cross-fenced Country Estate that has it all — room to spread out and privacy, with practical and beautiful updates throughout. Enter the property through a private gate and up the paver driveway to this quality brick pool home. The MAIN HOUSE offers a

  Cindy Hudson WATSON REALTY CORP

  620 Willow Pond Ln, Osteen, FL 32764
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  /61

  $639,000

  • 5 Beds
  • 2.5 Baths
  • 3,601 Sq Ft

  7425 S Irma Point, Lecanto, FL 34461

  Discover Serene Country Living in this beautifully decorated 5 bedroom, 2.1/2 bath spacious home nestled on 2.09 acres just 1.3 miles from the Suncoast Parkway. Step inside to find bright cheerful colors and a thoughtfully designed interior that radiates warmth and serenity. Every room feels inviting, filled with natural light and and charming details that make this home truly special. Relax in

  Sherri C Parker SHERRI C PARKER & ASSOCIATES

  7425 S Irma Point, Lecanto, FL 34461
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  /42

  $749,900

  • 3 Beds
  • 3 Baths
  • 2,561 Sq Ft

  1955 Blackfoot Trail, Saint Cloud, FL 34771

  Priced to Sell! This private Oasis truly has It All! Escape to your own private sanctuary in the desirable Bay Lake Ranch community, where peace, space, and luxury meet. Set on almost 2 acres of high and dry wooded land, this stunning property offers TOTAL privacy — and no HOA! You will be greeted by a decorative wood fence and gated entry. A concrete driveway winds to the main home, surrounded

  Matt Buttner LIST NOW REALTY, LLC

  1955 Blackfoot Trail, Saint Cloud, FL 34771

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